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Chemical, spectroscopic characterization, DFT studies and initial pharmacological assays of a silver(I) complex with N-acetyl-l-cysteine
Authors:Camilla Abbehausen,Tassiele A. HeinrichEmiliana P. Abrã  o,Claudio M. Costa-NetoWilton R. Lustri,André   L.B. FormigaPedro P. Corbi
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
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.
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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