FERULIC AND COUMARIC ACIDS: APPLICATION TO RELEASE OXIDATIVE STRESS OF DNA AND METHYL LINOLEATE

Abstract

ABSTRACT This work dealt with the influence of the position of hydroxyl on the antioxidant capacity of metabolites of chlorogenic acid involving ferulic acid (FA), m- and p-coumaric acid (m- and p-CA). They were applied to protect DNA against the oxidations mediated by Cu2+/glutathione (GSH) and 2,2′-azobis(2-amidinopropane hydrochloride) (AAPH). FA, m- and p-CA were also employed to inhibit the autoxidation of linoleic acid and AAPH-induced oxidation of methyl linoleate. Finally, they were used to scavenge 2,2′-azinobis (3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS+•), 2,2′-diphenyl-1-picrylhydrazyl (DPPH), and galvinoxyl radicals. It was found that FA, m- and p-CA exhibited similar activities to protect DNA against Cu2+/GSH-induced oxidation and to interact with ABTS+• m-CA exhibited low activity in AAPH-induced oxidations of DNA and methyl linoleate whereas p-CA exhibited high activity. FA exhibited much higher activity to trap DPPH and galvinoxyl radicals, revealing that para-hydroxyl group, especially with an adjacent methoxyl group, was beneficial for the antioxidant activity of coumaric acid. PRACTICAL APPLICATIONS The antioxidant effectiveness of ferulic acid, m- and p-coumaric acid in trapping radicals and protecting methyl linoleate and DNA against radical-induced oxidations has been investigated in this work. It was found that antioxidant activities of these compounds were composed of radical-reducing and radical-scavenging aspects. The hydroxyl adjacent to methoxyl is beneficial to scavenging radicals whereas hydroxyl at any position can play a radical-reducing role. The result presented herein will lead to a detailed recognition for the antioxidant mechanism of coumaric acid.