Planta Med 2012; 78 - PI403
DOI: 10.1055/s-0032-1321090

New 3,4-secocycloartane and lupane triterpenes from the leaves of the tropical rain forest tree Hopea odorata Roxb

M Satiraphan 1, 2, P Pamornsilpadaharm 2, C Sittisombut 2, F Raynaud 3, C Garbay 3, S Michel 1, X Cachet 1
  • 1Laboratoire de Pharmacognosie, UMR 8638 CNRS, Université Paris Descartes, Sorbonne Paris Cité, Faculté des Sciences Pharmaceutiques et Biologiques, 4 avenue de l'Observatoire, 75006, Paris, France
  • 2Faculty of Pharmacy, Silpakorn University, Sanamchandra Campus, Nakorn-Pathom, 73000, Thailand
  • 3Laboratoire de Pharmacochimie Moléculaire et Cellulaire, INSERM UMR S648, Université Paris Descartes, Sorbonne Paris Cité, UFR Biomédicale, 45 rue des Saints Pères, 75006, Paris, France

This poster is dedicated to the memory of the late Professor François Tillequin.

Chromatographic fractionation of the cytotoxic n-hexane extract of Hopea odorata Roxb. leaves led to the isolation of 2 new 3,4-secocycloartanes bearing a unusual trihydroxylated side chain esterified with a fatty acid, together with 15 known other triterpenes (8 lupanes, 2 friedelanes, 2 oleananes, 1 cycloartane (i.e. mangiferonic acid), β-sitosterol and its palmitic acid ester) and 1 sesquiterpene (i.e. β-caryophyllene oxide). Among lupanes, 3,30-dioxolup-20(29)-en-28-oic acid was isolated for the first time from a natural source. Cytotoxic activities of lupane-type triterpenes against four human cell lines (PC3, MDA-MB-231, HT-29 and PC-3) are also reported.