Synthesis, anti-inflammatory, analgesic, COX-1/2 inhibition activities and molecular docking study of pyrazoline derivatives

Journal Article

Abdel-Aziz, Maged A. Abdel-Sayed, Said M. Bayomi, Magda A. El-Sherbeny, Naglaa I. Abdel-Aziz, Kamal Eldin H. ElTahir, George S.G. Shehatou, Alaa A.-M. . 2016

• Publication Work Type: Original Research Article
• Publication Online URL: Bioorganic & Medicinal Chemistry
• Issue Number: Issue 9
• Volume Number: 24
• Pages: 2032-2042

Publication Abstract

Design, synthesis and pharmacological activities of a group of 1,3,5-trisubstituted pyrazolines were reported. The chemical structures of the synthesized compounds have been assigned on the basis of IR, MS, 1H NMR, and 13C NMR spectral analyses. The synthesized 1,3,5-trisubstituted pyrazoline derivatives were evaluated in vivo for anti-inflammatory, analgesic activities and in vitro for COX-1/2 inhibition assay. Among the tested compounds, derivatives 4h, 6e, 7a, 7e, and 9 showed more potent anti-inflammatory and analgesic activities than the reference drug celecoxib. On the basis of their higher activities in the in vivo studies compared with celecoxib, the five compounds4h, 6e, 7a, 7e and 9 were selected to test their inhibitory activities against ovine COX-1/2 using an in vitro cyclooxygenase inhibition assay. Docking study of compounds 7a, 7eand 9 into the COX-2 binding site revealed a similar binding mode to SC-558, a selective COX-2 inhibitor.