Chitosan oligosaccharide-g-citronellol derivative and preparation method thereof

A technology of oligochitosan and citronellol, which is applied in the field of oligochitosan-g-citronellol derivatives and its preparation, can solve the problems of low anti-inflammatory activity and very limited research on anti-inflammatory activity, and achieve foot swelling Good, good water solubility, wide application prospects

Active Publication Date: 2021-02-23
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, it still has the disadvantages of low anti-inflammatory activity compared with traditional commonly used anti-inflammatory drugs, so the current research on its anti-inflammatory activity is very limited.

Method used

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  • Chitosan oligosaccharide-g-citronellol derivative and preparation method thereof
  • Chitosan oligosaccharide-g-citronellol derivative and preparation method thereof
  • Chitosan oligosaccharide-g-citronellol derivative and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0033] Embodiment 1: the preparation of chitosan oligosaccharide-g-citronellol derivative

[0034] 1. Preparation of Citronellyl Bromide

[0035] Dissolve 5mL of citronellol and 2mL of phosphorus tribromide in 30mL of anhydrous ether respectively, add chitosan oligosaccharide solution and 0.45mL of pyridine into a three-neck flask, stir rapidly under ice-salt bath conditions, and then dissolve the tribromide Phosphorus solution was slowly added dropwise to the above reaction system. After the dropwise addition was completed, continue to stir rapidly for 45 minutes, then washed with 5% sodium bicarbonate solution, deionized water and saturated saline for 3 times, and dried by adding anhydrous magnesium sulfate. Filtrate with a 0.22um filter membrane, concentrate by rotary evaporation at 35°C for 30min to obtain a light yellow oily liquid citronellyl bromide.

[0036] 2. Preparation of oligochitosan-g-citronellol derivatives

[0037] After dissolving 1g of chitosan oligosaccha...

Embodiment 2

[0043] Embodiment 2: the preparation of chitosan oligosaccharide-g-citronellol derivative

[0044] 1. Preparation of Citronellyl Bromide

[0045] Dissolve 5mL of citronellol and 3mL of phosphorus tribromide in 40mL of anhydrous ether respectively, add chitosan oligosaccharide solution and 0.5mL of pyridine into a three-neck flask, stir rapidly under ice-salt bath conditions, and then add tribromide Phosphate solution was added dropwise to the above reaction system. After the dropwise addition, continued to stir rapidly for 90 min, then washed 4 times with 5% sodium bicarbonate solution, deionized water and saturated brine, and dried by adding anhydrous magnesium sulfate. Filter with a 0.22um filter membrane, and concentrate by rotary evaporation at 40°C for 40min to obtain a light yellow oily liquid citronellyl bromide.

[0046] 2. Preparation of oligochitosan-g-citronellol derivatives

[0047] After dissolving 1g chitosan oligosaccharide and 4mL citronellyl bromide with dim...

Embodiment 3

[0048] Embodiment 3: the preparation of chitosan oligosaccharide-g-citronellol derivative

[0049] 1. Preparation of Citronellyl Bromide

[0050] Dissolve 5mL of citronellol and 4mL of phosphorus tribromide in 50mL of anhydrous ether respectively, add chitosan oligosaccharide solution and 0.55mL of pyridine into a three-neck flask, stir rapidly under ice-salt bath conditions, and then dissolve the tribromide Phosphorus solution was added dropwise to the above reaction system. After the dropwise addition was completed, the rapid stirring was continued for 120 min, followed by washing with 5% sodium bicarbonate solution, deionized water and saturated brine for 5 times, adding anhydrous magnesium sulfate to dry, and using Filter through a 0.22um filter membrane, and concentrate by rotary evaporation at 50°C for 45min to obtain a light yellow oily liquid citronellyl bromide.

[0051] 2. Preparation of oligochitosan-g-citronellol derivatives

[0052] Dissolve 1g of oligochitosan ...

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Abstract

The invention discloses a chitosan oligosaccharide-g-citronellol derivative and a preparation method thereof. The chitosan oligosaccharide-g-citronellol derivative is obtained by inoculating a citronellol group with good anti-inflammatory activity to a reactive site of chitosan oligosaccharide to enhance the anti-inflammatory activity of the chitosan oligosaccharide and the water solubility of citronellol. The preparation process is simple and convenient, the cost is low, the purification method is simple, the property is stable, and the obtained chitosan oligosaccharide derivative has good water solubility, thermal stability and anti-inflammatory activity, has good inhibitory activity on the foot swelling degree of carrageenan-induced rats, and has broad application prospects in the fields of medicine, agriculture, food, cosmetics and the like.

Description

technical field [0001] The invention relates to a chitosan oligosaccharide-g-citronellol derivative and a preparation method thereof, belonging to the technical field of anti-inflammatory agents. Background technique [0002] In contemporary life, people are prone to acute inflammation under the stimulation of factors such as life and work pressure, unhealthy diet, viruses and bacteria, tissue damage and necrosis. If not treated in time, they will enter the stage of chronic inflammation. Diabetes, arthritis and many other diseases or cancers are accompanied by inflammation, so the control and treatment of inflammation is particularly important. Although traditional anti-inflammatory drugs have a significant effect on inhibiting inflammation, they all have some adverse reactions that will cause harm to the human body. Natural compounds such as chitosan oligosaccharides and citronellol are favored by people for their safety, non-toxicity, good thermal stability, and good biol...

Claims

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Application Information

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IPC IPC(8): C07H5/06C07H1/00C08B37/08A61K31/702A61K31/722A61P29/00
CPCC07H5/06C07H1/00C08B37/003A61K31/722A61P29/00
Inventor 王斌毛水芳夏文水姜启兴许艳顺于沛沛
Owner JIANGNAN UNIV
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