Biological Activities of 3,5-Dihydroxy-N-(4-hydroxyphenyl)benzamide: A Mimic Compound of trans-Resveratrol

Abstract

genous supplementation of antioxidants may be an effective strategy to counteract the deleterious effects of the ROS generated from the excessive exposure to UV irradiation. Resveratrol (trans-3,4',5-trihydroxystilbene), a naturally occurring hydroxyl stilbene, is considered an essential antioxidative constituent of red wine. 4 It showed broad antioxidative activities such as scavenging of the free radicals, 5 inhibition of lipid peroxidation, 6 inhibition of the platelet aggregation 7 and anti-cancer activity. 8 However, because of its unfavorable photo stability, the application of transresveratrol has been limited. Various UV irradiation conditions showed that trans-resveratrol was easily transformed into cis-resveratrol. 9 Therefore, an attempt to search for photo stable alternative material of trans-resveratrol is desirable. In this study, a mimic compound of trans-resveratrol, 3,5-dihydroxy-N-(4-hydroxyphenyl)benzamide (2), containing an amide linker between two hydroxyl phenyl groups, is synthesized. We evaluated various biological activities of compound 2 compared with trans-resveratrol (Fig. 1).