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Unusual withanolides from aeroponically grown Withania somnifera

Ya-ming YM Xu, Song S Gao, Daniel P DP Bunting, and A A Leslie AA Gunatilaka

Phytochemistry 72(6):5 (2011) PMID 21315384

In an attempt to maximize production and the structural diversity of plant metabolites, the effect of growing the medicinal plant Withania somnifera under soil-less aeroponic conditions on its ability to produce withaferin A and withanolides was investigated. It resulted in the isolation and characterization of two compounds, 3@a-(uracil-1-yl)-2,3-dihydrowithaferin A (1) and 3@b-(adenin-9-yl)-2,3-dihydrowithaferin A (2), in addition to 10 known withanolides including 2,3-dihydrowithaferin A-3@b-O-sulfate. 3@b-O-Butyl-2,3-dihydrowithaferin A (3), presumably an artifact formed from withaferin A during the isolation process was also encountered. Reaction of withaferin A with uracil afforded 1 and its epimer, 3@b-(uracil-1-yl)-2,3-dihydrowithaferin A (4). The structures of these compounds were elucidated on the basis of their high resolution mass and NMR spectroscopic data.

Copyright © 2011 Elsevier Ltd. All rights reserved.

DOI: 10.1016/j.phytochem.2010.12.020
Version: za2963e q8zaa q8zb4 q8zc0 q8zd6 q8ze3 q8zf8 q8zg0

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