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...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2000-02, Vol.2 (4), p.515-518
Main Authors: Chang, Leng Chee, Chávez, Daniel, Song, Lynda L, Farnsworth, Norman R, Pezzuto, John M, Kinghorn, A. Douglas
Format: Article
Language:English
Subjects:
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
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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