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. 2005 Oct;40(10):1042-51.
doi: 10.1016/j.ejmech.2005.04.010. Epub 2005 Jun 13.

Regioselective synthesis and estrogenicity of (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins

Frederik Roelens  1 , Kevin Huvaere, Willem Dhooge, Marjan Van Cleemput, Frank Comhaire, Denis De Keukeleire
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Regioselective synthesis and estrogenicity of (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins

Frederik Roelens et al. Eur J Med Chem. 2005 Oct.

Abstract

Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members of the series.

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