Hydrogen bond supramolecular polymer nanoparticles and preparation method thereof

A technology of supramolecular polymers and nanoparticles, which is applied in the field of hydrogen-bonded supramolecular polymer nanoparticles and its preparation, can solve problems such as easy leakage and low drug load, achieve controlled release, increase solubility, and avoid drug leaky effect

Active Publication Date: 2021-07-09
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the above defects or improvement needs of the prior art, the present invention provides a hydrogen-bonded supramolecular polymer nanoparticle and its preparation method, the purpose of which is to use hydrogen bonds and hydrophilic-hydrophobic interactions to load drugs, thus solving the problem of nano drug delivery system. The technical problems of low drug load and easy leakage in the blood circulation process, and realize responsive drug release, improve the bioavailability of drugs, and achieve the goal of improving the therapeutic index

Method used

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  • Hydrogen bond supramolecular polymer nanoparticles and preparation method thereof
  • Hydrogen bond supramolecular polymer nanoparticles and preparation method thereof
  • Hydrogen bond supramolecular polymer nanoparticles and preparation method thereof

Examples

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Embodiment 1

[0041] This embodiment provides a method for preparing hydrogen-bonded supramolecular polymer nanoparticles, comprising the following steps:

[0042] (1) Synthesis of the hydrophilic segment polymer poly(diethylene glycol ether acrylate): the polymer is synthesized by the method of reversible addition-fragmentation transfer (RAFT) living polymerization, monomer (diethylene glycol ether acrylate) The molar ratio of the chain transfer agent (dibenzyl trithiocarbonate) is 30 / 1, and the reaction is quenched with liquid nitrogen after polymerization at 70°C for 3 hours, followed by dialysis in tetrahydrofuran for 3 hours, and the solvent is removed by rotary evaporation. A poly(diethylene glycol ethyl ether acrylate) polymer with a number average molecular weight of 4000 g / mol can be obtained, which is denoted as POEGEA.

[0043] (2) Synthesis of amphiphilic hydrogen-bonded supramolecular polymers: the hydrophilic segment polymer POEGEA obtained in step (1) is used as a macromolecu...

Embodiment 2

[0053] This embodiment provides a method for preparing hydrogen-bonded supramolecular polymer nanoparticles, comprising the following steps:

[0054] (1) Synthesis of the hydrophilic segment polymer poly(diethylene glycol ether acrylate): the polymer is synthesized by the method of reversible addition-fragmentation transfer (RAFT) living polymerization, monomer (diethylene glycol ether acrylate) The molar ratio of the chain transfer agent (dibenzyl trithiocarbonate) is 60 / 1, the reaction is quenched with liquid nitrogen after polymerization at 70°C for 3 hours, and then dialyzed in tetrahydrofuran for 3 hours, and the solvent is removed by rotary evaporation. A polymer with a number average molecular weight of 8000 g / mol can be obtained, denoted as POEGEA.

[0055] (2) Synthesis of amphiphilic hydrogen-bonded supramolecular polymers: the hydrophilic segment polymer POEGEA obtained in step (1) is used as a macromolecular chain transfer agent, and two monomers, DAPA and TFEA, ar...

Embodiment 3

[0060] This embodiment provides a method for preparing hydrogen-bonded supramolecular polymer nanoparticles loaded with carmofur and IR780, which specifically includes the following steps:

[0061] (1) Preparation of POEGEA-b-P(DAPA-co-TFEA)-b-POEGEA@HCFU / IR780 nanoparticles: the polymer prepared in Example 1 was dissolved in 1.5mL chloroform, and 6mg HCFU, 2. 25 mg of IR780, stirred overnight, then added 10 times the volume of polyvinyl alcohol aqueous solution, prepared polymer emulsion droplets by ultrasonic cell pulverizer or trans-membrane emulsification, and placed in a constant temperature environment of 30°C.

[0062] (2) Post-treatment of POEGEA-b-P(DAPA-co-TFEA)-b-POEGEA@HCFU / IR780 nanoparticles: After the chloroform in the above solution is completely volatilized, centrifuge and put the obtained nanoparticles into a dialysis bag During dialysis, after a period of time, freeze-dry the solution in the dialysis bag to obtain POEGEA-b-P(DAPA-co-TFEA)-b-POEGEA@HCFU / IR780...

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Abstract

The invention discloses hydrogen bond supramolecular polymer nanoparticles and a preparation method thereof. The nano-particle comprises amphiphilic triblock polymer chains, and the amphiphilic triblock polymer chains are regularly arranged, so that the core of the nano-particle is a first hydrophobic polymer chain, and the shell of the nano-particle is a hydrophilic polymer chain; the side group of the first hydrophobic polymer chain contains an amide group, the side group of the hydrophilic polymer chain is acrylate with a hydrophilic group, and the side group of the first hydrophobic polymer chain can form multiple hydrogen bonds with a drug containing the amide group, so that the target of loading the drug through the non-covalent bond action is achieved; and / or hydrogen bonds can be formed between side groups of two adjacent first hydrophobic polymer chains. The drug is loaded by using hydrogen bonds and hydrophilic and hydrophobic effects, so that the technical problems of low drug loading capacity and easy leakage in the blood circulation process in a nano drug delivery system are solved, responsive drug release is realized, the bioavailability of the drug is improved, and the target of improving the therapeutic index is achieved.

Description

technical field [0001] The invention belongs to the field of supramolecular polymers, and more specifically relates to a hydrogen-bonded supramolecular polymer nanoparticle and a preparation method thereof. Background technique [0002] Hydrogen bond is a kind of supramolecular interaction force, which widely exists in human body. play an important role in. Although the bond energy of a single hydrogen bond is small and the binding constant is low, the mutual superposition and synergy between multiple hydrogen bonds can have a strong binding energy, so the supramolecular polymer system combined with multiple hydrogen bonds has been obtained. Extensive applications and research. [0003] With the development of nanotechnology, nanomaterials are more and more widely used in the diagnosis, prevention and treatment of clinical diseases, and have shown great potential in the diagnosis and treatment of tumors. Nanomaterials have the advantages of diverse composition, controllab...

Claims

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Application Information

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Patent Type & AuthorityApplications(China)
IPC IPC(8): C08J3/12C08F293/00A61K9/52A61K31/513A61K41/00A61K47/32A61K47/60A61K47/69A61K49/00A61P35/00
CPCA61K9/5146A61K31/513A61K41/0052A61K49/0021A61K49/0034A61K49/0054A61K49/0093A61K47/60A61K47/6935A61P35/00C08F293/005C08F2438/03C08J3/12C08J2353/00A61K2300/00
Inventor朱锦涛王慧英陈森斌任敬丽张梦梦吴扬贵
OwnerHUAZHONG UNIV OF SCI & TECH