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Chitosan oligosaccharide-N-linalool copolymer and preparation method and application thereof

A technology of chitosan oligosaccharide and linalool is applied in the field of antibacterial agents and anti-inflammatory agents, which can solve the problem of low activity and achieve the effects of enhancing antibacterial activity, simple preparation process and purification process, and good anti-inflammatory activity.

Active Publication Date: 2020-09-04
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since oligochitosan is a natural macromolecular product, when used as an anti-inflammatory agent, compared with traditional anti-inflammatory drugs, it still has the disadvantage of low activity, so the current research on it is very limited.

Method used

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  • Chitosan oligosaccharide-N-linalool copolymer and preparation method and application thereof
  • Chitosan oligosaccharide-N-linalool copolymer and preparation method and application thereof
  • Chitosan oligosaccharide-N-linalool copolymer and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0042] Embodiment 1: Synthesis of chitosan oligosaccharide-N-linalool copolymer

[0043] 1. Preparation of linalyl bromide

[0044] First, dissolve 5 mL of linalool and 2 mL of phosphorus tribromide with 30 mL of anhydrous ether, respectively, add linalool solution and 0.45 mL of pyridine into the three-necked flask, and place them in an ice-salt bath environment with rapid stirring. Phosphate solution was added to the above reaction system at a rate of 1.0mL / min. After the dropwise addition was completed, the solution was continued for a rapid 45min. Dry over anhydrous sodium sulfate and use. Filter through a 0.22 μm microporous membrane, and concentrate by rotary evaporation at 30 °C for 30 min to obtain a pale yellow oily liquid linalyl bromide.

[0045] 2. Preparation of chitosan oligosaccharide-N-linalool copolymer

[0046]Dissolve 1g of chitosan oligosaccharide and 2mL of linalyl bromide with N,N-dimethylformamide respectively, add triethylamine as a catalyst, and slo...

Embodiment 2

[0056] Embodiment two: synthetic chitosan oligosaccharide-N-linalool copolymer

[0057] 1, the preparation of linalyl bromide

[0058] First dissolve 5mL of linalool and 2.5mL of phosphorus tribromide with 40mL of anhydrous ether, add the linalool solution and 0.5mL of pyridine into a three-necked flask, stir rapidly in an ice-salt bath environment, and then dissolve the three Phosphorus bromide solution was added to the above reaction system at a rate of 1.2mL / min. After the dropwise addition was completed, the solution was continued for 50 minutes, and then washed 3 times with 5% sodium bicarbonate solution, deionized water and saturated saline respectively. Add anhydrous sodium sulfate to dry, use. Filter through a 0.22 μm microporous membrane, and concentrate by rotary evaporation at 35° C. for 40 minutes to obtain light yellow oily liquid linalyl bromide.

[0059] 2. Oligochitosan-N-linalool copolymer

[0060] After 1g of oligochitosaccharide and 3mL of linalyl bromide...

Embodiment 3

[0065] Embodiment three: synthetic chitosan oligosaccharide-N-linalool copolymer

[0066] 1, the preparation of linalyl bromide

[0067] First dissolve 5mL of linalool and 3mL of phosphorus tribromide with 50mL of dehydrated ethanol respectively, add the linalool solution and 0.5mL of triethylamine in a three-neck flask, place it in an ice-salt bath environment and stir rapidly, and then Phosphorus tribromide solution was added to the above reaction system at a rate of 1.5mL / min. After the dropwise addition was completed, continue for 80 minutes, and then washed 3 times with 5% sodium bicarbonate solution, deionized water and saturated saline respectively. , dried by adding anhydrous sodium sulfate, filtered through a 0.45 μm microporous membrane, and concentrated by rotary evaporation at 45° C. for 50 min to obtain a light yellow oily liquid linalyl bromide.

[0068] 2. Preparation of oligochitosan-N-linalool copolymer

[0069] Dissolve 1g of oligochitosaccharide and 5mL of...

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Abstract

The invention discloses a chitosan oligosaccharide-N-linalool copolymer and a preparation method and application thereof. The preparation method of the copolymer comprises the following steps: (1) performing bromination reaction on linalool and phosphorus tribromide at a certain temperature to obtain faint yellow oily liquid linaloyl bromide; and (2) mixing and reacting a certain amount of linaloyl bromide and chitosan oligosaccharide, and treating to obtain the chitosan oligosaccharide-N-linalool copolymer. The alkylation reaction is performed on linalool with anti-inflammatory activity and C2-site active amino of chitosan oligosaccharide, the preparation process and the purification process are simple, and the obtained chitosan oligosaccharide-N-linalool copolymer has good water solubility, thermal stability and anti-inflammatory activity and has good application prospects in the fields of food, medicine, cosmetics, agriculture and the like.

Description

technical field [0001] The present invention relates to the technical field of antibacterial agents and anti-inflammatory agents, in particular to a chitosan oligosaccharide-N-linalool copolymer, its preparation method and application as an antibacterial agent / anti-inflammatory agent. Background technique [0002] There are a large number of natural products produced by living organisms and having specific biological activities in nature. It is mainly from the components or their metabolites in animals, plant tissues, marine organisms and microorganisms, as well as many endogenous chemical components extracted from humans and animals. Such as proteins, polypeptides, amino acids, polysaccharides, brass, terpenes, phenolic quinones, lactones, steroids, tannic acids, antibiotics and other substances. Because many natural products have some special functional properties, such as antioxidant, antibacterial, antitumor, anti-inflammatory and other activities, they are widely used ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C07H15/12C07H1/00A61P29/00A61P31/04A01N43/16A01P3/00
CPCA01N43/16A61P29/00A61P31/04C07H1/00C07H15/12C08B37/003
Inventor 刘晓丽夏文水毛水芳
Owner JIANGNAN UNIV
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