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A tumor microenvironment-responsive nanoparticle based on peptide dendrimer modified fluorescent carbon dots and its preparation method

A technology of tumor microenvironment and fluorescent carbon dots, which is applied in the field of biomedical materials, can solve the problems of slow release of drugs from drug-loaded nanoparticles, poor anti-tumor effect and safety, and high protein adsorption, so as to improve the anti-tumor effect and reduce the The effect of clearing and exerting the medicinal effect

Inactive Publication Date: 2020-04-14
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In view of the above problems in the prior art, the purpose of the present invention is to provide a tumor microenvironment responsive nanoparticle based on peptide dendrimers modified fluorescent carbon dots and its preparation method, which can effectively solve the problem of protein in the existing anti-tumor process. More adsorption, slow drug release from drug-loaded nanoparticles, poor anti-tumor effect and safety, etc.

Method used

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  • A tumor microenvironment-responsive nanoparticle based on peptide dendrimer modified fluorescent carbon dots and its preparation method
  • A tumor microenvironment-responsive nanoparticle based on peptide dendrimer modified fluorescent carbon dots and its preparation method
  • A tumor microenvironment-responsive nanoparticle based on peptide dendrimer modified fluorescent carbon dots and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Example 1 Preparation of nano-fluorescent carbon dots

[0050] Preparation of nano-fluorescent carbon dots by microwave heating: dissolve 4g glucose in 6mL water and mix, add 20mL PEG200 under stirring conditions, stir and mix well, then place it in a microwave oven and microwave at 800W for 3min to obtain brown The black viscous liquid was cooled to room temperature, diluted with a small amount of water, then added to a 3500kD dialysis bag, dialyzed with deionized water overnight, passed through a 0.45μm filter membrane, diluted with deionized water to the 100 mL to obtain a nano-fluorescent carbon dot solution with a concentration of 3.0 g / mL.

[0051] Infrared analysis, particle size and TEM morphology analysis were performed on the prepared nano-fluorescent carbon dots; figure 2 The particle size distribution and TEM image are shown in image 3 shown.

[0052] Depend on figure 2 It can be seen that at 3370cm -1 The peak at 1644cm belongs to the stretching vib...

Embodiment 2

[0055] Example 2 Preparation of thiolated fluorescent carbon dots

[0056] Take 80 mL of the prepared nano-fluorescent carbon dot solution, add EDC (1.31 g, 6.84 mmol) and NHS (0.78 g, 6.84 mmol), stir and activate for 30 min, then add cystamine (0.52 g, 3.42 mmol), stir and react overnight in the dark , after the reaction, the resulting solution was added to a 3500kD dialysis bag for dialysis for 24h. The dialysate was deionized water. The dialysate was changed every 4h. The obtained solution was further added to the dialysis bag for dialysis for 48h, the dialysate was changed every 4h, the dialysate was collected, and after freeze-drying, a brown solid was obtained, which was the thiolated nano-fluorescent carbon dots.

[0057] make the product 1 H-NMR scan, nuclear magnetic spectrum such as Figure 4 (b).

Embodiment 3

[0058] Example 3 Preparation of Arginine-Lysine Grafted Second Generation Peptide Dendrimer

[0059] Take methyl ester-protected lysine H-Lys-OMe (5.00 g, 21.51 mmol), N-tert-butoxycarbonyl-N'-(2,2,4,6,7-pentamethyldihydrobenzofuran -5-sulfonyl)-L-arginine Boc-Arg(Pbf)-OH (27.18 g, 51.61 mmol), EDC HCl (9.89 g, 51.61 mmol) and HOBT (6.97 g, 51.61 mmol) were placed in 100 mL In the branch-necked flask, vacuumize-nitrogen cycle three times, add 30 mL of dichloromethane under nitrogen and stir to dissolve, then slowly add DIEA (25.58 mL, 154.83 mmol) under ice bath conditions, react at room temperature for 24 h, and collect the reaction solution , the solvent was removed by rotary evaporation, and 60 mL of chloroform dissolved product was added. The dissolved product solution was washed several times with HCl aqueous solution (1 mol / L), NaOH aqueous solution (1 mol / L) and saturated NaCl solution, and the chloroform solution of the organic phase was collected. , added an appropri...

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Abstract

The invention discloses a tumor microenvironment-responsive nanoparticle based on fluorescent carbon dots modified by peptide dendrimers. The preparation method thereof comprises the following steps: (1) preparation of nanometer fluorescent carbon dots; (2) sulfhydryl groups on the surface of fluorescent carbon dots (3) Preparation of second-generation peptide dendrimers grafted with arginine-lysine; (4) Second-generation peptide dendrimers modified on the surface of fluorescent carbon dots; (5) Zwitterionic polymers Preparation of carboxybetaine methacrylate; (6) preparation of drug-loaded carbon dots; (7) preparation of drug-loaded nanoparticles. The drug-loaded nanoparticles prepared by this method have the unique fluorescent properties of carbon dots, are highly sensitive to the acidic environment of the tumor site and high concentration of glutathione, and can achieve highly selective and rapid drug release in tumor cells. It has high anti-tumor efficiency and good safety, and is expected to realize the integration of tumor diagnosis and treatment.

Description

technical field [0001] The invention belongs to the technical field of biomedical materials, in particular to a tumor microenvironment responsive nanoparticle based on peptide dendrimer modified fluorescent carbon dots and a preparation method thereof. Background technique [0002] According to the statistics of the World Health Organization, tumor has become one of the major diseases that threaten human health. Chemotherapy is still one of the most commonly used and effective methods in clinical practice. However, due to the lack of obvious selectivity of chemotherapy drugs on tumor cells, some of them act on normal cells during the treatment process, resulting in serious toxic and side effects. The emergence of nano-drug delivery systems has solved these problems very well. Drug-loaded nanoparticles within a certain particle size range utilize the enhanced penetration and retention effect (EPR effect) at the tumor site, which can enrich the tumor site through passive targ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K47/42A61K47/32A61K47/04A61K45/00A61P35/00C08F120/34A61K31/704
CPCA61K31/704A61K45/00A61K47/02A61K47/32A61K47/42C08F120/34
Inventor 顾忠伟马瑾易强英康珂
Owner SICHUAN UNIV
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