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在线液相色谱-核磁共振光谱-质谱联用技术用于亚麻籽中开环异落叶松脂素二葡萄糖苷异构体的分离与表征

On-line liquid-chromatography-nuclear magnetic resonance spectroscopy-mass spectrometry coupling for the separation and characterization of secoisolariciresinol diglucoside isomers in flaxseed.

作者信息

Fritsche J, Angoelal R, Dachtler M

机构信息

Unilever Research & Development, Vlaardingen, The Netherlands.

出版信息

J Chromatogr A. 2002 Oct 4;972(2):195-203. doi: 10.1016/s0021-9673(02)01110-x.

DOI:10.1016/s0021-9673(02)01110-x
PMID:12416877
Abstract

Two secoisolariciresinol diglucoside (SDG) diastereomers were extracted from flaxseed and liberated through alkaline hydrolysis. Anion-exchange and reversed-phase chromatography were successfully employed to purify the hydrolyzed flaxseed extract. On-line LC-NMR-MS analyses revealed the structure of the isolated and purified SDG diastereomers, [2R,2'R]-2,3-bis[(4-hydroxy-3-methoxyphenyl)-methyl]-1,4-butanediyl-bis-beta-glucopyranoside the predominant flaxseed lignan and [2R,2'S]-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,4-butanediyl-bis-beta-glucopyranoside, a previously incompletely characterized minor flaxseed lignan. Circular dichroism (CD) analyses confirmed the presence of two distinguished optically active compounds present in the flaxseed extract.

摘要

从亚麻籽中提取了两种开环异落叶松脂素二葡萄糖苷(SDG)非对映异构体,并通过碱性水解将其释放出来。成功采用阴离子交换色谱法和反相色谱法对水解后的亚麻籽提取物进行了纯化。在线液相色谱-核磁共振-质谱分析揭示了分离纯化后的SDG非对映异构体的结构,[2R,2'R]-2,3-双[(4-羟基-3-甲氧基苯基)甲基]-1,4-丁二醇双-β-吡喃葡萄糖苷,即主要的亚麻籽木脂素,以及[2R,2'S]-2,3-双[(4-羟基-3-甲氧基苯基)甲基]-1,4-丁二醇双-β-吡喃葡萄糖苷,一种此前表征不完全的次要亚麻籽木脂素。圆二色性(CD)分析证实了亚麻籽提取物中存在两种不同的旋光活性化合物。

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