title: Activity-guided isolation of novel norwithanolides from depreasubtriflora with potential cancer chemopreventive activity.
abstract: Activity-monitored fractionation of a CHCl(3)-soluble extract of Deprea subtriflora using a quinone reductase induction assay led to the purification of subtrifloralactones A-J (1-10), 10 novel C-18 norwithanolides based on a new C(27) skeleton. These compounds were characterized by spectroscopic and chemical studies, and single-crystal X-ray diffraction analysis was used to confirm the structures of 1 and 4. Compounds 1-10 were evaluated for their cancer chemopreventive activity in terms of their ability to induce quinone reductase activity with cultured murine hepatoma cells, and compounds 1 and 6 were found to be highly effective.
authors.affiliation: Program for Collaborative Research in the Pharmaceutical Sciences, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, USA.
authors.forename: Bao-Ning
authors.initials: BN
authors.lastname: Su
authors.forename: Eun Jung
authors.initials: EJ
authors.lastname: Park
authors.forename: Dejan
authors.initials: D
authors.lastname: Nikolic
authors.forename: Bernard D
authors.initials: BD
authors.lastname: Santarsiero
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Mesecar
authors.forename: Jose Schunke
authors.initials: JS
authors.lastname: Vigo
authors.forename: James G
authors.initials: JG
authors.lastname: Graham
authors.forename: Fernando
authors.initials: F
authors.lastname: Cabieses
authors.forename: Richard B
authors.initials: RB
authors.lastname: van Breemen
authors.forename: Harry H S
authors.initials: HH
authors.lastname: Fong
authors.forename: Norman R
authors.initials: NR
authors.lastname: Farnsworth
authors.forename: John M
authors.initials: JM
authors.lastname: Pezzuto
authors.forename: A Douglas
authors.initials: AD
authors.lastname: Kinghorn
mesh_terms: D000818:Animals; D016588:Anticarcinogenic Agents; D006528:Carcinoma, Hepatocellular; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D008968:Molecular Conformation; D015394:Molecular Structure; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D010568:Peru; D010946:Plants, Medicinal / Q000737:chemistry*; D019657:Solanaceae / Q000737:chemistry*; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D016588:Anticarcinogenic Agents; D007783:Lactones; D016660:NAD(P)H Dehydrogenase (Quinone)