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Tumor microenvironment response nanoparticle based on peptides dendrimer modified fluorescence carbon dots and preparation method of tumor microenvironment response nanoparticle

A tumor microenvironment and fluorescent carbon dot technology, applied in the field of biomedical materials, can solve the problems of high protein adsorption, poor anti-tumor effect and safety, and slow drug release rate from drug-loaded nanoparticles, so as to achieve drug efficacy and improve anti-tumor effects. Tumor effect, effect of reducing clearance

Inactive Publication Date: 2018-03-16
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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  • Tumor microenvironment response nanoparticle based on peptides dendrimer modified fluorescence carbon dots and preparation method of tumor microenvironment response nanoparticle
  • Tumor microenvironment response nanoparticle based on peptides dendrimer modified fluorescence carbon dots and preparation method of tumor microenvironment response nanoparticle
  • Tumor microenvironment response nanoparticle based on peptides dendrimer modified fluorescence carbon dots and preparation method of tumor microenvironment response nanoparticle

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Embodiment 1

[0049] The preparation of embodiment 1 nanometer fluorescent carbon dot

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

[0051] Do infrared analysis, particle size and TEM morphology analysis to the above-mentioned prepared nano-fluorescent carbon dots; wherein the infrared spectrum is as follows: figure 2 As shown, the particle size distribution and TEM images are shown in image 3 shown.

[0052...

Embodiment 2

[0055] Embodiment 2 Preparation of mercapto-fluorescent carbon dots

[0056] Take 80mL of the prepared nano fluorescent carbon dot solution, add EDC (1.31g, 6.84mmol) and NHS (0.78g, 6.84mmol), stir and activate for 30min, then add cystamine (0.52g, 3.42mmol) and stir overnight to avoid light , after the reaction, the resulting solution was added to a 3500kD dialysis bag and dialyzed for 24h. The dialysate was deionized water, and the dialysate was changed every 4h. The dialysed solution was collected and stirred overnight by adding DTT (3.52g, 22.86mmol). The resulting liquid was added to the dialysis bag for dialysis for 48 hours, and the dialysate was changed every 4 hours. The dialysate was collected and freeze-dried to obtain a brown solid, which was thiolated nano-fluorescent carbon dots.

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

Embodiment 3

[0058] Example 3 Preparation of second-generation peptide dendrimers grafted with arginine-lysine

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

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Abstract

The invention discloses a tumor microenvironment response nanoparticle based on peptides dendrimer modified fluorescence carbon dots. A preparation method of the tumor microenvironment response nanoparticle comprises the following steps: (1) preparation of nanometer fluorescence carbon dots; (2) surface sulfhydrylation modification of the fluorescence carbon dots; (3) preparation of second-generation peptides dendrimer grafted by arginine-lysine; (4) surface modification of the second-generation peptides dendrimer with fluorescence carbon dots; (5) preparation of a zwitterionic polymer polycarboxylate betaine methacrylate; (6) preparation of drug-loading carbon dots; (7) preparation of a drug-loading nanoparticle. The drug-loading nanoparticle prepared with the method has the specific fluorescent property of the carbon dots and dual high-sensitive responsiveness for an acid environment of a tumor site and high-concentration glutathione, high-selectivity rapid drug release in tumor cells can be achieved, and the drug-loading nanoparticle is high in anti-tumor efficiency and good in safety; in addition, integration of diagnosis and treatment of tumors is expected to achieve.

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, tumors have become one of the major diseases threatening 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 chemotherapeutic drugs on tumor cells, some of them act on normal cells during the treatment process, resulting in serious side effects. The emergence of nano-drug loading system has solved these problems well. Drug-loaded nanoparticles within a certain particle size range can use the enhanced penetration and retention effect (EPR effect) of the tumor site to achieve the enrichment of the tumor site through passive target...

Claims

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Application Information

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Patent Type & Authority Applications(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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