Speciosaperoxide, a new triterpene acid, and other terpenoids from Chaenomeles speciosa

J Asian Nat Prod Res. 2008 Mar-Apr;10(3-4):217-22. doi: 10.1080/10286020701395370.

Abstract

Investigation on the EtOH extract of the fruits of Chaenomeles speciosa led to the isolation of a new triterpene acid bearing an unusual hydroperoxyl substitute group at C-11, speciosaperoxide (1), along with six known triterpenoids, 3beta-acetoxyurs-11-en-13beta,28-olide (2), 3-O-acetyl ursolic acid (3), oleanolic acid (4), ursolic acid (5), masilinic acid (6), and tormentic acid (7), and three known norsesquiterpenoids, roseoside (8), vomifoliol (9) and (6S,7E,9R)-6,9-dihydroxy-4,7-megastigmadien-3-one 9-O-[beta-d-xylopyranosyl (1 --> 6)-glucopyranoside] (10). Their structures were elucidated on the basis of spectroscopic data and comparison with reference data. Besides compound 1, compounds 2, 8-10 were obtained from this genus for the first time. None of these compounds exhibited inhibitory activity against T-and B-lymphocyte proliferation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • B-Lymphocytes / drug effects
  • B-Lymphocytes / immunology
  • Fruit / chemistry
  • Lymphocyte Activation / drug effects
  • Mice
  • Mice, Inbred BALB C
  • Nuclear Magnetic Resonance, Biomolecular
  • Optical Rotation
  • Pentacyclic Triterpenes / chemistry
  • Pentacyclic Triterpenes / isolation & purification*
  • Pentacyclic Triterpenes / pharmacology
  • Peroxides / chemistry
  • Peroxides / isolation & purification*
  • Peroxides / pharmacology
  • Rosaceae / chemistry*
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • T-Lymphocytes / drug effects
  • T-Lymphocytes / immunology

Substances

  • Pentacyclic Triterpenes
  • Peroxides