Method for preparing open loop secoisolariciresinol diglucoside from flax seed

A technology of secoisolaricus and glucoside, which is applied to the preparation of sugar derivatives, chemical instruments and methods, sugar derivatives, etc., can solve the problems of high separation cost, small production batch, affecting product application, etc., and achieve simple process Ease of operation, high production cost and low cost effect

Active Publication Date: 2006-12-20
SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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Problems solved by technology

Although the above methods all obtain lignan products or concentrates, the use of chromatography has high separation costs and small production batches, which limits the industrialization of lignan products; and...

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0020] Weigh 300g of clean linseed, add 2000g of ethanol solution of sodium hydroxide with a concentration of 0.01M, extract at room temperature for 3 hours, filter, and repeatedly extract the filter residue with the above extract until the extract is colorless, and combine the filtrates. Adjust the pH value to 3 with sulfuric acid, concentrate the extract to a weight of 80 g, add 200 ml of water, and repeatedly extract with ethyl acetate until the ethyl acetate phase is colorless, separate the layers, and evaporate the water phase to dryness. Dissolve the above-mentioned substance evaporated to dryness with methanol, filter to remove insoluble salts, and evaporate the filtrate to obtain the required cycloisolaricoresinol diglucoside.

Embodiment 2

[0022] Weigh 300g of clean linseed, add 800g of 0.1M methanolic sodium bicarbonate solution, extract at room temperature for 2 hours, filter, and repeatedly extract the filter residue with the above extract until the extract is colorless, and combine the filtrates. Adjust the pH value to 4 with sulfuric acid, concentrate the extract to a weight of 90 g, add 250 ml of water, and repeatedly extract with chloroform until the chloroform phase is colorless, separate the layers, and evaporate the water phase to dryness. Dissolve the above-mentioned substance evaporated to dryness with n-butanol, filter to remove insoluble salts, and evaporate the filtrate to obtain the required secoisolaricoresinol diglucoside.

Embodiment 3

[0024] Weigh 300g of clean linseed, add 600g of ethanol solution of potassium hydroxide with a concentration of 0.4M, extract at room temperature for 2 hours, filter, and repeatedly extract the filter residue with the above extract until the extract is colorless, and combine the filtrates. Adjust the pH value to 3 with sulfuric acid, concentrate the extract to a weight of 95 g, add 200 ml of water, and repeatedly extract with toluene until the toluene phase is colorless, separate the layers, and evaporate the water phase to dryness. Dissolve the above evaporated to dryness with isopropanol, filter to remove insoluble salts, and evaporate the filtrate to obtain the required secoisolaricoresinol diglucoside.

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Abstract

this invention relates to a method for preparing ring-opening secoisolariciresinol diglucoside from flaxseed, comprising: mix the clean flaxseed with 0.01-0.4M alcosol-alkaline solution at 1:2-8 weight ratio, extract for 2-3h at room temperature, filtrate and repeatedly extract the filtering deposit until the alcosol-alkaline solution becomes colorless, combine the filtrate; add acid into the filtrate to adjust the pH to 3-4 and then concentrate to the weight less than 1/3 weight of flaxseed raw material, add in water with 2-3 times volume of concentrated solution, repeatedly extract the above solution with weakly-polar solvent until colorless, evaporate the water phase to dryness; add the dry material into low-carbon alcohol, filtrate and evaporate the filtrate to dryness and then obtain the secoisolariciresinol diglucoside. This invention is characterized of simple process, low cost, and high purity.

Description

technical field [0001] The invention relates to a method for preparing secoisolaricine resinol diglucoside from flaxseed. technical background [0002] Lignans are a kind of phytoestrogens, which are formed by bimolecular polymerization of phenylpropanoids. Because of their various physiological activities, especially in anti-tumor, anti-virus and inhibition of certain enzymes, lignans have attracted attention both at home and abroad. attention of many researchers. Flax (Linum usitatissimum) is a traditional oil crop in Northwest my country. It is rich in lignans, and its main biologically active ingredient is secoisolarix resinol diglucoside (SDG). Lignans in human food are mainly derived from cereals and other fiber-rich products, and flaxseed is the richest source of lignin precursors in humans and animals. The content of lignans in grain is 2mg / kg~7mg / kg, and the content in flaxseed is 2mg / g~20mg / g. Due to its unique physiological activity and rich content in flaxsee...

Claims

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Application Information

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IPC IPC(8): C07H15/18C07H1/08
Inventor 侯相林邓天昇
Owner SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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