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.
MeSH terms
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Alkylation
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Apigenin
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Cell Line
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Estrogen Receptor alpha
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Estrogen Receptor beta
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Flavonoids / chemistry
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Flavonoids / pharmacology
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Gene Expression Regulation / drug effects
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Genistein / chemical synthesis
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Genistein / pharmacology
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Humans
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Indicators and Reagents
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Isoflavones / chemical synthesis*
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Isoflavones / chemistry
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Isoflavones / pharmacology
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Ligands
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Luciferases / genetics
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Metallothionein / biosynthesis
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Phytoestrogens
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Plant Preparations / chemical synthesis*
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Plant Preparations / chemistry
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Plant Preparations / pharmacology
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Receptors, Estrogen / biosynthesis
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Receptors, Estrogen / drug effects*
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Receptors, Estrogen / genetics
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Selective Estrogen Receptor Modulators / chemical synthesis*
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Selective Estrogen Receptor Modulators / chemistry
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Selective Estrogen Receptor Modulators / pharmacology
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Structure-Activity Relationship
Substances
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Estrogen Receptor alpha
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Estrogen Receptor beta
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Flavonoids
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Indicators and Reagents
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Isoflavones
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Ligands
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Phytoestrogens
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Plant Preparations
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Receptors, Estrogen
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Selective Estrogen Receptor Modulators
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Apigenin
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Metallothionein
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Genistein
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Luciferases