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Amphiphilic graft copolymer based on hyaluronic acid, and preparation method and application of amphiphilic graft copolymer

A technology of graft copolymer and hyaluronic acid, which is applied in the direction of application, medical preparations with non-active ingredients, medical preparations containing active ingredients, etc., can solve the problems of insufficient tissue adhesion, slow wound healing, and insufficient water absorption capacity and other issues, to achieve good biocompatibility, easy structure modification, and large water absorption

Active Publication Date: 2020-07-17
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the existing chitosan hemostatic materials still have problems such as insufficient water absorption capacity, slow wound healing, and insufficient adhesion to tissues.

Method used

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  • Amphiphilic graft copolymer based on hyaluronic acid, and preparation method and application of amphiphilic graft copolymer
  • Amphiphilic graft copolymer based on hyaluronic acid, and preparation method and application of amphiphilic graft copolymer
  • Amphiphilic graft copolymer based on hyaluronic acid, and preparation method and application of amphiphilic graft copolymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] This embodiment prepares the amphiphilic graft copolymer based on hyaluronic acid, and the preparation method comprises the following steps:

[0064] (1) Synthesis of hyaluronic acid-linked mPEG (abbreviated as HA-mPEG): dissolve hyaluronic acid in the first reaction solvent, add EDC and NHS as the first catalyst, catalyze at 25°C for 2 hours, then add mPEG, The reaction was stirred at 30° C. for 10 hours, dialyzed, centrifuged, and the product was collected and dried to obtain hyaluronic acid-linked mPEG, namely HA-mPEG.

[0065] (2) Synthesis of NAC-DCA-mPEG: N-acetyl-L-cysteine ​​was dissolved in the second reaction solvent, EDC and NHS were used as the second catalyst, and catalyzed at 10° C. for 2 hours; HA-mPEG, stirred and reacted at 35°C for 15 hours, collected the product; the product was dialyzed and freeze-dried to obtain NAC-HA-mPEG.

[0066](3) Synthesis of NAC-HA-mPEG-DCA: Dissolve deoxycholic acid in the third reaction solvent, add EDC and NHS as the thi...

Embodiment 2

[0075] This embodiment prepares the amphiphilic graft copolymer based on hyaluronic acid, and the preparation method comprises the following steps:

[0076] (1) Synthesis of HA-mPEG: Dissolve hyaluronic acid in the first reaction solvent, use DCC as the first catalyst, catalyze at 10°C for 10 hours, then add mPEG, stir and react at 60°C for 3 hours, dialyze for 1 hours, centrifuge, collect the product, and dry to prepare hyaluronic acid-linked mPEG, namely HA-mPEG.

[0077] (2) Synthesis of NAC-HA-mPEG: Dissolve N-acetyl-L-cysteine ​​in the second reaction solvent, use DCC as the second catalyst, and catalyze it at 10°C for 2 hours; then add HA-mPEG , the reaction was stirred at 15°C for 24 hours, and the product was collected; the product was dialyzed for 4 hours and freeze-dried to obtain NAC-HA-mPEG.

[0078] (3) Synthesis of NAC-HA-mPEG-DCA: Dissolve deoxycholic acid in the third reaction solvent, use DCC as the third catalyst, catalyze at 5°C for 1 hour, then add NAC-HA-...

Embodiment 3

[0084] This embodiment prepares the amphiphilic graft copolymer based on hyaluronic acid, and the preparation method comprises the following steps:

[0085] (1) Synthesis of HA-mPEG: Dissolve hyaluronic acid in the first reaction solvent, add DMAP as the first catalyst, catalyze at 55°C for 1 hour, then add mPEG, stir and react at 45°C for 10 hours, dialyze, After centrifugation, the product was collected and dried to obtain HA-mPEG.

[0086] (2) Synthesis of NAC-HA-mPEG: Dissolve N-acetyl-L-cysteine ​​in the second reaction solvent, use DMAP as the second catalyst, and catalyze it at 25°C for 2 hours; then add HA-mPEG , stirred and reacted at 35°C for 15 hours, and collected the product; the product was dialyzed and freeze-dried to obtain NAC-HA-mPEG.

[0087] (3) Synthesis of NAC-HA-mPEG-DCA: Dissolve deoxycholic acid in the third reaction solvent, add EDC and NHS as the third catalyst, catalyze at 35°C for 2 hours, then add NAC-HA- mPEG, stirred at 30°C for 96 hours, the ...

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Abstract

The invention provides an amphiphilic graft copolymer based on hyaluronic acid, and a preparation method and application of the amphiphilic graft copolymer. The copolymer disclosed by the invention comprises hyaluronic acid (HA) serving as a parent skeleton, deoxycholic acid (DCA) grafted on the skeleton, a methoxy polyethylene glycol (mPEG) unit and an N-acetyl-L-cysteine (NAC) group. The invention also provides the preparation method of the copolymer. According to the method, the copolymer is prepared by modifying HA with mPEG, DCA and NAC. The invention also provides a hemostatic sponge, adrug carrier and a pharmaceutical composition prepared from the copolymer. The copolymer is good in biocompatibility, high in water absorption speed and capable of achieving active-and-passive dual targeting and redox conversion, and therefore, the copolymer can be used for preparing the hemostatic sponge capable of realizing rapid water absorption and an anti-cancer drug release carrier, realizesblood circulation prolonging, high uptake and rapid drug release of drugs, effectively increases drug concentrations in tumor cells and has good application prospects.

Description

technical field [0001] The invention belongs to the technical field of polymer materials and pharmaceutical preparations, in particular to a hyaluronic acid-based amphiphilic graft copolymer, its preparation method and its application in the preparation of hemostatic sponges and anticancer drug release carriers. Background technique [0002] Cancer is a serious disease that threatens human health. Its treatment and diagnosis have always been the focus and difficulty of many biologists, chemists and medical scientists. At present, the treatment methods for cancer mainly include surgery, radiotherapy and chemotherapy. Chemotherapy is an effective measure for clinical treatment of cancer. Most of the anticancer drugs used are fat-soluble, and there are also problems such as toxic side effects and drug resistance. Therefore, it is very urgent to provide an anticancer drug release carrier or a release composition comprising the carrier and anticancer drug that can solve the above...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/00C08B37/08A61K31/337A61K31/4745A61K31/704A61K47/36A61L24/00A61L24/08A61P35/00
CPCC08G81/00C08B37/0072A61K47/36A61K31/337A61K31/704A61K31/4745A61P35/00A61L24/08A61L24/0036A61L2400/04C08L5/08
Inventor 孙少平梁娜李树鹏
Owner HEILONGJIANG UNIV
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