Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1366579 | Bioorganic & Medicinal Chemistry Letters | 2007 | 5 Pages |
Different flavone-, indole-, and furan-17β-estradiol conjugates, linked via alkyl spacer chains extending from the 17α-position of the estradiol moiety, were synthesized by Pd-catalyzed cross-coupling reactions. Structures were assigned based on spectroscopic data. In vitro competitive binding assays for the estrogen receptor (α-ER), using [3H]estradiol (RBA = 100) as a competitor, revealed that a two-carbon alkyl linker combined with a flavone conjugate provided the highest binding affinity (RBA ∼ 9), warranting further studies on their potential use as selective estrogen-receptor modulators (SERMs) for hormone-replacement therapies.
Graphical abstractFlavone-, indole-, and furan-17β-estradiol conjugates with 2–8 carbon linker chains extending from the 17α-position of the estradiol were synthesized by Pd-catalyzed cross-coupling reactions. In vitro competitive binding assays for the estrogen receptor revealed that a two-carbon alkynyl linker combined with a flavone conjugate provided the highest binding affinity.Figure optionsDownload full-size imageDownload as PowerPoint slide