Synthesis, biological evaluation and molecular docking of novel series of spiro [(2H,3H) quinazoline-2,1′- cyclohexan]-4(1H)- one derivatives as anti-inflammatory and analgesic agents

Three series of Spiro [(2H,3H) quinazoline-2,1′-cyclohexan]-4(1H)-one derivatives have been synthesized. Some of the novel quinazolinone derivatives IIe, VIIIc, XIc, XIIb, XIIc, XVIb showed considerable potent anti-inflammatory and analgesic activity of superior G.I.T. safety profile in experimental rats in comparing to indomethacin and tramadol as reference drugs. Docking study into COX-2 has been made for derivatives of highest anti-inflammatory activity. The compound XVIb showed the nearest RMSD value to that of indomethacin.

Graphical abstractThree series of Spiro [(2H, 3H) quinazoline-2,1′-cyclohexan]-4(1H)-one derivatives have been synthesized. Some of the derivatives were evaluated as anti-inflammatory and analgesic agents using indomethacin and tramadol as reference drugs. The biological data were compared to the molecular docking study.Figure optionsDownload full-size imageDownload as PowerPoint slide