Abstract
Two (E)-pyridinyl-substituted flavanone derivatives were synthesized and UV irradiation of these compounds afforded a Z-enriched mixture. These products were tested for their ability to inhibit the cytochrome P450 aromatase. It was observed that the introduction of a pyridinylmethylene group at carbon 3 on flavanone nucleus led to a significant increase of aromatase inhibitory effect. Moreover, configuration had a substantial influence on the aromatase inhibitory activity since (E)-isomers were found to be more active than (Z)-isomers.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Androstenedione / chemistry
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Androstenedione / metabolism
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Aromatase Inhibitors*
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Enzyme Inhibitors / chemical synthesis*
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology
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Flavanones*
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Flavonoids / chemical synthesis*
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Flavonoids / chemistry*
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Flavonoids / pharmacology
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Humans
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In Vitro Techniques
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Male
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Microsomes / drug effects
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Microsomes / enzymology
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Models, Molecular
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Placenta / metabolism
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Pyridines / chemistry*
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Structure-Activity Relationship
Substances
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Aromatase Inhibitors
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Enzyme Inhibitors
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Flavanones
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Flavonoids
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Pyridines
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Androstenedione
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pyridine
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flavanone