Synthesis of new thiazolo-celecoxib analogues as dual cyclooxygenase-2/15-lipoxygenase inhibitors: Determination of regio-specific different pyrazole cyclization by 2D NMR
| Autor: | Eman K. A. Abdelall, Gehan M. Kamel |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Male
Magnetic Resonance Spectroscopy Stereochemistry Pyrazoline Chemistry Techniques Synthetic Pyrazole Ulcer index 01 natural sciences chemistry.chemical_compound Drug Discovery medicine Animals Arachidonate 15-Lipoxygenase Lipoxygenase Inhibitors Ulcer Pharmacology Cyclooxygenase 2 Inhibitors biology 010405 organic chemistry Anti-Inflammatory Agents Non-Steroidal Organic Chemistry Stereoisomerism General Medicine Rats 0104 chemical sciences Thiazoles 010404 medicinal & biomolecular chemistry chemistry Celecoxib Cyclization Cyclooxygenase 2 biology.protein Meclofenamate Sodium Pyrazoles Cattle Cyclooxygenase Two-dimensional nuclear magnetic resonance spectroscopy Heteronuclear single quantum coherence spectroscopy medicine.drug |
| Zdroj: | European Journal of Medicinal Chemistry. 118:250-258 |
| ISSN: | 0223-5234 |
| DOI: | 10.1016/j.ejmech.2016.04.049 |
| Popis: | Two new series of 1,5-diaryl pyrazoles (5a, 5b, 7a, 7b and 10) and 1,5-diaryl pyrazoline (12a and 12b) were prepared as both Cyclooxygenase-2 and 15-lipoxygenase inhibitors. Carrageenan-induced rat paw edema, ulcer index and anti-COX-1/COX-2 and 15-LOX inhibition assays were also included. Cyclization of different pyrazoles was discussed using 2D NMR such as HSQC, HMBC and NOSEY determinations. Compound 5a is more effective with ED50 = 0.98 and 3.98 μM against COX-2 and 15-lipoxygenase respectively, than the references celecoxib (1.54 μM) and meclofenamate sodium (5.64 μM). |
| Databáze: | OpenAIRE |
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