Polyurethane and preparation method of polyurethane and ROS (Reactive Oxygen Species)-responsive polyurethane drug-loading micelles

A drug-loaded micelle, polyurethane technology, applied in the polymer field, can solve the problems of premature drug release, wrong release timing, influence on tumor treatment effect, etc., and achieves simple and novel preparation method, enhanced drug and immunotherapy, and stimulated anti-tumor effect. Effects of tumor immune responses

Active Publication Date: 2019-01-11
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

How to achieve the effective delivery of drugs at the tissue and cell levels, and how to solve the contradiction between the stability of drug carriers during the delivery process and the rapid release in tumor cells is the key iss

Method used

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  • Polyurethane and preparation method of polyurethane and ROS (Reactive Oxygen Species)-responsive polyurethane drug-loading micelles
  • Polyurethane and preparation method of polyurethane and ROS (Reactive Oxygen Species)-responsive polyurethane drug-loading micelles
  • Polyurethane and preparation method of polyurethane and ROS (Reactive Oxygen Species)-responsive polyurethane drug-loading micelles

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The preparation method of polyurethane includes:

[0040] S1. Dissolve 2g of 2,2'-bipyridine-4,4'-dicarboxylic acid in 50mL of ethanol. After heating to 60℃, add 5mL of concentrated sulfuric acid dropwise, keep it at 60℃ for 72 hours, and finally cool to room temperature. Add ethyl acetate and deionized water for extraction three times to obtain white solid ethyl 2,2'-bipyridine-4,4'-dicarboxylate (formula I),

[0041]

[0042] The reaction equation of S1 is,

[0043]

[0044] S2. Dissolve the white solid 2,2'-bipyridine-4,4'-dicarboxylate (formula I) prepared in 2g of S1 in methanol, and then add 0.5g of sodium borohydride at 65°C After refluxing for 48 hours, the solvent was evaporated to complete dryness, and then purified using a silica gel column. The eluent in the silica gel column was petroleum ether and ethanol. The volume fraction of petroleum ether: ethanol was 1:2, and finally The white solid 2,2'-bipyridine-4,4'-dimethanol (formula II) was prepared,

[0045]

[00...

Embodiment 2

[0060] The preparation method of ROS-responsive polyurethane drug-loaded micelles, take 10mg of the light yellow polyurethane solid prepared in Example 1, and 0.3mg of hydrophobic drug dissolved in 2mL dimethyl sulfoxide solution, under vigorous stirring, slowly add 10mL dropwise Deionized water was then stirred for 3 hours. After the stirring, it was put into a dialysis bag with MW=3500. After dialysis for 2 days, the deionized water was replaced every four hours. The uncoated hydrophobic drug was removed by dialysis to obtain a stable ROS-responsive polyurethane drug-loaded micelles with near-infrared light-responsive photothermal therapy and drug synergy.

[0061] Such as image 3 , 4 , 5, the infrared spectrum, ultraviolet spectrum, fluorescence spectrum of the polyurethane drug-loaded micelles, the carbamate peak and the characteristic absorption peaks of the pyridine ring and benzene ring in the infrared spectrum prove the drug-loaded material The successful synthesis, the ...

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Abstract

The invention discloses polyurethane and a preparation method of polyurethane and ROS (Reactive Oxygen Species)-responsive polyurethane drug-loading micelles. The method comprises the following steps:dissolving hydrophobic drugs and prepared polyurethane solids into a dimethyl sulfoxide solution, slowly dropwise adding the solution into deionized water while intense stirring, continuously stirring, filling in a dialysis bag of MW=3500 after stirring completion, dialyzing for two days, dialyzing to remove non-entrapped hydrophobic drugs; and finally obtaining the stable ROS-responsive polyurethane drug-loading micelles with near-infrared light photothermal therapy and drug synergism. The preparation method of the polyurethane drug-loading micelles disclosed by the invention is simple and novel, and compared with the novel photosensitizer-ruthenium complex for photothermal therapy and the reported drug carrier before, the carrier disclosed by the invention is stable before subjected tonear-infrared stimulation when bonded into the main polymer chain, and effective release of the drugs and treatment of tumor cells can be realized once the carrier is initiated.

Description

Technical field [0001] The invention relates to the field of polymers, in particular to a preparation method of polyurethane and polyurethane, and ROS-responsive polyurethane drug-loaded micelles. Background technique [0002] In recent years, photodynamic therapy (PDT) has received more and more attention due to its advantages of small adverse reactions, fewer complications and no drug resistance. Tumor photodynamic therapy uses light of a specific wavelength to excite the photosensitizer that has been taken in by the tumor tissue. The excited photosensitizer transfers its energy to the surrounding ground state oxygen molecules, thereby obtaining singlet oxygen or other reactive oxygen species, and passing the reactive oxygen species Kill tumor cells by inducing cell apoptosis to achieve the purpose of treatment. Compared with traditional radiotherapy, the excitation light source used for photodynamic therapy is non-ionizing and does no harm to normal tissues and cells; compare...

Claims

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Application Information

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IPC IPC(8): C08G18/66C08G18/48C08G18/32A61K9/107A61K31/337A61K31/704A61K41/00A61K47/59A61P35/00
CPCA61K9/1075A61K31/337A61K31/704A61K41/0052A61K41/0057A61K47/59A61P35/00C08G18/3868C08G18/3897C08G18/4833C08G18/6666A61K2300/00
Inventor 王海波许峻槐成煦杜宗良杜晓声
Owner SICHUAN UNIV
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