Open AccessNew carboxamide derivatives bearing benzenesulphonamide as a selective COX-II inhibitor: Design, synthesis and structure-activity relationship
Author(s) -
David Izuchukwu Ugwu,
Uchechukwu C. Okoro,
Hilal Ahmad
Publication year - 2017
Publication title -
plos one
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.99
H-Index - 332
ISSN - 1932-6203
DOI - 10.1371/journal.pone.0183807
Subject(s) - celecoxib , chemistry , moiety , carboxamide , carrageenan , selectivity , pharmacology , bioassay , stereochemistry , biochemistry , catalysis , medicine , biology , genetics
Sixteen new carboxamide derivatives bearing substituted benzenesulphonamide moiety ( 7a-p ) were synthesized by boric acid mediated amidation of appropriate benzenesulphonamide with 2-amino-4-picoline and tested for anti-inflammatory activity. One compound 7c showed more potent anti-inflammatory activity than celecoxib at 3 h in carrageenan-induced rat paw edema bioassay. Compounds 7g and 7k also showed good anti-inflammatory activity comparable to celecoxib. Compound 7c appeared selectivity index (COX-2/COX-1) better than celecoxib. Compound 7k appeared selectivity index (COX-2/COX-1) a little higher than the half of celecoxib while compound 7g is non-selective for COX-2. The LD 50 of compounds 7c, 7g and 7k were comparable to celecoxib.