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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

The nitro-reduced metabolite of nimesulide: Crystal structure, spectroscopic characterization, ESI-QTOF mass spectrometric analysis and antibacterial evaluation

Full text
Author(s):
Nunes, Julia H. B. [1] ; Nakahata, Douglas H. [1] ; Lustri, Wilton R. [2] ; Corbi, Pedro P. [1] ; de Paiva, Raphael E. F. [1]
Total Authors: 5
Affiliation:
[1] Univ Campinas UNICANIP, Inst Chem, Campinas, SP - Brazil
[2] Univ Araraquara UNIARA, BR-13801320 Araraquara, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Journal of Molecular Structure; v. 1157, p. 469-475, APR 5 2018.
Web of Science Citations: 1
Abstract

Here we present a synthetic procedure, spectroscopic characterization and single-crystal X-ray structure for the nitro-reduced metabolite of the anti-inflammatory drug nimesulide, hereby referred to as NMS-NH2. The nitro-reduced metabolite was synthesized using the Bechamp reduction (iron powder under acidic media), leading to the conversion of the nitrobenzene group of nimesulide to an aniline. Mass spectrometry, infrared and nuclear magnetic resonance spectroscopies data are also provided for NMS-NH2, and discussed in comparison to nimesulide. NMS-NH2 was also evaluated in terms of its antibacterial activities, considering that the free -NH2 group could allow the compound to act as a dihydropteroate synthase inhibitor. NMS-NH2 had a modest antibacterial activity against P. aeruginosa (5.0 mg mL(-1)), which was not observed for NMS. (C) 2017 Elsevier B.V. All rights reserved. (AU)

FAPESP's process: 15/09833-0 - Sustainable delivery system based on biocellulose/metallic complexes containing bioactive ligands
Grantee:Wilton Rogério Lustri
Support type: Regular Research Grants
FAPESP's process: 12/21955-6 - Synthesis, structural characterization and biological studies of silver(I) complexes with Schiff bases derivated from Nimesulide
Grantee:Julia Helena Bormio Nunes
Support type: Scholarships in Brazil - Scientific Initiation
FAPESP's process: 15/20882-3 - Metal complexes of sulfamethoxydiazine and sulfadimethoxine: synthesis, characterization and applications as antimicrobial agents for topical use
Grantee:Douglas Hideki Nakahata
Support type: Scholarships in Brazil - Doctorate