亚麻籽中木脂素及其水解产物的分离、鉴定和抗氧化活性

采用快速柱层析和制备薄层色谱相结合的新方法，从亚麻籽中分离木脂素开环异落叶松脂酚二糖苷和对香豆酸苷甲酯。同时发现，亚麻籽开环异落叶松脂酚二糖苷在酸水解时除生成开环异落叶松脂酚和无水开环异落叶松脂酚，还部分转化为开环异落叶松脂酚单糖苷。从亚麻籽的酸水解产物中分离出6 个化合物，分别鉴定为：开环异落叶松脂酚单糖苷、开环异落叶松脂酚、无水开环异落叶松脂酚、对香豆酸甲酯、阿魏酸甲酯和5-羟甲基糠醛；其中对香豆酸苷甲酯、对香豆酸甲酯和阿魏酸甲酯为首次从亚麻籽水解产物中分离获得，分别由对香豆酸苷、对香豆酸和阿魏酸在水解时与甲醇发生酯交换形成。体外抗氧化测试结果表明，开环异落叶松脂酚二糖苷、开环异落叶松脂酚单糖苷和开环异落叶松脂酚对1,1-二苯基-2-三硝基苯肼（1,1-diphenyl-2-picrylhydrazyl，DPPH）自由基、羟自由基（·OH）和超氧阴离子自由基（O2－·）均具有清除作用，且呈明显的量效关系。

Separation,Identification and Antioxidant Activities of Lignans and Their Hydrolysates in Flaxseeds

In the present study, secoisolariciresinol diglucoside and p-coumaric acid methyl ester were separated from
flaxseeds by a novel method combining flash column chromatography with preparative thin layer chromatography.
Secoisolariciresinol diglucoside was transformed into secoisolariciresinol and anhydrosecoisolariciresinol or
into secoisolariciresinol monoglucosides during the acid hydrolysis. Six compounds were isolated from the acid
hydrolysates of flaxseeds, and were respectively identified as secoisolariciresinol monoglucoside, secoisolariciresinol,
anhydrosecoisolariciresinol, p-coumaric acid methyl ester, ferulic acid methyl ester, and 5-hydroxymethyl-2-furfural on the
basis of their spectral data. p-Coumaric acid glucoside methyl ester, p-coumaric acid methyl ester and ferulic acid methyl
ester were separated for the first time from the flaxseed hydrolysates, which were produced by the transesterification of
p-coumaric acid glucoside, p-coumaric acid, and ferulic acid with methanol in hydrolysis. Interestingly, secoisolariciresinol
diglucoside, secoisolariciresinol monoglucoside, and secoisolariciresinol had scavenging capabilities against 1,1-diphenyl-
2-picrylhydrazyl (DPPH) free radical, hydroxy radical and superoxide aion radicals, and had a good dose-effect relationship
between their concentrations and antioxidant activities.