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Poly-sulfated chondroitin sulfate and preparation method thereof

A chondroitin sulfate and sulfation technology, which is applied in the field of biomedicine, can solve the problems of different structures and activities of products, unfavorable industrial production, and high cost of reagents, so as to inhibit mast cell degranulation, production environment and equipment requirements are not harsh, reagents low cost effect

Inactive Publication Date: 2006-06-21
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Petitou et al. have reported sulfated sulfate in the U.S. Patent "Preparation of Sulfated Glycosaminoglycan Derivatives of Dermatan Sulfate and Chondroitin Sulfate" (Sulfated glycosaminoglycanoid derivatives of the dermatan sulfate and chondroitin sulfate type, Patent No. US5382570) A method for preparing chondroitin, but this method has the disadvantages of complex process, high reagent cost, unfavorable industrial production and different structures and activities of the obtained products, thus limiting its application

Method used

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  • Poly-sulfated chondroitin sulfate and preparation method thereof
  • Poly-sulfated chondroitin sulfate and preparation method thereof
  • Poly-sulfated chondroitin sulfate and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0023] (1) Polysulfation of chondroitin sulfate: 100 g of chondroitin sulfate boutique (commercially available) is made into a solution with a mass percent concentration of 20%, and chlorosulfonic acid: concentrated sulfuric acid is 1: 0.05 mixed acid is added in the above solution , so that the final concentration of chondroitin sulfate mass percent is 10%, at a temperature of 35° C., stirring and reacting for 5 hours, then adding 4000 ml of absolute ethanol to terminate the reaction, and there will be more sulfated chondroitin sulfate precipitates;

[0024] (2) Separation of the required polysulfated chondroitin sulfate fragments: Dissolve the above precipitate with 1000ml distilled water to make an aqueous solution, adjust the pH to 7 with 20% sodium hydroxide, add 4 times the amount of 95% ethanol to make it Precipitation; then make the precipitate into a 10% aqueous solution, adjust the pH to 10 with 20% sodium hydroxide, heat to 85°C, and continuously perform gas exchange...

Embodiment 2

[0030] (1) Polysulfation of chondroitin sulfate: 200 g of chondroitin sulfate boutique (commercially available) is made into a solution with a mass percentage concentration of 30%, and chlorosulfonic acid: concentrated sulfuric acid is 1: 0.07 mixed acid is added in the above solution , so that the final concentration of chondroitin sulfate mass percent is 10%, at a temperature of 40 ° C, stirring and reacting for 6 hours, then adding 4000ml of absolute ethanol to terminate the reaction, and more sulfated chondroitin sulfate precipitates;

[0031] (2) Separation of the required polysulfated chondroitin sulfate fragments: Dissolve the above precipitate with 1000ml distilled water to make an aqueous solution, adjust the pH to 7 with 20% sodium hydroxide, and add 5 times the amount of 95% methanol to make it Precipitation; then make the precipitate into a 10% aqueous solution, adjust the pH to 10 with 20% sodium hydroxide, heat to 85°C, and continuously perform gas exchange in the...

Embodiment 3

[0034] (1) Polysulfation of chondroitin sulfate: 100 g of chondroitin sulfate boutique (commercially available) is made into a solution with a mass percentage concentration of 25%, and chlorosulfonic acid: concentrated sulfuric acid is 1: 0.09 mixed acid is added in the above solution , making the final concentration of chondroitin sulfate mass percent 10%, at a temperature of 30° C., stirring and reacting for 10 hours, then adding 4000 ml of acetone to terminate the reaction, resulting in more sulfated chondroitin sulfate precipitates;

[0035] (2) Separation of the required polysulfated chondroitin sulfate fragments: dissolve the above precipitate with 1000ml of distilled water to make an aqueous solution, adjust the pH to 7 with 20% sodium hydroxide, add 4 times the amount of acetone to make it precipitate; Then make the precipitate into 10% aqueous solution, adjust the pH to 10 with 20% sodium hydroxide, heat to 85°C, and continuously carry out gas exchange in the reactor, ...

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Abstract

The invention discloses a ploysulfated chondroitin sulfate, containing glucuronic acid derivant and acetaminogalactose derivant in molecule, the characteristics of the invention comprising: the molecular structure comprises 2-0-sulfuric acid- glucuronic acid- (1í·3)-2-N- acetyl group- 2- deoxidation- 4 or 6-0-sulfuric acid galactose, the molecular weight is 1KD-30KD, and the proportion between sulfate radical and carboxylate is 2-4. The invention also discloses a method for preparing the ploysulfated chondroitin sulfate, that is by sulphonating the chondroitin sulfate. The ploysulfated chondroitin sulfate possesses appreciable action of resisting tumour breeding, inhibiting tumour transferring and inhibiting mastocyte pulling-off granule, and etc, the anticoagulating potencyíœ 10IU / mg, and also possesses strong antiphlogistic and analgesic action.

Description

technical field [0001] The invention belongs to the field of biomedicine, in particular to a polysulfated chondroitin sulfate and a preparation method thereof. Background technique [0002] Chondroitin sulfate is a kind of sulfated glycosaminoglycan compound. The molecular weight of natural products is generally between 10kD and 50kD, and it widely exists in animal cartilage tissue. [0003] Domestic and foreign studies have shown that chondroitin sulfate has a strong effect of lowering blood triglycerides and cholesterol, and can effectively prevent the formation of atherosclerosis. Petitou et al once reported the sulfated sulfate in the U.S. Patent "Preparation of Sulfated Glycosaminoglycan Derivatives of the Dermatan Sulfate and Chondroitin Sulfate" (Sulfated glycosaminoglycanoid derivatives of the dermatan sulfate and chondroitin sulfate type, Patent No. US5382570) A method for preparing chondroitin, but this method has disadvantages such as complex process, high reagen...

Claims

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Application Information

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IPC IPC(8): C08B37/08A61K31/737
Inventor 姬胜利崔慧斐迟延青曹吉超王凤山
Owner SHANDONG UNIV
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