Capillary electrophoresis of highly sulfated flavanoids and flavonoids
Capillary electrophoresis of highly sulfated flavanoids and flavonoids
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DOI：
10.1016/j.ab.2004.10.017
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发表时间：
2005-01-15
影响因子：
2.9
通讯作者：
Desai, UR
中科院分区：
文献类型：
--
作者：
Dantuluri, M;Gunnarsson, GT;Desai, UR
类黄酮和类黄酮是存在于我们饮食中的天然产物，已知具有多种生物活性。这些天然产物的硫酸盐种类代表具有独特生物化学性质的高度带电的水溶性有机分子。在这里，我们描述了这些高电荷分子的毛细管电泳的第一个研究。完全硫酸化的黄酮类化合物和黄酮类化合物可以在反极性下，在pH 3.5，使用5-10千伏在不到20分钟的时间内，与此相反，在高pH值下，正常极性这些物种可以被ameresed和解决，只有当采用加压毛细管。（+/-）-硫酸儿茶素是一种外消旋的硫酸化类黄酮，使用15%的β-环糊精（手性选择剂）而不是α-或γ-环糊精将其拆分成其对映异构体。然而，这些分子的高电荷密度挑战了毛细管电泳的分辨能力，因为非对映体（-）-表儿茶素硫酸盐和（+）-儿茶素硫酸盐即使在环糊精或手性带正电荷的氨基酸存在下也不能分辨。总的来说，高度硫酸化的黄酮类化合物和类黄酮的毛细管电泳，预计是有用的硫酸化黄酮类化合物的快速结构分析，无论是合成的还是天然的。(C)2004年爱思唯尔公司All rights reserved.
Flavanoids and flavonoids are natural products present in our diet and known to possess multiple biological activities. Sulfated species of these natural products represent highly charged water-soluble organic molecules that possess unique biochemical properties. We describe here the first studies on capillary electrophoresis of these highly charged molecules. Fully sulfated flavanoids and flavonoids can be electrophoresed and resolved under reverse polarity at pH 3.5 using 5-10 kV in less than 20 min. In contrast, at high pH under normal polarity these species can be electrophoresed only if a pressurized capillary is employed. (+/-)-Catechin sulfate, a racemic sulfated flavanoid, was resolved into its enantiomers using 15% beta-cyclodextrin, a chiral selector, but not with alpha- or gamma-cyclodextrins. Yet, the high charge density of these molecules challenges the resolving capability of capillary electrophoresis as diastereomers (-)-epicatechin sulfate and (+)-catechin sulfate do not resolve, even in the presence of cyclodextrins or chiral positively charged amino acids. Overall, capillary electrophoresis of highly sulfated flavanoids and flavonoids is expected to be useful in rapid structure analysis of sulfated flavonoids, either synthetic or natural. (C) 2004 Elsevier Inc. All rights reserved.