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Copolymer based on environmental response and preparation method thereof

An environment-responsive, copolymer technology, applied in drug combination, drug delivery, pharmaceutical formulation, etc., can solve problems such as easy to be removed, drug toxicity to healthy tissues, poor water solubility, etc., and achieve the effect of simplifying the preparation process

Inactive Publication Date: 2012-11-28
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Many drugs are not selectively distributed in the body, or have poor water solubility, making the drug toxic to healthy tissues or easily eliminated

Method used

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  • Copolymer based on environmental response and preparation method thereof
  • Copolymer based on environmental response and preparation method thereof
  • Copolymer based on environmental response and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Preparation of polylactic acid (PLA)

[0048] Add 22.5 g of industrial DL-lactic acid into the flask. Under the protection of nitrogen, the temperature was raised to 130° C. and kept for 3 hours. After cooling to 50°C, add 20mL of toluene and 100mg of catalyst stannous octoate dihydrate, and react at 160°C for 24 hours. After the reaction was completed, it was cooled to room temperature, and all the reaction solution was poured into 50% ethanol, and left standing to produce precipitation. The precipitate was collected by filtration, washed with absolute ethanol, and dried under vacuum at room temperature for 24 hours. That is the target product polylactic acid (PLA), M n = 2300 g / mol; M w / M n =1.94 (gel permeation chromatography, GPC).

[0049] Synthesis of small molecule RAFT chain transfer agent

[0050] Add 20.20 g of n-dodecyl alcohol and tetrabutylammonium bromide in the flask, and dissolve in acetone. 10 mL of 50% aqueous sodium hydroxide solution was add...

Embodiment 2

[0058] Tumor targeting PLA-PNNUA-FA, fluorescent PLA-PNNUA-FITC and TEMPO spin labeling

[0059] Preparation of three different functional modules of PLA-PNNUA-TEMPO

[0060] 1. Preparation of tumor-targeted PLA-PNNUA-FA functional modules

[0061] 0.5 g of FA (folic acid) was added to the flask, and DMSO (dimethyl sulfoxide) was dissolved. Add 0.5 g of DCC (N,N'-dicyclohexylcarbodiimide) and 0.3 g of NHS (N-hydroxysuccinimide) under an ice-water bath. React overnight in the dark. After the reaction was completed, the white by-product precipitate was removed by filtration, and the filtrate was poured into anhydrous ether. The product was NHS-activated folic acid FA-NHS. The precipitate was separated by centrifugation and washed, and dried in vacuum at room temperature. Equimolar 2,2'-(ethylenedioxy)bis(ethylamine) and FA-NHS were successively added to the flask, dissolved in DMSO, and reacted in the dark for 48 hours. The reaction solution was poured into anhydrous ether t...

Embodiment 3

[0070] Establishment of Warehouse Function Module Library

[0071] Using the three functional modules PLA-PNNUA-FA, PLA-PNNUA-FITC and PLA-PNNUA-TEMPO prepared in Example 5, a warehouse-style functional module library was established. According to needs, a variety of different functional modules can be selected from the warehouse-style functional module library, including tumor targeting and detection functional modules, mixed according to any required ratio, and anti-tumor drugs are embedded as needed to form a multifunctional tumor diagnosis and treatment micelle.

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Abstract

The invention relates to a copolymer based on environmental response and a preparation method thereof, wherein the copolymer has specific three blocks which are sequentially a hydrophobic block, a hydrophilic environmental response block and a ploy-N-methylacryloyl succinimide (PNAS) chain with reactivity. The preparation method of the copolymer comprises the following steps of: connecting the hydrophobic block with a micromolecular chain transfer agent to prepare a macroinitiator; performing primary polymerization on the hydrophilic environmental response block and the macroinitiator; and performing secondary polymerization on an N-methylacryloyl succinimide (NAS) monomer and a product of the first step, so as to obtain the copolymer based on environmental response. The copolymer has the advantages that the copolymer based on environmental response has a controllable structure, and the hydrophobic block, the hydrophilic environmental response block and the PNAS chain are independent from one another; and the copolymer based on environmental response has a clear specific structure, and can fully play the performances of all the chain segments.

Description

【Technical field】 [0001] The invention relates to the technical field of smart medicines, in particular to an environment-responsive basic copolymer and a preparation method thereof. 【Background technique】 [0002] Many drugs are not selectively distributed in the body, or are poorly soluble in water, making them toxic to healthy tissues or easily eliminated. Targeted drug delivery and controlled drug release can reduce the toxicity of drugs to healthy tissues while achieving therapeutic effects, and have always been the focus of drug development and therapeutic research. Copolymer micelles were used as carriers to embed drugs to prepare targeted drug-loaded micelles for disease treatment. By using the copolymer with detectable function, making the micelles themselves detectable or embedding diagnostic reagents, a multi-functional disease micelle diagnosis and treatment platform with functions of disease treatment and detection and diagnosis can be prepared for disease diag...

Claims

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Application Information

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IPC IPC(8): C08F293/00A61K47/34A61K31/704A61K49/00A61K49/12A61P35/00
CPCC08F283/02A61K9/0019C08F283/04C08F283/00C08F293/005A61K47/34A61K9/107A61P35/00
Inventor 蓝闽波郁荣华赵红莉袁慧慧赵雪伶杨程
Owner EAST CHINA UNIV OF SCI & TECH
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