Oleanane-type isomeric triterpenoids from Barringtonia racemosa

J Nat Prod. 2009 Apr;72(4):791-5. doi: 10.1021/np8007396.

Abstract

Two new isomeric acylated oleanane-type triterpenoids along with three known compounds were isolated from the MeOH extract of the dried fruits of Barringtonia racemosa. On the basis of spectroscopic methods, with special emphasis on 1D and 2D NMR techniques as well as chemical methods, the structures were characterized as racemosol A (1) [22alpha-acetoxy-3beta,15alpha,16alpha,21beta-tetrahydroxy-28-(2-methylbutyryl)olean-12-ene] and isoracemosol A (2) [21beta-acetoxy-3beta,15alpha,16alpha,28-tetrahydroxy-22alpha-(2-methylbutyryl)olean-12-ene]. The isolated compounds (1-5) were not active against HeLa and P388 D1 carcinoma cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Barringtonia / chemistry*
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • India
  • Leukemia P388
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / isolation & purification
  • Oleanolic Acid / pharmacology
  • Stereoisomerism

Substances

  • oleanane
  • racemosol A
  • Oleanolic Acid