Synthesis, molecular modeling and biological evaluations of novel pyrrolidine derivatives as potential cyclooxygenase-2 (COX-2) inhibitors
| Autor: | Kamlesh H. Chavan, Anshuman Sinha, Nathrao Ankushrao Kedar, Vishal Kumar Agrahari, Ashish M. Kanhed |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
biology Molecular model Nitrile 010405 organic chemistry Stereochemistry General Chemistry 010402 general chemistry 01 natural sciences Pyrrolidine 0104 chemical sciences Sulfonamide chemistry.chemical_compound Indometacin chemistry Amide medicine Urea biology.protein Cyclooxygenase medicine.drug |
| Zdroj: | Journal of the Iranian Chemical Society. 18:1801-1813 |
| ISSN: | 1735-2428 1735-207X |
| Popis: | Toward the development of selective cyclooxygenase-2 inhibitors, a series of pyrrolidine derivatives is described. All the compounds containing sulfonamide, ester, nitrile, acid, amide and urea functionalities were computationally screened, and binding affinity scores for all synthesized compounds with cyclooxygenase-1 and cyclooxygenase -2 were compared. The computational observations showed three top-ranked compounds (8b, 8d and 10a) having selectively more affinity for cyclooxygenase -2. These were selected for pharmacological evaluation using carrageenan-induced rat paw edema model. Compound 8b showed maximum activity (54.83%) which was closer to standard drug indometacin (57.48%). The safety parameter of the potent compound (8b) was assessed using aspirin induced gastric ulceration animal model. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full text from SpringerLink