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Near-infrared response hyaluronic acid hydrogel for articular cartilage repair and preparation method thereof

A technology of hyaluronic acid and articular cartilage, applied in the field of biomedical materials, can solve the problems of limited application, high degree of cell damage, poor light penetration ability, etc., achieve deep tissue penetration, reduce friction coefficient, and improve lubrication Effect

Active Publication Date: 2021-11-02
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Among them, light, as a non-invasive method, has broad application prospects in clinical applications, while traditional photoresponsive materials such as azobenzene, etc., mainly respond to ultraviolet light, but the light penetration ability of ultraviolet wavelengths is poor, and the degree of cell damage high, thus limiting its application in the biomedical field, especially for the design of smart responsive hydrogels for the lubrication repair of cartilage in vivo

Method used

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  • Near-infrared response hyaluronic acid hydrogel for articular cartilage repair and preparation method thereof
  • Near-infrared response hyaluronic acid hydrogel for articular cartilage repair and preparation method thereof
  • Near-infrared response hyaluronic acid hydrogel for articular cartilage repair and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] The preparation method steps of the near-infrared responsive hyaluronic acid hydrogel for articular cartilage repair provided in this example are as follows:

[0080] (1) Preparation of hyaluronic acid (mAzo-HA) modified by azobenzene derivatives

[0081] (11) Preparation of tetra-o-methoxy substituted azobenzene (mAzo)

[0082] Dissolve 1g of granular 2,6-dimethoxyaniline in a mixed solution of 1.2mL of water and 1.5mL of 37wt% hydrochloric acid. After cooling to 2°C, slowly add 4mL of NaNO with a concentration of 1.8mol / L 2 solution and stirred for 20 minutes. At 2°C, slowly add the above mixed solution to the suspension formed by 1 g of 3,5-dimethoxyaniline and 40 mL of water, then add a 2 mol / L sodium bicarbonate solution to adjust the pH of the reaction solution to 8, and stir Overnight (about 12h). Use dichloromethane to extract the reacted solution, separate the liquid from the organic layer with a separatory funnel, concentrate the organic solution by rotary ...

Embodiment 2

[0099] The preparation method steps of the near-infrared responsive hyaluronic acid hydrogel for articular cartilage repair provided in this example are as follows:

[0100] (1) Preparation of hyaluronic acid (mAzo-HA) modified by azobenzene derivatives

[0101] (11) Preparation of tetra-o-methoxy substituted azobenzene (mAzo)

[0102] Dissolve 1g of granular 2,6-dimethoxyaniline in a mixed solution of 1.2mL of water and 1.5mL of 37wt% hydrochloric acid. After cooling to 3°C, slowly add 4mL of NaNO with a concentration of 1.8mol / L 2 solution and stirred for 20 minutes. At 3°C, slowly add the above mixed solution to the suspension formed by 1 g of 3,5-dimethoxyaniline and 40 mL of water, then add a 2 mol / L sodium bicarbonate solution to adjust the pH of the reaction solution to 8.5, and stir Overnight (about 12h). Use dichloromethane to extract the reacted solution, separate the liquid from the organic layer with a separatory funnel, concentrate the organic solution by rotar...

Embodiment 3

[0119] The preparation method steps of the near-infrared responsive hyaluronic acid hydrogel for articular cartilage repair provided in this example are as follows:

[0120] (1) Preparation of hyaluronic acid (mAzo-HA) modified by azobenzene derivatives

[0121] (11) Preparation of tetra-o-methoxy substituted azobenzene (mAzo)

[0122] Dissolve 1g of granular 2,6-dimethoxyaniline in a mixed solution of 1.2mL of water and 1.5mL of 37wt% hydrochloric acid. After cooling to 4°C, slowly add 4mL of NaNO with a concentration of 1.8mol / L 2 solution and stirred for 20 minutes. At 4°C, slowly add the above mixed solution to the suspension formed by 1 g of 3,5-dimethoxyaniline and 40 mL of water, then add a 2 mol / L sodium bicarbonate solution to adjust the pH of the reaction solution to 8.5, and stir Overnight (about 12h). Use dichloromethane to extract the reacted solution, separate the liquid from the organic layer with a separatory funnel, concentrate the organic solution by rotar...

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Abstract

The invention discloses near-infrared response hyaluronic acid hydrogel for articular cartilage repair and a preparation method of the near-infrared response hyaluronic acid hydrogel. The hydrogel is prepared from azobenzene derivative modified hyaluronic acid and cyclodextrin derivative modified hyaluronic acid as raw materials through a cross-linking reaction according to the mass ratio of 1: 1. The azobenzene derivative is 4-o-methoxy substituted azobenzene modified by a long alkyl chain, and the cyclodextrin derivative is cyclodextrin modified by hexamethylenediamine. The azobenzene derivative modified hyaluronic acid and the cyclodextrin derivative modified hyaluronic acid are dissolved in proportion, the two solutions are evenly mixed, and standing or ultrasonic gel forming is conducted. The hydrogel has self-healing property and injectable property based on non-covalent cross-linked hydrogel, and can be subjected to partial gel-sol conversion under the stimulation of near-infrared light, so that the density of a cross-linked network on the surface of the gel is reduced to form a hydration layer, and due to the mechanics based on near-infrared light response and the formation of the hydration layer, therefore, the product has potential significance in the field of cartilage repair.

Description

technical field [0001] The invention belongs to the field of biomedical materials and relates to hyaluronic acid hydrogel, in particular to a near-infrared responsive hyaluronic acid hydrogel for articular cartilage repair and a preparation method thereof. Background technique [0002] Joints are the functional connection points between bones in the skeletal system. In synovial joints, the bony end of the joint is covered with a layer of 1-7mm thick white transparent connective tissue—articular cartilage (AC), which is the weight-bearing tissue of the synovial joint, which can reduce the friction of the articular surface during repeated movements , has the characteristics of lubrication and wear resistance, and also has the function of reducing impact and absorbing shock. Degeneration or damage of articular cartilage caused by disease or trauma is relatively common in clinical practice. Due to the special nature of articular cartilage tissue, there are no blood vessels, lym...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/075C08J3/24C08L5/08C08B37/08A61L27/20A61L27/50A61L27/52A61L27/54
CPCC08J3/075C08J3/24A61L27/52A61L27/50A61L27/20A61L27/54C08B37/0072A61L2430/06A61L2400/06A61L2300/412A61L2300/602C08J2305/08C08J2405/08C08L5/08C08L5/16
Inventor 范红松吴凯孙静卫丹吴肖阳马言哲
Owner SICHUAN UNIV
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