Author(s): Manzano, Carlos M. ; Nakahata, Douglas H. ; Tenorio, Juan C. ; Lustri, Wilton R. ; Resende Nogueira, Flávia A. ; Aleixo, Nadia A. ; da Silva Gomes, Pietra S. ; Pavan, Fernando R. [UNESP] ; Grecco, Julia A. [UNESP] ; Ribeiro, Camila M. [UNESP] ; Corbi, Pedro P.
Date: 2020
Persistent ID: http://hdl.handle.net/11449/201381
Origin: Oasisbr
Subject(s): Antibacterial agents; Antitumor activities; Fluoroanthranilic acid; Infrared; NMR spectroscopy; Silver
Made available in DSpace on 2020-12-12T02:31:03Z (GMT). No. of bitstreams: 0 Previous issue date: 2020-03-01
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
Universidade Estadual de Campinas
ASCRS Research Foundation
Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
This manuscript presents three silver(I) complexes with fluoroanthranilic acid (fa) isomers, [Ag(4fa)]n, [Ag(5fa)]n and [Ag(6fa)]n, which were named as Ag4fa, Ag5fa and Ag6fa, respectively. The 1:1 metal/ligand molar composition of the complexes was determined by elemental, thermal and high-resolution mass spectrometric (ESI(+)-MS) analyses. Infrared and 1H, 13C and {15N,1H} nuclear magnetic resonance spectroscopy evidenced the coordination of the fluoroanthranilic acid isomers to silver via the nitrogen atom of the amino group and by the oxygen atoms of the carboxylate group. The structure of the Ag5fa complex was determined by single crystal X-ray diffraction analysis. The complex forms an extended polymeric structure organized in layers with coordination by the amino and carboxylate moieties. Antibacterial activity assays showed that the silver complexes were active against M. tuberculosis (MIC90 between 2.6 and 4.2 µg/mL) and also over S. aureus, B. cereus, E. coli and P. aeruginosa (MIC = 62.25 µg/mL) strains. The complexes have also shown in vitro cytotoxicity over cancer cell lines and selectivity (SI) especially against epithelial colorectal adenocarcinoma cells (IC50 = 2.1 µg/mL and SI > 3). Also, the silver complexes are non-mutagenic, which is essential when considering the development of new bioactive compounds for therapeutic purposes.
Inorganic Chemistry Department Institute of Chemistry University of Campinas – UNICAMP, P.O. Box 6154
Biological and Health Sciences Department University of Araraquara – UNIARA
School of Pharmaceutical Sciences São Paulo State University – UNESP
School of Pharmaceutical Sciences São Paulo State University – UNESP
FAPESP: 2017/16278-9
FAPESP: 2017/25995-6
FAPESP: 2018/00163-0
FAPESP: 2018/12062-4
FAPESP: 2018/14512-7
CNPq: 407012/2018-4
