Chemical, spectroscopic characterization, DFT studies and initial pharmacological assays of a silver(I) complex with N-acetyl-l-cysteine |
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Authors: | Camilla Abbehausen,Tassiele A. HeinrichEmiliana P. Abrã o,Claudio M. Costa-NetoWilton R. Lustri,André L.B. FormigaPedro P. Corbi |
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Affiliation: | a Instituto de Química, Universidade Estadual de Campinas - UNICAMP, P.O. Box 6154, CEP 13083-970, Campinas, SP, Brazil b Departamento de Bioquímica e Imunologia, Faculdade de Medicina de Ribeirão Preto, FMRP-USP, CEP 14049-900, Ribeirão Preto, SP, Brazil c Departamento de Ciências Biológicas e da Saúde, Centro Universitário de Araraquara - UNIARA, Associação São Bento de Ensino, Rua Voluntária da Pátria, 1309, CEP 14801-320, Araraquara, SP, Brazil |
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Abstract: | A new silver(I) complex with N-acetyl-l-cysteine (NAC) of composition AgC5H8NO3S·H2O was synthesized and characterized by a set of chemical and spectroscopic measurements. Solid-state 13C nuclear magnetic resonance (SSNMR) and infrared (IR) analyses indicate the coordination of the ligand to Ag(I) through the sulfur atom. The Ag-NAC complex is slightly soluble in dimethyl sulfoxide. It is insoluble in water, methanol, ethanol, acetone and hexane. Antibacterial activity of the silver complex with N-acetyl-l-cysteine (Ag-NAC) was evaluated by antibiogram assays using the disc diffusion method. The compound showed an effective antibacterial activity against Staphylococcus aureus (Gram-positive), Escherichia coli and Pseudomonas aeruginosa (Gram-negative) bacterial cells. Biological analysis for evaluation of a potential cytotoxic effect of Ag-NAC was performed using HeLa cells derived from human cervical adenocarcinoma. The complex presented a significant cytotoxic activity, inducing 80% of cell death at a concentration of 200 μmol L−1. |
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Keywords: | NAC, N-acetyl- smallcaps" >l-cysteine SSNMR, solid-state nuclear magnetic resonance NMR, nuclear magnetic resonance IR, infrared Ag-NAC, silver complex with N-acetyl- smallcaps" >l-cysteine MIC, minimal inhibitory concentration CP/MAS, cross polarization/magic angle spinning TMS, tetramethylsilane DMSO, dimethyl sulfoxide LANL2DZ, Los Alamos National Laboratory - 2nd version on double zeta function B3LYP, Becke 3-Lee Young Parr functional ATCC, American type collection cell MH, Mueller-Hinton agar BHI, brain-heart infusion medium CFU, colony forming unit DMEM, Dulbecco&rsquo s Modified Eagle&rsquo s Medium FCS, fetal calf serum MTT, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium salt PBS, phosphate buffered saline PES, potential energy surface |
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