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Dendrimer gene carrier modified by fluorine-containing aromatic ring compound as well as preparation method and application thereof

A dendrimer and gene transfection carrier technology, which is applied in the fields of polymer chemistry and biomaterials, can solve problems such as complex synthetic routes, high cytotoxicity, and high material costs, and achieve simple synthesis, high transfection efficiency, and synthetic low cost effect

Active Publication Date: 2014-06-25
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, gene transfection vectors based on dendrimers have relatively complex synthetic routes, high material costs and high cytotoxicity, which are still the main factors restricting the wide application of these materials in the biomedical field

Method used

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  • Dendrimer gene carrier modified by fluorine-containing aromatic ring compound as well as preparation method and application thereof
  • Dendrimer gene carrier modified by fluorine-containing aromatic ring compound as well as preparation method and application thereof
  • Dendrimer gene carrier modified by fluorine-containing aromatic ring compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Example 1: A new material for gene transfection based on the fifth-generation polyamidoamine dendrimer modified with 3-fluorobenzoic acid was prepared at a ratio of 1:16.

[0060] Take the material based on the fifth generation polyamidoamine dendrimer modified by covalently linking 3-fluorobenzoic acid as an example, as shown in formula (1):

[0061]

[0062] Among them, the theoretical expectation of a is 16, G5 is the fifth-generation polyamide-amine dendrimer, the central core M is ethylenediamine, and the terminal group is 128 primary amine groups. Its structural formula is:

[0063]

[0064] Preparation and synthesis method: Take 3.89 mg of 3-fluorobenzoic acid, dissolve it in 3 ml of anhydrous dimethylformamide solution, add 11.57 mg of DCC, 5.75 mg of NHS, activate the reaction for 6 hours, take 50 mg of the fifth generation poly The amido-amine dendrimer was dissolved in 3 mL of anhydrous DMSO. 8.7 microliters of triethylamine was added dropwise to the abo...

Embodiment 2

[0071] Example 2: A new material for gene transfection based on the fifth-generation polyamidoamine dendrimer modified based on 3-fluorobenzoic acid was prepared at a ratio of 1:24.

[0072] Take the material based on the fifth-generation polyamidoamine dendrimer modified by covalently linking 3-fluorobenzoic acid as an example, as shown in formula (2):

[0073]

[0074] Among them, the theoretical expectation of a is 24, G5 is the fifth-generation polyamide-amine dendrimer, the central core M is ethylenediamine, and the terminal group is 128 primary amine groups. Its structural formula is:

[0075]

[0076] Preparation and synthesis method: Take 5.83 mg of 3-fluorobenzoic acid, dissolve it in 3 ml of anhydrous dimethylformamide solution, add 16.75 mg of DCC, 8.62 mg of NHS, activate the reaction for 6 hours, take 50 mg of the fifth-generation polyamide-amine The dendrimer was dissolved in 3 ml of anhydrous DMSO. 13.06 microliters of triethylamine was added dropwise to ...

Embodiment 3

[0083] Example 3: A new material for gene transfection of the fifth-generation polyamidoamine dendrimer based on 3,5-difluorobenzoic acid was prepared at a ratio of 1:16.

[0084] Take the material based on the fifth generation polyamidoamine dendrimer modified by covalently linking 3,5-difluorobenzoic acid as an example, as shown in formula (3):

[0085]

[0086] Among them, a is theoretically expected to be 16, G5 is the fifth generation polyamide-amine dendrimer, the central core M is ethylenediamine, and the terminal group is 128 primary amine groups. Its structural formula is:

[0087]

[0088] Preparation and synthesis method: Take 4.39 mg of 3,5-difluorobenzoic acid, dissolve it in 3 ml of anhydrous dimethylformamide solution, add 11.17 mg of DCC, 5.75 mg of NHS, activate the reaction for 6 hours, take 50 mg of the fifth generation poly The amido-amine dendrimer was dissolved in 3 mL of anhydrous DMSO. 8.7 microliters of triethylamine was added dropwise to the ac...

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Abstract

The invention provides a dendrimer gene transfection carrier modified by a fluorine-containing aromatic ring compound as shown in a formula (I) or a formula (I'). The dendrimer gene transfection carrier comprises a dendrimer skeleton and a fluorine-containing aromatic ring compound functional group which is covalently linked to the surface of the dendrimer; and the dendrimer comprises a polyamide-amine dendrimer and a polypropyleneimine dendrimer. The invention also provides a preparation method of the gene transfection carrier and an application of a composition of the gene transfection carrier as a nucleic acid molecule transporting carrier. The preparation method is characterized in that the dendrimer is modified by a brand-new modification method and a functional group, the reaction is simple and efficient and the yield is high, an efficient transfection effect can be achieved in a cell transfection process, the material is simple to produce and low in cost, the toxicity caused by the transfection process on cells is low, and gene molecules can be transported to cells efficiently and safely; and the gene transfection carrier has the advantages of high efficiency, low toxicity, low price, simple synthesis and the like.

Description

technical field [0001] The invention relates to the technical fields of polymer chemistry and biomaterials, in particular to a gene transfection carrier based on a dendrimer modified by a fluorine-containing aromatic ring compound, and a preparation method and application thereof. Background technique [0002] Gene therapy has good prospects for the treatment of genetic diseases, cancer, viral infection and other diseases. The main challenge of current clinical gene therapy is the lack of efficient and safe gene carriers. Successful gene therapy methods require suitable gene transfection vectors to introduce foreign aid genes into cells or tissues and obtain long-term stable expression. In general, gene transfection vectors can be mainly divided into two categories, viral vectors and non-viral vectors. Viral vectors can effectively transfer foreign aid DNA or RNA to cells, but they have immunogenicity, toxicity, cell line applicability, limitation of loading gene fragments...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G73/04C12N15/63
Inventor 程义云王铭明
Owner EAST CHINA NORMAL UNIV
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