TY  - JOUR
AU  - Kasalović, Marijana P.
AU  - Jelača, Sanja
AU  - Maksimović-Ivanić, Danijela
AU  - Lađarević, Jelena
AU  - Radovanović, Lidija
AU  - Božić, Bojan
AU  - Mijatović, Sanja
AU  - Pantelić, Nebojša Đ.
AU  - Kaluđerović, Goran N.
PY  - 2024
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6760
AB  - Three new diphenyltin(IV) complexes, bis(3-(4-methyl-2-oxoquinolinyl-1(2H)-yl)propanoato)diphenyltin(IV)
(1), bis(2-(4-methyl-2-oxoquinolin-1(2H)-yl)ethanoato)diphenyltin(IV) (2), and bis(2-(4-hydroxy-2-oxoquinolin1(2H)-yl)ethanoato)diphenyltin(IV) (3), were synthesized and characterized by elemental microanalysis, FT-IR
spectroscopy, and multinuclear (
1
H, 13C and 119Sn) NMR spectroscopy. Crystal structure of ligand precursor,
2-(4-methyl-2-oxoquinolinyl-1-(2H)-yl)acetic acid (HL2), has been determined by X-ray diffraction studies.
Asymmetric bidentate coordination of the carboxylato ligands and skew trapezoidal structures are assumed for
the synthesized complexes. In vitro anticancer activity of the synthesized diphenyltin(IV) complexes was evaluated against three human: MCF-7 (breast adenocarcinoma), A375 (melanoma), HCT116 (colorectal carcinoma),
and three mouse tumor cell lines: 4T1 (breast carcinoma), B16 (melanoma), CT26 (colon carcinoma) using MTT
and CV assays. The IC50 values fall in the range from 0.1 to 3.7 μM. Flow cytometric analysis and fluorescent
microscopy suggest that complex 1 induces caspase-dependent apoptosis followed with strong blockade of cell
division in HCT116 cells. Since complex 1 showed ROS/RNS scavenging potential mentioned cytotoxicity was
not connected with oxidative stress.
PB  - Elsevier Inc.
T2  - Journal of Inorganic Biochemistry
T1  - Novel diphenyltin(IV) complexes with carboxylato N-functionalized 2-quinolone ligands: Synthesis, characterization and in vitro anticancer studies
SP  - 112399
VL  - 250
DO  - 10.1016/j.jinorgbio.2023.112399
ER  - 

@article{
author = "Kasalović, Marijana P. and Jelača, Sanja and Maksimović-Ivanić, Danijela and Lađarević, Jelena and Radovanović, Lidija and Božić, Bojan and Mijatović, Sanja and Pantelić, Nebojša Đ. and Kaluđerović, Goran N.",
year = "2024",
abstract = "Three new diphenyltin(IV) complexes, bis(3-(4-methyl-2-oxoquinolinyl-1(2H)-yl)propanoato)diphenyltin(IV)
(1), bis(2-(4-methyl-2-oxoquinolin-1(2H)-yl)ethanoato)diphenyltin(IV) (2), and bis(2-(4-hydroxy-2-oxoquinolin1(2H)-yl)ethanoato)diphenyltin(IV) (3), were synthesized and characterized by elemental microanalysis, FT-IR
spectroscopy, and multinuclear (
1
H, 13C and 119Sn) NMR spectroscopy. Crystal structure of ligand precursor,
2-(4-methyl-2-oxoquinolinyl-1-(2H)-yl)acetic acid (HL2), has been determined by X-ray diffraction studies.
Asymmetric bidentate coordination of the carboxylato ligands and skew trapezoidal structures are assumed for
the synthesized complexes. In vitro anticancer activity of the synthesized diphenyltin(IV) complexes was evaluated against three human: MCF-7 (breast adenocarcinoma), A375 (melanoma), HCT116 (colorectal carcinoma),
and three mouse tumor cell lines: 4T1 (breast carcinoma), B16 (melanoma), CT26 (colon carcinoma) using MTT
and CV assays. The IC50 values fall in the range from 0.1 to 3.7 μM. Flow cytometric analysis and fluorescent
microscopy suggest that complex 1 induces caspase-dependent apoptosis followed with strong blockade of cell
division in HCT116 cells. Since complex 1 showed ROS/RNS scavenging potential mentioned cytotoxicity was
not connected with oxidative stress.",
publisher = "Elsevier Inc.",
journal = "Journal of Inorganic Biochemistry",
title = "Novel diphenyltin(IV) complexes with carboxylato N-functionalized 2-quinolone ligands: Synthesis, characterization and in vitro anticancer studies",
pages = "112399",
volume = "250",
doi = "10.1016/j.jinorgbio.2023.112399"
}

Kasalović, M. P., Jelača, S., Maksimović-Ivanić, D., Lađarević, J., Radovanović, L., Božić, B., Mijatović, S., Pantelić, N. Đ.,& Kaluđerović, G. N.. (2024). Novel diphenyltin(IV) complexes with carboxylato N-functionalized 2-quinolone ligands: Synthesis, characterization and in vitro anticancer studies. in Journal of Inorganic Biochemistry
Elsevier Inc.., 250, 112399.
https://doi.org/10.1016/j.jinorgbio.2023.112399

Kasalović MP, Jelača S, Maksimović-Ivanić D, Lađarević J, Radovanović L, Božić B, Mijatović S, Pantelić NĐ, Kaluđerović GN. Novel diphenyltin(IV) complexes with carboxylato N-functionalized 2-quinolone ligands: Synthesis, characterization and in vitro anticancer studies. in Journal of Inorganic Biochemistry. 2024;250:112399.
doi:10.1016/j.jinorgbio.2023.112399 .

Kasalović, Marijana P., Jelača, Sanja, Maksimović-Ivanić, Danijela, Lađarević, Jelena, Radovanović, Lidija, Božić, Bojan, Mijatović, Sanja, Pantelić, Nebojša Đ., Kaluđerović, Goran N., "Novel diphenyltin(IV) complexes with carboxylato N-functionalized 2-quinolone ligands: Synthesis, characterization and in vitro anticancer studies" in Journal of Inorganic Biochemistry, 250 (2024):112399,
https://doi.org/10.1016/j.jinorgbio.2023.112399 . .

TY  - CONF
AU  - Kasalović, Marijana P.
AU  - Lađarević, Jelena
AU  - Božić, Bojan
AU  - Jevtić, Verica V.
AU  - Kaluđerović, Goran N.
AU  - Pantelić, Nebojša Đ.
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6776
AB  - U datom radu opisana je sinteza 2-(4-hidroksi-2-oksohinolinil)propanske kiseline i njenog kompleksa tributilkalaja(IV). Ligand prekursor je dobijen hidrolizom metil-estra sintetisanog u reakciji između 4-hidroksi-2-hinolona i metil-2-bromopropanoata. U reakciji deprotonovanog liganda i ekvimolarne količine Bu3SnCl dobijen je kompleks u obliku belog taloga. Sintetisana jedinjenja su okarakterisana standardnim analitičkim metodama. Ligand prekursor i odgovarajući kompleks tributilkalaja(IV) biće testirani na antitumorsku aktivnost prema raznim tumorskim ćelijskim linijama.
AB  - Synthesis of 2-(4-methyl-2-oxoquinolinyl)propanoic acid and its tributyltin(IV) complex has been performed. The ligand precursor has been obtained by the hydrolysis of methyl ester synthesized in the reaction between 4-hydroxy-2-quinolone and methyl 2- bromopropanoate. In the reaction of deprotonated ligand with equimolar amount of Bu3SnCl, the desired complex was precipitated as a white solid. The synthesized compounds have been characterized using standard analytical methods. The following research of ligand precursor and corresponding tributyltin(IV) complex will be focused on examining their antitumor activity against various cancer cell lines.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine
T1  - Sinteza i karakterizacija kompleksa tributilkalaja(IV) sa 2-(4- hidroksi-2-oksohinolinil)propanskom kiselinom
T1  - Synthesis and characterization of novel tributyltin(IV) complex with 2-(4-hydroxy-2-oxoquinolinyl)propanoic acid
SP  - 88
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6776
ER  - 

@conference{
author = "Kasalović, Marijana P. and Lađarević, Jelena and Božić, Bojan and Jevtić, Verica V. and Kaluđerović, Goran N. and Pantelić, Nebojša Đ.",
year = "2023",
abstract = "U datom radu opisana je sinteza 2-(4-hidroksi-2-oksohinolinil)propanske kiseline i njenog kompleksa tributilkalaja(IV). Ligand prekursor je dobijen hidrolizom metil-estra sintetisanog u reakciji između 4-hidroksi-2-hinolona i metil-2-bromopropanoata. U reakciji deprotonovanog liganda i ekvimolarne količine Bu3SnCl dobijen je kompleks u obliku belog taloga. Sintetisana jedinjenja su okarakterisana standardnim analitičkim metodama. Ligand prekursor i odgovarajući kompleks tributilkalaja(IV) biće testirani na antitumorsku aktivnost prema raznim tumorskim ćelijskim linijama., Synthesis of 2-(4-methyl-2-oxoquinolinyl)propanoic acid and its tributyltin(IV) complex has been performed. The ligand precursor has been obtained by the hydrolysis of methyl ester synthesized in the reaction between 4-hydroxy-2-quinolone and methyl 2- bromopropanoate. In the reaction of deprotonated ligand with equimolar amount of Bu3SnCl, the desired complex was precipitated as a white solid. The synthesized compounds have been characterized using standard analytical methods. The following research of ligand precursor and corresponding tributyltin(IV) complex will be focused on examining their antitumor activity against various cancer cell lines.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine",
title = "Sinteza i karakterizacija kompleksa tributilkalaja(IV) sa 2-(4- hidroksi-2-oksohinolinil)propanskom kiselinom, Synthesis and characterization of novel tributyltin(IV) complex with 2-(4-hydroxy-2-oxoquinolinyl)propanoic acid",
pages = "88",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6776"
}

Kasalović, M. P., Lađarević, J., Božić, B., Jevtić, V. V., Kaluđerović, G. N.,& Pantelić, N. Đ.. (2023). Sinteza i karakterizacija kompleksa tributilkalaja(IV) sa 2-(4- hidroksi-2-oksohinolinil)propanskom kiselinom. in Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine
Beograd : Srpsko hemijsko društvo., 88.
https://hdl.handle.net/21.15107/rcub_technorep_6776

Kasalović MP, Lađarević J, Božić B, Jevtić VV, Kaluđerović GN, Pantelić NĐ. Sinteza i karakterizacija kompleksa tributilkalaja(IV) sa 2-(4- hidroksi-2-oksohinolinil)propanskom kiselinom. in Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine. 2023;:88.
https://hdl.handle.net/21.15107/rcub_technorep_6776 .

Kasalović, Marijana P., Lađarević, Jelena, Božić, Bojan, Jevtić, Verica V., Kaluđerović, Goran N., Pantelić, Nebojša Đ., "Sinteza i karakterizacija kompleksa tributilkalaja(IV) sa 2-(4- hidroksi-2-oksohinolinil)propanskom kiselinom" in Kratki izvodi radova ; Knjiga radova / 59. savetovanje Srpskog hemijskog društva, Novi Sad 1. i 2. jun 2023. godine (2023):88,
https://hdl.handle.net/21.15107/rcub_technorep_6776 .

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Božić, Bojan
AU  - Zmejkovski, Bojana B.
AU  - Banjac, Nebojša R.
AU  - Dojčinović, Biljana
AU  - Wessjohann, Ludger A.
AU  - Kaluđerović, Goran N.
PY  - 2021
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5120
AB  - The synthesis of novel triphenyltin(IV) compounds, Ph3SnLn (n = 1–3), with oxaprozin (3-(4,5-diphenyloxazol-2-yl)propanoic acid), HL1, and the new propanoic acid derivatives 3-(4,5bis(4-methoxylphenyl)oxazol-2-yl)propanoic acid, HL2, and 3-(2,5-dioxo-4,4-diphenylimidazolidin1-yl)propanoic acid, HL3, has been performed. The ligands represent commercial drugs or their derivatives and the tin complexes have been characterized by standard analytical methods. The in vitro antiproliferative activity of both ligands and organotin(IV) compounds has been evaluated on the following tumour cell lines: human prostate cancer (PC-3), human colorectal adenocarcinoma (HT29), breast cancer (MCF-7), and hepatocellular cancer (HepG2), as well as on normal mouse embryonic fibroblast cells (NIH3T3) with the aid of MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-12 diphenyltetrazolium bromide) and CV (crystal violet) assays. Contrary to the inactive ligand precursors, all organotin(IV) carboxylates showed very good activity with IC50 values ranging from 0.100 to 0.758 µM. According to the CV assay (IC50 = 0.218 ± 0.025 µM), complex Ph3SnL1 demonstrated the highest cytotoxicity against the caspase 3 deficient MCF-7 cell line. Inductively coupled plasma mass spectrometry (ICP-MS) analysis indicated a two-fold lower concentration of tin in MCF-7 cells in comparison to platinum. To investigate the mechanism of action of the compound Ph3SnL1 on MCF-7 cells, morphological, autophagy and cell cycle analysis, as well as the activation of caspase and ROS/RNS and NO production, has been performed. Results suggest that Ph3SnL1 induces caspase-independent apoptosis in MCF-7 cells.
PB  - MDPI AG
T2  - Molecules
T1  - In Vitro Evaluation of Antiproliferative Properties of Novel Organotin(IV) Carboxylate Compounds with Propanoic Acid Derivatives on a Panel of Human Cancer Cell Lines
IS  - 11
SP  - 3199
VL  - 26
DO  - 10.3390/molecules26113199
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Božić, Bojan and Zmejkovski, Bojana B. and Banjac, Nebojša R. and Dojčinović, Biljana and Wessjohann, Ludger A. and Kaluđerović, Goran N.",
year = "2021",
abstract = "The synthesis of novel triphenyltin(IV) compounds, Ph3SnLn (n = 1–3), with oxaprozin (3-(4,5-diphenyloxazol-2-yl)propanoic acid), HL1, and the new propanoic acid derivatives 3-(4,5bis(4-methoxylphenyl)oxazol-2-yl)propanoic acid, HL2, and 3-(2,5-dioxo-4,4-diphenylimidazolidin1-yl)propanoic acid, HL3, has been performed. The ligands represent commercial drugs or their derivatives and the tin complexes have been characterized by standard analytical methods. The in vitro antiproliferative activity of both ligands and organotin(IV) compounds has been evaluated on the following tumour cell lines: human prostate cancer (PC-3), human colorectal adenocarcinoma (HT29), breast cancer (MCF-7), and hepatocellular cancer (HepG2), as well as on normal mouse embryonic fibroblast cells (NIH3T3) with the aid of MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-12 diphenyltetrazolium bromide) and CV (crystal violet) assays. Contrary to the inactive ligand precursors, all organotin(IV) carboxylates showed very good activity with IC50 values ranging from 0.100 to 0.758 µM. According to the CV assay (IC50 = 0.218 ± 0.025 µM), complex Ph3SnL1 demonstrated the highest cytotoxicity against the caspase 3 deficient MCF-7 cell line. Inductively coupled plasma mass spectrometry (ICP-MS) analysis indicated a two-fold lower concentration of tin in MCF-7 cells in comparison to platinum. To investigate the mechanism of action of the compound Ph3SnL1 on MCF-7 cells, morphological, autophagy and cell cycle analysis, as well as the activation of caspase and ROS/RNS and NO production, has been performed. Results suggest that Ph3SnL1 induces caspase-independent apoptosis in MCF-7 cells.",
publisher = "MDPI AG",
journal = "Molecules",
title = "In Vitro Evaluation of Antiproliferative Properties of Novel Organotin(IV) Carboxylate Compounds with Propanoic Acid Derivatives on a Panel of Human Cancer Cell Lines",
number = "11",
pages = "3199",
volume = "26",
doi = "10.3390/molecules26113199"
}

Pantelić, N. Đ., Božić, B., Zmejkovski, B. B., Banjac, N. R., Dojčinović, B., Wessjohann, L. A.,& Kaluđerović, G. N.. (2021). In Vitro Evaluation of Antiproliferative Properties of Novel Organotin(IV) Carboxylate Compounds with Propanoic Acid Derivatives on a Panel of Human Cancer Cell Lines. in Molecules
MDPI AG., 26(11), 3199.
https://doi.org/10.3390/molecules26113199

Pantelić NĐ, Božić B, Zmejkovski BB, Banjac NR, Dojčinović B, Wessjohann LA, Kaluđerović GN. In Vitro Evaluation of Antiproliferative Properties of Novel Organotin(IV) Carboxylate Compounds with Propanoic Acid Derivatives on a Panel of Human Cancer Cell Lines. in Molecules. 2021;26(11):3199.
doi:10.3390/molecules26113199 .

Pantelić, Nebojša Đ., Božić, Bojan, Zmejkovski, Bojana B., Banjac, Nebojša R., Dojčinović, Biljana, Wessjohann, Ludger A., Kaluđerović, Goran N., "In Vitro Evaluation of Antiproliferative Properties of Novel Organotin(IV) Carboxylate Compounds with Propanoic Acid Derivatives on a Panel of Human Cancer Cell Lines" in Molecules, 26, no. 11 (2021):3199,
https://doi.org/10.3390/molecules26113199 . .

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Vasiljević, Tanja M.
AU  - Laušević, Mila D.
AU  - Gaballa, Akmal S.
AU  - Sabo, Tibor
PY  - 2009
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/5526
AB  - The electrospray mass spectrometric (ESI-MS) behavior of the complexes trans-dichloro(ethylenediamine-N, N'-di-3-propionato) platinum(IV), trans-dibromo(ethylenediamine-N, N'-di-3-propionato) platinum( IV), dichloro (ethylenediamine-N,N'-di-3-propionic acid) platinum(II), tetrachloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum(IV), chlorotribromo(O,O'-di-n-butylethylenediamine-N,N'-di-3-propanoate) platinum(IV), and dichloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum( II), with the formulae trans-[PtCl(2) (eddp)] (1), trans-[PtBr(2)(eddp)] (2), [PtCl(2)(H(2)eddp)] (3), [PtCl(4)(Bu(2)eddp)] (4), [PtBr(3)Cl(Bu(2)eddp)] (5), and [PtCl(2)(Bu(2)eddp)]center dot H(2)O (6), is reported. The deprotonated molecular ions or halide adducts are usually observed. ESI-MS data demonstrate the usefulness of the method for efficient characterization of metal complexes in solution.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester
EP  - 557
IS  - 5
SP  - 553
VL  - 140
DO  - 10.1007/s00706-008-0088-0
ER  - 

@article{
author = "Kaluđerović, Goran N. and Vasiljević, Tanja M. and Laušević, Mila D. and Gaballa, Akmal S. and Sabo, Tibor",
year = "2009",
abstract = "The electrospray mass spectrometric (ESI-MS) behavior of the complexes trans-dichloro(ethylenediamine-N, N'-di-3-propionato) platinum(IV), trans-dibromo(ethylenediamine-N, N'-di-3-propionato) platinum( IV), dichloro (ethylenediamine-N,N'-di-3-propionic acid) platinum(II), tetrachloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum(IV), chlorotribromo(O,O'-di-n-butylethylenediamine-N,N'-di-3-propanoate) platinum(IV), and dichloro(O,O'-di-n-butyl-ethylenediamine-N,N'-di-3-propanoate) platinum( II), with the formulae trans-[PtCl(2) (eddp)] (1), trans-[PtBr(2)(eddp)] (2), [PtCl(2)(H(2)eddp)] (3), [PtCl(4)(Bu(2)eddp)] (4), [PtBr(3)Cl(Bu(2)eddp)] (5), and [PtCl(2)(Bu(2)eddp)]center dot H(2)O (6), is reported. The deprotonated molecular ions or halide adducts are usually observed. ESI-MS data demonstrate the usefulness of the method for efficient characterization of metal complexes in solution.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester",
pages = "557-553",
number = "5",
volume = "140",
doi = "10.1007/s00706-008-0088-0"
}

Kaluđerović, G. N., Vasiljević, T. M., Laušević, M. D., Gaballa, A. S.,& Sabo, T.. (2009). Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester. in Monatshefte Fur Chemie
Springer Wien, Wien., 140(5), 553-557.
https://doi.org/10.1007/s00706-008-0088-0

Kaluđerović GN, Vasiljević TM, Laušević MD, Gaballa AS, Sabo T. Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester. in Monatshefte Fur Chemie. 2009;140(5):553-557.
doi:10.1007/s00706-008-0088-0 .

Kaluđerović, Goran N., Vasiljević, Tanja M., Laušević, Mila D., Gaballa, Akmal S., Sabo, Tibor, "Electrospray mass spectrometric studies of a potential antitumor drug and its analogous platinum(II) and platinum(IV) complexes with the ethylenediamine-N,N '-di-3-propanoato ligand and its dibutyl ester" in Monatshefte Fur Chemie, 140, no. 5 (2009):553-557,
https://doi.org/10.1007/s00706-008-0088-0 . .