Synthesis of imidazole-fused nitrogen-bridgehead heterocycles catalysed by lipase and their antifungal and antimicrobial bioactivity

An effective approach for selective C-N bond formation for synthesising imidazo[1,2- a ] pyridine-based heterocycles using porcine pancreatic lipase (PPL) as a biocatalyst has been devised. Under moderate conditions, a series of imidazo[1,2- a ]pyridine-based heterocycle derivatives were synthesised with remarkable selectivity in good-to-excellent yields (89-95%). Further, the antimicrobial and antifungal activities of derivatives 3ha , 3ka , 3fa , 3hc , and 3eb were observed, and they were found to be biologically active in antimicrobial susceptibility tests for Gram-positive bacteria ( Enterococcus faecalis ATCC 29212 and Staphylococcus auris ATCC 25923 ), Gram-negative bacteria ( Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853 ) and fungal strains ( Candida albicans ATCC 90028 and Candida tropicalis ATCC 750 ). An effective approach for selective C-N bond formation for synthesising imidazo[1,2- a ] pyridine-based heterocycles using porcine pancreatic lipase (PPL) as a biocatalyst has been devised.