Bibenzyl- and stilbene-core compounds with non-polar linker atom substituents as selective ligands for estrogen receptor beta.
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Waibel M, De Angelis M, Stossi F, Kieser KJ, Carlson KE, Katzenellenbogen BS, Katzenellenbogen JA
Bibenzyl- and stilbene-core compounds with non-polar linker atom substituents as selective ligands for estrogen receptor beta.
Eur J Med Chem. 2009 Sep;44(9):3412-24. doi: 10.1016/j.ejmech.2009.02.006. Epub 2009 Feb 20.
- PubMed ID
- 19286283 [ View in PubMed]
- Abstract
A series of structurally simple bibenzyl-diol and stilbene-diol core molecules, structural analogs of the well-known hexestrol and diethylstilbestrol non-steroidal estrogens, were prepared and evaluated as estrogen receptor (ER) subtype-selective ligands. Analysis of their ERalpha and ERbeta binding showed that certain substitution patterns engendered binding affinities that were >100-fold selective for ERbeta. When further investigated in cell-based gene transcription assays, some molecules showed similarly high relative transcriptional potency selectivity in favor of ERbeta. Interestingly, the most ERbeta-selective molecules were those bearing non-polar substituents on one of the internal carbon atoms. These compounds should be useful probes for determining the physiological roles of ERbeta, and they might lead to the development of more selective and thus safer pharmaceuticals.
DrugBank Data that Cites this Article
- Binding Properties
Drug Target Property Measurement pH Temperature (°C) Estradiol Estrogen receptor alpha Kd (nM) 0.2 N/A N/A Details Estradiol Estrogen receptor alpha EC 50 (nM) 0.1 N/A N/A Details Estradiol Estrogen receptor beta Kd (nM) 0.5 N/A N/A Details Estradiol Estrogen receptor beta EC 50 (nM) 0.5 N/A N/A Details