Synthesis, spectroscopic characterization and in vitro antibacterial and antiviral activities of novel silver(I) complexes with mafenide and ethyl-mafenide

Author(s):Show less -

Esquezaro, Pedro Goncalves ^[1] ; Manzano, Carlos Marrote ^[1] ; Nakahata, Douglas Hideki ^{[1, 2]} ; Santos, Igor Andrade ^[3] ; Aquino Ruiz, Uriel Enrique ^[3] ; Santiago, Mariana Brentini ^[4] ; Souza Silva, Nagela Bernadelli ^[4] ; Gomes Martins, Carlos Henrique ^[4] ; Pereira, Douglas Henrique ^[5] ; Goulart Bergamini, Fernando Rodrigues ^[6] ; Gomes Jardim, Ana Carolina ^[3] ; Corbi, Pedro Paulo ^[1]

Affiliation

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

^[2] Fed Univ Goias UFG, Inst Chem, BR-74690900 Goiania, Go - Brazil

^[3] Fed Univ Uberlandia UFU, Inst Biomed Sci, Lab Virol, BR-38405302 Uberlandia, MG - Brazil

^[4] Fed Univ Uberlandia UFU, Inst Biomed Sci, Lab Antimicrobial Testing, BR-38405302 Uberlandia, MG - Brazil

^[5] Fed Univ Tocantins UFT, Chem Coll, POB 66, BR-77402970 Gurupi, TO - Brazil

^[6] Fed Univ Uberlandia UFU, Inst Chem, Lab Synth Bioinspired Mol, BR-38400902 Uberlandia, MG - Brazil

• Document type: Journal article
• Source: Journal of Molecular Structure; v. 1246, DEC 15 2021.
• Web of Science Citations: 0

Abstract

Two novel silver(I) complexes with the antibacterial sulfa drugs mafenide (Maf) and ethyl-mafenide (eMaf) are presented in this article. Elemental analysis indicated the 1:1 metal:ligand compositions AgC7H9N2O2S for Ag-Maf and AgC8H11N2O2S for Ag-eMaf. Infrared (IR), and H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopic analyses indicated coordination of the sulfa drugs to silver(I) by the nitrogen and oxygen atoms of the deprotonated sulfonamide (SO2NH) group in a bidentate chelate mode. The proposition of the coordination mode of the sulfa drugs to silver(I) was also supported by a combination of experimental and theoretical (DFT) data. The Ag-Maf and Ag-eMaf complexes exhibited antibacterial activity over Staphylococcus aureus, Burkholderia cepacia, Staphylococcus epidermidis, and Pseudomonas aeruginosa aerobic bacteria , with MIC (minimum inhibitory concentration) in the range 21.3-170 mu mol L-1, being comparable to the commercial drug silver-sulfadiazine (SSD). Antiviral studies against Chikungunya virus (CHIKV) showed that the complexes exhibit anti-CHIKV activity at non-cytotoxic concentrations to the host cells. Biophysical studies based on gel electrophoresis indicated that the complexes do not interact with albumin and lysozyme, which suggests that proteins are not the main targets of the compounds. (C) 2021 Elsevier B.V. All rights reserved. (AU)

• 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 Opportunities: 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 Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 17/11485-6 - Computational and theoretical developments based on ab initio methods and the Density Functional Theory
• Grantee: Rogério Custodio
• Support Opportunities: Regular Research Grants
• FAPESP's process: 13/08293-7 - CCES - Center for Computational Engineering and Sciences
• Grantee: Munir Salomao Skaf
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC