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Chinese radish sulfane clathrate compound and preparation method thereof

A technology of sulforaphane and clathrates, which is applied in the field of sulforaphane clathrates and its preparation, and can solve problems such as unfavorable production and sales

Inactive Publication Date: 2012-04-25
肖广惠
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the problem of long-term storage at room temperature remains unresolved. After half a year of storage of the cyclodextrin-sulforaphane inclusion complex at room temperature, more than 50% of sulforaphane decomposes due to instability, which is very unfavorable for production and sales.

Method used

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  • Chinese radish sulfane clathrate compound and preparation method thereof
  • Chinese radish sulfane clathrate compound and preparation method thereof
  • Chinese radish sulfane clathrate compound and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0037] Weigh 12g of sodium hydroxide (NaOH) and 250mL of deionized water into a 500ml three-necked round-bottomed flask, stir to dissolve. After the water bath was warmed up to 60° C., 120 g of β-cyclodextrin was weighed and added to the flask, and stirred to completely dissolve it. Cool down to room temperature, slowly add 80g of propylene bromide dropwise to the flask while stirring. After the dropwise addition, react at room temperature for 4 hours. After the reaction, use 1mol / L hydrochloric acid solution to neutralize the reaction solution to neutrality, filter, and wash with ethanol. Acetone extraction, dialysis and desalination, and then freeze-drying yielded 98.2 g of propenyl-β-cyclodextrin with a yield of 81.8% and a degree of substitution of 5.4.

Embodiment 2

[0039] Weigh 12g of sodium hydroxide (NaOH) and 250mL of deionized water into a 500ml three-necked round-bottomed flask, stir to dissolve. After the water bath was warmed up to 60° C., 120 g of β-cyclodextrin was weighed and added to the flask, and stirred to completely dissolve it. Cool down to room temperature, slowly add 100g of propylene bromide dropwise into the flask while stirring. After the dropwise addition, react at room temperature for 4 hours. After the reaction, use 1mol / L hydrochloric acid solution to neutralize the reaction solution to neutrality, filter, and wash with ethanol. Acetone extraction, dialysis and desalination, and then freeze-drying yielded 103.8 g of propenyl-β-cyclodextrin with a yield of 86.5% and a degree of substitution of 6.8.

Embodiment 3

[0041] Weigh 2.6 g of the propenyl-β-cyclodextrin obtained in Example 1, dissolve it in 250 mL of water for injection, stir and dissolve to obtain a saturated solution. Weigh 1.8 g of sulforaphane and dissolve it in 4 mL of absolute ethanol. Under stirring, slowly add sulforaphane absolute ethanol solution dropwise into propenyl-β-cyclodextrin aqueous solution to form a suspension, sonicate for 20-30 minutes, and continue high-speed stirring at room temperature for 24 hours. Filter with a 0.45mm microporous membrane, fill the filtrate, and freeze-dry. The white powder of propenyl-β-cyclodextrin inclusion compound of sulforaphane was obtained (the molar ratio of raw material sulforaphane to propenyl-β-cyclodextrin was about 1:0.2), and the sulforaphane in the clathrate was detected by HPLC The content of sulfane is 0.42g, and the inclusion rate is 23%.

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Abstract

The invention relates to a Chinese radish sulfane clathrate compound and a preparation method thereof. The invention solves the problem that the Chinese radish sulfane is not stable when being stored at room temperature, and can not be easily produced or applied to practice. The goal of the invention is implemented by forming a clathrate compound from Chinese radish sulfane and propenyl-beta-cyclodextrin. The implementation process comprises the following steps: reacting beta-cyclodextrin with bromopropylene under alkaline conditions, and processing to obtain propenyl-beta-cyclodextrin; and dissolving the propenyl-beta-cyclodextrin in distilled water, dropwisely adding corresponding chemical amount of Chinese radish sulfane ethanol solution into the propenyl-beta-cyclodextrin solution, and processing to obtain freeze-dried powder. After the Chinese radish sulfane propenyl-beta-cyclodextrin clathrate compound is stored at room temperature for half a year, the residue rate is up to 80%.

Description

technical field [0001] The invention relates to a inclusion compound of sulforaphane and a preparation method thereof. It specifically relates to the use of cyclodextrin derivatives and sulforaphane to form a host-guest inclusion complex and a preparation method thereof, belonging to the field of medical technology. Background technique [0002] Sulforaphane (Sulforaphane) is also known as radin, and its molecular formula is C 6 h 11 NOS 2 , is an isothiocyanate derivative, its structural formula is as follows: [0003] [0004] Sulforaphane is a powerful anti-cancer substance, which is abundant in cruciferous vegetables, especially broccoli. Studies have found that sulforaphane is the most significant isothiocyanate compound with anti-oxidation, anti-cancer, and anti-cancer activities. Sulforaphane contained in broccoli can effectively prevent liver cancer, lung cancer, prostate cancer, and breast cancer. , rectal cancer, gastric cancer, adenocarcinoma, skin cancer...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/48A61K31/26A61P35/00
Inventor 肖广惠许春生
Owner 肖广惠
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