Abstract
We have investigated the structure activity relationships of the potent retinoid agonist, 4-[4-(2-propyl-1,2-dicarba-closo-dodecaboran-l-yl)phenylamino]benzoic acid (BR403), which we have previously reported. Substitution of a methyl group on the aromatic nucleus or a methyl group on the nitrogen atom, or replacement of the amino group with ether, methylene, carboxyl or 1,1-ethylene greatly decreased the activity. The relatively planar conformation at the phenyl-N-phenyl moiety seems to play a critical role in the appearance of the biological activity.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Benzoates / chemistry
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Benzoates / pharmacology
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Boranes / chemical synthesis*
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Boranes / chemistry
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Boranes / pharmacology
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Boron Neutron Capture Therapy
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COS Cells
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Cell Differentiation / drug effects
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Dose-Response Relationship, Drug
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HL-60 Cells
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Humans
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Models, Molecular
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Molecular Conformation
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Receptors, Retinoic Acid / agonists
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Retinoids / agonists*
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Structure-Activity Relationship
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Transcriptional Activation / drug effects
Substances
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4-(4-(2-propyl-1,2-dicarba-closo-dodecaboran-l-yl)phenylamino)benzoic acid
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Benzoates
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Boranes
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Receptors, Retinoic Acid
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Retinoids