Exploration of antimicrobial potential of pyrazolo[3,4-b]pyridine scaffold bearing benzenesulfonamide and trifluoromethyl moieties

Abstract

The synthesis and biological evaluation of a library of thirty differently substituted pyrazolo[3,4-b]pyridines bearing benzenesulfonamide moiety at position-1 and trifluoromethyl group at position-4 are reported. Fused heterocyclic system present in the target compounds (5a-j, 6a-j, and 7a-j) was constructed by refluxing various 5-aminopyrazoles (3a-c) with differently substituted trifluoromethyl-β-diketones (4a-j) in glacial acetic acid. All the target compounds (5-7) were evaluated for their in vitro antibacterial activity against four pathogenic bacterial strains namely, Staphylococcus aureus, Bacillus subtilis (Gram-positive), Escherichia coli, Pseudomonas aeruginosa (Gram-negative) and in vitro antifungal activity against two pathogenic fungal yeasts namely, Saccharomyces cerevisiae and Candida albicans. Graphical Abstract: Thirty differently substituted pyrazolo[3,4-b]pyridines bearing benzenesulfonamide moiety at position-1 and trifluoromethyl group at position-4 were synthesized and screened for antibacterial and antifungal activities.[Figure not available: see fulltext.] © 2013 Springer Science+Business Media New York.