TY  - CONF
AU  - Tot, Jadranka A.
AU  - Tot, Kristina A.
AU  - Đaković-Sekulić, Tatjana Lj.
AU  - Lazić, Anita M.
AU  - Ušćumlić, Gordana S.
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6784
AB  - Predmet ovog rada je ispitivanje lipofilnosti novosintetisanih derivata cikloalkilspiro-5-hidantoina. Parametri lipofilnosti (RM0) za ispitivana jedinjenja dobijeni su primenom reversno fazne hromatografije na tankom sloju C-18 modifikovanog slikagela. Kao pokretne faze korišćene su dvokomponentne smeše vode i protičnih organskih rastvarača (metanola, etanola, n-propanola, i-propanola i t-butanola). Linearna zavisnost između RM vrednosti i zapreminskog udela organskog modifikatora u pokretnoj fazi, φ, omogućava izračunavanje RM0 ispitivanih jedinjenja. Uticaj supstituenata, kao modifikatora pokretne faze na RM0 vrednosti procenjen je primenom hemometrijskih metoda, hijerarhijske kalster analize (HCA) i analize glavnih komponenata (PCA). Ove metode omogućavaju grupisanje ispitivanih derivata spirohidantoina, kao i primenjenih pokretnih faza prema njihovoj polarnosti.
AB  - The subjects of this paper are newly synthesized derivatives of cycloalkylspiro-5-
hydantoins and the analysis of their lipophilicity. The parameters of lipophilicity (RM0) were
determined by reverse phase thin layer chromatography on C-18 modified silica gel. Mobile
phases were two-component mixtures of water and protic organic solvents (i.e. methanol,
ethanol, n-propanol, i-propanol and t-butanol). Linear relationship between RM values and
volume fraction of organic solvent, φ, allows calculation of RM0
for investigated compounds.
The effect of the substituents in the molecule as well as mobile phase modifier on RM0
value
was assessed using chemometric methods, hierarchical cluster analysis (HCA) and principal
component analysis (PCA). This allows clustering of spiro hydantoin derivatives as well as
applied mobile phases according to their polarity.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016
T1  - Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima
T1  - Chemometric analysis of lipophilicity parameters of newly synthesized spiro hydantoin derivatives determined by RP-TLC and protic solvents
SP  - 34
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6784
ER  - 

@conference{
author = "Tot, Jadranka A. and Tot, Kristina A. and Đaković-Sekulić, Tatjana Lj. and Lazić, Anita M. and Ušćumlić, Gordana S.",
year = "2016",
abstract = "Predmet ovog rada je ispitivanje lipofilnosti novosintetisanih derivata cikloalkilspiro-5-hidantoina. Parametri lipofilnosti (RM0) za ispitivana jedinjenja dobijeni su primenom reversno fazne hromatografije na tankom sloju C-18 modifikovanog slikagela. Kao pokretne faze korišćene su dvokomponentne smeše vode i protičnih organskih rastvarača (metanola, etanola, n-propanola, i-propanola i t-butanola). Linearna zavisnost između RM vrednosti i zapreminskog udela organskog modifikatora u pokretnoj fazi, φ, omogućava izračunavanje RM0 ispitivanih jedinjenja. Uticaj supstituenata, kao modifikatora pokretne faze na RM0 vrednosti procenjen je primenom hemometrijskih metoda, hijerarhijske kalster analize (HCA) i analize glavnih komponenata (PCA). Ove metode omogućavaju grupisanje ispitivanih derivata spirohidantoina, kao i primenjenih pokretnih faza prema njihovoj polarnosti., The subjects of this paper are newly synthesized derivatives of cycloalkylspiro-5-
hydantoins and the analysis of their lipophilicity. The parameters of lipophilicity (RM0) were
determined by reverse phase thin layer chromatography on C-18 modified silica gel. Mobile
phases were two-component mixtures of water and protic organic solvents (i.e. methanol,
ethanol, n-propanol, i-propanol and t-butanol). Linear relationship between RM values and
volume fraction of organic solvent, φ, allows calculation of RM0
for investigated compounds.
The effect of the substituents in the molecule as well as mobile phase modifier on RM0
value
was assessed using chemometric methods, hierarchical cluster analysis (HCA) and principal
component analysis (PCA). This allows clustering of spiro hydantoin derivatives as well as
applied mobile phases according to their polarity.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016",
title = "Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima, Chemometric analysis of lipophilicity parameters of newly synthesized spiro hydantoin derivatives determined by RP-TLC and protic solvents",
pages = "34",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6784"
}

Tot, J. A., Tot, K. A., Đaković-Sekulić, T. Lj., Lazić, A. M.,& Ušćumlić, G. S.. (2016). Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima. in Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016
Beograd : Srpsko hemijsko društvo., 34.
https://hdl.handle.net/21.15107/rcub_technorep_6784

Tot JA, Tot KA, Đaković-Sekulić TL, Lazić AM, Ušćumlić GS. Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima. in Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016. 2016;:34.
https://hdl.handle.net/21.15107/rcub_technorep_6784 .

Tot, Jadranka A., Tot, Kristina A., Đaković-Sekulić, Tatjana Lj., Lazić, Anita M., Ušćumlić, Gordana S., "Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima" in Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016 (2016):34,
https://hdl.handle.net/21.15107/rcub_technorep_6784 .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Keleman, Svetlana
AU  - Tot, Kristina
AU  - Tot, Jadranka
AU  - Trišović, Nemanja
AU  - Ušćumlić, Gordana
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3164
AB  - New synthesized compounds, particularly those with biological activity, are potential drug candidates. This article describes experimental studies performed to estimate lipophilicity parameters of new 3-(4-substituted benzyl)-5-phenylhydantoins. Lipophilicity, as one of the most important molecular characteristics for the activity, was determined using the reversed-phase liquid chromatography (RP-18 stationary phase and methanol-water mobile phase). Molecular structures were used to generate in silico data which were used to estimate pharmacokinetic properties of the investigated compounds. The results show that generally, the investigated compounds attain good bioavailability properties. A more detailed analysis shows that the presence of a nitro, methoxy and tert-butyl group in the molecule is indicated as unfavorable for the oral bioavailability of hydantoins. Multivariate exploratory analysis was used in order to visualize grouping patterns among molecular descriptors as well as among the investigated compounds. Molecular docking study performed for two hydantoins with the highest bioavailability scores shows high binding affinity to tyrosine kinase receptor IGF-1R. The results achieved can be useful as a template for future development and further derivation or modification to obtain more potent and selective antitumor agents.
T2  - Combinatorial Chemistry and High Throughput Screening
T1  - In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins
EP  - 443
IS  - 6
SP  - 437
VL  - 19
UR  - https://hdl.handle.net/21.15107/rcub_technorep_3164
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Keleman, Svetlana and Tot, Kristina and Tot, Jadranka and Trišović, Nemanja and Ušćumlić, Gordana",
year = "2016",
abstract = "New synthesized compounds, particularly those with biological activity, are potential drug candidates. This article describes experimental studies performed to estimate lipophilicity parameters of new 3-(4-substituted benzyl)-5-phenylhydantoins. Lipophilicity, as one of the most important molecular characteristics for the activity, was determined using the reversed-phase liquid chromatography (RP-18 stationary phase and methanol-water mobile phase). Molecular structures were used to generate in silico data which were used to estimate pharmacokinetic properties of the investigated compounds. The results show that generally, the investigated compounds attain good bioavailability properties. A more detailed analysis shows that the presence of a nitro, methoxy and tert-butyl group in the molecule is indicated as unfavorable for the oral bioavailability of hydantoins. Multivariate exploratory analysis was used in order to visualize grouping patterns among molecular descriptors as well as among the investigated compounds. Molecular docking study performed for two hydantoins with the highest bioavailability scores shows high binding affinity to tyrosine kinase receptor IGF-1R. The results achieved can be useful as a template for future development and further derivation or modification to obtain more potent and selective antitumor agents.",
journal = "Combinatorial Chemistry and High Throughput Screening",
title = "In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins",
pages = "443-437",
number = "6",
volume = "19",
url = "https://hdl.handle.net/21.15107/rcub_technorep_3164"
}

Đaković-Sekulić, T., Keleman, S., Tot, K., Tot, J., Trišović, N.,& Ušćumlić, G.. (2016). In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins. in Combinatorial Chemistry and High Throughput Screening, 19(6), 437-443.
https://hdl.handle.net/21.15107/rcub_technorep_3164

Đaković-Sekulić T, Keleman S, Tot K, Tot J, Trišović N, Ušćumlić G. In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins. in Combinatorial Chemistry and High Throughput Screening. 2016;19(6):437-443.
https://hdl.handle.net/21.15107/rcub_technorep_3164 .

Đaković-Sekulić, Tatjana, Keleman, Svetlana, Tot, Kristina, Tot, Jadranka, Trišović, Nemanja, Ušćumlić, Gordana, "In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins" in Combinatorial Chemistry and High Throughput Screening, 19, no. 6 (2016):437-443,
https://hdl.handle.net/21.15107/rcub_technorep_3164 .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Vastag, Gyongyi
AU  - Tot, Kristina
AU  - Tot, Jadranka
AU  - Lazić, Anita
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3364
AB  - Modeling properties of newly synthesized compounds is important for both understanding their activity and predicting their interactions. This paper describes the evaluation of the lipophilicity of the newly synthesized cycloalkylspiro-5-hydantoins by experimental and calculation methods. The chromatographic lipophilicity (R-M(0)) of the analyzed compounds was determined by reversed-phase liquid chromatographic system consisting of RP-18 stationary phase and methanol-water mobile phase. Correlation coefficients between R-M(0) values and the predicted log P were above 0.93, indicating a strong linear relationship between the variables. Multivariate data analysis applied in this study enabled the comparison of the lipophilicity and the structure of the investigated compounds using solely information obtained from thin-layer chromatography. Hierarchical clustering analysis (HCA) reveals a high similarity between R-M(0) and miLogP whereas squared log Ps such as ALOGP2 and MLOGP2 were distinct from R-M(0). HCA classifies the investigated compounds into three clusters according to lipophilicity. Principal component analysis (PCA) yields two principal components which explained  gt 99.19% total variance. The changes in the lipophilicity of the substituents attached in the molecule are reflected in the value of PCs. An increase in the lipophilicity of spiro substituent results in a decrease of values of both PC1 and PC2. The increase in the lipophilicity of R substituent decreases the value of PC1 and increases the value of PC2. The positive value of PC1 is typical for the compounds with the electron withdrawing groups such as CN, NO2, or OCH3.
PB  - Akademiai Kiado Zrt, Budapest
T2  - JPC-Journal of Planar Chromatography-Modern Tlc
T1  - Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives
EP  - 286
IS  - 4
SP  - 281
VL  - 29
DO  - 10.1556/1006.2016.29.4.6
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Vastag, Gyongyi and Tot, Kristina and Tot, Jadranka and Lazić, Anita",
year = "2016",
abstract = "Modeling properties of newly synthesized compounds is important for both understanding their activity and predicting their interactions. This paper describes the evaluation of the lipophilicity of the newly synthesized cycloalkylspiro-5-hydantoins by experimental and calculation methods. The chromatographic lipophilicity (R-M(0)) of the analyzed compounds was determined by reversed-phase liquid chromatographic system consisting of RP-18 stationary phase and methanol-water mobile phase. Correlation coefficients between R-M(0) values and the predicted log P were above 0.93, indicating a strong linear relationship between the variables. Multivariate data analysis applied in this study enabled the comparison of the lipophilicity and the structure of the investigated compounds using solely information obtained from thin-layer chromatography. Hierarchical clustering analysis (HCA) reveals a high similarity between R-M(0) and miLogP whereas squared log Ps such as ALOGP2 and MLOGP2 were distinct from R-M(0). HCA classifies the investigated compounds into three clusters according to lipophilicity. Principal component analysis (PCA) yields two principal components which explained  gt 99.19% total variance. The changes in the lipophilicity of the substituents attached in the molecule are reflected in the value of PCs. An increase in the lipophilicity of spiro substituent results in a decrease of values of both PC1 and PC2. The increase in the lipophilicity of R substituent decreases the value of PC1 and increases the value of PC2. The positive value of PC1 is typical for the compounds with the electron withdrawing groups such as CN, NO2, or OCH3.",
publisher = "Akademiai Kiado Zrt, Budapest",
journal = "JPC-Journal of Planar Chromatography-Modern Tlc",
title = "Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives",
pages = "286-281",
number = "4",
volume = "29",
doi = "10.1556/1006.2016.29.4.6"
}

Đaković-Sekulić, T., Vastag, G., Tot, K., Tot, J.,& Lazić, A.. (2016). Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives. in JPC-Journal of Planar Chromatography-Modern Tlc
Akademiai Kiado Zrt, Budapest., 29(4), 281-286.
https://doi.org/10.1556/1006.2016.29.4.6

Đaković-Sekulić T, Vastag G, Tot K, Tot J, Lazić A. Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives. in JPC-Journal of Planar Chromatography-Modern Tlc. 2016;29(4):281-286.
doi:10.1556/1006.2016.29.4.6 .

Đaković-Sekulić, Tatjana, Vastag, Gyongyi, Tot, Kristina, Tot, Jadranka, Lazić, Anita, "Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives" in JPC-Journal of Planar Chromatography-Modern Tlc, 29, no. 4 (2016):281-286,
https://doi.org/10.1556/1006.2016.29.4.6 . .

TY  - JOUR
AU  - Matijević, Borko M.
AU  - Vaštag, Đenđi
AU  - Apostolov, Suzana
AU  - Tot, Jadranka
AU  - Assaleh, Fathi H.
AU  - Marinković, Aleksandar
PY  - 2015
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2962
AB  - Uracil derivatives are potentially biologically active compounds, so the investigation of their physical and chemical properties is very important for their further application. In this work a series of newly synthesized derivatives of uracil was investigated by applying the spectrophotometric method. The absorption spectra were recorded in seventeen solvents with different properties. The effect of solvent was interpreted by Kamlet-Taft solvatochromic model. The dominance and the types of interactions that occur between the investigated derivatives and solvent were interpreted by applying the multiple linear correlation obtained values of absorption maxima and Hansen's solvent parameters. In addition to the effect of solvent, the influence of substituents in the molecule on absorption spectra was studied by applying Hammett equation.
AB  - Derivati uracila predstavljaju potencijalno biološki aktivna jedinjenja, pa je ispitivanje njihovih fizičko- hemijskih svojstava veoma značajno za njihovu dalju primenu. U ovom radu je ispitana serija novosintetisanih derivata uracila primenom spektrofotometrijske metode. Apsorpcioni spektri su snimljeni u sedamnaest rastvarača različitih svojstava. Uticaj rastvarača na apsorpcione spektre tumačen je primenom Kamlet-Taft-ovog solvatohromnog modela. Dominantnost i vrste interakcija koje se javljaju između ispitivanih derivata i rastvarača analizirane su metodom višestruke linearne korelacije dobijenih vrednosti položaja apsorpcionih maksimuma i Hansen-ovih parametara rastvarača. Pored uticaja rastvarača, tumačen je i uticaj supstituenta prisutnog u molekulu na apsorpcione spektre pomoću Hammett-ove jednačine.
PB  - Engineering Society for Corrosion, Belgrade, Serbia
T2  - Zaštita materijala
T1  - Studying of physicochemical properties of newly synthesized uracil derivatives
T1  - Proučavanje fizičko-hemijskih svojstava novosintetisanih derivata uracila
EP  - 288
IS  - 3
SP  - 279
VL  - 56
DO  - 10.5937/ZasMat1503279M
ER  - 

@article{
author = "Matijević, Borko M. and Vaštag, Đenđi and Apostolov, Suzana and Tot, Jadranka and Assaleh, Fathi H. and Marinković, Aleksandar",
year = "2015",
abstract = "Uracil derivatives are potentially biologically active compounds, so the investigation of their physical and chemical properties is very important for their further application. In this work a series of newly synthesized derivatives of uracil was investigated by applying the spectrophotometric method. The absorption spectra were recorded in seventeen solvents with different properties. The effect of solvent was interpreted by Kamlet-Taft solvatochromic model. The dominance and the types of interactions that occur between the investigated derivatives and solvent were interpreted by applying the multiple linear correlation obtained values of absorption maxima and Hansen's solvent parameters. In addition to the effect of solvent, the influence of substituents in the molecule on absorption spectra was studied by applying Hammett equation., Derivati uracila predstavljaju potencijalno biološki aktivna jedinjenja, pa je ispitivanje njihovih fizičko- hemijskih svojstava veoma značajno za njihovu dalju primenu. U ovom radu je ispitana serija novosintetisanih derivata uracila primenom spektrofotometrijske metode. Apsorpcioni spektri su snimljeni u sedamnaest rastvarača različitih svojstava. Uticaj rastvarača na apsorpcione spektre tumačen je primenom Kamlet-Taft-ovog solvatohromnog modela. Dominantnost i vrste interakcija koje se javljaju između ispitivanih derivata i rastvarača analizirane su metodom višestruke linearne korelacije dobijenih vrednosti položaja apsorpcionih maksimuma i Hansen-ovih parametara rastvarača. Pored uticaja rastvarača, tumačen je i uticaj supstituenta prisutnog u molekulu na apsorpcione spektre pomoću Hammett-ove jednačine.",
publisher = "Engineering Society for Corrosion, Belgrade, Serbia",
journal = "Zaštita materijala",
title = "Studying of physicochemical properties of newly synthesized uracil derivatives, Proučavanje fizičko-hemijskih svojstava novosintetisanih derivata uracila",
pages = "288-279",
number = "3",
volume = "56",
doi = "10.5937/ZasMat1503279M"
}

Matijević, B. M., Vaštag, Đ., Apostolov, S., Tot, J., Assaleh, F. H.,& Marinković, A.. (2015). Studying of physicochemical properties of newly synthesized uracil derivatives. in Zaštita materijala
Engineering Society for Corrosion, Belgrade, Serbia., 56(3), 279-288.
https://doi.org/10.5937/ZasMat1503279M

Matijević BM, Vaštag Đ, Apostolov S, Tot J, Assaleh FH, Marinković A. Studying of physicochemical properties of newly synthesized uracil derivatives. in Zaštita materijala. 2015;56(3):279-288.
doi:10.5937/ZasMat1503279M .

Matijević, Borko M., Vaštag, Đenđi, Apostolov, Suzana, Tot, Jadranka, Assaleh, Fathi H., Marinković, Aleksandar, "Studying of physicochemical properties of newly synthesized uracil derivatives" in Zaštita materijala, 56, no. 3 (2015):279-288,
https://doi.org/10.5937/ZasMat1503279M . .