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Preparation method and application of degradable hyperbranched polyamidoamine

A technology of polyamidoamine and dimethylformamide, which is applied in the field of preparation of degradable hyperbranched polyamidoamine, can solve the problems that genes and drugs cannot be fully released, achieve good stability and biocompatibility, reduce Effect of interaction and easy purification

Active Publication Date: 2014-08-27
SUZHOU CHIEN SHIUNG INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the hyperbranched polymer gene and drug carriers reported so far are non-degradable, not only have certain biological toxicity, but also cannot achieve sufficient release of genes and drugs

Method used

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  • Preparation method and application of degradable hyperbranched polyamidoamine
  • Preparation method and application of degradable hyperbranched polyamidoamine
  • Preparation method and application of degradable hyperbranched polyamidoamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 3.0 mmol of disulfide bond-containing bifunctional monomer N,N′-bis(acryloyl)cystamine (BAC) and 3.0 mmol of trifunctional monomer 1-(2-aminoethyl)piperazine (AEPZ) were dissolved in methanol Mix in medium temperature, carry out Michael addition polymerization at 50°C under magnetic stirring, add 3 mmol of AEPZ after 5 days and react for 1 day to convert all the double bonds at the end of the polymer into amino groups, and the obtained products are successively precipitated by ether and acetone. The product was purified, and the precipitated product was vacuum-dried at room temperature to obtain a white powder degradable hyperbranched polyamidoamine. Raman, potential test and nuclear magnetic test are carried out to the product obtained, the result is as follows figure 2 and image 3 shown. Among them, such as figure 2 As shown, 507cm -1 is the absorption peak of the disulfide bond, indicating that the disulfide bond can be successfully introduced into the polymer h...

Embodiment 2

[0028] 3.0 mmol of disulfide bond-containing bifunctional monomer N,N′-bis(acryloyl)cystamine (BAC) and 1.50 mmol of trifunctional monomer 1-(2-aminoethyl)piperazine (AEPZ) were dissolved in methanol Mix in medium temperature, carry out Michael addition polymerization at 50°C under magnetic stirring, add 3 mmol of AEPZ after 5 days and react for 2 days to convert all the double bonds at the end of the polymer into amino groups, and the obtained products are successively precipitated by ether and acetone. The product was purified, and the precipitated product was vacuum-dried at room temperature to obtain a white powdery reductively degradable hyperbranched polyamidoamine.

Embodiment 3

[0030] Mix 2.0 mmol of disulfide bond-containing bifunctional monomer N,N′-bis(acryloyl)cystamine (BAC) and 3.0 mmol of trifunctional monomer diethylenetriamine (DETA) in methanol, 50°C, magnetic Carry out Michael addition polymerization under stirring, add 1 mmol of DETA after 5 days and react for 3 days to convert all the double bonds at the end of the polymer into amino groups. The obtained product is purified by ether precipitation, acetone precipitation and other methods successively. Vacuum drying at room temperature gave white powdery reductively degradable hyperbranched polyamidoamine.

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Abstract

The invention discloses a preparation method and application of degradable hyperbranched polyamidoamine. Degradable hyperbranched polyamidoamine is prepared by taking a bifunctional monomer containing a disulfide bond or a ketal bond and an amino-containing trifunctional monomer N-aminoethylpiperazine (AEPZ) or diethylenetriamine (DETA) as main raw materials and employing a one-pot method to perform Michael addition polymerization reaction. By coupling polyethylene glycol (PEG) and folic acid (FA) with degradable hyperbranched polyamidoamine, folic-acid-targeted PEGylated degradable hyperbranched polyamidoamine is obtained. The raw materials are easily available, the preparation method is simple, and the prepared polymer medicine carrier has the advantages of hyperbranched polyamidoamine, such as three-dimension branching structure, a lot of cavities at the interior of molecules, low viscosity, a lot of functional groups, simple preparation method, biodegradability, and the like. Additionally, the water solubility and the stability of the carrier material are improved by grafting a PEG chain segment to the terminal, and the carrier is endowed with active targeting property on tumor cells through coupling of FA.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a preparation method and application of degradable hyperbranched polyamidoamine for drug controlled release. Background technique [0002] Hyperbranched polyamidoamine not only has similar structure and characteristics to dendritic polyamidoamine, but also is easy to prepare without careful separation and purification, and the required polymer can be synthesized from monomers in one-step method, so it has been favored by many researchers. of favor. Hyperbranched polyamidoamine has a cavity inside, which can wrap drug molecules, such as genes, anti-tumor drugs, etc.; a large number of terminal groups on the molecular surface can not only improve the performance of the material itself through various modifications, but also connect genes and antibodies. Active substances, which provide great convenience for the design of sustained-release and targeted formula...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G73/02A61K47/34A61K48/00
Inventor 王杨顾准贾红圣程炜刘尚莲
Owner SUZHOU CHIEN SHIUNG INST OF TECH
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