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Bromine-substituted aromatic compound modified polymer material and its preparation method and application

A technology of aromatic compounds and polymer materials, applied in the field of polymer chemistry, can solve problems such as high material costs, restrictions on wide application, complex synthesis routes, etc., and achieve the effects of low synthesis cost, high reaction efficiency, and simple synthesis process

Active Publication Date: 2018-11-09
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the gene transfection vectors synthesized based on cationic polymers in the prior art have relatively complicated synthetic routes, high material costs, and high cytotoxicity
These deficiencies largely restrict its wide application in the biomedical field.

Method used

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  • Bromine-substituted aromatic compound modified polymer material and its preparation method and application
  • Bromine-substituted aromatic compound modified polymer material and its preparation method and application
  • Bromine-substituted aromatic compound modified polymer material and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0044] The present invention is based on the cationic polymer material of the fifth generation polyamido-amine dendrimers and bromine-substituted aromatic ring derivatives (G5-4-Bro-a, G5-N=C-4-Bro-a, G5 -NH-4-Bro-a, G5-2-Bro-a, G5--3-Bro-a, G5-3,5-Bro-a) preparation and characterization

[0045] (1) cationic macromolecule material G5-4-Bro-a based on the fifth generation polyamide-amine dendrimers and bromine-substituted aromatic ring derivatives as shown in reaction formula (I), its structural formula is as follows Formula (1A) shows:

[0046] The following reaction formula (I) cationic polymer material G5-4-Bro-a, G5-N=C-4-Bro-a, G5-NH-4-Bro-a, G5-2-Bro-a, G5- -3-Bro-a, G5-3,5-Bro-a synthetic route and structural formula:

[0047]

[0048] Among them, G5 is the fifth generation polyamide-amine dendrimer, the central core is ethylenediamine, and the terminal group is a primary amine group. In formula (2), n is 6, m is 2, and its structure is as follows: (3A);

[0049]...

Embodiment 2

[0116] The present invention is based on the gene transfection material of polyethylenimine cationic polymer and bromine-containing aromatic ring derivative, that is, the polyethyleneimine cationic polymer polymer material (PEI-2-Bro-a) modified by bromine-containing aromatic ring derivative , PEI-3-Bro-a, PEI-3,5-Bro-a) preparation and characterization.

[0117] (1) As shown in the reaction formula (II), it is a gene transfection material based on polyethyleneimine cationic polymer and bromine-containing aromatic ring derivatives, that is, the polyethyleneimine cationic polymer modified by bromine-containing aromatic ring derivatives is high The reaction equation of the molecular material PEI-2-Bro-a,

[0118]

[0119] That is, in the formula (1), when R is a branched polyethyleneimine (bPEI 25KD) of 25KD, the structural formula of the polymer material is as shown in the following formula (2A):

[0120]

[0121] in,

[0122] a represents the quantity that 2-bromobenzo...

Embodiment 3

[0144] Embodiment 3: Gene transfection material G5-4-Bro-47 and G5-3,5-Bro-30 gene knockout experiment in HeLa-luc cells

[0145] Compound the gene knockout reagents G5-4-Bro-47 and G5-3,5-Bro-30 prepared in Example 1 with siRNA (siLuc) that can specifically knock out the luciferase gene at room temperature and knockout the gene in HeLa-luc cells. The gene knockout efficiency was evaluated by detecting the expression level of luciferase, and the total protein amount of the cells was used as an indicator for evaluating the toxicity of the material. The specific method is: culture HeLa-luc cells in a 24-well plate for 24 hours, mix 0.5ugsiLuc with G5-4-Bro-47 or G5-3,5-Bro-30 in different mass ratios (w / w =1:1-20:1), add serum-free medium to make the total volume 100ul, half an hour later, add 150ul serum-free medium, add the medium containing the complex to the cells, and incubate After 6 hours, add 500 microliters of medium containing 10% serum, continue to cultivate for 18 ...

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Abstract

The invention provides a bromine-substituted aromatic compound modified cationic polymer material represented by formula (1). The bromine-substituted aromatic compound modified cationic polymer material comprises a cationic polymer skeleton and a bromine-substituted aromatic compound function group covalently connected to the surface of the cationic polymer; the cationic polymer skeleton comprises polyamidoamine dendrimer, polypropyleneimine dendrimer, linear polyethyleneimine cationic polymer, a branched polyethyleneimine cationic polymer and a derivative thereof; and the polymer material is can be used as a carrier for medicines, nucleic acids and proteins. The bromine-substituted aromatic compound modified polymer has the advantages of low synthesis cost, small cytotoxicity and high transfection efficiency, and is a carrier material with good application prospect.

Description

technical field [0001] The invention relates to the technical fields of polymer chemistry, organic synthesis and biomaterials, in particular to a bromine-substituted aromatic compound-modified cationic polymer material and its preparation method and application. Background technique [0002] Gene transfection is a very important technique in molecular biology and gene therapy. It refers to the process of introducing foreign genes into cells to obtain new genetic traits. Gene transfection requires a transfection vector to transport the nucleic acid fragment with the target gene into the cell and protect it from being degraded by nucleases existing inside and outside the cell. Currently used gene transfection vectors mainly include viral vectors and non-viral vectors. In the past 200 years, viral gene transfection vectors have attracted extensive attention from the scientific community because of their high gene transfection efficiency. However, viral vectors have problems s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00C08G73/04C08G69/48C12N15/87C12N5/00C12N5/09
Inventor 程义云吕佳常虹刘红梅
Owner EAST CHINA NORMAL UNIV
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