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A kind of s-nitrosothiol/polysaccharide-based in-situ forming hydrogel and its preparation method and application

A nitrosothiol and in-situ molding technology, which is applied in pharmaceutical formulations, prostheses, bandages, etc., can solve the problems of low NO load, ineffective antibacterial effect, and difficult control of controlled release, achieving rapid response, Abundant sources, the effect of promoting wound healing

Active Publication Date: 2021-06-25
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing donor materials have low NO loading, and the controlled release of NO is not easy to control; some even produce nitrosamines (carcinogens), and most of the antibacterial effects are not obvious.

Method used

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  • A kind of s-nitrosothiol/polysaccharide-based in-situ forming hydrogel and its preparation method and application
  • A kind of s-nitrosothiol/polysaccharide-based in-situ forming hydrogel and its preparation method and application
  • A kind of s-nitrosothiol/polysaccharide-based in-situ forming hydrogel and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Embodiment 1: the preparation of thiol sodium alginate

[0055] Dissolve 1 g of sodium alginate (SA) powder in 100 ml of deionized water, add morpholinoethanesulfonic acid (MES) to make the concentration 0.1 mol / L, and adjust the pH to 6.0 with 1 mol / L HCl solution. According to the final feeding ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDAC): N-hydroxysuccinimide (NHS): COO - =1:1:1 molar ratio, add EDAC and NHS in sequence, and use hydrochloric acid (HCl) solution (1mol / L) to adjust the system pH=5.0~6.0. Under dark conditions, stir at room temperature for 20 minutes, and then follow the n-NH 2 / n-COOH=1:1 molar ratio, add cysteine ​​hydrochloride to the reaction system, and use sodium hydroxide (NaOH) solution (1mol / L) to adjust the system pH=5.0. Also under dark conditions, stirred at room temperature for 10h, the reaction solution was placed in a dialysis bag (φ30, 5000 ~ 8000KDa), respectively with HCl solution (pH = 5.0), containing 1% (wt.%)...

Embodiment 2

[0056] Embodiment 2: Preparation of mercaptolated hyaluronic acid

[0057] Dissolve 0.5g of hyaluronic acid (HA) powder in 100ml of deionized water, according to the final dosage of ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDAC): N-hydroxysuccinate Imide (NHS): COO - =1:1:1 molar ratio, add EDAC and NHS in sequence, and use hydrochloric acid (HCl) solution (1mol / L) to adjust the system pH=5.0~6.0. Under dark conditions, stir at room temperature for 20 minutes, and then follow the n-NH 2 / n-COOH=1:1 molar ratio, add cysteine ​​hydrochloride to the reaction system, and use sodium hydroxide (NaOH) solution (1mol / L) to adjust the system pH=5.0. Also under dark conditions, stirred at room temperature for 10h, the reaction solution was placed in a dialysis bag (φ30, 5000 ~ 8000KDa), respectively with HCl solution (pH = 5.0), containing 1% (wt.%) sodium chloride ( NaCl) HCl solution (pH=5.0) and HCl solution (pH=5.0) were dialyzed at 4°C in the dark for 1 day, f...

Embodiment 3

[0060] Embodiment 3: the preparation of S-nitrosothiol

[0061] Two 100ml aqueous solutions of thiolated polysaccharides (SA-SH and HA-SH aqueous solutions, both of which have a concentration of 0.005g / ml) were adjusted to pH 3.5 with 1mol / L HCl, and cooled to about 0°C in an ice bath . Protect it from light with aluminum foil. Then add 0.5g NaNO respectively 2 React with thiolated polysaccharides at 0°C for 1.5 h in the dark. The reaction solution (S-nitrosothiol) was dialyzed against deionized water for 10 hours using a 3500 MWCO membrane in an ice bath under dark conditions. After purification, the R-SNO solution was lyophilized and stored at −20 °C to obtain SA-SNO and HA-SNO, respectively. Such as figure 1 , 2 As shown, there is a characteristic peak at around 350nm in the ultraviolet spectrum, and the peak at 350nm indicates the n 0→p* electronic transition of the S–NO bond, which proves that the product has an S-NO bond. From the above table 1, the sulfhydryl con...

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Abstract

The invention discloses an S-nitrosothiol / polysaccharide-based in-situ forming hydrogel and its preparation method and application. The hydrogel is prepared by the following method: (1) mercaptolated polysaccharide is dissolved in water to obtain solution A; S-nitrosothiol is dissolved in water to obtain solution B; (2) solution B is dissolved in a state of stirring Add to solution A and mix evenly, then add β-GP to adjust the pH of the system to 6.5-7.5, and incubate at 37°C for 6-12 hours to obtain S-nitrosothiol / polysaccharide-based in situ forming hydrogel. The hydrogel of the present invention can realize gelation under human physiological conditions and spontaneously release an appropriate amount of NO for antibacterial and antibacterial use, and can be used as tissue engineering materials for antibacterial use, and has a rapid response and can be gelled within 5 to 15 minutes It can be melted, in-situ formed, and automatically bonded, which can effectively protect wounds of any shape and position. It has a good application prospect in wound dressing antibacterial.

Description

technical field [0001] The invention belongs to the technical field of antibacterial materials, and in particular relates to an S-nitrosothiol / polysaccharide-based in-situ forming hydrogel and its preparation method and application. Background technique [0002] Bacteria were first recognized by humans in 1683, when Leeuwenhoek observed bacteria with a microscope for the first time. Since then, the prelude to the struggle between humans and bacteria has begun. As a representative of antibiotics, penicillin has saved millions of wounded since its invention and use. It can inhibit or kill bacteria, fungi, viruses and even tumors. However, with the abuse of antibiotics in recent years, this will not only adversely affect the therapeutic effect, but also cause serious side effects to the human body, such as fatal toxicity or allergic reactions. In addition, overuse or blind use of antibiotics will also lead to an increase in bacterial resistance. Many antibiotics can no longe...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J3/075C08L5/04C08L5/08A61L27/52A61L27/20A61L27/54A61L27/50A61L27/02A61L26/00
CPCA61L26/0004A61L26/0023A61L26/0061A61L26/0066A61L26/008A61L27/025A61L27/20A61L27/50A61L27/52A61L27/54A61L2300/10A61L2300/404A61L2300/41A61L2400/04A61L2400/06C08J3/075C08J2305/04C08J2305/08C08L5/04C08L5/08
Inventor 李立华刘桥
Owner JINAN UNIVERSITY
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