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绿原酸与模型类脂膜的相互作用及其对自由基清除活性的影响。

Interaction of chlorogenic acid with model lipid membranes and its influence on antiradical activity.

机构信息

Applied Biophysics and Food Research Center, (CIBAAL-UNSE-CONICET), Santiago del Estero, Argentina.

Laboratory of Antioxidant and Oxidative Processes, Chemical Sciences Institute, Faculty of Agronomy and Agroindustry, National University of Santiago del Estero, CONICET, Santiago del Estero, Argentina.

出版信息

Biochim Biophys Acta Biomembr. 2021 Jan 1;1863(1):183484. doi: 10.1016/j.bbamem.2020.183484. Epub 2020 Oct 1.

DOI:10.1016/j.bbamem.2020.183484
PMID:33010206
Abstract

Chlorogenic acid (CGA) is a strong phenolic antioxidant with antibacterial properties composed by a caffeoyl ester of quinic acid. Although a number of benefits has been reported and related to interactions with the red blood cell membranes, details on its membrane action and how composition and membrane state may affect it, is not yet well defined. In this work, the interaction of CGA with lipid monolayers and bilayers composed by 1,2-dimiristoyl-sn-glycero-3-phosphocholine (DMPC); 1,2-di-O-tetradecyl-sn-glycero-3-phosphocholine (14:0 diether PC); 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) and 1,2-di-O-hexadecyl-sn-glycero-3-phosphocholine (16:0 diether PC) were studied at different surface pressures (π). The kinetics of interaction was found to be more rapid in DMPC than in the absence of carbonyl groups. Measurements by FTIR-ATR at different water activities confirm specific interactions of CGA with carbonyl and phosphate groups affecting water level along hydrocarbon region. The antioxidant activity of CGA in the presence of DMPC unilamellar vesicles, evidenced by the absorbance reduction of the radical cation ABTS, is significantly different with respect to aqueous solution. The influence of CGA on antiradical activity (ARA) with lipid membranes depending on the hydration state of the lipid interface is discussed.

摘要

绿原酸(CGA)是一种具有抗菌性能的强酚类抗氧化剂,由奎尼酸的咖啡酰酯组成。尽管已经报道了许多益处,并与红细胞膜相互作用有关,但关于其膜作用以及组成和膜状态如何影响它的细节尚未得到很好的定义。在这项工作中,研究了 CGA 与由 1,2-二肉豆蔻酰-sn-甘油-3-磷酸胆碱(DMPC);1,2-二-O-十四烷酰-sn-甘油-3-磷酸胆碱(14:0 醚 PC);1,2-二月桂酰-sn-甘油-3-磷酸胆碱(DPPC)和 1,2-二-O-十六烷酰-sn-甘油-3-磷酸胆碱(16:0 醚 PC)组成的单层膜和双层膜的相互作用,在不同的表面压力(π)下进行。在没有羰基的情况下,发现 CGA 与 DMPC 的相互作用速度更快。不同水活度下的 FTIR-ATR 测量证实了 CGA 与羰基和磷酸盐基团的特异性相互作用,这会影响烃区域的水平。在 DMPC 单分子层囊泡存在的情况下,CGA 的抗氧化活性(通过自由基阳离子 ABTS 的吸光度降低来证明)与水溶液显著不同。讨论了 CGA 对脂质膜抗自由基活性(ARA)的影响,这取决于脂质界面的水合状态。

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