Synthesis and antimicrobial activity of triazolyl analogs of diosgenin

Abstract

Novel and diverse triazoles of steroidal sapogenin-diosgenin were prepared using click chemistry approach. All the derivatives were subjected to antimicrobial screening to check their antibacterial and antifungal potential. All the tested analogs were inactive towards the tested bacterial strains, while as, some analogs displayed better activity towards the tested fungal strains. Of the synthesized analogs, Dgn-3 and Dgn-6 exhibited antifungal activity against Candida albicans with MICs of 12 and 16 µg/ml respectively, while as, Dgn-8 and Dgn-9 showed potency towards both the tested fungal strains: Candida albicans and Aspergillus fumigatus. The other derivatives showed almost comparable activity with that of the parent molecule. The structure-activity relationship (SAR) revealed that the analogs with electron withdrawing substituents (-NO2 and -CN) at meta position in R moieties along with analogs bearing bromo substituted R moieties seem to have beneficial impact on the antifungal activity.