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

…, M Van Cleemput, F Comhaire, D De Keukeleire

Index: Roelens, Frederik; Huvaere, Kevin; Dhooge, Willem; Van Cleemput, Marjan; Comhaire, Frank; De Keukeleire, Denis European Journal of Medicinal Chemistry, 2005 , vol. 40, # 10 p. 1042 - 1051

Full Text: HTML

Citation Number: 51

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.

Related Articles:

2, 2, 4, 6, 7??Pentamethyl??2, 3??dihydrobenzofuran??5??methyl (Pbfm) as an Alternative to the Trityl Group for the Side??Chain Protection of Cysteine and Asparagine/ …

[Garcia, Oscar; Bofill, Josep M.; Nicolas, Ernesto; Albericio, Fernando European Journal of Organic Chemistry, 2010 , # 19 p. 3631 - 3640]

Rational design of inhibitors of VirA–VirG two-component signal transduction

[Maresh, Justin; Zhang, Jin; Tzeng, Yih-Ling; Goodman, Nora A.; Lynn, David G. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 12 p. 3281 - 3286]

Preparation and application of the 5-(4-(9-fluorenylmethyloxycarbonyl) aminomethyl-3, 5-dimethoxyphenoxy)-valeric acid (PAL) handle for the solid-phase synthesis …

[Journal of Organic Chemistry, , vol. 55, # 12 p. 3730 - 3743]

Ortho effect in the fragmentation of 2??acetoxychalcones under electron impact

[Organic Mass Spectrometry, , vol. 19, # 7 p. 330 - 333]

A convenient synthesis of prenylated isoflavones: Synthesis of licoricone and related compounds.

[Chemical and Pharmaceutical Bulletin, , vol. 34, p. 2369 - 2374]

More Articles...