Nepetifoliol - a new glutinane-triterpenoid from Leonotis nepetifolia

Nat Prod Res. 2023 Jan;37(2):256-262. doi: 10.1080/14786419.2021.1963244. Epub 2021 Aug 9.

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.

MeSH terms

  • Acarbose
  • Lamiaceae* / chemistry
  • Magnetic Resonance Spectroscopy
  • Triterpenes* / chemistry
  • Triterpenes* / pharmacology
  • alpha-Glucosidases / metabolism

Substances

  • alpha-Glucosidases
  • Triterpenes
  • Acarbose