Synthesis and Molecular Modelling Studies of Coumarin and 1‐Aza‐Coumarin Linked Miconazole Analogues and Their Antimicrobial Properties
Suraj M. Sutar, Hemantkumar M. Savanur, Shruti S. Malunavar, Geeta M. Pawashe, G. Aridoss, Kang Min Kim, Jin Young Lee, Rajesh G. Kalkhambkar
Abstract
Abstract A series of coumarin and 1‐Aza coumarin analogues of miconazole (5 a‐6 e) were synthesized from 2‐bromo‐1‐(2,4‐dichlorophenyl)ethanone and diversification was achieved by synthesizing coumarin‐benzimidazole (7 a‐7 e) and 1‐aza coumarin‐benzimidazole (8 a‐8 e) hybrids of miconazole and evaluated for in‐vitro anti‐microbial activities. Among the tested compounds, 8 b‐8 e were found to be effective as anti‐fungal against C. albicans, C. utilis and C. krusei , with activity compared to that of the standard. Comparative docking studies with mevalonate‐5‐diphosphatedecarboxylase shows better binding affinity than imidazole counterparts which is primarily attributed to extended π‐alkyl interactions facilitated by benzimidazole.