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Preparation of targeted CT (computed tomography) contrast agent of second generation polyamide-amine dendrimer stabilized gold nanoparticle based on folate modification

A technology of amine dendrimers and dendrimers, which is applied in the field of preparation of targeted CT contrast agents, can solve the problems of no targeted CT contrast agents, and achieve enhanced contrast effects, easy operation, and mild preparation process Effect

Inactive Publication Date: 2013-02-27
DONGHUA UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] A search of literature and patents related to gold nanoparticles used in CT imaging at home and abroad found that: before the completion of the present invention, no targeted CT imaging based on gold nanoparticles stabilized by the second-generation polyamide-amine dendrimers has been found. Reports on the preparation of the agent and its CT imaging properties

Method used

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  • Preparation of targeted CT (computed tomography) contrast agent of second generation polyamide-amine dendrimer stabilized gold nanoparticle based on folate modification
  • Preparation of targeted CT (computed tomography) contrast agent of second generation polyamide-amine dendrimer stabilized gold nanoparticle based on folate modification
  • Preparation of targeted CT (computed tomography) contrast agent of second generation polyamide-amine dendrimer stabilized gold nanoparticle based on folate modification

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Take HAuCl 4 30mg, dissolved in distilled water, magnetic shock to fully dissolve it evenly, and prepare a solution with a concentration of 30mg / mL. Take the second generation polyamide-amine dendrimers (G2.NH 2 ) 150.00mg, dissolved in 15mL distilled water, and magnetically oscillated to fully dissolve and evenly. The solution was preheated in a 60 °C water bath for 20 min. Take HAuCl 4 Add 1.897mL of the solution to the preheated dendrimer solution. The temperature was maintained at 60° C., and the reaction was stirred by magnetic force for 3.0 h. After the reaction, the resulting solution was dialyzed against distilled water (6 times, 2 L / time). Then freeze-drying is carried out to obtain gold nanoparticles stabilized by dendrimers before acetylation, which are stored at -20°C.

Embodiment 2

[0050] Weigh 20.05 mg of folic acid and dissolve it in 5 mL of dimethyl sulfoxide. During magnetic stirring, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride solution (3.483 mL, 12.50 mg / mL) was added, and the reaction was stirred for 3.0 h. Take 100.00 mg of dendrimer-stabilized gold nanoparticles before acetylation prepared in Example 1 and dissolve them in 10 mL of dimethyl sulfoxide solution. Subsequently, 7.282 mL of the activated folic acid solution was added, and the reaction was performed with magnetic stirring for 3 days. After the reaction, the resulting solution was dialyzed against distilled water (6 times, 2 L / time). Then freeze-drying is carried out to obtain folic acid-modified dendrimer-stabilized gold nanoparticles before acetylation, which are stored at -20°C.

[0051] 1 The results of the H NMR spectrum showed that the proton peak of folic acid appeared between 6-9ppm, indicating that the folic acid was successfully modified on the surface of t...

Embodiment 3

[0053] Take 80.30 mg of folic acid-modified dendrimer-stabilized gold nanoparticles before acetylation prepared in Example 2, and dissolve them in 8 mL of distilled water. Add 0.245 mL of triethylamine and stir for 0.5 h. After that, 0.139 mL of acetic anhydride was added, and the reaction was stirred for 24 h. After the reaction, the reaction mixture was dialyzed with PBS buffer (3 times, 2 L / time) and distilled water (3 times, 2 L / time). Then freeze-drying is performed to obtain folic acid-modified dendrimer-stabilized gold nanoparticles, which are stored at -20°C.

[0054] 1 The results of the H NMR spectrum showed that the peak of acetylmethyl group (1.87ppm) appeared after the acetylation reaction, indicating that the acetylation reaction was successfully carried out (attached figure 1 ). The UV-Vis test results show that the absorption peak in the spectrum is located at around 525nm (attached figure 2 ). This indicates that after acetylation, the size of gold nano...

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Abstract

The invention relates to a preparation method of a targeted CT (computed tomography) contrast agent of a second generation polyamide-amine dendrimer stabilized gold nanoparticle based on folate modification, which comprises the following steps: preparing a gold nanoparticle under water bath conditions by using an amino-terminal second generation polyamide-amine dendrimer as a stabilizer; dialyzing, performing drying treatment, then modifying covalent bonds on amino groups of the dendrimer on the surface of the nanoparticle with targeted reagent folate, and subsequently performing full acetylation treatment on the residual amino groups on the surface of the dendrimer; dialyzing the solution subjected to the reaction, and performing freeze-drying treatment to obtain the final product; and evaluating the in-vitro and in-vivo CT contrast performance of the product. According to the invention, the cost of raw materials is relatively low; the preparation process is mild; the preparation method is simple and easy to implement; and the prepared folate-modified dendrimer stabilized gold nanoparticle has favorable stability, water solution dispersity and biocompatibility and reinforced targeted tumor CT contrast effect, thereby having potential targeted CT contrast application prospects.

Description

technical field [0001] The invention belongs to the field of preparation of targeted CT contrast agents, in particular to the preparation of a targeted CT contrast agent based on folic acid-modified second-generation polyamide-amine dendrimer stabilized gold nanoparticles. Background technique [0002] Cancer (also known as malignant tumor in medical terms) has directly or indirectly affected the lives of many people and has become the number one killer affecting human health. Therefore, the prevention and treatment of cancer has become the focus of researchers in the field of biomedicine in various countries. Due to the characteristics of local invasion and distant metastasis of cancer cells, the advanced stage is often difficult to treat and control. Therefore, early diagnosis and treatment become the key to cure cancer. For lesions in specific parts of the body or tissues, the researchers believe that systemic drug delivery or whole body radiation therapy is not needed....

Claims

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Application Information

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IPC IPC(8): A61K49/12
Inventor 史向阳刘辉张贵祥许艳红
Owner DONGHUA UNIV
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