Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes
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2009
Authors
Zmejkovski, BojanaKaluđerović, Goran N.
Gómez-Ruiz, S.
Žižak, Željko
Steinborn, D.
Schmidt, H.
Paschke, Reinhard
Juranić, Zorica
Sabo, Tibor
Article (Published version)
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Show full item recordAbstract
New R2eddip-type esters (R = cyclopentyl, L3·2HCl 1.5H2O; cyclohexyl, L4·2HCl·H2O) and corresponding palladium(II) complexes, [PdCl2L3] (3) and [PdCl2L4]·H2O (4), as well as [PdCl2L2] (2; L2 diisobutyl ester of eddip) were synthesized and characterized by IR, 1H and 13C NMR spectroscopies and elemental analysis. The crystal structure of L3·2HCl·2CHCl3 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, [PdCl2L1] (1). In vitro antiproliferative 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.
Keywords:
Antitumoral activity / Crystal structure / DFT calculations / EDDA-type ligands / Palladium(II) complexesSource:
European Journal of Medicinal Chemistry, 2009, 44, 9, 3452-3458Publisher:
- Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
Funding / projects:
- Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology (RS-142010)
- Istraživanje dejstava modifikatora biološkog odgovora u fiziološkim i patološkim stanjima (RS-145006)
DOI: 10.1016/j.ejmech.2009.02.002
ISSN: 0223-5234
PubMed: 19272676
WoS: 000268744700011
Scopus: 2-s2.0-67650567982
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Institution/Community
IHTMTY - JOUR AU - Zmejkovski, Bojana AU - Kaluđerović, Goran N. AU - Gómez-Ruiz, S. AU - Žižak, Željko AU - Steinborn, D. AU - Schmidt, H. AU - Paschke, Reinhard AU - Juranić, Zorica AU - Sabo, Tibor PY - 2009 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/578 AB - New R2eddip-type esters (R = cyclopentyl, L3·2HCl 1.5H2O; cyclohexyl, L4·2HCl·H2O) and corresponding palladium(II) complexes, [PdCl2L3] (3) and [PdCl2L4]·H2O (4), as well as [PdCl2L2] (2; L2 diisobutyl ester of eddip) were synthesized and characterized by IR, 1H and 13C NMR spectroscopies and elemental analysis. The crystal structure of L3·2HCl·2CHCl3 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, [PdCl2L1] (1). In vitro antiproliferative 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. PB - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux T2 - European Journal of Medicinal Chemistry T1 - Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip 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 and Kaluđerović, Goran N. and Gómez-Ruiz, S. and Žižak, Željko and Steinborn, D. and Schmidt, H. and Paschke, Reinhard and Juranić, Zorica and Sabo, Tibor", year = "2009", abstract = "New R2eddip-type esters (R = cyclopentyl, L3·2HCl 1.5H2O; cyclohexyl, L4·2HCl·H2O) and corresponding palladium(II) complexes, [PdCl2L3] (3) and [PdCl2L4]·H2O (4), as well as [PdCl2L2] (2; L2 diisobutyl ester of eddip) were synthesized and characterized by IR, 1H and 13C NMR spectroscopies and elemental analysis. The crystal structure of L3·2HCl·2CHCl3 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, [PdCl2L1] (1). In vitro antiproliferative 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.", publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux", journal = "European Journal of Medicinal Chemistry", title = "Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes", volume = "44", number = "9", pages = "3452-3458", doi = "10.1016/j.ejmech.2009.02.002" }
Zmejkovski, B., Kaluđerović, G. N., Gómez-Ruiz, S., Žižak, Ž., Steinborn, D., Schmidt, H., Paschke, R., Juranić, Z.,& Sabo, T.. (2009). Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip esters and palladium(II) complexes. in European Journal of Medicinal Chemistry Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 44(9), 3452-3458. https://doi.org/10.1016/j.ejmech.2009.02.002
Zmejkovski B, Kaluđerović GN, Gómez-Ruiz S, Žižak Ž, Steinborn D, Schmidt H, Paschke R, Juranić Z, Sabo T. Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip 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, Kaluđerović, Goran N., Gómez-Ruiz, S., Žižak, Željko, Steinborn, D., Schmidt, H., Paschke, Reinhard, Juranić, Zorica, Sabo, Tibor, "Palladium(II) complexes with R2edda-derived ligands. Part II. Synthesis, characterization and in vitro antitumoral studies of R2eddip 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 . .