Catechin-Bound Ceanothane-Type Triterpenoid Derivatives from the Roots of Zizyphus jujuba

J Nat Prod. 2017 Apr 28;80(4):1048-1054. doi: 10.1021/acs.jnatprod.6b01103. Epub 2017 Mar 3.

Abstract

Three unprecedented ceanothane-type triterpenoids, ent-epicatechinoceanothic acid A (1), ent-epicatechinoceanothic acid B (2), and epicatechino-3-deoxyceanothetric acid A (3), containing C-C bond linkages with catechin moieties, were isolated from the roots of Zizyphus jujuba. Their chemical structures, including absolute configurations, were established by spectroscopic analysis and calculation of their ECD spectra. A possible biogenetic pathway for C-C bond formation between the catechin and the triterpenoid moieties is presented. Compound 1 was evaluated for its antiproliferative activity on HSC-T6 hepatic stellate cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catechin / chemistry*
  • Molecular Structure
  • Plant Roots / chemistry*
  • Republic of Korea
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Ziziphus / chemistry*

Substances

  • Triterpenes
  • ceanothane
  • ent-epicatechinoceanothic acid A
  • Catechin