Binding affinity of tea catechins for HSA: Characterization by high-performance affinity chromatography with immobilized albumin column

Binding affinity of tea catechins for HSA: Characterization by high-performance affinity chromatography with immobilized albumin column
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DOI:
10.1002/mnfr.200900071
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发表时间:
2010-06-01
影响因子:
5.2
通讯作者:
Nakayama, Tsutomu
Nakayama, Tsutomu
中科院分区:
农林科学2区
文献类型:
--
作者:
Ishii, Takeshi;Minoda, Kanako;Nakayama, Tsutomu

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儿茶素是绿色茶叶中的主要多酚类物质。最近的研究表明,儿茶素与HSA形成复合物,用于在人体血液中转运,并且它们对白蛋白的结合亲和力被认为调节它们的生物利用度。在这项研究中,儿茶素及其类似物的结合亲和力进行了评估和每个儿茶素的化学结构和它的结合性能之间的关系进行了研究。通过HPLC分析与HSA柱比较这些儿茶素,我们表明没食子酰化儿茶素具有比非没食子酰化儿茶素更高的与HSA的结合亲和力。此外,与儿茶酚型儿茶素相比,邻苯三酚型儿茶素具有高亲和力。此外,2,3-反式结构的儿茶素的结合亲和力高于2,3-顺式结构的儿茶素。使用甲基化儿茶素证实了羟基在没食子酰基和B环上的重要性。这些结果表明,茶儿茶素的HSA结合的最重要的结构元素是没食子酰基,其次是B-环上的羟基和没食子酰基或C-2的构型的数量。我们的研究结果提供了基础信息之间的关系,儿茶素的化学结构和其生物活性。
Catechins are the major polyphenols in green tea leaves. Recent studies have suggested that the catechins form complexes with HSA for transport in human blood, and their binding affinity for albumin is believed to modulate their bioavailability. In this study, the binding affinities of catechins and their analogs were evaluated and the relationship between the chemical structure of each catechin and its binding property were investigated. Comparing these catechins by HPLC analysis with the HSA column, we showed that galloylated catechins have higher binding affinities with HSA than non-galloylated catechins. In addition, pyrogallol-type catechins have a high affinity compared to catechol-type catechins. Furthermore, the binding affinity of the catechin with 2,3-trans structure was higher than those of the catechin with 2,3-cis structure. The importance of the hydroxyl group on the galloyl group and B-ring was confirmed using methylated catechins. These results indicate that the most important structural element contributing to HSA binding of tea catechins is the galloyl group, followed by the number of hydroxyl groups on the B-ring and the galloyl group or the configuration at C-2. Our findings provide fundamental information on the relationship between the chemical structure of tea catechins and its biological activity.