Application of vanillin crosslinked chitosan oligosaccharide mono guanidine hydrochloride in preparation of anti-oxidation drugs

A technology of chitosan oligosaccharide and vanillin, which is applied in the directions of drug combination, antidote, pharmaceutical formulation, etc., can solve the problems of loose material structure, toxicity, poor controlled release effect, etc., and achieves high microwave efficiency, short reaction time, improved The effect of solubility

Inactive Publication Date: 2019-04-05
TIANJIN UNIV
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  • 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 materi

Method used

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  • Application of vanillin crosslinked chitosan oligosaccharide mono guanidine hydrochloride in preparation of anti-oxidation drugs
  • Application of vanillin crosslinked chitosan oligosaccharide mono guanidine hydrochloride in preparation of anti-oxidation drugs
  • Application of vanillin crosslinked chitosan oligosaccharide mono guanidine hydrochloride in preparation of anti-oxidation drugs

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Embodiment 1

[0035] a. Synthesis of thiourea trioxide: mix hydrogen peroxide solution with concentrated sulfuric acid solution, stir at 40~80℃ for 10~30min, then alternately add thiourea dioxide solid and hydrogen peroxide sulfuric acid mixed solution, within 3~7h After the feeding is completed, the temperature is kept and stirred for 1 to 3 hours to generate a large number of granular white crystals and then the reaction is stopped. After the reaction solution is cooled to room temperature, precipitation, suction filtration and drying are carried out to obtain white crystals of thiourea trioxide;

[0036] b. Synthesis of Chitooligosaccharide Monoguanidine Hydrochloride:

[0037] (1) Weigh 2g of chitosan oligosaccharides dissolved in 0.8mol / L hydrochloric acid solution to prepare chitosan oligosaccharide hydrochloric acid solution, adjust the pH to 1, and then weigh 0.5 times amino mole of thiourea trioxide and dissolve it in distilled water. For thiourea trioxide solution, add thiourea trioxid...

Embodiment 2

[0042] a. Synthesis of thiourea trioxide: mix hydrogen peroxide solution with concentrated sulfuric acid solution, stir at 40~80℃ for 10~30min, then alternately add thiourea dioxide solid and hydrogen peroxide sulfuric acid mixed solution, within 3~7h After the feeding is completed, the temperature is kept and stirred for 1 to 3 hours to generate a large number of granular white crystals and then the reaction is stopped. After the reaction solution is cooled to room temperature, precipitation, suction filtration and drying are carried out to obtain white crystals of thiourea trioxide;

[0043] b. Synthesis of Chitooligosaccharide Monoguanidine Hydrochloride:

[0044] (1) Weigh 2g of chitosan oligosaccharides dissolved in 0.2mol / L hydrochloric acid solution to prepare chitosan oligosaccharides hydrochloric acid solution, adjust the pH to 1 and then weigh 2 times the amino mole of thiourea trioxide and dissolve in distilled water to form three To oxidize thiourea aqueous solution, ad...

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Abstract

The invention discloses application of vanillin crosslinked chitosan oligosaccharide mono guanidine hydrochloride in preparation of anti-oxidation drugs. The application of the vanillin crosslinked chitosan oligosaccharide mono guanidine hydrochloride in the preparation of the anti-oxidation drugs comprises the following steps: taking a chitosan oligosaccharide product as a raw material, oxidizingunder double effects of hydrogen peroxide and concentrated sulfuric acid to obtain thiourea trioxide as a guanidination reagent, taking vanillyl alcohol as a crosslinking agent, carrying out liquid-phase synthetic reaction under a microwave condition to obtain a vanillin crosslinked chitosan oligosaccharide hydrochloride derivative with a mono guanidine group, repeatedly washing the vanillin crosslinked chitosan oligosaccharide hydrochloride derivative with the mono guanidine group to be neutral by using ethanol, and finally placing solid in a vacuum dryer and drying at the temperature of 40-80 DEG C until the water content of the material is smaller than 0.5%-10%. The method has the advantages of simplicity and easiness, less side reaction and the like, meanwhile, guanidyl and a crosslinked structure are introduced into chitosan oligosaccharide with good biological compatibility, thus, the bioactivity, stability and solubleness of the chitosan oligosaccharide are remarkably improved,and application in preparation of the anti-oxidation drugs is shown.

Description

Technical field [0001] The invention belongs to the field of biochemistry and medicine, and more specifically, relates to a novel chitosan oligosaccharide derivative-vanillin cross-linked chitooligosaccharide monoguanidine hydrochloride, a microwave synthesis method thereof, and a method for preparing antioxidant drugs application. Background technique [0002] Chitosan oligosaccharide, whose chemical name is β-1,4-oligosaccharide-glucosamine, is a low molecular weight product with a degree of polymerization of 2-20, which is obtained by physical, chemical or enzymatic degradation of chitosan. It is the only product with positive Charged basic amino oligosaccharides. Chitooligosaccharide has small molecular weight, is easy to absorb moisture, has good solubility, has the functions of antiseptic, antibacterial, and adjusts human pH value. It is biodegradable, non-toxic, and has the unique advantages of not causing allergies. It has gradually become a potential application value ...

Claims

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Application Information

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IPC IPC(8): C08J3/24C08B37/08C08L5/08A61K31/722A61P39/06
CPCA61K31/722C08B37/003C08J3/24C08J2305/08
Inventor 刘晓非邹雅露王园园柳小宝张圣圣张海
Owner TIANJIN UNIV
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