title: Stereospecific ligands and their complexes. Part VII. Synthesis, characterization and in vitro antitumoral activity of platinum(II) complexes with O,O'-dialkyl esters of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoic acid.
abstract: Platinum(II) complexes (1-4) with bidentate N,N'-ligands, O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoic acid were synthesized and characterized by IR, (1)H NMR and (13)C NMR spectroscopy and elemental analysis. DFT calculations were performed for the complexes and it was found that only one diastereoisomer could be formed. Cytotoxic activity of complexes 1-4 was determined against chronic lymphocytic leukemia cells (CLL) and compared to the activity of ligand precursors L1 · 2HCl-L4·2HCl and corresponding palladium(II) complexes, [PdCl(2)L] (L = L1-L4). The complexes were found to exhibit significantly higher antitumor activities than cisplatin on CLL cells. Cytotoxic effect of platinum(II) complexes on CLL cells was higher compared to corresponding palladium(II) complexes. In addition the mode of cell death induced by platinum(II) complexes was determined.
authors.affiliation: Department of Chemistry, Faculty of Science, University of Kragujevac, R Domanovića 12, 34000 Kragujevac, Serbia.
authors.forename: Jelena M
authors.initials: JM
authors.lastname: Vujić
authors.forename: Goran N
authors.initials: GN
authors.lastname: Kaluđerović
authors.forename: Marija
authors.initials: M
authors.lastname: Milovanović
authors.forename: Bojana B
authors.initials: BB
authors.lastname: Zmejkovski
authors.forename: Vladislav
authors.initials: V
authors.lastname: Volarević
authors.forename: Danijela
authors.initials: D
authors.lastname: Živić
authors.forename: Predrag
authors.initials: P
authors.lastname: Đurđeviće
authors.forename: Nebojša
authors.initials: N
authors.lastname: Arsenijević
authors.forename: Srećko R
authors.initials: SR
authors.lastname: Trifunović
mesh_terms: D004952:Esters; D005029:Ethylenediamines / Q000737:chemistry*; D006801:Humans; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010421:Pentanoic Acids / Q000737:chemistry*; D017671:Platinum Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D011789:Quantum Theory; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D013816:Thermodynamics; D014407:Tumor Cells, Cultured
chemical_list: D004952:Esters; D005029:Ethylenediamines; D008024:Ligands; D010421:Pentanoic Acids; D017671:Platinum Compounds; C031234:ethylenediamine; C038780:n-pentanoic acid