Absolute Configuration of Novel Bioactive Flavonoids from Tephrosia purpurea

Three novel flavonoids, (+)-tephrorins A (1) and B (2) and (+)-tephrosone (3), were isolated from Tephrosia purpurea. Their structures were elucidated by NMR spectral analysis, and their absolute configurations were determined by Mosher ester methodology. Compounds 1 and 2 are flavanones containing...

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Veröffentlicht in:	Organic letters 2000-02, Vol.2 (4), p.515-518
Hauptverfasser:	Chang, Leng Chee, Chávez, Daniel, Song, Lynda L, Farnsworth, Norman R, Pezzuto, John M, Kinghorn, A. Douglas
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - pharmacology Cell Line Drug Screening Assays, Antitumor Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology Flavonoids - chemistry Flavonoids - pharmacology Magnetic Resonance Spectroscopy Mass Spectrometry Mice Molecular Structure NAD(P)H Dehydrogenase (Quinone) - antagonists & inhibitors Plants, Medicinal - chemistry
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Zusammenfassung:	Three novel flavonoids, (+)-tephrorins A (1) and B (2) and (+)-tephrosone (3), were isolated from Tephrosia purpurea. Their structures were elucidated by NMR spectral analysis, and their absolute configurations were determined by Mosher ester methodology. Compounds 1 and 2 are flavanones containing an unusual tetrahydrofuran moiety. Compounds 1−3 were evaluated for their potential cancer chemopreventive properties using a cell-based quinone reductase induction assay.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol990407c