Unusual withanolides from aeroponically grown Withania somnifera

Ya Ming Xu, Song Gao, Daniel P. Bunting, A. A.Leslie Gunatilaka

Research output: Contribution to journalArticle

29 Scopus citations

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 languageEnglish (US)
Pages (from-to)518-522
Number of pages5
JournalPhytochemistry
Volume72
Issue number6
DOIs
StatePublished - Apr 1 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

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