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Polymer drug carrier with aggregation-induced luminescence and dual sensitivity, drug-loaded micelles and preparation method thereof

An aggregation-induced luminescence and dual-sensitivity technology, which is applied to medical preparations with non-active ingredients, medical preparations containing active ingredients, drug combinations, etc., can solve the problems of reduced fluorescence efficiency and achieve improved biological safety and circulation The effect of time improvement

Active Publication Date: 2021-03-30
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, traditional fluorescent probes are usually limited by the aggregation quenching (ACQ) effect, and their fluorescence efficiency decreases significantly at high concentrations.

Method used

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  • Polymer drug carrier with aggregation-induced luminescence and dual sensitivity, drug-loaded micelles and preparation method thereof
  • Polymer drug carrier with aggregation-induced luminescence and dual sensitivity, drug-loaded micelles and preparation method thereof
  • Polymer drug carrier with aggregation-induced luminescence and dual sensitivity, drug-loaded micelles and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] A polymer drug carrier with aggregation-induced luminescence and dual sensitivity, polymethacrylate block and polyethylene glycol block; wherein, the polymethacrylate block is grafted with disulfide bonded tetraphenylethylene and hydroxyethylhexamethyleneimine.

[0040] The preparation method of the above-mentioned polymer drug carrier with aggregation-induced luminescence and dual sensitivity, the reaction process is as follows:

[0041]

[0042] Specifically include the following steps:

[0043] (1) Under the protection of argon, dissolve tetraphenylethylene (1g) with carboxyl groups and dihydroxyethyl disulfide (0.56g) with methacrylic acid at one end in anhydrous dichloromethane, and then add Dicyclohexylcarbodiimide (0.76g) and 4-dimethylaminopyridine (0.03g), stirred at room temperature for 24h, then purified by column chromatography, and finally dried to obtain tetraphenylethylene methacrylic acid with a disulfide bond ester monomer;

[0044] (2) Dissolve t...

Embodiment 2

[0047] A polymer drug carrier with aggregation-induced luminescence and dual sensitivity, polymethacrylate block and polyethylene glycol block; wherein, the polymethacrylate block is grafted with disulfide bonded tetraphenylethylene and hydroxyethylhexamethyleneimine.

[0048] The preparation method of the above-mentioned polymer drug carrier with aggregation-induced luminescence and dual sensitivity, the reaction process is as follows:

[0049]

[0050] Specifically include the following steps:

[0051] (1) under argon protection, tetraphenylethylene (0.5g) with carboxyl and dihydroxyethyl disulfide (0.5g) that one end is connected with methacrylic acid are dissolved in anhydrous dichloromethane, then Add dicyclohexylcarbodiimide (0.5g) and 4-dimethylaminopyridine (0.02g), stir at room temperature for 24h, then purify by column chromatography, and finally dry to obtain tetraphenylethylenemethyl with disulfide bond Acrylate monomer;

[0052] (2) Dissolve the monomer (0.3...

Embodiment 3

[0055] A polymer drug carrier with aggregation-induced luminescence and dual sensitivity, polymethacrylate block and polyethylene glycol block; wherein, the polymethacrylate block is grafted with disulfide bonded tetraphenylethylene and hydroxyethylhexamethyleneimine.

[0056] The preparation method of the above-mentioned polymer drug carrier with aggregation-induced luminescence and dual sensitivity, the reaction process is as follows:

[0057]

[0058] Specifically include the following steps:

[0059] (1) under argon protection, tetraphenylethylene (1.5g) with carboxyl and dihydroxyethyl disulfide (1.5g) that one end is connected with methacrylic acid are dissolved in anhydrous dichloromethane, then Add dicyclohexylcarbodiimide (1.8g) and 4-dimethylaminopyridine (0.04g), stir at room temperature for 24h, then purify by column chromatography, and finally dry to obtain tetraphenylethylenemethyl with disulfide bond Acrylate monomer;

[0060] (2) Dissolve the monomer (0.6...

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Abstract

The invention provides a polymer drug carrier with aggregation-induced luminescence and dual sensitivity, a drug-loaded micelle and a preparation method thereof. The polymer drug carrier includes a polymethacrylate block and a polyethylene glycol block; Among them, tetraphenylethylene and hydroxyethyl hexamethyleneimine with disulfide bonds are grafted on the polymethacrylate block. The polymethacrylate block in the present invention is a functional block grafted with tetraphenylethylene and hydroxyethyl hexamethyleneimine with disulfide bonds. As the hydrophobic core of the carrier, it has redox , pH response, aggregation-induced luminescence and other functions; the polyethylene glycol block serves as the hydrophilic shell of the carrier, which provides excellent biocompatibility for the nanocarrier.

Description

technical field [0001] The invention belongs to the technical field of drug carriers, and in particular relates to a polymer drug carrier with aggregation-induced luminescence and dual sensitivity, drug-loaded micelles and a preparation method thereof. Background technique [0002] Chemotherapy, as one of the most common cancer treatment strategies, not only kills cancer tissues, but also causes great side effects on normal physiological tissues. The polymer drug carrier with nanometer size can take advantage of the enhancement and permeability retention (EPR) effect, which can improve the efficacy and reduce side effects, providing a new strategy for targeted anticancer. At the same time, nanocarriers can be grafted with a variety of fluorescent molecules as contrast agents, which can avoid their metabolism by the human body, enhance their long-term stability, and also realize a treatment method that integrates diagnosis and treatment. [0003] The extracellular pH of tumo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/02C08F220/34C08F220/40A61K9/107A61K47/34A61K31/704A61P35/00
CPCA61K9/1075A61K31/704A61K47/34C08F220/34C08G81/025C08F220/40
Inventor 王云兵马博轩庄伟华李高参
Owner SICHUAN UNIV
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