Exploration of Novel TOSMIC Tethered Imidazo[1,2-a]pyridine Compounds for the Development of Potential Antifungal Drug Candidate.

Abstract

New candidates of imidazo [1, 2-a] pyridine were designed by combining 2-amino pyridine, TOSMIC isocyanide and various assorted aldehydes were synthesized to explore their antioxidant and antifungal potential. The design of these derivatives was based on utilizing the antifungal potential of azoles and TOSMIC moiety. These derivatives were synthesized by adopting multi-component reaction methodology, as it serves as a rapid and efficient tool to target structurally diverse heterocyclic compounds in quantitative yield. The resulting imidazo [1, 2-a] pyridine derivatives were structurally verified by 1HNMR and 13CNMR. The compounds were analyzed for their antioxidant and fluorescent properties and it was observed that compound 15 depicted good fluorescence and antioxidant potential. Additionally, the compounds were evaluated for their antifungal potential against both Aspergillus fumigatus 3007 & Candida albicans 3018 and it was observed that all the compounds had moderate to significant antifungal effect. Confocal images depicted the porous nature of compound treated fungal cell membranes leading to fungal growth inhibition. Molecular docking was performed to establish the interaction with the target enzyme (Lanosterol 14 alpha demethylase) which also corroborated with the in vitro results. In silico tools were employed to determine drug-likeliness of the compounds along with determination of ADME properties.

Monomeric silica supported interaction of TOSMIC with highly functionalized imines: A green approach to azetidines via ABB‐type cycloaddition reaction

“…Therefore, in continuation of our research on the development of TOSMIC as a building block [18], herein the authors report the metal free and convenient monomeric silica [Si(OH) 4 ] supported green approach for the double insertion of TOSMIC into imines for facile synthesis of wide variety of highly functionalized azetidines. Taking into account the low nucleophilicity of TOSMIC in most of the isocyanide-MCR's as component B, the finding that TOSMIC reacts appropriately with the highly functionalized imines in the presence of Si(OH) 4 catalyst is significant as under previously reported conditions, these processes were not feasible.…”