Synthesis, Antibacterial and Antifungal Activity of New 3-Aryl-5-pyrrolo[1,2-]imidazole and 5-Imidazo[1,2-]azepine Quaternary Salts.

A series of novel 3-aryl-5-pyrrolo[1,2-]imidazole and 5-imidazo[1,2-]azepine quaternary salts were synthesized in 58-85% yields via the reaction of 3-aryl-6, 7-dihydro-5-pyrrolo[1,2-]imidazoles or 3-aryl-6,7,8,9-tetrahydro-5-imidazo[1,2-]azepines and various alkylating reagents. All compounds were characterized by H NMR, C NMR, and LC-MS. The conducted screening studies of the in vitro antimicrobial activity of the new quaternary salts derivatives established that 15 of the 18 newly synthesized compounds show antibacterial and antifungal activity.

Synthesis, antibacterial and antifungal activity of new 3-biphenyl-3H-Imidazo[1,2-a]azepin-1-ium bromides.

Novel 1-aryl-3-biphenyl-4-yl-3-hydroxy-2,5,6,7,8,9-hexahydro-3H-imidazo[1,2-a]azepin-1-ium bromides and their 2,5-dehydrogenated analogues were designed and synthesized using a reaction of aryl-(4,5,6,7-tetrahydro-3H-azepin-2-yl)-amines with 1-biphenyl-4-yl-2-bromoethanone. Among the 16 novel compounds 5 derivatives displayed in vitro antimicrobial activity; while three of them showed promising activity against Staphylococcus aureus, Cryptococcus neoformans and Candida albicans.