Structures of new acylated oleanene-type triterpene oligoglycosides, theasaponins E1 and E2, from the seeds of tea plant, Camellia sinensis (L.) O. Kuntze

Chem Pharm Bull (Tokyo). 1998 Dec;46(12):1901-6. doi: 10.1248/cpb.46.1901.

Abstract

Two new acylated oleanene-type triterpene oligoglycosides, theasaponins E1 and E2, were isolated from the seeds of tea plant [Camellia sinensis (L.) O. Kuntze]. The structures of theasaponins E1 and E2 were elucidated on the basis of chemical and physicochemical evidence to be expressed as 21-O-angeloyl-22-O-acetyltheasapogenol E 3-O-[beta-D-galactopyranosyl(1-->2])[beta-D-xylopyranosyl(1-->2)-alpha-L - arabinopyranosyl (1-->3)]-beta-D-glucopyranosiduronic acid and 21-O-angeloyl-28-O-acetyltheasapogenol E 3-O-[beta-D-galactopyranosyl(1-->2)][beta-D-xylopyranosyl (1-->2)-alpha-L-arabinopyranosyl (1-->3)-beta-D-glucopyranosiduronic acid, respectively. Theasaponin E1 was found to show antisweet activity.

MeSH terms

  • Acylation
  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Oleanolic Acid* / analogs & derivatives*
  • Saponins / chemistry*
  • Seeds / chemistry*
  • Spectrometry, Mass, Fast Atom Bombardment
  • Tea / chemistry*

Substances

  • Saponins
  • Tea
  • theasaponin E1
  • theasaponin E2
  • Oleanolic Acid