A silver complex with tryptophan: Synthesis, structural characterization, DFT studies and antibacterial and antitumor assays in vitro

Author(s)

Carvalho, Marcos A. ^[1] ; de Paiva, Raphael E. F. ^[1] ; Bergamini, Fernando R. G. ^[1] ; Gomes, Alexandre F. ^[1] ; Gozzo, Fabio C. ^[1] ; Lustri, Wilton R. ^[2] ; Formiga, Andre L. B. ^[1] ; Shishido, Silvia M. ^[3] ; Ferreira, Carmen V. ^[3] ; Corbi, Pedro P. ^[1]

Affiliation

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

^[2] Centro Univ Araraquara, Biol & Hlth Sci Dept, BR-14801320 Araraquara, SP - Brazil

^[3] Univ Estadual Campinas, Lab Bioassays & Signal Transduct, Dept Biochem, Inst Biol, BR-13083970 Campinas, SP - Brazil

• Document type: Journal article
• Source: Journal of Molecular Structure; v. 1031, p. 125-131, JAN 16 2013.
• Web of Science Citations: 24

Abstract

The synthesis, spectroscopic characterization and biological assays of a new silver(I) complex with L-tryptophan (TRP) are presented. Elemental and thermal analyses and ESI-QTOF mass spectrometric measurements of the solid compound suggest the composition AgC11H11N2O2. Infrared and solid-state NMR analyses indicate coordination of TRP to Ag(I) ion through the nitrogen of the NH2 group and also through the oxygen of carboxylate group. Theoretical (DFT) calculations permit proposing an optimized geometry for the complex. Antibacterial assays indicated that the Ag-TRP complex is effective against Staphylococcus aureus and Enterococcus faecalis (Gram-positive), and Pseudomonas aeruginosa and Escherichia coli (Gram-negative) bacterial strains. The complex was also cytotoxic against Panc-1 (human pancreatic carcinoma) and SK-Mel 103 (human melanoma) cells. (C) 2012 Elsevier B.V. All rights reserved. (AU)

• FAPESP's process: 08/57805-2 - Institute of Bioanalytics
• Grantee: Lauro Tatsuo Kubota
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 12/08230-2 - Synthesis, characterization and pharmacological studies of Ag(I), Au(I), Pt(II) and Pd(II) complexes with bioactive ligands
• Grantee: Pedro Paulo Corbi
• Support Opportunities: Regular Research Grants