Abstract
The synthesis and biological evaluation of a series of 2-azole and 2-thioazole isoflavones as potential aromatase inhibitors are described. Differences in inhibitory activity of triazole and imidazole inhibitors are rationalized with density functional theory to expose a key difference in the electronic structure of these molecules. In addition, difference binding spectra of inhibitors to immunoaffinity-purified aromatase produces classical Type II spectra consistent with coordination of the nitrogen lone pair electrons to the aromatase P450 heme.
Original language | English |
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Pages (from-to) | 4063-4070 |
Number of pages | 8 |
Journal | Bioorganic and Medicinal Chemistry |
Volume | 13 |
Issue number | 12 |
DOIs | |
State | Published - 2 Jun 2005 |
Keywords
- Aromatase
- Density functional theory
- Difference spectra
- Inhibitors
- Isoflavones