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Natural and synthetic chalcones are biologically active molecules, as well as precursors for the preparation of several pharmacologically useful compounds, belonging to the class of the epoxides, flavanones, flavones and aurones. The thiazole ring is present in the structure of many compounds with therapeutic potential. Starting from these premises, the aim of this study was the synthesis and characterization of new thiazole chalcones, flavanones and flavones and the evaluation of their antioxidant potential. Chalcones were obtained by applying the Claisen-Schmidt condensation of thiazole aldehydes with acetophenones substituted in ortho or para with a hydroxyl group. The ortho hydroxychalcones were used as precursors for the synthesis of thiazole flavanones and flavones, in different reaction conditions: flavanones were obtained by cyclization in acidic/basic catalysis and flavones were obtained by oxidative cyclization with iodine in dimethylsulfoxide (DMSO). The structures were confirmed by H NMR, C NMR, IR and MS analysis. The antioxidant activity was determined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging method. The synthesized compounds have a low antioxidant activity.

HETEROCYCLES 43. SYNTHESIS, CHARACTERIZATION AND ANTIOXIDANT ACTIVITY OF SOME THIAZOLE HYDROXYCHALCONES AND THEIR FLAVONOIDIC DERIVATIVES