Synthesis, Antimicrobial, Cytotoxic and Molecular Docking Studies of Bis(azolylsulfonyl)pyrrole Dicarboxamides

Bis(azolylsulfonyl)pyrrole dicarboxamides were prepared from azolylsulfonamides and pyrrole-2,4-dicarboxylic acid under ultrasonication and studied their antimicrobial and cytotoxic activities. Docking methodology was used to predict their binding conformation thereby to explain the biological activities. Chloro substituted bis(oxazolylsulfonyl)pyrrole dicarboxamide (16c), unsubstituted, methyl and chloro substituted bis(imidazolylsulfonyl)pyrrole dicarboxamides (18a, 18b, 18c) showed high affinity toward colchicine binding site and could be used as possible leads for therapies against cancers. All the compounds were screened in vitro for their cytotoxic effect on three cancer cell lines. In fact, 16c, 18a and 18c pretreatment was shown to modulate the cytotoxic activity against lung, colon and prostate cancer cells while 18b against lung and prostate cancer cell lines. Further, antimicrobial studies revealed that unsubstituted, chloro substituted bis(thiazolylsulfonyl)pyrrole dicarboxamides (17a, 17c) and chloro substituted bis(imidazolylsulfonyl)pyrrole dicarboxamide (18c) displayed antibacterial activity against B. subtilis greater than the standard drug Chloramphenicol. Compounds 17c and 18c showed antifungal activity on A. niger greater than the standard drug Ketoconazole.