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Method for preparing sulforaphane by using glucoerucin

A technology of aruginin and sulforaphane, applied in the field of preparation of sulforaphane, capable of solving the problems of high raw material cost and low yield of sulforaphane

Active Publication Date: 2012-06-13
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to overcome the disadvantages of high raw material cost and low yield of sulforaphane, adopt cheap and easy-to-get arugula seeds as raw material, the cost of raw material is one-fifth of that of broccoli seeds, and the yield of sulforaphane is 1 / 5 of that of broccoli seeds. 3 times of seeds

Method used

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  • Method for preparing sulforaphane by using glucoerucin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Preparation of arugula glycoside glucoerucin: take 100g of arugula seeds, inactivate the enzyme at 100°C for 30 minutes, pulverize, add 800ml of boiling water, adjust the pH to 7.0 with citric acid-sodium citrate buffer, stir under boiling water for 20 minutes, after suction filtration, Add 500ml of boiling water to the filter cake and continue to stir for 20 minutes, and combine the two extracts. The extract was filtered and spin-dried at 30° C. to obtain 10.56 g of crude aruginoside.

[0025] The preparation of glucose sulforaphane L-glucoraphanin: the above-mentioned 10.56g aruginin crude product, 5.18g (+)-L-diethyl tartrate, 3.57g titanium tetraisopropoxide, 500ml methanol, ethanol and ethyl acetate ( Volume ratio 3:2:5) mixture, warming up to 40°C, mixing and stirring for 40min, cooling to 0°C, adding 37ml hydrogen peroxide (30%) dropwise within 1 hour, stirring and reacting for 2 hours, adding 500ml deionized water and stirring After 1 hour, the aqueous phase wa...

Embodiment 2

[0029] Preparation of arugula glucoerucin: take 100g of arugula seeds, inactivate the enzyme at 110°C for 40 minutes, pulverize, add 900ml of boiling water, adjust the pH to 6.0 with acetic acid-sodium acetate buffer, stir under boiling water for 30 minutes, and filter the cake Add 500ml of boiling water and continue stirring for 30 minutes, and combine the two extracts. The extract was filtered and spin-dried at 50° C. to obtain 9.71 g of crude aruginoside.

[0030]The preparation of glucose sulforaphane L-glucoraphanin: the above-mentioned 9.71g aruginin crude product, 4.76g (+)-L-diethyl tartrate, 3.28g tetraisopropoxytitanium, 500ml methanol, ethanol and ethyl acetate ( Volume ratio 4:2:4) mixture, warming up to 50°C, mixing and stirring for 50min, cooling to 5°C, adding 32ml cumene hydroperoxide (30%) dropwise within 2 hours, stirring for 3 hours, adding 500ml of deionized water was stirred for 2 hours, and the aqueous phase was separated. The water phase is adsorbed by...

Embodiment 3

[0034] Preparation of arugula glycoside glucoerucin: Take 100g of arugula seeds, inactivate the enzyme at 120°C for 50 minutes, crush them, add 1L of boiling water, and wash with Na 2 HPO 4 -NaH 2 PO 4 Adjust the pH of the buffer solution to 8.0, stir under boiling water for 50 minutes, and after suction filtration, add 500 ml of boiling water to the filter cake and continue stirring for 50 minutes, and combine the two extracts. The extract was filtered and spin-dried at 40° C. to obtain 10.48 g of crude aruginoside.

[0035] The preparation of glucose sulforaphane L-glucoraphanin: the above-mentioned 10.48g aruginin crude product, 5.14g (+)-L-diethyl tartrate, 3.54g titanium tetraisopropoxide, 500ml methanol, ethanol and ethyl acetate ( Volume ratio 5:2:3) mixture, warming up to 60°C, mixing and stirring for 60min, cooling to 0°C, adding dropwise 34ml of dicumyl hydroperoxide (30%) within 3 hours, stirring and reacting for 5 hours, Add 500 ml of deionized water and stir f...

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Abstract

The invention relates to a method for preparing sulforaphane by using glucoerucin, comprising the following steps: (1) preparing glucoerucin; (2) preparing L-glucose sulforaphane: adding sulforaphane obtained by the step (1), (+)-L-diethyl tartrate, alkoxy titanium or alkoxy vanadium compound in a mixed solution of methanol, ethanol and ethyl acetate to obtain a product of L-glucose sulforaphane;(3) taking broccoli seeds and crushing, filtering through gauze to obtain a filtrate, adding ammonium sulfate in the filtrate at a temperature of 4 DEG C with a saturation of 55 %, mixing uniformly, centrifuging the precipitate to dissolve the precipitate in deionized water, and dialyzing overnight to obtain a crude enzyme of hydrolase; and (4) purifying the L-glucose sulforaphane. The method aims at overcoming the disadvantages of high cost of raw materials, low yield of sulforaphane and the like. According to the invention, sesame seeds which are cheaply obtained are used as raw materials, thus the cost of the raw materials is one fifth that of broccoli seeds, and the sulforaphane yield obtained by using sesame seeds is 3 times the yield obtained by using broccoli seeds.

Description

technical field [0001] The invention relates to a new method for preparing sulforaphane from arugula vegetables. Background technique [0002] At present, with the improvement of people's living standards, the incidence of cancer has increased significantly, seriously affecting human life and health. Eating a lot of fruits and vegetables can significantly inhibit or slow down the occurrence of cancer. Vegetables and fruits contain a large number of active ingredients, such as lycopene in tomatoes, soybean isoflavones in soybeans, ellagic acid in fruits, and isothiocyanates and indoles in cruciferous vegetables. It has been proved that it has outstanding anti-cancer and anti-cancer effects, and has broad market prospects. [0003] Sulforaphane can inhibit the formation of cancer cells such as lung cancer, esophageal cancer, colon cancer, breast cancer, liver cancer and colorectal cancer, increase the level of glutathione in tissues, and induce cells to synthesize type II de...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P13/00C07C317/28C07C315/06
Inventor 梁浩谷友刚袁其朋
Owner BEIJING UNIV OF CHEM TECH
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