Preparation of raphanin sulfane

A technology for sulforaphane and seeds is applied in the field of preparing sulforaphane, which can solve the problems of limited selection of raw materials and high production cost, and achieve the effects of easy automatic operation, increased content, and simplified extraction and purification process.

Inactive Publication Date: 2007-06-20
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The selection range of raw materials for this method is very limited. Taking broccoli as an example, this method is only applicable to using the flowers of broccoli as raw materials, while the seeds, stems, leaves and other tissues of broccoli can only be discarded.
In addition, this method must add exogenous myrosinase, which needs to set up a production line of exogenous myrosinase or purchase its enzyme preparation at a high price. These factors above cause this method to have limitations in actual production applications, and high production cost

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] (1) Hydrolysis to generate sulforaphane

[0035] Weigh 100g of broccoli seeds, grind them into powder, add 250ml of deionized water, adjust the pH to 5-7 with calcium carbonate, stir and hydrolyze at room temperature for 5h;

[0036] (2) ethyl acetate extraction

[0037] Add 500ml of ethyl acetate to the hydrolyzed mixture, centrifuge, collect ethyl acetate, repeat this step 3 times, mix the ethyl acetate obtained three times, and concentrate under reduced pressure to be the thick product of sulforaphane in a yellow-brown oily state. 5.5%;

[0038] (3) Silica gel separation and purification

[0039] The crude sulforaphane product obtained above was dissolved in 600ml of petroleum ether and ethyl acetate solution with a volume ratio of 8:2, after 30 grams of 100-200 mesh chromatography was adsorbed with silica gel, and then 100ml of ethyl acetate was used to remove impurities, and finally The sulforaphane was eluted with 300ml of ethanol, and the ethanol was recovered...

Embodiment 2

[0041] (1) Hydrolysis to generate sulforaphane

[0042] Weigh 100g broccoli seed powder degreased by petroleum ether, add 300mL Na with a pH value of 5-7 2 HPO 4 - citric acid buffer solution, stirred and hydrolyzed at room temperature for 3h;

[0043] 2) ethyl acetate extraction

[0044]Add 500ml of ethyl acetate to the hydrolyzed mixture, centrifuge, collect ethyl acetate, repeat this step 3 times, mix the ethyl acetate obtained three times, and concentrate under reduced pressure to be the thick product of sulforaphane in a yellow-brown oily state. 15.5%;

[0045] (3) Silica gel separation and purification

[0046] The crude product of sulforaphane obtained above was dissolved in 600ml of petroleum ether and ethyl acetate solution with a volume ratio of 6:4, after 50 grams of 200-300 mesh chromatography was adsorbed with silica gel, and then 100ml of ethyl acetate was used to remove impurities, and finally The sulforaphane was eluted with 800ml of petroleum ether and et...

Embodiment 3

[0048] (1) Hydrolysis to generate sulforaphane

[0049] Weigh 500g of fresh broccoli, add 500ml of deionized water, adjust the pH value to 2-3 with hydrochloric acid, homogenate, stir and hydrolyze at room temperature for 7 hours;

[0050] (2) ethyl acetate extraction

[0051] Add 500ml of ethyl acetate to the above hydrolyzate, extract, centrifuge, collect the ethyl acetate phase, and repeat this three times. Combine the ethyl acetate phases obtained three times, and concentrate them by distillation under reduced pressure to the crude product of sulforaphane in a yellow-brown oily state, with a content of 1.98 %;

[0052] (3) Silica gel separation and purification

[0053] The crude product of sulforaphane obtained above was dissolved in 100 ml of petroleum ether and ethyl acetate solution with a volume ratio of 7:3, after 30 grams of 100-200 mesh chromatography was adsorbed with silica gel, and then 20 ml of ethyl acetate was used to remove impurities, and finally The sul...

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Abstract

Production of raphsulfane with brassin vegetables as raw materials is carried out by crushing for seeds, flowers, stems and leaves, hydrolyzing at specific pH value by myrosase, extracting by acetic ether, adsorbing by silica gel, removing impurities by acetic ether and eluting by mixed solution of isopropyl alcohol, alcohol and petroleum ether. It's cheap and simple and can be used for large-scale industrial production.

Description

Technical field: [0001] The invention relates to a method for preparing sulforaphane from Brassica vegetables. Background technique: [0002] Sulforaphane (sulforaphane, 1-isothiocyano-4R-[methylsulfinyl]butane) widely exists in Brassica vegetables in the cruciferous family. Vegetables that people eat every day, such as Brussels sprouts, Brussels sprouts, collard greens, kohlrabi, broccoli, mustard greens, and horseradish, fall into this category. Glucoraphane (glucoraphanin) is the precursor of sulforaphane, which can be hydrolyzed by myrosinase to produce sulforaphane. [0003] Physiological functions of sulforaphane: [0004] 1. Sulforaphane does not have any cytotoxicity; [0005] 2. Inhibit the formation of tumors; [0006] A large number of experiments have proved that sulforaphane has a good preventive effect on esophageal cancer, lung cancer, colon cancer, breast cancer, liver cancer and colorectal cancer; [0007] 3. Sulforaphane increases the glutathione level...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C331/20C07C319/28
Inventor 袁其朋梁浩候晓丹肖倩
Owner BEIJING UNIV OF CHEM TECH
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