CN102727946B - Drug loaded coating and its preparation method - Google Patents
Drug loaded coating and its preparation method Download PDFInfo
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- CN102727946B CN102727946B CN201210224355.XA CN201210224355A CN102727946B CN 102727946 B CN102727946 B CN 102727946B CN 201210224355 A CN201210224355 A CN 201210224355A CN 102727946 B CN102727946 B CN 102727946B
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Abstract
The invention relates to a drug loaded coating and its preparation method, especially to a thermoplastic degradable fiber woven scaffold coating and its preparation method. The drug loaded coating provided by the invention is a drug loaded thin layer formed on a chitosan thin layer on the surface of the scaffold. The preparation method of the degradable drug loaded coating comprises the following steps of: (1) coating the surface of the degradable fiber woven scaffold with a chitosan-acetic acid-aqueous solution, placing into anhydrous ethanol, removing ethanol to form a chitosan coating; (2) coating the chitosan coating with a drug loaded polymer microsphere dispersion, and removing moisture to form a drug loaded polymer coating; and (3) continuously coating the drug loaded polymer dispersion, and increasing and adjusting drug loading and drug loaded kind. The method for preparing the drug loaded coating is simple and is convenient to regulate and control drug loaded kind, coating thickness and drug loading.
Description
Technical field
The present invention relates to a kind of drug-carried coat and preparation method thereof, particularly relate to coating of a kind of thermoplastic degradable fiber woven stent and preparation method thereof, specifically a kind of medicine carrying thin layer is formed at drug-carried coat on the chitosan thin layer of rack surface and preparation method thereof.
Background technology
Support is a kind of for support human body internal pipeline, has these line cloggings of control or narrow function.Rack surface is often subjected to the coating that contains medicine, and to prevent that tissue is at growth and gathering or the bacterial reproduction of rack surface, assurance human pipeline's is unobstructed.The method of at present synthetic macromolecule medicament-carrying nano-microsphere mainly contains emulsifier-free emulsion polymerization, dispersion copolymerization method and self-assembly method.Emulsifier-free emulsion polymerization is a kind of polymerization growing up on emulsion polymerisation basis, refers in system completely not containing emulsifying agent or only containing micro-emulsifying agent (lower than the critical micelle concentration of emulsifying agent).Difficulty and emulsifying agent that it has solved conventional emulsion post-polymerization treatment bring bad impact to product; Reduce production cost simultaneously, alleviated the load to environment.Due in soap-free polymerization system without additional emulsifying agent, the poor stability of microsphere in polymerization and storing process, so solid content is generally lower, in coating and adhesive, also there are some problems in large-scale application.Dispersin polymerization refers to that monomer is dissolved in medium, and the polymer generating is insoluble to the polymerization in medium, and dispersin polymerization is also usually considered to the precipitation polymerization of a specific type.The difference of dispersin polymerization and emulsion polymerisation is that its medium is generally organic facies, before reaction, it is homogeneous system, the polymer that polymerization forms must be not dissolved in medium, what this area research was maximum at present is dispersin polymerization and the dispersion copolymerization in polarizable medium, for the preparation of mono dispersed micrograde polymer microsphere.Adopting self-assembling technique to prepare polymer micelle is one of the most popular in recent years research field, it is by intermolecular special interaction, as electrostatic attraction, hydrogen bond, lyophobic association etc., be assembled into orderly nanostructured, realize high performance and multifunction. parents' copolymer is dissolved in cosolvent (hydrophobic, hydrophilic segment all can be dissolved in wherein), under agitation splash into again selective solvent or selective solvent is splashed in copolymer good solvent, bring out micelle formation, finally by dialysis, remove good solvent, also can directly polymer be dissolved in to dialysis in selective solvent and form micelle granule, the size and shape of microgranule can be controlled by selection and the telomerized polymer concentration of solvent.
These methods of preparing support drug-carried coat are all that degradable high polymer material and medicine dissolution are formed to the organic solvent solution of degradable high polymer material and medicine in organic solvent, again this solution is coated on to rack surface, after organic solvent volatilization, form drug-carried coat.Because organic solvent easily volatilizees, easily cause the organic solvent solution composition of degradable high polymer material and medicine to change, affect the quality of drug-carried coat; In addition, organic solvent also easily causes environmental pollution.
Summary of the invention
The object of this invention is to provide a kind of drug-carried coat and preparation method thereof, coating of a kind of thermoplastic degradable fiber woven stent and preparation method thereof is particularly provided, and specifically a kind of medicine carrying thin layer is formed at drug-carried coat on the chitosan thin layer of rack surface and preparation method thereof.A kind of medicament-carrying nano-microsphere provided by the invention and preparation method thereof, is to provide a kind of preparation method of inside and outside double-deck Nano microsphere.The invention solves the problem by biodegradable polymers or random copolymer preparation with the medicament-carrying nano-microsphere of stable hydrophilic surface structure, made up prior art and must use synthetic difficult amphipathic nature block polymer or hydrophilic surface layer to hold caducous deficiency.
A kind of drug-carried coat of the present invention, described drug-carried coat refers to the medicine carrying thin layer on the chitosan thin layer that is formed at rack upper surface, described chitosan thin layer is to be coated on rack surface.Support of the present invention is the passive framework of general reference, and support herein refers to inner support, is for the graft in body that is used for fixing in human body, can be and implements the framework that the tubular tissue of anastomosis provides support.
As preferred technical scheme:
A kind of drug-carried coat as above, described chitosan thin layer refers to chitosan is dissolved in the solution that the mass ratio of acetic acid and water is 3 ~ 5:100, wherein the mass concentration of chitosan is 2.0 ~ 4.0%, if the mass concentration of chitosan is too high, can cause film thickness excessive, can cause like this drug-carried coat be coated with up after the thickness of two kinds of coatings excessive, under action of gravity, coating agree from nail surface, come off, by ethanol elution acetic acid, then dry the thin layer obtaining; The thickness of described chitosan thin layer is between 1～2 μ m.Medicament-carrying nano-microsphere surface institute is electrically charged is negative charge, can there is government's charge effect with positively charged chitosan, simultaneously medicament-carrying nano-microsphere surface with hydrophilic hydroxyl groups and carboxyl, can with chitosan with hydroxyl, carboxyl and the amino hydrogen bond action that occurs, thereby, by follow-up simple adsorption treatment, just can form on chitosan rete surface one deck medicament-carrying nano-microsphere coating.
A kind of drug-carried coat as above, described support is thermoplastic degradable fiber woven stent, and braided support is formed by fibrage, and its surface is not a level and smooth face, and this is conducive to the combination of drug-carried coat and chitosan thin layer.The filament diameter of described thermoplastic degradable fiber is 0.1-0.6 millimeter.The diameter of monofilament can not be greater than 0.6, because if fibre diameter be less than 0.1 so fiber enough radial support power cannot be provided, as the diameter of fruit fiber is greater than 0.6, so crooked just amount is too large, fiber is difficult for braiding, even if braiding out, support in for blood vessel time institute take up space too large, limit is reduced to the flowing space of blood, may cause discomfort to human body.
A kind of drug-carried coat as above, is characterized in that, described thermoplastic degradable fiber is polylactide fiber, polyglycollide fibre, lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber or poly-to dioxanone fiber.
A kind of drug-carried coat as above, the thickness of described medicine carrying thin layer and the thickness sum of chitosan thin layer be not higher than 5 μ m, because higher than 5 μ m thin layers, once gaining in weight, thickness must increase because action of gravity coating just comes off above support than being easier to; Described medicine carrying thin layer is to be formed by medicament-carried nano-submicron particles aqueous dispersions, described medicament-carried nano-submicron particles is degradable high polymer material polycaprolactone medicament-carried nano-submicron particles, it is the polycaprolactone polymer microsphere of coating medicine, namely polycaprolactone high score attached bag medicine carrying thing forms a circular microsphere, in ball, be medicine, skin is polycaprolactone macromolecule; Described medicine can be selected according to the needs for the treatment of, can be antibacterials azithromycin, anti-cancer medicine paclitaxel or other drug.
A kind of drug-carried coat of the present invention provides a kind of can prevent and treat inside of human body pipeline obstruction and vegetative support degradable drug-carried coat.
Another object of the present invention is to provide a kind of preparation method of drug-carried coat, being a kind of preparation method that adopts the support degradable drug-carried coat that medicine carrying particle aqueous dispersion forms, is the preparation method of the drug-carried coat on a kind of chitosan thin layer that medicine carrying thin layer is formed to rack surface.
A preparation method for drug-carried coat, comprises the following steps:
(1) preparation of chitosan thin layer
Chitosan Acetic Acid-Water solution is coated on to rack surface, then immerses in dehydrated alcohol and take out support after 10-20 minute, rack surface forms chitosan thin layer, then dries; More than operation is carried out conventionally under gnotobasis; Ethanol in chitosan thin layer can be placed in the vacuum drying oven of 35-60 ℃ and dry.By the chitosan coating that soaked in absolute ethyl alcohol is taken out later, could really remove acetic acid, dehydrated alcohol also plays certain bactericidal action simultaneously, and the bake out temperature of chitosan thin layer in vacuum drying oven should not be higher than 60 ℃, otherwise chitosan thin film is easily degraded.
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Biodegradable macromolecular material is dissolved in organic solvent first, and after dissolving, the concentration of biodegradable macromolecular material is 1～30mg/ml; Medicine is dissolved in organic solvent second; By above-mentioned two kinds of solution, under the condition stirring in common slowly injected water, wherein the weight ratio of dewatering medicament and biodegradable macromolecular material is 1 ︰ 1～19; The concentration of the medicine after dissolving is 1～30mg/ml, described organic solvent first and the total amount of organic solvent second and the volume ratio of water are 1 ︰ 1～20, injection length is 1～6h, injection finishes rear continuation and stirs 0.5～4h, then remove organic solvent first and organic solvent second, obtain the aqueous dispersions of biodegradable polymer medicament-carried nano-submicron particles;
Existence due to water-wet side carboxyl and terminal hydroxy group in polycaprolactone (PCL), polyglycolic acid (PGA), polylactic acid (PLA), poly butyric (PHB), PLGA (PGLA) carrier material, the similar of this carrier material is in micromolecule surfactant, and just the hydrophobic segment of carrier material is longer.When the organic solvent solution of carrier material and dewatering medicament is slowly injected to a large amount of water, there is microfacies reversion.Concerning the hydrophobic segment of carrier material and dewatering medicament, medium changes poor solvent into by original good solvent, hydrophobic segment and dewatering medicament can be assembled and collapse into ball, and injection rate makes carrier material macromole have time enough to adjust its conformation slowly, thus make its hydrophilic end group optionally enrichment be distributed in the surface of microgranule.Due to the electrical charge rejection effect of end carboxyl and the hydrophilic interaction of unionized end carboxyl and terminal hydroxy group of ionization, microgranule energy stable dispersion is in medium.
Described organic solvent first and described organic solvent second can be dissolved each other; Described organic solvent first is methanol, ethanol, acetone, acetonitrile, oxolane, dioxy six alkane, dimethyl formamide or dimethyl sulfoxide; Described organic solvent second is methanol, ethanol, acetone, acetonitrile, oxolane, dioxy six alkane, dimethyl formamide or dimethyl sulfoxide; And described organic solvent first and organic solvent second be all can be miscible with water organic solvent, also can be miscible between described organic solvent first and organic solvent second.Described medicine be immunosuppressant rapamycin, the anti-paclitaxel of subcutaneous lamination, the azithromycin of the heparin of anti-Trostin M, anti-microbial type, prevent the statins of cholesterol lamination; Described macromolecular material is polycaprolactone (PCL) polyglycolic acid (PGA), polylactic acid (PLA), poly butyric (PHB), the PLGA (PGLA) with good biocompatibility and biodegradable performance.
The present invention is coated on medicament-carried nano-submicron particles aqueous dispersions on above-mentioned chitosan thin layer, removes moisture, and medicament-carried nano under intermolecular force effect-submicron particles is assembled, and forms medicine carrying thin layer; Described chitosan thin layer and the thickness of drug-carried coat should be higher than 5 microns, if because thickness higher than 5 microns because action of gravity coating easily comes off from rack surface.
(3) preparation of medicine carrying thin layer
Medicament-carried nano-submicron particles aqueous dispersions is coated on above-mentioned chitosan thin layer, medicament-carrying nano-microsphere surface institute is electrically charged is negative charge, can there is government's charge effect with positively charged chitosan, simultaneously medicament-carrying nano-microsphere surface with hydrophilic hydroxyl groups and carboxyl, can with chitosan with hydroxyl, carboxyl and the amino hydrogen bond action that occurs, thereby, by follow-up simple adsorption treatment, just can form on chitosan rete surface one deck medicament-carrying nano-microsphere coating.Remove moisture, medicament-carried nano-submicron particles is assembled, and forms medicine carrying thin layer, obtains described drug-carried coat.Medicament-carried nano-submicron particles general diameter is in 200nm, and described medicament-carried nano-submicron particles is the polymer microsphere of coating medicine, and namely high score attached bag medicine carrying thing forms a circular microsphere, is medicine in ball, and skin is macromolecule.Described medicine can be selected according to the needs for the treatment of, the rapamycin that described medicine is immunosuppressant, the anti-paclitaxel of subcutaneous lamination, the azithromycin of the heparin of anti-Trostin M, anti-microbial type, prevents the statins of cholesterol lamination.
The preparation method of a kind of drug-carried coat as above, on support, apply medicament-carried nano-submicron particles aqueous dispersions, after oven dry, continue again to apply, repeatedly apply medicament-carried nano-submicron particles aqueous dispersions, improve the drug loading of support, finally obtain the coating of required drug loading.
The preparation method of a kind of drug-carried coat as above, in described chitosan Acetic Acid-Water solution, the mass concentration of chitosan is 2.0 ~ 4.0%, the mass ratio of acetic acid and water is 3 ~ 5:100; Oven dry in described step (1) refers to the vacuum drying oven 10-60 minute that is placed in 35-50 ℃; The method of removing organic solvent in described step (2) is decompression rotary evaporation method or water dialysis; The moisture that removes in described step (3) adopts vacuum drying oven to remove moisture, and temperature is 40-60 ℃, and the time is 20-40 minute; Temperature can not be too high, and the time is also unsuitable long, because excess Temperature, overlong time bean milk causes the decomposition of chitosan.
The preparation method of a kind of drug-carried coat as above, described support is thermoplastic degradable fiber woven stent, the filament diameter of described thermoplastic degradable fiber is 0.1 ~ 0.6 millimeter; In described medicament-carried nano-submicron particles aqueous dispersions, medicament-carried nano-submicron particles is degradable high polymer material polycaprolactone medicine carrying granule, by water is disperseed.
The preparation method of a kind of drug-carried coat as above, described thermoplastic degradable fiber is polylactide fiber, polyglycollide fibre, lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber or poly-to dioxanone fiber.
The preparation method of a kind of drug-carried coat as above, is characterized in that, in described medicament-carried nano-submicron particles aqueous dispersions, medicament-carried nano-submicron particles is degradable high polymer material polycaprolactone medicine carrying granule, by water is disperseed.
At thermoplastic degradable fiber (for example, polylactide fiber, polyglycollide fibre, lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber and poly-to dioxanone fiber, diameter is 0.1-0.6 millimeter) braiding stent surface coated chitosan Acetic Acid-Water solution (wherein, the mass concentration of chitosan is 2-4%, the mass ratio of acetic acid and water is: 3-5:100), 10-20 minute in the dehydrated alcohol that is placed on 20-30 ℃ will be propped up again, by acetic acid eluting, chitosan is separated out fast, at rack surface, form chitosan thin layer, to prop up and be placed in vacuum drying oven again, dry 15-30 minute at 35-50 ℃, remove the ethanol in chitosan thin layer.On chitosan thin layer, apply medicament-carried nano-submicron particles aqueous dispersions, medicine carrying granule is degradable high polymer material polycaprolactone medicine carrying granule, by water is disperseed.To apply the 20-40 minute in the vacuum drying oven that is placed on 40-60 ℃ that props up of medicament-carried nano-submicron particles aqueous dispersions, water evaporation, forms polycaprolactone drug-carried coat.
Can the above-mentioned medicament-carried nano-submicron particles of repetitive coatings aqueous dispersions, the process of oven dry, increase and the drug loading of adjusting pole; Medicine in each medicament-carried nano-submicron particles aqueous dispersions applying can be different, to form the drug-carried coat that contains 2 kinds or two or more medicine.
Beneficial effect
1, chitosan coating of the present invention has elimination or alleviates the stimulation of scaffold degradation product to body.
2, chitosan coating surface porous of the present invention is coarse, is conducive to the adhesion of drug-carried coat.
3, degradable drug-carried coat of the present invention has medicament slow release ability, the cycle can prolong drug discharging.
4, have can be degradable in human body for degradable drug-carried coat of the present invention.
5, employing medicament-carried nano-submicron particles aqueous dispersions of the present invention, as coating solution,, containing organic solvent, can not avoided contaminated environment.
6, the present invention the medicament-carried nano-submicron particles aqueous dispersions that is loaded with different pharmaceutical can be applied respectively, dry, can form the drug-carried coat that contains 2 kinds or two or more medicine.
7, method of the present invention can increase the drug loading of support easily.
The specific embodiment
Below in conjunction with the specific embodiment, further set forth the present invention.Should be understood that these embodiment are only not used in and limit the scope of the invention for the present invention is described.In addition should be understood that those skilled in the art can make various changes or modifications the present invention after having read the content of the present invention's instruction, these equivalent form of values fall within the application's appended claims limited range equally.
A kind of drug-carried coat of the present invention, described drug-carried coat refers to the medicine carrying thin layer on the chitosan thin layer that is formed at rack surface.
Described chitosan thin layer refers to chitosan is dissolved in the solution that the mass ratio of acetic acid and water is 3 ~ 5:100, and wherein the mass concentration of chitosan is 2.0 ~ 4.0%, by ethanol elution acetic acid, then dries the thin layer obtaining; The thickness of described chitosan thin layer is between 1～2 μ m.
Described support is thermoplastic degradable fiber woven stent; The filament diameter of described thermoplastic degradable fiber is 0.1 ~ 0.6 millimeter.
Described thermoplastic degradable fiber is polylactide fiber, polyglycollide fibre, lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber or poly-to dioxanone fiber.
The thickness of described medicine carrying thin layer and the thickness sum of chitosan thin layer be not higher than 5 μ m; Described medicine carrying thin layer is to be formed by medicament-carried nano-submicron particles aqueous dispersions, and described medicament-carried nano-submicron particles is degradable high polymer material polycaprolactone medicament-carried nano-submicron particles, is the polycaprolactone polymer microsphere of coating medicine.
Embodiment 1
(1) preparation of chitosan thin layer
In main body, be that (mass concentration of chitosan is 2% to stainless metal support surface coating chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 3:100), coated weight is 0.08 gram, then the metal rack that is coated with chitosan Acetic Acid-Water solution is placed in to 20 ℃ of dehydrated alcohol, shakes after 20 minutes and take out; Be placed in again 20 ℃ of fresh dehydrated alcohol, shake after 20 minutes and take out, with thorough eluting acetic acid; In 35 ℃ of vacuum drying ovens, be dried 30 minutes again, remove ethanol, obtain having lactide and the Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of chitosan coating, the amount of chitosan is 1.6mg, and after atomic force microscope test, coating layer thickness is 1.2 μ m.
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Get polycaprolactone 20mg, the acetone that adds 20ml, being made into concentration is the appearance liquid of 1mg/ml, get azithromycin 25mg, the oxolane that adds 25ml, be made into the solution that concentration is 1mg/ml, above-mentioned two kinds of solution are respectively got to 20ml to be mixed, wherein the weight ratio of azithromycin and polycaprolactone is 1:1, the volume ratio of two kinds of solvents is 1:1, get in the speed injected water of above-mentioned solvent 1ml with 1ml/h, after finishing, injection in 1 hour stirs again 30min, finally by decompression rotary evaporation method, remove organic solvent, obtain azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions.
(3) preparation of medicine carrying thin layer
Azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions is coated on above-mentioned chitosan thin layer, (potency of azithromycin is 2.15mg/g, polycaprolactone content is 3.58mg/g), coated weight is 0.107g, then within dry 40 minutes in 40 ℃ of vacuum drying ovens, removes moisture, forms the polycaprolactone coating that is loaded with azithromycin, the amount of azithromycin is 0.23mg, the amount of polycaprolactone is 0.38mg, and through atomic force microscope test, total coating thickness is 3.2 μ m.
Embodiment 2
(1) preparation of chitosan thin layer
At poly-(acid anhydride ester) salicylic acid stent surface coated chitosan-Acetic Acid-Water solution, (mass concentration of chitosan is 4%, the mass ratio of acetic acid and water is: 5:100), coated weight is 0.05 gram, then the metal rack that is coated with chitosan Acetic Acid-Water solution is placed in to 30 ℃ of dehydrated alcohol, shakes after 10 minutes and take out; Be placed in again 30 ℃ of fresh dehydrated alcohol, shake after 10 minutes and take out, with thorough eluting acetic acid; In 55 ℃ of vacuum drying ovens, be dried 15 minutes again, remove ethanol, obtain having poly-(acid anhydride ester) salicylic acid support of chitosan coating, the amount of chitosan is 2mg, and after atomic force microscope test, coating layer thickness is 1.4 μ m.
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Get polycaprolactone 900mg, the acetone that adds 30ml, being made into concentration is the appearance liquid of 30mg/ml, get azithromycin 600mg, the oxolane that adds 20ml, be made into the solution that concentration is 30mg/ml, the polycaprolactone of getting azithromycin solution 1ml and 19ml holds solution and mixes, wherein the weight ratio of azithromycin and polycaprolactone is 1:19, the volume ratio of two kinds of solvents is 1:19, get in the speed injected water of above-mentioned solvent 6ml with 1ml/h, after finishing, injection in 6 hours stirs again 120min, last water dialysis is removed organic solvent, obtain azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions.
(3) preparation of medicine carrying thin layer
(potency of azithromycin is 2.15mg/g on above-mentioned poly-(acid anhydride ester) salicylic acid support with chitosan coating, to apply azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.58mg/g), coated weight is 0.1070g, within dry 20 minutes in 60 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with azithromycin, the amount of azithromycin is 0.23mg, the amount of polycaprolactone is 0.38mg, through atomic force microscope test, total coating thickness is 2.8 μ m.
Embodiment 3
(1) preparation of chitosan thin layer
The internal diameter that the lactide that is 0.2mm at diameter becomes with Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber interlacing is 6mm, length is 45mm, have on cancellated tube, (mass concentration of chitosan is 4% to apply chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 5:100), coated weight is 0.06 gram, then the metal rack that is coated with chitosan Acetic Acid-Water solution is placed in to 30 ℃ of dehydrated alcohol, shakes after 10 minutes and takes out; Be placed in again 30 ℃ of fresh dehydrated alcohol, shake after 10 minutes and take out, with thorough eluting acetic acid; In 50 ℃ of vacuum drying ovens, be dried 15 minutes again, remove ethanol, obtain having lactide and the Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of chitosan coating, the amount of chitosan is 2.4mg, and after atomic force microscope test, coating layer thickness is 1.6 μ m.
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Get polycaprolactone 900mg, the acetone that adds 30ml, being made into concentration is the appearance liquid of 30mg/ml, get azithromycin 600mg, the oxolane that adds 20ml, be made into the solution that concentration is 30mg/ml, the polycaprolactone of getting azithromycin solution 1ml and 19ml holds solution and mixes, wherein the weight ratio of azithromycin and polycaprolactone is 1:19, the volume ratio of two kinds of solvents is 1:19, get in the speed injected water of above-mentioned solvent 6ml with 1ml/h, after finishing, injection in 6 hours stirs again 120min, last water dialysis is removed organic solvent, obtain azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions.
(3) preparation of medicine carrying thin layer
(potency of azithromycin is 2.15mg/g on the above-mentioned lactide with chitosan coating and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support, to apply azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.58mg/g), coated weight is 0.098g, within dry 20 minutes in 60 ℃ of vacuum drying ovens, remove again moisture, in rack surface coating, increase azithromycin 0.21mg and polycaprolactone 0.35mg, in the final polycaprolactone coating that is loaded with azithromycin forming, the amount of azithromycin is 0.44mg, the amount of polycaprolactone is 0.73mg, through atomic force microscope, test, total coating thickness is 3.1 μ m.
Embodiment 4
(1) preparation of chitosan thin layer
The internal diameter that the polyglycollide fibre interlacing that is 0.10mm at diameter becomes is 3mm, length is 20mm, have on cancellated tube, (mass concentration of chitosan is 2% to apply chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 3:100), coated weight is 0.06 gram, then the metal rack that is coated with chitosan Acetic Acid-Water solution is placed in to 20 ℃ of dehydrated alcohol, shakes after 30 minutes and takes out; Be placed in again 20 ℃ of fresh dehydrated alcohol, shake after 30 minutes and take out, with thorough eluting acetic acid; In 35 ℃ of vacuum drying ovens, be dried 30 minutes again, remove ethanol, obtain having the polyglycollide fibre support of chitosan coating, the amount of chitosan is 1.2mg, and after atomic force microscope test, coating layer thickness is 1.3 μ m.
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Get polycaprolactone 900mg, the acetone that adds 30ml, being made into concentration is the appearance liquid of 30mg/ml, get azithromycin 600mg, the oxolane that adds 20ml, be made into the solution that concentration is 30mg/ml, the polycaprolactone of getting azithromycin solution 1ml and 19ml holds solution and mixes, wherein the weight ratio of azithromycin and polycaprolactone is 1:19, the volume ratio of two kinds of solvents is 1:19, get in the speed injected water of above-mentioned solvent 6ml with 1ml/h, after finishing, injection in 6 hours stirs again 120min, last water dialysis is removed organic solvent, obtain azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions
(3) preparation of medicine carrying thin layer
(potency of azithromycin is 2.15mg/g on the above-mentioned polyglycollide fibre support with chitosan coating, to apply azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.58mg/g), coated weight is 0.026g, within dry 40 minutes in 40 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with azithromycin, the amount of azithromycin is 0.0056mg, the amount of polycaprolactone is 0.087mg, through atomic force microscope test, total coating thickness is 2.5 μ m.
Case study on implementation 5
(1) preparation of chitosan thin layer
The internal diameter that the polyglycollide fibre interlacing that is 0.10mm at diameter becomes is 3mm, length is 20mm, have on cancellated tube, (mass concentration of chitosan is 4% to apply chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 5:100), coated weight is 0.10 gram, then the metal rack that is coated with chitosan Acetic Acid-Water solution is placed in to 30 ℃ of dehydrated alcohol, shakes after 10 minutes and takes out; Be placed in again 30 ℃ of fresh dehydrated alcohol, shake after 10 minutes and take out, with thorough eluting acetic acid; In 50 ℃ of vacuum drying ovens, be dried 15 minutes again, remove ethanol, obtain having the polyglycollide fibre support of chitosan coating, the amount of chitosan is 4mg, and after atomic force microscope test, coating layer thickness is 1.8 μ m.
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Get polycaprolactone 300mg, the acetone that adds 30ml, being made into concentration is the appearance liquid of 10mg/ml, get paclitaxel 200mg, the oxolane that adds 20ml, be made into the solution that concentration is 10mg/ml, the polycaprolactone of getting paclitaxel solution 1ml and 19ml holds solution and mixes, wherein the weight ratio of paclitaxel and polycaprolactone is 1:1, the volume ratio of two kinds of solvents is 1:1, get in the speed injected water of above-mentioned solvent 1ml with 1ml/h, after finishing, injection in 1 hour stirs again 30min, finally by decompression rotary evaporation method, remove organic solvent, obtain Ah's paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions
(3) preparation of medicine carrying thin layer
(content of taxol is 0.60mg/g on the above-mentioned polyglycollide fibre support with chitosan coating, to apply paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.00mg/g), coated weight is 0.12g, within dry 20 minutes in 60 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with paclitaxel, the amount of paclitaxel is 0.072mg, and the amount of polycaprolactone is 0.36mg, through atomic force microscope test, total coating thickness is 3.3 μ m.
Case study on implementation 6
(1) preparation of chitosan thin layer
The internal diameter that the polyglycollide fibre interlacing that is 0.10mm at diameter becomes is 3mm, length is 20mm, have on cancellated tube, (mass concentration of chitosan is 3% to apply chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 4:100), coated weight is 0.07 gram, then the metal rack that is coated with chitosan Acetic Acid-Water solution is placed in to 25 ℃ of dehydrated alcohol, shakes after 15 minutes and takes out; Be placed in again 25 ℃ of fresh dehydrated alcohol, shake after 15 minutes and take out, with thorough eluting acetic acid; In 40 ℃ of vacuum drying ovens, be dried 20 minutes again, remove ethanol, obtain having lactide and the Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of chitosan coating, the amount of chitosan is 2.1mg, and through atomic force microscope test, coating layer thickness is 1.8 μ m.
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Get polycaprolactone 600mg, the acetone that adds 30ml, being made into concentration is the appearance liquid of 20mg/ml, get paclitaxel 200mg, the acetone that adds 10ml, be made into the solution that concentration is 20mg/ml, the polycaprolactone of getting paclitaxel solution 1ml and 2ml holds solution and mixes, wherein the weight ratio of paclitaxel and polycaprolactone is 1:2, the volume ratio of two kinds of solvents is 1:2, get in the speed injected water of above-mentioned solvent 1ml with 1ml/h, after finishing, injection in 1 hour stirs again 30min, finally by water dialysis, remove organic solvent, obtain Ah's paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions
(3) preparation of medicine carrying thin layer
(content of taxol is 0.60mg/g on the above-mentioned polyglycollide fibre support with chitosan coating, to apply paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.00mg/g), coated weight is 0.40g, within dry 30 minutes in 50 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with paclitaxel, the amount of paclitaxel is 0.24mg, and the amount of polycaprolactone is 1.2mg.
(content of taxol is 0.60mg/g again to apply paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.00mg/g), coated weight is 0.095g, within dry 30 minutes in 50 ℃ of vacuum drying ovens, remove again moisture, in rack surface coating, increase paclitaxel 0.057mg and polycaprolactone 0.29mg, the final polycaprolactone coating that is loaded with paclitaxel forming the wherein amount of paclitaxel is 0.297mg, the amount of polycaprolactone is 1.49mg, through atomic force microscope test, total coating thickness is 3.7 μ m.
Embodiment 7
The internal diameter that the lactide that is 0.2mm at diameter becomes with Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber interlacing is 6mm, length is 45mm, have on cancellated tube, (mass concentration of chitosan is 2% to apply chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 3:100), coated weight is 0.08 gram, then will be coated with chitosan Acetic Acid-Water solution tube and be placed in 20 ℃ of dehydrated alcohol, shakes after 10 minutes and takes out; Be placed in again 20 ℃ of fresh dehydrated alcohol, shake after 10 minutes and take out, with thorough eluting acetic acid; In 35 ℃ of vacuum drying ovens, be dried 30 minutes again, remove ethanol, obtain having lactide and the Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of chitosan coating, the amount of chitosan is 1.6mg.
(potency of azithromycin is 2.15mg/g on the above-mentioned lactide with chitosan coating and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support, to apply azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.58mg/g), coated weight is 0.107g, within dry 40 minutes in 40 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with azithromycin, the amount of azithromycin is 0.23mg, and the amount of polycaprolactone is 0.38mg.
Embodiment 8
The polycaprolactone that has chitosan coating and be loaded with azithromycin obtaining in embodiment 1 is received on the lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of coating, (content of taxol is 0.60mg/g again to apply paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.00mg/g), coated weight is 0.095g, within dry 40 minutes in 40 ℃ of vacuum drying ovens, remove again moisture, in rack surface coating, increase paclitaxel 0.057mg and polycaprolactone 0.29mg, in the final polycaprolactone coating that is loaded with azithromycin and paclitaxel forming, the amount of azithromycin is 0.23mg, the amount of paclitaxel is 0.057mg, the amount of polycaprolactone is 0.67mg.
Embodiment 9
The polycaprolactone that has chitosan coating and be loaded with azithromycin obtaining in embodiment 1 is received on the lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of coating, (potency of azithromycin is 2.15mg/g again to apply azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.58mg/g), coated weight is 0.098g, within dry 20 minutes in 60 ℃ of vacuum drying ovens, remove again moisture, in rack surface coating, increase azithromycin 0.21mg and polycaprolactone 0.35mg, in the final polycaprolactone coating that is loaded with azithromycin forming, the amount of azithromycin is 0.44mg, the amount of polycaprolactone is 0.73mg.
Embodiment 10
The internal diameter that the polyglycollide fibre interlacing that is 0.10mm at diameter becomes is 3mm, length is 20mm, have on cancellated tube, (mass concentration of chitosan is 2% to apply chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 3:100), coated weight is 0.03 gram, then will be coated with chitosan Acetic Acid-Water solution tube and be placed in 30 ℃ of dehydrated alcohol, shakes after 5 minutes and takes out; Be placed in again 20 ℃ of fresh dehydrated alcohol, shake after 5 minutes and take out, with thorough eluting acetic acid; In 50 ℃ of vacuum drying ovens, be dried 15 minutes again, remove ethanol, obtain having lactide and the Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of chitosan coating, the amount of chitosan is 0.6mg.
(potency of azithromycin is 2.15mg/g on the above-mentioned polyglycollide fibre support with chitosan coating, to apply azithromycin-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.58mg/g), coated weight is 0.026g, within dry 40 minutes in 40 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with azithromycin, the amount of azithromycin is 0.0056mg, and the amount of polycaprolactone is 0.087mg.
Embodiment 11
The internal diameter that the polylactide fiber interlacing that is 0.25mm at diameter becomes is 6mm, length is 50mm, have on cancellated tube, (mass concentration of chitosan is 2% to apply chitosan-Acetic Acid-Water solution, the mass ratio of acetic acid and water is: 3:100), coated weight is 0.10 gram, then will be coated with chitosan Acetic Acid-Water solution tube and be placed in 20 ℃ of dehydrated alcohol, shakes after 10 minutes and takes out; Be placed in again 20 ℃ of fresh dehydrated alcohol, shake after 10 minutes and take out, with thorough eluting acetic acid; In 35 ℃ of vacuum drying ovens, be dried 30 minutes again, remove ethanol, obtain having lactide and the Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber support of chitosan coating, the amount of chitosan is 2.0mg.
(content of taxol is 0.60mg/g on the above-mentioned polylactide fibrous framework with chitosan coating, to apply paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.00mg/g), coated weight is 0.12g, within dry 40 minutes in 40 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with paclitaxel, the amount of paclitaxel is 0.072mg, and the amount of polycaprolactone is 0.36mg.
Embodiment 12
The poly-internal diameter that dioxanone fiber interlacing is become that is 0.6mm at diameter is 14mm, length is 40mm, have on cancellated tube, (mass concentration of chitosan is 4%, and the mass ratio of acetic acid and water is: 5:100), coated weight is 0.25 gram to apply chitosan-Acetic Acid-Water solution, then will be coated with chitosan Acetic Acid-Water solution tube and be placed in 30 ℃ of dehydrated alcohol, and shake after 10 minutes and take out; Be placed in again fresh dehydrated alcohol, shake after 10 minutes and take out, with thorough eluting acetic acid; In 50 ℃ of vacuum drying ovens, be dried 15 minutes again, remove ethanol, obtain thering is the poly-to dioxanone fibrous framework of chitosan coating, chitosan amount 10.0mg.
(content of taxol is 0.60mg/g on the above-mentioned polylactide fibrous framework with chitosan coating, to apply paclitaxel-polycaprolactone nanometer-submicron particles aqueous dispersions, polycaprolactone content is 3.00mg/g), coated weight is 0.40g, within dry 40 minutes in 40 ℃ of vacuum drying ovens, remove again moisture, form the polycaprolactone coating that is loaded with paclitaxel, the amount of paclitaxel is 0.24mg, and the amount of polycaprolactone is 1.2mg.
Claims (10)
1. a drug-carried coat, is characterized in that: described drug-carried coat refers to the medicine carrying thin layer on the chitosan thin layer that is formed at rack surface; The thickness of described medicine carrying thin layer and the thickness sum of chitosan thin layer be not higher than 5 μ m; Described medicine carrying thin layer is to be formed by medicament-carried nano-submicron particles aqueous dispersions; Described medicament-carried nano-submicron particles is the polymer microsphere of biodegradable polymer coated by hydrophobic medicine; Described biodegradable polymer is polycaprolactone, polyglycolic acid, polylactic acid, poly butyric, PLGA.
2. a kind of drug-carried coat according to claim 1, it is characterized in that, described chitosan thin layer refers to chitosan is dissolved in the solution that the mass ratio of acetic acid and water is 3～5:100, wherein the mass concentration of chitosan is 2.0～4.0%, by ethanol elution acetic acid, then dry the thin layer obtaining; The thickness of described chitosan thin layer is between 1～2 μ m.
3. a kind of drug-carried coat according to claim 1, is characterized in that, described support is thermoplastic degradable fiber woven stent; The filament diameter of described thermoplastic degradable fiber is 0.1～0.6 millimeter.
4. a kind of drug-carried coat according to claim 3, is characterized in that, described thermoplastic degradable fiber is polylactide fiber, polyglycollide fibre, lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber or poly-to dioxa cyclohexanone fiber.
5. a kind of drug-carried coat according to claim 1, is characterized in that, described medicament-carried nano-submicron particles is degradable high polymer material polycaprolactone medicament-carried nano-submicron particles, is the polycaprolactone polymer microsphere of coated by hydrophobic medicine.
6. the preparation method of a kind of drug-carried coat as claimed in claim 1, its feature comprises the following steps:
(1) preparation of chitosan thin layer
Chitosan Acetic Acid-Water solution is coated on to rack surface, then immerses in dehydrated alcohol and take out support after 10-20 minute, rack surface forms chitosan thin layer, then dries;
(2) preparation of medicament-carried nano-submicron particles aqueous dispersions
Biodegradable macromolecular material is dissolved in organic solvent first, and after dissolving, the concentration of biodegradable macromolecular material is 1～30mg/ml; Dewatering medicament is dissolved in organic solvent second, and the concentration of the dewatering medicament after dissolving is 1～30mg/ml; By above-mentioned two kinds of solution, under the condition stirring in common slowly injected water, wherein the weight ratio of dewatering medicament and biodegradable macromolecular material is 1 ︰ 1～19; Described organic solvent first and the total amount of organic solvent second and the volume ratio of water are 1 ︰ 1～20, injection length is 1～6h, injection finishes rear continuation and stirs 0.5～4h, then remove organic solvent first and organic solvent second, obtain the aqueous dispersions of biodegradable polymer medicament-carried nano-submicron particles;
Described organic solvent first and described organic solvent second can be dissolved each other; Described organic solvent first is methanol, ethanol, acetone, acetonitrile, oxolane, dioxy six alkane, dimethyl formamide or dimethyl sulfoxide; Described organic solvent second is methanol, ethanol, acetone, acetonitrile, oxolane, dioxy six alkane, dimethyl formamide or dimethyl sulfoxide; Described biodegradable polymer is polycaprolactone, polyglycolic acid, polylactic acid, poly butyric, PLGA;
(3) preparation of medicine carrying thin layer
Medicament-carried nano-submicron particles aqueous dispersions is coated on above-mentioned chitosan thin layer, removes moisture, medicament-carried nano-submicron particles is assembled, and forms medicine carrying thin layer, obtains described drug-carried coat.
7. the preparation method of a kind of drug-carried coat according to claim 6, is characterized in that, further, by repeating step (3), repeatedly applies medicament-carried nano-submicron particles aqueous dispersions, improves the drug loading of support, finally obtains required drug-carried coat.
8. the preparation method of a kind of drug-carried coat according to claim 6, is characterized in that, in described chitosan Acetic Acid-Water solution, the mass concentration of chitosan is 2.0～4.0%, and the mass ratio of acetic acid and water is 3～5:100; The method of removing organic solvent in described step (2) is decompression rotary evaporation method or water dialysis; The moisture that removes in described step (3) adopts vacuum drying oven to remove moisture, and temperature is 40-60 ℃, and the time is 20-40 minute.
9. the preparation method of a kind of drug-carried coat according to claim 6, is characterized in that, described support is thermoplastic degradable fiber woven stent, and the filament diameter of described thermoplastic degradable fiber is 0.1～0.6 millimeter; In described medicament-carried nano-submicron particles aqueous dispersions, medicament-carried nano-submicron particles is degradable high polymer material polycaprolactone medicine carrying granule, by water is disperseed.
10. the preparation method of a kind of drug-carried coat according to claim 9, is characterized in that, described thermoplastic degradable fiber is polylactide fiber, polyglycollide fibre, lactide and Acetic acid, hydroxy-, bimol. cyclic ester copolyester fiber or poly-to dioxa cyclohexanone fiber.
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