Synthesis of Lupeol derivatives and thire antimicrobial activity

Abstract

The lupane triterpenoid lupeol is found in a variety of plants. Its biological activities have attracted a great deal of interests. A number of studies on the antiinflammatory, antimycobacterial, antimalarial and anticancer activities of this compound and its derivatives have been reported. Based on our knowledge, there have not been any reports on the antimicrobial activity of lupeol and its derivatives. In order to investigate the relationship between the chemical structure and antimicrobial activities. several derivatives of lupeol, such as lupeol acetate, lupeol isobutyrate, lupeol benzoate and lupeol cinnamate were synthesized, andthe antibacterial and antifungal effects of these derivatives were examined. It was found that these derivatives possessed only weak antimicrobial activities, and that the above acylation of the OH group at C-3 did not lead to an improvement of the antibacterial and anti-fungal activities.