Probing the structure-antioxidant activity relationships of four cinnamic acids porous starch esters

For investigation of antioxidant capacity relationship, four cinnamic acids (CNAs), including cinnamic (CA), ferulic (FA), p-coumaric (p-CA) and sinapic (SA) acids, were selected to modify porous starch (PS) with different degrees of substitution by esterification, respectively. The ester linkage of CNAs modified PS was confirmed by ¹H NMR, ¹³C solid-state NMR and FT-IR. The porous structure was maintained after esterification. Three in vitro antioxidant assays were applied to measure antioxidant capacities. The order of antioxidant capacity was SA@PS > FA@PS > p-CA@PS > CA@PS, due to the presence of phenolic hydroxyl groups with hydrogen donating abilities. Besides electron-donating group on ortho or para positions the benzene ring further enhances the hydrogen donating ability and the stability of hydroxyl radical. This study not only investigated the antioxidant mechanism of CNA modified starch derivatives but probed the way for synthesis of biodegradable antioxidant materials for the food industries.