Triterpenes from the exudate of Gardenia urvillei

Phytochemistry. 2016 Feb:122:193-202. doi: 10.1016/j.phytochem.2015.11.001. Epub 2015 Nov 19.

Abstract

A cycloartane gardurvilleic acid, three 3,4-seco-cycloartanes securvienol, secodienurvilleic acid, securvitriol, a 3,4;9,10-seco-cycloartane gardheptlactone, two dammaranes urvilone, urvilol, along with eight known cycloartanes and 3,4-seco-cycloartanes and four known dammaranes have been isolated from the bud exudate of Gardenia urvillei, an endemic tree to the New Caledonian dry forest. Two other dammarane derivatives have been obtained by semisynthesis. The structures of the original compounds were determined by spectroscopic methods and chemical correlations. In association with previously published data, the description of oxidized side-chains in position 17 are now available for two couples of diastereoisomers. Evaluation of anti-parasite activity and cytotoxicity has shown noticeable results for some of the isolated triterpenes.

Keywords: Cycloartane; Cytotoxicity; Dammarane; Gardenia urvillei; Plasmodium; Rubiaceae; Seco-cycloartane; Trypanosoma.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Dammaranes
  • Drug Screening Assays, Antitumor
  • Gardenia / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Exudates / chemistry
  • Plant Exudates / isolation & purification*
  • Plant Exudates / pharmacology
  • Structure-Activity Relationship
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Plant Exudates
  • Triterpenes
  • cycloartane