SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITIES OF 3-(2-HYDROXYETHYL)-1-(3-AMINOPROPYL)-1H-IMIDAZOLE-3-IUM BROMIDE

Abstract

3-(2-hydroxyethyl)-1-(3-aminopropyl)-1H-imidazole-3-ium bromide as an N-heterocyclic carbene salt was synthesized by the reaction of 3-(1H-imidazole-1-yl )propane -1-amine with 2-bromoethanol. The salt can also be named as imidazole salt which is one of the most stable group of N-heterocyclic carbenes. The molecular structure of the product was elucidated by FTIR, 1H NMR, 13C NMR, GS-MS and elemental analysis. The antimicrobial, antifungal and anticancer activities of the imidazole salt were also examined. The probit analysis revealed that IC50 values on HeLa and HepG2 cell lines were 155.955μM and 76.769μM, respectively, at the end of 24 hours treatment. It also was determined that the product has no harmful effect on healthy mouse embryonic fibroblasts (MEF) cells. Significant antimicrobial and antifungal activities of the salt on Escherichia coli (Migula, 1895) O157:H7 and Listeria monocytogenes (Pirie, 1940) ATCC 19115 bacteria and the yeast Candida albicans (Berhout, 1923) ATCC 10231 were determined at a concentration value of 32μM.

Keywords

• imidazole
• carbene
• antibacterial activity
• antifungal activity
• anticancer activity
• imidazol
• karben
• antibakterial aktivite
• antifungal aktivite
• antikanser aktivite