A new picrotoxane sesquiterpene from the berries of Baccaurea ramiflora with antifungal activity against Colletotrichum gloeosporioides

Nat Prod Res. 2015;29(14):1323-7. doi: 10.1080/14786419.2014.999335. Epub 2015 Jan 13.

Abstract

Three picrotoxane sesquiterpenes including one new glycoside and two known constituents, sapidolide A (2) and picrotoximaesin (3), were isolated from the berries of Baccaurea ramiflora. The structure of the new sesquiterpene glycoside, ramifloside (1), was elucidated as 2-one-6α-hydroxy-13-nor-11-picrotoxen-3(15β)-olide 10-O-β-D-glucopyranoside on the basis of extensive spectroscopic analysis. Compounds 1-3 exhibited antifungal activity against Colletotrichum gloeosporioides with MICs of 12.5, 12.5 and 50 μg/mL.

Keywords: Baccaurea ramiflora; antifungal activity; picrotoxane; ramifloside; sesquiterpene glycoside.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry*
  • Antifungal Agents / isolation & purification
  • Colletotrichum / drug effects*
  • Fruit / chemistry
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Magnoliopsida / chemistry*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification

Substances

  • Antifungal Agents
  • Glycosides
  • Sesquiterpenes
  • ramifloside