title: Induction of quinone reductase by withanolides.
abstract: Thirty-seven naturally occurring withanolides (1-37), previously isolated in our laboratories, were evaluated for their potential to induce quinone reductase with cultured murine hepatoma cells (Hepa 1c1c7). Spiranoid (29, 32) and 18-functionalized withanolides (2-5, 7-9, 24) were found to be potent inducers of the enzyme, while 5alpha-substituted derivatives exhibited weak activity. Preliminary studies were performed with compound 29 to evaluate enzyme-inducing capacity in multiple organ sites of BALB/c mice. Significant induction was observed in liver and colon, but not in lung, stomach, or mammary gland.
authors.affiliation: Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Illinois 60612, USA.
authors.forename: Rosana I
authors.initials: RI
authors.lastname: Misico
authors.forename: Lynda L
authors.initials: LL
authors.lastname: Song
authors.forename: Adriana S
authors.initials: AS
authors.lastname: Veleiro
authors.forename: Adriana M
authors.initials: AM
authors.lastname: Cirigliano
authors.forename: María C
authors.initials: MC
authors.lastname: Tettamanzi
authors.forename: Gerardo
authors.initials: G
authors.lastname: Burton
authors.forename: Gloria M
authors.initials: GM
authors.lastname: Bonetto
authors.forename: Viviana E
authors.initials: VE
authors.lastname: Nicotra
authors.forename: Gloria L
authors.initials: GL
authors.lastname: Silva
authors.forename: Roberto R
authors.initials: RR
authors.lastname: Gil
authors.forename: Juan C
authors.initials: JC
authors.lastname: Oberti
authors.forename: A Douglas
authors.initials: AD
authors.lastname: Kinghorn
authors.forename: John M
authors.initials: JM
authors.lastname: Pezzuto
mesh_terms: D000818:Animals; D019607:Brassicaceae / Q000737:chemistry*; D001940:Breast / Q000201:enzymology; D006528:Carcinoma, Hepatocellular / Q000201:enzymology*; D003106:Colon / Q000201:enzymology; D004790:Enzyme Induction / Q000187:drug effects; D020128:Inhibitory Concentration 50; D008099:Liver / Q000201:enzymology; D008168:Lung / Q000201:enzymology; D051379:Mice; D008807:Mice, Inbred BALB C; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D011808:Quinone Reductases / Q000096:biosynthesis*; D019657:Solanaceae / Q000737:chemistry*; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013267:Stilbenes / Q000494:pharmacology*; D013270:Stomach / Q000201:enzymology; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D013256:Steroids; D013267:Stilbenes; D011808:Quinone Reductases