CN112316156B - Collagen repair membrane with oxidation resistance and antibacterial property, preparation method and application thereof - Google Patents
Collagen repair membrane with oxidation resistance and antibacterial property, preparation method and application thereof Download PDFInfo
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/62—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being a protein, peptide or polyamino acid
- A61K47/64—Drug-peptide, drug-protein or drug-polyamino acid conjugates, i.e. the modifying agent being a peptide, protein or polyamino acid which is covalently bonded or complexed to a therapeutically active agent
- A61K47/6435—Drug-peptide, drug-protein or drug-polyamino acid conjugates, i.e. the modifying agent being a peptide, protein or polyamino acid which is covalently bonded or complexed to a therapeutically active agent the peptide or protein in the drug conjugate being a connective tissue peptide, e.g. collagen, fibronectin or gelatin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/702—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/7036—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin having at least one amino group directly attached to the carbocyclic ring, e.g. streptomycin, gentamycin, amikacin, validamycin, fortimicins
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H1/00—Macromolecular products derived from proteins
Abstract
The invention discloses an antioxidant and antibacterial collagen repairing film, a preparation method and application thereof. In the collagen repairing film, catechualdehyde and aminoglycoside are synergistically added, so that the antioxidation and antibacterial effects far superior to those of the catechualdehyde and aminoglycoside are generated. The collagen composite repairing film can more rapidly remove excessive active oxygen and can better inhibit the growth of bacteria; and due to the introduction of the collagen, the collagen has good biocompatibility and in vivo degradability. And animal experiments prove that the composite repairing film can promote the healing of oral wounds.
Description
Technical Field
The invention relates to the technical field of biomedical materials, in particular to a collagen repair membrane with oxidation resistance and antibacterial property, and a preparation method and application thereof.
Background
Oral wound ulcer is always a common clinical problem in hospitals, and oral diseases not only cause discomfort such as hematoma and edema, but also cause oral infection, thereby affecting physical and psychological health. In recent years, it has been generally accepted that the regulation of Reactive Oxygen Species (ROS) and bacteriostatic growth is the key to solving this problem. Although great efforts have been made to solve this problem, for example: preparation of antioxidant hydrogel and antibacterial film, etc., but still has potential problems of wound reinfection, incapability of simultaneously realizing antioxidant and antibacterial properties, etc. Therefore, the development of a film of an antioxidant and antibacterial material having a synergistic effect, more excellent in scavenging ROS, and rapidly inhibiting the growth of bacteria has been considered as a feasible strategy for solving the oral wounds.
Collagen is the most common protein of animal bodies, skin and bones of animals such as cows, pigs, fish and the like are often extracted, and the collagen has good film forming property. Meanwhile, the collagen is also the most widely applied protein in clinical biomedicine, has good biocompatibility, is widely applied to the fields of skin wound healing, biological scaffolds, tissue engineering and the like, has wide prospect in the field of biomedicine, and has great social application value.
Catechu aldehyde is used as a tea polyphenol chemical substance simultaneously having aldehyde group and phenolic hydroxyl group, and has the effects of resisting oxidation, resisting bacteria, resisting ultraviolet radiation, resisting aging and the like. Catechualdehyde and other tea polyphenols are often derived from tea leaves, which are a natural, safe, stable class of antioxidants and antimicrobials. Due to the existence of phenolic hydroxyl, the compound has better ROS scavenging capacity, can kill a large number of bacteria, and achieves the effects of sterilization and oxidation resistance at the same time.
The molecular structure of aminoglycoside antibiotics has multiple amine groups and one or more amino sugar ring molecules, and they are named after connecting them into glycoside by chemical bonds. The aminoglycoside as an antibacterial agent can act on bacteria, destroy the formation of cell membranes, inhibit the multiplication of bacteria, prevent the infection of the body, and has strong specificity and spectrum bactericidal action.
Disclosure of Invention
The invention aims to provide a collagen repairing film with oxidation resistance and antibacterial property, and a preparation method and application thereof.
The collagen repairing film with the oxidation resistance and the antibacterial property is formed by Schiff base reaction of collagen, catechualdehyde and aminoglycoside antibiotics.
Further, the aminoglycoside antibiotic is one or more of tobramycin, neomycin sulfate, gentamicin sulfate, paroxetine sulfate, ribostamycin sulfate, and netilmicin sulfate.
Wherein, the molecular structure of tobramycin is as follows:
neomycin sulfateThe molecular structure of (A) is:
the molecular structure of gentamicin sulfate is as follows:
the molecular structure of the paroxetine sulfate is as follows:
the molecular structure of the ribostamycin sulfate is as follows:
the molecular structure of netilmicin sulfate is:
the invention also provides a preparation method of the collagen repairing film, which comprises the following steps:
(1) dissolving 1-100 parts by mass of collagen in an acid solution, and stirring at normal temperature until the collagen is completely dissolved;
(2) adding 1-100 parts by mass of aminoglycoside antibiotics, and stirring and dispersing at normal temperature;
(3) adding 1-100 parts by mass of catechualdehyde, and stirring at normal temperature to react until the reaction is finished;
(4) and (4) dialyzing, freezing and forming a film on the solution obtained in the step (3).
The invention also provides another preparation method of the collagen repairing film, which comprises the following steps:
(1) dissolving 1-100 parts by mass of collagen in an acid solution, and stirring at normal temperature until the collagen is completely dissolved;
(2) dissolving 1-100 parts by mass of aminoglycoside antibiotics in water;
(3) dissolving 1-100 parts by mass of catechualdehyde in water;
(4) mixing the solutions prepared in the steps (1) - (3), and stirring at normal temperature to perform reaction until the reaction is finished;
(5) and (4) dialyzing, freezing and forming a film on the solution obtained in the step (4).
Further, the acid solution in step (1) is acetic acid or dilute hydrochloric acid, preferably acetic acid.
Further, the collagen is derived from animal tissue.
Preferably, the collagen is used in an amount of 60 parts by mass, the aminoglycoside antibiotic is used in an amount of 20 parts by mass, and the catechualdehyde is used in an amount of 20 parts by mass.
Furthermore, the film forming temperature is 35-37 ℃, and the film forming time is 20-24 h.
The collagen repairing film provided by the invention has excellent oxidation resistance and antibacterial property at the same time, and can achieve the purpose of rapidly repairing oral wounds, so that the collagen repairing film can be used as an oral wound dressing film.
The invention carries out Schiff base reaction on collagen, catechualdehyde and aminoglycoside to form a novel collagen composite repairing film. In the composite repairing film, a large number of phenolic hydroxyl groups of catechualdehyde can generate an antibacterial effect and can promote the antibacterial effect of aminoglycoside; in turn, the bonding of aminoglycosides makes the structure of catechualdehyde more irregular, thereby changing the interaction of molecular structures and exposing more phenolic hydroxyl groups of catechualdehyde, thereby further promoting the oxidation resistance and the antibacterial property. The catechualdehyde and the aminoglycoside are synergistically added to produce antioxidant and antibacterial effects far superior to those of the catechualdehyde and the aminoglycoside.
Compared with the prior art, the invention has the following characteristics and beneficial effects:
the collagen composite repairing film can more rapidly remove excessive active oxygen and can better inhibit the growth of bacteria; and due to the introduction of the collagen, the collagen has good biocompatibility and in vivo degradability. Animal experiments prove that the composite repairing film can achieve the purpose of promoting the healing of oral wounds and can meet clinical requirements.
Drawings
FIG. 1 is a graph showing the DPPH radical scavenging ability of hydrogel materials prepared in examples 1 to 4;
FIG. 2 is a visual representation of Staphylococcus clearance of hydrogel materials prepared in examples 1 to 4, wherein FIGS. (a) to (d) are visual representations of bacterial clearance of hydrogel materials prepared in examples 1 to 4, respectively;
FIG. 3 is a visual depiction of Escherichia coli eradication of the hydrogel materials prepared in examples 1-4, wherein FIGS. (a) - (d) are visual depictions of bacterial eradication of the hydrogel materials prepared in examples 1-4, respectively;
FIG. 4 is a bar graph of bacterial survival rates for hydrogel materials prepared in examples 1-4;
FIG. 5 is a fluorescent staining pattern of living cells under a microscope in example 6, wherein the patterns (a) - (d) are fluorescent staining patterns of living cells corresponding to the hydrogel materials prepared in examples 1-4, respectively;
FIG. 6 is a fluorescent staining pattern of dead cells under a microscope in example 6, wherein the patterns (a) - (d) are fluorescent staining patterns of dead cells corresponding to the hydrogel materials prepared in examples 1-4, respectively;
FIG. 7 is a fluorescent staining pattern of live and dead cells under a microscope in example 6, wherein the patterns (a) - (d) are fluorescent staining patterns of live and dead cells corresponding to the hydrogel materials prepared in examples 1-4, respectively;
FIG. 8 is a schematic representation of cell viability of hydrogel materials prepared in examples 1-4.
FIG. 9 is a graph of the area of wound healing in animals of hydrogel materials prepared in examples 1-4.
Detailed Description
The present invention will be further described with reference to the following examples. The following examples are preferred embodiments of the present invention and are not intended to limit the scope of the present invention in any way. The reagents, methods and apparatus used in the examples are conventional in the art, unless otherwise indicated. Unless otherwise indicated, reagents and materials used in the following examples are commercially available.
In the following examples, tobramycin was used as the antibiotic aminoglycoside.
Example 1
Dissolving collagen in acetic acid solution, stirring overnight at room temperature until completely dissolved. The lyophilized sponge was then lyophilized in a freezer for 2 days. And finally, rolling the freeze-dried sponge into a film by using an organic glass frame die to obtain a hydrogel material with the thickness of 1mm, and bagging and sealing the hydrogel material. The hydrogel material of this example was found to have substantially no effect on the scavenging of free radicals.
Example 2
80 parts by mass of collagen is dissolved in an acetic acid solution, and stirred overnight at normal temperature until completely dissolved. 20 parts by mass of catechualdehyde is added to the above solution, and stirred at normal temperature for 24 hours until the reaction is completed. The above solution was placed in dialysis bags (molecular weight (MW) cutoff 14000,
) After stirring with deionized water for one week, the mixture was lyophilized in a freezer for 2 days to prepare a lyophilized sponge. And finally, rolling the freeze-dried sponge into a film by using an organic glass frame die to obtain a hydrogel material with the thickness of 1mm, and bagging and sealing the hydrogel material. The hydrogel material of the present example was tested to have a radical scavenging rate of 55%.
Example 3
80 parts by mass of collagen is dissolved in an acetic acid solution, and stirred overnight at normal temperature until completely dissolved. Adding 20 parts by mass of antibiotic aminoglycoside into the solution, and stirring until the dispersion is uniform. The above solution was placed in dialysis bags (molecular weight (MW) cutoff 14000,
) After stirring with deionized water for one week, the mixture was lyophilized in a freezer for 2 days to prepare a lyophilized sponge. And finally, rolling the freeze-dried sponge into a film by using an organic glass frame die to obtain a hydrogel material with the thickness of 1mm, and bagging and sealing the hydrogel material. The hydrogel material of the present example was tested to have a radical scavenging rate of 35%.
Example 4
60 parts by mass of collagen was dissolved in an acetic acid solution, and stirred overnight at normal temperature until completely dissolved. Adding 20 parts by mass of antibiotic aminoglycoside into the solution, and stirring until the mixture is uniformly dispersed. Then, 20 parts by mass of catechualdehyde was added to the above solution, and stirred at room temperature for 24 hours. The above solution was placed in dialysis bags (molecular weight (MW) cutoff 14000,
) After stirring with deionized water for one week, the mixture was lyophilized in a freezer for 2 days to prepare a lyophilized sponge. And finally, rolling the freeze-dried sponge into a film by using an organic glass frame die to obtain a hydrogel material with the thickness of 1mm, and bagging and sealing the hydrogel material. The hydrogel material of the present example was tested to have a radical scavenging rate of 80%.
The DPPH radical scavenging effect of the hydrogel materials prepared in examples 1 to 4 was evaluated by using a 2, 2-diphenyl-1-picrylhydrazyl (DPPH) method, and the detection results are shown in FIG. 1. from the figure, it can be seen that the hydrogel material compounded by collagen and catechualdehyde and the hydrogel material compounded by collagen and antibiotic aminoglycoside have radical scavenging ability, but the hydrogel material compounded by collagen, catechualdehyde and antibiotic aminoglycoside has significantly better radical scavenging ability, as shown in the curve of example 4. Compared with a hydrogel material compounded by collagen and catechualdehyde, the hydrogel material compounded by the collagen and the catechualdehyde has the advantage that the free radical scavenging capacity is improved by about 45 percent; compared with a hydrogel material compounded by collagen and antibiotic aminoglycoside, the hydrogel material compounded by the collagen and the antibiotic aminoglycoside has the advantage that the free radical scavenging capacity is improved by about 130%. Therefore, the hydrogel material compounded by the three components has obvious technical effect.
Example 5
The antimicrobial activity of Staphylococcus aureus (ATCC 29213) and Escherichia coli (ATCC8739) were measured using the hydrogel materials prepared in examples 1 to 4, respectively. Specifically, the hydrogel material was prepared as a 48-well microplate. 10mL of the bacterial suspension in sterile PBS was added to the surface of each membrane material of the 48-well culture plate. The inoculated membrane material was incubated at 37 ℃ for 2 hours with the relative humidity inside the microplate not less than 90%. At the end of this time, 1mL of sterile PBS was added to each well to resuspend any bacterial survivors. 10mL of bacterial suspension suspended in 1mL of PBS was used as a negative control. After incubation at 37 ℃ for 24 hours, colony forming units on agar plates were counted. At least three samples were tested per group and results expressed as% bacterial survival: the survival rate of bacteria is 100% of the number of surviving bacteria in the experimental group/the number of bacteria in the control group.
A microscopic image of the removal effect of the hydrogel materials prepared in examples 1-4 on Staphylococcus aureus is shown in FIG. 2, and a microscopic image of the removal effect on Escherichia coli is shown in FIG. 3. As can be seen from fig. 2-3, the collagen hydrogel material has almost no bacteria-removing ability, and the collagen hydrogel material compounded with the catechualdehyde and the collagen hydrogel material compounded with the antibiotic aminoglycoside have excellent bacteria-removing ability, but it is obvious that the collagen hydrogel material compounded with the catechualdehyde and the antibiotic aminoglycoside has a more significant bacteria-removing effect, and almost can completely remove bacteria.
The bacterial viability of the hydrogel materials measured in this example is shown in FIG. 4, which shows results consistent with FIGS. 2-3. The survival rate of bacteria corresponding to the hydrogel material compounded by the collagen and the catechualdehyde is about 50%, the survival rate of bacteria corresponding to the hydrogel material compounded by the collagen and the antibiotic aminoglycoside is about 20%, and the survival rate of bacteria corresponding to the hydrogel material compounded by the collagen, the catechualdehyde and the antibiotic aminoglycoside is almost 0.
Example 6
The hydrogel materials prepared in examples 1 to 4 were used as culture carriers, and fibroblasts were suspended and surface-seeded on the membrane material.
(1) Inoculating fibroblasts into a culture bottle, culturing until the coverage of the cells reaches 80-90%, digesting and passaging the cells by using 0.25% trypsin containing 0.125% EDTA, and preparing a cell suspension; wherein the culture medium comprises the following components: 100 mu g/ml penicillin, 100 mu g/ml streptomycin, 10% fetal bovine serum and the balance of L-DMEM and/or DMEM/F12;
(2) inoculating fibroblast cells on the surface of the hydrogel material for culture:
the sterilized hydrogel material is paved in a 6-hole plate, the purified fibroblast suspension is inoculated, after incubation for 10-60 min, a proper amount of culture medium is added, and the mixture is placed at 37 ℃ and 5% CO2Culturing in an incubator.
The fluorescence staining pattern of the cells for survival and death was observed microscopically, as shown in FIGS. 5-7; and cell viability was measured as shown in FIG. 8. As can be seen from FIGS. 5-7, the cells are well attached to the surface of the hydrogel material, the growth state is good, and the cells gradually cover the surface of the hydrogel material along with the extension of the culture time, which shows that the hydrogel material has no obvious toxicity to the cells, has good safety and cell compatibility, has little influence on the cell nucleus and cell membrane of the cells, and is beneficial to the induction and growth of the cells. The bar chart of FIG. 8 also further demonstrates that the hydrogel materials prepared in examples 1-4 all have excellent safety and cell compatibility with cells, and the hydrogel materials prepared in examples 3-4 are more excellent.
Example 7
The hydrogel materials prepared in examples 1-4 were used in animal trials to promote oral wound repair:
(1) purchase 15 SD rats (200 ± 20mg) from the university of zhongshan animal center;
(2) establishing an oral injury model: firstly, the teeth and the oral cavity of a mouse are infected by active oxygen and bacteria, and wounds are caused by trauma;
(3) test grouping and loading methods; 15 mice of oral cavity injury model were divided into 5 groups at random according to body weight, 3 control groups (without any treatment), 3 groups of antioxidant membrane 1 (the wound was coated with the hydrogel material prepared in example 1), 3 groups of antioxidant membrane 2 (the wound was coated with the hydrogel material prepared in example 2), 3 groups of antioxidant membrane 3 (the wound was coated with the hydrogel material prepared in example 3), and 3 groups of antioxidant membrane 4 (the wound was coated with the hydrogel material prepared in example 4). The sample loading mode is external application, and the dressing is immediately carried out after the preparation of the wound model is finished.
(4) And observing the wound healing condition every day after the oral wound is coated with the sample, photographing the oral wound surface of the mouse at a close distance, calculating the wound area, and drawing a wound healing area curve.
Fig. 9 shows the area of wound healing as a function of time, and the results show that the wound heals gradually over time. However, according to the area of the wound, the slope of the wound healing curve (i.e., the curve corresponding to example 4) with the added catechualdehyde and aminoglycoside is larger, the healing is faster, and the effect is better, which indicates that the added catechualdehyde and aminoglycoside can play a synergistic role in enhancing the antioxidant and antibacterial effects, and is beneficial to eliminating inflammatory reaction, eliminating active oxygen bacteria, and accelerating the wound healing.
Those skilled in the art will appreciate that, in the embodiments of the methods of the present invention, the sequence numbers of the steps are not used to limit the sequence of the steps, and it is within the scope of the present invention for those skilled in the art to change the sequence of the steps without inventive work. The examples described herein are intended to aid the reader in understanding the practice of the invention and it is to be understood that the scope of the invention is not limited to such specific statements and examples. Those skilled in the art can make various other specific changes and combinations based on the teachings of the present invention without departing from the spirit of the invention, and these changes and combinations are within the scope of the invention.
Claims (9)
1. The collagen repair membrane with oxidation resistance and antibacterial property is characterized in that:
is formed by performing Schiff base reaction on collagen, catechualdehyde and aminoglycoside antibiotics.
2. The antioxidative and antibacterial collagen repair membrane according to claim 1, wherein:
the aminoglycoside antibiotics are one or more of tobramycin, neomycin sulfate, gentamicin sulfate, paroxetine sulfate, ribostamycin sulfate and netilmicin sulfate.
3. The method for preparing a collagen repair film according to claim 1, comprising the steps of:
(1) dissolving 1-100 parts by mass of collagen in an acid solution, and stirring at normal temperature until the collagen is completely dissolved;
(2) adding 1-100 parts by mass of aminoglycoside antibiotics, and stirring and dispersing at normal temperature;
(3) adding 1-100 parts by mass of catechualdehyde, and stirring at normal temperature to react until the reaction is finished;
(4) and (4) dialyzing, freeze-drying and forming a film on the solution obtained in the step (3).
4. The method for preparing a collagen repair film according to claim 1, comprising the steps of:
(1) dissolving 1-100 parts by mass of collagen in an acid solution, and stirring at normal temperature until the collagen is completely dissolved;
(2) dissolving 1-100 parts by mass of aminoglycoside antibiotics in water;
(3) dissolving 1-100 parts by mass of catechualdehyde in water;
(4) mixing the solutions prepared in the steps (1) - (3), and stirring at normal temperature to perform reaction until the reaction is finished;
(5) and (4) dialyzing, freeze-drying and forming a film on the solution obtained in the step (4).
5. The method of claim 3 or 4, wherein:
the acid solution in the step (1) is acetic acid or dilute hydrochloric acid.
6. The method of claim 3 or 4, wherein:
the collagen is derived from animal tissue.
7. The method of claim 3 or 4, wherein:
60 parts by mass of collagen, 20 parts by mass of aminoglycoside and 20 parts by mass of catechualdehyde.
8. The method of claim 3, wherein:
the film forming temperature is 35-37 ℃, and the film forming time is 20-24 h.
9. Use of a collagen repair film according to claim 1 or 2 for the preparation of an oral wound dressing film.
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| CN110545850A (en) * | 2017-03-10 | 2019-12-06 | 奎亚培格制药公司 | Releasable conjugates |
| CN107693835A (en) * | 2017-09-21 | 2018-02-16 | 滨州医学院 | A kind of polyvinyl alcohol/collagen/n-trimethyl chitosan chloride electrospun composite fibers film and preparation method thereof |
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