Amides of 4-hydroxy-8-methanesulfonylamino-quinoline-2-carboxylic acid as zinc-dependent inhibitors of Lp-PLA2
| Autor: | Allister Fraser, Kevin R. Shreder, Junichi Ishiyama, John W. Kozarich, Yi Hu, Yasushi Kohno, Heidi E. Brown, Lingling Du, Eric Okerberg, Christopher M. Amantea, Julia Cajica, Emme C.K. Lin, Lan M. Pham |
|---|---|
| Rok vydání: | 2013 |
| Předmět: |
chemistry.chemical_classification
Stereochemistry Carboxylic acid Organic Chemistry Clinical Biochemistry Quinoline Enantioselective synthesis Pharmaceutical Science chemistry.chemical_element Zinc Biochemistry chemistry.chemical_compound chemistry Human plasma Amide Drug Discovery Molecular Medicine Potency Molecular Biology |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 23:1553-1556 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2012.11.048 |
| Popis: | AX10479, the phenyl amide of 4-hydroxy-8-methanesulfonylamino-quinoline-2-carboxylic acid, was identified as a Zn2+-dependent, 27 nM inhibitor of human plasma Lp-PLA2. Structure–activity relationship studies focused on the AX10479 2-phenylamide group identified equipotent cycloaliphatic amides, an enantioselective preference for chiral amides, and phenyl substitution patterns (e.g., 2-methyl-3-fluoro) that increased potency. |
| Databáze: | OpenAIRE |
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