Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Derivative of amphoteric chitosan, preparation method, and application in pharmacy

A technology of chitosan derivatives and amphiphilicity, which is applied in the field of amphiphilic chitosan derivatives and its preparation, can solve problems such as unclear degradation mechanism, achieve long circulation, reduce phagocytosis, and biocompatibility good effect

Inactive Publication Date: 2009-06-24
FUDAN UNIV
View PDF5 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Ping Qineng et al. (Chinese patent, application number: 03112981.1, authorized announcement date August 16, 2006) invented N-long chain alkyl-O-sulfonic chitosan derivatives, which can form 100-400nm Nanoparticles, and some poorly soluble drugs such as paclitaxel, cyclosporine A, etc. are wrapped in it to play a strong solubilizing effect. N-long chain alkyl and chitosan derivatives are linked by —C—N bonds , and its degradation mechanism is not yet clear

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
  • Derivative of amphoteric chitosan, preparation method, and application in pharmacy
  • Derivative of amphoteric chitosan, preparation method, and application in pharmacy

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1: Preparation of O-oleic acid-N-polymalic acid chitosan nanoparticles

[0030] One, the preparation of oleic acid chloride

[0031] Dissolve oleic acid (2.82 g) in 20 mL of dry dichloromethane under a nitrogen atmosphere, stir in an ice bath, slowly add dropwise a solution of 2 mL of oxalyl chloride dissolved in 10 mL of dry dichloromethane, continue stirring at room temperature for 5 hours, and The excess oxalyl chloride and solvent were removed under reduced pressure to obtain 3 g of oleic acid chloride.

[0032] 2. Preparation of O-oleic acid chitosan

[0033] Take the molecular weight as 2×10 5 Add chitosan (0.8 g) with a degree of deacetylation above 90% into the solvent and stir until completely dissolved. According to the molar ratio of oleic acid chloride and chitosan unit 3:1 feed intake, at room temperature and N 2 Reacted for 8h under protection, and then added 20g of crushed ice to terminate the reaction. This mixture was dialyzed for 1 day ...

Embodiment 2

[0040] Embodiment 2: Preparation of O-oleic acid-N-polymalic acid chitosan nanoparticles

[0041] One, the preparation of oleic acid chloride

[0042] Dissolve oleic acid (2.82g) in 20mL of dry dichloromethane under a nitrogen atmosphere, stir in an ice bath, slowly add dropwise a solution of 2mL oxalyl chloride dissolved in 10mL of dry dichloromethane, continue to stir at room temperature for 1 hour, and dry in the tower The excess oxalyl chloride and solvent were removed under reduced pressure to obtain 3 g of oleic acid chloride.

[0043] 2. Preparation of O-oleic acid chitosan

[0044] Take the molecular weight as 5×10 4 Add chitosan (0.8 g) with a degree of deacetylation above 90% into the solvent and stir until completely dissolved. According to the molar ratio of oleic acid chloride and chitosan unit 5:1 feeding, at room temperature and N 2 Reacted for 8h under protection, and then added 20g of crushed ice to terminate the reaction. This mixture was dialyzed for 1 ...

Embodiment 3

[0049] Embodiment 3: Preparation of O-oleic acid-N-polymalic acid chitosan nanoparticles

[0050] One, the preparation of oleic acid chloride

[0051] Dissolve oleic acid (2.82 g) in 20 mL of dry dichloromethane under a nitrogen atmosphere, stir in an ice bath, slowly add dropwise a solution of 2 mL of oxalyl chloride dissolved in 10 mL of dry dichloromethane, continue stirring at room temperature for 8 hours, and dry The excess oxalyl chloride and solvent were removed under reduced pressure to obtain 3 g of oleic acid chloride.

[0052] 2. Preparation of O-oleic acid chitosan

[0053] Take the molecular weight as 1×10 6 Add chitosan (0.8 g) with a degree of deacetylation above 90% into the solvent and stir until completely dissolved. According to the molar ratio of oleic acid chloride and chitosan unit 1:1 feeding, at room temperature and N 2 Reacted for 8h under protection, and then added 20g of crushed ice to terminate the reaction. This mixture was dialyzed for 1 day ...

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

PropertyMeasurementUnit
polymer chain lengthaaaaaaaaaa
particle diameteraaaaaaaaaa
degree of substitutionaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of polymer materials, in particular to an amphiphilic chitosan derivative, a preparation method thereof and an application in pharmacy. The acid-chlorinated long-chain fatty acid is connected to the hydroxyl group of chitosan through esterification reaction, and then the end-activated polybenzyl malate is connected to O-long-chain alkyl chitosan through amide bond, and finally the hydrogenation dehydrogenation is carried out. Remove the protecting group to prepare amphiphilic O-long chain alkyl-N-polymalic acid chitosan graft copolymer. It can form nanoparticles of 100-300nm in aqueous solution. Compared with the prior art, the polymer is completely biodegradable, has good biocompatibility, and has easily modified functional groups.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to an amphiphilic chitosan derivative, a preparation method thereof and an application in pharmacy. Background technique [0002] In recent years, nano drug delivery system has many advantages such as targeted drug delivery, increased drug bioavailability, increased solubility of poorly soluble drugs, improved drug stability, long circulation in the body, and reduced phagocytosis by reticuloendothelial cells. Advantages, and become a research hotspot of drug delivery system. The polymer materials used in nano drug delivery systems are generally block or graft copolymers with hydrophilic components and hydrophobic components, so as to form a micellar structure with an inner hydrophobic core and an outer hydrophilic shell. At present, the research on the hydrophobic components of biodegradable polymer micelles usually has the following types: polyhydroxyesters, ...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08A61K47/36
Inventor 印春华赵子明
Owner FUDAN 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
Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com