Activity-Guided Isolation of Novel Norwithanolides from Deprea subtriflora with Potential Cancer Chemopreventive Activity
| Autor: | Norman R. Farnsworth, James G. Graham, Bao Ning Su, Andrew D. Mesecar, Fernando Cabieses, Jose Schunke Vigo, Dejan Nikolic, A. Douglas Kinghorn, Richard B. van Breemen, Bernard D. Santarsiero, Eun Jung Park, John M. Pezzuto, Harry H. S. Fong |
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| Rok vydání: | 2003 |
| Předmět: |
Carcinoma
Hepatocellular Molecular Conformation Reductase Crystallography X-Ray Lactones Mice chemistry.chemical_compound Peru NAD(P)H Dehydrogenase (Quinone) Tumor Cells Cultured Animals Anticarcinogenic Agents Enzyme inducer Nuclear Magnetic Resonance Biomolecular Solanaceae chemistry.chemical_classification Plants Medicinal Molecular Structure biology Organic Chemistry Biological activity Quinone Enzyme Withanolide chemistry Biochemistry biology.protein Drug Screening Assays Antitumor Lactone |
| Zdroj: | The Journal of Organic Chemistry. 68:2350-2361 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo020542u |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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