SYNTHESIS AND EVALUATION OF NEW BENZOXAZOLE DERIVATIVES FOR ANTI-INFLAMMATORY AND ANTIOXIDANT ACTIVITY

Authors: Dr.G.Kalpana Devi Gangavath

DOI: 10.18231/j.ctppc.12361.1888251011

Keywords: Benzoxazole, Carrageenan, Indomethacin, Antiinflammatory activity, Antioxidant activity.

Abstract: A new series of (2-((4-(Benzo[d]oxazol-2-yl) phenyl) amino)-N-(2-(substituted phenyl)-4- oxothiazolidin-3-yl) acetamides (IXa-o) were synthesized by conventional methods and all synthesized structures were confirmed by FT-IR, 1 H NMR, 13 C NMR and Mass spectroscopy. The newly synthesized compounds were evaluated for in vitro COX-II inhibitory activity, in vivo antiinflammatory activity and antioxidant activity. Compounds IXc (Ar = 2-Hydroxyphenyl), IXe (Ar = 4-Chlorophenyl), IXf (Ar = 4-Hydroxyphenyl), IXi (Ar = 4-Hydroxy-2,6- dimethoxyphenyl), IXj (Ar = Furfuryl) and IXm (Ar = 4-Hydroxy-3-methoxyphenyl) exhibited significant COX-2 inhibitory activity. These compounds were screened for in vivo antiinflammatory activity by carrageenan induced rat paw edema method. Among these compounds, compound IXi (Ar =2,6-Dimethoxy-4-hydroxyphenyl) was the most promising analog with per cent inhibition of 34.04±0.20 µM. Compounds IXe (Ar = 4-Chlorophenyl), IXf (Ar = 4-Hydroxyphenyl), IXi (Ar = 4-Hydroxy-2,6-dimethoxyphenyl) demonstrated a significant antioxidant activity with IC 50 values of 34.20µM, 38.11 µM and 33.23µM respectively. Ascorbic acid with IC 50 value of 6.03µM was used as standard. Introduction of the electron donating groups on the phenyl moiety resulted in decreasing the antiinflammatory activity and antioxidant activity