Estrogen receptor ligands. II. Discovery of benzoxathiins as potent, selective estrogen receptor alpha modulators.
Article Details
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Kim S, Wu JY, Birzin ET, Frisch K, Chan W, Pai LY, Yang YT, Mosley RT, Fitzgerald PM, Sharma N, Dahllund J, Thorsell AG, DiNinno F, Rohrer SP, Schaeffer JM, Hammond ML
Estrogen receptor ligands. II. Discovery of benzoxathiins as potent, selective estrogen receptor alpha modulators.
J Med Chem. 2004 Apr 22;47(9):2171-5.
- PubMed ID
- 15084115 [ View in PubMed]
- Abstract
The discovery and synthesis of dihydrobenzoxathiins as potent, ERalpha subtype selective ligands are described. The most active analogue, 4-D, was found to be 50-fold selective in a competitive binding assay and 100-fold selective in a transactivation assay in HEK-293 cells. The alpha selectivity was postulated to lie in the interaction of the sulfur atom of the benzoxathiin ring with the two discriminating residues in the binding pocket of the receptor isoforms.
DrugBank Data that Cites this Article
- Binding Properties
Drug Target Property Measurement pH Temperature (°C) Compound 4-D Estrogen receptor alpha IC 50 (nM) 0.8 N/A N/A Details Compound 4-D Estrogen receptor alpha IC 50 (nM) 3 N/A N/A Details Compound 4-D Estrogen receptor alpha IC 50 (nM) 188 N/A N/A Details Estradiol Estrogen receptor alpha IC 50 (nM) 1.3 N/A N/A Details Estradiol Estrogen receptor beta IC 50 (nM) 1.1 N/A N/A Details Raloxifene Estrogen receptor alpha IC 50 (nM) 1.8 N/A N/A Details Raloxifene Estrogen receptor beta IC 50 (nM) 12 N/A N/A Details