Production and use for amphipathic chitose derivative

A technology of carboxypropyl chitosan and products, which is applied in the field of preparation and application of amphiphilic chitosan derivatives, and can solve the problems of limited application, poor group degradability, and application of visceral wound repair that have not been reported yet.

Inactive Publication Date: 2007-11-21
齐长有
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Amphiphilic chitosan derivatives include 2-hydroxy-3-(p-nonylphenoxy) propyl-carboxymethyl chitosan (Sui Weiping, Chen Guohua, Gao Xianchi, etc. Chemical Journal of Chinese Universities, 2001, 22(1 ), 133-135), etc. Most of the amphiphilic derivatives have poor degradability of the amino-terminated group and have certain micro-toxicity, which limits their application in vivo
[0007] It has been reported that hydrogel and growth factors are used to treat body surface wounds, such as epidermal growth factor (Park JS, Yoon JI, Li H, et al.ArchPharm Res.2003 Aug; 26(8):659-65 .) Basic fibroblast growth factor (Fu Xiaobing, Guo Zhenrong, Sheng Zhiyong, Shen Zuyao, etc. Chinese Journal of Medicine, 2002, 03: 35-52), insulin-like growth factor (Dunaiski Vera, Marshall Nick, Belford David A. Regulatory Peptides , 2000, 94:1-3), but the application in visceral wound repair has not been reported

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment one: the preparation of 6-O-carboxypropyl chitosan

[0034] Chitosan was basified with KOH for 12 hours, in the isopropanol medium, the isopropanol solution of the bromobutyric acid added under stirring, the amount of bromobutyric acid material was three times the amount of chitosan material, and the reaction temperature was controlled at React at 40-50°C for 8 hours to generate 6-O-carboxypropyl chitosan, neutralize with dilute hydrochloric acid, precipitate the product with acetone or ethanol, filter, wash, dehydrate, and vacuum-dry at 60-70°C. Elemental analysis showed that the degree of substitution of O-carboxypropyl was 85%.

Embodiment 2

[0035] Example 2: Preparation of N-nonanoyl-6-O-carboxypropyl chitosan

[0036]Dissolve 6-O-carboxypropyl chitosan in isopropanol to form a viscous liquid, slowly add decanoyl chloride under stirring, control the reaction temperature at 50°C, and react for 10 hours to generate N-nonanoyl-6-O - Carboxypropyl chitosan, neutralized with KOH, precipitated product with acetone or ethanol, filtered, washed, dehydrated, and vacuum dried at 60°C. Elemental analysis showed that the substitution degree of N-nonanoyl group was 31.2%.

Embodiment 3

[0037] Embodiment three: the preparation of N-undecanoyl-6-O-carboxypropyl chitosan

[0038] Dissolve 6-O-carboxypropyl chitosan in isopropanol to form a viscous liquid, slowly add decanoyl chloride under stirring, control the reaction temperature at 50°C, and react for 10 hours to generate N-nonanoyl-6-O - Carboxypropyl chitosan, neutralized with KOH, precipitated product with acetone or ethanol, filtered, washed, dehydrated, and vacuum dried at 60°C. The N-undecanoyl substitution degree was determined to be 35%.

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PUM

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Abstract

Production of amphiphilic chitose derivative and its usage are disclosed. The process is carried out by taking chitose as raw material, alkalizing, reacting with 4-methyl bromoethyl acid in 2-propanol medium to obtain 6-0-carboxy-propyl-chitose, purifying, and reacting with long-chain fatty acyl chloride to obtain N-acyl-6-0-carboxy-propyl-chitose. In chemical formula, R=-(CH) n, n=8, 10, 12, 14, 16 and 18. It has excellent biological compatibility and degradation, good tissue adhesion and mechanical strength. It can improve wound heal and have styptic and adhesion-preventing functions.

Description

technical field [0001] The invention belongs to the preparation method of amphiphilic chitosan derivative derived from natural and degradable chitosan, and the application of the hydrogel prepared by the derivative in visceral wound repair and body surface wound repair. Background technique [0002] Visceral tissue damage, wound bleeding and postoperative adhesion caused by various surgical operations and mechanical injuries have always been a major clinical problem that needs to be solved urgently. Research on repairing or combining the above three functions has not been reported yet. The development of suitable wound repair materials is an important way to solve this problem. [0003] Hydrogel is a polymer that swells in water and retains a large amount of water without dissolving. Polymer hydrogel is a three-dimensional system composed of polymer skeleton, water, and cross-linking agent. It has a complex spatial network structure with large molecular weight. , has good ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A61K31/722A61P7/04
Inventor 齐长有陈列欢
Owner 齐长有
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