TY  - JOUR
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Valentić, Nataša
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2024-08
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7435
AB  - Providing structural information on drug-like compounds is a significant step in efforts to develop innovative drugs with balanced solubility, cell permeability and target binding. In this paper, a new cyclohexane-5-spirohydantoin tethered with a 4‑tert-butylbenzoyl group was synthesized and its crystal structure was determined using the single crystal X-ray diffraction. The Hirshfeld surface analysis was used to gain a preliminary insight into the proportion and nature of the intermolecular interactions in the crystal structure, while their quantitative description is further presented in terms of a systematic analysis of dimeric motifs representing different recognition modes. A combination of N–H∙∙∙O and C(sp3)–H∙∙∙O hydrogen bonds, C(sp3)–H∙∙∙π, lone-pair∙∙∙π and π∙∙∙π stacking interactions links the molecules into a bilayer having two carbonyl O atoms exposed to the exterior. Further stacking of the bilayers occurs through C(sp3)–H∙∙∙O hydrogen bonds involving these O atoms as acceptors, C(sp3)–H∙∙∙π and π∙∙∙π stacking interactions between the phenyl groups. The molecular electrostatic potential surface map reveals that the carbonyl O atoms of the hydantoin ring and the phenyl ring are electrophilic centers, while the N1–H1 group is a nucleophilic center. The calculated HOMO and LUMO energies were used to semiquantitatively estimate the global reactivity descriptors suggesting the soft nature of the molecule.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione
SP  - 138234
VL  - 1310
DO  - 10.1016/j.molstruc.2024.138234
ER  - 

@article{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Valentić, Nataša and Đorđević, Ivana and Trišović, Nemanja",
year = "2024-08",
abstract = "Providing structural information on drug-like compounds is a significant step in efforts to develop innovative drugs with balanced solubility, cell permeability and target binding. In this paper, a new cyclohexane-5-spirohydantoin tethered with a 4‑tert-butylbenzoyl group was synthesized and its crystal structure was determined using the single crystal X-ray diffraction. The Hirshfeld surface analysis was used to gain a preliminary insight into the proportion and nature of the intermolecular interactions in the crystal structure, while their quantitative description is further presented in terms of a systematic analysis of dimeric motifs representing different recognition modes. A combination of N–H∙∙∙O and C(sp3)–H∙∙∙O hydrogen bonds, C(sp3)–H∙∙∙π, lone-pair∙∙∙π and π∙∙∙π stacking interactions links the molecules into a bilayer having two carbonyl O atoms exposed to the exterior. Further stacking of the bilayers occurs through C(sp3)–H∙∙∙O hydrogen bonds involving these O atoms as acceptors, C(sp3)–H∙∙∙π and π∙∙∙π stacking interactions between the phenyl groups. The molecular electrostatic potential surface map reveals that the carbonyl O atoms of the hydantoin ring and the phenyl ring are electrophilic centers, while the N1–H1 group is a nucleophilic center. The calculated HOMO and LUMO energies were used to semiquantitatively estimate the global reactivity descriptors suggesting the soft nature of the molecule.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione",
pages = "138234",
volume = "1310",
doi = "10.1016/j.molstruc.2024.138234"
}

Lazić, A., Radovanović, L., Rogan, J., Valentić, N., Đorđević, I.,& Trišović, N.. (2024-08). Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione. in Journal of Molecular Structure
Elsevier B.V.., 1310, 138234.
https://doi.org/10.1016/j.molstruc.2024.138234

Lazić A, Radovanović L, Rogan J, Valentić N, Đorđević I, Trišović N. Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione. in Journal of Molecular Structure. 2024;1310:138234.
doi:10.1016/j.molstruc.2024.138234 .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Valentić, Nataša, Đorđević, Ivana, Trišović, Nemanja, "Crystallographic and theoretical analysis of a spirohydantoin derivative: 3-(4‑tert-butylbenzoyl)-1,3-diazaspiro[4.5]decane-2,4‑dione" in Journal of Molecular Structure, 1310 (2024-08):138234,
https://doi.org/10.1016/j.molstruc.2024.138234 . .

TY  - CONF
AU  - Lazić, Anita M.
AU  - Radovanović, Lidija D.
AU  - Rogan, Jelena R.
AU  - Valentić, Nataša V.
AU  - Đorđević, Ivana S.
AU  - Trišović, Nemanja P.
PY  - 2024
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7401
AB  - An analysis of structural features of new compounds with multiple hydrogen-bond donating and
accepting groups can enhance our understanding of development of supramolecular assemblies
with potential for application in life sciences. Using the quantum chemical calculations,
formation of the crystal structure of cyclohexane-5-spirohydantoin bearing a 4-tert-butylbenzoyl
group (Fig. 1) was analysed in terms of a number of dimeric motifs associated with
intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin
derivatives, where two molecules related by inversion are linked by a pair of N‒H‧‧‧O
hydrogen bonds [1]. This motif is involved in two types of double chains, which further form a
layer. Together with the dispersion interactions (π‒π and hydrophobic), C‒H‧‧‧O interactions
act as the source of attraction between the layers. Intermolecular interactions were also
investigated using the Hirschfield surface analysis, enabling to additionally estimate quantitative
contributions of intermolecular interactions to the crystal packing.
PB  - COST Action CA21101 "COSY"
C3  - Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia
T1  - Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative
SP  - 44
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7401
ER  - 

@conference{
author = "Lazić, Anita M. and Radovanović, Lidija D. and Rogan, Jelena R. and Valentić, Nataša V. and Đorđević, Ivana S. and Trišović, Nemanja P.",
year = "2024",
abstract = "An analysis of structural features of new compounds with multiple hydrogen-bond donating and
accepting groups can enhance our understanding of development of supramolecular assemblies
with potential for application in life sciences. Using the quantum chemical calculations,
formation of the crystal structure of cyclohexane-5-spirohydantoin bearing a 4-tert-butylbenzoyl
group (Fig. 1) was analysed in terms of a number of dimeric motifs associated with
intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin
derivatives, where two molecules related by inversion are linked by a pair of N‒H‧‧‧O
hydrogen bonds [1]. This motif is involved in two types of double chains, which further form a
layer. Together with the dispersion interactions (π‒π and hydrophobic), C‒H‧‧‧O interactions
act as the source of attraction between the layers. Intermolecular interactions were also
investigated using the Hirschfield surface analysis, enabling to additionally estimate quantitative
contributions of intermolecular interactions to the crystal packing.",
publisher = "COST Action CA21101 "COSY"",
journal = "Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia",
title = "Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative",
pages = "44",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7401"
}

Lazić, A. M., Radovanović, L. D., Rogan, J. R., Valentić, N. V., Đorđević, I. S.,& Trišović, N. P.. (2024). Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative. in Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia
COST Action CA21101 "COSY"., 44.
https://hdl.handle.net/21.15107/rcub_technorep_7401

Lazić AM, Radovanović LD, Rogan JR, Valentić NV, Đorđević IS, Trišović NP. Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative. in Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia. 2024;:44.
https://hdl.handle.net/21.15107/rcub_technorep_7401 .

Lazić, Anita M., Radovanović, Lidija D., Rogan, Jelena R., Valentić, Nataša V., Đorđević, Ivana S., Trišović, Nemanja P., "Quantitative Crystal Structure Analysis of A Selected Spirohydantoin Derivative" in Book of abstracts / The 1st WG2 Virtual meeting of COST action CA21101 COSY "From quantum to classical dynamics of
isolated molecules and 3D materials", 6th February 2024, Belgrade, Serbia (2024):44,
https://hdl.handle.net/21.15107/rcub_technorep_7401 .

TY  - CONF
AU  - Matijević, Borko
AU  - Mrđan, Gorana
AU  - Lađarević, Jelena
AU  - Valentić, Nataša
AU  - Mijin, Dušan
AU  - Mašulović, Aleksandra
AU  - Apostolov, Suzana
AU  - Vaštag, Đenđi
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7308
AB  - Aryl azo pyridone dyes belong to a very important class of organic compounds. World annual
production of synthetic dyes is over 60 % based on the azo derivatives. They are mostly used as
coloring agents for textiles, paper, leather, rubber, polymer, and many other materials. With the
development of high technology, these structures also found their application as components of
lasers and nonlinear optical systems, LCD (liquid crystal display) screens, and thermal printers.
Lately, increasing attention has been directed to the biological activity of azo compounds. It has
been proven that they have anti-tumor, anti-inflammatory, anti-oxidant, anti-microbial, and antituberculosis activity, while certain derivatives are used for therapeutic purposes. Aryl azo dyes
are widely used due to their excellent physicochemical properties (primarily high value of the
molar extinction coefficient and great resistance to light and wet processing) and the fact that
can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes
of 6-hydroxy-5-(hydroxy substituted phenylazo)-4-methyl-2-oxo-1,2-dihydropyridine-3-
carbonitriles were synthesized by a diazo coupling reaction starting from aminophenols (2-, 3-
and 4-substituted) and 6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile as coupling
components. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis
spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the
surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been
studied, as the influence of the position of the substituent present (orto-, meta- and para
position). In addition, the effect of the solvent used was determined by applying a solvatochromic
model using the LSER method (linear solvation energy relationship). Obtaining information
about the inter- and intramolecular relationships that newly synthesized compounds can achieve
may be of great importance for all further investigations and their potential application as
biologically active compounds.
PB  - Zvornik : Faculty of Technology
C3  - Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023
T1  - SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES
SP  - 59
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7308
ER  - 

@conference{
author = "Matijević, Borko and Mrđan, Gorana and Lađarević, Jelena and Valentić, Nataša and Mijin, Dušan and Mašulović, Aleksandra and Apostolov, Suzana and Vaštag, Đenđi",
year = "2023",
abstract = "Aryl azo pyridone dyes belong to a very important class of organic compounds. World annual
production of synthetic dyes is over 60 % based on the azo derivatives. They are mostly used as
coloring agents for textiles, paper, leather, rubber, polymer, and many other materials. With the
development of high technology, these structures also found their application as components of
lasers and nonlinear optical systems, LCD (liquid crystal display) screens, and thermal printers.
Lately, increasing attention has been directed to the biological activity of azo compounds. It has
been proven that they have anti-tumor, anti-inflammatory, anti-oxidant, anti-microbial, and antituberculosis activity, while certain derivatives are used for therapeutic purposes. Aryl azo dyes
are widely used due to their excellent physicochemical properties (primarily high value of the
molar extinction coefficient and great resistance to light and wet processing) and the fact that
can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes
of 6-hydroxy-5-(hydroxy substituted phenylazo)-4-methyl-2-oxo-1,2-dihydropyridine-3-
carbonitriles were synthesized by a diazo coupling reaction starting from aminophenols (2-, 3-
and 4-substituted) and 6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile as coupling
components. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis
spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the
surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been
studied, as the influence of the position of the substituent present (orto-, meta- and para
position). In addition, the effect of the solvent used was determined by applying a solvatochromic
model using the LSER method (linear solvation energy relationship). Obtaining information
about the inter- and intramolecular relationships that newly synthesized compounds can achieve
may be of great importance for all further investigations and their potential application as
biologically active compounds.",
publisher = "Zvornik : Faculty of Technology",
journal = "Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023",
title = "SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES",
pages = "59",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7308"
}

Matijević, B., Mrđan, G., Lađarević, J., Valentić, N., Mijin, D., Mašulović, A., Apostolov, S.,& Vaštag, Đ.. (2023). SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES. in Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023
Zvornik : Faculty of Technology., 59.
https://hdl.handle.net/21.15107/rcub_technorep_7308

Matijević B, Mrđan G, Lađarević J, Valentić N, Mijin D, Mašulović A, Apostolov S, Vaštag Đ. SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES. in Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023. 2023;:59.
https://hdl.handle.net/21.15107/rcub_technorep_7308 .

Matijević, Borko, Mrđan, Gorana, Lađarević, Jelena, Valentić, Nataša, Mijin, Dušan, Mašulović, Aleksandra, Apostolov, Suzana, Vaštag, Đenđi, "SYNTHESIS, STRUCTURE CHARACTERIZATION AND SOLVATOCHROMISM OF SOME ARYL AZO PYRIDONE DYES" in Book of Abstracts / VIII International Congress "Engineering, Environment and Materials in Process Industry", Jahorina, March 20-23, 2023 (2023):59,
https://hdl.handle.net/21.15107/rcub_technorep_7308 .

TY  - JOUR
AU  - Matijević, Borko
AU  - Mrđan, Gorana
AU  - Lađarević, Jelena
AU  - Valentić, Nataša
AU  - Mijin, Dušan
AU  - Apostolov, Suzana
AU  - Vaštag, Đenđi
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6950
AB  - Aryl azo dyes are widely used due to their excellent physicochemical properties (primarily high value of the molar extinction coefficient and great resistance to light and wet processing) and the fact that can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes of 5-(hydroxy substituted phenylazo)-3-cyano-6-hydroxy-4-methyl-2-pyridone were synthesized by a diazo coupling reaction. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been studied, as the influence of the position of the substituent present (orto-, meta- and para position). In addition, the effect of the solvent used was determined by applying a solvatochromic model using the LSER method (linear solvation energy relationship). Obtaining information about the inter- and intramolecular relationships that newly synthesized compounds can achieve may be of great importance for all further investigations and their potential application as biologically active compounds.
AB  - Aril azo boje imaju široku primenu zbog svojih odličnih fizičko-hemijskih svojstava (prvenstveno visoke vrednosti molarnog ekstinkcionog koeficijenta i velike otpornosti na svetlost i vlagu) i činjenice da se mogu dobiti jednostavnom metodom diazotizacije i kuplovanja. U ovom radu susintetisane tri boje 5-(hidroksi supstituisane fenilazo)-3-cijano-6-hidroksi-4-metil-2-piridona reakcijom diazo kuplovanja. Dobijene boje su okarakterisane tačkom topljenja, IR, NMR i UV-Vis spektroskopijom. S obzirom na to da struktura molekula i ostvarene interakcije sa okolnim medijumom mogu uticati na aktivnost ispitivanih jedinjenja, proučavan je solvatohromizam i moguććnost azo-hidrazon tautomerije, kao i uticaj položaja prisutnog supstituenta (orto-, meta- i para pozicija ) u strukturi ispitivanih jedinjenja. Pored toga, kvantitatifikovan je efekat korišććenih rastvarača primenom dva solvatohromna modela koristeći LSER metodu (linear solvation energy relationship). Dobijanje informacija o inter- i intra-molekulskim interakcijama koje sintetizovana jedinjenja mogu da ostvare su od velike važnosti za sva dalja istraživanja i njihovu potencijalnu primenu kao biološki aktivnih jedinjenja.
PB  - Inženjersko društvo za koroziju
T2  - Zaštita materijala
T1  - Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes
T1  - Sinteza i solvatohromizam nekih hidroksi supstituisanih fenilazo piridonskih boja
EP  - 451
IS  - 4
SP  - 444
VL  - 64
DO  - 10.5937/zasmat2304444M
ER  - 

@article{
author = "Matijević, Borko and Mrđan, Gorana and Lađarević, Jelena and Valentić, Nataša and Mijin, Dušan and Apostolov, Suzana and Vaštag, Đenđi",
year = "2023",
abstract = "Aryl azo dyes are widely used due to their excellent physicochemical properties (primarily high value of the molar extinction coefficient and great resistance to light and wet processing) and the fact that can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes of 5-(hydroxy substituted phenylazo)-3-cyano-6-hydroxy-4-methyl-2-pyridone were synthesized by a diazo coupling reaction. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been studied, as the influence of the position of the substituent present (orto-, meta- and para position). In addition, the effect of the solvent used was determined by applying a solvatochromic model using the LSER method (linear solvation energy relationship). Obtaining information about the inter- and intramolecular relationships that newly synthesized compounds can achieve may be of great importance for all further investigations and their potential application as biologically active compounds., Aril azo boje imaju široku primenu zbog svojih odličnih fizičko-hemijskih svojstava (prvenstveno visoke vrednosti molarnog ekstinkcionog koeficijenta i velike otpornosti na svetlost i vlagu) i činjenice da se mogu dobiti jednostavnom metodom diazotizacije i kuplovanja. U ovom radu susintetisane tri boje 5-(hidroksi supstituisane fenilazo)-3-cijano-6-hidroksi-4-metil-2-piridona reakcijom diazo kuplovanja. Dobijene boje su okarakterisane tačkom topljenja, IR, NMR i UV-Vis spektroskopijom. S obzirom na to da struktura molekula i ostvarene interakcije sa okolnim medijumom mogu uticati na aktivnost ispitivanih jedinjenja, proučavan je solvatohromizam i moguććnost azo-hidrazon tautomerije, kao i uticaj položaja prisutnog supstituenta (orto-, meta- i para pozicija ) u strukturi ispitivanih jedinjenja. Pored toga, kvantitatifikovan je efekat korišććenih rastvarača primenom dva solvatohromna modela koristeći LSER metodu (linear solvation energy relationship). Dobijanje informacija o inter- i intra-molekulskim interakcijama koje sintetizovana jedinjenja mogu da ostvare su od velike važnosti za sva dalja istraživanja i njihovu potencijalnu primenu kao biološki aktivnih jedinjenja.",
publisher = "Inženjersko društvo za koroziju",
journal = "Zaštita materijala",
title = "Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes, Sinteza i solvatohromizam nekih hidroksi supstituisanih fenilazo piridonskih boja",
pages = "451-444",
number = "4",
volume = "64",
doi = "10.5937/zasmat2304444M"
}

Matijević, B., Mrđan, G., Lađarević, J., Valentić, N., Mijin, D., Apostolov, S.,& Vaštag, Đ.. (2023). Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes. in Zaštita materijala
Inženjersko društvo za koroziju., 64(4), 444-451.
https://doi.org/10.5937/zasmat2304444M

Matijević B, Mrđan G, Lađarević J, Valentić N, Mijin D, Apostolov S, Vaštag Đ. Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes. in Zaštita materijala. 2023;64(4):444-451.
doi:10.5937/zasmat2304444M .

Matijević, Borko, Mrđan, Gorana, Lađarević, Jelena, Valentić, Nataša, Mijin, Dušan, Apostolov, Suzana, Vaštag, Đenđi, "Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes" in Zaštita materijala, 64, no. 4 (2023):444-451,
https://doi.org/10.5937/zasmat2304444M . .

TY  - CONF
AU  - Lazić, Anita
AU  - Matović, Luka
AU  - Lađarević, Jelena
AU  - Mašulović, Aleksandra
AU  - Gak Simić, Kristina
AU  - Valentić, Nataša
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6769
AB  - Ferrocene derivatives are known as antioxidants, antiparasitic, antitumor, antiviral, antibacterial and antifungal agents. In addition to applications in medicinal chemistry and drug design,
ferrocene derivatives are of exceptional importance in synthetic organic chemistry, especially in
catalytic asymmetric transformations. They are also used in electrochemistry and polymer chemistry, as additives in fuels, as chemosensors in agrochemistry and biosensors of glucose and active
components in molecular electronics. To design new antioxidant agents, five ferrocenyl chalcones
were synthesized, and fully characterized by melting points, FT-IR, 1H and 13C NMR spectroscopic
methods. The synthesized chalcones differ in the nature and the position of the substituent attached
to the phenyl group in position 1 of the linear unsaturated carbonyl system. The potential antioxidant activity of the synthesized compounds was evaluated using the ABTS (2,2'-azinobis-(3-
ethylbenzothiazoline-6-sulfonic acid) method and IC50 values of the most effective compounds were
further determined.
AB  - Derivati ferocena su poznati antioksidansi, antiparazitici, antitumorni, antivirusni, antibakterijski i antifungalni agensi. Pored primene u medicinskoj hemiji, derivati ferocena su od izuzetnog
značaja u sintetičkoj organskoj hemiji, naročito u katalizovanim asimetričnim sintezama. Primenjuju se i u elektrohemiji i hemiji polimera, kao aditivi u gorivima, kao hemosenzori u agrohemiji i
biosenzori glukoze i aktivnih komponenata u molekularnoj elektronici. U cilju dizajniranja novih
antioksidativnih agenasa, u ovom radu, sintetisano je pet ferocenilhalkona koji su u potpunosti
strukturno okarakterisani određivanjem temperature toplenja, FT-IR, 1H i 13C NMR spektroskopskim metodama. Sintetisani halkoni međusobno se razlikuju prema vrsti i položaju supstituenta na
fenil-grupi u položaju 1 linearnog nezasićenog karbonilnog sistema. Potencijalna antioksidativna
aktivnost ovih jedinjenja procenjena je primenom ABTS (2,2'-azinobis-(3-etilbenzotiazolin-6-
sulfonska kiselina) metode i određivanjem IC50 vrednosti najefikasnijih jedinjenja.
PB  - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
C3  - Zbornik radova / 36. Međunarodni kongres o procesnoj industriji, PROCESING '23, 1 i 2. jun 2023, Šabac
T1  - In vitro antioxidant activity evaluation of ferrocenyl chalcones
T1  - In vitro određivanje antioksidativne aktivnosti halkona na bazi ferocena
EP  - 213
SP  - 207
DO  - 10.24094/ptk.023.207
ER  - 

@conference{
author = "Lazić, Anita and Matović, Luka and Lađarević, Jelena and Mašulović, Aleksandra and Gak Simić, Kristina and Valentić, Nataša",
year = "2023",
abstract = "Ferrocene derivatives are known as antioxidants, antiparasitic, antitumor, antiviral, antibacterial and antifungal agents. In addition to applications in medicinal chemistry and drug design,
ferrocene derivatives are of exceptional importance in synthetic organic chemistry, especially in
catalytic asymmetric transformations. They are also used in electrochemistry and polymer chemistry, as additives in fuels, as chemosensors in agrochemistry and biosensors of glucose and active
components in molecular electronics. To design new antioxidant agents, five ferrocenyl chalcones
were synthesized, and fully characterized by melting points, FT-IR, 1H and 13C NMR spectroscopic
methods. The synthesized chalcones differ in the nature and the position of the substituent attached
to the phenyl group in position 1 of the linear unsaturated carbonyl system. The potential antioxidant activity of the synthesized compounds was evaluated using the ABTS (2,2'-azinobis-(3-
ethylbenzothiazoline-6-sulfonic acid) method and IC50 values of the most effective compounds were
further determined., Derivati ferocena su poznati antioksidansi, antiparazitici, antitumorni, antivirusni, antibakterijski i antifungalni agensi. Pored primene u medicinskoj hemiji, derivati ferocena su od izuzetnog
značaja u sintetičkoj organskoj hemiji, naročito u katalizovanim asimetričnim sintezama. Primenjuju se i u elektrohemiji i hemiji polimera, kao aditivi u gorivima, kao hemosenzori u agrohemiji i
biosenzori glukoze i aktivnih komponenata u molekularnoj elektronici. U cilju dizajniranja novih
antioksidativnih agenasa, u ovom radu, sintetisano je pet ferocenilhalkona koji su u potpunosti
strukturno okarakterisani određivanjem temperature toplenja, FT-IR, 1H i 13C NMR spektroskopskim metodama. Sintetisani halkoni međusobno se razlikuju prema vrsti i položaju supstituenta na
fenil-grupi u položaju 1 linearnog nezasićenog karbonilnog sistema. Potencijalna antioksidativna
aktivnost ovih jedinjenja procenjena je primenom ABTS (2,2'-azinobis-(3-etilbenzotiazolin-6-
sulfonska kiselina) metode i određivanjem IC50 vrednosti najefikasnijih jedinjenja.",
publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku",
journal = "Zbornik radova / 36. Međunarodni kongres o procesnoj industriji, PROCESING '23, 1 i 2. jun 2023, Šabac",
title = "In vitro antioxidant activity evaluation of ferrocenyl chalcones, In vitro određivanje antioksidativne aktivnosti halkona na bazi ferocena",
pages = "213-207",
doi = "10.24094/ptk.023.207"
}

Lazić, A., Matović, L., Lađarević, J., Mašulović, A., Gak Simić, K.,& Valentić, N.. (2023). In vitro antioxidant activity evaluation of ferrocenyl chalcones. in Zbornik radova / 36. Međunarodni kongres o procesnoj industriji, PROCESING '23, 1 i 2. jun 2023, Šabac
Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 207-213.
https://doi.org/10.24094/ptk.023.207

Lazić A, Matović L, Lađarević J, Mašulović A, Gak Simić K, Valentić N. In vitro antioxidant activity evaluation of ferrocenyl chalcones. in Zbornik radova / 36. Međunarodni kongres o procesnoj industriji, PROCESING '23, 1 i 2. jun 2023, Šabac. 2023;:207-213.
doi:10.24094/ptk.023.207 .

Lazić, Anita, Matović, Luka, Lađarević, Jelena, Mašulović, Aleksandra, Gak Simić, Kristina, Valentić, Nataša, "In vitro antioxidant activity evaluation of ferrocenyl chalcones" in Zbornik radova / 36. Međunarodni kongres o procesnoj industriji, PROCESING '23, 1 i 2. jun 2023, Šabac (2023):207-213,
https://doi.org/10.24094/ptk.023.207 . .

TY  - CONF
AU  - Lazić, Anita M.
AU  - Mašulović, Aleksandra D.
AU  - Lađarević, Jelena M.
AU  - Valentić, Nataša V.
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6775
AB  - Xanthendiones (1,8-dioxooctahydroxanthenes) are a special class of oxygenincorporating tricyclic compounds bearing as a basic feature a pyran nucleus fused on either side with cyclohex-2-enone rings. They are often found as a structural motif in natural products with a wide range of biological activities, such as: antioxidant, antimicrobial, trypanocidal, antiinflammatory, antiproliferative
and anticancer. A convenient and efficient approach toward the synthesis of seven aromatically substituted xanthendiones 1‒7 and one structurally-related xanthenone 8 through condensation of dimedone and the appropriate aromatic aldehyde is reported. The relationship between the chemical structure and pharmacological activity was determined empirically using appropriate software packages and in vitro using the 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method. The results of the ABTS assay indicate that five compounds possess the ability to scavenge the ABTS•+ radical cation. Based on the comparison of the IC50 values, the activity of the compounds was found to be as follows: 6 > 1 > 7 > 2 > 8.
PB  - Belgrade : Serbian Chemical Society
PB  - Belgrade : Serbian Young Chemists Club
C3  - Book of abstracts / 9th Conference of the Young Chemists of Serbia, 4th November 2023, Novi Sad
T1  - In vitro antioxidant activity evaluation of selected xanthene derivatives
SP  - 70
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6775
ER  - 

@conference{
author = "Lazić, Anita M. and Mašulović, Aleksandra D. and Lađarević, Jelena M. and Valentić, Nataša V.",
year = "2023",
abstract = "Xanthendiones (1,8-dioxooctahydroxanthenes) are a special class of oxygenincorporating tricyclic compounds bearing as a basic feature a pyran nucleus fused on either side with cyclohex-2-enone rings. They are often found as a structural motif in natural products with a wide range of biological activities, such as: antioxidant, antimicrobial, trypanocidal, antiinflammatory, antiproliferative
and anticancer. A convenient and efficient approach toward the synthesis of seven aromatically substituted xanthendiones 1‒7 and one structurally-related xanthenone 8 through condensation of dimedone and the appropriate aromatic aldehyde is reported. The relationship between the chemical structure and pharmacological activity was determined empirically using appropriate software packages and in vitro using the 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method. The results of the ABTS assay indicate that five compounds possess the ability to scavenge the ABTS•+ radical cation. Based on the comparison of the IC50 values, the activity of the compounds was found to be as follows: 6 > 1 > 7 > 2 > 8.",
publisher = "Belgrade : Serbian Chemical Society, Belgrade : Serbian Young Chemists Club",
journal = "Book of abstracts / 9th Conference of the Young Chemists of Serbia, 4th November 2023, Novi Sad",
title = "In vitro antioxidant activity evaluation of selected xanthene derivatives",
pages = "70",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6775"
}

Lazić, A. M., Mašulović, A. D., Lađarević, J. M.,& Valentić, N. V.. (2023). In vitro antioxidant activity evaluation of selected xanthene derivatives. in Book of abstracts / 9th Conference of the Young Chemists of Serbia, 4th November 2023, Novi Sad
Belgrade : Serbian Chemical Society., 70.
https://hdl.handle.net/21.15107/rcub_technorep_6775

Lazić AM, Mašulović AD, Lađarević JM, Valentić NV. In vitro antioxidant activity evaluation of selected xanthene derivatives. in Book of abstracts / 9th Conference of the Young Chemists of Serbia, 4th November 2023, Novi Sad. 2023;:70.
https://hdl.handle.net/21.15107/rcub_technorep_6775 .

Lazić, Anita M., Mašulović, Aleksandra D., Lađarević, Jelena M., Valentić, Nataša V., "In vitro antioxidant activity evaluation of selected xanthene derivatives" in Book of abstracts / 9th Conference of the Young Chemists of Serbia, 4th November 2023, Novi Sad (2023):70,
https://hdl.handle.net/21.15107/rcub_technorep_6775 .

TY  - JOUR
AU  - Lazić, Anita M.
AU  - Mašulović, Aleksandra D.
AU  - Lađarević, Jelena M.
AU  - Valentić, Nataša V.
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6809
AB  - A convenient and efficient approach toward the synthesis of seven aromatically substituted xanthendiones 1‒7 and one structurally-related xanthenone 8 through condensation of dimedone and the appropriate aromatic aldehyde is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, 1H-, 13C-NMR and UV–Vis spectroscopic methods. The relationship between the chemical structure and pharmacological activity was determined empirically using appropriate software packages and in vitro using the 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method. The results of in silico prediction suggested that all investigated compounds possess good oral bioavailability. The results of the ABTS assay indicate that five compounds possess the ability to scavenge the ABTS•+ radical cation. Based on the comparison of the IC50 values, the activity of the compounds was found to be as follows: 6 > 1 > 7 > 2 > 8. The effects of solvent dipolarity/polarizability and solute solvent–hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts proposed by Kamlet–Taft and Catalán.
AB  - U ovom radu, predstavljena je jednostavna metoda u dva koraka za sintezu sedam derivata ksantendiona i jednog derivata ksantenona koji sadrže različite aromatične supstituente, polazeći od dimedona i odgovarajućih aromatičnih aldehida. Karakterizacija sintetisanih jedinjenja izvršena je određivanjem temperature topljenja, kao i primenom elementalne analize, FT-IR, 1 H-NMR i 13C-NMR spektroskopskih metoda. Veza između hemijske strukture ovih jedinjenja i njihove farmakološke aktivnosti uspostavljena je empirijski korišćenjem odgovarajućih softverskih paketa (za predikckciju farmakološke aktivnosti) i in vitro određivanjem njihove antioksidativne aktivnosti primenom ABTS metode. Rezultati ABTS metode pokazuju da od celokupne serije testiranih jedinjenja, pet jedinjenja pokazuje značajnu antioksidativnu aktivnost. Na osnovu međusobnog poređenja IC50 vrednosti ispitivanih jedinjenja pokazano je da njihova antioksidativna aktivnost opada u sledećem nizu: 6 > 1 > 7 > 2 > 8. Jedinjenje 6 je najaktivnije u analiziranoj seriji i ima IC50 vrednost približne vrednosti kao askorbinska kiselina. Rezultati solvatohromnih jednačina koje su razvili Kamlet (Kamlet), Taft (Taft) i Katalan (Catalán), ukazuju da položaj apsorpcionih maksimuma proučavanih jedinjenja zavisi od prirode (polarnosti i kiselo-baznih svojstava) upotrebljenih rastvarača. Sa visokim vrednostima antioksidativne aktivnosti i dobrom oralnom bioraspoloživošću, derivati ksantendiona i ksantenona sa aromatičnim supstituentima, predstavljaju dobru polaznu osnovu za sintezu novih farmakološki aktivnih jedinjenja i bolje razumevanje uticaja strukture na farmakološku aktivnost.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Assessing the pharmacological potential of selected xanthene derivatives
T1  - Određivanje farmakološke aktivnosti derivata ksantena
EP  - 824
IS  - 9
SP  - 811
VL  - 88
DO  - 10.2298/JSC230131035L
ER  - 

@article{
author = "Lazić, Anita M. and Mašulović, Aleksandra D. and Lađarević, Jelena M. and Valentić, Nataša V.",
year = "2023",
abstract = "A convenient and efficient approach toward the synthesis of seven aromatically substituted xanthendiones 1‒7 and one structurally-related xanthenone 8 through condensation of dimedone and the appropriate aromatic aldehyde is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, 1H-, 13C-NMR and UV–Vis spectroscopic methods. The relationship between the chemical structure and pharmacological activity was determined empirically using appropriate software packages and in vitro using the 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method. The results of in silico prediction suggested that all investigated compounds possess good oral bioavailability. The results of the ABTS assay indicate that five compounds possess the ability to scavenge the ABTS•+ radical cation. Based on the comparison of the IC50 values, the activity of the compounds was found to be as follows: 6 > 1 > 7 > 2 > 8. The effects of solvent dipolarity/polarizability and solute solvent–hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts proposed by Kamlet–Taft and Catalán., U ovom radu, predstavljena je jednostavna metoda u dva koraka za sintezu sedam derivata ksantendiona i jednog derivata ksantenona koji sadrže različite aromatične supstituente, polazeći od dimedona i odgovarajućih aromatičnih aldehida. Karakterizacija sintetisanih jedinjenja izvršena je određivanjem temperature topljenja, kao i primenom elementalne analize, FT-IR, 1 H-NMR i 13C-NMR spektroskopskih metoda. Veza između hemijske strukture ovih jedinjenja i njihove farmakološke aktivnosti uspostavljena je empirijski korišćenjem odgovarajućih softverskih paketa (za predikckciju farmakološke aktivnosti) i in vitro određivanjem njihove antioksidativne aktivnosti primenom ABTS metode. Rezultati ABTS metode pokazuju da od celokupne serije testiranih jedinjenja, pet jedinjenja pokazuje značajnu antioksidativnu aktivnost. Na osnovu međusobnog poređenja IC50 vrednosti ispitivanih jedinjenja pokazano je da njihova antioksidativna aktivnost opada u sledećem nizu: 6 > 1 > 7 > 2 > 8. Jedinjenje 6 je najaktivnije u analiziranoj seriji i ima IC50 vrednost približne vrednosti kao askorbinska kiselina. Rezultati solvatohromnih jednačina koje su razvili Kamlet (Kamlet), Taft (Taft) i Katalan (Catalán), ukazuju da položaj apsorpcionih maksimuma proučavanih jedinjenja zavisi od prirode (polarnosti i kiselo-baznih svojstava) upotrebljenih rastvarača. Sa visokim vrednostima antioksidativne aktivnosti i dobrom oralnom bioraspoloživošću, derivati ksantendiona i ksantenona sa aromatičnim supstituentima, predstavljaju dobru polaznu osnovu za sintezu novih farmakološki aktivnih jedinjenja i bolje razumevanje uticaja strukture na farmakološku aktivnost.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Assessing the pharmacological potential of selected xanthene derivatives, Određivanje farmakološke aktivnosti derivata ksantena",
pages = "824-811",
number = "9",
volume = "88",
doi = "10.2298/JSC230131035L"
}

Lazić, A. M., Mašulović, A. D., Lađarević, J. M.,& Valentić, N. V.. (2023). Assessing the pharmacological potential of selected xanthene derivatives. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 88(9), 811-824.
https://doi.org/10.2298/JSC230131035L

Lazić AM, Mašulović AD, Lađarević JM, Valentić NV. Assessing the pharmacological potential of selected xanthene derivatives. in Journal of the Serbian Chemical Society. 2023;88(9):811-824.
doi:10.2298/JSC230131035L .

Lazić, Anita M., Mašulović, Aleksandra D., Lađarević, Jelena M., Valentić, Nataša V., "Assessing the pharmacological potential of selected xanthene derivatives" in Journal of the Serbian Chemical Society, 88, no. 9 (2023):811-824,
https://doi.org/10.2298/JSC230131035L . .

TY  - DATA
AU  - Lazić, Anita M.
AU  - Mašulović, Aleksandra D.
AU  - Lađarević, Jelena M.
AU  - Valentić, Nataša V.
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6810
AB  - A convenient and efficient approach toward the synthesis of seven aromatically substituted xanthendiones 1‒7 and one structurally-related xanthenone 8 through condensation of dimedone and the appropriate aromatic aldehyde is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, 1H-, 13C-NMR and UV–Vis spectroscopic methods. The relationship between the chemical structure and pharmacological activity was determined empirically using appropriate software packages and in vitro using the 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method. The results of in silico prediction suggested that all investigated compounds possess good oral bioavailability. The results of the ABTS assay indicate that five compounds possess the ability to scavenge the ABTS•+ radical cation. Based on the comparison of the IC50 values, the activity of the compounds was found to be as follows: 6 > 1 > 7 > 2 > 8. The effects of solvent dipolarity/polarizability and solute solvent–hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts proposed by Kamlet–Taft and Catalán.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Supplementary material for the article: Lazić, A. M.; Mašulović, A. D.; Lađarević, J. M.; Valentić, N. V. Assessing the pharmacological potential of selected xanthene derivatives. Journal of the Serbian Chemical Society 2023, 88(9), 811-824. https://doi.org/10.2298/JSC230131035L
EP  - S241
IS  - 9
SP  - S216
VL  - 88
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6810
ER  - 

@misc{
author = "Lazić, Anita M. and Mašulović, Aleksandra D. and Lađarević, Jelena M. and Valentić, Nataša V.",
year = "2023",
abstract = "A convenient and efficient approach toward the synthesis of seven aromatically substituted xanthendiones 1‒7 and one structurally-related xanthenone 8 through condensation of dimedone and the appropriate aromatic aldehyde is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, 1H-, 13C-NMR and UV–Vis spectroscopic methods. The relationship between the chemical structure and pharmacological activity was determined empirically using appropriate software packages and in vitro using the 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method. The results of in silico prediction suggested that all investigated compounds possess good oral bioavailability. The results of the ABTS assay indicate that five compounds possess the ability to scavenge the ABTS•+ radical cation. Based on the comparison of the IC50 values, the activity of the compounds was found to be as follows: 6 > 1 > 7 > 2 > 8. The effects of solvent dipolarity/polarizability and solute solvent–hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts proposed by Kamlet–Taft and Catalán.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Supplementary material for the article: Lazić, A. M.; Mašulović, A. D.; Lađarević, J. M.; Valentić, N. V. Assessing the pharmacological potential of selected xanthene derivatives. Journal of the Serbian Chemical Society 2023, 88(9), 811-824. https://doi.org/10.2298/JSC230131035L",
pages = "S241-S216",
number = "9",
volume = "88",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6810"
}

Lazić, A. M., Mašulović, A. D., Lađarević, J. M.,& Valentić, N. V.. (2023). Supplementary material for the article: Lazić, A. M.; Mašulović, A. D.; Lađarević, J. M.; Valentić, N. V. Assessing the pharmacological potential of selected xanthene derivatives. Journal of the Serbian Chemical Society 2023, 88(9), 811-824. https://doi.org/10.2298/JSC230131035L. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 88(9), S216-S241.
https://hdl.handle.net/21.15107/rcub_technorep_6810

Lazić AM, Mašulović AD, Lađarević JM, Valentić NV. Supplementary material for the article: Lazić, A. M.; Mašulović, A. D.; Lađarević, J. M.; Valentić, N. V. Assessing the pharmacological potential of selected xanthene derivatives. Journal of the Serbian Chemical Society 2023, 88(9), 811-824. https://doi.org/10.2298/JSC230131035L. in Journal of the Serbian Chemical Society. 2023;88(9):S216-S241.
https://hdl.handle.net/21.15107/rcub_technorep_6810 .

Lazić, Anita M., Mašulović, Aleksandra D., Lađarević, Jelena M., Valentić, Nataša V., "Supplementary material for the article: Lazić, A. M.; Mašulović, A. D.; Lađarević, J. M.; Valentić, N. V. Assessing the pharmacological potential of selected xanthene derivatives. Journal of the Serbian Chemical Society 2023, 88(9), 811-824. https://doi.org/10.2298/JSC230131035L" in Journal of the Serbian Chemical Society, 88, no. 9 (2023):S216-S241,
https://hdl.handle.net/21.15107/rcub_technorep_6810 .

TY  - JOUR
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Valentić, Nataša
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6504
AB  - The present study describes representative examples of supramolecular arrangement of 5-phenylhydantoins achieved through various N-H⋯O hydrogen-bonding patterns. Four derivatives, 5-ethyl-5-(4-methylphenyl)hydantoin (1) and three 5-methyl-5-(3- or 4-substituted phenyl)hydantoins (2-4), were synthesized by the Bucherer-Bergs reaction and their crystal structures were determined by the single crystal X-ray diffraction method. A racemate, racemic hydrate and conglomerate as outcomes of crystallization from racemic solutions were found here. The crystal structures were firstly subjected to Hirshfeld surfaces analysis. The development of hydrogen bonding driven two-dimensional assemblies such as tapes, ribbons and sheets was further analysed using DFT calculations in terms of contribution of dimeric motifs as building blocks, which are associated with the presence of intermolecular interactions. To explore qualitative correlations between intermolecular interactions determining the crystal structures of the investigated compounds and those underlying their biological activity, we performed a docking study on the neuronal voltage gated sodium channels, matrix metalloproteinase 12 and aldose reductase. The supramolecular profiles of the investigated compounds are also maintained in biological systems and as such are responsible for differences in their biological activities.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Exploring the supramolecular profile of 5-phenylhydantoins
EP  - 3654
IS  - 25
SP  - 3637
VL  - 25
DO  - 10.1039/d3ce00213f
ER  - 

@article{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Valentić, Nataša and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja",
year = "2023",
abstract = "The present study describes representative examples of supramolecular arrangement of 5-phenylhydantoins achieved through various N-H⋯O hydrogen-bonding patterns. Four derivatives, 5-ethyl-5-(4-methylphenyl)hydantoin (1) and three 5-methyl-5-(3- or 4-substituted phenyl)hydantoins (2-4), were synthesized by the Bucherer-Bergs reaction and their crystal structures were determined by the single crystal X-ray diffraction method. A racemate, racemic hydrate and conglomerate as outcomes of crystallization from racemic solutions were found here. The crystal structures were firstly subjected to Hirshfeld surfaces analysis. The development of hydrogen bonding driven two-dimensional assemblies such as tapes, ribbons and sheets was further analysed using DFT calculations in terms of contribution of dimeric motifs as building blocks, which are associated with the presence of intermolecular interactions. To explore qualitative correlations between intermolecular interactions determining the crystal structures of the investigated compounds and those underlying their biological activity, we performed a docking study on the neuronal voltage gated sodium channels, matrix metalloproteinase 12 and aldose reductase. The supramolecular profiles of the investigated compounds are also maintained in biological systems and as such are responsible for differences in their biological activities.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Exploring the supramolecular profile of 5-phenylhydantoins",
pages = "3654-3637",
number = "25",
volume = "25",
doi = "10.1039/d3ce00213f"
}

Lazić, A., Radovanović, L., Rogan, J., Valentić, N., Janjić, G., Đorđević, I.,& Trišović, N.. (2023). Exploring the supramolecular profile of 5-phenylhydantoins. in CrystEngComm
Royal Society of Chemistry., 25(25), 3637-3654.
https://doi.org/10.1039/d3ce00213f

Lazić A, Radovanović L, Rogan J, Valentić N, Janjić G, Đorđević I, Trišović N. Exploring the supramolecular profile of 5-phenylhydantoins. in CrystEngComm. 2023;25(25):3637-3654.
doi:10.1039/d3ce00213f .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Valentić, Nataša, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "Exploring the supramolecular profile of 5-phenylhydantoins" in CrystEngComm, 25, no. 25 (2023):3637-3654,
https://doi.org/10.1039/d3ce00213f . .

TY  - CONF
AU  - Lazić, Anita
AU  - Trišović, Nemanja
AU  - Valentić, Nataša
PY  - 2022
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6770
AB  - Photochromic organic molecules that undergo reversible photochemical switching between two stable states continue to impact optical devices. They usually represent small organic molecules bearing conjugated aromatic frameworks capable for rapid cis→trans photoisomerization, photocyclization or combination of both. Their photochromic potential has not been completely studied due to numerous challenges in coupling the geometrical and electronic changes on the molecular level and further balancing macroscopic and bulk material characteristics. With the aim of development of novel light-sensitive materials, herein we explore the solvatochromic behaviour of two 4-substituted α-cyanostilbens by recording their absorption spectra in selected solvents and evaluating the effects of solvent dipolarity/polarizability and solute-solvent hydrogen bonding interactions on the shift of the absorption maxima by means of linear solvatation energy relationship concepts proposed by Kamlet, Taft and Cátalan.
AB  - Fotohromni organski molekuli koji se mogu reverzibilno prevoditi iz jednog stabilnog stanja u drugo pod dejstvom svetlosti uveliko se primenjuju u proizvodnji raznovrsnih materijala za primenu u proizvodnji različitih optičkih i elektronskih uređaja. To su najčešće mali organski molekuli koji u okviru svoje hemijske strukture sadrže konjugovane aromatične prstenove i koji podležu brzoj cis→trans fotoizomerizaciji, fotociklizaciji ili oba procesa. Njihov fotohemijski potencijal nije još uvek dovoljno istražen, budući da je teško balansirati efekte geometrijskih i elektronskih promena na molekulskom nivou kako bi se proizvela određena makroskopska svojstva materijala. U cilju dizajniranja novih fotosenzitivnih materijala, u ovom radu predstavljena je solvatrohromna analiza dva 4-supstituisana α-cijanostilbena i detaljno analiziran uticaj dipolarnosti/polarizabilnosti rastvarača kao i vodoničnog vezivanja na pomeranje apsorpcionog maksimuma primenom metoda linearne korelacije energije solvatacije koji su razvili Kamlet, Taft i Katalan.
PB  - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
C3  - Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd
T1  - A lser analysis of α-cyanostilbens as potential molecular photoswitches
T1  - Proučavanje α-cijanostilbena kao potencijalnih molekulskih prekidača metodom linearne korelacije energije solvatacije
EP  - 36
SP  - 29
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6770
ER  - 

@conference{
author = "Lazić, Anita and Trišović, Nemanja and Valentić, Nataša",
year = "2022",
abstract = "Photochromic organic molecules that undergo reversible photochemical switching between two stable states continue to impact optical devices. They usually represent small organic molecules bearing conjugated aromatic frameworks capable for rapid cis→trans photoisomerization, photocyclization or combination of both. Their photochromic potential has not been completely studied due to numerous challenges in coupling the geometrical and electronic changes on the molecular level and further balancing macroscopic and bulk material characteristics. With the aim of development of novel light-sensitive materials, herein we explore the solvatochromic behaviour of two 4-substituted α-cyanostilbens by recording their absorption spectra in selected solvents and evaluating the effects of solvent dipolarity/polarizability and solute-solvent hydrogen bonding interactions on the shift of the absorption maxima by means of linear solvatation energy relationship concepts proposed by Kamlet, Taft and Cátalan., Fotohromni organski molekuli koji se mogu reverzibilno prevoditi iz jednog stabilnog stanja u drugo pod dejstvom svetlosti uveliko se primenjuju u proizvodnji raznovrsnih materijala za primenu u proizvodnji različitih optičkih i elektronskih uređaja. To su najčešće mali organski molekuli koji u okviru svoje hemijske strukture sadrže konjugovane aromatične prstenove i koji podležu brzoj cis→trans fotoizomerizaciji, fotociklizaciji ili oba procesa. Njihov fotohemijski potencijal nije još uvek dovoljno istražen, budući da je teško balansirati efekte geometrijskih i elektronskih promena na molekulskom nivou kako bi se proizvela određena makroskopska svojstva materijala. U cilju dizajniranja novih fotosenzitivnih materijala, u ovom radu predstavljena je solvatrohromna analiza dva 4-supstituisana α-cijanostilbena i detaljno analiziran uticaj dipolarnosti/polarizabilnosti rastvarača kao i vodoničnog vezivanja na pomeranje apsorpcionog maksimuma primenom metoda linearne korelacije energije solvatacije koji su razvili Kamlet, Taft i Katalan.",
publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku",
journal = "Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd",
title = "A lser analysis of α-cyanostilbens as potential molecular photoswitches, Proučavanje α-cijanostilbena kao potencijalnih molekulskih prekidača metodom linearne korelacije energije solvatacije",
pages = "36-29",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6770"
}

Lazić, A., Trišović, N.,& Valentić, N.. (2022). A lser analysis of α-cyanostilbens as potential molecular photoswitches. in Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd
Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 29-36.
https://hdl.handle.net/21.15107/rcub_technorep_6770

Lazić A, Trišović N, Valentić N. A lser analysis of α-cyanostilbens as potential molecular photoswitches. in Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd. 2022;:29-36.
https://hdl.handle.net/21.15107/rcub_technorep_6770 .

Lazić, Anita, Trišović, Nemanja, Valentić, Nataša, "A lser analysis of α-cyanostilbens as potential molecular photoswitches" in Zbornik radova / 35. Međunarodni kongres o procesnoj industriji, PROCESING '22, 1-3. jun 2022, Beograd (2022):29-36,
https://hdl.handle.net/21.15107/rcub_technorep_6770 .

TY  - CONF
AU  - Gak Simić, Kristina
AU  - Lazić, Anita
AU  - Trišović, Nemanja
AU  - Valentić, Nataša
AU  - Matović, Luka
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6772
AB  - Molecular switches that can undertake reversible switching between two or more different states due to an external triggering stimulus are employed in the fabrication of various optoelectronic devices and smart materials and also found many applications in sensing, molecular self-assembly and photo-controlled biological systems. Photochromic organic molecules possessing bistable characteristics, represent attractive materials for the design of molecular switches owing to their considerable structural diversity, molecular conformations, electronic structures, and the possibility to reversibly alter from one state to another by external stimulations such as light irradiation. In this article, we explore the potential of halogen substituted benzylidenehydantoin-based molecules as novel light-sensitive materials and their solvatochromic behavior by recording the absorption spectra in the selected solvent set and evaluating effects of the specific and nonspecific solvent–solute interactions on the absorption maxima shifts using linear solvatation energy relationship, i.e. equations proposed by Kamlet-Taft and Katalan.. The preliminary results of this study will be promising starting point for design of novel photoactive materials with a broad spectrum of applications.
AB  - Molekulski prekidači koji se mogu mogu reverzibilno prevoditi iz jednog stabilnog stanja u drugo pod dejstvom nekog spoljašnjeg faktora, uveliko se primenjuju u proizvodnji različitih optičkih i elektronskih uređaja, pametnih materijala kao i raznovrsnih materijala sa biološkom primenom. Bistabilni fotohromni organski molekuli, predstavljaju akraktivne materijale za proizvodnju molekulskih prekidača zahvaljujući svojoj strukturnoj raznovrsnosti, molekulskim konformacijama, elektronskim karakteristikama i mogućnosti prevođenja iz jednog stabilnog stanja u drugo pod dejstvom svetlosti. U ovom radu, proučavana je mogućnost primene halogen supstituisanih benzilidenhidantoina u proizvodnji fotosenzitivnih materijala kao i njihova solvatohromna svojstva određivanjem odgovarajućih apsorpcionih maksimuma u odabranom setu rastvarača, a takođe su analizirani specifični i nespecifični efekti rastvarača na pomeranje apsorpcionih maksimuma primenom Kamlet-Taftove i Katalanove jednačine. Preliminarni rezultati ovog istraživanja predstavljaju dobru polaznu tačku u dizajniranju novih fotoaktivnih materijala sa širokim spektrom primene.
PB  - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
C3  - Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad
T1  - A reversible molecular switches based on halogen substituted benzylidenehydantoins
T1  - Reverzibilni halogen supstituisani benzilidinhidantoinski molekulski prekidači
EP  - 103
SP  - 97
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6772
ER  - 

@conference{
author = "Gak Simić, Kristina and Lazić, Anita and Trišović, Nemanja and Valentić, Nataša and Matović, Luka",
year = "2021",
abstract = "Molecular switches that can undertake reversible switching between two or more different states due to an external triggering stimulus are employed in the fabrication of various optoelectronic devices and smart materials and also found many applications in sensing, molecular self-assembly and photo-controlled biological systems. Photochromic organic molecules possessing bistable characteristics, represent attractive materials for the design of molecular switches owing to their considerable structural diversity, molecular conformations, electronic structures, and the possibility to reversibly alter from one state to another by external stimulations such as light irradiation. In this article, we explore the potential of halogen substituted benzylidenehydantoin-based molecules as novel light-sensitive materials and their solvatochromic behavior by recording the absorption spectra in the selected solvent set and evaluating effects of the specific and nonspecific solvent–solute interactions on the absorption maxima shifts using linear solvatation energy relationship, i.e. equations proposed by Kamlet-Taft and Katalan.. The preliminary results of this study will be promising starting point for design of novel photoactive materials with a broad spectrum of applications., Molekulski prekidači koji se mogu mogu reverzibilno prevoditi iz jednog stabilnog stanja u drugo pod dejstvom nekog spoljašnjeg faktora, uveliko se primenjuju u proizvodnji različitih optičkih i elektronskih uređaja, pametnih materijala kao i raznovrsnih materijala sa biološkom primenom. Bistabilni fotohromni organski molekuli, predstavljaju akraktivne materijale za proizvodnju molekulskih prekidača zahvaljujući svojoj strukturnoj raznovrsnosti, molekulskim konformacijama, elektronskim karakteristikama i mogućnosti prevođenja iz jednog stabilnog stanja u drugo pod dejstvom svetlosti. U ovom radu, proučavana je mogućnost primene halogen supstituisanih benzilidenhidantoina u proizvodnji fotosenzitivnih materijala kao i njihova solvatohromna svojstva određivanjem odgovarajućih apsorpcionih maksimuma u odabranom setu rastvarača, a takođe su analizirani specifični i nespecifični efekti rastvarača na pomeranje apsorpcionih maksimuma primenom Kamlet-Taftove i Katalanove jednačine. Preliminarni rezultati ovog istraživanja predstavljaju dobru polaznu tačku u dizajniranju novih fotoaktivnih materijala sa širokim spektrom primene.",
publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku",
journal = "Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad",
title = "A reversible molecular switches based on halogen substituted benzylidenehydantoins, Reverzibilni halogen supstituisani benzilidinhidantoinski molekulski prekidači",
pages = "103-97",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6772"
}

Gak Simić, K., Lazić, A., Trišović, N., Valentić, N.,& Matović, L.. (2021). A reversible molecular switches based on halogen substituted benzylidenehydantoins. in Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad
Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 97-103.
https://hdl.handle.net/21.15107/rcub_technorep_6772

Gak Simić K, Lazić A, Trišović N, Valentić N, Matović L. A reversible molecular switches based on halogen substituted benzylidenehydantoins. in Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad. 2021;:97-103.
https://hdl.handle.net/21.15107/rcub_technorep_6772 .

Gak Simić, Kristina, Lazić, Anita, Trišović, Nemanja, Valentić, Nataša, Matović, Luka, "A reversible molecular switches based on halogen substituted benzylidenehydantoins" in Zbornik radova / 34. Međunarodni kongres o procesnoj industriji, PROCESING '21, 3. i 4. jun 2021, Novi Sad (2021):97-103,
https://hdl.handle.net/21.15107/rcub_technorep_6772 .

TY  - CONF
AU  - Lazić, Anita
AU  - Gak, Kristina
AU  - Mijin, Dušan
AU  - Valentić, Nataša
PY  - 2020
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7461
AB  - Azo dyes represent a structurally diverse class of organic dyes with one or more azo groups (–
N=N–) as a bridge between organic residues of which at least one is an aromatic moiety. Many
methods are developed for synthesis of azo compounds. The majority of these methods is based on
the coupling of diazonium salts with various aromatic organic compounds such as phenols, naphthols,
arylamines or pyrazolones.. The importance of azo dyes is reflected in the fact that they account
for 60 % of the total number of the dye structures known to be manufactured and used in the coloration
of textile, leather, plastics and cosmetics. The present study aims to investigate whether four
novel arylazo pyridine dyes obtained according to the most common method of diazocoupling may
be used as synthetic colorants which are capable of forming noncovalent bonds with the textile substrates.
To gain an insight into interaction which the investigated azo dyes establish with their environment,
their absorption spectra were recorded in fifteen solvents of different polarity and the solvent/
substituent effects on the UV-Vis absorption band positions, intensity and shape, were discussed.
Considering the broad applications of arylazo pyridone dyes, as well as the fact that their relative
importance may increase in the future, results obtained in this study serve as a basis for further
investigations.
AB  - Azo boje predstavljaju strukturno najraznovrsniju klasu organskih jedinjenja koja sadrže jednu
ili više azo grupa (–N=N–) koje premošćavaju dva organska motiva od kojih je bar jedan aromatičan.
Od svih sintetskih postupaka za dobijanje azo boja, najviše se primenjuje klasična metoda zasnovana
na kuplovanju diazonijum soli sa različitim aromatičnim jedinjenjima kao što su fenoli, naftoli, arilamini ili pirazoloni. Da su azo boje od neprocenjivog značaja u različitim granama industrije gde
se primenjuju za nijansiranje tekstila, kože, plastike i kozmetičkih proizvoda, govori i činjenica da su
zastupljene sa preko 60%. Cilj rada je da se ispita mogućnost primene četiri nove arilazo piridonske
boje dobijene klasičnom metodom diazokuplovanja u bojenju sintetskih vlakana. Da bi se stekao uvid
u način uspostavljanja intermolekulskih interakcija između proučavanih arilazo piridonskih boja i
njihovog okruženja, snimljeni su odgovarajući apsorpcioni spektri u 15 rastvarača različite polarnosti, a zatim je diskutovan uticaj polarnosti rastvarača i efekata supstituenata na položaj, intenzitet i
oblik apsorpcionog maksimuma. Uzimajući u obzir širok spektar primene arilazo piridonskih boja
kao i činjenicu da će njihov značaj konstantno rasti, rezultati ostvareni u ovom radu predstavljaju
interesantnu osnovu za buduća istraživanja.
PB  - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
C3  - Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020
T1  - EVALUATION OF SOLVENT AND SUBSTITUENT EFFECTS ON ABSORPTION SPECTRA OF NEW SYNTHETIC COLORANTS WITH PYRIDONE CORE
T1  - EVALUACIJA UTICAJA RASTVARAČA I EFEKATA SUPSTITUENATA NA POLOŽAJ APSORPCIONIH MAKSIMUMA NOVIH SINTETSKIH BOJA SA PIRIDONOM KAO CENTRLNIM PRSTENOM
EP  - 30
SP  - 23
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7461
ER  - 

@conference{
author = "Lazić, Anita and Gak, Kristina and Mijin, Dušan and Valentić, Nataša",
year = "2020",
abstract = "Azo dyes represent a structurally diverse class of organic dyes with one or more azo groups (–
N=N–) as a bridge between organic residues of which at least one is an aromatic moiety. Many
methods are developed for synthesis of azo compounds. The majority of these methods is based on
the coupling of diazonium salts with various aromatic organic compounds such as phenols, naphthols,
arylamines or pyrazolones.. The importance of azo dyes is reflected in the fact that they account
for 60 % of the total number of the dye structures known to be manufactured and used in the coloration
of textile, leather, plastics and cosmetics. The present study aims to investigate whether four
novel arylazo pyridine dyes obtained according to the most common method of diazocoupling may
be used as synthetic colorants which are capable of forming noncovalent bonds with the textile substrates.
To gain an insight into interaction which the investigated azo dyes establish with their environment,
their absorption spectra were recorded in fifteen solvents of different polarity and the solvent/
substituent effects on the UV-Vis absorption band positions, intensity and shape, were discussed.
Considering the broad applications of arylazo pyridone dyes, as well as the fact that their relative
importance may increase in the future, results obtained in this study serve as a basis for further
investigations., Azo boje predstavljaju strukturno najraznovrsniju klasu organskih jedinjenja koja sadrže jednu
ili više azo grupa (–N=N–) koje premošćavaju dva organska motiva od kojih je bar jedan aromatičan.
Od svih sintetskih postupaka za dobijanje azo boja, najviše se primenjuje klasična metoda zasnovana
na kuplovanju diazonijum soli sa različitim aromatičnim jedinjenjima kao što su fenoli, naftoli, arilamini ili pirazoloni. Da su azo boje od neprocenjivog značaja u različitim granama industrije gde
se primenjuju za nijansiranje tekstila, kože, plastike i kozmetičkih proizvoda, govori i činjenica da su
zastupljene sa preko 60%. Cilj rada je da se ispita mogućnost primene četiri nove arilazo piridonske
boje dobijene klasičnom metodom diazokuplovanja u bojenju sintetskih vlakana. Da bi se stekao uvid
u način uspostavljanja intermolekulskih interakcija između proučavanih arilazo piridonskih boja i
njihovog okruženja, snimljeni su odgovarajući apsorpcioni spektri u 15 rastvarača različite polarnosti, a zatim je diskutovan uticaj polarnosti rastvarača i efekata supstituenata na položaj, intenzitet i
oblik apsorpcionog maksimuma. Uzimajući u obzir širok spektar primene arilazo piridonskih boja
kao i činjenicu da će njihov značaj konstantno rasti, rezultati ostvareni u ovom radu predstavljaju
interesantnu osnovu za buduća istraživanja.",
publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku",
journal = "Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020",
title = "EVALUATION OF SOLVENT AND SUBSTITUENT EFFECTS ON ABSORPTION SPECTRA OF NEW SYNTHETIC COLORANTS WITH PYRIDONE CORE, EVALUACIJA UTICAJA RASTVARAČA I EFEKATA SUPSTITUENATA NA POLOŽAJ APSORPCIONIH MAKSIMUMA NOVIH SINTETSKIH BOJA SA PIRIDONOM KAO CENTRLNIM PRSTENOM",
pages = "30-23",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7461"
}

Lazić, A., Gak, K., Mijin, D.,& Valentić, N.. (2020). EVALUATION OF SOLVENT AND SUBSTITUENT EFFECTS ON ABSORPTION SPECTRA OF NEW SYNTHETIC COLORANTS WITH PYRIDONE CORE. in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020
Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 23-30.
https://hdl.handle.net/21.15107/rcub_technorep_7461

Lazić A, Gak K, Mijin D, Valentić N. EVALUATION OF SOLVENT AND SUBSTITUENT EFFECTS ON ABSORPTION SPECTRA OF NEW SYNTHETIC COLORANTS WITH PYRIDONE CORE. in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020. 2020;:23-30.
https://hdl.handle.net/21.15107/rcub_technorep_7461 .

Lazić, Anita, Gak, Kristina, Mijin, Dušan, Valentić, Nataša, "EVALUATION OF SOLVENT AND SUBSTITUENT EFFECTS ON ABSORPTION SPECTRA OF NEW SYNTHETIC COLORANTS WITH PYRIDONE CORE" in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020 (2020):23-30,
https://hdl.handle.net/21.15107/rcub_technorep_7461 .

TY  - CONF
AU  - Gak, Kristina
AU  - Lazić, Anita
AU  - Trišović, Nemanja
AU  - Valentić, Nataša
PY  - 2020
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7462
AB  - Molecular photochromic switches represent an intriguing class of organic molecules that can
be reversibly interconverted between two stable states by light. The resulting change may be the
consequence of trans→cis photoisomerization, photocyclization or a combination of both. With the
aim of development of novel light-sensitive materials, the present study reports two different ways of
synthesis of (Z)-5-(4-dodecyloxy)benzylidene)imidazolidine-2,4-dione and its structural characterization by various spectroscopic techniques. Besides, the solvatochromic behavior of new benzylidenehydantoin derivative has been evaluated by recording the absorption spectra in the selected solvent set and evaluating effects of the specific and nonspecific solvent–solute interactions on the absorption maxima shifts using linear solvatation energy relationship, i.e. equations proposed by Kamlet-Taft and Katalan. The preliminary results of this investigation represent promising starting point
for design of novel photoactive materials with a broad spectrum of applications.
AB  - Molekulski fotohromni prekidači predstavljaju male organske molekule ili supramolekulske
vrste koji se mogu reverzibilno interkonvertovati između dva stabilna stanja pod dejstvom svetlosti.
Nastala promena je najčešće posledica trans→cis fotoizomerizacije, fotociklizaicje ili kombinacije
ova dva procesa. U cilju kreiranja novih fotoaktivnih materijala, u ovom radu su prikazana dva
različita načina sinteze (Z)-5-(4-dodeciloksi)benziliden)imidazolidin-2,4-diona, kao i kompletna
strukturna karakterizacija ostvarena primenom različitih spektroskopskih metoda. U nastavku
istraživanja, izvršena je solvatohromna analiza ovog jedinjenja snimanjem apsorpcionih spektara u
odabranom setu rastvarača, a potom je razmatran uticaj specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance na položaj apsorpcionih maksimuma metodom linearne korelacije energije solvatacije, tj. Kamlet-Taftovom i Katalanovom jednačineom Preliminarni
rezultati ovog istraživanja dobra su polazna tačka za dizajniranje novih fotoaktivnih materijala sa
širokim spektrom primene.
PB  - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
C3  - Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020
T1  - SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH
T1  - PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA NOVOG BENZILIDENHIDANTOINA KAO MOLEKULSKOG FOTOHROMNOG PREKIDAČA
EP  - 38
SP  - 31
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7462
ER  - 

@conference{
author = "Gak, Kristina and Lazić, Anita and Trišović, Nemanja and Valentić, Nataša",
year = "2020",
abstract = "Molecular photochromic switches represent an intriguing class of organic molecules that can
be reversibly interconverted between two stable states by light. The resulting change may be the
consequence of trans→cis photoisomerization, photocyclization or a combination of both. With the
aim of development of novel light-sensitive materials, the present study reports two different ways of
synthesis of (Z)-5-(4-dodecyloxy)benzylidene)imidazolidine-2,4-dione and its structural characterization by various spectroscopic techniques. Besides, the solvatochromic behavior of new benzylidenehydantoin derivative has been evaluated by recording the absorption spectra in the selected solvent set and evaluating effects of the specific and nonspecific solvent–solute interactions on the absorption maxima shifts using linear solvatation energy relationship, i.e. equations proposed by Kamlet-Taft and Katalan. The preliminary results of this investigation represent promising starting point
for design of novel photoactive materials with a broad spectrum of applications., Molekulski fotohromni prekidači predstavljaju male organske molekule ili supramolekulske
vrste koji se mogu reverzibilno interkonvertovati između dva stabilna stanja pod dejstvom svetlosti.
Nastala promena je najčešće posledica trans→cis fotoizomerizacije, fotociklizaicje ili kombinacije
ova dva procesa. U cilju kreiranja novih fotoaktivnih materijala, u ovom radu su prikazana dva
različita načina sinteze (Z)-5-(4-dodeciloksi)benziliden)imidazolidin-2,4-diona, kao i kompletna
strukturna karakterizacija ostvarena primenom različitih spektroskopskih metoda. U nastavku
istraživanja, izvršena je solvatohromna analiza ovog jedinjenja snimanjem apsorpcionih spektara u
odabranom setu rastvarača, a potom je razmatran uticaj specifičnih i nespecifičnih interakcija između molekula rastvarača i rastvorene supstance na položaj apsorpcionih maksimuma metodom linearne korelacije energije solvatacije, tj. Kamlet-Taftovom i Katalanovom jednačineom Preliminarni
rezultati ovog istraživanja dobra su polazna tačka za dizajniranje novih fotoaktivnih materijala sa
širokim spektrom primene.",
publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku",
journal = "Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020",
title = "SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH, PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA NOVOG BENZILIDENHIDANTOINA KAO MOLEKULSKOG FOTOHROMNOG PREKIDAČA",
pages = "38-31",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7462"
}

Gak, K., Lazić, A., Trišović, N.,& Valentić, N.. (2020). SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH. in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020
Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 31-38.
https://hdl.handle.net/21.15107/rcub_technorep_7462

Gak K, Lazić A, Trišović N, Valentić N. SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH. in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020. 2020;:31-38.
https://hdl.handle.net/21.15107/rcub_technorep_7462 .

Gak, Kristina, Lazić, Anita, Trišović, Nemanja, Valentić, Nataša, "SOLVATOCHROMIC STUDY OF NOVEL BENZYLIDENEHYDANTOIN AS A MOLECULAR PHOTOCHROMIC SWITCH" in Zbornik radova pisanih za 33. Međunarodni kongres o procesnoj industriji, PROCESING '20, Beograd, 10. septembar 2020 (2020):31-38,
https://hdl.handle.net/21.15107/rcub_technorep_7462 .

TY  - CONF
AU  - Valentić, Nataša
AU  - Lazić, Anita
AU  - Gak, Kristina
AU  - Trišović, Nemanja
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7463
AB  - Molecular switches, that are capable of transmitting information in a quick fashion, have an
important role in information technologies and have become key components of advanced materials.
Namely, molecular switches present small molecules or supramolecular species that can be reversibly shifted between two (or more) stable states possessing different physical features. In this way,
they enable complex systems to respond to changes in their environment including changes in light
intensity, temperature or voltage. In the present work, five pyridine-containing azo dyes were synthesized with a view to the development of novel molecular switches. The structural features of the investigated dyes were characterized by elemental analysis, FT-IR, 1H and 13C NMR spectroscopy,
while their UV/Vis absorption spectra were recorded in twenty solvents of different polarities. To
estimate the ability of the investigated dyes to interact with their environment, the effects of solvent
dipolarity/polarizability and solvent–solute hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts
proposed by Kamlet–Taft and Catalán. Based on the analysis of the structural effects on the sensitivity
of the investigated dyes to changes in the polarity of their environment, the possible applications of
these photoactive materials were further discussed.
AB  - Molekulski prekidači sposobni da brzo prenose informacije imaju važnu ulogu u informacionim
tehnologijama, a postali su i ključne komponente naprednih materijala. Naime, molekulski prekidači
predstavljaju male molekule ili supramolekulske vrste koji se mogu reverzibilno pomerati između dva
(ili više) stabilnih stanja različitih fizičkih svojstava. Na ovaj način oni omogućavaju da kompleksni
sistemi reaguju na promene u svom okruženju koje, između ostalog, obuhvataju promene u intenzitetu
svetlosti, temperature ili napona. U cilju razvoja novih molekulskih prekidača, pet azo boja koje
sadrže piridinsko jezgro je sintetisano u ovom radu i potpuno strukturno okarakterisano primenom
elementarne analize, FT-IR, 1H i 13C NMR spektroskopskih metoda. Njihovi UV/Vis apsorpcioni
spektri su određeni u dvadeset rastvarača različite polarnosti. Da bi se procenila sposobnost
proučavanih boja da uspostavljaju interakcije sa svojim okruženjem, uticaj
dipolarnosti/polarizabilnosti rastvarača i vodoničnog vezivanja između molekula rastvarača i
rastvorene supstance proučavani su metodama linearne korelacije energije solvatacije prema
Kamlet–Taftu i Katalanu. Na osnovu analize uticaja molekulske strukture na osetljivost proučavanih
boja na promene u polarnosti okruženja dalje su diskutovane moguće primene ovih fotoaktivnih
materijala.
PB  - Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku
C3  - Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019
T1  - SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES
T1  - PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA PIRIDINSKIH AZO BOJA KAO GRADIVNIH JEDINICA ZA MOLEKULSKE PREKIDAČE
EP  - 57
SP  - 53
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7463
ER  - 

@conference{
author = "Valentić, Nataša and Lazić, Anita and Gak, Kristina and Trišović, Nemanja",
year = "2019",
abstract = "Molecular switches, that are capable of transmitting information in a quick fashion, have an
important role in information technologies and have become key components of advanced materials.
Namely, molecular switches present small molecules or supramolecular species that can be reversibly shifted between two (or more) stable states possessing different physical features. In this way,
they enable complex systems to respond to changes in their environment including changes in light
intensity, temperature or voltage. In the present work, five pyridine-containing azo dyes were synthesized with a view to the development of novel molecular switches. The structural features of the investigated dyes were characterized by elemental analysis, FT-IR, 1H and 13C NMR spectroscopy,
while their UV/Vis absorption spectra were recorded in twenty solvents of different polarities. To
estimate the ability of the investigated dyes to interact with their environment, the effects of solvent
dipolarity/polarizability and solvent–solute hydrogen-bonding interactions on the shifts of the absorption maxima were rationalized by means of the linear solvation energy relationship concepts
proposed by Kamlet–Taft and Catalán. Based on the analysis of the structural effects on the sensitivity
of the investigated dyes to changes in the polarity of their environment, the possible applications of
these photoactive materials were further discussed., Molekulski prekidači sposobni da brzo prenose informacije imaju važnu ulogu u informacionim
tehnologijama, a postali su i ključne komponente naprednih materijala. Naime, molekulski prekidači
predstavljaju male molekule ili supramolekulske vrste koji se mogu reverzibilno pomerati između dva
(ili više) stabilnih stanja različitih fizičkih svojstava. Na ovaj način oni omogućavaju da kompleksni
sistemi reaguju na promene u svom okruženju koje, između ostalog, obuhvataju promene u intenzitetu
svetlosti, temperature ili napona. U cilju razvoja novih molekulskih prekidača, pet azo boja koje
sadrže piridinsko jezgro je sintetisano u ovom radu i potpuno strukturno okarakterisano primenom
elementarne analize, FT-IR, 1H i 13C NMR spektroskopskih metoda. Njihovi UV/Vis apsorpcioni
spektri su određeni u dvadeset rastvarača različite polarnosti. Da bi se procenila sposobnost
proučavanih boja da uspostavljaju interakcije sa svojim okruženjem, uticaj
dipolarnosti/polarizabilnosti rastvarača i vodoničnog vezivanja između molekula rastvarača i
rastvorene supstance proučavani su metodama linearne korelacije energije solvatacije prema
Kamlet–Taftu i Katalanu. Na osnovu analize uticaja molekulske strukture na osetljivost proučavanih
boja na promene u polarnosti okruženja dalje su diskutovane moguće primene ovih fotoaktivnih
materijala.",
publisher = "Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku",
journal = "Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019",
title = "SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES, PROUČAVANJE SOLVATOHROMNIH SVOJSTAVA PIRIDINSKIH AZO BOJA KAO GRADIVNIH JEDINICA ZA MOLEKULSKE PREKIDAČE",
pages = "57-53",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7463"
}

Valentić, N., Lazić, A., Gak, K.,& Trišović, N.. (2019). SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES. in Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019
Beograd : Savez mašinskih i elektrotehničkih inženjera i tehničara Srbije (SMEITS), Društvo za procesnu tehniku., 53-57.
https://hdl.handle.net/21.15107/rcub_technorep_7463

Valentić N, Lazić A, Gak K, Trišović N. SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES. in Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019. 2019;:53-57.
https://hdl.handle.net/21.15107/rcub_technorep_7463 .

Valentić, Nataša, Lazić, Anita, Gak, Kristina, Trišović, Nemanja, "SOLVATOCHROMIC INVESTIGATION OF PYRIDINE-CONTAINING AZO DYES AS BUILDING BLOCKS FOR MOLECULAR SWITCHES" in Zbornik radova = Proceedings / 32. međunarodni kongres o procesnoj industriji, PROCESING '19, Beograd, 30. i 31. maj 2019 (2019):53-57,
https://hdl.handle.net/21.15107/rcub_technorep_7463 .

TY  - JOUR
AU  - Petković-Cvetković, Jelena
AU  - Božić, Bojan
AU  - Banjac, Nebojša
AU  - Lađarević, Jelena
AU  - Vitnik, Vesna
AU  - Vitnik, Željko
AU  - Valentić, Nataša
AU  - Ušćumlić, Gordana
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4267
AB  - Novel succinimide derivatives were synthesized from 3-methyl-3-phenylsuccinic acid and substituted anilines under solvent-free conditions by using microwave irradiation. All obtained compounds were characterized by ultraviolet (UV), Fourier-transform infrared (FT-IR), H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopy as well as by elemental analysis. The influence of the substituent electronic effects on spectroscopic data was analyzed by applying the Hammett equation. Moreover, a detailed interpretation and comparison of experimentally obtained and theoretically calculated FT-IR, UV and NMR spectra was performed. Density functional theory (DFT) calculated data of the investigated succinimides were obtained and analyzed in order to determine their structural, spectroscopic and electronic properties. Furthermore, ADMET factor profiling and in-silico prediction of potential biological activities of novel succinimide derivatives have been performed.
PB  - Savez hemijskih inženjera, Beograd
T2  - Hemijska industrija
T1  - Spectroscopic and quantum chemical elucidation of newly synthesized 1-aryl-3-methyl-3-phenylpyrrolidine-2,5-diones as potential anticonvulsant agents
EP  - 137
IS  - 2
SP  - 125
VL  - 73
DO  - 10.2298/HEMIND190214011P
ER  - 

@article{
author = "Petković-Cvetković, Jelena and Božić, Bojan and Banjac, Nebojša and Lađarević, Jelena and Vitnik, Vesna and Vitnik, Željko and Valentić, Nataša and Ušćumlić, Gordana",
year = "2019",
abstract = "Novel succinimide derivatives were synthesized from 3-methyl-3-phenylsuccinic acid and substituted anilines under solvent-free conditions by using microwave irradiation. All obtained compounds were characterized by ultraviolet (UV), Fourier-transform infrared (FT-IR), H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopy as well as by elemental analysis. The influence of the substituent electronic effects on spectroscopic data was analyzed by applying the Hammett equation. Moreover, a detailed interpretation and comparison of experimentally obtained and theoretically calculated FT-IR, UV and NMR spectra was performed. Density functional theory (DFT) calculated data of the investigated succinimides were obtained and analyzed in order to determine their structural, spectroscopic and electronic properties. Furthermore, ADMET factor profiling and in-silico prediction of potential biological activities of novel succinimide derivatives have been performed.",
publisher = "Savez hemijskih inženjera, Beograd",
journal = "Hemijska industrija",
title = "Spectroscopic and quantum chemical elucidation of newly synthesized 1-aryl-3-methyl-3-phenylpyrrolidine-2,5-diones as potential anticonvulsant agents",
pages = "137-125",
number = "2",
volume = "73",
doi = "10.2298/HEMIND190214011P"
}

Petković-Cvetković, J., Božić, B., Banjac, N., Lađarević, J., Vitnik, V., Vitnik, Ž., Valentić, N.,& Ušćumlić, G.. (2019). Spectroscopic and quantum chemical elucidation of newly synthesized 1-aryl-3-methyl-3-phenylpyrrolidine-2,5-diones as potential anticonvulsant agents. in Hemijska industrija
Savez hemijskih inženjera, Beograd., 73(2), 125-137.
https://doi.org/10.2298/HEMIND190214011P

Petković-Cvetković J, Božić B, Banjac N, Lađarević J, Vitnik V, Vitnik Ž, Valentić N, Ušćumlić G. Spectroscopic and quantum chemical elucidation of newly synthesized 1-aryl-3-methyl-3-phenylpyrrolidine-2,5-diones as potential anticonvulsant agents. in Hemijska industrija. 2019;73(2):125-137.
doi:10.2298/HEMIND190214011P .

Petković-Cvetković, Jelena, Božić, Bojan, Banjac, Nebojša, Lađarević, Jelena, Vitnik, Vesna, Vitnik, Željko, Valentić, Nataša, Ušćumlić, Gordana, "Spectroscopic and quantum chemical elucidation of newly synthesized 1-aryl-3-methyl-3-phenylpyrrolidine-2,5-diones as potential anticonvulsant agents" in Hemijska industrija, 73, no. 2 (2019):125-137,
https://doi.org/10.2298/HEMIND190214011P . .

TY  - JOUR
AU  - Petković-Cvetković, Jelena
AU  - Božić, Bojan
AU  - Banjac, Nebojša
AU  - Petrović, Jovana
AU  - Soković, Marina
AU  - Vitnik, Vesna
AU  - Vitnik, Željko
AU  - Ušćumlić, Gordana
AU  - Valentić, Nataša
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4309
AB  - In the present study, twelve new 1-aryl-3-ethyl-3-methylpyrrolidine-2,5-diones were synthesized and their structures were characterized by FT-IR, H-1 NMR, C-13 NMR spectroscopy and elemental analysis. In the final step of synthetic rout, condensation between corresponding succinic acid and substituted anilines has been improved using the microwave irradiation. Significantly higher yields compared to conventional condensation have been observed. The preliminary biological results indicated that some of the synthesized compounds showed promising in vitro antifungal activities towards several test fungi. 1-(4-Bromophenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione (8) exhibited significant in vitro inhibitory activities against broad spectra of fungus, and on the basis of obtained data, the investigated bromo derivative has to be observed as novel potential fungicide. The density functional theory (DFT) calculations have been performed in order to study the structure-activity relationship (SAR) of the investigated molecules. In order to prediction of the chemical activity of the molecule, the molecular electrostatic potential (MEP) map was analyzed for the optimized geometry of 1-phenyl-3-ethyl-3-methylpyrrolidine-2,5-dione (4) and 1-(4-bromophenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione (8).
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Synthesis, antimicrobial activity and quantum chemical investigation of novel succinimide derivatives
EP  - 156
SP  - 148
VL  - 1181
DO  - 10.1016/j.molstruc.2018.12.083
ER  - 

@article{
author = "Petković-Cvetković, Jelena and Božić, Bojan and Banjac, Nebojša and Petrović, Jovana and Soković, Marina and Vitnik, Vesna and Vitnik, Željko and Ušćumlić, Gordana and Valentić, Nataša",
year = "2019",
abstract = "In the present study, twelve new 1-aryl-3-ethyl-3-methylpyrrolidine-2,5-diones were synthesized and their structures were characterized by FT-IR, H-1 NMR, C-13 NMR spectroscopy and elemental analysis. In the final step of synthetic rout, condensation between corresponding succinic acid and substituted anilines has been improved using the microwave irradiation. Significantly higher yields compared to conventional condensation have been observed. The preliminary biological results indicated that some of the synthesized compounds showed promising in vitro antifungal activities towards several test fungi. 1-(4-Bromophenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione (8) exhibited significant in vitro inhibitory activities against broad spectra of fungus, and on the basis of obtained data, the investigated bromo derivative has to be observed as novel potential fungicide. The density functional theory (DFT) calculations have been performed in order to study the structure-activity relationship (SAR) of the investigated molecules. In order to prediction of the chemical activity of the molecule, the molecular electrostatic potential (MEP) map was analyzed for the optimized geometry of 1-phenyl-3-ethyl-3-methylpyrrolidine-2,5-dione (4) and 1-(4-bromophenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione (8).",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Synthesis, antimicrobial activity and quantum chemical investigation of novel succinimide derivatives",
pages = "156-148",
volume = "1181",
doi = "10.1016/j.molstruc.2018.12.083"
}

Petković-Cvetković, J., Božić, B., Banjac, N., Petrović, J., Soković, M., Vitnik, V., Vitnik, Ž., Ušćumlić, G.,& Valentić, N.. (2019). Synthesis, antimicrobial activity and quantum chemical investigation of novel succinimide derivatives. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 1181, 148-156.
https://doi.org/10.1016/j.molstruc.2018.12.083

Petković-Cvetković J, Božić B, Banjac N, Petrović J, Soković M, Vitnik V, Vitnik Ž, Ušćumlić G, Valentić N. Synthesis, antimicrobial activity and quantum chemical investigation of novel succinimide derivatives. in Journal of Molecular Structure. 2019;1181:148-156.
doi:10.1016/j.molstruc.2018.12.083 .

Petković-Cvetković, Jelena, Božić, Bojan, Banjac, Nebojša, Petrović, Jovana, Soković, Marina, Vitnik, Vesna, Vitnik, Željko, Ušćumlić, Gordana, Valentić, Nataša, "Synthesis, antimicrobial activity and quantum chemical investigation of novel succinimide derivatives" in Journal of Molecular Structure, 1181 (2019):148-156,
https://doi.org/10.1016/j.molstruc.2018.12.083 . .

TY  - JOUR
AU  - Lazić, Anita M.
AU  - Radovanović, Lidija D.
AU  - Božić, Bojan Đ.
AU  - Božić Nedeljković, Biljana Đ.
AU  - Vitnik, Vesna D.
AU  - Vitnik, Željko J.
AU  - Rogan, Jelena R.
AU  - Valentić, Nataša V.
AU  - Ušćumlić, Gordana S.
AU  - Trišović, Nemanja P.
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4324
AB  - Two series of cycloalkanespiro-5-hydantoins, namely cyclo-hexanespiro-5-hydantoins and cycloheptanespiro-5-hydantoins with a 4-substituted benzyl or a 2-(4-substituted phenyl)-2-oxoethyl group at N3 position, were synthesized and their effects on proliferation of human colon (HCT-116), leukemia (K562) and breast (MDA-MB-231) cancer cell lines were tested. For comparison, we also described the 5,5-diphenylhydantoin analogues. The structural features of the investigated compounds were characterized by elemental analysis, FT-IR, UV-Vis, H-1 and C-13 NMR spectroscopy and X-ray crystallography. Regarding their structure-activity relationships, it was shown that the substitution on the benzyl moiety with the methoxy, chloro or bromo group potentiated the antiproliferative activity relative to the parent compounds, while an increase in the size of the cycloalkyl group resulted mostly in a decrease of the antiproliferative activity. The single crystal X-ray analysis revealed the existence of dimers and chains formed by the N-H center dot center dot center dot center dot O hydrogen bonds. The analysis of the molecular descriptors of Lipinski demonstrated that all investigated compounds obeyed the rule of five. To further understand their geometry and electronic structure, OFT calculations with B3LYP method using 6-311++G(d,p) basic set were performed. In this context, the UV-Vis spectra of the investigated compounds were analyzed in detail, whereby the predicted absorption spectra from DFT calculation matched the experimentally obtained ones, with a good correlation. The interesting physico-chemical and pharmacologically relevant properties of the investigated compounds warrant their further investigation.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety
EP  - 62
SP  - 48
VL  - 1180
DO  - 10.1016/j.molstruc.2018.11.071
ER  - 

@article{
author = "Lazić, Anita M. and Radovanović, Lidija D. and Božić, Bojan Đ. and Božić Nedeljković, Biljana Đ. and Vitnik, Vesna D. and Vitnik, Željko J. and Rogan, Jelena R. and Valentić, Nataša V. and Ušćumlić, Gordana S. and Trišović, Nemanja P.",
year = "2019",
abstract = "Two series of cycloalkanespiro-5-hydantoins, namely cyclo-hexanespiro-5-hydantoins and cycloheptanespiro-5-hydantoins with a 4-substituted benzyl or a 2-(4-substituted phenyl)-2-oxoethyl group at N3 position, were synthesized and their effects on proliferation of human colon (HCT-116), leukemia (K562) and breast (MDA-MB-231) cancer cell lines were tested. For comparison, we also described the 5,5-diphenylhydantoin analogues. The structural features of the investigated compounds were characterized by elemental analysis, FT-IR, UV-Vis, H-1 and C-13 NMR spectroscopy and X-ray crystallography. Regarding their structure-activity relationships, it was shown that the substitution on the benzyl moiety with the methoxy, chloro or bromo group potentiated the antiproliferative activity relative to the parent compounds, while an increase in the size of the cycloalkyl group resulted mostly in a decrease of the antiproliferative activity. The single crystal X-ray analysis revealed the existence of dimers and chains formed by the N-H center dot center dot center dot center dot O hydrogen bonds. The analysis of the molecular descriptors of Lipinski demonstrated that all investigated compounds obeyed the rule of five. To further understand their geometry and electronic structure, OFT calculations with B3LYP method using 6-311++G(d,p) basic set were performed. In this context, the UV-Vis spectra of the investigated compounds were analyzed in detail, whereby the predicted absorption spectra from DFT calculation matched the experimentally obtained ones, with a good correlation. The interesting physico-chemical and pharmacologically relevant properties of the investigated compounds warrant their further investigation.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety",
pages = "62-48",
volume = "1180",
doi = "10.1016/j.molstruc.2018.11.071"
}

Lazić, A. M., Radovanović, L. D., Božić, B. Đ., Božić Nedeljković, B. Đ., Vitnik, V. D., Vitnik, Ž. J., Rogan, J. R., Valentić, N. V., Ušćumlić, G. S.,& Trišović, N. P.. (2019). Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 1180, 48-62.
https://doi.org/10.1016/j.molstruc.2018.11.071

Lazić AM, Radovanović LD, Božić BĐ, Božić Nedeljković BĐ, Vitnik VD, Vitnik ŽJ, Rogan JR, Valentić NV, Ušćumlić GS, Trišović NP. Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety. in Journal of Molecular Structure. 2019;1180:48-62.
doi:10.1016/j.molstruc.2018.11.071 .

Lazić, Anita M., Radovanović, Lidija D., Božić, Bojan Đ., Božić Nedeljković, Biljana Đ., Vitnik, Vesna D., Vitnik, Željko J., Rogan, Jelena R., Valentić, Nataša V., Ušćumlić, Gordana S., Trišović, Nemanja P., "Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety" in Journal of Molecular Structure, 1180 (2019):48-62,
https://doi.org/10.1016/j.molstruc.2018.11.071 . .

TY  - JOUR
AU  - Lazić, Anita M.
AU  - Radovanović, Lidija D.
AU  - Božić, Bojan Đ.
AU  - Božić Nedeljković, Biljana Đ.
AU  - Vitnik, Vesna D.
AU  - Vitnik, Željko J.
AU  - Rogan, Jelena R.
AU  - Valentić, Nataša V.
AU  - Ušćumlić, Gordana S.
AU  - Trišović, Nemanja P.
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5038
AB  - Two series of cycloalkanespiro-5-hydantoins, namely cyclohexanespiro-5-hydantoins and cycloheptanespiro-5-hydantoins with a 4-substituted benzyl or a 2-(4-substituted phenyl)-2-oxoethyl group at N3 position, were synthesized and their effects on proliferation of human colon (HCT-116), leukemia (K562) and breast (MDA-MB-231) cancer cell lines were tested. For comparison, we also described the 5,5-diphenylhydantoin analogues. The structural features of the investigated compounds were characterized by elemental analysis, FT-IR, UV–Vis, 1 H and 13 C NMR spectroscopy and X-ray crystallography. Regarding their structure–activity relationships, it was shown that the substitution on the benzyl moiety with the methoxy, chloro or bromo group potentiated the antiproliferative activity relative to the parent compounds, while an increase in the size of the cycloalkyl group resulted mostly in a decrease of the antiproliferative activity. The single crystal X-ray analysis revealed the existence of dimers and chains formed by the N–H⋯O hydrogen bonds. The analysis of the molecular descriptors of Lipinski demonstrated that all investigated compounds obeyed the rule of five. To further understand their geometry and electronic structure, DFT calculations with B3LYP method using 6-311++G(d,p) basic set were performed. In this context, the UV–Vis spectra of the investigated compounds were analyzed in detail, whereby the predicted absorption spectra from DFT calculation matched the experimentally obtained ones, with a good correlation. The interesting physico-chemical and pharmacologically relevant properties of the investigated compounds warrant their further investigation.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety
EP  - 62
SP  - 48
VL  - 1180
DO  - 10.1016/j.molstruc.2018.11.071
ER  - 

@article{
author = "Lazić, Anita M. and Radovanović, Lidija D. and Božić, Bojan Đ. and Božić Nedeljković, Biljana Đ. and Vitnik, Vesna D. and Vitnik, Željko J. and Rogan, Jelena R. and Valentić, Nataša V. and Ušćumlić, Gordana S. and Trišović, Nemanja P.",
year = "2019",
abstract = "Two series of cycloalkanespiro-5-hydantoins, namely cyclohexanespiro-5-hydantoins and cycloheptanespiro-5-hydantoins with a 4-substituted benzyl or a 2-(4-substituted phenyl)-2-oxoethyl group at N3 position, were synthesized and their effects on proliferation of human colon (HCT-116), leukemia (K562) and breast (MDA-MB-231) cancer cell lines were tested. For comparison, we also described the 5,5-diphenylhydantoin analogues. The structural features of the investigated compounds were characterized by elemental analysis, FT-IR, UV–Vis, 1 H and 13 C NMR spectroscopy and X-ray crystallography. Regarding their structure–activity relationships, it was shown that the substitution on the benzyl moiety with the methoxy, chloro or bromo group potentiated the antiproliferative activity relative to the parent compounds, while an increase in the size of the cycloalkyl group resulted mostly in a decrease of the antiproliferative activity. The single crystal X-ray analysis revealed the existence of dimers and chains formed by the N–H⋯O hydrogen bonds. The analysis of the molecular descriptors of Lipinski demonstrated that all investigated compounds obeyed the rule of five. To further understand their geometry and electronic structure, DFT calculations with B3LYP method using 6-311++G(d,p) basic set were performed. In this context, the UV–Vis spectra of the investigated compounds were analyzed in detail, whereby the predicted absorption spectra from DFT calculation matched the experimentally obtained ones, with a good correlation. The interesting physico-chemical and pharmacologically relevant properties of the investigated compounds warrant their further investigation.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety",
pages = "62-48",
volume = "1180",
doi = "10.1016/j.molstruc.2018.11.071"
}

Lazić, A. M., Radovanović, L. D., Božić, B. Đ., Božić Nedeljković, B. Đ., Vitnik, V. D., Vitnik, Ž. J., Rogan, J. R., Valentić, N. V., Ušćumlić, G. S.,& Trišović, N. P.. (2019). Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety. in Journal of Molecular Structure
Elsevier B.V.., 1180, 48-62.
https://doi.org/10.1016/j.molstruc.2018.11.071

Lazić AM, Radovanović LD, Božić BĐ, Božić Nedeljković BĐ, Vitnik VD, Vitnik ŽJ, Rogan JR, Valentić NV, Ušćumlić GS, Trišović NP. Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety. in Journal of Molecular Structure. 2019;1180:48-62.
doi:10.1016/j.molstruc.2018.11.071 .

Lazić, Anita M., Radovanović, Lidija D., Božić, Bojan Đ., Božić Nedeljković, Biljana Đ., Vitnik, Vesna D., Vitnik, Željko J., Rogan, Jelena R., Valentić, Nataša V., Ušćumlić, Gordana S., Trišović, Nemanja P., "Synthesis, structural characterization, DFT calculations and antiproliferative evaluation of novel spirohydantoin derivatives containing a substituted benzyl moiety" in Journal of Molecular Structure, 1180 (2019):48-62,
https://doi.org/10.1016/j.molstruc.2018.11.071 . .

TY  - CONF
AU  - Đorđević, Ivana
AU  - Janjić, Goran
AU  - Lazić, Anita
AU  - Gak, Kristina
AU  - Valentić, Nataša
AU  - Trišović, Nemanja
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6705
AB  - Nekovalentne interakcije imaju značajnu ulogu u formiranju supramolekulskog
kristalnog pakovanja molekula. Interakcije koje uključuju atome halogena obezbeđuju
slabo, ali visoko usmerenu kontrolu pakovanja molekula u čvrstom stanju. Uvođenje
F-atoma može dovesti do značajnih promena u 2D ili 3D strukturama [1], povećanja
stabilnosti biomolekula [2] ili poboljšanja dizajna lekova [3]. Da bi se ispitao efekat
supstitucije H-atoma F-atomom, sintetisana su i strukturno okarakterisana dva derivata
hidantoina: C15H16N2O3 (1) i C15H15N2O3F (2) (slika).
Analiza kristalnih pakovanja 1 i 2 pokazala je da su
NH…O i CH…O vodonične veze najbrojnije. U strukturi
2 se zbog fluorovanja povećava broj interakcija
cikloheksilnog (Ch) i fenil-grupe (Ph) prstena (CH…π
interakcije), kao i između dva Ph prstena (π-π
interakcije). Kvantno-hemijski proračuni na model
sistemima koji predstavljaju dimere derivata hidantoina
i izolovanih cikličnih jedinjenja, pokazali su da
fluorovanje utiče na stvaranje jačih CH…π i π-π
interakcija. Atom F u 2 učestvuje u formiranju tri
CH…F i jedne F…F interakcije, što je u saglasnosti sa
rezultatima Kembridžke baze podataka, koji su pokazali
da su najbrojnije CH…F i F…F interakcije, a njihova
jačina dostiže vrednost 2 kcal∙mol–1.
Kristalogafski podaci: 1, P–1, a = 6,3079(13),
b = 10,573(2), c = 11,415(2) Å, α = 67,21(3), β = 78,84(3),
γ = 76,16(3)°, R1 = 6,06%; 2, P–1, a = 5,9981(12), b =
11,148(2), c = 12,073(2) Å, α = 108,98(3), β = 101,57(3),
γ = 105,27(3)°, R1 = 4,82%.
AB  - Non-covalent interactions have a significant role in supramolecular crystal packings
of the molecules. Halogen interactions provide weak but highly directed control of the
packing of molecules in the solid state. Introduction of F atom can leads to significant
differences in 2D or 3D structures [1], higher structural stability of biomolecules [2] or
improve drug design [3]. In order to examine the substitution effect of H atom with F
atom, two hydantoin derivatives were synthesized and structurally characterized:
C15H16N2O3 (1) i C15H15N2O3F (2) (Figure).
Crystallographic analysis of 1 and 2 showed that
NH…O and CH…O hydrogen bonds are the most numerous
in their crystal packings. Due to fluoridation in 2, the number of interactions among cyclohexyl (Ch) and phenyl ring
(Ph) rings (CH…π interactions), as well as among two Ph
rings (π-π interactions) is increased. Quantum-chemical
calculations on the model systems presented by dimmers
of hydantoin derivatives and isolated cyclic compounds,
verified that fluoridation caused the formation of stronger
CH…π and π-π interactions. The F atom in 2 is involved in
three CH…F and one F…F interactions, which is in agreement with the results from the Cambridge Structural Database, which have shown that CH…F and F…F interactions
are the most numerous, and their strength reaches the value
of 2 kcal∙mol–1.
Crystallographic data: 1, P–1, a = 6.3079(13),
b = 10.573(2), c = 11.415(2) Å, α = 67.21(3), β = 78.84(3),
γ = 76.16(3)°, R1 = 6.06%; 2, P–1, a = 5.9981(12),
b = 11.148(2), c = 12.073(2) Å, α = 108.98(3), β = 101.57(3), γ = 105.27(3)°, R1 = 4.82%.
PB  - Beograd : Srpsko kristalografsko društvo
C3  - Izvodi radova / XXVI konferencija Srpskog kristalografskog društva, Srebrno jezero, 27–28. jun 2019
T1  - ULOGA NEKOVALENTNIH INTERAKCIJA FLUORA U PAKOVANJU MOTIVA: ANALIZA KRISTALOGRAFSKIH PODATAKA I KVANTNO-HEMIJSKI PRORAČUNI
T1  - THE ROLE OF NON-COVALENT FLUORINE INTERACTIONS IN PACKING MOTIFS: CRYSTALLOGRAPHIC DATA ANALYSIS AND QUANTUM CHEMICAL CALCULATIONS
EP  - 39
SP  - 38
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6705
ER  - 

@conference{
author = "Đorđević, Ivana and Janjić, Goran and Lazić, Anita and Gak, Kristina and Valentić, Nataša and Trišović, Nemanja and Radovanović, Lidija and Rogan, Jelena",
year = "2019",
abstract = "Nekovalentne interakcije imaju značajnu ulogu u formiranju supramolekulskog
kristalnog pakovanja molekula. Interakcije koje uključuju atome halogena obezbeđuju
slabo, ali visoko usmerenu kontrolu pakovanja molekula u čvrstom stanju. Uvođenje
F-atoma može dovesti do značajnih promena u 2D ili 3D strukturama [1], povećanja
stabilnosti biomolekula [2] ili poboljšanja dizajna lekova [3]. Da bi se ispitao efekat
supstitucije H-atoma F-atomom, sintetisana su i strukturno okarakterisana dva derivata
hidantoina: C15H16N2O3 (1) i C15H15N2O3F (2) (slika).
Analiza kristalnih pakovanja 1 i 2 pokazala je da su
NH…O i CH…O vodonične veze najbrojnije. U strukturi
2 se zbog fluorovanja povećava broj interakcija
cikloheksilnog (Ch) i fenil-grupe (Ph) prstena (CH…π
interakcije), kao i između dva Ph prstena (π-π
interakcije). Kvantno-hemijski proračuni na model
sistemima koji predstavljaju dimere derivata hidantoina
i izolovanih cikličnih jedinjenja, pokazali su da
fluorovanje utiče na stvaranje jačih CH…π i π-π
interakcija. Atom F u 2 učestvuje u formiranju tri
CH…F i jedne F…F interakcije, što je u saglasnosti sa
rezultatima Kembridžke baze podataka, koji su pokazali
da su najbrojnije CH…F i F…F interakcije, a njihova
jačina dostiže vrednost 2 kcal∙mol–1.
Kristalogafski podaci: 1, P–1, a = 6,3079(13),
b = 10,573(2), c = 11,415(2) Å, α = 67,21(3), β = 78,84(3),
γ = 76,16(3)°, R1 = 6,06%; 2, P–1, a = 5,9981(12), b =
11,148(2), c = 12,073(2) Å, α = 108,98(3), β = 101,57(3),
γ = 105,27(3)°, R1 = 4,82%., Non-covalent interactions have a significant role in supramolecular crystal packings
of the molecules. Halogen interactions provide weak but highly directed control of the
packing of molecules in the solid state. Introduction of F atom can leads to significant
differences in 2D or 3D structures [1], higher structural stability of biomolecules [2] or
improve drug design [3]. In order to examine the substitution effect of H atom with F
atom, two hydantoin derivatives were synthesized and structurally characterized:
C15H16N2O3 (1) i C15H15N2O3F (2) (Figure).
Crystallographic analysis of 1 and 2 showed that
NH…O and CH…O hydrogen bonds are the most numerous
in their crystal packings. Due to fluoridation in 2, the number of interactions among cyclohexyl (Ch) and phenyl ring
(Ph) rings (CH…π interactions), as well as among two Ph
rings (π-π interactions) is increased. Quantum-chemical
calculations on the model systems presented by dimmers
of hydantoin derivatives and isolated cyclic compounds,
verified that fluoridation caused the formation of stronger
CH…π and π-π interactions. The F atom in 2 is involved in
three CH…F and one F…F interactions, which is in agreement with the results from the Cambridge Structural Database, which have shown that CH…F and F…F interactions
are the most numerous, and their strength reaches the value
of 2 kcal∙mol–1.
Crystallographic data: 1, P–1, a = 6.3079(13),
b = 10.573(2), c = 11.415(2) Å, α = 67.21(3), β = 78.84(3),
γ = 76.16(3)°, R1 = 6.06%; 2, P–1, a = 5.9981(12),
b = 11.148(2), c = 12.073(2) Å, α = 108.98(3), β = 101.57(3), γ = 105.27(3)°, R1 = 4.82%.",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "Izvodi radova / XXVI konferencija Srpskog kristalografskog društva, Srebrno jezero, 27–28. jun 2019",
title = "ULOGA NEKOVALENTNIH INTERAKCIJA FLUORA U PAKOVANJU MOTIVA: ANALIZA KRISTALOGRAFSKIH PODATAKA I KVANTNO-HEMIJSKI PRORAČUNI, THE ROLE OF NON-COVALENT FLUORINE INTERACTIONS IN PACKING MOTIFS: CRYSTALLOGRAPHIC DATA ANALYSIS AND QUANTUM CHEMICAL CALCULATIONS",
pages = "39-38",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6705"
}

Đorđević, I., Janjić, G., Lazić, A., Gak, K., Valentić, N., Trišović, N., Radovanović, L.,& Rogan, J.. (2019). ULOGA NEKOVALENTNIH INTERAKCIJA FLUORA U PAKOVANJU MOTIVA: ANALIZA KRISTALOGRAFSKIH PODATAKA I KVANTNO-HEMIJSKI PRORAČUNI. in Izvodi radova / XXVI konferencija Srpskog kristalografskog društva, Srebrno jezero, 27–28. jun 2019
Beograd : Srpsko kristalografsko društvo., 38-39.
https://hdl.handle.net/21.15107/rcub_technorep_6705

Đorđević I, Janjić G, Lazić A, Gak K, Valentić N, Trišović N, Radovanović L, Rogan J. ULOGA NEKOVALENTNIH INTERAKCIJA FLUORA U PAKOVANJU MOTIVA: ANALIZA KRISTALOGRAFSKIH PODATAKA I KVANTNO-HEMIJSKI PRORAČUNI. in Izvodi radova / XXVI konferencija Srpskog kristalografskog društva, Srebrno jezero, 27–28. jun 2019. 2019;:38-39.
https://hdl.handle.net/21.15107/rcub_technorep_6705 .

Đorđević, Ivana, Janjić, Goran, Lazić, Anita, Gak, Kristina, Valentić, Nataša, Trišović, Nemanja, Radovanović, Lidija, Rogan, Jelena, "ULOGA NEKOVALENTNIH INTERAKCIJA FLUORA U PAKOVANJU MOTIVA: ANALIZA KRISTALOGRAFSKIH PODATAKA I KVANTNO-HEMIJSKI PRORAČUNI" in Izvodi radova / XXVI konferencija Srpskog kristalografskog društva, Srebrno jezero, 27–28. jun 2019 (2019):38-39,
https://hdl.handle.net/21.15107/rcub_technorep_6705 .

TY  - CONF
AU  - Lazić, Anita
AU  - Gak, Kristina
AU  - Valentić, Nataša
AU  - Rogan, Jelena
AU  - Radovanović, Lidija
AU  - Đukić, Maja
AU  - Matović, Zoran
AU  - Trišović, Nemanja
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7405
AB  - U okviru proučavanja uticaja strukture na farmakološku aktivnost derivata hidantoina,
5-(3-metilfenil)-5-metilhidantoin (1) i 5-(4-metoksifenil)-5-metilhidantoin (2) su sintetisani i
potpuno strukturno okarakterisani određivanjem temperature topljenje, FTIR, 1H i 13C NMR
spektroskopskim metodama. Određene su njihove kristalne strukture i izvršena je analiza
kristalnog pakovanja sa aspekta međumolekulskih interakcija i strukturnih motiva. U
kristalnom pakovanju oba jedinjenja uspostavljaju se jake intermolekulske N-H···O vodonične
veze između njihovih R i S izomera. Vezivanje proučavanih jedinjenja za DNK i serum humanog
albumina (HSA) proučavano je merenjem gašenja fluerescencije triptofana. Pokazano je da 2
ima viši afinitet vezivanja i za DNK i HSA od 1. Predstavljeno istraživanje pruža smernice za
dizajniranje novih derivata hidantoina sa poboljšanim farmakološkim svojstvima.
AB  - Within the framework of the investigation of the structure–activity relationship of
hydantoin derivatives, 5-(3-methylphenyl)-5-methylhydantoin (1) and 5-(4-methoxyphe-
nyl)-5-methylhydantoin (2) were synthesized and structurally characterized by determi-
nation of their melting points, FTIR, 1H and 13C spectroscopic techniques. Their crystal
structures were determined and the analysis of the crystal packings in terms of the
contributing intermolecular interactions and structural motifs was performed. In the crystal
packing of both compounds, strong intermolecular N-H···O hydrogen bonds were observed
between their R and S isomers. Binding of the investigated compounds to DNA and to
human serum albumin (HSA) was studied by measuring quenching of the fluorescence of
tryptophan. It was shown that 2 has a higher binding affinity for both DNA and HSA than 1.
The presented investigation provide guidance for design of novel hydantoin derivatives with
improved pharmacological properties.
PB  - Beograd : Srpsko hemijsko društvo = Serbian Chemical Society
C3  - Kratki izvodi radova = Book of Abstracts / 56. savetovanje Srpskog hemijskog društva , Niš 7. i 8. juni 2019. = 56th meeting of the Serbian chemical society, Niš, Serbia, June 7-8, 2019
T1  - Proučavanje kristalne strukture i interakcija 5-(3- i 4-supstituisanih)-5-metilhidantoina sa albuminom humanog seruma i DNK
T1  - Study of the crystal structure and interactions of 5-(3- and 4-substituted)-5-methylhydantoins with human serum albumin and DNA
SP  - 92
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7405
ER  - 

@conference{
author = "Lazić, Anita and Gak, Kristina and Valentić, Nataša and Rogan, Jelena and Radovanović, Lidija and Đukić, Maja and Matović, Zoran and Trišović, Nemanja",
year = "2019",
abstract = "U okviru proučavanja uticaja strukture na farmakološku aktivnost derivata hidantoina,
5-(3-metilfenil)-5-metilhidantoin (1) i 5-(4-metoksifenil)-5-metilhidantoin (2) su sintetisani i
potpuno strukturno okarakterisani određivanjem temperature topljenje, FTIR, 1H i 13C NMR
spektroskopskim metodama. Određene su njihove kristalne strukture i izvršena je analiza
kristalnog pakovanja sa aspekta međumolekulskih interakcija i strukturnih motiva. U
kristalnom pakovanju oba jedinjenja uspostavljaju se jake intermolekulske N-H···O vodonične
veze između njihovih R i S izomera. Vezivanje proučavanih jedinjenja za DNK i serum humanog
albumina (HSA) proučavano je merenjem gašenja fluerescencije triptofana. Pokazano je da 2
ima viši afinitet vezivanja i za DNK i HSA od 1. Predstavljeno istraživanje pruža smernice za
dizajniranje novih derivata hidantoina sa poboljšanim farmakološkim svojstvima., Within the framework of the investigation of the structure–activity relationship of
hydantoin derivatives, 5-(3-methylphenyl)-5-methylhydantoin (1) and 5-(4-methoxyphe-
nyl)-5-methylhydantoin (2) were synthesized and structurally characterized by determi-
nation of their melting points, FTIR, 1H and 13C spectroscopic techniques. Their crystal
structures were determined and the analysis of the crystal packings in terms of the
contributing intermolecular interactions and structural motifs was performed. In the crystal
packing of both compounds, strong intermolecular N-H···O hydrogen bonds were observed
between their R and S isomers. Binding of the investigated compounds to DNA and to
human serum albumin (HSA) was studied by measuring quenching of the fluorescence of
tryptophan. It was shown that 2 has a higher binding affinity for both DNA and HSA than 1.
The presented investigation provide guidance for design of novel hydantoin derivatives with
improved pharmacological properties.",
publisher = "Beograd : Srpsko hemijsko društvo = Serbian Chemical Society",
journal = "Kratki izvodi radova = Book of Abstracts / 56. savetovanje Srpskog hemijskog društva , Niš 7. i 8. juni 2019. = 56th meeting of the Serbian chemical society, Niš, Serbia, June 7-8, 2019",
title = "Proučavanje kristalne strukture i interakcija 5-(3- i 4-supstituisanih)-5-metilhidantoina sa albuminom humanog seruma i DNK, Study of the crystal structure and interactions of 5-(3- and 4-substituted)-5-methylhydantoins with human serum albumin and DNA",
pages = "92",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7405"
}

Lazić, A., Gak, K., Valentić, N., Rogan, J., Radovanović, L., Đukić, M., Matović, Z.,& Trišović, N.. (2019). Proučavanje kristalne strukture i interakcija 5-(3- i 4-supstituisanih)-5-metilhidantoina sa albuminom humanog seruma i DNK. in Kratki izvodi radova = Book of Abstracts / 56. savetovanje Srpskog hemijskog društva , Niš 7. i 8. juni 2019. = 56th meeting of the Serbian chemical society, Niš, Serbia, June 7-8, 2019
Beograd : Srpsko hemijsko društvo = Serbian Chemical Society., 92.
https://hdl.handle.net/21.15107/rcub_technorep_7405

Lazić A, Gak K, Valentić N, Rogan J, Radovanović L, Đukić M, Matović Z, Trišović N. Proučavanje kristalne strukture i interakcija 5-(3- i 4-supstituisanih)-5-metilhidantoina sa albuminom humanog seruma i DNK. in Kratki izvodi radova = Book of Abstracts / 56. savetovanje Srpskog hemijskog društva , Niš 7. i 8. juni 2019. = 56th meeting of the Serbian chemical society, Niš, Serbia, June 7-8, 2019. 2019;:92.
https://hdl.handle.net/21.15107/rcub_technorep_7405 .

Lazić, Anita, Gak, Kristina, Valentić, Nataša, Rogan, Jelena, Radovanović, Lidija, Đukić, Maja, Matović, Zoran, Trišović, Nemanja, "Proučavanje kristalne strukture i interakcija 5-(3- i 4-supstituisanih)-5-metilhidantoina sa albuminom humanog seruma i DNK" in Kratki izvodi radova = Book of Abstracts / 56. savetovanje Srpskog hemijskog društva , Niš 7. i 8. juni 2019. = 56th meeting of the Serbian chemical society, Niš, Serbia, June 7-8, 2019 (2019):92,
https://hdl.handle.net/21.15107/rcub_technorep_7405 .

TY  - JOUR
AU  - Lazić, Anita
AU  - Mandić, Željko D.
AU  - Valentić, Nataša
AU  - Ušćumlić, Gordana
AU  - Trišović, Nemanja
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4266
AB  - To create new anticonvulsant drugs, two series of spirohydantoins derived from beta-tetralone bearing a 4-substituted benzyl group (1a-1g) or a 2-(4-substituted phenyl)-2-oxoethyl group (2a-2f) in position 3 of the hydantoin ring were synthesized. The chemical structure of these compounds was confirmed by determination of the melting point, elemental analysis and FT-IR, H-1 NMR, C-13 NMR and UV-Vis spectroscopic methods. Effects of the substituents in the benzyl moiety on the shift of the absorption maxima of compounds 1a-1g and 2a-2f were analyzed using the Hammett's equation. Namely, a split in the Hammett plot at the parent compounds 1a and 2a revealed different electronic transitions within the molecules with the electron-donating substituents from those bearing the electron-accepting substituents, thus the electron-accepting effect on the shift of the absorption maxima being considerably stronger. The influence of the chemical structure on the pharmacokinetically relevant properties of the investigated hydantoin derivatives was evaluated using the Lipinski's rule of five, Veber, Egan and Ghose's empirical criteria, as well as different in silico methods. When compared to phenytoin (5,5-diphenylhydantoin) as the referent drug, compounds with a halogen or electron-donating substituent are expected to possess better intestinal absorption and passage through the blood-brain barrier. Depending on the nature of the substituent present in the benzyl moiety, compounds 1a-1g and 2a-2f can be potent activators/inhibitors of some cytochrome P450 izoenzymes including CYP1A2, CYP2C19 and CYP2C9. Regarding biological activity profile, compounds with the electron-accepting substituents are likely to reveal the pharmacological potential similar to that of phenytoin, while those bearing electron-donating substituents are predicted to have the antimigrenic activity. All compounds were found to bear a low risk of being mutagenic or tumorigenic. The calculated molecular descriptors indicate that the investigated compounds fulfill necessary empirical criteria which qualify them as interesting drug candidates.
PB  - Savez hemijskih inženjera, Beograd
T2  - Hemijska industrija
T1  - New spirohydantoins derived from beta-tetralone: design, synthesis and evaluation of their pharmacokinetically relevant propertie
EP  - 92
IS  - 2
SP  - 79
VL  - 73
DO  - 10.2298/HEMIND181203007L
ER  - 

@article{
author = "Lazić, Anita and Mandić, Željko D. and Valentić, Nataša and Ušćumlić, Gordana and Trišović, Nemanja",
year = "2019",
abstract = "To create new anticonvulsant drugs, two series of spirohydantoins derived from beta-tetralone bearing a 4-substituted benzyl group (1a-1g) or a 2-(4-substituted phenyl)-2-oxoethyl group (2a-2f) in position 3 of the hydantoin ring were synthesized. The chemical structure of these compounds was confirmed by determination of the melting point, elemental analysis and FT-IR, H-1 NMR, C-13 NMR and UV-Vis spectroscopic methods. Effects of the substituents in the benzyl moiety on the shift of the absorption maxima of compounds 1a-1g and 2a-2f were analyzed using the Hammett's equation. Namely, a split in the Hammett plot at the parent compounds 1a and 2a revealed different electronic transitions within the molecules with the electron-donating substituents from those bearing the electron-accepting substituents, thus the electron-accepting effect on the shift of the absorption maxima being considerably stronger. The influence of the chemical structure on the pharmacokinetically relevant properties of the investigated hydantoin derivatives was evaluated using the Lipinski's rule of five, Veber, Egan and Ghose's empirical criteria, as well as different in silico methods. When compared to phenytoin (5,5-diphenylhydantoin) as the referent drug, compounds with a halogen or electron-donating substituent are expected to possess better intestinal absorption and passage through the blood-brain barrier. Depending on the nature of the substituent present in the benzyl moiety, compounds 1a-1g and 2a-2f can be potent activators/inhibitors of some cytochrome P450 izoenzymes including CYP1A2, CYP2C19 and CYP2C9. Regarding biological activity profile, compounds with the electron-accepting substituents are likely to reveal the pharmacological potential similar to that of phenytoin, while those bearing electron-donating substituents are predicted to have the antimigrenic activity. All compounds were found to bear a low risk of being mutagenic or tumorigenic. The calculated molecular descriptors indicate that the investigated compounds fulfill necessary empirical criteria which qualify them as interesting drug candidates.",
publisher = "Savez hemijskih inženjera, Beograd",
journal = "Hemijska industrija",
title = "New spirohydantoins derived from beta-tetralone: design, synthesis and evaluation of their pharmacokinetically relevant propertie",
pages = "92-79",
number = "2",
volume = "73",
doi = "10.2298/HEMIND181203007L"
}

Lazić, A., Mandić, Ž. D., Valentić, N., Ušćumlić, G.,& Trišović, N.. (2019). New spirohydantoins derived from beta-tetralone: design, synthesis and evaluation of their pharmacokinetically relevant propertie. in Hemijska industrija
Savez hemijskih inženjera, Beograd., 73(2), 79-92.
https://doi.org/10.2298/HEMIND181203007L

Lazić A, Mandić ŽD, Valentić N, Ušćumlić G, Trišović N. New spirohydantoins derived from beta-tetralone: design, synthesis and evaluation of their pharmacokinetically relevant propertie. in Hemijska industrija. 2019;73(2):79-92.
doi:10.2298/HEMIND181203007L .

Lazić, Anita, Mandić, Željko D., Valentić, Nataša, Ušćumlić, Gordana, Trišović, Nemanja, "New spirohydantoins derived from beta-tetralone: design, synthesis and evaluation of their pharmacokinetically relevant propertie" in Hemijska industrija, 73, no. 2 (2019):79-92,
https://doi.org/10.2298/HEMIND181203007L . .

TY  - JOUR
AU  - Zdujić, Miodrag
AU  - Petrović, Slobodan
AU  - Valentić, Nataša
AU  - Mijin, Dušan
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4278
AB  - Milling of cyanoacetamide and acetoacetic ester as reactants, in the presence of KOH as the catalyst and ethanol as a viscous control agent (VCA) was performed in a planetary ball mill with the goal of investigating the effect of mechanochemical treatment for the synthesis of 3-cyano-6hydroxy-4-methyl-2-pyridone at room temperature. The mechanochemical synthesis was performed under various milling parameters, i.e. milling time up to 4 h, number and size of balls, angular velocity as well as molar ratio of reactants and the amount of catalyst. The obtained product was characterized by m.p., UV, IR and NMR data. It was fond that the dominant process parameter is the milling time while others are of less importance. The highest isolated yield after milling was up to 56%. The combination of milling and aging increase yield over 60%.
AB  - Mlevenje cijanoacetoamida (2) i acetsirćetnog estra (1) kao reaktanata, u prisustvu KOH kao katalizatora i etanola kao agensa kojim se kontroliše viskoznost, izvedeno je u planetarnom mlinu radi ispitivanja mogućnosti mehanohemijske sinteze 3-cijano-6-hidroksi-4-metil-2-piridona (3) na sobnoj temperaturi. Mehanohemijski tretman je izveden sa različitim parametrima mlevenja: vremenom mlevenja do 4 h, različitom veličinom i brojem kuglica, različitom brzinom obrtanja, kao i različitim molarnim odnosom reaktanata i katalizatora. Dobijeni proizvod je okarakterisan određivanjem temperature topljenja, UV, IR i NMR analizama. Nađeno je da je dominantni procesni parametar vreme mlevenja, dok su ostali od manjeg uticaja. Najveći prinos izolovanog proizvoda je oko 56%, dok se naknadnim "odležavanjem" prinos povećava preko 60%.
PB  - Engineering Society for Corrosion, Belgrade, Serbia
T2  - Zaštita materijala
T1  - On the synthesis of 3-cyano-6-hydroxy-4-methyl-2-pyridone at room temperature
T1  - O sintezi 3-cijano-6-hidroksi-4-metil-2-piridona na sobnoj temperaturi
EP  - 236
IS  - 3
SP  - 229
VL  - 60
DO  - 10.5937/zasmat1903229Z
ER  - 

@article{
author = "Zdujić, Miodrag and Petrović, Slobodan and Valentić, Nataša and Mijin, Dušan",
year = "2019",
abstract = "Milling of cyanoacetamide and acetoacetic ester as reactants, in the presence of KOH as the catalyst and ethanol as a viscous control agent (VCA) was performed in a planetary ball mill with the goal of investigating the effect of mechanochemical treatment for the synthesis of 3-cyano-6hydroxy-4-methyl-2-pyridone at room temperature. The mechanochemical synthesis was performed under various milling parameters, i.e. milling time up to 4 h, number and size of balls, angular velocity as well as molar ratio of reactants and the amount of catalyst. The obtained product was characterized by m.p., UV, IR and NMR data. It was fond that the dominant process parameter is the milling time while others are of less importance. The highest isolated yield after milling was up to 56%. The combination of milling and aging increase yield over 60%., Mlevenje cijanoacetoamida (2) i acetsirćetnog estra (1) kao reaktanata, u prisustvu KOH kao katalizatora i etanola kao agensa kojim se kontroliše viskoznost, izvedeno je u planetarnom mlinu radi ispitivanja mogućnosti mehanohemijske sinteze 3-cijano-6-hidroksi-4-metil-2-piridona (3) na sobnoj temperaturi. Mehanohemijski tretman je izveden sa različitim parametrima mlevenja: vremenom mlevenja do 4 h, različitom veličinom i brojem kuglica, različitom brzinom obrtanja, kao i različitim molarnim odnosom reaktanata i katalizatora. Dobijeni proizvod je okarakterisan određivanjem temperature topljenja, UV, IR i NMR analizama. Nađeno je da je dominantni procesni parametar vreme mlevenja, dok su ostali od manjeg uticaja. Najveći prinos izolovanog proizvoda je oko 56%, dok se naknadnim "odležavanjem" prinos povećava preko 60%.",
publisher = "Engineering Society for Corrosion, Belgrade, Serbia",
journal = "Zaštita materijala",
title = "On the synthesis of 3-cyano-6-hydroxy-4-methyl-2-pyridone at room temperature, O sintezi 3-cijano-6-hidroksi-4-metil-2-piridona na sobnoj temperaturi",
pages = "236-229",
number = "3",
volume = "60",
doi = "10.5937/zasmat1903229Z"
}

Zdujić, M., Petrović, S., Valentić, N.,& Mijin, D.. (2019). On the synthesis of 3-cyano-6-hydroxy-4-methyl-2-pyridone at room temperature. in Zaštita materijala
Engineering Society for Corrosion, Belgrade, Serbia., 60(3), 229-236.
https://doi.org/10.5937/zasmat1903229Z

Zdujić M, Petrović S, Valentić N, Mijin D. On the synthesis of 3-cyano-6-hydroxy-4-methyl-2-pyridone at room temperature. in Zaštita materijala. 2019;60(3):229-236.
doi:10.5937/zasmat1903229Z .

Zdujić, Miodrag, Petrović, Slobodan, Valentić, Nataša, Mijin, Dušan, "On the synthesis of 3-cyano-6-hydroxy-4-methyl-2-pyridone at room temperature" in Zaštita materijala, 60, no. 3 (2019):229-236,
https://doi.org/10.5937/zasmat1903229Z . .

TY  - JOUR
AU  - Valentić, Nataša
AU  - Lađarević, Jelena
AU  - Božić, Bojan
AU  - Mijin, Dušan
AU  - Ušćumlić, Gordana
PY  - 2018
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3834
AB  - Eight 5-(4-substituted arylazo)-4-phenyl-6-methyl-3-cyano-2-pyridones were synthesized by reaction of benzoylacetone and arendiazonium salt, followed by condensation with cyanoacetamide. Absorption spectra of all azo pyridone dyes were recorded in twelve protic and aprotic solvents in the range of 200-600 nm. A simple Hammett equation was used to study the effect of the substituents on the absorption spectra of these azo dyes. The solute-solvent interactions were clarified on the basis of linear solvation energy relationships concept proposed by Kamlet and Taft. The results showed that the solvent effects on the absorption spectra of the investigated azo dyes were very complex and strongly dependent on the nature of the substituents on the phenylazo group.
AB  - Osam 5-(4-supstituisanih arilazo)-4-fenil-6-metil-3-cijano-2-piridona je sintetizovano reakcijom benzoilacetona i arendiazonijumove soli, i kondenzacijom nastalog proizvoda sa cijano-acetamidom. Apsorpcioni spektri dobijenih arilazo piridonskih boja su snimljeni u dvanaest protičnih i aprotičnih rastvarača u opsegu od 200-600 nm. Za proučavanje uticaja supstituenata na apsorpcione spektre ispitivanih azo boja korišćena je prosta ametova jednačina. Interakcije rastvorak-rastvarač su razjašnjene na osnovu koncepta linearne korelacije energije solvatacije, koji su predložili Kamlet i Taft. Rezultati pokazuju da su efekti rastvarača na apsorpcione spektre istraženih azo boja veoma kompleksni i jako zavise od prirode supstituenata na fenilazo grupi.
PB  - Engineering Society for Corrosion, Belgrade, Serbia
T2  - Zaštita materijala
T1  - Solvatochromism of 5-(4-substituted arylazo)-4-phenyl-6-methyl-3-cyano-2-pyridones
T1  - Solvatohromizam 5-(4-supstituisanih arilazo)-4-fenil-6-metil-3-cijano-2-piridona
EP  - 125
IS  - 1
SP  - 117
VL  - 59
DO  - 10.5937/ZasMat1801119V
ER  - 

@article{
author = "Valentić, Nataša and Lađarević, Jelena and Božić, Bojan and Mijin, Dušan and Ušćumlić, Gordana",
year = "2018",
abstract = "Eight 5-(4-substituted arylazo)-4-phenyl-6-methyl-3-cyano-2-pyridones were synthesized by reaction of benzoylacetone and arendiazonium salt, followed by condensation with cyanoacetamide. Absorption spectra of all azo pyridone dyes were recorded in twelve protic and aprotic solvents in the range of 200-600 nm. A simple Hammett equation was used to study the effect of the substituents on the absorption spectra of these azo dyes. The solute-solvent interactions were clarified on the basis of linear solvation energy relationships concept proposed by Kamlet and Taft. The results showed that the solvent effects on the absorption spectra of the investigated azo dyes were very complex and strongly dependent on the nature of the substituents on the phenylazo group., Osam 5-(4-supstituisanih arilazo)-4-fenil-6-metil-3-cijano-2-piridona je sintetizovano reakcijom benzoilacetona i arendiazonijumove soli, i kondenzacijom nastalog proizvoda sa cijano-acetamidom. Apsorpcioni spektri dobijenih arilazo piridonskih boja su snimljeni u dvanaest protičnih i aprotičnih rastvarača u opsegu od 200-600 nm. Za proučavanje uticaja supstituenata na apsorpcione spektre ispitivanih azo boja korišćena je prosta ametova jednačina. Interakcije rastvorak-rastvarač su razjašnjene na osnovu koncepta linearne korelacije energije solvatacije, koji su predložili Kamlet i Taft. Rezultati pokazuju da su efekti rastvarača na apsorpcione spektre istraženih azo boja veoma kompleksni i jako zavise od prirode supstituenata na fenilazo grupi.",
publisher = "Engineering Society for Corrosion, Belgrade, Serbia",
journal = "Zaštita materijala",
title = "Solvatochromism of 5-(4-substituted arylazo)-4-phenyl-6-methyl-3-cyano-2-pyridones, Solvatohromizam 5-(4-supstituisanih arilazo)-4-fenil-6-metil-3-cijano-2-piridona",
pages = "125-117",
number = "1",
volume = "59",
doi = "10.5937/ZasMat1801119V"
}

Valentić, N., Lađarević, J., Božić, B., Mijin, D.,& Ušćumlić, G.. (2018). Solvatochromism of 5-(4-substituted arylazo)-4-phenyl-6-methyl-3-cyano-2-pyridones. in Zaštita materijala
Engineering Society for Corrosion, Belgrade, Serbia., 59(1), 117-125.
https://doi.org/10.5937/ZasMat1801119V

Valentić N, Lađarević J, Božić B, Mijin D, Ušćumlić G. Solvatochromism of 5-(4-substituted arylazo)-4-phenyl-6-methyl-3-cyano-2-pyridones. in Zaštita materijala. 2018;59(1):117-125.
doi:10.5937/ZasMat1801119V .

Valentić, Nataša, Lađarević, Jelena, Božić, Bojan, Mijin, Dušan, Ušćumlić, Gordana, "Solvatochromism of 5-(4-substituted arylazo)-4-phenyl-6-methyl-3-cyano-2-pyridones" in Zaštita materijala, 59, no. 1 (2018):117-125,
https://doi.org/10.5937/ZasMat1801119V . .

TY  - JOUR
AU  - Lazić, Anita M.
AU  - Božić, Bojan Ð.
AU  - Vitnik, Vesna D.
AU  - Vitnik, Željko J.
AU  - Rogan, Jelena R.
AU  - Radovanović, Lidija D.
AU  - Valentić, Nataša V.
AU  - Ušćumlić, Gordana S.
PY  - 2017
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3658
AB  - The structure-property relationship of newly synthesized 3-(4-substituted benzyl)-1,3-diazaspiro [4.4] nonane-2,4-diones was studied by experimental and calculated methods. The prepared compounds were characterized by UV-Vis, FT-IR, H-1 NMR and C-13 NMR spectroscopy and elemental analysis. The crystal structure was elucidated by single-crystal X-ray diffraction. The 3-benzy1-1,3-diazaspiro[4.41nonane-2,4-dione crystallizes in triclinic P-1 space group, with two crystallographically independent molecules in the asymmetric unit. Cyclopentane ring adopts an envelope conformation. A three-dimensional crystal packing is governed by hydrogen N-H center dot center dot center dot O bonds, numerous C-H center dot center dot center dot O/N and C-H center dot center dot center dot pi interactions between neighboring molecules. Density functional theory (DFT) calculations with B3LYP and M06-2X methods using 6-311++G(d,p) basis set were performed to provide structural and spectroscopic information. Comparisons between experimental and calculated UV-Vis spectral properties suggest that the monomeric form of the investigated spirohydantoins is dominant in all used solvents. The effects of substituents on the absorption spectra of spirohydantoins are interpreted by correlation of absorption frequencies with Hammett equation. The lipophilicities of the investigated molecules were estimated by calculation of their log P values. Some of the spirohydantoins synthesized in this work, exhibit the lipophilicities comparable to the standard medicine anticonvulsant drug Phenytoin. The results obtained in this investigation afford guidelines for the preparation of new derivatives of spirohydantoin as potential anticonvulsant agents and for better understanding the structure-activity relationship.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Structure-property relationship of 3-(4-substituted benzyl)-1,3-diazaspiro[4.4]nonane-2,4-diones as new potentional anticonvulsant agents. An experimental and theoretical study
EP  - 98
SP  - 88
VL  - 1127
DO  - 10.1016/j.molstruc.2016.07.069
ER  - 

@article{
author = "Lazić, Anita M. and Božić, Bojan Ð. and Vitnik, Vesna D. and Vitnik, Željko J. and Rogan, Jelena R. and Radovanović, Lidija D. and Valentić, Nataša V. and Ušćumlić, Gordana S.",
year = "2017",
abstract = "The structure-property relationship of newly synthesized 3-(4-substituted benzyl)-1,3-diazaspiro [4.4] nonane-2,4-diones was studied by experimental and calculated methods. The prepared compounds were characterized by UV-Vis, FT-IR, H-1 NMR and C-13 NMR spectroscopy and elemental analysis. The crystal structure was elucidated by single-crystal X-ray diffraction. The 3-benzy1-1,3-diazaspiro[4.41nonane-2,4-dione crystallizes in triclinic P-1 space group, with two crystallographically independent molecules in the asymmetric unit. Cyclopentane ring adopts an envelope conformation. A three-dimensional crystal packing is governed by hydrogen N-H center dot center dot center dot O bonds, numerous C-H center dot center dot center dot O/N and C-H center dot center dot center dot pi interactions between neighboring molecules. Density functional theory (DFT) calculations with B3LYP and M06-2X methods using 6-311++G(d,p) basis set were performed to provide structural and spectroscopic information. Comparisons between experimental and calculated UV-Vis spectral properties suggest that the monomeric form of the investigated spirohydantoins is dominant in all used solvents. The effects of substituents on the absorption spectra of spirohydantoins are interpreted by correlation of absorption frequencies with Hammett equation. The lipophilicities of the investigated molecules were estimated by calculation of their log P values. Some of the spirohydantoins synthesized in this work, exhibit the lipophilicities comparable to the standard medicine anticonvulsant drug Phenytoin. The results obtained in this investigation afford guidelines for the preparation of new derivatives of spirohydantoin as potential anticonvulsant agents and for better understanding the structure-activity relationship.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Structure-property relationship of 3-(4-substituted benzyl)-1,3-diazaspiro[4.4]nonane-2,4-diones as new potentional anticonvulsant agents. An experimental and theoretical study",
pages = "98-88",
volume = "1127",
doi = "10.1016/j.molstruc.2016.07.069"
}

Lazić, A. M., Božić, B. Ð., Vitnik, V. D., Vitnik, Ž. J., Rogan, J. R., Radovanović, L. D., Valentić, N. V.,& Ušćumlić, G. S.. (2017). Structure-property relationship of 3-(4-substituted benzyl)-1,3-diazaspiro[4.4]nonane-2,4-diones as new potentional anticonvulsant agents. An experimental and theoretical study. in Journal of Molecular Structure
Elsevier B.V.., 1127, 88-98.
https://doi.org/10.1016/j.molstruc.2016.07.069

Lazić AM, Božić BÐ, Vitnik VD, Vitnik ŽJ, Rogan JR, Radovanović LD, Valentić NV, Ušćumlić GS. Structure-property relationship of 3-(4-substituted benzyl)-1,3-diazaspiro[4.4]nonane-2,4-diones as new potentional anticonvulsant agents. An experimental and theoretical study. in Journal of Molecular Structure. 2017;1127:88-98.
doi:10.1016/j.molstruc.2016.07.069 .

Lazić, Anita M., Božić, Bojan Ð., Vitnik, Vesna D., Vitnik, Željko J., Rogan, Jelena R., Radovanović, Lidija D., Valentić, Nataša V., Ušćumlić, Gordana S., "Structure-property relationship of 3-(4-substituted benzyl)-1,3-diazaspiro[4.4]nonane-2,4-diones as new potentional anticonvulsant agents. An experimental and theoretical study" in Journal of Molecular Structure, 1127 (2017):88-98,
https://doi.org/10.1016/j.molstruc.2016.07.069 . .

TY  - JOUR
AU  - Banjac, Nebojša
AU  - Božić, Bojan
AU  - Lađarević, Jelena
AU  - Vitnik, Vesna
AU  - Vitnik, Željko
AU  - Valentić, Nataša
AU  - Ušćumlić, Gordana
PY  - 2017
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3663
AB  - A series of ten 1-aryl-3-methylsuccinimides was synthesized and their solvatochromic properties were studied in a set of fifteen binary solvent mixtures. The solute-solvent interactions were analyzed on the basis of the linear solvation energy relationship (LSER) concept proposed by Kamlet and Taft. The electronic effect of the substituents on the UV-Vis absorption and NMR spectra was analyzed using the simple Hammett equation. Moreover, the B3LYP, CAM-B3LYP, and M06-2X functionals using the 6-311G(d,p) basic set have been assessed in light of the position of experimental absorption maxima obtained for these compounds. The integration grid effects have also been evaluated. An interpretation of the substituent-effect transmission through the molecular skeleton and the nature of the HOMO and LUMO orbitals based on quantum-chemical calculations is given. The values of partial atomic charges from the atomic polar tenzors (APT), natural population analysis (NBO), and charges fit to the electrostatic potential using the B3LYP, CAM-B3LYP, and M06-2X methods are produced and correlated with different experimental properties. In order to estimate the chemical activity of the molecule, the molecular electrostatic potential (MEP) surface map is calculated for the optimized geometry of 1-phenyl-3-methylsuccinimide.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Experimental and theoretical study on the structure-property relationship of novel 1-aryl-3-methylsuccinimides
EP  - 282
SP  - 271
VL  - 1129
DO  - 10.1016/j.molstruc.2016.09.086
ER  - 

@article{
author = "Banjac, Nebojša and Božić, Bojan and Lađarević, Jelena and Vitnik, Vesna and Vitnik, Željko and Valentić, Nataša and Ušćumlić, Gordana",
year = "2017",
abstract = "A series of ten 1-aryl-3-methylsuccinimides was synthesized and their solvatochromic properties were studied in a set of fifteen binary solvent mixtures. The solute-solvent interactions were analyzed on the basis of the linear solvation energy relationship (LSER) concept proposed by Kamlet and Taft. The electronic effect of the substituents on the UV-Vis absorption and NMR spectra was analyzed using the simple Hammett equation. Moreover, the B3LYP, CAM-B3LYP, and M06-2X functionals using the 6-311G(d,p) basic set have been assessed in light of the position of experimental absorption maxima obtained for these compounds. The integration grid effects have also been evaluated. An interpretation of the substituent-effect transmission through the molecular skeleton and the nature of the HOMO and LUMO orbitals based on quantum-chemical calculations is given. The values of partial atomic charges from the atomic polar tenzors (APT), natural population analysis (NBO), and charges fit to the electrostatic potential using the B3LYP, CAM-B3LYP, and M06-2X methods are produced and correlated with different experimental properties. In order to estimate the chemical activity of the molecule, the molecular electrostatic potential (MEP) surface map is calculated for the optimized geometry of 1-phenyl-3-methylsuccinimide.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Experimental and theoretical study on the structure-property relationship of novel 1-aryl-3-methylsuccinimides",
pages = "282-271",
volume = "1129",
doi = "10.1016/j.molstruc.2016.09.086"
}

Banjac, N., Božić, B., Lađarević, J., Vitnik, V., Vitnik, Ž., Valentić, N.,& Ušćumlić, G.. (2017). Experimental and theoretical study on the structure-property relationship of novel 1-aryl-3-methylsuccinimides. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 1129, 271-282.
https://doi.org/10.1016/j.molstruc.2016.09.086

Banjac N, Božić B, Lađarević J, Vitnik V, Vitnik Ž, Valentić N, Ušćumlić G. Experimental and theoretical study on the structure-property relationship of novel 1-aryl-3-methylsuccinimides. in Journal of Molecular Structure. 2017;1129:271-282.
doi:10.1016/j.molstruc.2016.09.086 .

Banjac, Nebojša, Božić, Bojan, Lađarević, Jelena, Vitnik, Vesna, Vitnik, Željko, Valentić, Nataša, Ušćumlić, Gordana, "Experimental and theoretical study on the structure-property relationship of novel 1-aryl-3-methylsuccinimides" in Journal of Molecular Structure, 1129 (2017):271-282,
https://doi.org/10.1016/j.molstruc.2016.09.086 . .