Synthesis of potential COX-2 selective ibuprofen derivatives

Nonsteroidal anti-inflammatory drugs (NSAIDs), one of the classes of pain medication, is a widely used group of drugs with analgesic and anti-inflammatory effects. The mechanism of action of this group takes place via cyclooxygenase (COX) enzyme inhibition. Nonsteroidal anti-inflammatory drugs (NSAIDs) are classified according to their chemical structure and COX enzyme selectivity. The cyclooxygenase (COX) enzyme consists of two isoenzymes, COX-1 and COX-2, and the selectivity between these two isoenzymes is important for the side effect of the drug. Ibuprofen is in the propionic acid class and has no COX selectivity. Ibuprofen 2 aryl propionic acid is used in the treatment of rheumatoid arthritis, osteoarthritis, it also has antipyretic and in high dose anti-inflammatory effects. But the acidic group contained in ibuprofen cannot provide COX enzyme selectivity, it causes various side effects in its use. The main problems are the risk of gastrointestinal bleeding and prevention of coagulation during a bleeding. Also available in several studies showing the relationship of COX-2 enzyme selectivity with various cancers and Alzheimer's. In this study, in order to eliminate the acidic end of ibuprofen and also to increase the selectivity of COX-2 by forming a more voluminous side group; The ibuprofen was converted into glycine ester, then converted into oxazolone and imizdazolone rings, The structures of the synthesized compounds were illuminated by FT-IR, 1H-NMR, 13C-NMR and Q-TOF LC-MS spectroscopy methods. Keywords: Aryl propionic acid, ibuprofen, non steroidal anti-inflammatory drugs, cyclooxygenase (COX), cyclooxygenase-2 (COX-2)