A new 3,4-seco-cycloartane from the leaves of Hopea odorata Roxb.

Abstract

A new 3,4-seco-cycloartane, identified as (24R,25S)-dihydroxy-26-O-nonadecylcarbonyloxy-3,4-secocycloarta-4(28)-en-3-oic acid (1), has been isolated from the leaves of Hopea odorata Roxb. (Dipterocarpaceae), together with the rare 3,4-seco-cycloart-4(28),24-diene-3,26-dioic acid (2 or abiesatrine J) and six other known compounds (3–8). Their structures were elucidated on the basis of both chemical and spectroscopic methods.

Keywords::

• 3
• 4-secocycloartane
• triterpenoid
• Hopea odorata
• Dipterocarpaceae

Acknowledgements

The authors wish to thank Mrs P. Leproux of Paris Descartes University for the MS H/D exchange experiments, as well as Dr Robert E. Minto of Indiana University-Purdue University for helpful discussions concerning NMR data of ganodermanontriol stereoisomeric triols.

Additional information

Funding

This work was supported the French Ministry of Foreign Affairs (Program in Higher Education and Research, 2009–2010) [grant number 20589RK]; and the Faculty of Pharmacy, Silpakorn University.