Medicinal foodstuffs. XXVII. Saponin constituents of gotu kola (2): structures of new ursane- and oleanane-type triterpene oligoglycosides, centellasaponins B, C, and D, from Centella asiatica cultivated in Sri Lanka

Chem Pharm Bull (Tokyo). 2001 Oct;49(10):1368-71. doi: 10.1248/cpb.49.1368.

Abstract

Ursane- and oleanane-type triterpene oligoglycosides, centellasaponins B, C, and D, were isolated from the aerial parts of Centella asiatica (L.) Urban cultivated in Sri Lanka together with madecassoside, asiaticoside, asiaticoside B, and sceffoleoside A. The chemical structures of centellasaponins B, C, and D were determined on the basis of chemical and physicochemical evidence to be madecassic acid 28-O-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside, madasiatic acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside, and 3beta,6beta,23-trihydroxyolean-12-en-28-oic acid 28-O-alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside, respectively.

MeSH terms

  • Carbohydrate Sequence
  • Centella / chemistry*
  • Hydrolysis
  • Molecular Sequence Data
  • Oleanolic Acid / analogs & derivatives
  • Oligosaccharides / analysis
  • Plant Extracts / analysis
  • Plants, Medicinal / chemistry*
  • Saponins / analysis*
  • Spectrometry, Mass, Fast Atom Bombardment
  • Sri Lanka
  • Triterpenes / analysis
  • Triterpenes / chemistry

Substances

  • Oligosaccharides
  • Plant Extracts
  • Saponins
  • Triterpenes
  • centellasaponin B
  • centellasaponin C
  • centellasaponin D
  • oleanane
  • Oleanolic Acid