CN103330960A - Preparation method of coating having endothelium bionic function - Google Patents
Preparation method of coating having endothelium bionic function Download PDFInfo
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Abstract
The invention discloses a preparation method of a coating having an endothelium bionic function, which comprises the following step: fixing 3,3-diselenodipropionic acid (SeDPA) having nitrogen monoxide catalytic activity and heparin on the surface of an amino-enriched coating. The functional coating shows an endothelium-like bionic function, reflects excellent anticoagulant property, and has excellent functions of inhibiting proliferation of smooth muscle cells and promoting growth of endothelial cells.
Description
Technical field
The invention belongs to biomedical engineering, especially endothelium bionic function coating production technical field.
Background technology
Cardiovascular disease, relevant with atherosclerosis usually, be to cause human death and major cause of morbidity in the world wide.Since Sigwart after reporting the first routine human coronary Stent in 1987, the metallic blood vessel bracket implantation has become one of means of a kind of modal treatment severe cardiovascular disease.Yet vascular tissue is on every side implanted in support expansion damage easily.Vascular tissue's wound causes thrombosis, inflammation, vascellum endometrial hyperplasia and apposition/blood vessel to be reinvented, and 3-6 month implanting result shows that the in-stent restenosis rate is up to 20-30%.
Improving the support biocompatibility is one of important means that reduces the stent restenosis rate.As a kind of desirable intravascular stent, should have the ability of excellent anticoagulation, short endothelial cell growth and inhibition smooth muscle proliferation simultaneously.Yet at present most focusing only on for the strategy that improves the intravascular stent surface modification improved support biocompatibility in a certain respect.It is remarkable that short-term is implanted effect, but long-term clinical follow up results is as one wishes not to the utmost.For example, reduce support to a great extent in stenosis rate although once be described as the appearance of the drug eluting vascular support that has guided the revolution of new round intravascular stent, caused even more serious advanced thrombus.This is also to suppress the growth of endotheliocyte because support discharges medicine when suppressing smooth muscle cell proliferation, thereby has delayed rack surface endothelialization process again.Health complete blood vessel endothelial layer comprises that by numerous Pathophysiology functions (as acetylsulfuric acid heparinate and prostacyclin) continuing to discharge nitric oxide (NO) keeps normal cardiovascular function as vasodilation, suppress thrombosis, suppress smooth muscle proliferation etc.
The objective of the invention is based on bionical natural endothelial function, propose a kind of novelty, simple method can be prepared the bracket coating with endothelium bionic function, re-use demand in the process to satisfy it.Can be widely used in cardiovascular and implant the intervention biomaterial, as the surface modification of medical metal sill (Fe and alloy thereof, mg-based material, 316L SS, Ti, Ti alloy Ni-Ti alloy and CoCr alloy etc.), inorganic material (Ti-O, TiN, RESEARCH OF PYROCARBON, aluminium oxide, hydroxyapatite, calcium phosphate etc.), macromolecular material (as: PET, PTFE, PDMS etc.) and degradable high polymer material (as PLA, PLGA, PCL, PTMC etc.).
Summary of the invention
In view of the above deficiency of prior art, the objective of the invention is based on bionical natural endothelial function, a kind of novelty is proposed, simple method can be prepared the bracket coating with endothelium bionic function, re-use demand in the process to satisfy it.Can be widely used in cardiovascular and implant the intervention biomaterial, as the surface modification of medical metal sill (Fe and alloy thereof, mg-based material, zinc-base material, 316L SS, Ti, Ti alloy Ni-Ti alloy and CoCr alloy etc.), inorganic material (Ti-O, TiN, RESEARCH OF PYROCARBON, aluminium oxide, hydroxyapatite, calcium phosphate etc.), macromolecular material (as: PET, PTFE, PDMS etc.) and degradable high polymer material (as PLA, PLGA, PCL, PTMC etc.).Purpose of the present invention adopts following implementation method:
A kind of preparation method with endothelium bionic function coating, connection selenium compound SeDPA and the heparin that will have the nitric oxide catalytic activity are fixed on the biomaterial surface that intervention apparatus is rich in amido altogether.
It is 1nmol/cm that the described biomaterial surface that is rich in amido adopts one of following method to obtain amido density on the intervention apparatus surface
2~300nmol/cm
2Be rich in the amido surface layer, comprise and be not limited to: be 1) plasma-deposited; 2) dopamine auto polymerization preparation; 3) the rich amino-compound preparation of Electrostatic Absorption; 4) silane coupler preparation.
Described selenium compound SeDPA and heparin are fixing altogether, comprise the steps:
The preparation of connection selenium compound SeDPA/ heparin-WSC solution: 0.1 μ g-100mg/mL is joined selenium compound SeDPA and 0.1 μ g-100mg/mL heparin sodium and is dissolved in the WSC solution 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) the N-hydroxyl succinamide NHS of carbodiimide EDC and 0.24mg/ml 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid MES buffer solution, 1mg/ml).
The biomaterial that amino coating is rich on the described surface that has prepared was soaked in connection selenium compound SeDPA/ heparin-WSC solution reaction 1-48 hour, use the abundant rinsing of phosphate buffer PBS and distilled water then respectively, drying namely gets target and has endothelium bionic function coating.
Compared with prior art, the invention has the beneficial effects as follows:
The connection selenium compound SeDPA and the heparin that fixedly have the nitric oxide catalytic activity at the cardiovascular material surface simultaneously, it demonstrates high endothelium bionic function, have multi-biologicals such as anticoagulant, short endothelium inhibition smooth muscle and treatment atherosclerosis and learn function, improved the success rate that the cardiovascular implantation instrument is implanted greatly.
Its advantage is:
1, rely on carboxyl and the reactive amino condensation reaction that takes place of film surface that is activated by EDC/NHS on connection selenium compound SeDPA and the heparin, fixing connection selenium compound SeDPA and heparin have very strong adhesion and chemical stability.
2, because heparin and NO are the two big fundamentals of keeping the normal endothelial cell function, rack surface fixedly have altogether simultaneously the connection selenium compound SeDPA of nitric oxide catalytic activity and heparin will be on bigger degree bionical vascular endothelial cell layer function, can fundamentally improve the biocompatibility of intravascular stent.
Simultaneously, the preparation of the bionical coating of this kind endothelium only need adopt simple Covalent Immobilization method to make up connection selenium compound SeDPA and heparin molecular layer at amino surface commonly used, and its preparation process is simple to operation, also need not expensive special equipment, and preparation cost is low.
The specific embodiment
Embodiment 1
A, plasma polyallylamine depositing of thin film
The plasma polymerization film preparation of amido is rich on the surface: (be example with 316L SS with intravascular stent,) put into film deposition chamber, when the reative cell vacuum is evacuated to 1.00Pa, feed flow and be the argon of 3.0sccm as discharge gas, and feeding allylamine as reacting gas, to make operating pressure be 8.0Pa, at radio-frequency power 50W, back bias voltage is 75V, pulse duty factor be carry out under 50% the condition for the time 40 minutes plasma polyallylamine thin film deposition, namely be rich in amino plasma polyallylamine thin film in intravascular stent surface deposition, obtaining amido density on this intervention apparatus surface is 35nmol/cm
2Be rich in the amido surface layer.B, SeDPA and heparin sodium are fixing altogether
SeDPA is dissolved in respectively in the WSC solution by 8.00mg/ml by 1.00mg/ml and heparin sodium; The 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid buffer solution, 1mg/ml) the N-hydroxyl succinamide of carbodiimide and 0.24mg/ml obtains SeDPA-WSC and heparin sodium-WSC solution respectively; Be mixed into SeDPA/ heparin sodium-WSC solution after placing SeDPA-WSC and heparin sodium-WSC solution 1min-12h, the intravascular stent of surface deposition plasma polyallylamine thin film was soaked in described SeDPA/ heparin sodium-WSC solution reaction 36 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The intravascular stent of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back at intravascular stent has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Embodiment 2
A, plasma polyallylamine depositing of thin film
The plasma polymerization film preparation of amido is rich on the surface: artificial blood vessel (be example with PET) is put into film deposition chamber, when the reative cell vacuum is evacuated to 1.00Pa, feed flow and be the argon of 3.0sccm as discharge gas, and feeding allylamine as reacting gas, to make operating pressure be 8.0Pa, at radio-frequency power 50W, back bias voltage is 75V, pulse duty factor be carry out under 50% the condition for the time 40 minutes plasma polyallylamine thin film deposition, namely be rich in amino plasma polyallylamine thin film in artificial blood vessel surface deposition, obtaining amido density on this intervention apparatus surface is 35nmol/cm
2Be rich in the amido surface layer.。B, SeDPA and heparin sodium are fixing altogether
SeDPA is dissolved in respectively in the WSC solution by 8.00mg/ml sodium by 1.00mg/ml and heparin sodium; The 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid buffer solution, 1mg/ml) the N-hydroxyl succinamide of carbodiimide and 0.24mg/ml obtains SeDPA-WSC and heparin sodium-WSC solution respectively; Be mixed into SeDPA/ heparin sodium-WSC solution after placing SeDPA-WSC and heparin sodium-WSC solution 1min-12h, the artificial blood vessel of surface deposition plasma polyallylamine thin film was soaked in described SeDPA/ heparin sodium-WSC solution reaction 36 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The artificial blood vessel of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back the artificial blood vessel has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Embodiment 3
A, auto polymerization prepares rich amino surface based on dopamine
Rich amino dopamine polymer thin film preparation: intravascular stent (be example with the Co-Cr alloy) is immersed in the Tris solution of 2.00mg/ml dopamine, reacts 48h under the room temperature, use the ultrasonic rinsing of PBS and distilled water then respectively, drying.Both must be rich in amino film surface, obtaining amido density on this intervention apparatus surface is 10nmol/cm
2Be rich in the amido surface layer.
B, SeDPA and heparin sodium are fixing altogether
By 8.00mg/ml sodium respectively be dissolved in the polylysine Tris solution of 1 μ M-500 μ M by 1.00mg/ml and heparin sodium SeDPA, be mixed into SeDPA/ heparin sodium-polylysine complex behind the reaction 1min-12h, having the artificial blood vessel of dopamine auto polymerization thin film to be soaked in described SeDPA/ heparin sodium-polylysine complex solution surface deposition reacted 12 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The intravascular stent of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back at intravascular stent has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Embodiment 4
A, auto polymerization prepares rich amino surface based on dopamine
Rich amino dopamine polymer thin film preparation: artificial blood vessel (be example with PTFE) being immersed in the Tris solution of 2.00ml dopamine, reacting 12h under the room temperature, is respectively 7.4 PBS and the ultrasonic rinsing of distilled water then with pH value, drying.Both must be rich in amino film surface.Obtaining amido density on this intervention apparatus surface is 30nmol/cm
2Be rich in the amido surface layer
B, SeDPA and heparin sodium are fixing altogether
By 5.00mg/ml sodium respectively be dissolved in the polylysine Tris solution of 250 μ Ms by 3.00mg/ml and heparin sodium SeDPA, be mixed into SeDPA/ heparin sodium-polylysine complex behind the reaction 12h, having the artificial blood vessel of dopamine auto polymerization thin film to be soaked in described SeDPA/ heparin sodium-polylysine complex solution surface deposition reacted 12 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The artificial blood vessel of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back the artificial blood vessel has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Embodiment 5
A, prepare amino surface based on the rich amino-compound of Electrostatic Absorption
Intravascular stent (be example with Ti and alloy thereof) is immersed in the sodium hydroxide solution of 3M, and 60 ℃ of reaction 24h obtain the negative charged surface that hydroxyl is rich on the surface.Respectively with being immersed in polylysine/polyvinyl imide liquor of 250uM, obtain stable rich amino surface then, obtaining amido density on this intervention apparatus surface is 100nmol/cm
2Be rich in the amido surface layer.
B, SeDPA and heparin sodium are fixing altogether
SeDPA is dissolved in respectively in the WSC solution by 8.00mg/ml sodium by 3.00mg/ml and heparin sodium; The 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid buffer solution, 1mg/ml) the N-hydroxyl succinamide of carbodiimide and 0.24mg/ml obtains SeDPA-WSC and heparin sodium-WSC solution respectively; Be mixed into SeDPA/ heparin sodium-WSC solution after placing SeDPA-WSC and heparin sodium-WSC solution 12h, having the intravascular stent of rich amino-compound thin film to be soaked in described SeDPA/ heparin sodium-WSC solution surface adsorption reacted 24 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The intravascular stent of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back at intravascular stent has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Embodiment 6
A, prepare amino surface based on the rich amino-compound of Electrostatic Absorption
Just intravascular stent (be example with 316L SS) is immersed in concentrated sulphuric acid/salpeter solution of 5M, and room temperature reaction 24h obtains the negative charged surface that hydroxyl is rich on the surface.Respectively with being immersed in polylysine/polyvinyl imide liquor of 300 μ M, obtain stable rich amino surface then, obtaining amido density on this intervention apparatus surface is 100nmol/cm
2Be rich in the amido surface layer.
B, SeDPA and heparin sodium are fixing altogether
SeDPA is dissolved in respectively in the WSC solution by 5mg/ml sodium by 2.00mg/ml and heparin sodium; The 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid buffer solution, 1mg/ml) the N-hydroxyl succinamide of carbodiimide and 0.24mg/ml obtains SeDPA-WSC and heparin sodium-WSC solution respectively; Be mixed into SeDPA/ heparin sodium-WSC solution after placing SeDPA-WSC and heparin sodium-WSC solution 1min-12h, having the intravascular stent of rich amino-compound thin film to be soaked in described SeDPA/ heparin sodium-WSC solution surface adsorption reacted 24 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The intravascular stent of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back at intravascular stent has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Embodiment 7
A, prepare amino surface based on silane coupler
Intravascular stent (be example with the Co-Cr alloy substrates) is immersed in concentrated sulphuric acid/salpeter solution of 5M, and room temperature reaction 12h obtains the negative charged surface that hydroxyl is rich on the surface.Then it is immersed in 2% ethanol/3-aminopropyltriethoxywerene werene, obtains stable rich amino surface, obtaining amido density on this intervention apparatus surface is 60nmol/cm
2Be rich in the amido surface layer.
B, SeDPA and heparin sodium are fixing altogether
SeDPA is dissolved in respectively in the WSC solution by 8.00mg/ml sodium by 2.00mg/ml and heparin sodium; The 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid buffer solution, 1mg/ml) the N-hydroxyl succinamide of carbodiimide and 0.24mg/ml obtains SeDPA-WSC and heparin sodium-WSC solution respectively; Be mixed into SeDPA/ heparin sodium-WSC solution after placing SeDPA-WSC and heparin sodium-WSC solution 30min, having the intravascular stent of rich amino-compound thin film to be soaked in described SeDPA/ heparin sodium-WSC solution surface adsorption reacted 24 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The intravascular stent of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back at intravascular stent has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Embodiment 8
A, prepare amino surface based on silane coupler
Artificial blood vessel (be example with PLGA) is immersed in concentrated sulphuric acid/salpeter solution of 5M, and room temperature reaction 12h obtains the negative charged surface that hydroxyl is rich on the surface.Then it is immersed in 2% ethanol/3-aminopropyltriethoxywerene werene, obtains stable rich amino surface, obtaining amido density on this intervention apparatus surface is 30nmol/cm
2Be rich in the amido surface layer.
B, SeDPA and heparin sodium are fixing altogether
SeDPA is dissolved in respectively in the WSC solution by 8.00mg/ml sodium by 5.00mg/ml and heparin sodium; The 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid buffer solution, 1mg/ml) the N-hydroxyl succinamide of carbodiimide and 0.24mg/ml obtains SeDPA-WSC and heparin sodium-WSC solution respectively; Be mixed into SeDPA/ heparin sodium-WSC solution after placing SeDPA-WSC and heparin sodium-WSC solution 30min, having the artificial blood vessel of rich amino-compound thin film to be soaked in described SeDPA/ heparin sodium-WSC solution surface adsorption reacted 24 hours, use the abundant rinsing of PBS and distilled water then respectively, drying namely gets goal object.
The artificial blood vessel of this heparin functionalization not only has excellent anticoagulation, promotes inner skin cell viscosity to echo multiplication capacity and suppresses the adhesion of smooth muscle cell and the ability of propagation, in addition, the nitric oxide of implanting the lasting catalysis generation in back at intravascular stent has therapeutical effect to atherosclerosis, thereby reaches the vascular tissue of repairing pathological changes.
Claims (9)
1. preparation method with endothelium bionic function coating is characterized in that: will have the connection selenium compound SeDPA of nitric oxide catalytic activity and heparin and be fixed on the biomaterial surface that amido is rich in implantation, intervention apparatus altogether.
2. the described a kind of preparation method with endothelium bionic function coating of claim 1 is characterized in that, it is 1nmol/cm that the described biomaterial surface that is rich in amido adopts one of following method to obtain amido density on the intervention apparatus surface
2~300nmol/cm
2Be rich in the amido surface layer, comprise and be not limited to: be 1) plasma-deposited; 2) the rich amino-compound preparation of Electrostatic Absorption; 3) dopamine auto polymerization thin film; 4) silane coupler preparation.
3. a kind of preparation method with endothelium bionic function coating according to claim 1 and 2 is characterized in that, described selenium compound SeDPA and heparin are fixing altogether, comprise the steps:
The preparation of connection selenium compound SeDPA/ heparin-WSC solution: 0.1 μ g-100mg/mL is joined selenium compound SeDPA and 0.1 μ g-100mg/mL heparin sodium and is dissolved in the WSC solution 2-(N-morpholine that consists of 9.76mg/ml of WSC solution) the N-hydroxyl succinamide NHS of carbodiimide EDC and 0.24mg/ml 1-ethyl-3-(3-dimethylamino-propyl of ethyl sulfonic acid MES buffer solution, 1mg/ml);
The biomaterial that amino coating is rich on the described surface that has prepared was soaked in connection selenium compound SeDPA/ heparin-WSC solution reaction 1-48 hour, use the abundant rinsing of phosphate buffer PBS and distilled water then respectively, drying namely gets target and has endothelium bionic function coating.
4. a kind of preparation method with endothelium bionic function coating according to claim 1 is characterized in that described implantation, intervention apparatus include but not limited to angiocarpy bracket and artificial blood vessel.
5. a kind of preparation method with endothelium bionic function coating according to claim 1 and 2, it is characterized in that, SeDPA-WSC solution and heparin WSC solution are prepared in also can adopting of described selenium compound SeDPA/ heparin-WSC solution respectively, and decomposite method makes then.
6. a kind of preparation method with endothelium bionic function coating according to claim 1 and 2, it is characterized in that, described plasma-deposited treatment process is: intervention apparatus is put into film deposition chamber, when the reative cell vacuum is evacuated to 0.01-2Pa, feed flow and be the argon of 0.5-5sccm as discharge gas, and feeding allylamine as reacting gas, to make operating pressure be 1-10Pa, at radio-frequency power 5-50W, back bias voltage is 0-150V, pulse duty factor be carry out under the condition of 5-100% for the time 5-60 minute plasma polyallylamine thin film deposition, namely be rich in amino plasma polyallylamine thin film in intervention apparatus surface deposition.
7. a kind of preparation method with endothelium bionic function coating according to claim 2, it is characterized in that, the treatment process of described dopamine auto polymerization preparation is: intervention apparatus is immersed in the Tris solution of 0.01mg/ml-10mg/ml dopamine, react 4-48h under the room temperature, use the ultrasonic rinsing of PBS and distilled water then respectively, drying both must be rich in amino film surface.
8. a kind of preparation method with endothelium bionic function coating according to claim 1 and 2, it is characterized in that, the treatment process of the rich amino-compound preparation of described Electrostatic Absorption is: intervention apparatus is immersed in the sodium hydroxide solution of 1M-5M, 50 ℃-90 ℃ reaction 5-24h obtain the negative charged surface that hydroxyl is rich on the surface; Respectively with being immersed in polylysine/polycationic polymer solution such as polyvinyl imines of 1uM-500uM, obtain stable rich amino surface then.
9. a kind of preparation method with endothelium bionic function coating according to claim 1 and 2, it is characterized in that, the treatment process of described silane coupler preparation is: intervention apparatus is immersed in concentrated sulphuric acid/salpeter solution of 1M-5M, room temperature reaction 5-24h obtains the negative charged surface that hydroxyl is rich on the surface; Then it being immersed in 2% ethanol/3-aminopropyl triethoxy is in the silane coupler of representative, obtains stable rich amino surface.
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