Enzymatic acylation of cyanidin-3-glucoside with fatty acid methyl esters improves stability and antioxidant activity.

Abstract:

:Cyanidin-3-glucoside is a major anthocyanin in legumes, black rice, and purple potato, and has anti-inflammatory and antioxidant properties. In the present study, the effect of acylation on cyanidin-3-glucoside lipophilicity, stability, and antioxidant capacity was investigated. Cyanidin-3-glucoside was enzymatically acylated through transesterification with fatty acid esters to produce three monoacylated cyanidin-3-glucoside esters, cyanidin-3-(6″-n-octanoyl)-glucoside, cyanidin-3-(6″-lauroyl)-glucoside, and cyanidin-3-(6″-myristoyl)-glucoside. Cyanidin-3-(6″-n-octanoyl)-glucoside had the highest thermostability and photostability of the three cyanidin-3-glucoside esters. While the in vitro antioxidant activity of cyanidin-3-(6″-n-octanoyl)-glucoside was 7.5%-14.3% lower than that of cyanidin-3-glucoside (p < 0.05), its cellular antioxidant activity increased by 33.3% (p < 0.05). Further, while cyanidin-3-(6″-lauroyl)-glucoside had lower stability and in vitro antioxidant activity than that of cyanidin-3-(6″-n-octanoyl)-glucoside, its cellular antioxidant capacity was 125.9% and 69.4% higher than cyanidin-3-glucoside and cyanidin-3-(6″-n-octanoyl)-glucoside, respectively (p < 0.05). This study demonstrated that transesterification can be used to improve the stability and in vivo antioxidant activity of cyanidin-3-glucoside.

journal_name

Food Chem

journal_title

Food chemistry

authors

Zhang P,Liu S,Zhao Z,You L,Harrison MD,Zhang Z

doi

10.1016/j.foodchem.2020.128482

subject

Has Abstract

pub_date

2021-05-01 00:00:00

pages

128482

eissn

0308-8146

issn

1873-7072

pii

S0308-8146(20)32344-X

journal_volume

343

pub_type

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