7-Substituted 2-phenyl-benzofurans as ER beta selective ligands.

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Collini MD, Kaufman DH, Manas ES, Harris HA, Henderson RA, Xu ZB, Unwalla RJ, Miller CP

7-Substituted 2-phenyl-benzofurans as ER beta selective ligands.

Bioorg Med Chem Lett. 2004 Oct 4;14(19):4925-9.

PubMed ID
15341953 [ View in PubMed
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Abstract

A series of 2-(4-hydroxy-phenyl)-benzofuran-5-ols with relatively lipophilic groups in the 7-position of the benzofuran was prepared and the affinity and selectivity for ER beta was measured. Many of the analogues were found to be potent and selective ER beta ligands. Additional modifications at the benzofuran 4-position as well as at the 3'-position of the 2-phenyl group were found to further increase selectivity. Such modifications led to compounds with <10 nM potency and >100-fold selectivity for ER beta.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
[5-HYDROXY-2-(4-HYDROXYPHENYL)-1-BENZOFURAN-7-YL]ACETONITRILEEstrogen receptor alphaIC 50 (nM)1152N/AN/ADetails
[5-HYDROXY-2-(4-HYDROXYPHENYL)-1-BENZOFURAN-7-YL]ACETONITRILEEstrogen receptor betaIC 50 (nM)14N/AN/ADetails
2-(4-HYDROXY-PHENYL)BENZOFURAN-5-OLEstrogen receptor betaIC 50 (nM)6N/AN/ADetails
5-HYDROXY-2-(4-HYDROXYPHENYL)-1-BENZOFURAN-7-CARBONITRILEEstrogen receptor betaIC 50 (nM)2.2N/AN/ADetails
EstradiolEstrogen receptor alphaIC 50 (nM)3.2N/AN/ADetails
EstradiolEstrogen receptor betaIC 50 (nM)3.6N/AN/ADetails
GenisteinEstrogen receptor alphaIC 50 (nM)395N/AN/ADetails
GenisteinEstrogen receptor betaIC 50 (nM)10N/AN/ADetails