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Preparation method of injectable bi-crosslinking hydrogel dynamically combined with natural polyphenol

A technology of cross-linked hydrogel and natural polyphenols, which is applied in the fields of medical science and prostheses, can solve the problems of easy leakage of precursor liquid to surrounding tissues, insufficient mechanical properties, poor tissue adhesion and easy falling off, and achieve good anti-aging Effects of angiogenesis, enhanced mechanical properties, excellent water retention

Pending Publication Date: 2022-07-08
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, injectable hydrogels usually have problems such as insufficient mechanical properties, poor tissue adhesion, easy to fall off, and easy leakage of precursor solution to surrounding tissues.

Method used

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  • Preparation method of injectable bi-crosslinking hydrogel dynamically combined with natural polyphenol
  • Preparation method of injectable bi-crosslinking hydrogel dynamically combined with natural polyphenol
  • Preparation method of injectable bi-crosslinking hydrogel dynamically combined with natural polyphenol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] 1) Dissolve 1 g of hyaluronic acid with a molecular weight of 100 to 150 W in 300 mL of deionized water, stir and dissolve fully, add 1.48 mL of methacrylic anhydride under ice bath conditions, and then maintain the pH of the solution by continuously adding 1M sodium hydroxide. 8, and then continued to react under ice bath conditions for 24 hours. After the reaction, the reaction product was placed in a dialysis bag with a molecular weight cut-off of 8000-14000 and dialyzed with deionized water for 3 days, and the water was changed 3 times a day.

[0033] 2) Dissolve 1g of HAMA in 300mL of 0.1M morpholine ethanesulfonic acid buffer solution, fully stir to dissolve, add 1.46g of DMTMM to activate the carboxyl group on the hyaluronic acid molecular chain, and add 0.272g of 3-aminophenylboronic acid after half an hour, The reaction was carried out for 48 hours. After the reaction, the reaction product was placed in a dialysis bag with a molecular weight cut-off of 8000-14...

Embodiment 2

[0041] 1) Dissolve 1 g of hyaluronic acid with a molecular weight of 100-150 W in 300 mL of deionized water, stir to dissolve, add 2.96 mL of methacrylic anhydride under ice-bath conditions, and maintain the pH of the solution by continuously adding 1M sodium hydroxide. 8, and then continued to react under ice bath conditions for 24 hours. After the reaction, the reaction product was placed in a dialysis bag with a molecular weight cut-off of 8000-14000 and dialyzed with deionized water for 3 days, and the water was changed 3 times a day.

[0042] 2) Dissolve 1g of HAMA in 300mL of 0.1M morpholine ethanesulfonic acid buffer solution, stir to dissolve, add 0.73g of DMTMM to activate the carboxyl group on the hyaluronic acid molecular chain, add 0.136g of 3-aminophenylboronic acid after half an hour, React for 24 hours. After the reaction, the reaction product was placed in a dialysis bag with a molecular weight cut-off of 8000-14000 and dialyzed with deionized water for 3 days...

Embodiment 3

[0049] 1) Dissolve 1 g of hyaluronic acid with a molecular weight of 100-150 W in 300 mL of deionized water, stir to dissolve, add 2.22 mL of methacrylic anhydride under ice bath conditions, and maintain the pH of the solution to 1 M sodium hydroxide. 8, and then continued to react under ice bath conditions for 12 hours. After the reaction, the reaction product was placed in a dialysis bag with a molecular weight cut-off of 8000-14000 and dialyzed with deionized water for 3 days, and the water was changed 3 times a day.

[0050] 2) Dissolve 1g of HAMA in 300mL of 0.1M morpholine ethanesulfonic acid buffer solution, stir to dissolve, add 1.095g of DMTMM to activate the carboxyl group on the molecular chain of hyaluronic acid, add 0.068g of 3-aminophenylboronic acid after half an hour, React for 24 hours. After the reaction, the reaction product was placed in a dialysis bag with a molecular weight cut-off of 8000-14000 and dialyzed with deionized water for 3 days, and the water...

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Abstract

The invention discloses a preparation method of injectable bi-crosslinking hydrogel dynamically combined with natural polyphenol, and the hydrogel material comprises phenylboronic acid group and vinyl group modified hyaluronic acid, vinyl group modified gelatin, a photoinitiator and natural polyphenol. The preparation method comprises the following steps: dissolving the modified hyaluronic acid, the modified gelatin and the photoinitiator in a phosphate buffer solution, uniformly mixing with a phosphate buffer solution containing natural polyphenol to obtain mono-crosslinked hydrogel, and then irradiating with ultraviolet light to obtain the bi-crosslinked hydrogel. The preparation process is simple and easy to operate, and preparation conditions are mild. The hydrogel can simulate natural nucleus pulposus tissues, has good mechanical properties, injectability, adhesion, pH responsiveness, biocompatibility, oxidation resistance and anti-inflammatory performance, provides a new design idea for intervertebral disc tissue engineering materials, and also has good application prospects in other biomedical fields.

Description

technical field [0001] The invention relates to the technical fields of biomedical materials, tissue engineering and regenerative medicine, in particular to a preparation method of an injectable double cross-linked hydrogel dynamically combined with natural polyphenols for regeneration and repair of degenerative intervertebral discs. Background technique [0002] The intervertebral disc is composed of the nucleus pulposus with extremely high water content in the center, the annulus fibrosus surrounding the nucleus pulposus and arranged in layers, and the upper and lower cartilage endplates. Intervertebral disc degeneration mostly begins with the nucleus pulposus, a gel-like structure whose water retention and diverse binding sites for active molecules play an important role in the maintenance of tissue homeostasis. Hydrogel is a cross-linked network structure with high water content, which can realize efficient material diffusion and transportation. From the perspective of b...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/24C08J3/28C08L89/00C08L5/08C08F299/00C08F2/48A61L27/20A61L27/22A61L27/50A61L27/52A61L27/54A61L27/58
CPCC08J3/246C08J3/28C08F299/00C08F2/48A61L27/20A61L27/222A61L27/52A61L27/54A61L27/50A61L27/58C08J2389/00C08J2405/08A61L2300/216A61L2300/232A61L2300/41A61L2300/404A61L2400/06A61L2430/38C08L5/08C08L89/00
Inventor 曹晓东何知超罗惠彤
Owner SOUTH CHINA UNIV OF TECH
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