Silver complexes with fluoroanthranilic acid isomers: Spectroscopic characterization, antimycobacterial activity and cytotoxic studies over a panel of tumor cells

Author(s):Show less -

Manzano, Carlos M. ^[1] ; Nakahata, Douglas H. ^[1] ; Tenorio, Juan C. ^[1] ; Lustri, Wilton R. ^[2] ; Resende Nogueira, Flavia A. ^[2] ; Aleixo, Nadia A. ^[2] ; da Silva Gomes, Pietra S. ^[2] ; Pavan, Fernando R. ^[3] ; Grecco, Julia A. ^[3] ; Ribeiro, Camila M. ^[3] ; Corbi, Pedro P. ^[1]

Affiliation

^[1] Univ Estadual Campinas, UNICAMP, Inst Chem, Inorgan Chem Dept, POB 6154, BR-13083970 Campinas, SP - Brazil

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

^[3] Sao Paulo State Univ UNESP, Sch Pharmaceut Sci, BR-14801902 Araraquara, SP - Brazil

• Document type: Journal article
• Source: Inorganica Chimica Acta; v. 502, MAR 1 2020.
• Web of Science Citations: 3

Abstract

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 H-1, C-13 and [N-15, H-1] 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 mu g/mL) and also over S. aureus, B. cereus, E. coll. and P. aeruginosa (MIC = 62.25 mu g/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 mu g/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. (AU)

• FAPESP's process: 18/00163-0 - Development and search of new antimicrobials against Tuberculosis: from screening to pre-clinical studies in vivo
• Grantee: Fernando Rogério Pavan
• Support type: Regular Research Grants
• FAPESP's process: 17/25995-6 - New Ag(I), Pd(II) and Pt(II) metal complexes with ligands used for the treatment of Tuberculosis: synthesis and in vitro evaluation of antimicrobial and antiproliferative activities
• Grantee: Carlos Marrote Manzano
• Support type: Scholarships in Brazil - Doctorate
• FAPESP's process: 17/16278-9 - Study of the genotoxicological potential and permeation assay with Caco-2 cells of metallic complexes with promising biological activities
• Grantee: Flávia Aparecida Resende Nogueira
• Support type: Regular Research Grants
• FAPESP's process: 18/12062-4 - Synthesis, characterization and studies of interaction with biomolecules of metal complexes containing biologically active ligands: a strategy in the preparation of new agents with antibacterial and antiviral activities
• Grantee: Pedro Paulo Corbi
• Support type: Regular Research Grants