不同酰基供体链长度的绿原酸衍生物的抗氧化活性及其在体外模拟胃肠道消化过程中的稳定性。

Antioxidant activities of chlorogenic acid derivatives with different acyl donor chain lengths and their stabilities during in vitro simulated gastrointestinal digestion.

作者信息

Wang Shan, Li Yue, Meng Xiangyong, Chen Shangwei, Huang Dejian, Xia Yongmei, Zhu Song

机构信息

State Key Laboratory of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu 214122, China; International Joint Laboratory on Food Safety, Jiangnan University, Wuxi, Jiangsu 214122, China.

State Key Laboratory of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu 214122, China; School of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu 214122, China.

出版信息

Food Chem. 2021 Apr 20;357:129904. doi: 10.1016/j.foodchem.2021.129904.

DOI:10.1016/j.foodchem.2021.129904

PMID:33915469

Abstract

In this study, chlorogenic acid (CA) was acylated with vinyl esters of different carbon chain lengths under the action of the lipase Lipozyme RM. Five CA derivatives (C2-CA, C4-CA, C6-CA, C8-CA, and C12-CA) with different lipophilicities were obtained, and their digestive stabilities and antioxidant activities were evaluated. The lipophilicities were positively correlated with the digestive stabilities of CA derivatives. The antioxidant activities of CA derivatives did not change with the reduction of phenolic hydroxyl groups, and their capacity to scavenge 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS•) and 1,1-diphenyl-2-picrylhydrazyl (DPPH•) were similar to those of CA. In cellular antioxidant activity (CAA) tests, it was found that the capacity of these derivates to cross cell membranes were enhanced upon enhancing lipophilicity, and their antioxidant activities were improved. C12-CA showed the best antioxidant activity with a median effective dose (EC) of 9.40 μg/mL, which was significantly lower than that of CA (i.e., 29.08 μg/mL).

摘要

在本研究中，绿原酸（CA）在脂肪酶Lipozyme RM的作用下与不同碳链长度的乙烯基酯进行酰化反应。得到了五种具有不同亲脂性的CA衍生物（C2-CA、C4-CA、C6-CA、C8-CA和C12-CA），并对它们的消化稳定性和抗氧化活性进行了评估。亲脂性与CA衍生物的消化稳定性呈正相关。CA衍生物的抗氧化活性不会随着酚羟基的减少而改变，它们清除2,2'-联氮双（3-乙基苯并噻唑啉-6-磺酸）（ABTS•）和1,1-二苯基-2-苦基肼（DPPH•）的能力与CA相似。在细胞抗氧化活性（CAA）测试中，发现这些衍生物跨细胞膜的能力随着亲脂性的增强而提高，并且它们的抗氧化活性也得到了改善。C12-CA表现出最佳的抗氧化活性，其半数有效剂量（EC）为9.40μg/mL，显著低于CA的半数有效剂量（即29.08μg/mL）。