New Derivatives of Lupeol and Their Biological Activity

Abstract

The natural product lupeol (1) was isolated from Bombax ceiba leaves, which were used as starting material in the semisynthetic approach. Three new derivatives (2a, 2b, and 3) were synthesized using oxidation and aldolization. Their chemical structures were elucidated by spectroscopic analyses (HRESIMS and NMR). Compounds 3 showed significant α-glucosidase inhibition with an IC50 value of 202 µM, whereas 2a and 2b were inactive.

Keywords

• lupeol derivative
• benzylidene derivative
• <i>α</i>-glucosidase inhibition
• Oxone^®