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Preparation method of polyurethane, polyurethane, and ROS-responsive polyurethane drug-loaded micelles

A technology of drug-loaded micelles and polyurethane, which is applied in the field of polymers, can solve problems such as wrong timing of release, influence on tumor treatment effect, and premature release of drugs, and achieve simple and novel preparation methods, stimulate anti-tumor immune response, drug and Enhanced effects of immunotherapy

Active Publication Date: 2020-01-14
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 issue to improve the efficacy of cancer treatment, which will directly affect the treatment of tumors Effects, resulting in technical problems such as premature release during drug delivery and unequal release timing in the prior art

Method used

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  • Preparation method of polyurethane, polyurethane, and ROS-responsive polyurethane drug-loaded micelles
  • Preparation method of polyurethane, polyurethane, and ROS-responsive polyurethane drug-loaded micelles
  • Preparation method of polyurethane, polyurethane, and ROS-responsive polyurethane drug-loaded micelles

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The preparation method of polyurethane comprises:

[0040] S1. Dissolve 2g of 2,2'-bipyridyl-4,4'-dicarboxylic acid in 50mL of ethanol, heat to 60°C, add 5mL of concentrated sulfuric acid dropwise, keep at 60°C for 72 hours, and finally cool to room temperature. The mixture was extracted three times with ethyl acetate and deionized water to obtain ethyl 2,2'-bipyridine-4,4'-dicarboxylate (formula Ⅰ) as a white solid.

[0041]

[0042] The reaction equation for S1 is,

[0043]

[0044] S2. Dissolve 2g of the white solid ethyl 2,2'-bipyridine-4,4'-dicarboxylate (Formula I) prepared in S1 in methanol, then add 0.5g of sodium borohydride, at 65°C After reflux for 48 hours, the solvent was rotary evaporated to complete dryness, and then purified using a silica gel column, wherein the eluent in the silica gel column was selected from petroleum ether and ethanol, and the ratio of petroleum ether:ethanol by volume and number was 1:2, and finally 2,2'-bipyridine-4,4'-dim...

Embodiment 2

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

[0061] like image 3 , 4 , 5, the infrared spectrum, ultraviolet spectrum, and fluorescence spectrum of the polyurethane drug-loaded micelles, the carbamate peak in the infrared spectrum and the characteristic absorption peaks of the pyridine ring and the benzene ring have proved the drug-loaded materia...

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Abstract

The invention discloses a preparation method of polyurethane, polyurethane, and ROS-responsive polyurethane drug-loaded micelles. The hydrophobic drug and the prepared polyurethane solid are dissolved in a dimethyl sulfoxide solution, and deionized water is slowly added dropwise under vigorous stirring. Continue to stir, put it into a dialysis bag with MW=3500 after the stirring is completed, and dialyze for 2 days to remove the unencapsulated hydrophobic drug, and finally obtain a stable ROS-responsive polyurethane loaded with near-infrared light-responsive photothermal therapy and drug synergy. Drug micelles. The preparation method of polyurethane drug-loaded micelles in the present invention is simple and novel, and compared with the previously reported drug carrier of the photosensitizer-ruthenium complex for photodynamic therapy, the carrier has bonded it into the polymer main chain and is subjected to It is more stable before near-infrared stimulation, and once triggered, it can realize the effective release of drugs and the treatment of tumor cells.

Description

technical field [0001] The invention relates to the field of macromolecules, in particular to a preparation method of polyurethane, polyurethane, and ROS-responsive polyurethane drug-loaded micelles. Background technique [0002] In recent years, photodynamic therapy (PDT) has attracted more and more attention due to its advantages of less adverse reactions, fewer complications and no drug resistance. Photodynamic therapy for tumors uses light of a specific wavelength to excite photosensitizers that have been absorbed by tumor tissue, and the photosensitizers in the excited state transfer their energy to the surrounding ground-state oxygen molecules, thereby obtaining singlet oxygen or other reactive oxygen species, and passing reactive oxygen species Kill tumor cells by inducing apoptosis to achieve therapeutic purposes. Compared with traditional radiation therapy, the excitation light source used for photodynamic therapy is non-ionizing and has no damage to normal tissues...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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 成煦许峻槐王海波杜宗良杜晓声
Owner SICHUAN UNIV
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