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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

Authorized Users Only
2009
Authors
Zmejkovski, Bojana B.
Kaluđerović, Goran N.
Gomez-Ruiz, Santiago
Žižak, Željko S.
Steinborn, Dirk
Schmidt, Harry
Paschke, Reinhard
Juranić, Zorica D.
Sabo, Tibor
Article (Published version)
Metadata
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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 periphe...ral blood mononuclear cells -PBMCs) using MTT test. (C) 2009 Elsevier Masson SAS. All rights reserved.

Keywords:
Palladium(II) complexes / Antitumoral activity / Crystal structure / EDDA-type ligands / DFT calculations
Source:
European Journal of Medicinal Chemistry, 2009, 44, 9, 3452-3458
Publisher:
  • Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
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)
  • Alexander von Humboldt Foundation

DOI: 10.1016/j.ejmech.2009.02.002

ISSN: 0223-5234

PubMed: 19272676

WoS: 000268744700011

Scopus: 2-s2.0-67650567982
[ Google Scholar ]
29
28
URI
https://cherry.chem.bg.ac.rs/handle/123456789/1005
Collections
  • Publikacije
Institution/Community
Hemijski fakultet
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
UR  - Kon_2005
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",
url = "Kon_2005"
}
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
Kon_2005
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
Kon_2005 .
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 .,
Kon_2005 .

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