Convertible surface charge nano-gel, preparation method thereof and convertible surface charge nano-gel drug-loaded particle

A surface charge, nanogel technology, applied in the field of polymer drug carriers, can solve the problems of poor biocompatibility, poor water solubility and stability, and large drug toxicity and side effects, achieve good biocompatibility, inhibit tumor, prolong The effect of blood circulation time

Active Publication Date: 2015-08-05
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

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. Defects such as poor biocompatibility limit the application of tumor drugs in the treatment of cancer

Method used

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  • Convertible surface charge nano-gel, preparation method thereof and convertible surface charge nano-gel drug-loaded particle
  • Convertible surface charge nano-gel, preparation method thereof and convertible surface charge nano-gel drug-loaded particle
  • Convertible surface charge nano-gel, preparation method thereof and convertible surface charge nano-gel drug-loaded particle

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Experimental program
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preparation example Construction

[0032] The invention provides a method for preparing a nanogel with a convertible surface charge, comprising the following steps:

[0033] A) dissolving the initiator with morpholine group and L-glutamic acid oligoethylene glycol monomethyl ether-N-cyclic acid anhydride in an organic solvent to react to obtain a mixed solution;

[0034] B) mixing the compound having the structure of formula (I) and the compound having the structure of formula (II) with the mixed solution obtained in step A), and reacting to obtain a reaction solution;

[0035] C) mixing the reaction solution obtained in step B) with an organic solvent, and filtering to obtain a nanogel with a convertible surface charge;

[0036]

[0037] In the invention, firstly, the initiator and L-glutamic acid oligoethylene glycol monomethyl ether-N-cyclic acid anhydride are dissolved in an organic solvent to react to obtain a mixed solution.

[0038] Wherein, the initiator has a morpholine group, preferably one of the...

Embodiment 1～5

[0079] The preparation of embodiment 1~5L-glutamic acid oligoethylene glycol ester

[0080] 20mL of ethylene glycol monomethyl ether, 40mL of diethylene glycol monomethyl ether, 60mL of triethylene glycol monomethyl ether, 80mL of tetraethylene glycol monomethyl ether and 100mL of pentaethylene glycol monomethyl ether Stir and mix with 10g of L-glutamic acid, add concentrated sulfuric acid dropwise, and react while stirring. After the reaction, adjust the solution to neutral, centrifuge to obtain a solid, dissolve the solid with methanol, pour it into isopropanol, centrifuge to obtain a solid, and dry it in vacuum to obtain L-glutamic acid oligoethylene glycol monomethyl ether ester. See Table 1 for specific yields, and Table 1 shows the yields of L-glutamic acid oligoethylene glycol monomethyl ether esters prepared in Examples 1-5.

[0081] Table 1 The yield of L-glutamic acid oligoethylene glycol monomethyl ether prepared in Examples 1 to 5 (please supplement the yield)

...

Embodiment 6～10

[0083] The preparation of embodiment 6~10L-glutamic acid oligoethylene glycol monomethyl ether ester-N-cyclic acid anhydride

[0084] Mix 1 g of L-glutamic acid oligoethylene glycol monomethyl ether ester described in Examples 1 to 5 with 0.6 g of bis(trichloromethyl)carbonate at 25° C., add tetrahydrofuran, and heat to React at 50°C for 2 hours. After the reaction, settle the reaction mixture in excess petroleum ether, separate, wash, recrystallize and dry to obtain L-glutamic acid oligoethylene glycol monomethyl ether ester-N-cyclic anhydride . See Table 2 for specific yields, and Table 2 shows the yields of L-glutamic acid oligoethylene glycol monomethyl ether ester-N-cyclic anhydride prepared in Examples 6-10.

[0085] Table 2 Yield of L-glutamic acid oligoethylene glycol monomethyl ether ester-N-cyclic acid anhydride prepared in Examples 6-10 (please supplement the yield in Table 2)

[0086]

product

Yield / %

Example 6

L-glutamic acid ethylen...

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Abstract

The invention provides a preparation method of convertible surface charge nano-gel. The preparation method includes the steps: A) dissolving an initiating agent with a morpholinyl group and L-glutamic acid polyethylene glycol single methyl ether-N-carboxyanhydride into an organic solvent for reaction to obtain mixed solution; B) mixing a compound with a formula (I) structure, a compound with a formula (II) structure and the mixed solution obtained in the step A) for reaction to obtain reaction solution; C) mixing and filtering the reaction solution obtained in the step B) and the organic solvent to obtain the convertible surface charge nano-gel. A convertible surface charge nano-gel drug-loaded particle has no toxic and side effects on human bodies and has excellent water solubility, stability and biocompatibility.

Description

technical field [0001] The invention belongs to the technical field of polymer drug carriers, and in particular relates to a nanogel with a convertible surface charge, a preparation method thereof, and a drug-loaded particle of the nanogel with a convertible surface charge. Background technique [0002] Tumor has become one of the most serious diseases threatening human health. Commonly used clinical cancer treatment methods include surgery, radiation therapy and chemotherapy. [0003] 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 done for cancer patients that have metastasized. In addition, due to the damage to the body caused by the operation, the patient's immunity will be reduced, and a series of comp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/66C08G63/688C08G63/82A61K47/34
Inventor 丁建勋陈进进庄秀丽陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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