Two new cucurbitane triterpenoids from the seeds of Momordica charantia

J Asian Nat Prod Res. 2014;16(5):476-82. doi: 10.1080/10286020.2014.914502. Epub 2014 Apr 29.

Abstract

Two new cucurbitane triterpenoids 1 and 2 were isolated, together with six known compounds, from the seeds of Momordica charantia L. The structures of new compounds were determined to be 3-O-{[β-d-galactopyranosyl(1 → 6)]-O-β-d-galactopyranosyl}-23(R), 24(R), 25-trihydroxycucur-bit-5-ene (1), 3-O-[β-d-galactopyranosyl]-25-O-β-d-galactopyranosyl-7(R), 22(S), 23(R), 24(R), 25-pentahydroxycucurbit-5-ene (2), respectively. Their structures were elucidated by the combination of mass spectrometry, one- and two-dimensional NMR experiments and chemical reactions.

Keywords: Cucurbitaceae; Momordica charantia; cucurbitane triterpenoids; seeds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fruit / chemistry
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Molecular Structure
  • Momordica charantia / chemistry*
  • Nuclear Magnetic Resonance, Biomolecular
  • Seeds / chemistry
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*

Substances

  • 3-O-((beta-D-galactopyranosyl(1-6))-O-beta-D-galactopyranosyl)-23(R),24(R),25-trihydroxycucur-bit-5-ene
  • 3-O-(beta-D-galactopyranosyl)-25-O-beta-D-galactopyranosyl-7(R),22(S),23(R),24(R),25-pentahydroxycucurbit-5-ene
  • Glycosides
  • Triterpenes
  • cucurbitane