Tumor cell targeted nano gel and preparation method thereof as well as tumor cell targeted drug-loaded nano-particles

A tumor cell and nanogel technology, applied in the field of tumor cell-targeted nanogel drug-carrying particles, can solve the problems of poor biocompatibility, poor water solubility and stability, and large drug toxicity and side effects, and achieve biocompatibility. The effect of good sex, inhibiting tumor and prolonging blood circulation time

Active Publication Date: 2015-07-08
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 effect

Method used

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  • Tumor cell targeted nano gel and preparation method thereof as well as tumor cell targeted drug-loaded nano-particles
  • Tumor cell targeted nano gel and preparation method thereof as well as tumor cell targeted drug-loaded nano-particles
  • Tumor cell targeted nano gel and preparation method thereof as well as tumor cell targeted drug-loaded nano-particles

Examples

Experimental program
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preparation example Construction

[0032] The invention provides a method for preparing a tumor cell-targeted nanogel, comprising the following steps:

[0033] A) dissolving the initiator with phenylboronic acid 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 tumor cell-targeted nanogel;

[0036]

[0037] The invention first dissolves the initiator with phenylboronic acid group and L-glutamic acid oligoethylene glycol monomethyl ether-N-cyclic acid anhydride in an organic solvent for reaction to obtain a mixed solution.

[0038] Wherein, the initiator has a phenylboronic acid group, preferably...

Embodiment 1～5

[0080] The preparation of embodiment 1~5L-glutamic acid oligoethylene glycol monomethyl ether ester

[0081] 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.

[0082] Table 1 The yield of L-glutamic acid oligoethylene glycol monomethyl ether prepared in Examples 1 to 5 (please supplem...

Embodiment 6～10

[0084] The preparation of embodiment 6~10L-glutamic acid oligoethylene glycol monomethyl ether ester-N-cyclic acid anhydride

[0085] 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.

[0086] 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)

[0087]

product

Yield / %

[0088] Example 6

L-gl...

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Abstract

The invention provides a preparation method of a tumor cell targeted nano gel. The preparation method comprises the following steps: (A) dissolving an initiator with a phenylo boric acid radical and L-glutamic acid oligomeric ethylene glycol monomethyl ether-N-anhydride in an organic solvent to perform reaction, thereby obtaining a mixed solution; (B) mixing a compound with a structure shown by a formula (I) and a compound with a structure shown by a formula (II) with the mixed solution obtained in the step (A), and reacting to obtain a reaction solution; and (C) mixing the reaction solution obtained in the step (B) with an organic solvent, and filtering to obtain the tumor cell targeted nano gel. The drug-loaded particles adopting the tumor cell targeted nano gel provided by the invention do not have toxic or side effects on human bodies and have good water solubility, stability and biocompatibility. The formulae are as shown in the specification.

Description

technical field [0001] The invention belongs to the technical field of polymer drug carriers, and in particular relates to a tumor cell-targeted nanogel, a preparation method thereof, and a tumor cell-targeted nanogel drug-loaded particle. 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 complications are prone to occur after ...

Claims

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Application Information

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IPC IPC(8): C08J3/075C08G69/42A61K47/34A61K9/06A61K35/00
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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