Isolation and characterization of miscellaneous secondary metabolites of Deprea subtriflora.
Two new C-18 norwithanolides based on a C(27) skeleton, subtrifloralactones K (1) and L (2), a new C-18 oxygenated withanolide, 13 beta-hydroxymethylsubtrifloralactone E (3), and a new alpha-ionone derivative, (+)-7 alpha,8 alpha-epoxyblumenol B (4), along with five known compounds, philadelphicalactone A (5), (2S,3S,4R)-2-[(2R)-2'-hydroxytetracosanoylamino]-1,3,4-octadecanetriol (6), trans-N-feruloyltyramine, cis-N-feruloyltyramine, and (S)-coriolic acid, were isolated from additional active fractions of the chloroform-soluble extract of Deprea subtriflora, using a quinone reductase (QR) induction assay as a monitor. The structures of compounds 1-4 were characterized by spectroscopic data interpretation. The potential cancer chemopreventive activities of all isolates in terms of their ability to induce QR activity with cultured Hepa 1c1c7 mouse hepatoma cells were evaluated.
Su
Bao-Ning
BN
Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, USA.
Park
Eun Jung
EJ
Nikolic
Dejan
D
Schunke Vigo
Jose
J
Graham
James G
JG
Cabieses
Fernando
F
van Breemen
Richard B
RB
Fong
Harry H S
HH
Farnsworth
Norman R
NR
Pezzuto
John M
JM
Kinghorn
A Douglas
AD
D000818:Animals; D006528:Carcinoma, Hepatocellular; D004354:Drug Screening Assays, Antitumor; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D015394:Molecular Structure; D016660:NAD(P)H Dehydrogenase (Quinone); D019906:Nuclear Magnetic Resonance, Biomolecular; D019657:Solanaceae / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured
D006576:Heterocyclic Compounds, 4 or More Rings; D007783:Lactones; D016660:NAD(P)H Dehydrogenase (Quinone)