CN113648454A - Hydrogel dressing carrying metal-polyphenol functional particles and preparation method and application thereof - Google Patents
Hydrogel dressing carrying metal-polyphenol functional particles and preparation method and application thereof Download PDFInfo
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- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
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- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
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- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
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- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
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- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
- A61L26/0028—Polypeptides; Proteins; Degradation products thereof
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- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/10—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing inorganic materials
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- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/216—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with other specific functional groups, e.g. aldehydes, ketones, phenols, quaternary phosphonium groups
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- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
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- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
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Abstract
The invention discloses a hydrogel dressing carrying metal-polyphenol functional particles, a preparation method and application thereof. The hydrogel disclosed by the invention can be crosslinked in situ, has excellent mechanical properties and adhesive properties, has good antibacterial activity on gram-negative bacteria and gram-positive bacteria, simultaneously shows biological functions of resisting oxidation, promoting angiogenesis and the like, also provides a moist wound healing microenvironment, can accelerate the repair and healing of wounds, relieves the pain of patients, and has potential clinical medical value.
Description
Technical Field
The invention belongs to the technical field of medical hydrogel dressings, and particularly relates to a hydrogel dressing loaded with metal-polyphenol functional particles, and a preparation method and application thereof.
Background
Skin lesions are quite common, and after a skin lesion, healing of the wound is typically achieved through 4 temporary and spatial overlapping stages, respectively hemostasis, inflammation, proliferation and maturation. When the healing process of the wound is hindered, the chronic wound can be caused to appear, infection and water loss are usually accompanied, the life quality of people can be affected, and even disability or death can be caused. From a molecular mechanism, chronic wounds have some common features: such as the presence of Reactive Oxygen Species (ROS), the over-expression of pro-inflammatory cytokines, proteases and senescent cells, persistent infections, the formation of resistant microbial membranes, and stem cell deficiencies or dysfunction. Among them, wound infection and oxidative stress are major factors that hinder wound healing and promote the formation of refractory wounds. The multifunctional dressing loaded with antibacterial agents, natural antioxidant active factors and other medicines is an effective method for wound surface nursing, the dressing can not only isolate the external environment and prevent wound infection by covering the wound surface, but also can construct a functional cell microenvironment by releasing active ingredients and promote the healing of the wound surface.
The medical polymer hydrogel used for the wound dressing is a novel hydrogel developed in recent years, can be used for vascular ulcers, pressure sores, diabetic foot ulcers, upper openings caused by trauma, burns, scalds and chemical corrosive wounds, can better keep the wound surface moist, absorb wound exudates, keep the gas exchange between the wound and the outside and prevent the wound surface from adhering, and can also be used as a warehouse of active ingredients for promoting the wound healing to accelerate the wound repair. Therefore, the hydrogel dressing becomes a substitute of traditional gauze, latex and other wound dressings, and can be suitable for nursing ulcer wounds of old people, and the market prospect of the dressing becomes wider and wider with the age-related times of population in some areas.
Disclosure of Invention
The first technical problem to be solved by the invention is as follows:
provides a hydrogel dressing carrying metal-polyphenol functional particles.
The second technical problem to be solved by the invention is:
provides a preparation method of hydrogel dressing loaded with metal-polyphenol functional particles.
The third technical problem to be solved by the invention is:
the application of the hydrogel dressing carrying the metal-polyphenol functional particles is provided.
In order to solve the first technical problem, the invention adopts the technical scheme that:
a hydrogel dressing carrying metal-polyphenol functional particles comprises the following preparation raw materials in parts by weight: the hydrogel dressing comprises 16.53-27.57 parts of light curing agent, 0.04-0.08 part of photoinitiator and 0.4-4 parts of epigallocatechin gallate-copper ion compound.
According to an embodiment of the present invention, the photoinitiator includes at least one of phenyl-2, 4, 6-trimethylbenzoylphosphinic acid Lithium (LAP) and 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl ] -1-propanone.
According to an embodiment of the present invention, the curing agent includes methacrylate-modified silk fibroin.
According to an embodiment of the present invention, the methacrylate functional group grafting ratio in the methacrylate-modified silk fibroin is 20 to 40%.
The reason why the graft ratio of the methacrylate functional group is selected to be 20 to 40% is that if the graft ratio concentration is too low, the hydrogel dressing prepared by the above method is insufficient in mechanical strength and is liable to break; and when the concentration is too high, the solubility is higher than that of silk fibroin, the viscosity of the prepolymer is increased, the molecular structure of the silk fibroin is folded, and the silk fibroin is self-assembled into a colloidal material.
According to an embodiment of the present invention, the epigallocatechin gallate-copper ion complex is a mixture of epigallocatechin gallate and a copper salt solution.
According to an embodiment of the present invention, the copper salt solution includes at least one of a copper chloride solution, a copper nitrate solution, and a copper sulfate.
The copper ions in the copper salt solution and the epigallocatechin gallate can be rapidly self-assembled into the metal-polyphenol functional material.
The epigallocatechin gallate (EGCG) is used as main component of tea polyphenol, is a bioactive polyphenol compound extracted from green tea, and has strong antioxidant and free radical scavenging effects.
The EGCG also has antibacterial, antioxidant, repercussive, antiinflammatory, antithrombotic and antitumor effects.
In order to solve the second technical problem, the invention adopts the technical scheme that:
a method for preparing the hydrogel dressing loaded with the metal-polyphenol functional particles comprises the following steps:
s1 mixing epigallocatechin gallate with copper salt to obtain EGCG-Cu ion complex2+A composite);
s2, adding a photoinitiator into a light curing agent to obtain Sil-MA solution;
s3 mixing above epigallocatechin gallate-copper ion complex (EGCG-Cu)2+Compound) and the Sil-MA solution are crosslinked by ultraviolet light to obtain the hydrogel dressing carrying the metal-polyphenol functional particles.
According to an embodiment of the present invention, the step of mixing epigallocatechin gallate and copper salt in S1 further comprises stirring for 15 to 600 seconds, standing for 15 to 120min, centrifuging, and drying at 25 to 60 ℃.
According to an embodiment of the present invention, deionized water is added simultaneously with the addition of the photoinitiator in S2.
According to an embodiment of the present invention, in the S3, the EGCG-Cu is mixed2+After the complex is contacted with the Sil-MA solution described above,also comprises the operations of stirring and dispersing and ultrasonic treatment for 15-60 min at 25-35 ℃.
According to an embodiment of the present invention, after the ultrasonic treatment, the method further comprises transferring the mixed solution onto a concave glass plate with a height of 0.5 to 3.0mm, and then placing the concave glass plate in an ultraviolet curing box for curing and crosslinking in 5 to 600 seconds.
According to an embodiment of the present invention, the mass volume concentration of the photoinitiator is 0.05 to 0.1%.
According to an embodiment of the present invention, the EGCG-Cu is2+The mass volume concentration of the compound is 0.5-5%.
According to one embodiment of the present invention, the mass volume concentration of Sil-MA in the Sil-MA solution is 20 to 40%.
According to an embodiment of the present invention, the epigallocatechin gallate is contained in an amount of 0.1 to 0.4M by mol.
According to an embodiment of the present invention, the molar concentration of copper ions in the copper salt is 0.2 to 2.0M.
According to an embodiment of the present invention, the molar ratio of copper ions in the copper salt to epigallocatechin gallate is 0.1 to 2.
In still another aspect of the present invention, there is also provided a use of the above hydrogel dressing carrying metal-polyphenol functional particles in an injectable dressing.
One of the above technical solutions has at least the following advantages or beneficial effects:
the invention adopts a combined ultraviolet crosslinking method to prepare the load EGCG-Cu2+The medical hydrogel dressing of the compound has controllable hydrogel prepolymer solution viscosity, injectability, and is more suitable for injection compared with other hydrogel dressings, and meanwhile, the medical hydrogel dressing can be self-crosslinked and cured in situ, the preparation process is simple, and the cost is low.
The invention adjusts the component concentration and EGCG-Cu2+The performance and biological function of the hydrogel are regulated and controlled by factors such as the loading capacity of the compound, the crosslinking time and the like, and the prepared hydrogel has multiple functionsCan integrate and cooperate with each other, and has multiple functions of antibiosis, self-adhesion, antioxidation, promoting angiogenesis and the like.
The invention firstly EGCG and Cu2+Compounding to form nanoparticle, and mixing EGCG with Cu2+Introducing the particulate matter into the Sil-MA solution to prepare hydrogel dressing, EGCG and Cu2+Shows synergistic effect, greatly promotes the healing of chronic wound and relieves the pain of patients.
The product of the invention can be applied to nursing and treating wounds such as soft tissue contusion, surgical wound, scald and the like, shorten the wound healing time and relieve the pain of patients.
Drawings
The accompanying drawings, which are incorporated in and constitute a part of this specification, are included to provide a further understanding of the invention, and are incorporated in and constitute a part of this specification, illustrate exemplary embodiments of the invention and together with the description serve to explain the invention and not to limit the invention.
FIG. 1 shows EGCG-Cu loading2+A preparation flow chart of the medical hydrogel dressing of the composite.
FIG. 2 is a test chart of the antibacterial test using the above hydrogel, using Staphylococcus aureus (gram-positive bacteria) as a model.
Detailed Description
Reference will now be made in detail to embodiments of the present invention, examples of which are illustrated in the accompanying drawings, wherein like or similar reference numerals refer to the same or similar elements or elements having the same or similar function throughout.
The embodiments described below with reference to the accompanying drawings are illustrative only for the purpose of explaining the present invention, and are not to be construed as limiting the present invention.
In the description of the present invention, if there are first, second, third, etc. described only for the purpose of distinguishing technical features, it is not to be understood as indicating or implying relative importance or implicitly indicating the number of technical features indicated or implicitly indicating the precedence of the technical features indicated.
In the description of the present invention, it should be understood that the orientation or positional relationship referred to in the description of the orientation, such as the upper, lower, left, right, etc., is based on the orientation or positional relationship shown in the drawings, and is only for convenience of description and simplicity of description, and does not indicate or imply that the device or element referred to must have a specific orientation, be constructed and operated in a specific orientation, and thus, should not be construed as limiting the present invention.
In the description of the present invention, it should be noted that unless otherwise explicitly defined, terms such as arrangement, installation, connection and the like should be broadly understood, and those skilled in the art can reasonably determine the specific meanings of the terms in the present invention in combination with the detailed contents of the technical solutions.
Example 1
Accurately weighing 92mg of EGCG, dissolving in 1ml of deionized water, and preparing to obtain 0.2M EGCG solution; accurately weighing 26.9mg of anhydrous copper chloride, and dissolving the anhydrous copper chloride in 1ml of deionized water to prepare a 0.2M copper chloride solution; mixing the above two solutions at room temperature, stirring for 60s, standing for 30min to promote EGCG-Cu2+And (4) forming a complex. Then EGCG-Cu is collected by adopting a filtering method2+Precipitating the complex, drying the filtrate at 30 deg.C to obtain EGCG-Cu2+A complex of EGCG and Cu2+Is 1. Then 0.6g of Sil-MA is weighed in a beaker, the grafting ratio of the functional groups is 30 percent, the weighed Sil-MA is added into 2ml of deionized water, the solution is stirred and dissolved at room temperature to obtain 30 percent Sil-MA solution, and 0.05 percent of LAP is added as a photoinitiator; then 1% EGCG-Cu was added2+And (3) after the compound is stirred and dispersed, transferring the compound into an ultrasonic oscillator for further dispersion treatment, wherein the temperature is set to be 30 ℃, and the time is set to be 20 minutes. Transferring the dispersed mixed solution to a concave glass plate with the height of 1.0mm, then placing the concave glass plate in an ultraviolet curing box, irradiating the concave glass plate for 20 minutes by ultraviolet light, and curing and crosslinking to prepare the EGCG-Cu-loaded material2+A medical hydrogel dressing of the composite.
Example 2
Accurately weighing 92mg of EGCG, dissolving in 1ml of deionized water, and preparing to obtain 0.2M EGCG solution; accurately weighing 53.8mg of anhydrous copper chloride, and dissolving the anhydrous copper chloride in 1ml of deionized water to prepare a 0.4M copper chloride solution; then theMixing the above two solutions at room temperature, stirring for 60s, standing for 30min to promote EGCG-Cu2+And (4) forming a complex. Then EGCG-Cu is collected by adopting a filtering method2+Precipitating the complex, drying the filtrate at 30 deg.C to obtain EGCG-Cu2+A complex of EGCG and Cu2+Is 0.5. Then 0.6g of Sil-MA is weighed in a beaker, the grafting ratio of the functional groups is 30 percent, the weighed Sil-MA is added into 2ml of deionized water, the solution is stirred and dissolved at room temperature to obtain 30 percent Sil-MA solution, and 0.05 percent of LAP is added as a photoinitiator; then 1% EGCG-Cu was added2+And (3) after the compound is stirred and dispersed, transferring the compound into an ultrasonic oscillator for further dispersion treatment, wherein the temperature is set to be 30 ℃, and the time is 20 minutes. Transferring the dispersed mixed solution to a concave glass plate with the height of 1.0mm, then placing the concave glass plate in an ultraviolet curing box, irradiating the concave glass plate for 30 minutes by ultraviolet light, and curing and crosslinking to prepare the EGCG-Cu-loaded material2+A medical hydrogel dressing of the composite.
Example 3
184mg of EGCG is accurately weighed and dissolved in 1ml of deionized water to prepare 0.4M EGCG solution; accurately weighing 26.9mg of anhydrous copper chloride, and dissolving the anhydrous copper chloride in 1ml of deionized water to prepare a 0.2M copper chloride solution; mixing the above two solutions at room temperature, stirring for 60s, standing for 30min to promote EGCG-Cu2+And (4) forming a complex. Then EGCG-Cu is collected by adopting a filtering method2+Precipitating the complex, drying the filtrate at 30 deg.C to obtain EGCG-Cu2+A complex of EGCG and Cu2+Is 2. Then 0.6g of Sil-MA is weighed in a beaker, the grafting ratio of the functional groups is 30 percent, the weighed Sil-MA is added into 2ml of deionized water, the solution is stirred and dissolved at room temperature to obtain 30 percent Sil-MA solution, and 0.1 percent of LAP is added as a photoinitiator; then 3% EGCG-Cu was added2+And (3) after the compound is stirred and dispersed, transferring the compound into an ultrasonic oscillator for further dispersion treatment, wherein the temperature is set to be 30 ℃, and the time is 20 minutes. Transferring the dispersed mixed solution to a concave glass plate with the height of 1.0mm, then placing the concave glass plate in an ultraviolet curing box, irradiating the concave glass plate for 30 minutes by ultraviolet light, and curing and crosslinking to prepare the negativeEGCG-Cu-Supported2+A medical hydrogel dressing of the composite.
The hydrogels prepared in the above examples 1 to 3 all showed good mechanical properties, controllable biodegradability, good biocompatibility, and have a variety of functional effects such as antibacterial, antioxidant, and angiogenesis promoting.
The above description is only an example of the present invention and is not intended to limit the scope of the present invention, and all equivalent modifications made by the present invention as described in the specification of the present invention or directly or indirectly applied to the related technical fields are included in the scope of the present invention.
Claims (10)
1. A hydrogel dressing carrying metal-polyphenol functional particles is characterized in that: the preparation method comprises the following raw materials in parts by weight: the hydrogel dressing comprises 16.53-27.57 parts of light curing agent, 0.04-0.08 part of photoinitiator and 0.4-4 parts of epigallocatechin gallate-copper ion compound.
2. The hydrogel dressing of claim 1, wherein the hydrogel dressing comprises metal-polyphenol functional particles: the photoinitiator comprises at least one of phenyl-2, 4, 6-trimethyl benzoyl lithium phosphinate and 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl ] -1-acetone.
3. The hydrogel dressing of claim 1, wherein the hydrogel dressing comprises metal-polyphenol functional particles: the light curing agent comprises methacrylate modified silk fibroin.
4. The hydrogel dressing of claim 1, wherein the hydrogel dressing comprises metal-polyphenol functional particles: the epigallocatechin gallate-copper ion complex is a mixture of epigallocatechin gallate and a copper salt solution.
5. The hydrogel dressing of claim 4, wherein the hydrogel dressing comprises metal-polyphenol functional particles: the copper salt solution comprises at least one of copper chloride solution, copper nitrate solution and copper sulfate.
6. A method for preparing a hydrogel dressing carrying metal-polyphenol functional particles as claimed in any one of claims 1 to 5, characterized in that: the method comprises the following steps:
s1 mixing epigallocatechin gallate with copper salt to obtain epigallocatechin gallate-copper ion complex;
s2, adding a photoinitiator into a light curing agent to obtain Sil-MA solution;
s3, mixing the epigallocatechin gallate-copper ion complex with the Sil-MA solution, and crosslinking by ultraviolet light to obtain the hydrogel dressing carrying the metal-polyphenol functional particles.
7. The method for preparing the hydrogel dressing loaded with the metal-polyphenol functional particles according to claim 6, wherein the method comprises the following steps: the molar mass concentration of the epigallocatechin gallate is 0.1-0.4M.
8. The method for preparing the hydrogel dressing loaded with the metal-polyphenol functional particles according to claim 6, wherein the method comprises the following steps: the molar concentration of copper ions in the copper salt is 0.2-2.0M.
9. The method for preparing the hydrogel dressing loaded with the metal-polyphenol functional particles according to claim 6, wherein the method comprises the following steps: the molar charge ratio of copper ions in the copper salt to the epigallocatechin gallate is 0.1-2.
10. Use of a hydrogel dressing loaded with metal-polyphenol functional particles as defined in any one of claims 1 to 5 in an injectable dressing.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN114191605A (en) * | 2021-12-23 | 2022-03-18 | 福州大学 | Injectable hydrogel dressing based on polyphenol-gallium ion coordination effect and preparation method and application thereof |
CN114376985A (en) * | 2022-01-27 | 2022-04-22 | 山东大学 | 3D stem cell microsphere capsule, preparation method thereof and application thereof in field of transplantation treatment |
CN116983254A (en) * | 2023-08-03 | 2023-11-03 | 山东中医药大学 | Polyphenol-stevioside traditional Chinese medicine small molecule hydrogel and preparation method and application thereof |
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CN112316204A (en) * | 2020-11-13 | 2021-02-05 | 四川大学 | Metal polyphenol collagen membrane material, preparation method and application thereof |
CN113045717A (en) * | 2021-04-13 | 2021-06-29 | 广州贝奥吉因生物科技股份有限公司 | Adipose-derived stem cell and plasma-loaded gelatin-silk fibroin hydrogel and preparation method and application thereof |
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CN114191605A (en) * | 2021-12-23 | 2022-03-18 | 福州大学 | Injectable hydrogel dressing based on polyphenol-gallium ion coordination effect and preparation method and application thereof |
CN114376985A (en) * | 2022-01-27 | 2022-04-22 | 山东大学 | 3D stem cell microsphere capsule, preparation method thereof and application thereof in field of transplantation treatment |
CN116983254A (en) * | 2023-08-03 | 2023-11-03 | 山东中医药大学 | Polyphenol-stevioside traditional Chinese medicine small molecule hydrogel and preparation method and application thereof |
CN116983254B (en) * | 2023-08-03 | 2024-02-02 | 山东中医药大学 | Polyphenol-stevioside traditional Chinese medicine small molecule hydrogel and preparation method and application thereof |
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