新型磷脂-没食子酸烷基酯复合物对没食子酸的两步控释作用
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1.大连工业大学海洋食品加工与安全控制全国重点实验室,辽宁 大连 116034;2.大连工业大学国家海洋食品工程技术研究中心,辽宁 大连 116034;3.大连工业大学辽宁省海洋食品科学与技术重点实验室,辽宁 大连 116034;4.大连工业大学食品学院,辽宁 大连 116034

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通讯作者:

阴法文(1988—),男,博士,副教授,硕士研究生导师,主要从事功能脂质研究。E-mail: yinfawen198@126.com

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国家自然科学基金面上项目(32472260);大连市科技人才创新支持政策项目(2023RY018).


Two-step Controlled Release of Gallic Acid by Novel Phospholipid Complexes of Alkyl Gallates
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1.SKL of Marine Food Processing & Safety Control, Dalian Polytechnic University, Dalian 116034, China;2.National Engineering Research Center of Seafood, Dalian Polytechnic University, Dalian 116034, China;3.Liaoning Province Key Laboratory for Marine Food Science and Technology, Dalian Polytechnic University, Dalian 116034, China;4.School of Food Science and Technology, Dalian Polytechnic University, Dalian 116034, China

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    摘要:

    目的】 没食子酸烷基酯可以与磷脂发生相互作用,生成磷脂-没食子酸烷基酯复合物,作者探究了磷脂-没食子酸烷基酯复合物对没食子酸的缓释作用。【方法】 采用薄膜分散法制备了不同酰基链长的磷脂-没食子酸烷基酯复合物。基于大鼠翻转肠囊模型结合高效液相色谱检测,研究了磷脂-没食子酸烷基酯 复合物的胃肠消化吸收特性。 【结果】 没食子酸烷基酯逐渐从其磷脂复合物中释放出来(第一步缓释),并被肠道脂肪酶水解产生了游离没食子酸(第二步缓释)。此外,没食子酸和短链没食子酸烷基酯(甲酯、乙酯、丙酯、丁酯)均能够跨越小肠黏膜,且跨膜后的短链没食子酸烷基酯进一步水解产生了游离没食子酸(第二步缓释)。随着酰基链长的增加,水解速率常数呈现先升高(甲酯:1.081×10-5 min-1;乙酯:1.768×10-5 min-1;丙酯:2.193×10-5 min-1;丁酯:2.520×10-5 min-1;辛酯:2.901×10-5 min-1)后降低(辛酯:2.901×10-5 min-1;十二烷基酯:2.048×10-5 min-1;十四烷基酯:1.136×10-5 min-1;十六烷基酯:0.689×10-5 min-1;十八烷基酯:0.409×10-5 min-1)的趋势。【结论】 通过调整没食子酸烷基酯部分的酰基链长,可有效实现磷脂-没食子酸烷基酯复合物对没食子酸的两步可控缓释。

    Abstract:

    [Objective] Alkyl gallates can interact with phospholipids to form phospholipid complexes of alkyl gallates. This study aims to investigate the sustained release of gallic acid by such phospholipid complexes. [Method] A thin-film dispersion method was employed to prepare phospholipid complexes of alkyl gallates with different acyl chain lengths. The gastrointestinal digestion and absorption characteristics of these phospholipid complexes were studied based on a rat model of everted gut sac and high-performance liquid chromatography-ultraviolet (HPLC-UV) detection. [Result] Alkyl gallates were gradually released from their phospholipid complexes (Step 1) and hydrolyzed by intestinal lipase to produce free gallic acid (Step 2). In addition, both gallic acid and short-chain alkyl gallates (methyl gallate, ethyl gallate, propyl gallate, and butyl gallate) can cross the small intestinal mucosa, and the short-chain alkyl gallates that cross the membrane were further hydrolyzed to produce free gallic acid (Step 2). As the acyl chain length increased, the hydrolysis rate constant showed a trend of first increasing (methyl gallate: 1.081×10-5 min-1; ethyl gallate: 1.768×10-5 min-1; propyl gallate: 2.193×10-5 min-1; butyl gallate: 2.520×10-5 min-1; octyl gallate: 2.901 × 10-5 min-1) and then decreasing (octyl gallate: 2.901×10-5 min-1; dodecyl gallate: 2.048×10-5 min-1; tetradecyl gallate: 1.136×10-5 min-1; hexadecyl gallate: 0.689×10-5 min-1; stearyl gallate: 0.409×10-5 min-1). [Conclusion] Therefore, by adjusting the acyl chain length of alkyl gallates, a two-step controllable sustained release of gallic acid by phospholipid complexes of alkyl gallates can be effectively achieved.

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于婧晗,王茜,郭旭,牛威元,阴法文,周大勇.新型磷脂-没食子酸烷基酯复合物对没食子酸的两步控释作用[J].食品与生物技术学报,2025,(3):82-92.

YU Jinghan, WANG Qian, GUO Xu, NIU Weiyuan, YIN Fawen, ZHOU Dayong. Two-step Controlled Release of Gallic Acid by Novel Phospholipid Complexes of Alkyl Gallates[J]. Journal of Food Science and Biotechnology,2025,(3):82-92.

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  • 收稿日期:2025-01-18
  • 最后修改日期:2025-02-21
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  • 在线发布日期: 2025-07-15
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