Document Type : Original Article
Chemistry Department, Faculty of Science, Al-Azhar University (Boys&amp;#039; Branch), Nasr City, Cairo, Egypt
Department of Chemistry of Natural and Microbial Products, National Research Centre, Dokki, P.O. 12622, Giza, Egypt
Department of Pharmacology, Toxicology and Biochemistry, Future University in Egypt, Cairo, Egypt.
Chemistry Department, Faculty of Science, Al-Azhar University (Boys&#039; Branch), Nasr City, Cairo, Egypt
Ibuprofen phenylalanine derivatives 1-17 as new safe nonsteroidal anti-inflammatory drugs (NSAIDs) agents were synthesized and characterized depending on spectroscopic and analytical analyses. Starting from reaction between ibuprofen with PABA to have fussed derivative 1 that reacted with phenylalanine followed by hydrazine, ammonium thiocyanate, urea derivatives to afford the new compounds. For investigated drugs 1-17, molecular docking was done at the cyclooxygenase-2 (COX-2) active site. For the purpose of discussing binding affinity, the position with the lowest root-mean square deviation (RMSD) has been chosen. The binding interaction was enhanced by adding a hydrazide fragment to the parent molecule, as shown in the docking technique. Compounds 5, 6, 12, 16 and 17 were investigated as anti-inflammatory and analgesic drugs. Using a carrageenan-induced mice of hind paw edoema, we investigated the synthesized compounds' potential anti-inflammatory activity in contrast to their parent molecule, ibuprofen. The antinociceptive and the ulcerogenic effect of the synthesized compounds have been measure. Compounds 5 and 6 are the best drug analogues and these compounds could be promising for anti-inflammatory agents.