Crystal structure and cytotoxic activities of a bis(pyrrolyl-imine) gold(III) complex

Autor(es)

Profirio, Daniel De Moraes ; Ferraz De Paiva, Raphael Enoque ; Abbehausen, Camilla ; Cuin, Alexandre ; Masciocchi, Norberto ; Machado, Daisy ; Lancellotti, Marcelo ; Corbi, Pedro Paulo ; Barboza Formiga, Andre Luiz

• Tipo de documento: Artigo Científico
• Fonte: Journal of Coordination Chemistry; v. 69, n. 18, p. 2707-2722, 2016.
• Citações Web of Science: 1

Resumo

A gold(III) complex with N,N-ethylenebis(pyrrol-2-yl-methyleneamine) (H(2)pyren) was synthesized and characterized by physicochemical and spectroscopic measurements. Density functional theory (DFT) studies and cytotoxic assays were performed. Infrared, mass spectrometry, and H-1, C-13, and [N-15,H-1] nuclear magnetic resonance analyses indicate that pyren is deprotonated and gold(III) is four coordinate in a square planar environment, with the pyrrole and imine nitrogens as donors. The structure was confirmed by powder X-ray diffraction and confirmed as a minimum of the potential energy surface by DFT. Cytotoxic activity of {[}Au(pyren)](+) was active against three tumorigenic cell lines with IC50 values of 35M. Interaction studies with CT-DNA by fluorescence and competition with ethidium bromide (EB) showed a quenching of the emission band of DNA with a Stern-Volmer quenching constant value of (3.0 +/- 0.1)x10(4)M(-1) and a decrease in fluorescence quenching of EB-DNA system, respectively, confirming that DNA is a possible target for the complex via an intercalative binding, which was confirmed by DNA conformational changes observed with circular dichroism spectroscopy. {[}GRAPHICS] (AU)

• Processo FAPESP: 12/08230-2 - Síntese, caracterização e estudo das atividades farmacológicas de complexos metálicos de Ag(I), Au(I), Pt(II) e Pd(II) com ligantes bioativos
• Beneficiário: Pedro Paulo Corbi
• Modalidade de apoio: Auxílio à Pesquisa - Regular