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Chitosan oligosaccharide kojic acid derivative and preparation method thereof

A technology of chitooligosaccharide kojic acid and derivatives, applied in the field of food additives, can solve the problems of complex derivatization process of chitooligosaccharide, failure to meet application requirements, unfavorable large-scale production, etc., to achieve environmental protection, low toxicity, The effect of broad application value

Inactive Publication Date: 2013-09-18
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the derivatization of chitosan oligosaccharides can improve the antibacterial activity of chitosan oligosaccharides to a certain extent, the effect is not obvious, and it still cannot meet its application requirements, and the derivatization process of chitosan oligosaccharides is complicated and the reaction conditions are harsh. Not conducive to mass production

Method used

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  • Chitosan oligosaccharide kojic acid derivative and preparation method thereof
  • Chitosan oligosaccharide kojic acid derivative and preparation method thereof
  • Chitosan oligosaccharide kojic acid derivative and preparation method thereof

Examples

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Effect test

Embodiment 1

[0030] Under stirring, dissolve 1 g of kojic acid in 2 mL of dimethyl sulfoxide, and dissolve 0.5 g of chitosan oligosaccharide (molecular weight is 1000 Da, deacetylation degree is 90%) in 2 mL of dimethyl sulfoxide and 2 mL of pyridine mixture. In , the chitosan oligosaccharide dissolved in the mixture of dimethyl sulfoxide and pyridine was added dropwise to the kojic acid dissolved in dimethyl sulfoxide, and the reaction mixture was magnetically stirred in a water bath at 25°C for 4 hours, then poured into excess Acetone precipitates the product, the precipitate is filtered, the precipitate is subjected to Soxhlet extraction with ethanol and acetone respectively to remove dimethyl sulfoxide and pyridine, and finally the product is vacuum freeze-dried. identified by infrared spectroscopy 1 H NMR identified its structure. The yield of the final product was 46%.

Embodiment 2

[0032]Under stirring, dissolve 1 g of kojic acid in 3 mL of dimethyl sulfoxide, and dissolve 0.5 g of chitosan oligosaccharide (molecular weight of 3000 Da, deacetylation degree of 95%) in 3 mL of dimethyl sulfoxide and 4 mL of pyridine mixture. In the method, the chitosan oligosaccharide dissolved in the mixture of dimethyl sulfoxide and pyridine was added dropwise to the kojic acid dissolved in dimethyl sulfoxide, and the reaction mixture was magnetically stirred in a water bath at 35°C for 6 hours, then poured into excess Acetone precipitates the product, the precipitate is filtered, the precipitate is subjected to Soxhlet extraction with ethanol and acetone respectively to remove dimethyl sulfoxide and pyridine, and finally the product is vacuum freeze-dried. identified by infrared spectroscopy 1 H NMR identified its structure. The yield of the final product was 52%.

Embodiment 3

[0034] Under stirring, dissolve 0.5 g of kojic acid in 4 mL of dimethyl sulfoxide, 0.5 g of chitosan oligosaccharide (molecular weight of 5000 Da, deacetylation degree of 90%) in 4 mL of dimethyl sulfoxide and 6 mL of pyridine and mix In the solution, the chitosan oligosaccharide dissolved in the mixture of dimethyl sulfoxide and pyridine was added dropwise to the kojic acid dissolved in dimethyl sulfoxide, and the reaction mixture was magnetically stirred in a water bath at 45°C for 8 hours, then poured into Excessive acetone causes the product to precipitate, the precipitate is filtered, the precipitate is subjected to Soxhlet extraction with ethanol and acetone respectively to remove dimethyl sulfoxide and pyridine, and finally the product is vacuum freeze-dried. identified by infrared spectroscopy 1 H NMR identified its structure. The yield of the final product was 58%.

[0035] Comprehensive embodiment 1~3, the present invention dissolves chitosan oligosaccharide and ko...

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Abstract

The invention discloses a chitosan oligosaccharide kojic acid derivative and a preparation method thereof. The chloro kojic acid is mainly reacted with C2-amino(-NH2) of chitosan oligosaccharide to generate a chitosan oligosaccharide derivative, the obtained derivative is analyzed and confirmed by using an infrared spectrum and 1H nuclear magnetic resonance, and the chitosan oligosaccharide molecule is effectively combined with inoculated groups to form the chitosan derivative, wherein the reacted amino groups account for 24.15-55.68% of the total amount of amino in chitosan oligosaccharide. The prepared chitosan oligosaccharide kojic acid derivative is good in solubility and strong in bacteriostatic activity and can be used as a preservative to be widely applied to the fields of medicines and foods.

Description

technical field [0001] The invention relates to a novel chitosan oligosaccharide kojic acid derivative with antiseptic and antibacterial biological activities and a preparation method thereof, belonging to the technical field of food additives. Background technique [0002] In the food industry, the antisepsis and preservation of all kinds of food is always an important problem to be solved urgently. It is estimated that about 20%-30% of the food loss in our country is caused by various corruptions every year, causing huge economic losses. How to effectively control food microbial spoilage is an important problem in the development of food industry. Natural antiseptic and antibacterial agents such as chitosan and kojic acid are favored by people for their safety, non-toxicity and good thermal stability. Through chemical modification, they have stronger antibacterial activity and wider antibacterial spectrum Natural food preservatives have become a research hotspot. [0003...

Claims

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Application Information

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IPC IPC(8): C08B37/08
Inventor 夏文水刘晓丽姜启兴许艳顺于沛沛
Owner JIANGNAN UNIV
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