Lead optimization of 4-imidazolylflavans: new promising aromatase inhibitors.

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Yahiaoui S, Pouget C, Buxeraud J, Chulia AJ, Fagnere C

Lead optimization of 4-imidazolylflavans: new promising aromatase inhibitors.

Eur J Med Chem. 2011 Jun;46(6):2541-5. doi: 10.1016/j.ejmech.2011.03.043. Epub 2011 Mar 30.

PubMed ID
21497425 [ View in PubMed
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Abstract

Our previous studies have shown that several 7-substituted-4-imidazolylflavans are potent inhibitors of aromatase. These compounds were designed considering the anti-aromatase effect of some natural flavonoids and the importance of an azole ring for synthetic inhibitors such as letrozole or anastrozole towards binding to the heme iron of aromatase. In this study, we report the optimization of these lead compounds by the modulation of flavan A ring. The resulting 7,8-benzo-4-imidazolylflavans were tested in order to assess their ability to inhibit aromatase. Biological data concerning enantiomers obtained from the chiral separation of the racemate compound 4-imidazolyl-7-methoxyflavan are also presented.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
AminoglutethimideCytochrome P450 19A1IC 50 (nM)5800N/AN/ADetails
LetrozoleCytochrome P450 19A1IC 50 (nM)18N/AN/ADetails