Synthesis and Antimicrobial Study of New Benzimidazole Schiff Bases Bearing P-Toluene Sulfonamide Moiety

Abstract

Three new Schiff bases bearing benzimidazole and p-toluen sulfonamide moiety were synthesized. Their structures were characterized by elemental analysis, FTIR, NMR and LCMS methods. The antimicrobial properties of the compounds were also evaluated. All compounds exhibit higher antimicrobial activity against all bacteria, Schiff bases (4a-4c) shows more activity than the parent aldehyde (3). 4c displays higher antibacterial activity against P. aeruginosa compare to reference drug Sulfioxazole. The compounds were found more potent against Gram-negative than Gram positive bacteria. One more free phenyl group increase the activity in 4c, but one more phenyl ring in 4b does not.In vitro antifungal activity of the compounds was also tested on fungi C. albicans C. tropicalis and C. krusei. However, our compounds exhibit no antifungal activity against three fungi.

Synthesis of Benzimidazole-Sulfonyl Derivatives and Their Biological Activities

“…New Schiff bases bearing benzimidazole and p- toluene sulfonyl moiety were synthesized and exhibited higher antimicrobial activities [ 42 ]. Commercially available o -phenylenediamine (8) condensed with α -chloroacetic acid (19) to afford compound 11 in a good yield.…”

Toxicity Assessment of an Anti-Cancer Drug of p-Toluene Sulfonamide in Zebrafish Larvae Based on Cardiovascular and Locomotion Activities

“…The composition of sulfonamides is known as synthons for the production of different biologically active compounds such as artificial antifolic agents [ 6 ]. Sulfa drugs are used as antibiotics [ 7 , 8 ]; they hinder the p-aminobenzoic acid during the biosynthesis of tetrahydrofolic acid required for bacterial metabolism [ 9 ]. Some sulfonamide derivatives have shown commendable anti-cancer activity in vitro and in vivo.…”