Synthesis and alpha - inhibitory activity of lupane type C2-benzylidene-triterpenoids

Abstract

A series of novel and previously synthesized lupane type C2-benzylidene derivatives was evaluated on a- glucosidase enzyme inhibition. Most of the tested compounds exhibited significantly better activity (1.8-700 times higher) than the standard drug acarbose. The structure-activity relationship indicated that the type of benzylidene moiety and C28-substituent of lupane core plays an important influence on the activity. Methyl 2-furfurylidene betulonate, m-iodo-benzylidene betulonic acid and 3-pyridinylideno-betulonic acid hydrazide have been founded as effective α-glucosidase inhibitors and deserve further attention.