Synthesis and estrogenic activities of novel 7-thiosubstituted estratriene derivatives

C P Miller; I Jirkovsky; B D Tran; H A Harris; R A Moran; B S Komm

doi:10.1016/s0960-894x(99)00648-4

Synthesis and estrogenic activities of novel 7-thiosubstituted estratriene derivatives

Bioorg Med Chem Lett. 2000 Jan 17;10(2):147-51. doi: 10.1016/s0960-894x(99)00648-4.

Authors

C P Miller¹, I Jirkovsky, B D Tran, H A Harris, R A Moran, B S Komm

Affiliation

¹ Chemical Sciences, Wyeth-Ayerst Research, Radnor, PA 19087, USA.

PMID: 10673099
DOI: 10.1016/s0960-894x(99)00648-4

Abstract

A diastereomerically pure series of 7alpha-thioestratrienes was prepared and evaluated for its affinity for both the human estrogen receptor alpha and the more recently discovered estrogen receptor beta. The functional estrogenic activities of the compounds were measured in a MCF-7 ERE-tk-luciferase assay. The activities and selectivities of the compounds were sensitive to the nature of the thioether side chain.

MeSH terms

Binding, Competitive
Estradiol / analogs & derivatives*
Estradiol / metabolism
Estradiol / pharmacology
Estrogen Receptor Modulators / chemical synthesis*
Estrogen Receptor Modulators / pharmacology
Receptors, Estrogen / drug effects
Sulfhydryl Compounds / chemical synthesis*
Tamoxifen / analogs & derivatives

Substances

Estrogen Receptor Modulators
Receptors, Estrogen
Sulfhydryl Compounds
Tamoxifen
Estradiol