Constrained phytoestrogens and analogues as ERbeta selective ligands.

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Miller CP, Collini MD, Harris HA

Constrained phytoestrogens and analogues as ERbeta selective ligands.

Bioorg Med Chem Lett. 2003 Jul 21;13(14):2399-403.

PubMed ID
12824043 [ View in PubMed
]
Abstract

A new series of ERbeta (ERbeta) selective ligands has been prepared. One of the compounds 6, structurally related to the phytoestrogen apigenin 4, displays a binding preference for ERbeta over ERalpha of over 40-fold. In addition to its binding selectivity, 6 was able to potently induce metallothionein (an ERbeta specific response in human SAOS-2 cells) while demonstrating low potency in an ERalpha dependant ERE-tk luciferase assay in MCF-7 cells. Such receptor and cell selectivity could make 6 a useful molecular probe for better understanding the role of ERbeta in mammalian physiology.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
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