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Ph-sensitive degradable polymer, and preparation method and application thereof

A technology for degrading polymers and polymers, which is applied in the field of pharmaceutical polymer materials and biomedicine, can solve the problems of small adjustable range of pKa value, and achieve the effects of reducing treatment costs, not easy to drug resistance, and good stability

Inactive Publication Date: 2015-10-07
HENAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Relatively speaking, there are few types of suitable polyionic pH-sensitive block polymers, mainly with amine groups and carboxyl groups as the response groups, and the pKa value can be adjusted in a small range

Method used

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  • Ph-sensitive degradable polymer, and preparation method and application thereof
  • Ph-sensitive degradable polymer, and preparation method and application thereof
  • Ph-sensitive degradable polymer, and preparation method and application thereof

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Embodiment 1

[0032] A pH-sensitive degradable polymer, the polymer is a compound of the following structure:

[0033]

[0034] 140≤n≤410, and n is an integer.

[0035] The synthetic route of described polymkeric substance is as follows:

[0036]

[0037] 8.0 g mPEG (Mn=5000) and 0.3 g p-carboxybenzaldehyde were reacted. Solvent 50mL DCM (dichloromethane), catalyst 3.0g DCC (dicyclohexylcarbodiimide), 0.45g DMAP (4-dimethylaminopyridine), react at room temperature for 24h, filter under reduced pressure, and wash with isopropanol (100mL ) and glacial ether (-4°C, 50 mL) to obtain a light yellow solid powder, which was dried in vacuo to obtain compound 1;

[0038] 10g of methyl p-hydroxybenzoate was reacted with 3.2mL of hydrazine hydrate (80%), the molar ratio was 1:1. The solvent was 30 mL of absolute ethanol, reacted at 80°C for 2 h, filtered under reduced pressure, washed the precipitate with absolute ethanol to obtain white powder crystals, and dried in vacuum to obtain compound ...

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Abstract

The invention discloses a pH-sensitive degradable polymer, and a preparation method and application thereof. The polymer is the compound with the following structure as shown in figure, n is not larger than 410 and not smaller than 140, and n is an integer. The pH-sensitive polymer as a medicine carrying micelle has the characteristics that (1), nanoscale is truly realized (smaller than 200nm), and uniformity and stability are high; (2) a multi-targeting technology is realized (defects of mono-targeting are overcome), and comprises natural targeting of long circulation nano particles and pH-sensitive physical chemistry targeting, and tumor targeting is fully obtained; (3) medicine carrying amount is larger, stability is good, treatment cost is reduced and side effects generated by release of free medicine are reduced; (5) the polymer has little distribution in normal tissues due to high tumor targeting, and has very small side effects; even a small amount of polymer arrive at a non-tumor position, the medicine is barely released or very small in release rate due to pH sensitivity and the side effects are very small.

Description

technical field [0001] The invention belongs to the fields of medicinal polymer materials and biomedicine, and specifically relates to a pH-sensitive degradable polymer, its preparation method and application. Background technique [0002] In recent years, polymeric micelles have attracted more and more attention as one of the most promising drug delivery materials. A large number of new dosage forms of polymer micellar anticancer drugs have been developed, and some have entered the preclinical application stage, such as NK911 ? , SP1049C ? , NK105 ? and Genexol-PM ? Wait. The size of the polymer micelle drug-loading system is generally below 200 nanometers, and it can be selectively enriched around cancerous cells through the EPR (enhanced permeability and retention) effect. With the continuous progress of polymer synthesis chemistry, flexible molecular design endows polymer micelles with rich and diverse microstructures and continuously optimized excellent drug-loadi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/685C08G63/664C08G63/08A61K9/107A61K47/34
Inventor 宋仕永徐靖卜永强秦本凯栾淑娟李稳稳刘隆臻
Owner HENAN UNIVERSITY
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