Antibacterial oleanane-type triterpenoids from pericarps of Akebia trifoliata

Food Chem. 2015 Feb 1:168:623-9. doi: 10.1016/j.foodchem.2014.07.105. Epub 2014 Jul 31.

Abstract

Three new oleanane triterpenoids, 2α,3β,29-trihydroxyolean-12-en-28-oic acid (1), 2α,3β-dihydroxy-23-oxo-olean-12-en-28-oic acid (2) and 2α,3β,21β,22α-tetrahydroxyolean-12-en-28,29-dioic acid (3), and ten known ones, maslinic acid (4), arjunolic acid (5), oleanolic acid (6), 3-epi-oleanolic acid (7), stachlic acid A (8), serratagenic acid (9), gypsogenic acid (10), 2α,3β-dihydroxyol-ean-13(18)-en-28-oic acid (11), mesembryanthemoidigenic acid (12) and 12α-hydroxy-δ-lactone (13), were isolated from the pericarps of Akebia trifoliata, a new valued fruit crop in China. Their structures were elucidated on the basis of extensive spectroscopic analysis. Compounds 8, 10, 11 and 13 were isolated for the first time from the genus Akebia. All the compounds were tested for their antimicrobial activity against five bacterial strains. Compounds 4, 6 and 11 showed significant antibacterial activity toward all the assayed microorganisms with MIC values ranging from 0.9 to 15.6μg/mL, which were close or even more potent than the reference compound Kanamycin (MIC values ranging from 1.9 to 3.9μg/mL).

Keywords: Akebia trifoliata; Antimicrobial activity; Lardizabalaceae; Triterpenoids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Fruit / chemistry
  • Fruit / metabolism
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Oleanolic Acid / chemistry*
  • Oleanolic Acid / isolation & purification
  • Oleanolic Acid / pharmacology
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology
  • Streptophyta / chemistry*
  • Streptophyta / metabolism

Substances

  • Anti-Bacterial Agents
  • Plant Extracts
  • Oleanolic Acid