Polycation-hyaluronic acid composite hydrogel as well as preparation method and application thereof

A technology of compounding hydrogel and hyaluronic acid, which can be used in pharmaceutical formulations, medical preparations with non-active ingredients, and pharmaceutical sciences, and can solve problems such as unreported

Pending Publication Date: 2021-05-18
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] It can be seen from the above patent literature that although there are many inventions related to the preparation method of hyaluronic acid hydrogel, various synthetic injectable HA hydrogels have been reported in the field of controlled drug release and wound healing. [7；8] , but taking into account injectability, broad-spectrum antibacterial properties, biocompatibility and pro-vascularization function [9；10] , and the preparation technology of multifunctional HA composite hydrogel with mild gelation conditions, stable structure, gelation time and performance control has not been reported yet.

Method used

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  • Polycation-hyaluronic acid composite hydrogel as well as preparation method and application thereof
  • Polycation-hyaluronic acid composite hydrogel as well as preparation method and application thereof
  • Polycation-hyaluronic acid composite hydrogel as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] The preparation of embodiment 1 cationic polymer DDP

[0050] Dissolve 3.3 g of dopamine methacrylamide in 10 mL of dimethylformamide, and add 5.75 g of polyethylene glycol diacrylate (molecular weight: 575) until completely dissolved. Then add 0.02g AIBN and mix thoroughly, and react at 70°C for 7h. Then the product was added dropwise to 100 mL of ether, and the precipitate was vacuum-dried for 24 hours to obtain polymer DP (the molar ratio of dopamine methacrylamide, polyethylene glycol diacrylate and AIBN was 60:40:1).

[0051] Dissolve 0.55g of dopamine methacrylamide in 10mL of dimethylformamide, add 2.1g of antibacterial cationic monomer N-(3-dimethylaminopropyl)methacrylamide, endow the multifunctional polymer with strong antibacterial sex. Add 5.75 g of polyethylene glycol diacrylate (molecular weight: 575) until completely dissolved. Finally, 0.02g of AIBN was added, mixed well, and electromagnetically stirred in an oil bath at 70°C for 7 hours. The product...

Embodiment 2

[0054] Embodiment 2: Synthesis of highly mercaptolated hyaluronic acid (HA-SH)

[0055] Propionyl hydrazide method: Weigh 2.0g of hyaluronic acid (molecular weight: 200,000; Tianjin Xinsiopude Technology Co., Ltd.) dissolved in 2.0L of deionized water, then add 2.0g of propionyl hydrazide, 1.9g of 1- (3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC), reacted with electromagnetic stirring at room temperature for 2 hours. Then add 10.0 g of dithiothreitol (DTT) into the mixed solution, mix thoroughly and electromagnetically stir for 24 hours. 1.0M hydrochloric acid was added to adjust the pH of the mixture to 4.0-7.0, and then the mixture was transferred to a 3500D dialysis bag and dialyzed against 0.1M HCl containing 1% (v / v) NaCl. Finally, the solution in the dialysis bag was collected and freeze-dried for 24 hours to obtain 1.97 g of HA-SH with a yield of 98.5%. (Patent CN103613686A only obtains 1.85g HA-SH after lyophilization)

[0056] Cysteamine method: We...

Embodiment 3

[0059] Embodiment 3: the preparation of polycation-hyaluronic acid composite hydrogel (DDP-HA)

[0060] (1) Preparation of DDP solution: Weigh 0.1g, 0.2g, and 0.3g of the cationic polymer DDP1 prepared in Example 1, respectively, and place them in a glass bottle, add 1mL of 1.0M sodium hydroxide solution, and prepare 10%, 0.3g, and 20%, 30% (m / v) DDP solution, marked as 10DDP, 20DDP, 30DDP.

[0061] (2) Preparation of HA-SH solution: Weigh 0.02-0.08 g of the highly mercaptolated hyaluronic acid prepared by the propionyl hydrazide method in Example 2 and place it in a glass bottle, and add 1 mL of 1×PBS solution to prepare 2- 8% (m / v) HA-SH solution. The mercaptolated hyaluronic acid prepared by the cysteamine method in Example 2 is made into HA-SH solution in the same way.

[0062] (3) Preparation of DDP-HA hydrogel: First, take 1mL of the DDP solution prepared in step (1) in a centrifuge tube, then take 1mL of the two HA-SH solutions prepared in step (2) and place them in g...

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Abstract

The invention discloses polycation-hyaluronic acid composite hydrogel as well as a preparation method and application thereof. The preparation method of the composite hydrogel comprises the following steps: (1) preparing a cationic polymer DDP; (2) preparing high-sulfhydrylation hyaluronic acid (HA-SH); and (3) preparing the cationic polymer DDP and the high-sulfhydrylation hyaluronic acid into a solution, and uniformly mixing the cationic polymer DDP and the high-sulfhydrylation hyaluronic acid to obtain the polycation-hyaluronic acid composite hydrogel DDP-HA. The composite hydrogel disclosed by the invention has injectability, broad-spectrum antibacterial property and biocompatibility, and can be widely applied to the biomedical fields of cells, tissue engineering, drug delivery and the like as a novel biological material; in addition, the preparation method is mild, the structure is stable, gel forming is fast, and performance is controllable.

Description

technical field [0001] The invention belongs to the technical field of biopolymer materials, in particular to a polycation-hyaluronic acid composite hydrogel and its preparation method and application. Background technique [0002] Hyaluronic acid (HA) is a linear polysaccharide and an important part of the extracellular matrix. Its structure and biological properties determine its functions in regulating cell signaling, tissue repair and morphological reconstruction. [1；2] . Hyaluronic acid has special biological activity, and has the characteristics of non-toxicity, low immune response, high biocompatibility, biodegradation and human absorption, so it is used in eye surgery, intra-articular injection, wound healing, surgery Widely used in clinical medicine such as surgical anti-adhesive [3] . Natural hyaluronic acid has shortcomings such as short half-life (less than one week), poor stability, excessive hydrophilicity, and easy degradation. The short action time in the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/075C08L51/08C08L5/08C08F283/06C08F220/60A61K9/00A61K9/06A61K47/36A61L27/22A61L27/48A61L27/50A61L27/52A61P31/04
CPCC08J3/075C08F283/065A61L27/52A61K9/06A61K9/0024A61K47/36A61P31/04A61L27/48A61L27/227A61L27/507C08J2351/08C08J2405/08A61L2300/414A61L2400/06
Inventor 章虹张文柠敖宁建
Owner JINAN UNIVERSITY
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