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Daucane phytoestrogens: a structure-activity study.

The estrogenic activity of a series of analogues of the daucane ester ferutinin (1a) modified at the acyl moiety was investigated in a yeast screen containing the human estrogen receptor alpha. Rather strict structure-activity relationships were observed. Thus, while the parent polyol (jaeschkeanadiol, 2a) was inactive, the presence of a p-hydroxybenzoyl moiety was necessary for activity in the yeast screen. Homologation and vinylation were both detrimental for activity, as were methylation of the p-hydroxyl substituent and the introduction of oxygen functions on the adjacent carbons.[1]

References

  1. Daucane phytoestrogens: a structure-activity study. Appendino, G., Spagliardi, P., Cravotto, G., Pocock, V., Milligan, S. J. Nat. Prod. (2002) [Pubmed]
 
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