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Vesicles consisting of amphiphilic polymer and application of vesicles

A polymer and amphiphilic technology, which is applied to vesicles composed of amphiphilic polymers and their application fields, can solve the problems of inability to protect proteins, low protein encapsulation efficiency, and limited biomedical applications of polymer vesicles.

Inactive Publication Date: 2012-09-12
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Diblock, triblock, graft and hyperbranched copolymers can all form vesicles, but most preparations use organic solvents
[0005] However, these vesicles generally have low efficiency in encapsulating proteins, poor stability in body fluids, and cannot well protect proteins from being degraded by enzymes in vivo, and the circulation time in vivo is short; the release of protein drugs to lesion sites such as cancer cells is too slow, etc. deficiencies, and little research on targeting vesicles limits the medical applications of polymersome biology

Method used

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  • Vesicles consisting of amphiphilic polymer and application of vesicles
  • Vesicles consisting of amphiphilic polymer and application of vesicles
  • Vesicles consisting of amphiphilic polymer and application of vesicles

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] like figure 1 The shown ring-opening reaction obtains the block polymer PEG-PTMC (AC): under nitrogen protection, bis(bistrimethylsilyl)amine zinc catalyst (0.02g, 0.055mM), macroinitiator PEG (0.51g , 0.12mmol), TMC (1.80g, 0.018mol), AC (0.20g, 0.001mol) and 25mL of methylene chloride were added to a 50mL round bottom flask, operated in a glove box, and stirred at room temperature for 24 hours, After the reaction was completed, it was precipitated and filtered in ether, and then vacuum-dried for 48 hours to obtain a block polymer with a yield of 95%. From its proton nuclear magnetic test results ( figure 2 ) can be clearly seen in PEG ( CH 3 -O-: δ 3.38 and - CH 2 - CH2 -O-: δ 3.63), PTMC (-OCO- CH 2 -CH 2 - CH 2 -OCO-: δ 4.16 and -OCO-CH 2 - CH 2 -CH 2 -OCO-: δ 2.06) and PAC (-OCO- CH 2 -C- CH 2 -OCO-: δ 4.16, -C- CH 2 -OCO-: δ 4.13, CH 3 -C-: δ 1.07 and -OCO- CH 2 =CH 2 : δ 6.47, 6.15 and 5.85) characteristic peaks, indicating...

Embodiment 2

[0055] like figure 1 The shown Michael addition reaction obtained block polymer PEG-PTMC (COOH): under nitrogen protection, 3-mercaptopropionic acid (85mg, 0.800mM), pyridine (62mg, 0.800mM), polymer PEG-PTMC (AC ) (200mg, 0.008mM) and 2mL of N,N-dimethylformamide were added to a 10mL Schlenk vacuum-sealed reactor, filled with nitrogen for 0.5 hours, and then stirred at room temperature for 2 to 3 days. The mixed solution of cold ether and ethanol (volume ratio 4 / 1) was precipitated and filtered, and then vacuum-dried for 48 hours to obtain a block polymer with a yield of 67%. From its proton nuclear magnetic test results ( image 3 ) can be clearly seen in PEG ( CH 3 -O-: δ 3.38 and - CH 2 - CH 2 -O-: δ 3.63), PTMC (-OCO- CH 2 -CH 2 - CH 2 -OCO-: δ 4.16 and -OCO-CH 2 - CH 2 -CH 2 -OCO-: δ 2.06), PAC (-OCO- CH 2 -C- CH 2 -OCO-: δ 4.16, -C- CH 2 -OCO-: δ 4.13 and CH 3 -C-: δ 1.07) and COOH (-S- CH 2 - CH 2 -COOH: d 2.68-2.97) characterist...

Embodiment 3

[0057] like figure 1 The shown Michael addition reaction gave the block polymer PEG-PTMC (COOH) (3 COOH): under nitrogen protection, 3-mercaptopropionic acid (8.5mg, 0.080mM), pyridine (6.2mg, 0.080mM), Polymer PEG-PTMC (AC) (200mg, 0.008mM) and 2mL of N,N-dimethylformamide were added to a 10mL Schlenk vacuum-sealed reactor, filled with nitrogen for 0.5 hours, and then stirred at room temperature for 2~ After 3 days, after the reaction, it was precipitated and filtered in a mixed solution of cold ether and ethanol (volume ratio 4 / 1), and then vacuum-dried for 48 hours to obtain a block polymer with a yield of 67%. From its proton nuclear magnetic test results, it can be clearly seen that PEG ( CH 3 -O-: δ 3.38 and - CH 2 - CH 2 -O-: δ 3.63), PTMC (-OCO- CH 2 -CH 2 - CH 2 -OCO-: δ 4.16 and -OCO-CH 2 - CH 2 -CH 2 -OCO-: δ 2.06) and PAC (-OCO- CH 2 -C- CH 2 -OCO-: δ 4.16, -C- CH 2 -OCO-: δ 4.13, CH 3 -C-: δ 1.07 and -OCO- CH 2 =CH 2 : δ 6.47...

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Abstract

The invention discloses vesicles consisting of amphiphilic polymer and application of the vesicles. A main chain of the amphiphilic polymer consists of a hydrophilic chain segment and a biodegradable hydrophobic chain segment, wherein the molecular weight of the hydrophilic chain segment is 4 to 6kDa; the molecular weight of the hydrophobic chain segment is 3 to 5 times that of the hydrophilic chain segment; the hydrophobic chain segment is formed by performing random copolymerization on a monomer A and a monomer B in a molar ratio of (5-20):1; the monomer A is trimethylene carbonate or cyclic carbonate; the monomer B is acrylate-based carbonate or vinyl sulfone-based carbonate; the hydrophobic chain segment is grafted with a short branched chain; the grafting position is a double bond of the monomer B; a monomer forming the short branched chain is 3-mercaptopropionic acid, cysteamine hydrochloride or cysteine; and the grafting rate is 0.3 to 1. The vesicles are directly prepared from the amphiphilic polymer in an aqueous solution and used as a carrier and a release system of a protein medicine, the encapsulating efficiency and bioavailability of the protein medicine can be improved, and the stability of the encapsulated protein is enhanced.

Description

technical field [0001] The invention belongs to a functional biodegradable polymer and the vesicles it constitutes, and relates to a functional biodegradable polymer and the vesicles it constitutes, as well as the application of the vesicles as drug carriers and release systems. Background technique [0002] In the prior art, the membranes of polymersomes formed by self-assembly of amphiphilic polymers in water have high stability, adjustable properties (such as thickness, elasticity, toughness and degradability), large internal capacity, and Encapsulating hydrophilic and hydrophobic substances has great application potential in the controlled release of drugs. Diblock, triblock copolymers, graft copolymers and hyperbranched copolymers can all form vesicles, but most preparations use organic solvents. [0003] The ability to prepare vesicles directly in water will have more advantages in the encapsulation and controlled release of water-soluble drugs. For example, the Disc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/48A61K47/34A61K47/36A61K47/32A61K48/00A61K9/51A61P35/00C08G64/42C08G64/30C08G65/48C08J3/00
Inventor 孟凤华李少科杨瑞钟志远
Owner SUZHOU UNIV
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