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短链脂溶性多酚的磷脂复合物中酚类化合物的控制双重释放。

Controlled dual release of phenol compounds from phospholipid complexes of short-chain lipophenols.

机构信息

SKL of Marine Food Processing & Safety Control, National Engineering Research Center of Seafood, Collaborative Innovation Center of Seafood Deep Processing, Liaoning Province Key Laboratory for Marine Food Science and Technology, School of Food Science and Technology, Dalian Polytechnic University, Dalian 116034, People's Republic of China.

School of Food and Biological Engineering, Hefei University of Technology, Hefei 230601, People's Republic of China.

出版信息

Food Chem. 2024 Oct 1;454:139789. doi: 10.1016/j.foodchem.2024.139789. Epub 2024 May 23.

DOI:10.1016/j.foodchem.2024.139789
PMID:38810458
Abstract

Ethanol evaporation method was applied to synthesize phospholipid complexes from phosphatidylcholine (PC) and short-chain alkyl gallates (A-GAs, a typical representative of lipophenols) including butyl-, propyl- and ethyl gallates. H NMR, UV and FTIR showed that A-GAs were interacted with PC through weak physical interaction. Through the analysis of concentrations of A-GAs and gallic acid (GA) by an everted rat gut sac model coupled with HPLC-UV detection, phospholipid complexes were found to gradually release A-GAs. These liberated A-GAs were further hydrolyzed by intestinal lipases to release GA. Both of GA and A-GAs could cross intestinal membrane. Especially, the transmembrane A-GAs could also be hydrolyzed to produce GA. Undoubtedly, the dual release of phenol compounds from phospholipid complexes of short-chain lipophenols will be effective to extend the in vivo residence period of phenol compounds. More importantly, such behavior is easily adjusted by changing the acyl chain lengths of lipophenols in phospholipid complexes.

摘要

乙醇蒸发法被应用于从磷脂酰胆碱(PC)和短链烷基没食子酸盐(A-GAs,脂多酚的典型代表)合成磷脂复合物,包括丁基、丙基和乙基没食子酸盐。1H NMR、UV 和 FTIR 表明 A-GAs 通过弱物理相互作用与 PC 相互作用。通过反肠囊模型结合 HPLC-UV 检测分析 A-GAs 和没食子酸(GA)的浓度,发现磷脂复合物逐渐释放 A-GAs。这些释放的 A-GAs 进一步被肠道脂肪酶水解生成 GA。GA 和 A-GAs 都可以穿过肠膜。特别是,跨膜 A-GAs 也可以被水解生成 GA。毫无疑问,短链脂多酚的磷脂复合物中酚类化合物的双重释放将有效地延长酚类化合物在体内的驻留时间。更重要的是,这种行为可以通过改变磷脂复合物中脂多酚的酰基链长度来轻松调节。

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