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pH 和电荷效应对绿蜂胶主要成分 Artepillin C 与两亲性聚集体相互作用的影响:光吸收和荧光光谱研究。

pH and Charge Effects Behind the Interaction of Artepillin C, the Major Component of Green Propolis, With Amphiphilic Aggregates: Optical Absorption and Fluorescence Spectroscopy Studies.

机构信息

Department of Physics, Faculty of Philosophy, Sciences and Letters of Ribeirão Preto, University of São Paulo (USP), Ribeirão Preto, SP, Brazil.

Department of Physics, School of Sciences and Technology, São Paulo State University (UNESP), Presidente Prudente, SP, Brazil.

出版信息

Photochem Photobiol. 2019 Nov;95(6):1345-1351. doi: 10.1111/php.13128. Epub 2019 Jul 13.

DOI:10.1111/php.13128
PMID:31111498
Abstract

Brazilian green propolis is one of the bee products most consumed in the world to prevent diseases, owing antioxidant, antimicrobial, anti-inflammatory and antitumor activities. The major component of Brazilian green propolis is Artepillin C (ArtC), a cinnamic acid derivative with two prenylated groups that improve the affinity of the compound for lipophilic environment. Here, we have employed optical absorption and fluorescence techniques to draw conclusions on how ArtC interacts with amphiphilic aggregates commonly used as model membranes having different charges in the polar head group. Optical absorption spectra were representative of the protonation state of ArtC, dictated by the local pH at the surface of micelles and lipid vesicles. Fluorescence results showed that, in the presence of micelles and vesicles, the polarizability around ArtC was modified, compared to the value in aqueous medium, and the molecule should be located preferentially on the surface region of the model membranes, with an enhanced interaction with the less ordered state of the lipid vesicles.

摘要

巴西绿蜂胶是世界上消费最多的预防疾病的蜂产品之一,具有抗氧化、抗菌、抗炎和抗肿瘤活性。巴西绿蜂胶的主要成分是 Artepillin C(ArtC),一种具有两个异戊烯基的肉桂酸衍生物,可提高化合物对亲脂环境的亲和力。在这里,我们采用光吸收和荧光技术来得出关于 ArtC 如何与作为模型膜的两亲性聚集体相互作用的结论,这些聚集体在极性头基团中具有不同的电荷。光吸收光谱代表 ArtC 的质子化状态,由胶束和脂质体表面的局部 pH 值决定。荧光结果表明,在胶束和囊泡的存在下,与在水介质中的值相比,ArtC 周围的极化率发生了变化,并且分子应该优先位于模型膜的表面区域,与脂质囊泡的无序状态的相互作用增强。

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