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Vanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride and microwave synthesis method thereof

A technology of chitosan oligosaccharide and vanillin, applied in the direction of drug combination, antidote, etc., can solve the problems of toxicity, loose material structure, poor controlled release effect, etc., and achieve short reaction time, high microwave efficiency, and improved solubility. Effect

Active Publication Date: 2019-04-02
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, because glutaraldehyde and formaldehyde have a relatively large toxic effect on the human body, the material structure prepared by sodium tripolyphosphate is relatively loose, and the controlled release effect is not good.

Method used

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  • Vanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride and microwave synthesis method thereof
  • Vanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride and microwave synthesis method thereof
  • Vanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride and microwave synthesis method thereof

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Effect test

Embodiment 1

[0032] a. Synthesis of thiourea trioxide: mix hydrogen peroxide solution with concentrated sulfuric acid solution, stir at 40-80°C for 10-30 minutes, then add thiourea dioxide solid and hydrogen peroxide-sulfuric acid mixture alternately, within 3-7 hours After the feeding is completed, heat and stir for 1 to 3 hours to generate a large amount of granular white crystals and stop the reaction. After the reaction solution is cooled to room temperature, precipitate, filter, and dry to obtain white crystals of thiourea trioxide;

[0033] b. Synthesis of chitosan oligosaccharide monoguanidine hydrochloride:

[0034] (1) Weigh 2g of chitosan oligosaccharide dissolved in 0.8mol / L hydrochloric acid solution to configure chitosan oligosaccharide hydrochloric acid solution, adjust the pH value to 1, then weigh 0.5 times amino mole of thiourea trioxide and dissolve it in distilled water to configure Thiourea trioxide solution, add the thiourea trioxide solution dropwise into the chitosan...

Embodiment 2

[0039] a. Synthesis of thiourea trioxide: mix hydrogen peroxide solution with concentrated sulfuric acid solution, stir at 40-80°C for 10-30 minutes, then add thiourea dioxide solid and hydrogen peroxide-sulfuric acid mixture alternately, within 3-7 hours After the feeding is completed, heat and stir for 1 to 3 hours to generate a large amount of granular white crystals and stop the reaction. After the reaction solution is cooled to room temperature, precipitate, filter, and dry to obtain white crystals of thiourea trioxide;

[0040] b. Synthesis of chitosan oligosaccharide monoguanidine hydrochloride:

[0041] (1) Weigh 2g of chitosan oligosaccharide and dissolve it in 0.2mol / L hydrochloric acid solution to form a chitosan oligosaccharide hydrochloric acid solution, adjust the pH value to 1, then weigh 2 times the amino mole of thiourea trioxide and dissolve it in distilled water to form three Oxidize the thiourea aqueous solution, add the thiourea trioxide solution dropwise ...

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Abstract

The invention discloses a vanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride and a microwave synthesis method thereof, and the microwave synthesis method is as follows: takinga chitosan oligosaccharide product as a raw material, using thiourea trioxide obtained by oxidation under the double action of hydrogen peroxide and concentrated sulfuric acid to serve as a guanidination reagent, using vanillyl alcohol as a cross-linking agent, and carrying out a liquid-phase synthesis reaction under a microwave condition so as to obtain a vanillin cross-linked chitosan oligosaccharide hydrochloride derivative with a monoguanidine group; and washing the vanillin cross-linked chitosan oligosaccharide hydrochloride derivative with ethanol for multiple times to be neutral, and finally drying the solid in a vacuum drier at 40-80 DEG c until the water content of the material is less than 0.5%-10% to obtain the vanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride. The method disclosed by the invention has the advantages of simplicity, feasibility, few side reactions and the like, and meanwhile, the guanidine group and the cross-linked structure are introduced into the chitosan oligosaccharide with good biocompatibility, so that the biological activity, the stability and the solubility of the chitosan oligosaccharide are remarkably improved, and thevanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride has a wider application prospect in the fields of medicine, chemical industry, agriculture, food and the like.

Description

technical field [0001] The invention belongs to the fields of biochemistry and medicine, and more specifically relates to a novel chitosan oligosaccharide derivative—vanillin cross-linked chitosan oligosaccharide monoguanidine hydrochloride and a microwave synthesis method thereof. Background technique [0002] Oligochitosan, whose chemical name is β-1,4-oligosaccharide-glucosamine, is a low molecular weight product with a degree of polymerization of 2 to 20 obtained by physical, chemical or enzymatic degradation of chitosan. Charged basic amino oligosaccharides. Oligochitosan has the unique advantages of small molecular weight, easy moisture absorption, good solubility, antiseptic, antibacterial, and pH adjustment of human body, biodegradable, non-toxic, and non-allergic. It has gradually become a potential application value. bioactive material. However, the amino group (-NH 2 ) or hydrogen bond interactions between hydroxyl groups (-OH) make chitosan oligosaccharides in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/24C08B37/08A61P39/06
CPCC08B37/003C08J3/24C08J2305/08
Inventor 刘晓非邹雅露王园园张圣圣张海柳小宝
Owner TIANJIN UNIV
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