Design, synthesis, cyclooxygenase inhibition and anti-inflammatory activity of 3-ethyl-2-pheny-1-substituted-indole derivatives as indomethacin analogs

Research Abstract

A new series of 3-ethyl-2-pheny-1-substituted-indole derivatives 10a-l as indomethacin analogues were synthesized via Fisher indole synthesis reaction of butyrphenone with appropriately substituted phenylhydrazine hydrochloride followed by the addition of the appropriate benzyl or benzoyl derivatives. All the synthesized compounds were evaluated for their anti-inflammatory activity (in vitro, in vivo and ED50) and ulcerogenic liability. The newly synthesized compounds showed higher anti-inflammatory activity, were more selective for COX-2 and less ulcerogenic than the parent drug indomethacin. Compounds (10a-f), containing methanesulphonyl moiety which is expected to act as COX-2 pharmacophore, showed the highest anti-inflammatory and were less ulcerogenic than compounds (10g-l) with no methanesulphonyl moiety.

Research Keywords

Indole Indomethacin