Abstract

SYNTHESIS AND ANTIOX?DANT ACTIVITIES OF NOVEL 1, 3, 5-TRI-{4-[(1, 3-DISUBSTITUE-4, 5-DIHYDRO-1H-1, 2, 4-TRIAZOL-5-ONE-4-YL)-AZOMETHIN]-PHENOXYCARBONYL}-BENZENES

Sevda Manap*, Özlem Gürsoy-Kol, Gül Özdemir and Haydar Yüksek

ABSTRACT

A series of novel 1,3,5-tri-{4-[(1-acetyl-3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethine]-phenoxycarbonyl}-benzenes (4) were synthesized from the reactions of 1,3,5-tri-{4-[(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethine]- henoxycarbonyl}-benzenes (3) with acetic anhydride. The structures of nine new compounds were characterized from IR, 1H NMR and 13C NMR spectral data. In addition, these eight new compounds and nine recently reported 1,3,5-tri-{4-[(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethine]-phenoxycarbonyl}-benzenes (3) were screened for their antioxidant activities in three different methods; including 1,1- diphhenlyl-2-picryl-hydrazyl free radical (DPPH.) scavenging, reducing activity by Fe+3 – Fe+2 transformation and ferrous metal (Fe+2) chelating activities.

Keywords: 4, 5-Dihydro-1H-1, 2, 4-triazol-5-one, Schiff base, acetylation, antioxidant activity.