Two new triterpene esters from the twigs of Brachylaena ramiflora from the Madagascar rainforest.
Bioassay-guided fractionation of a CH(2)Cl(2)/MeOH extract of the small twigs of Brachylaena ramiflora var. ramiflora resulted in the isolation of the two new triterpene esters 1 and 2 and five known triterpenoids, alpha-amyrin palmitate (3), beta-amyrin palmitate (4), beta-amyrin acetate (5), lupeyl acetate (6), and lupeol (7). The structures of the two new compounds were established as kairatenyl palmitate (1) and hopenyl palmitate (2) on the basis of 1D and 2D NMR spectroscopic data interpretation and chemical conversions. All the isolated compounds showed weak cytotoxicity against the A2780 human ovarian cancer cell line.
Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg 24061, USA.
V S Prakash
VS
Chaturvedula
Jennifer K
JK
Schilling
James S
JS
Miller
Rabodo
R
Andriantsiferana
Vincent E
VE
Rasamison
David G I
DG
Kingston
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D004952:Esters / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D008270:Madagascar; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009828:Oleanolic Acid / Q000031:analogs & derivatives; D010051:Ovarian Neoplasms; D010168:Palmitates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D053978:Pentacyclic Triterpenes; D018520:Plant Shoots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects; D000094042:Lupanes
D000972:Antineoplastic Agents, Phytogenic; D004952:Esters; D009828:Oleanolic Acid; D010168:Palmitates; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; C079349:beta-amyrin palmitate; C466706:hopenyl palmitate; C466707:kairatenyl palmitate; C010480:lupeol; D000094042:Lupanes