A binuclear silver complex with L-buthionine sulfoximine: synthesis, spectroscopic characterization, DFT studies and antibacterial assays

Author(s):Show less -

Goulart Bergamini, Fernando Rodrigues ^[1] ; Ferreira, Jr., Marcos Antonio ^[1] ; Ferraz de Paiva, Raphael Enoque ^[1] ; Gomes, Alexandre Ferreira ^[2] ; Gozzo, Fabio Cesar ^[2] ; Barboza Formiga, Andre Luiz ^[3] ; Andrade Corbi, Fabiana Cristina ^[4] ; Mazali, Italo Odone ^[4] ; Alves, Danilo Antonini ^[5] ; Lancellotti, Marcelo ^[5] ; Corbi, Pedro Paulo ^[1]

Affiliation

^[1] Univ Estadual Campinas, UNICAMP, Bioinorgan & Med Chem Res Lab, Inst Chem, BR-13083970 Campinas, SP - Brazil

^[2] Univ Estadual Campinas, UNICAMP, Inst Chem, Coordinat Chem Lab, BR-13083970 Campinas, SP - Brazil

^[3] Univ Estadual Campinas, UNICAMP, Dalton Mass Spectrometry Lab, Inst Chem, BR-13083970 Campinas, SP - Brazil

^[4] Univ Estadual Campinas, UNICAMP, Solid State Chem Lab, Inst Chem, BR-13083970 Campinas, SP - Brazil

^[5] Univ Estadual Campinas, UNICAMP, Biotechnol Lab, Inst Biol, BR-13083970 Campinas, SP - Brazil

• Document type: Journal article
• Source: RSC ADVANCES; v. 2, n. 27, p. 10372-10379, 2012.
• Web of Science Citations: 8

Abstract

A binuclear silver(I) complex with the amino acid L-buthionine sulfoximine (BSO) of composition Ag2C8H16N2O3S was synthesized and characterized by chemical and spectroscopic measurements, and DFT (density functional theory) studies. Solid-state C-13 nuclear magnetic resonance (SSNMR) and infrared vibrational spectroscopy (IR) analyses indicate the coordination of the nitrogen and carboxylate groups of the amino acid moiety to one of the silver atoms, while coordination to the second silver atom occurs through the nitrogen of the sulfoximine group. ESI-QTOF-MS measurements show the maintenance of the binuclear structure in solution. DFT studies confirm the proposed structure as a minimum of the potential energy surface (PES) with calculations of the hessians showing no imaginary frequencies. Raman spectroscopic measurements of the {[}Ag-2(BSO)] complex led to the assignments of the Ag-N bonds. Biological assays of BSO and {[} Ag2(BSO)] were performed by the well-diffusion method over Staphyloccocus aureus (Gram-positive), Escherichia coli and Pseudomonas aeruginosa (Gram-negative) bacterial strains. The ligand was inactive under the tested concentration (100 mu g mL(-1)). The {[}Ag-2(BSO)] complex was active against the Gram-negative and Gram-positive bacteria tested, with MIC values of 3.125 mu g mL(-1). (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