108030-78-0Relevant articles and documents
Synthetic Modifications of Withanolides with an α-Orientated Side-Chain
Glotter, Erwin,Kumar, Sandeep,Sahai, Mahendra,Goldman, Alex,Kirson, Isaac,Mendelovici, Marioara
, p. 739 - 745 (2007/10/02)
In view of the antitumour activity of withanolide E and 4β-hydroxywithanolide E, synthetically modified analogues were prepared.In these compounds, the α-orientation of the side-chain was retained.Its degree of bending with respect to the carbocyclic skeleton depends on the presence or absence of the 14α-OH group.Elimination of this group leads to the formation of the 14,20-oxido-bridged and Δ14-compounds.Epoxidation of the latter afforded 14α,15α-epoxides.With the exception of several 5,6-chlorohydrins, most compounds possess an epoxide ring, allylic or homoallylic with respect to the ring A enone.