Effects of organic acids on color intensification, thermodynamics, and copigmentation interactions with anthocyanins

Abstract

Anthocyanins are attractive alternatives to synthetic colorants, but their low stability impedes practical applications. Intermolecular copigmentation can enhance both color intensity and stability. Herein, the copigmentation interactions of Kyoho grape skin anthocyanins (KSA) or cyanidin-3-O-glucoside (Cy-G) with organic acids were investigated. Color enhancement was evaluated at different acid molar ratios and treatment temperatures. The optimal copigmentation effects were observed for KSA/tannic acid (1:150) and Cy-G/tannic acid (1:100). Based on enthalpy variation, KSA/ferulic acid and Cy-G/ferulic acid exhibited the highest stability. The distinct color differences observed in the presence of different acids were attributed to structural effects. The influence of ferulic acid on various anthocyanins was also evaluated using theoretical approaches. Owing to steric hindrance, the acyl groups in KSA affected the spatial conformation, hydrogen bonding, and van der Waals interactions of the complexes. Further, hydroxyl groups decreased complex stability. These findings contribute to furthering the understanding of copigmentation effects.

Keywords: Acylated anthocyanin; Copigmentation; Organic acid; Quantum mechanics calculation.