Salicylic-g-chitosan oligosaccharide grafts and synthesizing process

A technology of chitosan oligosaccharide and salicylic acid, which is applied in the field of salicylic acid-g-chitosan oligosaccharide graft and its synthesis, can solve the problems of poor solubility, troublesome handling, limitation and the like, and achieves abundant administration means. , Easy post-processing, good water solubility

Inactive Publication Date: 2008-12-03
ZHEJIANG UNIV
View PDF1 Cites 16 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Wu Xuefen et al proposed a chitosan-g-salicylic acid and its synthetic method [Synthetic Chemistry, 2005, Volume 13, No. 5, Page 461-463]. The method is based on polymer chitosan and salicylic acid Acid is a raw material, and reacts by stirring or grinding in solvent-free or appropriate amount of solvent at a certain temperature, so that the amino group on chitosan and the carboxyl group

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Salicylic-g-chitosan oligosaccharide grafts and synthesizing process
  • Salicylic-g-chitosan oligosaccharide grafts and synthesizing process
  • Salicylic-g-chitosan oligosaccharide grafts and synthesizing process

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0025] Example 1

[0026] (1) Preparation of Chitooligosaccharides

[0027] Take commercially available chitosan with a molecular weight of 550kDa (70% deacetylation degree), stir for 2 hours at 55°C and pH 5.0 to fully swell the chitosan, and then press the ratio of cellulase to chitosan to 0.5 :100(w / w) add cellulase (produced by Shanghai Boao Biotechnology Co., Ltd.) to degrade chitosan. The degree of degradation of chitosan was controlled by viscosity method. The obtained degradation liquid of chitosan is filtered to remove impurities, and the ultrafiltration membranes with molecular weights of 10kDa and 30kDa are used for ultrafiltration classification. The ultrafiltrate with a molecular weight between 10kDa and 30kDa was freeze-dried to obtain a chitosan oligosaccharide with a degree of deacetylation of 70% and a molecular weight of 18.0kDa.

[0028] (2) Preparation of salicylic acid-g-chitooligosaccharide graft

[0029] Accurately weigh 0.2756g of carbodiimide (EDC) and 0.0...

Example Embodiment

[0030] Example 2-5

[0031] The salicylic acid-g-chito-oligosaccharide graft was prepared according to the synthetic recipe listed in Table 1, and other conditions were the same as in Example 1.

[0032] Table 1: Synthetic formulations of salicylic acid-chito-oligosaccharides (SA-g-CSO) with different molecular weights and grafting rates

[0033] Example

[0034] Molecular weight

Example Embodiment

[0035] Example 6: Determination of physical and chemical properties of salicylic acid-g-chitooligosaccharide graft

[0036] The salicylic acid-g-chitooligosaccharide grafts prepared in Examples 1-5 were used as test objects.

[0037] A. Using the trinitrobenzene sulfonic acid method, determine the amino substitution degree of the obtained salicylic acid-g-chitooligosaccharide graft.

[0038]Take different weights of certain molecular weight chitooligosaccharides (0.5-9mg), accurately weigh them, dissolve them in 2ml of distilled water, add 2ml of 4% (w / v) sodium bicarbonate solution and 0.1% (w / v) 2ml of trinitrobenzenesulfonic acid, incubate at 37°C for 2h. Add 2ml of 2N hydrochloric acid, shake well, ultrasonically drive away the bubbles, measure the absorbance value (A) at a wavelength of 344nm, and obtain the amino substitution degree standard curve of the molecular weight chitosan oligosaccharide. Weigh an appropriate amount of 4 mg of the salicylic acid graft of the molecula...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses salicylic acid-g-chitosan oligosaccharide graft and the synthetic method thereof. The salicylic acid-g-chitosan oligosaccharide graft, the general structure of which is shown in formula (I), is prepared from alicylic acid and chitosan oligosaccharide by graft polymerization. The molecular weight of chitosan oligosaccharide is 1-100kDa and the deacetylation degree thereof is 70%-100%. A part of amino groups on chitosan oligosaccharide chain in the salicylic acid-g-chitosan oligosaccharide graft are replaced by salicyl, and the substitution degree of the amino group is 1%-80%. The synthetic method is simple and convenient for post-treatment. The prepared salicylic acid-g-chitosan oligosaccharide graft employs hydrotropic compound salicylic acid as the hydrophobic part and chitosan oligosaccharide as the hydrophilic part to form salicylic acid-g-chitosan oligosaccharide micelle as an insoluble drug carrier in an aqueous medium by self-aggregation, thereby the administering means is greatly enriched and the curative effect is improved.

Description

(1) Technical field [0001] The invention relates to a salicylic acid-g-chitooligosaccharide graft and a synthesis method thereof. (2) Background technology [0002] Amphiphilic polymer micelles, as insoluble drug carrier materials, are a new means for improving the solubility of insoluble drugs in recent years. Polymer micelles are core-shell structures spontaneously formed by amphiphilic groups in solvents. Compared with commonly used surfactants, polymer micelles have a lower critical micelle concentration and stable spatial structure, and can exhibit unique biological stability. Through the selection and modification of the hydrophilic and hydrophobic two-part groups, different properties can be endowed to the polymer micelles to meet the requirements of different drug structures and administration sites. Nano-sized polymer micelles also have "enhanced penetration and retention", which is of special significance for tumor targeting therapy. [0003] Chitosan, is a natu...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C08B37/08C12P19/16A61K47/36
Inventor 胡富强魏晓红袁弘杜永忠
Owner ZHEJIANG UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap