Antiproliferative compounds from Pongamiopsis pervilleana from the Madagascar Dry Forest.
Bioassay-guided fractionation of an ethanol extract of the roots of the endemic Malagasy plant Pongamiopsis pervilleana led to the isolation of the three new compounds (2'R)-4'-hydroxyemoroidocarpan (1), pongavilleanine (3), and epipervilline (4) together with two known compounds, identified as emoroidocarpan (2) and rotenolone (5). The structures of all compounds were determined by physical, chemical, and spectroscopic evidence. The stereochemistry at C-2' of the previously reported compound emoroidocarpan was determined to be R by the observation of a negative Cotton effect at 474 nm in the CD spectrum of its osmate ester derivative. Compounds 2-5 displayed moderate antiproliferative activity against the A2780 human ovarian cancer cell line, and rotenolone also showed micromolar antiproliferative activity toward the breast cancer BT-549, prostate cancer DU 145, NSCLC NCI-H460, and colon cancer HCC-2998 cell lines.
Harinantenaina
Liva
L
Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061-0212, USA.
Brodie
Peggy J
PJ
Slebodnick
Carla
C
Callmander
Martin W
MW
Rakotobe
Etienne
E
Randrianasolo
Sennen
S
Randrianaivo
Richard
R
Rasamison
Vincent E
VE
Tendyke
Karen
K
Shen
Yongchun
Y
Suh
Edward M
EM
Kingston
David G I
DG
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D007887:Fabaceae / Q000737:chemistry*; D005260:Female; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D008270:Madagascar; D008297:Male; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014197:Trees; D014315:Triterpenes / Q000737:chemistry
C552981:(2'R)-4'-hydroxyemoroidocarpan; D000972:Antineoplastic Agents, Phytogenic; D005419:Flavonoids; D014315:Triterpenes; C552982:epipervilline; C552983:pongavilleanine
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