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Article: Trimethyltin(IV) Bearing 3-(4-Methyl-2-oxoquinolin-1(2H)-yl)propanoate Causes Lipid Peroxidation-Mediated Autophagic Cell Death in Human Melanoma A375 Cells.

Kasalović, Marijana P / Dimić, Dušan / Jelača, Sanja / Maksimović-Ivanić, Danijela / Mijatović, Sanja / Zmejkovski, Bojana B / Schreiner, Simon H F / Rüffer, Tobias / Pantelić, Nebojša Đ / Kaluđerović, Goran N

Pharmaceuticals (Basel, Switzerland)

2024 Volume 17, Issue 3

Abstract: A novel trimethyltin(IV) complex ( ...

Abstract	A novel trimethyltin(IV) complex (
Language	English
Publishing date	2024-03-14
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2193542-7
ISSN	1424-8247
ISSN	1424-8247
DOI	10.3390/ph17030372
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Article ; Online: In Vitro Evaluation of Antiproliferative Properties of Novel Organotin(IV) Carboxylate Compounds with Propanoic Acid Derivatives on a Panel of Human Cancer Cell Lines.

Pantelić, Nebojša Đ / Božić, Bojan / Zmejkovski, Bojana B / Banjac, Nebojša R / Dojčinović, Biljana / Wessjohann, Ludger A / Kaluđerović, Goran N

Molecules (Basel, Switzerland)

2021 Volume 26, Issue 11

Abstract: The synthesis of novel triphenyltin(IV) compounds, ... ...

Abstract	The synthesis of novel triphenyltin(IV) compounds, Ph
MeSH term(s)	Animals ; Cell Line, Tumor ; Drug Screening Assays, Antitumor/methods ; Female ; Gentian Violet ; HT29 Cells ; HeLa Cells ; Humans ; In Vitro Techniques ; Inhibitory Concentration 50 ; Ligands ; MCF-7 Cells ; Mass Spectrometry ; Metals/chemistry ; Mice ; NIH 3T3 Cells ; Neoplasms/drug therapy ; Organotin Compounds/chemistry ; Reactive Nitrogen Species ; Reactive Oxygen Species
Chemical Substances	Ligands ; Metals ; Organotin Compounds ; Reactive Nitrogen Species ; Reactive Oxygen Species ; Gentian Violet (J4Z741D6O5)
Language	English
Publishing date	2021-05-27
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1413402-0
ISSN	1420-3049 ; 1431-5165 ; 1420-3049
ISSN (online)	1420-3049
ISSN	1431-5165 ; 1420-3049
DOI	10.3390/molecules26113199
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Article ; Online: Antiproliferative Activity of Gold(III) Complexes with Esters of Cyclohexyl-Functionalized Ethylenediamine-N,N’-Diacetate

Pantelić Nebojša / Stanojković Tatjana P. / Zmejkovski Bojana B. / Kaluđerović Goran N. / Sabo Tibor J.

Serbian Journal of Experimental and Clinical Research, Vol 18, Iss 4, Pp 289-

2017 Volume 294

Abstract: Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1–6, ... ...

Abstract	Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1–6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 μM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin.
Keywords	cytotoxicity ; gold(iii) complexes ; r2edda type-ligands ; selectivity ; Medicine ; R
Language	English
Publishing date	2017-12-01T00:00:00Z
Publisher	Sciendo
Document type	Article ; Online
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Article ; Online: Synthesis, characterization and in vitro biological evaluation of novel organotin(IV) compounds with derivatives of 2-(5-arylidene-2,4-dioxothiazolidin-3-yl)propanoic acid.

Pantelić, Nebojša Đ / Zmejkovski, Bojana B / Božić, Bojan / Dojčinović, Biljana / Banjac, Nebojša R / Wessjohann, Ludger A / Kaluđerović, Goran N

Journal of inorganic biochemistry

2020 Volume 211, Page(s) 111207

Abstract: Two novel triphenyltin(IV) compounds, [ ... ...

Abstract	Two novel triphenyltin(IV) compounds, [Ph
MeSH term(s)	Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Apoptosis/drug effects ; Cell Line, Tumor ; Cell Proliferation/drug effects ; Cell Survival/drug effects ; Drug Screening Assays, Antitumor/methods ; Humans ; In Vitro Techniques ; Neoplasms/drug therapy ; Neoplasms/metabolism ; Neoplasms/pathology ; Nitric Oxide/metabolism ; Organotin Compounds/chemical synthesis ; Organotin Compounds/chemistry ; Organotin Compounds/pharmacology ; Propionates/chemistry ; Spectroscopy, Fourier Transform Infrared/methods ; Thiazolidines/chemistry
Chemical Substances	Antineoplastic Agents ; Organotin Compounds ; Propionates ; Thiazolidines ; Nitric Oxide (31C4KY9ESH)
Language	English
Publishing date	2020-07-26
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	162843-4
ISSN	1873-3344 ; 0162-0134
ISSN (online)	1873-3344
ISSN	0162-0134
DOI	10.1016/j.jinorgbio.2020.111207
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Article ; Online: Palladium(II) complexes with R2edda derived ligands

Zmejkovski Bojana B. / Sabo Tibor J. / Kaluđerović Goran N.

Journal of the Serbian Chemical Society, Vol 78, Iss 8, Pp 1171-

Part VI. O,O’-diisopropyl-(S,S)-ethylenediamine-N,N’-di-2-(4-methyl)pentanoate dihydrochloride dihydrate and its palladium(II) complex: Synthesis and characterization

2013 Volume 1176

Abstract: A new R2edda-type ester, O,O’-diisopropyl-(S,S)-ethylenediamine-N,N’-di-2-(4-methyl)-pentanoate dihydrochloride dihydrate, [(S,S)-H2iPr2eddl]Cl2∙2H2O, 1, and its palladium(II) complex, dichlorido(O,O’-diisopropyl-(S,S)-ethylenediamine-N,N’-di-2-(4-methyl) ...

Abstract	A new R2edda-type ester, O,O’-diisopropyl-(S,S)-ethylenediamine-N,N’-di-2-(4-methyl)-pentanoate dihydrochloride dihydrate, [(S,S)-H2iPr2eddl]Cl2∙2H2O, 1, and its palladium(II) complex, dichlorido(O,O’-diisopropyl-(S,S)-ethylenediamine-N,N’-di-2-(4-methyl)pentanoate)palla-dium(II) hemihydrate, [PdCl2{(S,S)-iPr2eddl}]∙0.5H2O, 2, were synthesized and characterized by elemental analysis, IR and NMR spectroscopy. As expected the palladium(II) complex is found in two from three diastereoisomeric forms (R,R), (S,S) and (R,S)≡(S,R). [Projekat Ministarstva nauke Republike Srbije, br. 172035]
Keywords	palladium complexes ; R2edda-type ligands ; diastereoisomers ; Chemistry ; QD1-999
Language	English
Publishing date	2013-01-01T00:00:00Z
Publisher	Serbian Chemical Society
Document type	Article ; Online
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Article ; Online: In vitro anticancer activity of gold(III) complexes with some esters of (S,S)-ethylenediamine-N,N'-di-2-propanoic acid.

Pantelić, Nebojša / Stanojković, Tatjana P / Zmejkovski, Bojana B / Sabo, Tibor J / Kaluđerović, Goran N

European journal of medicinal chemistry

2015 Volume 90, Page(s) 766–774

Abstract: Five novel gold(III) complexes of general formulas [AuCl2{(S,S)-R2eddip}]PF6, ((S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-Bu, n-Pe, i-Bu, i-Am, cPe; 1-5, respectively) were synthesized and characterized by UV/Vis, IR and NMR ... ...

Abstract	Five novel gold(III) complexes of general formulas [AuCl2{(S,S)-R2eddip}]PF6, ((S,S)-eddip = (S,S)-ethylenediamine-N,N'-di-2-propanoate, R = n-Bu, n-Pe, i-Bu, i-Am, cPe; 1-5, respectively) were synthesized and characterized by UV/Vis, IR and NMR spectroscopy and mass spectrometry. DFT calculations indicated that (R,R)-N,N'-configuration diastereoisomers were the most stable for 1-5. 3 is stable in DMSO for at least 24 h, but immediate hydrolysis in PBS occurs. 3 is readily reduced with ascorbic acid and forms adducts with bovine serum albumin (BSA). In vitro anticancer activity of the gold(III) complexes against human cervix adenocarcinoma HeLa, human myelogenous leukemia K562, human melanoma Fem-x tumor cell lines, as well as against non-cancerous human embryonic lung fibroblast cell line MRC-5 was determined using MTT assay. Complex 4 showed highest activity and selectivity (IC50(Fem-x) = 1.3 ± 0.2; IC50(MRC-5)/IC50(Fem-x) = 72.5 ± 12.4), 4 times more active and 28 times more selective than cisplatin. Complexes induced apoptotic mode of death in a time-dependent manner in HeLa cells.
MeSH term(s)	Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Cycle/drug effects ; Cell Line ; Cell Proliferation/drug effects ; Dose-Response Relationship, Drug ; Drug Screening Assays, Antitumor ; Esters/chemical synthesis ; Esters/chemistry ; Esters/pharmacology ; Ethylenediamines/chemistry ; Ethylenediamines/pharmacology ; HeLa Cells ; Humans ; K562 Cells ; Models, Molecular ; Molecular Structure ; Organogold Compounds/chemical synthesis ; Organogold Compounds/chemistry ; Organogold Compounds/pharmacology ; Propionates/chemistry ; Propionates/pharmacology ; Structure-Activity Relationship
Chemical Substances	Antineoplastic Agents ; Esters ; Ethylenediamines ; Organogold Compounds ; Propionates ; ethylenediamine-N,N'-di-2-propanoic acid
Language	English
Publishing date	2015-01-27
Publishing country	France
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ZDB-ID	188597-2
ISSN	1768-3254 ; 0009-4374 ; 0223-5234
ISSN (online)	1768-3254
ISSN	0009-4374 ; 0223-5234
DOI	10.1016/j.ejmech.2014.12.019
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Article ; Online: In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid.

Zmejkovski, Bojana B / Pantelić, Nebojša / Filipović, Lana / Aranđelović, Sandra / Radulović, Siniša / Sabo, Tibor J / Kaluđerović, Goran N

Anti-cancer agents in medicinal chemistry

2017 Volume 17, Issue 8, Page(s) 1136–1143

Abstract: Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)2eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)2eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, 1H and ...

Abstract	Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)2eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)2eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant 13C NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 μM), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.
MeSH term(s)	Alanine/analogs & derivatives ; Alanine/chemistry ; Alanine/pharmacology ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Death/drug effects ; Cell Proliferation/drug effects ; Dose-Response Relationship, Drug ; Drug Screening Assays, Antitumor ; Esters/chemistry ; Esters/pharmacology ; Ethylenediamines/chemistry ; Ethylenediamines/pharmacology ; Humans ; Molecular Structure ; Organoplatinum Compounds/chemical synthesis ; Organoplatinum Compounds/chemistry ; Organoplatinum Compounds/pharmacology ; Quantum Theory ; Structure-Activity Relationship ; Tumor Cells, Cultured
Chemical Substances	Antineoplastic Agents ; Esters ; Ethylenediamines ; Organoplatinum Compounds ; ethylenediamine-N,N'-di-2-propanoic acid diisoamyl ester ; Alanine (OF5P57N2ZX)
Language	English
Publishing date	2017
Publishing country	Netherlands
Document type	Journal Article
ZDB-ID	2217610-X
ISSN	1875-5992 ; 1871-5206
ISSN (online)	1875-5992
ISSN	1871-5206
DOI	10.2174/1871520616666161207155634
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Article ; Online: Palladium(II) complexes with R2edda derived ligands, Part III

Zmejkovski Bojana B. / Kaluđerović Goran N. / Gómez-Ruiz Santiago / Sabo Tibor J.

Journal of the Serbian Chemical Society, Vol 74, Iss 11, Pp 1249-

Diisobutyl (s,s)-2,2'-(1,2-ethanediyldiimino)di(4-methylpentanoate) and its palladium(II) complex: Synthesis and characterization

2009 Volume 1258

Abstract: A new R2edda-type ester, diisobutyl (S,S)-2,2'-(1,2-ethane-diyldiimino) di(4-methylpentanoate) dihydrochloride, [(S,S)-H2iBu2eddl]Cl2, 1, and its palladium(II) complex, dichloro(diisobutyl (S,S)-2,2'-(1,2-ethanediyldiimino) di(4-methylpentanoate)) ... ...

Abstract	A new R2edda-type ester, diisobutyl (S,S)-2,2'-(1,2-ethane-diyldiimino) di(4-methylpentanoate) dihydrochloride, [(S,S)-H2iBu2eddl]Cl2, 1, and its palladium(II) complex, dichloro(diisobutyl (S,S)-2,2'-(1,2-ethanediyldiimino) di(4-methylpentanoate))palladium(II), [PdCl2{(S,S)-iBu2eddl}], 2, were synthesized and characterized by elemental analysis, as well as IR and NMR spectroscopy. It was found that complex 2 was obtained as mixture of two diastereoisomers, observed in NMR spectra. The crystal structure of compound 1 was determined by X-ray diffraction studies and is described. The isolated crystals consisted of one dicationic species [(S,S)-H2iBu2eddl]2+ and two Cl-. The crystal system was tetragonal with the space group P42. Hydrogen bonds significant for the manner of packing are N-H1N···Cl, 3.049(3) Å, 159(3)° and N-H2N···Cl, 3.100(3) Å, 164(3)°. An infinite chain was formed building a one layer structure, usual for these types of compounds. The C2 symmetry axis of the compound passes through the C1-C1i bond vector and lies perpendicular to the plane N2Cl2.
Keywords	palladium complexes ; crystal structure ; eddp ligands ; characterization ; Chemistry ; QD1-999
Subject code	540
Language	English
Publishing date	2009-01-01T00:00:00Z
Publisher	Serbian Chemical Society
Document type	Article ; Online
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Article ; Online: In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N'-ethylenediamine bidentate ester ligands.

Pantelić, Nebojša / Zmejkovski, Bojana B / Kolundžija, Branka / Crnogorac, Marija Đorđić / Vujić, Jelena M / Dojčinović, Biljana / Trifunović, Srećko R / Stanojković, Tatjana P / Sabo, Tibor J / Kaluđerović, Goran N

Journal of inorganic biochemistry

2017 Volume 172, Page(s) 55–66

Abstract: Four novel gold(III) complexes of general formulae [ ... ...

Abstract	Four novel gold(III) complexes of general formulae [AuCl
Language	English
Publishing date	2017-07
Publishing country	United States
Document type	Journal Article
ZDB-ID	162843-4
ISSN	1873-3344 ; 0162-0134
ISSN (online)	1873-3344
ISSN	0162-0134
DOI	10.1016/j.jinorgbio.2017.04.001
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Article ; Online: Synthesis and high in vitro cytotoxicity of some (S,S)-ethylenediamine-N,N’-di-2-propanoate dihydrochloride esters

Pantelić Nebojša / Zmejkovski Bojana B. / Stanojković Tatjana P. / Jeftić Verica V. / Radić Gordana P. / Trifunović Srećko R. / Kaluđerović Goran N. / Sabo Tibor J.

Journal of the Serbian Chemical Society, Vol 79, Iss 6, Pp 649-

2014 Volume 658

Abstract: Novel (S,S)-R2eddip ester, O,O’-diisoamyl-(S,S)-ethylenediamine-N,N’-di-2-propanoate dihydrochloride, 1, was synthesized and characterized by IR, 1H and 13C NMR spectroscopy, mass spectroscopy and elemental analysis.In vitro antitumor action of 1, and ... ...

Abstract	Novel (S,S)-R2eddip ester, O,O’-diisoamyl-(S,S)-ethylenediamine-N,N’-di-2-propanoate dihydrochloride, 1, was synthesized and characterized by IR, 1H and 13C NMR spectroscopy, mass spectroscopy and elemental analysis.In vitro antitumor action of 1, and two more R2eddip esters, O,O’-dialkyl-(S,S)-ethylenediamine-N,N’-di-2-propanoate dihydrochlorides, obtained before, (alkyl = n-Bu, n-Pe; 2 and 3, respectively), was determined against cervix adenocarcinoma (HeLa), human melanoma (Fem-x), human chronic myelogenous leukemia (K562) cells, and a non-cancerous cell line human embryonic lung fibroblast (MRC-5), using MTT assay. Esters 1-3 showed higher cytotoxicity and better selectivity in comparison to cisplatin, used as reference compound. The highest activityis expressed by1,with IC50(Fem-x)value1.51 ± 0.09 µM. [Projekat Ministarstva nauke republike Srbije, br. 172035 i br. 175011]
Keywords	R2edda-type esters ; characterization ; cytotoxicity ; selectivity ; Chemistry ; QD1-999
Language	English
Publishing date	2014-01-01T00:00:00Z
Publisher	Serbian Chemical Society
Document type	Article ; Online
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