首页|Formation of A-type anthocyanin-epicatechin dimers by model reactions of anthocyanin extracts and epicatechin
Formation of A-type anthocyanin-epicatechin dimers by model reactions of anthocyanin extracts and epicatechin
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NSTL
Elsevier
A-type proanthocyanidins (PACs) with health benefits such as prevention of urinary-tract infections are less common in food. Anthocyanins can directly condense with epicatechins to give rise to A-type anthocyanin-epicatechin dimers linked by C4-C8 and C2-O-C7 bonds, analogues of A-type PACs. Cyanidin-3-glucoside, cyanidin-3-galactoside, and petunidin-3-rutinoside-(p-coumaroyl)-5-glucose are the major anthocyanins of Lonicera caerulea berry, black chokeberry, and Lycium ruthenicum Murray extracts, respectively. We investigated the reaction of these anthocyanins with epicatechin at different pH, with temperature-time combinations, and in aerobic and nonaerobic conditions. Nucleophilic addition of epicatechin to the flavylium form of anthocyanins occurred at pH 1.5-4.0. The A-type colorless dimers cyanidin-3-glucoside-epicatechin, cyanidin-3-galactoside-epicatechin, and petunidin-3-rutinoside-(p-coumaroyl)-5-glucose-epicatechin were observed under optimal conditions (pH 3.0, 90 degrees C-110 degrees C, 80-100 min, anaerobic). This indicated that berry extracts, containing only B-type PACs, can synthesize analogues of A-type PACs mainly found in cranberry after thermal treatment.