Synthesis of sulfonamides bearing 1,3,5-triarylpyrazoline and 4-thiazolidinone moieties as novel antimicrobial agents

Two series of sulfonamides have been synthesized from 4‑hydrazinylbenzenesulfonamide as the key starting material. 1,3,5-tri­arylpyrazoline sulfonamides ( 2a-i ) were obtained by cyclocondensation of the various chalcones in 53-64 % yields while 4-thiazolidinone derivatives ( 4a-e ) were synthesized by cyclocondensation between mercaptoacetic acid and different phenylhydrazones in 43-62 % yields. The synthesized compounds were characterized on the basis of FTIR, 1 H NMR, 13 C NMR, and HRMS data. The sulfonamides have been evaluated in vitro antimicrobial activities against four bacterial strains (E. coli, P. aeruginosa, B. subtillis and S aureus), two filamentous fungal strains ( A. niger and F. oxysporum ) and two yeast strains ( C. albicans and S. cerevisiae ). Seven pyrazolines 2a-c and 2e-h exhibited significant inhibition of different microbial strains. Among them, compound 2b displayed good antifungal activity against A. niger (MIC value at 12.5 mg mL -1 ) over the reference drug.