Structures of acetylated oleanane-type triterpene saponins, rarasaponins IV, V, and VI, and anti-hyperlipidemic constituents from the pericarps of Sapindus rarak

Chem Pharm Bull (Tokyo). 2009 Feb;57(2):198-203. doi: 10.1248/cpb.57.198.

Abstract

The methanolic extract and its saponin fraction (methanol-eluted fraction) of the pericarps of Sapindus rarak DC. were found to suppress plasma triglyceride elevation in olive oil-treated mice. From the active fraction, three new acylated oleanane-type triterpene saponins, rarasaponins IV (1), V (2), and VI (3), were isolated. The structures of 1-3 were elucidated on the basis of chemical and spectroscopic evidence. The principle saponin constituents, hederagenin 3-O-alpha-L-arabinopyranosyl-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside (4) and hederagenin 3-O-(3,4-di-O-acetyl-alpha-L-arabinopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside (5), showed inhibitory effects on plasma triglyceride elevation at a dose of 200 mg/kg, per os.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Animals
  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Hypertriglyceridemia / blood
  • Hypertriglyceridemia / chemically induced*
  • Hypertriglyceridemia / drug therapy*
  • Hypolipidemic Agents / chemistry*
  • Hypolipidemic Agents / pharmacology
  • Magnetic Resonance Spectroscopy
  • Male
  • Mice
  • Molecular Sequence Data
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / pharmacology
  • Olive Oil
  • Plant Bark / chemistry
  • Plant Oils
  • Sapindus / chemistry*
  • Saponins / chemistry*
  • Saponins / pharmacology*
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Ultraviolet
  • Triglycerides / blood
  • Triterpenes / chemistry*
  • Triterpenes / pharmacology*

Substances

  • Hypolipidemic Agents
  • Olive Oil
  • Plant Oils
  • Saponins
  • Triglycerides
  • Triterpenes
  • rarasaponin IV
  • rarasaponin V
  • rarasaponin VI
  • Oleanolic Acid