TY  - JOUR
AU  - Lazić, Jelena
AU  - Vucicevic, Ljubica
AU  - Grgurić-Šipka, Sanja
AU  - Janjetovic, Kristina
AU  - Kaluđerović, Goran N.
AU  - Misirkic, Maja
AU  - Gruden-Pavlović, Maja
AU  - Popadić, Dušan
AU  - Paschke, Reinhard
AU  - Trajković, Vladimir S.
AU  - Sabo, Tibor
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1088
AB  - The present study describes the synthesis and anticancer activity of novel octahedral Pt-IV complexes with cyclohexyl functionalized ethylenediamine-N,N'-diacetate-type ligands. Molecular mechanics calculations and density functional theory analysis revealed that s-cis is the preferred geometry of these Pt-IV complexes with tetradentate-coordinated (S,S)-ethylenediamineN,N'-di-2-(3-cyclohexyl)propanoate. The viability of cancer cell lines (U251 human glioma, C6 rat glioma, L929 mouse fibrosarcoma, and B16 human melanoma) was assessed by measuring mitochondrial dehydrogenase activity and lactate dehydrogenase release. Cell-cycle distribution, oxidative stress, caspase activation, and induction of autophagy were analyzed by flow cytometry using appropriate fluorescent reporter dyes. The cytotoxic activity of novel Pt-IV complexes against various cancer cell lines (IC50 range: 1.9-8.7 mu m) was higher than that of cisplatin (IC50 range: 10.9-67.0 mu m) and proceeded through completely different mechanisms. Cisplatin induced caspase-dependent apoptosis associated with the cytoprotective autophagic response. In contrast, the new Pt-IV complexes caused rapid, caspase-independent, oxidative stress-mediated non-apoptotic cell death characterized by massive cytoplasmic vacuolization, cell membrane damage, and the absence of protective autophagy.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - ChemMedChem
T1  - Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands
VL  - 5
IS  - 6
SP  - 881
EP  - 889
DO  - 10.1002/cmdc.201000058
ER  - 

@article{
author = "Lazić, Jelena and Vucicevic, Ljubica and Grgurić-Šipka, Sanja and Janjetovic, Kristina and Kaluđerović, Goran N. and Misirkic, Maja and Gruden-Pavlović, Maja and Popadić, Dušan and Paschke, Reinhard and Trajković, Vladimir S. and Sabo, Tibor",
year = "2010",
abstract = "The present study describes the synthesis and anticancer activity of novel octahedral Pt-IV complexes with cyclohexyl functionalized ethylenediamine-N,N'-diacetate-type ligands. Molecular mechanics calculations and density functional theory analysis revealed that s-cis is the preferred geometry of these Pt-IV complexes with tetradentate-coordinated (S,S)-ethylenediamineN,N'-di-2-(3-cyclohexyl)propanoate. The viability of cancer cell lines (U251 human glioma, C6 rat glioma, L929 mouse fibrosarcoma, and B16 human melanoma) was assessed by measuring mitochondrial dehydrogenase activity and lactate dehydrogenase release. Cell-cycle distribution, oxidative stress, caspase activation, and induction of autophagy were analyzed by flow cytometry using appropriate fluorescent reporter dyes. The cytotoxic activity of novel Pt-IV complexes against various cancer cell lines (IC50 range: 1.9-8.7 mu m) was higher than that of cisplatin (IC50 range: 10.9-67.0 mu m) and proceeded through completely different mechanisms. Cisplatin induced caspase-dependent apoptosis associated with the cytoprotective autophagic response. In contrast, the new Pt-IV complexes caused rapid, caspase-independent, oxidative stress-mediated non-apoptotic cell death characterized by massive cytoplasmic vacuolization, cell membrane damage, and the absence of protective autophagy.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "ChemMedChem",
title = "Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands",
volume = "5",
number = "6",
pages = "881-889",
doi = "10.1002/cmdc.201000058"
}

Lazić, J., Vucicevic, L., Grgurić-Šipka, S., Janjetovic, K., Kaluđerović, G. N., Misirkic, M., Gruden-Pavlović, M., Popadić, D., Paschke, R., Trajković, V. S.,& Sabo, T.. (2010). Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands. in ChemMedChem
Wiley-V C H Verlag Gmbh, Weinheim., 5(6), 881-889.
https://doi.org/10.1002/cmdc.201000058

Lazić J, Vucicevic L, Grgurić-Šipka S, Janjetovic K, Kaluđerović GN, Misirkic M, Gruden-Pavlović M, Popadić D, Paschke R, Trajković VS, Sabo T. Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands. in ChemMedChem. 2010;5(6):881-889.
doi:10.1002/cmdc.201000058 .

Lazić, Jelena, Vucicevic, Ljubica, Grgurić-Šipka, Sanja, Janjetovic, Kristina, Kaluđerović, Goran N., Misirkic, Maja, Gruden-Pavlović, Maja, Popadić, Dušan, Paschke, Reinhard, Trajković, Vladimir S., Sabo, Tibor, "Synthesis and in vitro Anticancer Activity of Octahedral Platinum(IV) Complexes with Cyclohexyl-Functionalized Ethylenediamine-N,N '-Diacetate-Type Ligands" in ChemMedChem, 5, no. 6 (2010):881-889,
https://doi.org/10.1002/cmdc.201000058 . .

TY  - JOUR
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Gomez-Ruiz, Santiago
AU  - Žižak, Željko S.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Paschke, Reinhard
AU  - Juranić, Zorica D.
AU  - Sabo, Tibor
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1005
AB  - New R(2)eddip-type esters (R = cyclopentyl, L3 center dot 2HCl 1.5H(2)O; cyclohexyl, L4 center dot 2HCl center dot H2O) and corresponding palladium(II) complexes, [PdCl(2)L3] (3) and [PdCl2L4]center dot H2O (4), as well as [PdCl2L2] (2: L2 diisobutyl ester of eddip) were synthesized and characterized by IR, H-1 and C-13 NMR spectroscopies and elemental analysis. The crystal structure of L3 center dot 2HCl center dot 2CHCl(3) was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl(2)L1] (1). In vitro anti proliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test. (C) 2009 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes
VL  - 44
IS  - 9
SP  - 3452
EP  - 3458
DO  - 10.1016/j.ejmech.2009.02.002
ER  - 

@article{
author = "Zmejkovski, Bojana B. and Kaluđerović, Goran N. and Gomez-Ruiz, Santiago and Žižak, Željko S. and Steinborn, Dirk and Schmidt, Harry and Paschke, Reinhard and Juranić, Zorica D. and Sabo, Tibor",
year = "2009",
abstract = "New R(2)eddip-type esters (R = cyclopentyl, L3 center dot 2HCl 1.5H(2)O; cyclohexyl, L4 center dot 2HCl center dot H2O) and corresponding palladium(II) complexes, [PdCl(2)L3] (3) and [PdCl2L4]center dot H2O (4), as well as [PdCl2L2] (2: L2 diisobutyl ester of eddip) were synthesized and characterized by IR, H-1 and C-13 NMR spectroscopies and elemental analysis. The crystal structure of L3 center dot 2HCl center dot 2CHCl(3) was resolved and is given herein. The NMR spectroscopy confirmed the presence of two isomers (from three possible) for each palladium(II) complex. DFT calculations support the formation of two diastereoisomers. In addition, antitumoral investigations were performed and these investigations also included the diisopropyl ester of eddip (L1) and corresponding palladium(II) complex, [PdCl(2)L1] (1). In vitro anti proliferative activity was determined against several tumor cell lines HeLa, Fem-x, K562 and rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear cells -PBMCs) using MTT test. (C) 2009 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes",
volume = "44",
number = "9",
pages = "3452-3458",
doi = "10.1016/j.ejmech.2009.02.002"
}

Zmejkovski, B. B., Kaluđerović, G. N., Gomez-Ruiz, S., Žižak, Ž. S., Steinborn, D., Schmidt, H., Paschke, R., Juranić, Z. D.,& Sabo, T.. (2009). Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 44(9), 3452-3458.
https://doi.org/10.1016/j.ejmech.2009.02.002

Zmejkovski BB, Kaluđerović GN, Gomez-Ruiz S, Žižak ŽS, Steinborn D, Schmidt H, Paschke R, Juranić ZD, Sabo T. Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry. 2009;44(9):3452-3458.
doi:10.1016/j.ejmech.2009.02.002 .

Zmejkovski, Bojana B., Kaluđerović, Goran N., Gomez-Ruiz, Santiago, Žižak, Željko S., Steinborn, Dirk, Schmidt, Harry, Paschke, Reinhard, Juranić, Zorica D., Sabo, Tibor, "Palladium(II) complexes with R(2)edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R(2)eddip esters and palladium(II) complexes" in European Journal of Medicinal Chemistry, 44, no. 9 (2009):3452-3458,
https://doi.org/10.1016/j.ejmech.2009.02.002 . .