Antioxidant Activity of Synthetic Resveratrol Analogs: A Structure- Activity Insight

Natalia      Oliveira Calil; Gustavo      Senra Goncalves de Carvalho; Annelisa      Farah da Silva; Adilson      David da Silva; Nadia      Rezende Barbosa Raposo

Abstract

This study evaluated the antioxidant activity of five resveratrol analogs using the DPPH method. The molecules activity was related with their chemical structure. Besides descriptive statistics, the analysis of variance (ANOVA) followed by Tukey’s post hoc test were performed (p<0.05). The antioxidant activity of analogs A and B was statistically similar with each other and from the reference standard resveratrol, possibly due to the presence of 4-hydroxy grouping. The aromatic hydroxyl reduces reactive free radicals and produces phenoxyl radical, stabilized by resonance. Although the analog C has shown IC50 value statistically different from the resveratrol (p<0.001), its antioxidant activity was considered satisfactory. The other analogs (D and E), which have a 4-acid grouping in place of 4-hydroxy grouping, showed lower antioxidant activity than resveratrol (p<0.001). Further studies to address possible advantages of analogs in relation to resveratrol should be conducted in order to make them feasible for therapeutic use.

Keywords: Analogs, Antioxidant Activity, Chemical Synthesis, Hydroxylation, Resveratrol, Structure-Activity Relationship, ANOVA, Tukey’s post hoc test, aromatic hydroxyl, resveratrol, DPPH method, hydroxy grouping, fibroblasts clonogenic cell, chemoprevention