Synthesis and Antioxidant Activity of Some Dibenzylidene-Cyclohexanones

Abstract

Dibenzylidene-cyclohexanone is a curcumin analog, whose activity indicates antioxidative properties. This research aims to synthesize dibenzylidene-cyclohexanone compounds and to study their antioxidant activity. The synthesis was carried out according to the carbonyl condensation reaction, and the antioxidant activity was tested using the DPPH radical scavenging activity and FRAP assay. Compound entry 1 (2,6-bis-(3’-bromo-4’-methoxybenzylidene)-cyclohexanone) and entry 3 (2,6-bis-(2’-chloro-6’-fluorobenzylidene)- cyclohexanone) were obtained in 70% yield. Following the DPPH method, compound entries 1 and 2 have the IC50 values of 1565 µM and 1560 µM respectively. The values are not good enough if they are compared with vitamin E. Among the series, compound entry 1 has the best antioxidant activity via FRAP method with the IC50 value of 1486 µM.