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J Inorg Biochem ; 160: 236-45, 2016 07.
Artigo em Inglês | MEDLINE | ID: mdl-26971623

RESUMO

Complex forming capabilities of [(η(6)-p-cymene)Ru(H2O)3](2+) with aminohydroxamates (2-amino-N-hydroxyacetamide (α-alahaH), 3-amino-N-hydroxypropanamide (ß-alahaH) and 4-amino-N-hydroxybutanamide (γ-abhaH)) having the primary amino group in different chelatable position to the hydroxamic function were studied by pH-potentiometry, NMR and MS methods. Formation of stable [O,O] and mixed [O,O][N,N] chelated mono- and dinuclear species is detected in partially slow with α-alahaH and ß-alahaH or in fast processes with γ-abhaH and the formation constants of the complexes present in aqueous solution are reported. Synthesis, spectral (NMR, IR) and ESI mass spectrometric characterization of novel dinuclear α-alaninehydroximato complexes containing the half-sandwich type Ru(II) core is described. The crystal and molecular structure of [{(η(6)-p-cymene)Ru}2(µ(2)-α-alahaH-1)(H2O)Br]Br∙H2O (1) and [{(η(6)-p-cymene)Ru}2(µ(2)-α-alahaH-1)(H2O)Cl]BF4∙H2O (2) was determined by single crystal X-ray diffraction method. In the complexes one half-sandwich core is coordinated by a hydroxamate [O,O] chelate while the other one by [Namino,Nhydroxamate] fashion of the bridging ligand. In both cases the remaining coordination sites of one of the Ru cores are taken by a halide ion whiles the other one by a water molecule. Reaction of 2 with 9-methylguanine indicates the N7 coordination of this simple DNA model. Complexes 1 and 2 were tested for their in vitro cytotoxicity using human-derived cancer cell lines (A2780, MCF-7, SKOV-3, HCT-116, HeLa) and showed no anti-proliferative activity in the micromolar concentration range.


Assuntos
Antineoplásicos/síntese química , Complexos de Coordenação/síntese química , Ácidos Hidroxâmicos/química , Monoterpenos/química , Compostos Organometálicos/síntese química , Rutênio/química , Ácido gama-Aminobutírico/análogos & derivados , Antineoplásicos/farmacologia , Cátions Bivalentes , Linhagem Celular Tumoral , Complexos de Coordenação/farmacologia , Cristalografia por Raios X , Cimenos , Guanina/análogos & derivados , Guanina/química , Células HCT116 , Células HeLa , Humanos , Células MCF-7 , Modelos Moleculares , Compostos Organometálicos/farmacologia , Ácido gama-Aminobutírico/química
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