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A nanogel, its preparation method and anti-tumor drug-loaded nanogel

A nano-gel and anti-tumor drug technology, applied in the field of polymer drug carriers, can solve the problems of high toxicity and side effects of drugs, poor water solubility and stability, and poor biocompatibility

Active Publication Date: 2021-08-17
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, the antitumor drugs used in clinical chemotherapy have no selective killing of normal tissue cells while killing cancer cells. Therefore, the drugs have large toxic and side effects, and the antitumor drugs have poor water solubility and stability during application. , poor biocompatibility and other defects, which limit the application of tumor drugs in the treatment of cancer

Method used

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  • A nanogel, its preparation method and anti-tumor drug-loaded nanogel
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  • A nanogel, its preparation method and anti-tumor drug-loaded nanogel

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preparation example Construction

[0087] The present invention also provides a method for preparing the nanogel described in the above technical solution, characterized in that, comprising the following steps:

[0088] a) Under the action of an initiator, react aminated allyl polyethylene glycol with 2-(Boc-amino)ethanethiol in the first organic solvent to form tert-butoxycarbonyl-polyethylene glycol-amino compound;

[0089] b) reacting the tert-butoxycarbonyl-polyethylene glycol-amino compound with L-cystine-N-cyclic anhydride and L-phenylalanine-N-cyclic anhydride in a second organic solvent, Formation of tert-butoxycarbonyl-imino-polyethylene glycol-poly(L-phenylalanine-co-L-cystine);

[0090] c) Under acidic conditions, the tert-butoxycarbonyl-imino-polyethylene glycol-poly(L-phenylalanine-co-L-cystine) is removed in a third organic solvent The reaction of tert-butoxycarbonyl forms the compound of formula (VII);

[0091]

[0092] d) dissolving the compound of formula (VII) in a fourth organic solvent...

Embodiment 1

[0191] Embodiment 1: Preparation of tert-butoxycarbonyl-polyethylene glycol-amino

[0192] Put 1g of aminated allyl polyethylene glycol in a dry reaction flask, add 10mL of N'N-dimethylformamide, then add 0.3g of 2-(Boc-amino)ethanethiol and 2.3g of azobis isobutyronitrile, stirred and reacted under nitrogen atmosphere for 3 days to obtain a reaction solution. The resulting reaction solution was poured into 100 mL of anhydrous ether, the solid was obtained by suction filtration, and dried in vacuo to obtain tert-butoxycarbonyl-polyethylene glycol-amino, namely the compound shown in formula (VI).

[0193]

[0194] Wherein, m is the degree of polymerization, 40≤m≤120.

Embodiment 2

[0195] Embodiment 2: the preparation of L-phenylalanine-N-anhydride in the ring

[0196] Mix 1g of L-phenylalanine and 0.6g of bis(trichloromethyl)carbonate at 25°C, add 50 mL of tetrahydrofuran, heat to 50°C for 2 hours, after the reaction, dissolve the reaction mixture in excess petroleum ether After sedimentation, separation, washing, recrystallization and drying, L-phenylalanine-N-cyclic acid anhydride is obtained.

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Abstract

The invention provides a nanogel, its preparation method and anti-tumor drug-carrying nanogel. The nanogel provided by the present invention is shown in formula (I), wherein, m, x, y, n are degrees of polymerization, 40≤m≤120, 1≤x≤50, 1≤y≤50, 1≤n≤ 50; CPPs are cell membrane-penetrating peptides modified by cysteine ​​at the end. The nanogel with the structure of formula (I) provided by the present invention can be used as an anti-tumor drug carrier to target enrichment at the tumor site, and can improve the adhesion and deep penetration to tumor cells, so that the drug-loaded particles are easy to be absorbed by the tumor. Cell endocytosis; at the same time, it also has response sensitivity. Under the high concentration of optical glutathione in tumor cells, the disulfide bond in its structure can be broken quickly, realizing the intelligent release of drugs inside tumor cells. Swallow-release works together in many ways to improve the anti-tumor effect.

Description

technical field [0001] The invention relates to the technical field of polymer drug carriers, in particular to a nanogel, its preparation method and anti-tumor drug-carrying nanogel. Background technique [0002] Malignant tumors are becoming one of the most serious diseases threatening human health. The difference between tumor tissue and normal tissue lies in the low pH value of its microenvironment, while the internal environment of tumor cells is characterized by low oxygen, low sugar, low pH value and high glutathione concentration. [0003] At present, the commonly used clinical cancer treatment methods include chemotherapy, radiotherapy and surgery. Among them, surgery is the treatment of choice for early-stage cancer. Surgical treatment of cancer is to remove all or part of the cancer tissue, and the effect is direct and rapid. However, surgery cannot completely remove cancer cells, and cannot eliminate small lesions, and only palliative local resection can be don...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K9/06A61K47/34A61K47/18A61K31/704A61K31/337A61K33/243A61K31/555A61K38/05A61K31/4745A61K31/122A61P35/00C08G65/334C08G65/333
CPCA61K9/06A61K31/122A61K31/337A61K31/4745A61K31/555A61K31/704A61K33/24A61K38/05A61K47/183A61K47/34A61P35/00C08G65/33396C08G65/3348A61K2300/00
Inventor 丁建勋郭辉李鹏强陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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