Synthesis, spectroscopic characterization, DFT studies and biological assays of a novel gold(I) complex with 2-mercaptothiazoline

Autor(es)

Abbehausen, Camilla ^[1] ; Castro, Juliana F. ^[1] ; Spera, Marcelle B. M. ^[1] ; Heinrich, Tassiele A. ^[2] ; Costa-Neto, Claudio M. ^[2] ; Lustri, Wilton R. ^[3] ; Formiga, Andre L. B. ^[1] ; Corbi, Pedro P. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Campinas UNICAMP, Inst Chem, BR-13083970 Campinas, SP - Brazil

^[2] Univ Sao Paulo, Sch Med Ribeirao Preto, Dept Biochem & Immunol, BR-14049900 Ribeirao Preto, SP - Brazil

^[3] Centro Univ Araraquara, Dept Biol & Hlth Sci, BR-14801320 Araraquara, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Polyhedron; v. 30, n. 13, p. 2354-2359, AUG 23 2011.
• Citações Web of Science: 16

Resumo

A new gold(I) complex with 2-mercaptothiazoline (MTZ) with the coordination formula {[}AuCN(C(3)H(5)NS(2))] was synthesized and characterized by chemical and spectroscopic measurements, OFT studies and biological assays. Infrared (IR) and (1)H, (13)C and (15)N nuclear magnetic resonance (NMR) spectroscopic measurements indicate coordination of the ligand to gold(I) through the nitrogen atom. Studies based on OFT confirmed nitrogen coordination to gold(I) as a minimum of the potential energy surface with calculations of the hessians showing no imaginary frequencies. Thermal decomposition starts at temperatures near 160 degrees C, leading to the formation of Au as the final residue at 1000 degrees C. The gold(I) complex with 2-mercaptothiazoline (Au-MTZ) is soluble in dimethyl sulfoxide (DMSO), and is insoluble in water, methanol, ethanol, acetonitrile and hexane. The antibacterial activities of the Au-MTZ complex were evaluated by an antibiogram assay using the disc diffusion method. The compound showed an effective antibacterial activity against Staphylococcus aureus (Gram-positive) and Escherichia coli and Pseudomonas aeruginosa (Gram-negative) bacterial cells. Biological analysis for evaluation of the cytotoxic effect of the Au-MTZ complex was performed using HeLa cells derived from human cervical adenocarcinoma. The complex presented a potent cytotoxic activity, inducing 85% of cell death at a concentration of 2.0 mu mol L(-1). (C) 2011 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 06/55367-2 - Complexos metálicos de platina (II), platina (IV), paládio (II), ouro (I) e ouro (III) com aminoácidos e derivados: síntese, caracterização e aplicações farmacológicas
• Beneficiário: Pedro Paulo Corbi
• Modalidade de apoio: Auxílio à Pesquisa - Jovens Pesquisadores