Antioxidant properties of anthocyanidins, anthocyanidin-3-glucosides and respective portisins
Antioxidant properties of anthocyanidins, anthocyanidin-3-glucosides and respective portisins
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DOI：
10.1016/j.foodchem.2009.06.050
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发表时间：
2010-03-15
期刊：
影响因子：
8.8
通讯作者：
Mateus, Nuno
中科院分区：
文献类型：
--
作者：
Azevedo, Joana;Fernandes, Iva;Mateus, Nuno
对花青素（cyanidin-Cy、delphinidin-Dp和malvidin-Mv）、花青素-3-葡糖苷（Cy-3-gluc、Dp-3-gluc和Mv-3-gluc）和卟啉素（Cy-pt、Dp-pt和Mv-pt）三种色素的抗氧化性能进行了研究。目的是评价单个花青素及其衍生物色素的结构和抗氧化性能之间的关系。通过监测氧消耗来检测这些化合物在脂质体膜系统中抑制脂质过氧化的能力，并分别使用DPPH和FRAP测定抗自由基和还原能力。所有化合物均表现出抗自由基和还原性。这些特征似乎随着花青素-3-糖苷和各自的苷元B环上儿茶酚和邻苯三酚基团的存在而增加。获得的结果很可能与它们独特的结构特征有关。化合物结构的黄烷醇部分似乎对抗自由基特性至关重要，而它们的还原能力仅对源自malvidin的portisin明显。这种结果可能是由于这些颜料的一些结构特征，因为它们是复杂的结构，在溶液中可能有几种不同的构象。对脂质过氧化的抗氧化保护作用随着化合物整体疏水性的增强而增强。这种特性与抗氧化剂在脂质体表面与水相的位置有关。在所测试的色素中，portisin在防止大豆磷脂酰胆碱脂质体脂质过氧化方面表现出较高的效果，特别是来自Cy的portisin，这可能是由于该化合物的结构中存在两个邻儿茶酚基团。2009爱思唯尔有限公司版权所有。
The study of the antioxidants properties of three classes of pigments, namely anthocyanidins (cyanidin-Cy, delphinidin-Dp and malvidin-Mv), anthocyanidin-3-glucosides (Cy-3-gluc, Dp-3-gluc and Mv-3-gluc), and portisins (Cy-pt, Dp-pt and Mv-pt) was carried out. The aim was to evaluate the relationship between the structure antioxidant properties of individual anthocyanins and respective derivative pigments. The ability of these compounds to inhibit lipid peroxidation in a liposome membrane system was examined by monitoring oxygen consumption and the antiradical and reducing capacities were determined using the DPPH and FRAP assay, respectively. All compounds tested showed antiradical and reducing properties. These features seemed to increase with the presence of catechol and pyrogallol groups in ring B of anthocyanidin-3-glucosides and respective aglycones. The results obtained for portisins are very likely to be related with their unique structural features. The flavanol moiety of the Compounds structure seems to be crucial for the antiradical properties, whilst their reducing ability was only evident for the portisin derived from malvidin. This outcome Could be due to some of the structural features of these pigments as they are complex structures and may have several different conformations in solution. The antioxidant protection towards lipid peroxidation increased with the overall hydrophobicity of the compounds. This feature is related to the location of the antioxidant on the liposome surface vs. water phase. Among the pigments tested, portisins showed the higher effect in preventing lipid peroxidation of soybean phosphatidylcholine liposomes, especially the portisin derived from Cy. This outcome could be due to the presence of two o-catechol groups in the structure of this compound. (C) 2009 Elsevier Ltd. All rights reserved.