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Preparation method and application of intelligent responsive shell-core polyelectrolyte nanogel

A nanogel and polyelectrolyte technology, which is applied in the directions of non-active ingredients medical preparations, medical preparations containing active ingredients, and capsule delivery, can solve problems such as inability to release quickly, low endocytosis efficiency, and premature ejaculation of drugs. , to increase the stability, efficient treatment effect, and improve the effect of application

Pending Publication Date: 2021-11-12
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as people's research has found, there are still some insurmountable problems in the clinical treatment of nano-medicines, such as premature ejaculation of drugs, low endocytosis efficiency and inability to release rapidly at the lesion site, etc.

Method used

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  • Preparation method and application of intelligent responsive shell-core polyelectrolyte nanogel
  • Preparation method and application of intelligent responsive shell-core polyelectrolyte nanogel
  • Preparation method and application of intelligent responsive shell-core polyelectrolyte nanogel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Example 1 Synthesis of azide embodiment hyperbranched polyethyleneimine (D-PEI-N 3 )

[0034] (1) Synthesis of a hyperbranched polyethyleneimine (D-PEI)

[0035]

[0036] Take polyethyleneimine PEI (600mg, 1mmol) and N, N'- bis (acryloyl) cystamine (CBA, 260mg, 1mmol) were dissolved in 5mL methanol (MeOH), the mixture then was added 20μL triethylamine ( TEA), the reaction was stirred at room temperature. After the reaction, the reaction solution was collected by dialysis bag in MeOH dialysis, dialysis and then dialyzed medium was changed to high purity water, freeze-dried in vacuo to give the product.

[0037] (2) Synthesis of azide hyperbranched polyethyleneimine (D-PEI-N 3 )

[0038]

[0039] The azido acid (AATA, 12mg, 116μmol) was dissolved in water, was added 4- (4,6-dimethoxy-triazin-2-yl) -4-methylmorpholine hydrochloride (DMTMM, 25mg, 92.8 [mu] mol), stir at room temperature after the addition of the above-described hyperbranched polyethyleneimine (D-PEI, 50mg, ...

Embodiment 2

[0040] Example 2 Synthesis of active oxygen sensitive crosslinker embodiment RBCN

[0041]

[0042]Double ring [6.1.0] non-4-alkyne-9-yl methanol (BCN, 100 mg, 0.67 mmol) was dissolved in DCM, 92 μl of TEA, nitrogen protection, slowly dropped grass acyl chloride under ice bath conditions (37 μL, 0.44 Mmol) The DCM solution was stirred at room temperature. After the reaction, the reaction solution was concentrated under reduced pressure, and the RBCN was isolated by column chromatography, and the product was concentrated under reduced pressure, and the white solid RBCN was obtained. Hydrogen magnetic spectrum figure 1 Indicated.

Embodiment 3

[0043] Example 3 Synthesis of azide hyaluronic acid (HA-N 3 )

[0044]

[0045] Hyaluronic acid (HA, 1G, 0.17 μmol) was dissolved in 20 mL of water, and DMTMM (110 mg, 0.4 mmol) was added. After stirring at room temperature, 2- [2- (2-azide ethoxy) ethoxy] Ethylamine (NH 2 -PEG 2 NN 3 (69 mg, 0.4 mmol), the pH was neutral, stirred at room temperature for 2 days, and the reaction liquid was collected in water after the reaction was completed, and the product was dried over frozen vacuum. Hydrogen magnetic spectrum figure 2 Indicated.

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Abstract

The invention discloses a preparation method and application of intelligent responsive shell-core polyelectrolyte nanogel. The nanogel is composed of a shell layer of hyaluronic acid or derivatives and analogues thereof and a core layer of ligand modified hyperbranched polyethyleneimine formed by crosslinking glutathione sensitive or acid sensitive crosslinking agents, and the hyaluronic acid shell and the hyperbranched polyethyleneimine core are connected by a tumor microenvironment sensitive crosslinking agent through a click chemical reaction to form the intelligent responsive shell-core nanogel. The nanogel can entrap a variety of hydrophilic and hydrophobic drugs or proteins containing electricity due to the electrification, and contains a variety of tumor microenvironment responsive crosslinking agents, can respond to tumor sites and quickly release the drugs entrapped by the nanogel, thus achieving an efficient anti-tumor effect.

Description

Technical field [0001] The present invention relates to a method and use of polymer material, particularly to a smart responsive shell - Preparation of Formula polyelectrolyte core and Nanogel application. Background technique [0002] In the past few decades, precisely in order to solve chemotherapy drugs, people developed a variety of biocompatible nano-delivery systems such as polymer prodrug, micelles, vesicles, liposomes and other drugs to improve stability, solubility, and prolonged circulation time in vivo. like (Polyethylene glycol - polylactic paclitaxel-loaded micelles drugs), has been applied to non-small cell lung cancer, breast cancer, clinical treatment of ovarian cancer; (Nab-paclitaxel nanoparticulate drug) has been applied to metastatic breast cancer, non-small cell lung cancer (in combination with carboplatin), advanced pancreatic cancer (with gemcitabine) or the like treatment. But as the study found that people, nanomedicine still some insurmountable problem...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/69A61K9/51A61K47/36A61K47/32A61K47/64A61K47/54A61K45/00A61P35/00
CPCA61K47/6903A61K9/5161A61K47/32A61K47/54A61K47/64A61K45/00A61P35/00
Inventor 钟伊南张媛媛张俊梅黄德春陈维
Owner CHINA PHARM UNIV
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