Novel non-steroidal/non-anilide type androgen antagonists: discovery of 4-substituted pyrrole-2-carboxamides as a new scaffold for androgen receptor ligands
| Autor: | Ken-ichi Wakabayashi, Yuichi Hashimoto, Hiroyuki Miyachi, Aya Tanatani |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
medicine.drug_class
Stereochemistry Clinical Biochemistry Pharmaceutical Science Carboxamide Ligands urologic and male genital diseases Antiandrogen Biochemistry Flutamide Mice Structure-Activity Relationship chemistry.chemical_compound Cell Line Tumor Drug Discovery Androgen Receptor Antagonists medicine Animals Structure–activity relationship Pyrroles Molecular Biology Molecular Structure Organic Chemistry Androgen Antagonists Androgen Amides Androgen receptor Nuclear receptor chemistry Drug Design Molecular Medicine Drug Screening Assays Antitumor Cell Division |
| Zdroj: | Bioorganic & Medicinal Chemistry. 13:2837-2846 |
| ISSN: | 0968-0896 |
| Popis: | We designed and synthesized novel pyrrole-2-carboxamide derivatives as androgen antagonists. Compounds 10 and 13 bearing benzylamine or aniline at the 4-position of the pyrrole ring showed moderate androgen antagonistic activity, and inhibited the androgen-dependent growth of Shionogi carcinoma cells (SC-3). Study of the structure-activity relationships of compound 13 led to a potent androgen antagonist 36, which has higher affinity than flutamide (4) for androgen nuclear receptor (AR). Thus, pyrrole-2-carboxamide is a new scaffold for developing AR antagonists. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect