CN105251038A - Anti-infection soft tissue medical adhesive and preparation method thereof - Google Patents
Anti-infection soft tissue medical adhesive and preparation method thereof Download PDFInfo
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- CN105251038A CN105251038A CN201510648044.XA CN201510648044A CN105251038A CN 105251038 A CN105251038 A CN 105251038A CN 201510648044 A CN201510648044 A CN 201510648044A CN 105251038 A CN105251038 A CN 105251038A
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Abstract
The invention provides an anti-infection soft tissue medical adhesive and a preparation method thereof. The anti-infection soft tissue medical adhesive is prepared from plant polyphenol, water-soluble polymers, aminoglycoside antibiotics and solvent, wherein catechol units in the plant polyphenol can be bonded with electron-donating group hydrogen bonds of the water-soluble polymers and be in electrostatic bonding with the aminoglycoside antibiotics which are protonated under the physiological environment, and the anti-infection soft tissue medical adhesive is obtained. Compared with the prior art, the medical adhesive is higher in bonding property, better in biocompatibility and more excellent in hemostatic performance, different pH values can be caused according to the situation that the amounts of adhered bacteria are different at different positions, the antibiotics are released in a responsive mode, the durability is good, and the problems that the antibiotic resistance is caused due to long-time exposure of the antibiotics and the antibiotics are released slowly are avoided. The preparation method of the anti-infection soft tissue medical adhesive is simple, low in cost and suitable for large-scale production. According to experimental results, it is shown that the bonding power of the soft tissue medical adhesive reaches up to 5.09 N, and the bonding strength reaches up to 180 kPa.
Description
Technical field
The present invention relates to medical instruments field, particularly relate to a kind of infection soft tissue medical adhesive and preparation method thereof.
Background technology
Have the incision of 2,600 ten thousand to nine thousand ten thousand and the injury membrane more than 7,000,000 every year, in surgical operation, antibacterial and hemostasis is basis, and to the reparation of biological tissue, seam, to prick be two basic operations.But this traditional seam, bundle method not only loaded down with trivial details effort, and easily cause hemorrhage and new damage, bring more misery to patient.Current available medical adhesive replaces or part replaces suturing with thread management, and compared with stitching thread, medical adhesive has lot of advantages: can effectively stop blooding, isolated air, avoids the injury of acupuncture to tissue, easy to use, reduce operating time, without the need to removing.Desirable medical adhesive should meet following requirement: (1) avirulence, without carcinogenic, without teratogenesis and mutagenesis; (2) good biocompatibility is had; (3) aseptic and can be antibacterial; (4) can use under the wet environment having blood and tissue fluid; (5) quick bonding can be realized under normal temperature and pressure; (6) well, bonding part has certain elasticity and toughness for bonding strength and bonding persistency; (7) heat of solidification generation is few, in order to avoid scalded tissue; (8) biodegradable; (9) catabolite leachable does not affect healing and no cytotoxicity; (9) according to application target, or can rapid metabolization after completing splicing mission.
Medical adhesive can be divided into soft tissue medical adhesive, sclerous tissues's medical adhesive, medical pressure-sensitive adhesive etc. by its purposes; Bonding wound belongs to soft tissue medical adhesive category.The object of soft tissue bonding is the normal healing promoting to organize self, as long as so the cohesive force of maintenance about 1 week usually, but soft tissue medical adhesive must be able to bond rapidly, and wants to coexist with fat, moisture etc.
The soft tissue medical adhesive of extensive use is clinically as Fibrin Glue at present.Publication number be CN02123757.3 patent discloses a kind of high-solidifiability fibrinogen gelatin, be made up of Fibrinogen, fibrinogen activity enhancer and a small amount of thrombin, there is efficient hemostasis and promote wound healing effect.This type of binding agent has good biocompatibility and degradability, but cementability is lower, and setting time is longer, is unfavorable for treatment, but also there is the risk infecting blood born diseases.
Summary of the invention
In view of this, the object of the present invention is to provide a kind of infection soft tissue medical adhesive and preparation method thereof, the caking property of infection soft tissue medical adhesive provided by the invention to wound is higher.
The invention provides a kind of infection soft tissue medical adhesive, prepared by plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent.
Preferably, the mass ratio of described plant polyphenol, water-soluble polymer and aminoglycoside antibiotics is 100:(5 ~ 80): (0.1 ~ 40).
Preferably, described plant polyphenol is selected from one or more in tannin, catechin, morin and pyrogallol.
Preferably, described water-soluble polymer is selected from one or more in Polyethylene Glycol, polyethylene glycol oxide-polypropylene oxide-polyethylene glycol oxide, polyvinylpyrrolidone, chitosan, hyaluronic acid, sodium alginate, polyetheramine and branched polyethylene imine.
Preferably, described aminoglycoside antibiotics is selected from one or more in gentamycin sulfate, tobramycin, polymyxin B, streptomycin, kanamycin and amikacin.
Preferably, the number-average molecular weight of described water-soluble polymer is 1kDa ~ 40kDa.
Preferably, described solvent is selected from one or more in water, normal saline and phosphate buffered solution.
The invention provides the preparation method of infection soft tissue medical adhesive described in a kind of technique scheme, comprise the following steps:
Plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent are mixed, obtains soft tissue medical adhesive.
Preferably, the temperature of described mixing is 0 ~ 60 DEG C; The time of described mixing is 0.005 ~ 12 hour.
Preferably, the mixing of described plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent specifically comprises:
Plant polyphenol, water-soluble polymer and aminoglycoside antibiotics are dissolved in a solvent respectively, obtains plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions respectively; Plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions are mixed.
The invention provides a kind of infection soft tissue medical adhesive, prepared by plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent.The raw materials of soft tissue medical adhesive provided by the invention comprises plant polyphenol, water-soluble polymer and aminoglycoside antibiotics, wherein in plant polyphenol catechol unit can respectively with electron-donating group hydrogen bonded in water-soluble polymer and with protonated aminoglycoside antibiotics electrostatical binding under physiological environment, obtain infection soft tissue medical adhesive.Compared with prior art, the caking property of this soft tissue medical adhesive is higher, biocompatibility is better, anthemorrhagic performance is more excellent, and the pH value that can cause according to the amount difference of material diverse location Adherent bacteria is different, response release antibiotic, durability is better, avoids antibiotic and exposes the problem that the drug resistance of generation and antibiotic progressively discharge for a long time.Experimental result shows: the cohesive force of infection soft tissue medical adhesive provided by the invention is up to 5.09N, and adhesion strength is up to 180kPa.
Preparation method provided by the invention is simple and convenient, mild condition, and cost is low, is applicable to large-scale production.
Accompanying drawing explanation
Fig. 1 is infection soft tissue medical adhesive prepared by the embodiment of the present invention 1, the blood flow not carrying out any process in comparative example 2 in Fibrin glue and comparative example 3;
Fig. 2 is the silicon chip surface pH value of infection soft tissue medical adhesive modification prepared by the embodiment of the present invention 1 is cultivate 24h antibacterial laser scanning co-focusing microscope figure under the environment of 7.4;
Fig. 3 is the silicon chip surface pH value of infection soft tissue medical adhesive modification prepared by the embodiment of the present invention 1 is cultivate 24h antibacterial laser scanning co-focusing microscope figure under the environment of 5.5;
Fig. 4 is the silicon chip surface pH value of infection soft tissue medical adhesive modification prepared by the embodiment of the present invention 1 is cultivate 4 weeks antibacterial laser scanning co-focusing microscope figure under the environment of 7.4;
Fig. 5 is the silicon chip surface pH value that in comparative example 2 of the present invention, Fibrin glue is modified is cultivate 24h antibacterial laser scanning co-focusing microscope figure under the environment of 7.4;
Fig. 6 is the silicon chip surface pH value that in comparative example 2 of the present invention, Fibrin glue is modified is cultivate 24h antibacterial laser scanning co-focusing microscope figure under the environment of 5.5;
Fig. 7 is the silicon chip surface pH value that in comparative example 2 of the present invention, Fibrin glue is modified is cultivate 4 weeks antibacterial laser scanning co-focusing microscope figure under the environment of 7.4.
Detailed description of the invention
The invention provides a kind of infection soft tissue medical adhesive, prepared by plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent.
The caking property of infection soft tissue medical adhesive provided by the invention to wound is higher, good biocompatibility, and anthemorrhagic performance is excellent, and infection performance is good, and durability is strong.
The raw materials of infection soft tissue medical adhesive provided by the invention comprises plant polyphenol, described plant polyphenol be preferably selected from tannin, catechin, morin and pyrogallol one or more, be more preferably selected from tannin, catechin and morin one or more.In the present invention, containing catechol unit in described plant polyphenol, catechol unit can respectively with protonated antibiotic electrostatical binding under electron-donating group hydrogen bonded in water-soluble polymer and physiological environment, make the adhesion strength of infection soft tissue medical adhesive higher, biocompatibility is better, and anthemorrhagic performance is more excellent.
The raw materials of infection soft tissue medical adhesive provided by the invention comprises water-soluble polymer, described water-soluble polymer be preferably selected from Polyethylene Glycol, polyethylene glycol oxide-polypropylene oxide-polyethylene glycol oxide, polyvinylpyrrolidone, chitosan, hyaluronic acid, sodium alginate, polyetheramine and branched polyethylene imine one or more, be more preferably selected from Polyethylene Glycol, polyethylene glycol oxide-polypropylene oxide-polyethylene glycol oxide, branched polyethylene imine, polyetheramine, chitosan and sodium alginate one or more.In the present invention, the number-average molecular weight M of described water-soluble polymer
nbe preferably 1kDa ~ 40kDa, be more preferably 2kDa ~ 30kDa, most preferably be 5kDa ~ 20kDa.In the present invention, the mass ratio of described water-soluble polymer and plant polyphenol is preferably 5:100 ~ 80:100, is more preferably 10:100 ~ 70:100, most preferably is 20:100 ~ 60:100.The source of the present invention to described water-soluble polymer does not have special restriction, adopts above-mentioned water-soluble polymer well known to those skilled in the art, as adopted its commercial goods.
The raw materials of infection soft tissue medical adhesive provided by the invention comprises aminoglycoside antibiotics, described aminoglycoside antibiotics is the antibiotic containing primary amine groups, described aminoglycoside antibiotics be preferably selected from gentamycin sulfate, tobramycin, polymyxin B, streptomycin, kanamycin and amikacin one or more.In the present invention, the mass ratio of described antibiotic and plant polyphenol is preferably 0.1:100 ~ 40:100, is more preferably 0.5:100 ~ 30:100, most preferably is 1:100 ~ 20:100.The source of the present invention to described aminoglycoside antibiotics does not have special restriction, adopts above-mentioned aminoglycoside antibiotics well known to those skilled in the art, as adopted its commercial goods.In the specific embodiment of the invention, the gentamycin sulfate that lark prestige Science and Technology Ltd. can be adopted to produce and tobramycin; The kanamycin sulfate that aldrich chemical reagent company limited of the U.S. produces.
The raw materials of infection soft tissue medical adhesive provided by the invention comprises solvent; Described solvent preferably include in water, normal saline and phosphate buffered solution one or more.The source of the present invention to above-mentioned solvent does not have special restriction, adopts above-mentioned solvent well known to those skilled in the art, as adopted its commercial goods.In the present invention, plant polyphenol, water-soluble polymer and aminoglycoside antibiotics can dissolve by described solvent respectively, and according to actual needs, are configured to desired concn.In the specific embodiment of the invention, the mass concentration of described plant polyphenol solution is preferably 0.001 ~ 5g/mL, is more preferably 0.01 ~ 4g/mL, most preferably is 0.05 ~ 3g/mL; The mass concentration of described water-soluble polymer solution is preferably 0.001 ~ 5g/mL, is more preferably 0.01 ~ 4g/mL, most preferably is 0.05 ~ 3g/mL; The mass concentration of described Aminoglycoside solutions is preferably 0.001 ~ 5g/mL, is more preferably 0.005 ~ 3g/mL, most preferably is 0.005 ~ 1g/mL.
The present invention adopts the plant polyphenol of specific proportioning, water-soluble polymer and aminoglycoside antibiotics, it can be made better to play synergism, bonding, hemostasis and antibacterial effect is made to reach balance, thus make caking property higher, haemostatic effect is better, and infection performance is more excellent, more for a long time, and to blood and somatic harmful effect less, biocompatibility is more excellent; Further, prepare simple and convenient, mild condition, cost is low, is applicable to large-scale production.
The invention provides the preparation method of infection soft tissue medical adhesive described in a kind of technique scheme, comprise the following steps:
Plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent are mixed, obtains infection soft tissue medical adhesive.
In the present invention, the mixing of described plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent preferably specifically comprises:
Plant polyphenol, water-soluble polymer and aminoglycoside antibiotics are dissolved in a solvent respectively, obtains plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions respectively; Plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions are mixed.
In the present invention, the mass ratio of described plant polyphenol, water-soluble polymer and aminoglycoside antibiotics is preferably 100:(5 ~ 80): (0.1 ~ 40).
In the present invention, the kind of the kind of described plant polyphenol, water-soluble polymer and aminoglycoside antibiotics and source and plant polyphenol, water-soluble polymer and aminoglycoside antibiotics described in technique scheme and originate consistent, does not repeat them here.
In the present invention, described solvent preferably includes one or more in water, normal saline and phosphate buffered solution; Described water is preferably ultra-pure water; The mass concentration of described normal saline is preferably 0.85% ~ 0.9%.The source of the present invention to described solvent does not have special restriction, adopts above-mentioned solvent well known to those skilled in the art.
Plant polyphenol, water-soluble polymer and aminoglycoside antibiotics preferably dissolve in a solvent by the present invention respectively, obtain plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions respectively.In the present invention, the time of described dissolving is preferably 0.005 ~ 12 hour, is more preferably 0.01 ~ 8 hour, most preferably is 0.02 ~ 6 hour; The temperature of described dissolving is preferably 0 ~ 60 DEG C, is more preferably 10 ~ 50 DEG C, most preferably is 20 ~ 45 DEG C.In the present invention, the mode of described dissolving preferably includes ultrasonic, stirring or standing.The present invention preferably carries out the dissolving of described plant polyphenol, water-soluble polymer and aminoglycoside antibiotics respectively under ultrasonic condition.In the present invention, the solvent adopted when described plant polyphenol, water-soluble polymer and aminoglycoside antibiotics dissolve respectively is preferably same solvent.In the specific embodiment of the invention, the mass concentration of described plant polyphenol solution is preferably 0.001 ~ 5g/mL, is more preferably 0.01 ~ 4g/mL, most preferably is 0.05 ~ 3g/mL; The mass concentration of described water-soluble polymer solution is preferably 0.001 ~ 5g/mL, is more preferably 0.01 ~ 4g/mL, most preferably is 0.05 ~ 3g/mL; The mass concentration of described Aminoglycoside solutions is preferably 0.001 ~ 5g/mL, is more preferably 0.005 ~ 3g/mL, most preferably is 0.005 ~ 1g/mL.
After obtaining plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions, described plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions mix by the present invention, obtain infection soft tissue medical adhesive.The order by merging of the present invention to plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions does not have special restriction, and water-soluble polymer solution and Aminoglycoside solutions can join in plant polyphenol solution by the present invention simultaneously; Also water-soluble polymer solution and Aminoglycoside solutions first can be mixed, then mix with plant polyphenol solution.In the present invention, the time of described plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions mixing is preferably 0.005 ~ 12 hour, is more preferably 0.01 ~ 8 hour, most preferably is 0.01 ~ 4 hour; The temperature of described plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions mixing is preferably 0 ~ 60 DEG C, is more preferably 10 ~ 50 DEG C, most preferably is 20 ~ 45 DEG C.In the present invention, the mode of described plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions mixing comprises ultrasonic, stirring or standing.The present invention preferably carries out the mixing of described plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions under the condition stirred.
Upper solution preferably by centrifugal after plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions mix homogeneously, is poured out by the present invention, obtains infection soft tissue medical adhesive.
The preparation method of infection soft tissue medical adhesive provided by the invention only needs plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions mix homogeneously, and can obtain infection soft tissue medical adhesive, method is simple to operation, and cost is low.
The present invention tests the cohesive force of infection soft tissue medical adhesive and adhesion strength, method of testing is: be fixed on the cylindrical fixture of universal testing machine by the Corii Sus domestica of diameter 6mm, getting 3mg infection soft tissue medical adhesive is coated onto between two pieces of Corii Sus domestica front surfaces, after two pieces of Corii Sus domesticas pull open bonding 10 times back and forth, tight 10min is defeated with 20N, make the uniform close contact of the bonding surface of two pieces of Corii Sus domesticas, then pull open with the speed of 1mm/min, record cohesive force and the adhesion strength of infection soft tissue medical adhesive, repeat to average for five times.
The haemostatic effect of the present invention to infection soft tissue medical adhesive is tested, method of testing is: punctured by the liver of male Mus (weighing 30 ~ 35g), get 10mg infection soft tissue medical adhesive dressing immediately to place of bleeding, claim the quality flowing out blood in 30s, repeat to average for five times.
The bactericidal effect of the present invention to infection soft tissue medical adhesive is tested, and method of testing is: get 10mg infection soft tissue medical adhesive and evenly adhere on silicon chip (1cm × 1.2cm), at 2mL bacterial concentration 1 × 10
624h is cultivated for 37 DEG C in the LB culture fluid of cells/mL, described LB culture fluid comprises tryptone 10g/L, yeast extract 5g/L, sodium chloride 10g/L, then with LIVE/DEADBacLightBacterialViabilityKit dyeing, laser scanning co-focusing microscope observes the bactericidal effect of infection soft tissue medical adhesive.
The invention provides a kind of infection soft tissue medical adhesive, prepared by plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent.The raw materials of infection soft tissue medical adhesive provided by the invention comprises plant polyphenol, water-soluble polymer and aminoglycoside antibiotics, wherein in plant polyphenol catechol unit can respectively with electron-donating group hydrogen bonded in water-soluble polymer and with protonated aminoglycoside antibiotics electrostatical binding under physiological environment, obtain infection soft tissue medical adhesive.Compared with prior art, the adhesion strength of this soft tissue medical adhesive is higher, biocompatibility is better, anthemorrhagic performance is more excellent, and the pH value that can cause according to the amount difference of material diverse location Adherent bacteria is different, response release antibiotic, good endurance, avoids antibiotic and exposes the problem that the drug resistance of generation and antibiotic progressively discharge for a long time.Experimental result shows: the cohesive force of infection soft tissue medical adhesive provided by the invention is up to 5.09N, and adhesion strength is up to 180kPa.
Preparation method provided by the invention only need by plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions mix homogeneously, can obtain infection soft tissue medical adhesive, its preparation method is simple and convenient, mild condition, cost is low, is applicable to large-scale production.
In order to further illustrate the present invention, below in conjunction with embodiment, a kind of infection soft tissue medical adhesive provided by the invention and preparation method thereof being described in detail, but they can not being interpreted as limiting the scope of the present invention.
Embodiment 1
Add tannin 5g in No. 1 beaker, ultra-pure water 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL tannin aqueous solution 5mL.M is added in No. 2 beakers
nfor the Polyethylene Glycol 5g of 10kDa, ultra-pure water 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL Aqueous Solutions of Polyethylene Glycol 5mL.Add 0.5g gentamycin sulfate in No. 3 beakers, ultra-pure water 1mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 0.5g/mL gentamycin sulfate aqueous solution 1mL.
By 2.5mL1g/mL Aqueous Solutions of Polyethylene Glycol and 1mL0.5g/mL gentamycin sulfate aqueous solution, join in the beaker of 5mL1g/mL tannin aqueous solution, 30 DEG C stir, after centrifugal, upper solution is poured out, obtains the soft tissue medical adhesive with infection performance.
The Corii Sus domestica of diameter 6mm is fixed on the cylindrical fixture of universal testing machine, the infection soft tissue medical adhesive getting 3mg embodiment 1 preparation is coated onto between two pieces of Corii Sus domestica front surfaces, after two pieces of Corii Sus domesticas pull open bonding 10 times back and forth, defeat tight 10min with 20N, make the uniform close contact of the bonding surface of two Corii Sus domesticas; Then pull open with the speed of 1mm/min, record cohesive force and the adhesion strength of the infection soft tissue medical adhesive that the present invention obtains, repeat to average for five times, result is as shown in table 1, and table 1 is infection soft tissue medical adhesive, the caking property test result of Fibrin glue in tannin aqueous solution and comparative example 2 in comparative example 1 that the embodiment of the present invention 1 ~ 12 obtains.
The caking property test result of Fibrin glue in tannin aqueous solution and comparative example 2 in the infection soft tissue medical adhesive that table 1 embodiment of the present invention 1 ~ 12 obtains, comparative example 1
| Embodiment | Cohesive force (N) | Adhesion strength (kPa) |
| Embodiment 1 | 4.01 | 142 |
| Embodiment 2 | 5.09 | 180 |
| Embodiment 3 | 1.89 | 67 |
| Embodiment 4 | 3.93 | 139 |
| Embodiment 5 | 3.25 | 115 |
| Embodiment 6 | 2.37 | 84 |
| Embodiment 7 | 1.61 | 57 |
| Embodiment 8 | 1.95 | 69 |
| Embodiment 9 | 3.31 | 117 |
| Embodiment 10 | 3.00 | 106 |
| Embodiment 11 | 3.90 | 138 |
| Embodiment 12 | 3.36 | 119 |
| Comparative example 1 | 1.27 | 45 |
| Comparative example 2 | 1.98 | 70 |
As can be seen from Table 1, in comparative example 1, the adhesion strength of tannic acid solution is lower, far below infection soft tissue medical adhesive provided by the invention, in comparative example 2, the adhesion strength of Fibrin glue is also lower, and after regulating proportioning, the cohesive force of infection soft tissue medical adhesive provided by the invention is up to 5.09N, and adhesion strength is up to 180kPa.
The liver of male Mus (weighing 30 ~ 35g) is punctured, get the infection soft tissue medical adhesive dressing of 10mg embodiment 1 preparation immediately to place of bleeding, claim the quality flowing out blood in 30s, obtain the haemostatic effect of the infection soft tissue medical adhesive that the present invention obtains, repeat to average for five times, as shown in Figure 1, Fig. 1 is infection soft tissue medical adhesive prepared by the embodiment of the present invention 1, the blood flow not carrying out any process in comparative example 2 in Fibrin glue and comparative example 3 to result.As can be seen from Figure 1, in comparative example 2, Fibrin glue haemostatic effect is poor, and bleeding capacity is more, and infection soft tissue medical adhesive haemostatic effect provided by the invention is excellent.
The infection soft tissue medical adhesive getting 10mg embodiment 1 preparation evenly adheres on silicon chip (1cm × 1.2cm), at 2mL bacterial concentration 1 × 10
6cells/mL, pH value be in the LB culture fluid of 7.4 37 DEG C cultivate after 24h, dye with LIVE/DEADBacLightBacterialViabilityKit, it is the bactericidal effect cultivating 24h under the environment of 7.4 that laser scanning co-focusing microscope observes infection soft tissue medical adhesive pH value, repeat five times, as shown in Figure 2, Fig. 2 is the silicon chip surface pH value of infection soft tissue medical adhesive modification prepared by the embodiment of the present invention 1 is cultivate 24h antibacterial laser scanning co-focusing microscope figure under the environment of 7.4 to result.Regulate the pH value to 5.5 of LB culture fluid, at 2mL bacterial concentration 1 × 10
6cells/mLpH value be in the LB culture fluid of 5.5 37 DEG C cultivate after 24h, the bactericidal effect of infection soft tissue medical adhesive under observation weak acid environment, repeat five times, as shown in Figure 3, Fig. 3 is the silicon chip surface pH value of infection soft tissue medical adhesive modification prepared by the embodiment of the present invention 1 is cultivate 24h antibacterial laser scanning co-focusing microscope figure under the environment of 5.5 to result.At 2mL bacterial concentration 1 × 10
6cultivate after 4 weeks for 37 DEG C in the LB culture fluid (pH value is 7.4) of cells/mL, observe the long-acting bactericidal effect of infection soft tissue medical adhesive, repeat five times, as shown in Figure 4, Fig. 4 is the silicon chip surface pH value of infection soft tissue medical adhesive modification prepared by the embodiment of the present invention 1 is cultivate 4 weeks antibacterial laser scanning co-focusing microscope figure under the environment of 7.4 to result.As can be seen from Fig. 2 ~ 4, the pH value that infection soft tissue medical adhesive provided by the invention can cause according to the amount difference of material diverse location Adherent bacteria is different, response release antibiotic, while there is Effective Anti infection performance, good endurance, avoids antibiotic and exposes the problem producing drug resistance and progressively discharge for a long time.
Embodiment 2
Add tannin 5g in No. 1 beaker, ultra-pure water 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL tannin aqueous solution 5mL; Add polyetheramine 5g in No. 2 beakers, ultra-pure water 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL polyetheramine aqueous solution 5mL; Add 0.05g gentamycin sulfate in No. 3 beakers, ultra-pure water 1mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 0.05g/mL gentamycin sulfate aqueous solution 1mL.
By 2.5mL1g/mL polyetheramine aqueous solution and 1mL0.05g/mL gentamycin sulfate aqueous solution, join in the beaker of 5mL1g/mL tannin aqueous solution, 30 DEG C stir, after centrifugal, upper solution is poured out, obtains the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the infection soft tissue medical adhesive that the present embodiment 2 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 3
Add tannin 5g in No. 1 beaker, ultra-pure water 5mL, 25 DEG C of ultrasonic 20min dissolve, and obtain 1g/mL tannin aqueous solution 5mL; M is added in No. 2 beakers
nfor the Polyethylene Glycol 5g of 1kDa, ultra-pure water 5mL, 25 DEG C of ultrasonic 20min dissolve, and obtain 1g/mL Aqueous Solutions of Polyethylene Glycol 5mL; Add 0.5g gentamycin sulfate in No. 3 beakers, ultra-pure water 1mL, 25 DEG C of ultrasonic 20min dissolve, and obtain 0.5g/mL gentamycin sulfate aqueous solution 1mL.
By 4mL1g/mL Aqueous Solutions of Polyethylene Glycol and 1mL0.5g/mL gentamycin sulfate aqueous solution, join in the beaker of 5mL1g/mL tannin aqueous solution, 25 DEG C stir, and after centrifugal, upper solution are poured out, and obtain the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the infection soft tissue medical adhesive that the present embodiment 3 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 4
Add tannin 1g in No. 1 beaker, ultra-pure water 1mL, 45 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL tannin aqueous solution 1mL; M is added in No. 2 beakers
nfor the Polyethylene Glycol 1g of 20kDa, ultra-pure water 2mL, 50 DEG C of ultrasonic 30min dissolve, and obtain 0.5g/mL Aqueous Solutions of Polyethylene Glycol 2mL; Add 0.1g polymyxin B in No. 3 beakers, ultra-pure water 0.1mL, 45 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL polymyxin B aqueous solution 0.1mL.
By 1.2mL0.5g/mL Aqueous Solutions of Polyethylene Glycol and 0.01mL1g/mL polymyxin B aqueous solution, join in the beaker of 1mL1g/mL tannin aqueous solution, 45 DEG C stir, after centrifugal, upper solution is poured out, obtains the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the infection soft tissue medical adhesive that the present embodiment 4 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 5
Add tannin 5g in No. 1 beaker, ultra-pure water 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL tannin aqueous solution 5mL; M is added in No. 2 beakers
nfor the Polyethylene Glycol 2g of 40kDa, ultra-pure water 4mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 0.5g/mL Aqueous Solutions of Polyethylene Glycol 4mL; Add 1g polymyxin B in No. 3 beakers, ultra-pure water 1mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL polymyxin B aqueous solution 1mL.
By 3mL0.5g/mL Aqueous Solutions of Polyethylene Glycol and 1mL1g/mL polymyxin B aqueous solution, join in the beaker of 5mL1g/mL tannin aqueous solution, 30 DEG C stir, and after centrifugal, upper solution are poured out, and obtain the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 5 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 6
Add catechin 5g in No. 1 beaker, ultra-pure water 1mL, 45 DEG C of ultrasonic 30min dissolve, and obtain 5g/mL catechin aqueous solution 1mL; Add polyetheramine 5g in No. 2 beakers, ultra-pure water 1mL, 45 DEG C are stirred 12h and dissolve, obtain 5g/mL polyetheramine aqueous solution 1mL; Add 1g tobramycin in No. 3 beakers, ultra-pure water 1mL, 45 DEG C of ultrasonic 30min dissolve, and obtain 1g/mL tobramycin aqueous solution 1mL.
By 0.4mL5g/mL polyetheramine aqueous solution and 1mL1g/mL tobramycin aqueous solution, join in the beaker of 1mL5g/mL catechin aqueous solution, 45 DEG C stir, and obtain the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 6 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 7
Add morin 5g in No. 1 beaker, ultra-pure water 2mL, 60 DEG C of ultrasonic 20min dissolve, and obtain 2.5g/mL morin aqueous solution 2mL; Add polyvinylpyrrolidone 5g in No. 2 beakers, ultra-pure water 2mL, 60 DEG C are stirred 6h and dissolve, obtain 2.5g/mL aqueous povidone solution 2mL; Add 5mg polymyxin B in No. 3 beakers, ultra-pure water 1mL, 60 DEG C of ultrasonic 5min dissolve, and obtain 0.005g/mL polymyxin B aqueous solution 1mL.
By 0.1mL2.5g/mL aqueous povidone solution and 1mL0.005g/mL polymyxin B aqueous solution, join in the beaker of 2mL2.5g/mL morin aqueous solution, 60 DEG C DEG C stir, and obtain the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 7 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 8
Add pyrogallol 4g in No. 1 beaker, normal saline 1mL, 20 DEG C of ultrasonic 30min dissolve, and obtain 4g/mL pyrogallol solution 1mL; Add branched polyethylene imine 2g in No. 2 beakers, normal saline 1mL, 20 DEG C of ultrasonic 30min dissolve, and obtain 2g/mL branched polyethylene imine solution 1mL; Add 2g streptomycin in No. 3 beakers, normal saline 1mL, 20 DEG C of ultrasonic 30min dissolve, and obtain 2g/mL Streptomycin Solution 1mL.
By 0.4mL2g/mL branched polyethylene imine solution and 0.8mL2g/mL Streptomycin Solution, join in the beaker of 1mL4g/mL pyrogallol solution, 20 DEG C of ultrasonic mixings, obtain the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 8 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 9
Add tannin 5g in No. 1 beaker, phosphate buffer 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL tannic acid solution 5mL; Add hyaluronic acid 2g in No. 2 beakers, phosphate buffer 2mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL hyaluronic acid solution 2mL; Add 0.005g kanamycin in No. 3 beakers, phosphate buffer 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 0.001g/mL kanamycin solution 5mL.
By 2mL1g/mL hyaluronic acid solution and 5mL0.001g/mL kanamycin solution, join in the beaker of 5mL1g/mL tannic acid solution, 30 DEG C of stirring and evenly mixings, after centrifugal, pour out upper solution, obtain the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 9 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 10
Add catechin 0.5g in No. 1 beaker, ultra-pure water 1mL, 0 DEG C of ultrasonic 30min dissolves, and obtains 0.5g/mL catechin aqueous solution 1mL; Add chitosan 0.5g in No. 2 beakers, ultra-pure water 1mL, 0 DEG C of ultrasonic 30min dissolves, and obtains 0.5g/mL chitosan aqueous solution 1mL; Add 0.1g amikacin in No. 3 beakers, ultra-pure water 1mL, 0 DEG C of ultrasonic 30min dissolves, and obtains 0.1g/mL amikacin aqueous solution 1mL.
By 0.1mL0.5g/mL chitosan aqueous solution and 0.15mL0.1g/mL amikacin aqueous solution, join in the beaker of 1mL0.5g/mL catechin aqueous solution, 0 DEG C stirs, and obtains the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 10 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 11
Add tannin 5g in No. 1 beaker, ultra-pure water 2.5mL, 60 DEG C of ultrasonic 15min dissolve, and obtain 2g/mL tannin aqueous solution 2.5mL; Add polyethylene glycol oxide-polypropylene oxide-polyethylene glycol oxide 2.5g in No. 2 beakers, ultra-pure water 2.5mL, 60 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL polyethylene glycol oxide-polypropylene oxide-polyoxyethylene aqueous solution 2.5mL; Add 0.5g tobramycin in No. 3 beakers, ultra-pure water 1mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 0.5g/mL tobramycin aqueous solution 1mL.
By 2.5mL1g/mL polyethylene glycol oxide-polypropylene oxide-polyoxyethylene aqueous solution and 1mL0.5g/mL tobramycin aqueous solution, join in the beaker of 2.5mL2g/mL tannin aqueous solution, 60 DEG C stir, after centrifugal, upper solution is poured out, obtains the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 11 obtains according to the method in embodiment 1, and result is as shown in table 1.
Embodiment 12
Add tannin 5g in No. 1 beaker, ultra-pure water 2.5mL, 50 DEG C of ultrasonic 20min dissolve, and obtain 2g/mL tannin aqueous solution 2.5mL; Add sodium alginate 2g in No. 2 beakers, ultra-pure water 2mL, 50 DEG C of ultrasonic 20min dissolve, and obtain 1g/mL sodium alginate aqueous solution 2mL; Add 0.5g tobramycin in No. 3 beakers, ultra-pure water 0.5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL tobramycin aqueous solution 0.5mL.
By 2mL1g/mL sodium alginate aqueous solution and 0.5mL1g/mL tobramycin aqueous solution, join in the beaker of 2.5mL2g/mL tannin aqueous solution, 50 DEG C stir, and after centrifugal, upper solution are poured out, and obtain the soft tissue medical adhesive with infection performance.
The present invention tests cohesive force and the adhesion strength of the soft tissue medical adhesive that the present embodiment 12 obtains according to the method in embodiment 1, and result is as shown in table 1.
Comparative example 1
Add tannin 5g in No. 1 beaker, ultra-pure water 5mL, 30 DEG C of ultrasonic 15min dissolve, and obtain 1g/mL tannin aqueous solution 5mL.
The Corii Sus domestica of diameter 6mm is fixed on the cylindrical fixture of universal testing machine, getting 3mg tannin aqueous solution is coated onto between two Corii Sus domestica front surfaces, two Corii Sus domesticas are defeated tight 10min with 20N, are made the uniform close contact of the bonding surface of two Corii Sus domesticas after pulling open bonding 10 times back and forth; Then pull open with the speed of 1mm/min, record cohesive force and the adhesion strength of tannin aqueous solution, repeat to average for five times.Result is as shown in table 1, and table 1 is infection soft tissue medical adhesive, the caking property test result of Fibrin glue in tannin aqueous solution and comparative example 2 in comparative example 1 that the embodiment of the present invention 1 ~ 12 obtains.
Comparative example 2
The Corii Sus domestica of diameter 6mm is fixed on the cylindrical fixture of universal testing machine, getting 3mg Fibrin glue (from Hangzhou Puji Medical Technology Development Co., Ltd.) is coated onto between two pieces of Corii Sus domestica front surfaces, after two pieces of Corii Sus domesticas pull open bonding 10 times back and forth, defeat tight 10min with 20N, make the uniform close contact of the bonding surface of two pieces of Corii Sus domesticas; Then pull open with the speed of 1mm/min, record cohesive force and the adhesion strength of Fibrin glue, repeat to average for five times, result is as shown in table 1.
The liver of male Mus (weighing 30 ~ 35g) is punctured, get 10mg Fibrin glue (from Hangzhou Puji Medical Technology Development Co., Ltd.) immediately and adhere to place of bleeding, claim the quality flowing out blood in 30s, obtain the haemostatic effect of Fibrin glue, repeat to average for five times, as shown in Figure 1, Fig. 1 is infection soft tissue medical adhesive prepared by the embodiment of the present invention 1, the blood flow not carrying out any process in comparative example 2 in Fibrin glue and comparative example 3 to result.
Getting 10mg Fibrin glue (from Hangzhou Puji Medical Technology Development Co., Ltd.) evenly adheres on silicon chip (1cm × 1.2cm), at 2mL bacterial concentration 1 × 10
6cells/mL, pH value be in the LB culture fluid of 7.4 37 DEG C cultivate after 24h, dye with LIVE/DEADBacLightBacterialViabilityKit, it is the bactericidal effect cultivating 24h under the environment of 7.4 that laser scanning co-focusing microscope observes Fibrin glue pH value, repeat five times, as shown in Figure 5, Fig. 5 is the silicon chip surface pH value that in comparative example 2 of the present invention, Fibrin glue is modified is cultivate 24h antibacterial laser scanning co-focusing microscope figure under the environment of 7.4 to result.Regulate the pH value to 5.5 of LB culture fluid, at 2mL bacterial concentration 1 × 10
6cells/mLpH value be in the LB culture fluid of 5.5 37 DEG C cultivate after 24h, the bactericidal effect of Fibrin glue under observation weak acid environment, repeat five times, as shown in Figure 6, Fig. 6 is the silicon chip surface pH value that in comparative example 2 of the present invention, Fibrin glue is modified is cultivate 24h antibacterial laser scanning co-focusing microscope figure under 5.5 environment to result.At 2mL bacterial concentration 1 × 10
6cultivate after 4 weeks for 37 DEG C in the LB culture fluid (pH value is 7.4) of cells/mL, observe Fibrin glue long-acting bactericidal effect, repeat five times, as shown in Figure 7, Fig. 7 is that the silicon chip surface pH that in comparative example 2 of the present invention, Fibrin glue is modified cultivates 4 weeks antibacterial laser scanning co-focusing microscope figure under 7.4 environment to result.As can be seen from Fig. 5 ~ 7, compared with the infection soft tissue medical adhesive prepared with the present invention, Fibrin glue does not almost have bactericidal properties, and surface grows a large amount of antibacterial that lives.
Comparative example 3
Punctured by the liver of male Mus (weighing 30 ~ 35g), do not carry out any process, claim the quality flowing out blood in 30s, do not carried out the blood flow of any process, repeat to average for five times, result as shown in Figure 1.
As seen from the above embodiment, the invention provides a kind of infection soft tissue medical adhesive, prepared by plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent.The raw materials of infection soft tissue medical adhesive provided by the invention comprises plant polyphenol, water-soluble polymer and aminoglycoside antibiotics, wherein in plant polyphenol catechol unit can respectively with electron-donating group hydrogen bonded in water-soluble polymer and with protonated aminoglycoside antibiotics electrostatical binding under physiological environment, obtain infection soft tissue medical adhesive.Compared with prior art, the caking property of this soft tissue medical adhesive is higher, biocompatibility is better, anthemorrhagic performance is more excellent, and the pH value that can cause according to the amount difference of material diverse location Adherent bacteria is different, response release antibiotic, durability is better, avoids antibiotic and exposes the problem that the drug resistance of generation and antibiotic progressively discharge for a long time.Experimental result shows: the cohesive force of infection soft tissue medical adhesive provided by the invention is up to 5.09N, and adhesion strength is up to 180kPa.
Preparation method provided by the invention is simple and convenient, mild condition, and cost is low, is applicable to large-scale production.
The above is only the preferred embodiment of the present invention; it should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention; can also make some improvements and modifications, these improvements and modifications also should be considered as protection scope of the present invention.
Claims (10)
1. an infection soft tissue medical adhesive, is prepared by plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent.
2. infection soft tissue medical adhesive according to claim 1, is characterized in that, the mass ratio of described plant polyphenol, water-soluble polymer and aminoglycoside antibiotics is 100:(5 ~ 80): (0.1 ~ 40).
3. infection soft tissue medical adhesive according to claim 1, is characterized in that, described plant polyphenol be selected from tannin, catechin, morin and pyrogallol one or more.
4. infection soft tissue medical adhesive according to claim 1, it is characterized in that, described water-soluble polymer be selected from Polyethylene Glycol, polyethylene glycol oxide-polypropylene oxide-polyethylene glycol oxide, polyvinylpyrrolidone, chitosan, hyaluronic acid, sodium alginate, polyetheramine and branched polyethylene imine one or more.
5. infection soft tissue medical adhesive according to claim 1, is characterized in that, described aminoglycoside antibiotics be selected from gentamycin sulfate, tobramycin, polymyxin B, streptomycin, kanamycin and amikacin one or more.
6. infection soft tissue medical adhesive according to claim 1, is characterized in that, the number-average molecular weight of described water-soluble polymer is 1kDa ~ 40kDa.
7. infection soft tissue medical adhesive according to claim 1, is characterized in that, described solvent be selected from water, normal saline and phosphate buffered solution one or more.
8. a preparation method for infection soft tissue medical adhesive described in claim 1 ~ 7 any one, comprises the following steps:
Plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent are mixed, obtains infection soft tissue medical adhesive.
9. preparation method according to claim 8, is characterized in that, the temperature of described mixing is 0 ~ 60 DEG C; The time of described mixing is 0.005 ~ 12 hour.
10. preparation method according to claim 8, is characterized in that, the mixing of described plant polyphenol, water-soluble polymer, aminoglycoside antibiotics and solvent specifically comprises:
Plant polyphenol, water-soluble polymer and aminoglycoside antibiotics are dissolved in a solvent respectively, obtains plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions respectively; Plant polyphenol solution, water-soluble polymer solution and Aminoglycoside solutions are mixed.
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| CN110711264A (en) * | 2018-06-26 | 2020-01-21 | 杨佼佼 | Composite material, medical adhesive, preparation method and application thereof |
| CN115814145A (en) * | 2022-04-14 | 2023-03-21 | 北京博辉瑞进生物科技有限公司 | Medical tissue glue for pancreas plugging and preparation method and application thereof |
| RU2822155C1 (en) * | 2023-10-23 | 2024-07-02 | Федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр травматологии и ортопедии имени Р.Р. Вредена" Министерства здравоохранения Российской Федерации | Polymer gel for local antibacterial therapy of infectious complications of musculoskeletal injuries and surgeries and method for its preparation |
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| CN115814145A (en) * | 2022-04-14 | 2023-03-21 | 北京博辉瑞进生物科技有限公司 | Medical tissue glue for pancreas plugging and preparation method and application thereof |
| RU2822155C1 (en) * | 2023-10-23 | 2024-07-02 | Федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр травматологии и ортопедии имени Р.Р. Вредена" Министерства здравоохранения Российской Федерации | Polymer gel for local antibacterial therapy of infectious complications of musculoskeletal injuries and surgeries and method for its preparation |
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