Synthesis and structure-activity relationship of 3-arylbenzoxazines as selective estrogen receptor beta agonists.

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Yang W, Wang Y, Ma Z, Golla R, Stouch T, Seethala R, Johnson S, Zhou R, Gungor T, Feyen JH, Dickson JK Jr

Synthesis and structure-activity relationship of 3-arylbenzoxazines as selective estrogen receptor beta agonists.

Bioorg Med Chem Lett. 2004 May 3;14(9):2327-30.

PubMed ID
15081034 [ View in PubMed
]
Abstract

A series of 3-aryl-7-hydroxybenzoxazine analogues have been prepared and evaluated as ligands for the two estrogen receptor subtypes (ERalpha and ERbeta). From the radioligand binding assay, compounds with more than a 10-fold binding selectivity toward the ERbeta subtype have been identified. These compounds have also been shown to be potent full agonists in the functional assay by activation of ERE promoted transcription, with the best compound being 20-fold more potent than genistein.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
EstradiolEstrogen receptor alphaEC 50 (nM)0.48N/AN/ADetails
EstradiolEstrogen receptor alphaIC 50 (nM)11N/AN/ADetails
EstradiolEstrogen receptor betaIC 50 (nM)19N/AN/ADetails
EstradiolEstrogen receptor betaEC 50 (nM)0.67N/AN/ADetails
EstroneEstrogen receptor alphaIC 50 (nM)210N/AN/ADetails
EstroneEstrogen receptor alphaEC 50 (nM)120N/AN/ADetails
EstroneEstrogen receptor betaEC 50 (nM)120N/AN/ADetails
EstroneEstrogen receptor betaIC 50 (nM)540N/AN/ADetails
GenisteinEstrogen receptor alphaEC 50 (nM)950N/AN/ADetails
GenisteinEstrogen receptor alphaIC 50 (nM)6100N/AN/ADetails
GenisteinEstrogen receptor betaIC 50 (nM)390N/AN/ADetails
GenisteinEstrogen receptor betaEC 50 (nM)200N/AN/ADetails