Semisynthesis preparation method and application of chondroitin sulfate polysaccharide

A technology of chondroitin sulfate and chondroitin, which is applied in the field of medicine, can solve problems such as differences in pharmacological activity, and achieve the effect of simple operation and suitable for large-scale production

Active Publication Date: 2020-09-15
INST OF MATERIA MEDICA CHINESE ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Studies have shown that chondroitin sulfate polysaccharides with different compositions often show significant differences in pharmacological activity, and there is still a large gap in the development of chondroitin sulfate polysaccharides with high pharmacological activity

Method used

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  • Semisynthesis preparation method and application of chondroitin sulfate polysaccharide
  • Semisynthesis preparation method and application of chondroitin sulfate polysaccharide
  • Semisynthesis preparation method and application of chondroitin sulfate polysaccharide

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preparation example Construction

[0058] The present invention provides the preparation method of chondroitin sulfate polysaccharide metal salt described in above-mentioned technical scheme, comprises the following steps:

[0059] Mix polysaccharide chondroitin sulfate raw material, sulfation reagent and organic solvent, carry out sulfation reaction, obtain sulfation product system;

[0060] The sulfation product system is sequentially subjected to first sedimentation treatment, salt-forming treatment, dialysis, second sedimentation treatment and gel column purification to obtain chondroitin sulfate polysaccharide metal salt; the salt-forming reagent used in the salt-forming treatment is Aqueous metal hydroxide solution.

[0061] The invention mixes polysaccharide chondroitin sulfate raw material, sulfation reagent and organic solvent to carry out sulfation reaction to obtain a sulfation product system. The present invention has no special limitation on the polysaccharide chondroitin sulfate raw material, pre...

Embodiment 1

[0077] (1) Dissolve 26.8 g of commercial polysaccharide chondroitin sulfate A in 360 mL of dimethyl sulfoxide, add sulfur trioxide trimethylamine complex 24 g (3 eq.), and react for 6 hours under stirring at 50 ° C;

[0078] (2) Cool the reaction system obtained to room temperature, add 400 mL of ethanol aqueous solution with a volume fraction of 95%, and after stirring for 30 min, filter, dissolve the solid material in water (the amount ratio of water to solid material is 1 mL: 1 g), and use 2 mol / L The NaOH aqueous solution adjusts the pH value to be 7.0, and the gained solution is packed into a dialysis bag (molecular weight cut-off is 12000Da), and rotary steaming obtains solid after 2 days of dialysis;

[0079] (3) Dissolving the obtained solid in an aqueous NaOAc solution with a mass concentration of 2%, then adding absolute ethanol, centrifuging after sufficient precipitation to obtain a crude product; wherein, the ratio of the solid, aqueous NaOAc and absolute ethanol i...

Embodiment 2

[0082] Prepare sugar chondroitin sulfate polysaccharide according to the steps of Example 1, the difference is that commercialized polysaccharide chondroitin sulfate A6.7g is dissolved in 90mL of dimethyl sulfoxide, and sulfur trioxide trimethylamine complex 8g (4eq .) ; stirred and reacted at 60° C. for 24 hours to finally obtain 4.4 g of chondroitin sulfate polysaccharide sodium salt (referred to as polysaccharide 2).

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Abstract

The invention relates to the technical field of medicines, particularly to chondroitin sulfate polysaccharide metal salt, a preparation method and application thereof. The chondroitin sulfate polysaccharide metal salt provided by the invention plays an anti-inflammatory role by inhibiting an NF-kappa B signal path and inhibiting expression and functions of factors and enzymes related to inflammation. The results of embodiments show that the chondroitin sulfate polysaccharide metal salt provided by the invention has an anti-inflammatory effect and can be applied to preparation of anti-inflammatory disease drugs. According to the preparation method of the chondroitin sulfate polysaccharide metal salt provided by the invention, the chondroitin sulfate polysaccharide metal salts with differentsulfation degrees can be obtained through a semi-synthesis means, and the method is simple to operate and suitable for large-scale production.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a chondroitin sulfate polysaccharide metal salt and a preparation method and application thereof. Background technique [0002] Chondroitin sulfate polysaccharide (CS) is a straight-chain, sulfated glycosaminoglycan formed by alternating linkages of glucose and galactosamine with β(1→3) and β(1→4) glycosidic The 2- and 3-positions of the acid, and the 4- and 6-positions of galactosamine are sulfated to varying degrees, thereby deriving 11 natural subtypes. The specific structures are as follows: [0003] [0004] Chondroitin sulfate polysaccharide widely exists in animals and is also an endogenous substance in humans. It plays an important role in physiological and pathological processes such as nervous system, cancer and inflammation by regulating the expression levels of various enzymes and factors. [0005] The currently marketed chondroitin sulfate medicines and health p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A61K31/737A61P29/00
CPCC08B37/0069A61K31/737A61P29/00C08L5/00C08L5/08Y02A50/30A61P19/02
Inventor 赵哲辉雷平生吴练秋杨爽王文杰张海婧李想
Owner INST OF MATERIA MEDICA CHINESE ACAD OF MEDICAL SCI
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