Naturally occurring steroidal lactones with a 17α-oriented side chain. Structure of withanolide E and related compounds (original) (raw)
Abstract
Four related steroidal lactones of the withanolide group possessing a 17α-oriented side chain have been characterised as (17_S_,20_S_,22_R_)-5β,6β-epoxy-14α,17,20-trihydroxy-1-oxowitha-2,24-dienolide [withanolide E (1)], (17_S_,20_S_,22_R_)-14α,l7,20-trihydroxy-1-oxowitha-2,5,24-trienolide [withanolide F (2)], (17_S_,20_S_,22_R_)-5α,6β,-14α,17,20-pentahydroxy-1-oxowitha-2,24-dienolide [withanolide S(3)], and (17_R_,20_R_,22_R_)-14α,17-dihydroxy-1-oxowitha-2,5,24-trienolide [withanolide P (4)]. The structure of withanolide E deduced here has been confirmed by _X_-ray analysis (reported elsewhere); those of withanolide F and S are related to that of withanolide E on the basis of common degradation products. The identification of withanolide P is based on spectral analysis.
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Article information
DOI
https://doi.org/10.1039/P19770000341
Article type
Paper
Download Citation
J. Chem. Soc., Perkin Trans. 1, 1977, 341-346
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Naturally occurring steroidal lactones with a 17α-oriented side chain. Structure of withanolide E and related compounds
E. Glotter, A. Abraham, G. Günzberg and I. Kirson,J. Chem. Soc., Perkin Trans. 1, 1977, 341DOI: 10.1039/P19770000341
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