Abstract
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, 3α-(uracil-1-yl)-2,3-dihydrowithaferin A (1) and 3β-(adenin-9-yl)-2,3-dihydrowithaferin A (2), in addition to 10 known withanolides including 2,3-dihydrowithaferin A-3β-O-sulfate. 3β-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, 3β-(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.
Original language | English (US) |
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Pages (from-to) | 518-522 |
Number of pages | 5 |
Journal | Phytochemistry |
Volume | 72 |
Issue number | 6 |
DOIs | |
State | Published - Apr 2011 |
Keywords
- 3α-(Uracil-1-yl)-2,3-dihydrowithaferin A
- 3β-(Adenin-9-yl)-2,3- dihydrowithaferin A
- 3β-O-Butyl-2,3-dihydrowithaferin A
- Aeroponic culture
- Solanaceae
- Withania somnifera
- Withanolides
ASJC Scopus subject areas
- Biochemistry
- Molecular Biology
- Plant Science
- Horticulture