Mechanism of action in a 4,5-diarylpyrrole series of selective cyclo-oxygenase-2 inhibitors
| Autor: | René V. Bensasson, Vincent Zoete, Francesca Maglia, Michel Rougee |
|---|---|
| Rok vydání: | 2000 |
| Předmět: |
Gene isoform
Stereochemistry Inflammation In Vitro Techniques Inhibitory postsynaptic potential Biochemistry Structure-Activity Relationship Physiology (medical) medicine Molecule Cyclooxygenase Inhibitors Pyrroles Molecular orbital chemistry.chemical_classification Cyclooxygenase 2 Inhibitors biology Anti-Inflammatory Agents Non-Steroidal Isoenzymes Enzyme Mechanism of action chemistry Cyclooxygenase 2 Prostaglandin-Endoperoxide Synthases Cyclooxygenase 1 biology.protein Thermodynamics Cyclooxygenase medicine.symptom Oxidation-Reduction |
| Zdroj: | Free Radical Biology and Medicine. 28:1638-1641 |
| ISSN: | 0891-5849 |
| DOI: | 10.1016/s0891-5849(00)00278-1 |
| Popis: | Using semi-empirical AM1 calculation and 6.31G∗ basis sets, we have calculated the energy of the highest-occupied molecular orbital (E HOMO ) for anti-inflammatory 4,5-diarylpyrroles which have been shown to have inhibitory activity on cyclooxygenase COX-2, an inducible enzyme expressed during inflammation. We have found a correlation between the E HOMO of a molecule and its COX-2 inhibition. However, no correlation was observed between E HOMO and the inhibition efficiency of cyclooxygenase-1 (COX-1), the constitutively expressed enzyme, protective to the organism. This result suggests that the inhibitions of the two isoforms follow different molecular mechanisms. |
| Databáze: | OpenAIRE |
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