New cytotoxic terpenoids from the wood of Vepris punctata from the Madagascar Rainforest.
Continuation of the chemical examination of the cytotoxic constituents of the wood of Vepris punctata resulted in the isolation of the two new terpenoids 1 and 2 and eight known compounds, glechomanolide (3), isogermafurenolide, (E,E)-germacra-1(10),4,7(11)-triene, alpha-amyrin, lupeol, lupeyl acetate, taraxerol, and 3-epi-taraxerol, in addition to the alkaloids reported reported previously. The structures of the two new compounds were established on the basis of 1D and 2D NMR spectroscopic data interpretation and chemical modifications. All the isolated compounds were tested against the A2780 human ovarian cancer cell line; the four sequiterpenoids showed moderate cytotoxic activity, while the six triterpenoids were inactive.
Chaturvedula
V S Prakash
VS
Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061-0212, USA.
Schilling
Jennifer K
JK
Miller
James S
JS
Andriantsiferana
Rabodo
R
Rasamison
Vincent E
VE
Kingston
David G I
DG
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D006868:Hydrolysis; D008270:Madagascar; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D027821:Rutaceae / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D014934:Wood
C487254:1beta,10beta-4alpha,5alpha-diepoxy-7(11)-enegermacr-8alpha,12-olide; C487255:28-acetyloxy-6alpha,7alpha-21beta,28-diepoxytaraxer-3alpha-ol; D000972:Antineoplastic Agents, Phytogenic; D013729:Terpenes