Synthesis and biological evaluation of 5-[(aryl)(1H-imidazol-1-yl)methyl]-1H-indoles: Potent and selective aromatase inhibitors
| Autor: | Rolf W. Hartmann, Guillaume Le Baut, Marie-Pierre Lézé, Anja Palusczak, Muriel Duflos, Marc Le Borgne, Patricia Pinson |
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| Rok vydání: | 2006 |
| Předmět: |
Indoles
Stereochemistry Clinical Biochemistry Pharmaceutical Science Methylation Sensitivity and Specificity Biochemistry Chemical synthesis Substrate Specificity Inhibitory Concentration 50 Structure-Activity Relationship chemistry.chemical_compound Drug Discovery Aromatase Molecular Biology chemistry.chemical_classification Molecular Structure biology Bicyclic molecule Aromatase Inhibitors Aryl Organic Chemistry Imidazoles Chiral column chromatography Enzyme chemistry Enzyme inhibitor biology.protein Molecular Medicine Enantiomer |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 16:1134-1137 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2005.11.099 |
| Popis: | The synthesis and the aromatase (CYP19) inhibitory activity of 5-[(aryl)(imidazol-1-yl)methyl]-1H-indoles were reported. Among the tested racemate compounds, 5-[(4-chlorophenyl)(1H-imidazol-1-yl)methyl]-1H-indole 8b emerged as a potent CYP19 inhibitor (IC50 = 15.3 nM). Chiral chromatography allowed isolation of the (+) enantiomer 8b2, which was about twice as active as the racemate (IC50 = 9 nM). |
| Databáze: | OpenAIRE |
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