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

Dual sensitive amphiphilic triblock copolymer containing disulfide bond and acylhydrazone bond and preparation method and application of dual sensitive amphiphilic triblock copolymer

A dual-sensitive, disulfide bond technology, applied in the direction of medical preparations, drug combinations, and pharmaceutical formulations of non-active ingredients, can solve the problems of poor controllability and slow drug release, so as to promote rapid release and achieve selectivity Unleashes, enhances healing effects

Inactive Publication Date: 2014-12-03
TIANJIN UNIV
View PDF2 Cites 23 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the field of controlled drug release, due to the influence of its hydrophobicity and crystallinity, as well as the slow acidic and enzymatic degradation in the body, the drug release is often slow and the controllability is poor.

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
  • Dual sensitive amphiphilic triblock copolymer containing disulfide bond and acylhydrazone bond and preparation method and application of dual sensitive amphiphilic triblock copolymer
  • Dual sensitive amphiphilic triblock copolymer containing disulfide bond and acylhydrazone bond and preparation method and application of dual sensitive amphiphilic triblock copolymer
  • Dual sensitive amphiphilic triblock copolymer containing disulfide bond and acylhydrazone bond and preparation method and application of dual sensitive amphiphilic triblock copolymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1: Synthesis of dual sensitive amphiphilic triblock copolymers containing disulfide bonds and acylhydrazone bonds

[0029] Dissolve 2 g of disulfide bond-containing polyester in dichloromethane, add 1.62 g of N,N'-carbonyldiimidazole, complete the reaction at room temperature, concentrate, precipitate in glacial ether, filter with suction, and dry in vacuo to obtain activated disulfide-bond-containing polyester; 2 g of activated disulfide-bond-containing polyester, 50 mL of methanol and 0.49 g of hydrazine hydrate were sequentially added to the reactor, and refluxed at 70 ° C. After the reaction was completed, it was dialyzed with water and frozen Dry to obtain the polyester containing active terminal amine groups and disulfide bonds, that is, block A, and its infrared spectrum is as follows: figure 1 As shown in (B), the GPC spectrum is as follows image 3 Shown in (B); With the polyester of 1g and the polyethylene glycol monomethyl ether benzaldehyde ester (i...

Embodiment 2～ Embodiment 10

[0031] The device and operation are the same as in Example 1, except that the composition and relative molecular weight of polyethylene glycol monomethyl ether benzaldehyde ester and disulfide bond-containing polyester are changed to the data in Table 1, and the ratio shown in Table 1 is fed. Other triblock copolymers shown in Table 1 were prepared.

[0032] Table 1 Redox and pH dual sensitive amphiphilic triblock copolymers

[0033]

[0034]

[0035] B The relative molecular mass of polyethylene glycol monomethyl ether benzaldehyde; A Represents the relative molecular mass of the polyester containing disulfide bonds; CL represents caprolactone, which is the monomer shown in formula II; GA stands for glycolide, which is the monomer shown in formula III; LA stands for lactide, which is the monomer shown in formula IV represents the monomer; T represents 1,4,8-trioxaspiro[4.6]-9-undecanone, which is the monomer represented by formula V.

Embodiment 11

[0036]Embodiment 11: device and operation are the same as embodiment 1~embodiment 10, just change wherein polyethylene glycol monomethyl ether benzaldehyde ester into the benzaldehyde of monomethyl-terminated polyoxyethylene and polyoxypropylene block copolymer ester.

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
particle sizeaaaaaaaaaa
particle sizeaaaaaaaaaa
Login to View More

Abstract

The invention relates to a dual sensitive amphiphilic triblock copolymer containing disulfide bond and acylhydrazone bond and a preparation method and an application of the dual sensitive amphiphilic triblock copolymer. A BAB type amphiphilic triblock copolymer consists of a hydrophobic polyester block A and a hydrophilia polyethylene glycol block B, wherein the block A is polyether containing active terminal amino group and disulfide bond; the block B is benzaldehyde ester of an ethylene glycol monomethyl ether or single terminated polyoxyethylene polypropylene oxide copolymer; the block A and the block B are connected through acid sensitive acylhydrazone bond generated from reaction of active terminal amino group and aldehyde group. The dual sensitive amphiphilic triblock copolymer is good in biocompatibility and biodegradability, can be formed into nanoparticles with oxidation reduction sensitivity and acid sensitivity in a water medium in a self-assembling manner, can wrap hydrophobic medicines to form nano medicine preparations, and can promote rapid release of medicines in tumor cells due to fracture of disulfide bond and acylhydrazone bond which are sensitive to oxidation reduction in a high concentration glutathione and acid micro environment in the tumor cells.

Description

technical field [0001] The present invention relates to a double-sensitive amphiphilic triblock copolymer containing disulfide bond and acylhydrazone bond and its preparation method and application, in particular to a redox-sensitive disulfide bond and acid-sensitive acylhydrazone bond The dual-sensitive amphiphilic tri-block copolymer belongs to the amphiphilic block copolymer nanoparticle technology. technical background [0002] Cancer is a disease caused by abnormalities in the mechanisms that control cell growth and proliferation. In addition to malignant proliferation, tumor cells also locally invade the surrounding normal tissues. Chemotherapy is a commonly used method in the treatment of cancer, but due to the short half-life of drug molecules and the hydrophobicity of most drug molecules, the bioavailability of chemotherapy drugs after direct administration is very low. [0003] In view of the lack of direct drug delivery, the research on drug carriers has become ...

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): C08G81/00A61K47/34A61P35/00
Inventor 邓联东董岸杰曹艳
Owner TIANJIN 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