Synthesis and biological evaluation of 4,5-diphenyloxazolone derivatives on route towards selective COX-2 inhibitors
| Autor: | Yasemin, Dündar, Serdar, Unlü, Erden, Banoğlu, Antonio, Entrena, Gabriele, Costantino, Maria-Teresa, Nuñez, Maria-Teresa, Nunez, Luis, Labeaga, Francisco, Ledo, M Fethi, Sahin, Ningur, Noyanalpan |
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| Jazyk: | angličtina |
| Rok vydání: | 2009 |
| Předmět: |
Molecular model
Stereochemistry Chemical synthesis Inhibitory Concentration 50 Structure-Activity Relationship Drug Discovery Humans Computer Simulation Binding site Oxazoles Pharmacology chemistry.chemical_classification Binding Sites biology Cyclooxygenase 2 Inhibitors Organic Chemistry General Medicine In vitro Enzyme chemistry Enzyme inhibitor Docking (molecular) Cyclooxygenase 2 biology.protein Selectivity Protein Binding |
| Popis: | A series of 3-unsubstituted/substituted-4,5-diphenyl-2-oxo-3H-1,3-oxazole derivatives were prepared as selective cyclooxygenase-2 (COX-2) inhibitors. Among the synthesized compounds, 4-(4-phenyl-3-methyl-2-oxo-3H-1,3-oxazol-5-yl)benzensulfonamide (compound 6) showed selective COX-2 inhibition with a selectivity index of >50 (IC50COX-1 = >100 mu M, IC50COX-2 = 2 mu m) in purified enzyme (PE) assay. Compound 6 also exhibited selective COX-2 inhibition in human whole blood assay. Molecular docking studies showed that 6 can be docked into the COX-2 binding site thus providing the molecular basis for its activity. (C) 2008 Elsevier Masson SAS. All rights reserved. |
| Databáze: | OpenAIRE |
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