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Eur J Med Chem ; 42(2): 205-13, 2007 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-17189664

RESUMO

2,6-Bis(benzimidazol-2-yl)pyridine (L) ligand and complexes [M(L)Cl(2)] and [Fe(L)(2)](ClO(4))(2) (M=Zn, Cd, Hg) have been synthesized. The geometries of the [M(L)Cl(2)] complexes were derived from theoretical calculation in DGauss/DFT level (DZVP basis set) on CACHE. The central M(II) ion is penta-coordinated and surrounded by N(3)Cl(2) environment, adopting a distorted trigonal bipyramidal geometry. The ligand is tridentate, via three nitrogen atoms to metal centre and two chloride ions lie on each side of the distorted benzimidazole ring. In the [Fe(L)(2)](ClO(4))(2) complex, the central Fe(II) ion is surrounded by two (3N) units, adopting a octahedral geometry. The elemental analysis, molecular conductivity, FT-Raman, FT-IR (mid-, far-IR), (1)H, and (13)C NMR were reported. The antimicrobial activities of the free ligand, its hydrochloride salt, and the complexes were evaluated using the disk diffusion method in dimethyl sulfoxide (DMSO) as well as the minimal inhibitory concentration (MIC) dilution method, against 10 bacteria and the results compared with that for gentamycin. Antifungal activities were reported for Candida albicans, Kluyveromyces fragilis, Rhodotorula rubra, Debaryomyces hansenii, Hanseniaspora guilliermondii, and the results were referenced against nystatin, ketaconazole, and clotrimazole antifungal agents. In most cases, the compounds tested showed broad-spectrum (Gram positive and Gram negative bacteria) activities that were either more effective than or as potent as the references. The binding of two most biologically effective compounds of zinc and mercury to calf thymus DNA has also been investigated by absorption spectra.


Assuntos
Antibacterianos/síntese química , Antifúngicos/síntese química , Quelantes/síntese química , Metais Pesados , Compostos Organometálicos/síntese química , Antibacterianos/química , Antibacterianos/farmacologia , Antifúngicos/química , Antifúngicos/farmacologia , Cádmio , Quelantes/química , Testes de Sensibilidade a Antimicrobianos por Disco-Difusão , Compostos Ferrosos/síntese química , Compostos Ferrosos/química , Compostos Ferrosos/farmacologia , Ligantes , Espectroscopia de Ressonância Magnética , Testes de Sensibilidade Microbiana , Modelos Moleculares , Estrutura Molecular , Compostos Organomercúricos/síntese química , Compostos Organomercúricos/química , Compostos Organomercúricos/farmacologia , Compostos Organometálicos/química , Compostos Organometálicos/farmacologia , Espectroscopia de Infravermelho com Transformada de Fourier , Análise Espectral Raman , Relação Estrutura-Atividade , Zinco
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