Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Polymer capable of responding to acid and oxidation-reduction environment in cells as well as preparation and application thereof

A reaction and derivative technology, applied in the field of pharmacy, can solve problems such as hindering the effective release of drugs, and achieve the effect of improving tumor treatment effect and increasing drug concentration

Active Publication Date: 2018-05-08
ZHEJIANG UNIV
View PDF3 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, even if the lysosome escape is successful, the strong interaction between the drug and the material will hinder the effective release of the drug in specific organelles and other parts, and the chronic toxicity of the slowly released drug to the cells will induce the acquired drug resistance of tumor cells

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
  • Polymer capable of responding to acid and oxidation-reduction environment in cells as well as preparation and application thereof
  • Polymer capable of responding to acid and oxidation-reduction environment in cells as well as preparation and application thereof
  • Polymer capable of responding to acid and oxidation-reduction environment in cells as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Take 6.4mL of N,N-diisopropylethylenediamine, 16mL of triethylamine, 3mL of methacrylic acid, 1.9g of 4-dimethylaminopyridine, 3.0g of carbodiimide, dissolve in 30mL of dichloromethane, and protect with nitrogen 40°C for 12 hours. The product was passed through an aluminum oxide column while it was hot, extracted with water, and after rotary evaporation, the methacrylic acid derivative monomer was obtained, which was stored at -20°C.

[0034] Take 500 mg of methacrylic acid derivative monomer, 50 mg of N-(3-aminopropyl) methacrylate, and 8.8 mg of azobisisobutyronitrile, dissolve them in 3 mL of dimethyl sulfoxide, and react at 60°C under nitrogen protection 0.5 hours. Terminate the reaction, extract with glacial ethyl acetate, and centrifuge to obtain polymethacrylic acid derivatives. By gel permeation chromatography (PLgel MIXED-C columns, particle size: 5 μm; dimensions: 7.5 mm×300 mm), the molecular weight of the polymethacrylic acid derivative was calculated to b...

Embodiment 2

[0040]Take N,N-diisopropylethylenediamine 6.4mL, triethylamine 16mL, methacrylic acid 4.5mL, 1.9g 4-dimethylaminopyridine, 3.0g carbodiimide, dissolve in 30mL dichloromethane, nitrogen Under protection, react at 40°C for 12 hours. The product was passed through an aluminum oxide column while it was hot, extracted with water, and after rotary evaporation, the methacrylic acid derivative monomer was obtained, which was stored at -20°C.

[0041] Take 500 mg of methacrylic acid derivative monomer, 50 mg of N-(3-aminopropyl) methacrylate, and 8.8 mg of azobisisobutyronitrile, dissolve them in 3 mL of dimethyl sulfoxide, and react at 60°C under nitrogen protection 1 hour. Terminate the reaction, extract with glacial ethyl acetate, and centrifuge to obtain polymethacrylic acid derivatives. By gel permeation chromatography (PLgel MIXED-C columns, particlesize: 5 μm; dimensions: 7.5 mm×300 mm), the molecular weight of the polymethacrylic acid derivative was calculated to be 6500 Da a...

Embodiment 3

[0048] Take N,N-diisopropylethylenediamine 6.4mL, triethylamine 16mL, methacrylic acid 6.0mL, 1.9g 4-dimethylaminopyridine, 3.0g carbodiimide, dissolve in 30mL dichloromethane, nitrogen Under protection, react at 40°C for 12 hours. The product was passed through an aluminum oxide column while it was hot, extracted with water, and after rotary evaporation, the methacrylic acid derivative monomer was obtained, which was stored at -20°C.

[0049] Take 1 g of methacrylic acid derivative monomer, 50 mg of N-(3-aminopropyl) methacrylate, and 8.8 mg of azobisisobutyronitrile, dissolve them in 3 mL of dimethyl sulfoxide, and react at 60°C under nitrogen protection 2.5 hours. Terminate the reaction, extract with glacial ethyl acetate, and centrifuge to obtain polymethacrylic acid derivatives. By gel permeation chromatography (PLgel MIXED-C columns, particlesize: 5 μm; dimensions: 7.5 mm×300 mm), the molecular weight of the polymethacrylic acid derivative was calculated to be 18.8 kDa...

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
molecular weightaaaaaaaaaa
molecular weightaaaaaaaaaa
molecular weightaaaaaaaaaa
Login to View More

Abstract

The invention provides a polymer capable of responding to acid and oxidation-reduction environment, namely, a poly-methacrylic acid derivative coupled chitosan polymer. The polymer is a high-molecularsubstance, wherein the molecular weight of a hydrophobic poly-methacrylic acid derivative is 4.1 to 18.8kDa; the molecular weight of chitosan oligosaccharide is 5 to 20kDa; the deacetylation degree is 70 to 100 percent. Chitosan and the poly-methacrylic acid derivative are subjected to an amide reaction with 3,3'-dithiodipropionic acid to obtain poly-methacrylic acid derivative coupled chitosan.Nanoparticles formed by the polymer are stable in structure, and have a good passive tumor targeting effect and high in-vivo stability. The structure contains a large quantity of tertiary amine groupsand disulfide bonds capable of responding to the oxidation-reduction environment, the nanoparticles have the capability of rapidly escaping from lysosome in tumor cells and rapidly releasing medicaments in plasma, and the curative effect of an antitumor medicament in tumor treatment is enhanced.

Description

technical field [0001] The invention belongs to the field of pharmacy, and relates to a polymer that responds to intracellular acidity and redox environment, in particular to a polymethacrylic acid derivative coupling chitosan and its preparation method, and the synthesized polymethacrylic acid derivative that responds to intracellular acidity and oxidation Applications of reducing environmental polymers. Background technique [0002] Tumor remains one of the most important diseases threatening the quality of human life. Although chemotherapy, radiotherapy and other treatment methods can prolong the survival period of patients, the distribution of small-molecule anti-tumor drugs in the body lacks specificity and is easy to damage normal organs of the human body. For example, the existing doxorubicin hydrochloride injection is prone to severe myocardial degeneration Side effects such as pathological changes and myelosuppression limit the clinical application. [0003] The n...

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 Applications(China)
IPC IPC(8): C08G81/02C08F8/34C08F220/60A61K47/36A61K31/704A61P35/00
CPCA61K31/704A61K47/36C08F8/34C08F220/60C08G81/02
Inventor 胡富强袁弘朱运孟廷廷
Owner ZHEJIANG UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap 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