Guanidyl hyaluronic acid type antibacterial hydrogel as well as preparation method and application thereof

A hyaluronic acid and hydrogel technology, applied in bandages, medical science, etc., can solve the problems of skin wounds susceptible to bacterial infection, wounds difficult to heal, and body fluid loss, etc., to achieve good mechanical properties and rheological properties, and stable structure , the effect of high swelling performance

Pending Publication Date: 2022-05-31
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to solve the problem that skin wounds are extremely susceptible to bacterial infection and loss of body fluids, causing inflammation and making wounds difficult to heal

Method used

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  • Guanidyl hyaluronic acid type antibacterial hydrogel as well as preparation method and application thereof
  • Guanidyl hyaluronic acid type antibacterial hydrogel as well as preparation method and application thereof
  • Guanidyl hyaluronic acid type antibacterial hydrogel as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Embodiment 1: the preparation method of ethylamine monoguanidine hyaluronic acid gel (HA-ESG-Gel)

[0044] Step S1: ethylamine hyaluronic acid (HA-E-NH 2 )Synthesis:

[0045] At room temperature, 4g of sodium hyaluronate (12k Da HA, wherein the amount of carboxyl group is 10mmol) was dissolved in 40ml of deionized water, and stirred evenly; another 600mg of ethylenediamine (10mmol) was dissolved in 10ml of pure water, and This was added to the aforementioned HA solution. Adjust the pH value of the reaction mixture to 7.5 with 1M HCl solution, stir for later use; weigh 2.304g of EDC (12mmol) and 1.380g of NHS (12mmol) and dissolve them in 10ml of pure water and mix well. Slowly add the pH-adjusted HA and ethylenediamine mixed solution dropwise into the mixed aqueous solution of EDC and NHS, stir evenly under a magnetic stirrer, use 1M NaOH solution to keep the pH value of the reaction system at about 7.5, and react at room temperature for 24 hours . After the reactio...

Embodiment 2

[0050] Embodiment 2: Preparation of ethamformin hyaluronic acid gel (HA-EBG-Gel)

[0051] Step S1: ethylamine hyaluronic acid (HA-E-NH 2 )Synthesis:

[0052] At room temperature, 10g of sodium hyaluronate (260k Da HA, the amount of carboxyl group is 25mmol) was dissolved in 100ml of formamide, stirred evenly, another 1.8g of ethylenediamine (30mmol) was dissolved in 10ml of pure water, and It was added dropwise in the HA solution; the pH value of the reaction mixture was adjusted to 7.5 with 1M HCl solution, and stirred for subsequent use; the DCC (30mmol) of 4.518g and the NHS (30mmol) of 3.467g were dissolved in 20ml of formamide respectively and Mix evenly; slowly add the pH-adjusted HA and ethylenediamine mixed solution into the mixed aqueous solution of DCC and NHS, stir evenly under a magnetic stirrer, and use 1M NaOH solution to keep the pH of the reaction system at about 7.5. React at 40°C for 12 hours; after the reaction, settle the reaction solution in absolute eth...

Embodiment 3

[0073] Embodiment 3: the influence of the mol ratio of ethylenediamine (EDA) and HA on guanidino grafting rate

[0074] A preparation method of ethylamine monoguanidine hyaluronic acid (HA-ESG), the reaction time is set at 12h, the amount of EDA is adjusted in step S1, so that the molar ratio of EDA to HA carboxyl is 0.4-2.0, specifically:

[0075] Step S1: 1.2g of hyaluronic acid (HA, 10K Da, the amount of carboxyl group is 3mmol) was completely dissolved in 10mL ultrapure water to obtain HA aqueous solution; then 680mg of dimethylaminopropylethylcarbodiimide salt acid salt (EDC·HCl, 3.6mmol) and 480mg of N-hydroxysuccinimide (NHS, 3.6mmol) were added to the HA aqueous solution in batches, stirred at room temperature for 1h; then 72mg to 360mg of ethylenediamine (1.2 ~6mmol), stirred and reacted at 25°C for 12h; after the reaction, the reaction solution was settled in absolute ethanol, the precipitate was washed twice with absolute ethanol, filtered, washed, and freeze-dried ...

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Abstract

The invention relates to the field of antibacterial materials, in particular to guanidyl hyaluronic acid type antibacterial hydrogel as well as a preparation method and application thereof. Alkyl guanidines with different chain lengths are successfully connected to a carboxyl end side chain of hyaluronic acid in a chemical bond mode through a series of reactions, hyaluronic acid is endowed with antibacterial performance, and then guanidyl hyaluronic acid type antibacterial hydrogel is obtained through a ring-opening polymerization reaction by using a glycol diglycidyl ether crosslinking agent. The guanidyl hyaluronic acid type antibacterial hydrogel can also effectively inhibit the growth of bacteria and prevent wound infection, is an excellent antibacterial gel auxiliary material, and shows excellent antibacterial performance on gram-negative bacteria such as escherichia coli and gram-positive bacteria such as staphylococcus aureus; the cell compatibility is good; reaction conditions are easy to control, cost is low, and raw materials are easy to obtain; the antibacterial dressing can be used for wound injury, and has a good application prospect.

Description

technical field [0001] The invention relates to the technical field of antibacterial materials, and more specifically relates to a guanidine hyaluronic acid type antibacterial hydrogel and its preparation method and application. Background technique [0002] Skin wound injuries are very common in production and life, such as burns, external injuries, surgical trauma, electrical injuries, etc. Wound healing is a very complex and slow process, during which bacterial infection and body fluid loss are prone to occur, endangering life and health. Therefore, in the process of wound repair, there is an urgent need for a wound dressing that protects the wound, promotes cell growth and prevents bacterial infection. Traditional wound dressings, such as gauze and cotton wool, have the disadvantages of being difficult to fit open wounds, unable to keep the wound moist and prone to infection, and tend to adhere to the surrounding wound tissue, leading to dehydration and secondary injuri...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L5/08C08K5/1515C08B37/08C08J3/075A61L26/00
CPCC08J3/075C08B37/0072A61L26/0023A61L26/008A61L26/0066A61L2300/232A61L2300/404A61L2300/412C08J2305/08C08K5/1515C08L5/08
Inventor 巩凯李浩然
Owner JIANGNAN UNIV
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