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: Rosana I Misico, Lynda L Song, Adriana S Veleiro, Adriana M Cirigliano, María C Tettamanzi, Gerardo Burton, Gloria M Bonetto, Viviana E Nicotra, Gloria L Silva, Roberto R Gil, Juan C Oberti, A Douglas Kinghorn, John M Pezzuto
• Journal: Journal of natural products (J Nat Prod) Vol. 65 Issue 5 Pg. 677-80 (May 2002) ISSN: 0163-3864 [Print] United States
• PMID: 12027740 (Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Steroids
• Stilbenes
• Quinone Reductases

Topics

• Animals
• Brassicaceae (chemistry)
• Breast (enzymology)
• Carcinoma, Hepatocellular (enzymology)
• Colon (enzymology)
• Enzyme Induction (drug effects)
• Inhibitory Concentration 50
• Liver (enzymology)
• Lung (enzymology)
• Mice
• Mice, Inbred BALB C
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Plants, Medicinal (chemistry)
• Quinone Reductases (biosynthesis)
• Solanaceae (chemistry)
• Stereoisomerism
• Steroids (chemistry, isolation & purification, pharmacology)
• Stilbenes (pharmacology)
• Stomach (enzymology)
• Tumor Cells, Cultured (drug effects)