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

Polyselenoamino acid amphiphilic block copolymer targeting glucose transporter 1 as well as preparation method and application thereof

An amphiphilic block, selenoamino acid technology, which is used in medical preparations, metabolic diseases, drug combinations, etc. of inactive ingredients, which can solve the problem of difficult control of degradation rate and cycle, poor water solubility, and difficult to achieve targeted delivery, etc. To achieve the effect of reducing toxic and side effects, reducing the frequency of administration, and improving the therapeutic effect

Pending Publication Date: 2021-11-26
SHENZHEN UNIV
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the strong hydrogen bonding between amino acid molecules, such drug carrier materials have disadvantages such as poor water solubility, difficulty in controlling the degradation rate and cycle in vivo, and difficulty in achieving targeted delivery.

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
  • Polyselenoamino acid amphiphilic block copolymer targeting glucose transporter 1 as well as preparation method and application thereof
  • Polyselenoamino acid amphiphilic block copolymer targeting glucose transporter 1 as well as preparation method and application thereof
  • Polyselenoamino acid amphiphilic block copolymer targeting glucose transporter 1 as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0131] Glycosylated polyethylene glycol amine (GLU-PEG n -NH 2 )Synthesis

[0132] Take 100mg BocNH-PEG n -COOH (0.05mmol, Mn=2000) was dissolved in 5mL of DMF solution, 13mg of DCC and 9mg of NHS were added in sequence, and stirred overnight at room temperature to remove by-products to obtain BocNH-PEG activated at the carboxy-terminus n -COOH. 15mg Glucoaniline (Glu-NH 2 ) was dissolved in 1mL ultra-dry DMF solution, stirred for 5 minutes, added triethylamine, stirred for 15 minutes, and added dropwise to carboxy-terminally activated BocNH-PEG n -COOH solution, react at room temperature for 12h. After the reaction, the reaction solution was dropped dropwise into vigorously stirred anhydrous ether, centrifuged to obtain a yellow crude product, which was dissolved in THF again, precipitated with anhydrous ether, centrifuged, and finally vacuum-dried at room temperature Overnight, get Glu-PEG n -NH-Boc. 1mg Glu-PEG n -NH-Boc was dissolved in 5 mL of trifluoroacetic aci...

Embodiment 2

[0137] Glycosylated polyethylene glycol polyaspartic acid polyselenomethionine block copolymer (Glu-PEG 45 -PAsp2-PMet(Se) 2 ) of synthetic weighing 0.1g tBu-PEG 45 -NH 2 (0.05mmol, Mn=2000) was vacuum-dried in a vacuum oven for 4 hours, and then dissolved in 3ml of dried DMF as a macroinitiator. Weigh 25mg of newly prepared benzyl L-aspartate NCA (BLA-NCA) (0.1mmol) and dissolve it in 1ml of ultra-dry DMF, then mix the two reaction solutions with a syringe, place under nitrogen atmosphere, and stir the reaction 24h. After the reaction, 22.3 mg of newly prepared seleno-L-methionine NCA (0.1 mmol) was weighed and dissolved in 1 ml of ultra-dry DMF, added to the above mixed reaction solution, and the reaction was continued with stirring. After 24 hours, the reaction was complete. The three-block polymer was settled in ice anhydrous isopropyl ether, centrifuged, and dried in a vacuum oven for 24 hours to obtain the product tert-butyl acetate polyethylene glycol polyaspartic ...

Embodiment 3

[0139] Glycosylated polyethylene glycol polyaspartic acid polyselenomethionine block copolymer (Glu-PEG 45 -PAsp 2 -PMet(Se) 4 )Synthesis

[0140] Weigh 0.1g tBu-PEG-NH 2 (0.05 mmol, Mn=2000) was vacuum-dried in a vacuum oven for 4 hours, and then dissolved in 3 ml of dried DMF to be used as a macroinitiator. Weigh 25 mg of newly prepared L-benzyl-aspartate NCA (0.1 mmol) and dissolve it in 1 ml of ultra-dry DMF, then mix the two reaction solutions with a syringe, place under nitrogen atmosphere, and stir for 24 h. After the reaction, 44.6 mg of newly prepared seleno-L-methionine NCA (0.2 mmol) was weighed and dissolved in 1 ml of ultra-dry DMF, added to the above mixed reaction solution, and the reaction was continued with stirring. After 24 hours, the reaction was complete. The three-block polymer was settled in ice anhydrous isopropyl ether, centrifuged, and dried in a vacuum oven for 24 hours to obtain the product tert-butyl acetate polyethylene glycol polyaspartic ac...

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 diameteraaaaaaaaaa
particle diameteraaaaaaaaaa
particle diameteraaaaaaaaaa
Login to View More

Abstract

The invention relates to a polyselenoamino acid amphiphilic block copolymer targeting glucose transporter 1 as well as a preparation method and application of the polyselenoamino acid amphiphilic block copolymer. The copolymer has a structure as shown in a formula (I). The copolymer can be self-assembled into different forms of nano-drug carriers (such as nano-spherical micelles, nano-rod micelles and nano-vesicles) in different environments. The targeted GLUT1 and nano-drug carrier can be used for research and development of various drugs, can load drug molecules to prepare a sustained-release and controlled-release targeted drug delivery system, and can directionally deliver the drug molecules to diseased regions, so that the drug administration frequency is reduced, the treatment effect is improved and the like. According to the invention, the copolymer has the advantages of common amino acid copolymers, has various biological functions of selenium, also has specificity of targeting GLUT1, and is suitable for drug carrier research, development and clinical application of various drugs for various diseases related to GLUT1 abnormity.

Description

technical field [0001] The invention relates to the technical field of biomedical drug carriers and slow-release materials, in particular to a polyselenoamino acid amphiphilic block copolymer targeting glucose transporter 1, its preparation method and application. Background technique [0002] The human body has a very complex physiological environment. Drugs need to go through multiple obstacles from ingestion to exert their effects. Often only a small part of the drugs can exert their efficacy in the end, seriously affecting the therapeutic effect, and at the same time causing toxic and side effects. How to enhance the utilization rate and safety of drugs is of great significance for improving the therapeutic effect of diseases and human health. In recent years, researches on different types of drug carriers have been highly valued. [0003] Drug carriers are mainly natural or synthetic polymer materials, which are chemically bonded, physically adsorbed or packaged with d...

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): C08G69/48C08G69/40A61K9/107A61K9/127A61K33/04A61K47/34A61K47/64A61P3/10A61P25/28A61P35/00B82Y5/00B82Y40/00
CPCC08G69/48C08G69/40A61K47/645A61K33/04A61K47/34A61K9/1075A61K9/1273A61P3/10A61P35/00A61P25/28B82Y5/00B82Y40/00
Inventor 吴海强王亦男李晨阳欧阳娜李霞熊炜许晨舒
Owner SHENZHEN 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