Preparation method of chlorophyll copper-modified dendrimer copper complex nano diagnosis and treatment material

A technology of dendrimer and copper chlorophyll, applied in the field of preparation of functional nanomaterials, can solve problems such as undiscovered combination therapy

Active Publication Date: 2020-12-01
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Searching the literature at home and abroad, no chlorophyll-copper-decorated dendrimer copper complexes have been found for MR imaging-guided sonodynamic / chemical kinetic combined therapy

Method used

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  • Preparation method of chlorophyll copper-modified dendrimer copper complex nano diagnosis and treatment material
  • Preparation method of chlorophyll copper-modified dendrimer copper complex nano diagnosis and treatment material
  • Preparation method of chlorophyll copper-modified dendrimer copper complex nano diagnosis and treatment material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0072] (1) Dissolve copper chlorophyllin (13.88mg) in 10mL of DMSO, add EDC (18.4mg) and NHS (11.06mg) and stir for 1h, then add the solution dropwise to 50mL of the fifth generation polyamide-amine type Dendrimer G5.NH 2 (50mg) in an ultrapure aqueous solution (1mg / mL) and stirred for 72h. Then use a dialysis bag with a molecular weight cut-off of 5000 to dialyze for 3 days (2L / time, 3 times / day), and freeze-dry to obtain the dendrimer G5.NH modified by copper chlorophyll 2 -Cu Chl.

[0073] (2) Dissolve 56.9 mg of G5.NHAc-Cu Chl in ultrapure water (5 mL), add triethylamine (24.72 mg) and mix well, add acetic anhydride (24.9 mg) dropwise, stir for 24 hours, and then use MWCO Dialyze a dialysis bag of 5000 for 3 days (2 L / time, 3 times / day), and freeze-dry to obtain the acetylated dendrimer-copper chlorophyll conjugate G5.NHAc-Cu Chl.

[0074] (3) Dissolve G5.NHAc-Cu Chl (33.82mg) in physiological saline, add copper chloride dihydrate solid (8.73mg) and ultrasonically dispe...

Embodiment 2

[0079] Accurately weigh the G5.NH prepared in Example 1 2 -Cu Chl (0.86mg) was dissolved in 1mL aqua regia and the reaction was complete. After adding 3 mL of ultrapure water for dilution, ICP was used to test, and the concentration of copper element in the solution was 5.33 μg / ml. From this calculation, it was calculated that 5.1 copper chlorophyllins were connected to each acetylated fifth-generation dendrimer on average.

[0080] Weigh 1.2mg of G5.NH prepared in Example 1 2 -Cu Chl was tested using a thermogravimetric analyzer with a temperature range from 50°C to 800°C and a heating rate of 20°C / min. The results are attached figure 2 , the residual mass percentage measured at 800°C is 14.5%, which is relatively close to the ICP test result.

Embodiment 3

[0082] The G5.NHAc-Cu Chl, G5.NHAc-Chl / Cu, G5.NHAc and copper chlorophyll prepared in Example 1 were dissolved in ultrapure water to test the ultraviolet-visible spectrum. as attached image 3 As shown in A, the characteristic absorption peaks of copper chlorophyll are at 407nm and 630nm. as attached image 3 As shown in B, the maximum absorption peak of copper chloride aqueous solution is at 812nm; the acetylated dendrimer G5.NHAc has no obvious absorption peak at 400-1000nm; the acetylated dendrimer G5.NHAc-modified by chlorophyll copper Cu Chl and copper chlorophyll modified acetylated dendrimer copper complex G5.NHAc-Chl / Cu has characteristic absorption peaks at 400-1000nm consistent with copper chlorophyll. Among them, the acetylated dendrimer copper complex G5.NHAc-Chl / Cu modified by copper chlorophyll has no characteristic absorption peak at 812nm, indicating that there is no free copper ion in the solution.

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Abstract

The invention relates to a preparation method of a chlorophyll copper-modified dendrimer copper complex nano diagnosis and treatment material. The method comprises the following steps: activating chlorophyll copper with EDC and NHS, dropwisely adding an obtained solution into a G5.NH2 water solution for continuous reaction, and performing dialysis purifying and freeze-drying; dissolving obtained G5.NH2-Cu Chl in a solvent, sequentially adding triethylamine and acetic anhydride, and performing stirring reaction, dialysis purifying and freeze-drying; and dissolving obtained G5.NHAc-Cu Chl in a solvent, adding a bivalent copper salt, and carrying out ultrasonic dispersion. The method is simple and convenient to operate, products are easy to separate, raw materials are commercialized in sourceand low in price, and the diagnosis and treatment material has certain application prospects; and the prepared chlorophyll copper-modified dendrimer copper complex can be used for MR imaging and sonodynamic / chemodynamic combined treatment of mouse tumors, and has diagnosis and treatment integration performance.

Description

technical field [0001] The invention belongs to the field of preparation of functional nanometer materials, in particular to a preparation method of dendrimer copper complex nanometer diagnosis and treatment materials modified by copper chlorophyll. Background technique [0002] In recent years, the integration of tumor diagnosis and treatment based on nanocarriers is one of the hot topics in nanomedicine. Simultaneous loading of drugs and imaging reagents through nanocarriers can accurately and real-time monitor lesion conditions and provide treatment. Materials that have been developed as nanocarriers include liposomes, dendrimers, inorganic nanoparticles, polymer micelles, etc. Among them, polyamide-amine dendrimer (PAMAM dendrimer) has a good monodisperse The molecular surface contains a large number of active functional groups that can be used to connect various functional reagents, which provides the possibility for the design of various anti-tumor drugs. At present,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K41/00A61K33/34A61K47/59A61K49/12A61P35/00
CPCA61K33/34A61K41/0033A61K49/124A61K47/595A61P35/00A61K2300/00
Inventor 史向阳范钰朱宇
Owner DONGHUA UNIV
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