Nepetifoliol - a new glutinane-triterpenoid from Leonotis nepetifolia

Abstract

A new glutinane-triterpenoid, nepetifoliol (1), together with two known compounds, dymacrin D (2), and (+)-ar-tumerone (3) were isolated from the n-hexane extract of the aerial parts of Leonotis nepetifolia. Their chemical structures were elucidated by spectroscopic data analysis as well as the comparison of their NMR data with the ones published in the literatures. A putative biosynthetic pathway for the formation of the new compound (anti-diaxial-5,6-diol) (1) from the precursor triterpene glutinol was proposed. Compounds (2), (3) and some previously reported ones, isolated from this extract, including 5α-stigmasta-22-ene-3-one (4), friedelin (5), chrysophanol (6), physcion (7), and 4'-O-methylalpinumisoflavone (8) were evaluated for their α-glucosidase inhibition. Among tested compounds, 3 and 6 showed good activities with their IC₅₀ values of 5.3 ± 0.2 and 4.9 ± 0.3 µg/mL, respectively, comparing to the positive control, acarbose (IC₅₀ 127.7 ± 0.2 µg/mL).

Keywords: Leonotis nepetifolia; glutinane-type triterpenoid; nepetifoliol; α-glucosidase inhibition.