CN104174385A - Bilirubin adsorbent for blood perfusion - Google Patents
Bilirubin adsorbent for blood perfusion Download PDFInfo
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- CN104174385A CN104174385A CN201410362280.0A CN201410362280A CN104174385A CN 104174385 A CN104174385 A CN 104174385A CN 201410362280 A CN201410362280 A CN 201410362280A CN 104174385 A CN104174385 A CN 104174385A
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Abstract
The invention relates to a bilirubin adsorbent for blood perfusion. The bilirubin adsorbent is based on a molecular imprinting principle, oligomeric macromolecules and the like which have the molecular weight similar to that of human serum albumin are taken as pore-foaming agents, polystyrene-divinyl benzene is taken as a basic framework, and the bilirubin adsorbent with oversized aperture and high specific surface area is prepared according to a free radical suspension polymerization method. The bilirubin adsorbent not only has ultrahigh specific surface area, but also has a pore passage suitable for the free diffusion of bilirubin conjugated with albumin, and has a good adsorbing effect on the conjugated and non-conjugated bilirubin. Furthermore, compared with the traditional bilirubin adsorbent, the bilirubin adsorbent for blood perfusion has the characteristics of being simple in preparation technology, good in biocompatibility, large in adsorption capacity, and free from risk of electrolyte disorder, thus being not only used for plasma perfusion, but also used for removing the bilirubin by all-blood perfusion.
Description
Technical field
The invention belongs to biological medicine technology field, relate to a kind of Medical Adsorbents of novelty, be particularly applicable to remove bilirubin too high in blood and the adsorbent of cholic acid by extracorporeal blood perfusion.
Background technology
bilirubin (Bilirubin BR) is one of main pigment of bile, is produced by red blood cell aging, mainly after liver metabolism, drains.As bilirubin in body produces too much, or liver is to bilirubinic picked-up, metabolism or excretory function generation obstacle, and bilirubin will be accumulated in vivo, causes occurring Bilirubinemia.Unconjugated bilirubin is a kind of endogenous toxin, and its lipophilicity is that it very easily passes through biomembrane, and deposits in tissue, causes the xanthochromia such as sclera, skin.In the time that in blood plasma, unconjugated bilirubin concentration exceedes 20-25mg/dl, it can see through blood brain barrier and nerve nucleus combination, disturbs function of brain cell, and brain is caused to irreversible damage, i.e. bilirubin encephalopathy (HIE), and prognosis is very poor, even jeopardizes patient's life.In addition, a lot of diseases are all relevant with bilirubin savings in vivo clinically, if can effectively remove excessive bilirubin in patient body, for improving quality of life, save patient's life and be significant.
Clinically the treatment of hyperbilirubinemia is mainly adopted to phototherapy, medicine treatment, plasma exchange and blood purification (dialysis and blood perfusion etc.) treatment etc. at present.Phototherapy is mainly for the lighter patient of symptom; Medicine treatment clinical effectiveness is not bery desirable, and patient's symptom often can not be improved in time; Plasma exchange needs a large amount of fresh plasmas, and expense is higher and originate limitedly, and has cross-infection risk; Haemodialysis has better effects to little molecule, water-soluble toxin, unsatisfactory to fat-soluble bilirubin; With regard to bilirubinic removing, blood perfusion has clear superiority, and obtains clinical concern more and more.
Aspect the hemoperfusion treatment of hyperbilirubinemia, the sorbent material adopting is mainly active carbon and synthetic resin.Active carbon specific area is high, average pore size is less, not ideal to bilirubinic adsorption effect, and easily de-particle causes embolism.The application of synthetic resin mainly concentrates on macroporous type anion exchange resin field, the BL-300 producing as Japanese Kuraray company, the BR-350 of Asahi Chemical Industry of Japan, the MARS system of Germany, the sorbent used resin anion (R.A.)s that are of product such as the BS-300 of China's key sail, these resins, because of with strong basicity group, adopt plasma perfusion mode more, have the risk that causes electrolyte balance disorder simultaneously.In the field of study, having the styrene of employing carrier, is aglucon by activated grafting active amino, dextrin etc.; Employing polyvinyl alcohol is carrier, grafting polyamines aglucon; Adopt agarose carrier, grafting is aglucon with the molecule of amido; Also have the polymeric adsorbent of introducing cyano group etc. in styrene skeleton, above resin, based on many factors, still rests on laboratory research, and data is many removings based on little molecule unconjugated bilirubin also, so can not truly reflect the reality that clinical practice faces.
Aspect the research of adsorbent for bilirubin, be still lipophilicity segment and anion carboxyl based on bilirubin molecular structure at present, increase the removing effect to blood mesobilirubin by introduce cation amido on adsorbent.But such adsorbent only can be used for plasma perfusion, and biocompatibility is poor, exist the problems such as electrolyte disturbance to need to pay close attention to, also greatly increase patient's medical expense simultaneously.
China does not still have the one can be for whole blood perfusion at present, and the adsorbent product that bilirubin is removed effect excellence is occurred.Therefore, a kind of novel adsorbent for bilirubin product of urgent clinical needs, it can not only be used for whole blood perfusion, and can high-efficient cleaning except the bilirubin in blood, also there is relatively cheap cost simultaneously, make blood perfusion technique more wide range of services in extensive patients.
Summary of the invention
The present invention seeks to the deficiency existing for existing adsorbent for bilirubin, a kind of good biocompatibility is provided, intensity is high, adsorption capacity is large and low cost of manufacture, can be used for adsorbent for bilirubin of whole blood perfusion and preparation method thereof.
Provided by the inventionly obtain adsorbent for bilirubin for blood perfusion, taking crosslinked polystyrene-divinylbenzene microspheres as underlying carrier, with the oligomeric macromolecule (low polystyrene of degree of polymerization 100-1000, the oligomeric methacrylate class of degree of polymerization 100-1000, the polyvinyl acetate of degree of polymerization 200-800 etc.), toluene, liquid wax, Gu wax, and their ratio mixture is pore-foaming agent, press the standby macroporous absorbent resin microballoon of free radical suspensioning polymerization legal system, then this microballoon employing is had to good biocompatibility material and carry out coating, further improve biocompatibility and the adsorptive selectivity of adsorbent,
Carrier is spherical, and swellbility is low, and mechanical strength is good, particle diameter between 0.3-1.0mm, specific area 500-1500m
2/ g, aperture 5-50nm.
It is carrier material that the present invention preferentially selects styrene-divinylbenzene polymer microballoon, and this material preparation process is simple, structure can regulate and control flexibly.
The coated fertilizer that the present invention selects is collodion or poly hydroxy ethyl acrylate.By the thickness of adjustment kit membrane material, when increasing carrier good biocompatibility, the selective absorption effect to material in blood that also can give adsorbing agent carrier.Coated fertilizer used also can be shitosan, heparin, polyvinyl alcohol, heparin etc.
Adsorbent provided by the invention can be used for plasma perfusion and removes bilirubin, or for whole blood perfusion.
The preparation method of adsorbent provided by the invention, can realize by following steps:
The 1st step, the preparation of crosslinked polystyrene-divinylbenzene macroporous microsphere
1.1st, at normal temperatures, gelatin or polyvinyl alcohol are dissolved in the water, are made into 1.0-2.0%(mass fraction) water, be heated to 30-55 DEG C so that gelatin or polyvinyl alcohol fully dissolve;
1.2nd, the styrene taking mass ratio as 0-1:1 and divinylbenzene are reaction monomers; With the doubly low polystyrene, oligomeric methacrylate class, polyvinyl acetate, toluene, liquid wax, solid wax etc. of (mass ratio) of reaction monomers 0.5-3, or their ratio mixture is pore-foaming agent; Reaction monomers and pore-foaming agent are mixed, be referred to as oil phase.
1.3rd, above-described water is mixed with oil phase, wherein the volume ratio of water and oil phase is 3-4:1; Taking benzoyl peroxide or azo-bis-isobutyl cyanide as initator, consumption is the 1-3% of mix monomer gross mass; Through suspension polymerisation, be slowly warming up to 70-80 DEG C with the speed of 1-2 DEG C/5 minutes, reaction 3-5 hour, slowly be warming up to 85 DEG C of reaction 3-5 hour with the speed of 1-2 DEG C/5 minutes again, slowly be warming up to more than 95 DEG C with the speed of 1-2 DEG C/5 minutes again, reaction 3-5 hour, reaction system after filtration, after carrying out washing treatment, prepare polystyrene macropore ball, for subsequent use.
The 2nd step, coating
2.1st, coating agent (collodion or poly hydroxy ethyl acrylate etc.) is dissolved in solvent (ethanol, ether etc. or their mixed solvent), preparing concentration is the agent of 0.1-1%(coating and solvent quality ratio) coating agent solution.
2.2nd, then get the prepared adsorbent of the 1st step, coating agent solution is joined in adsorbent, adsorbent is fully soaked, the 1-3 that coating agent consumption is adsorbent is (volume ratio) doubly.Fully clean by ethanol or deionized water again, obtain the adsorbent product of coating.
The outward appearance of the prepared adsorbent for bilirubin of the present invention and physical and chemical parameter are: milky spheric granules, particle diameter 0.3-1.0mm, specific area 500-1500m
2/ g dried resin, water content 50-65%, average pore size 5-50nm, porosity 50-80%.This adsorbent can be used for blood perfusion and removes the bilirubin in blood.
Advantage of the present invention and beneficial effect
The present invention, according to the bilirubinic molecular size of albumin-binding, has designed large aperture, high-specific surface area polystyrene type adsorbent.By kind and the thickness of adjustment kit membrane material, when not only can increasing carrier good biocompatibility, also can give the selective absorption effect to material in blood of adsorbing agent carrier.Adsorption experiment shows, adsorbent for bilirubin of the present invention has good absorption property and blood compatibility to the bilirubin in blood, is used for the treatment of hyperbilirubinemia safety, effectively.
Brief description of the drawings
Fig. 1 is that different adsorbents are to bilirubinic adsorption rate test result figure.
Detailed description of the invention
the preparation of the high Crosslinked Macroporous microballoon of embodiment 1
At normal temperatures, 10g gelatin is dissolved in 1000ml water, is made into 1.0%(mass fraction) the aqueous solution, the there-necked flask that is placed in 2000ml be heated to 45 DEG C so that gelatin fully dissolve, by 50g styrene, 100g divinylbenzene, 110g toluene, 190g atoleine, after mixing, 10g low polystyrene (degree of polymerization 1000) and 1.5g azo-bis-isobutyl cyanide add in there-necked flask, start stirring, adjusting rotary speed makes oil droplet be dispersed into modest size, through suspension polymerisation, slowly be warming up to 78 DEG C with the speed of 1-2 DEG C/5 minutes, react 3 hours, slowly be warming up to 85 DEG C with the speed of 1-2 DEG C/5 minutes again, react 3 hours, slowly be warming up to more than 95 DEG C with the speed of 1-2 DEG C/5 minutes again, react 5 hours, then stop reaction, filter, after carrying out washing treatment, prepare
crosslinked polystyrene-divinylbenzene macropore ball.Particle diameter 0.5-1.0mm, average pore size 25nm, specific area 620m
2/ g.
the preparation of the high Crosslinked Macroporous microballoon of embodiment 2
At normal temperatures, 18g polyvinyl alcohol is dissolved in 1200ml water, is made into 1.5%(mass fraction) the aqueous solution, the there-necked flask that is placed in 3000ml be heated to 45 DEG C so that polyvinyl alcohol fully dissolve, by styrene 25g, 125g divinylbenzene, 20g oligomeric methacrylate class, 80g toluene, 25g atoleine, after mixing, 25g solid paraffin and 2.0g benzoyl peroxide add in there-necked flask, start stirring, adjusting rotary speed disperses oil droplet, through suspension polymerisation, slowly be warming up to 78 DEG C with the speed of 1-2 DEG C/5 minutes, react 3 hours, slowly be warming up to 85 DEG C with the speed of 1-2 DEG C/5 minutes again, react 3 hours, slowly be warming up to more than 95 DEG C with the speed of 1-2 DEG C/5 minutes again, react 5 hours, then stop reaction, filter, after carrying out washing treatment, prepare height
crosslinked polystyrene-divinylbenzene macropore ball.Particle diameter 0.3-1.0mm, average pore size 25nm, specific area 700m
2/ g.
the preparation of embodiment 3 high crosslinked super big hole microballoons
At normal temperatures, 20g polyvinyl alcohol is dissolved in 1000ml water, is made into 2.0%(mass fraction) the aqueous solution, the there-necked flask that is placed in 2000ml be heated to 45 DEG C so that polyvinyl alcohol fully dissolve, by 150g divinylbenzene, 200g toluene, 190g solid paraffin, after mixing, 15g polyvinyl acetate (degree of polymerization 500) and 1.5g benzoyl peroxide add in there-necked flask, start stirring, adjusting rotary speed makes oil droplet be dispersed into modest size, through suspension polymerisation, slowly be warming up to 78 DEG C with the speed of 1-2 DEG C/5 minutes, react 3 hours, slowly be warming up to 85 DEG C with the speed of 1-2 DEG C/5 minutes again, react 3 hours, slowly be warming up to more than 95 DEG C with the speed of 1-2 DEG C/5 minutes again, react 5 hours, then stop reaction, filter, after carrying out washing treatment, prepare height
crosslinked super big hole microballoon.Particle diameter 0.3-1.0mm, average pore size 45nm, specific area 1200m
2/ g.
embodiment 4 collodion coatings
Accurately take the microballoon 10ml handling well in embodiment 1, under stirring, join 10ml containing 1%(mass ratio) in the ethanolic solution of collodion, continue to stir, make collodion be uniformly distributed in microsphere surface, reclaim after alcohol solvent, by resin after coating with water for injection repeatedly after rinsing, drying for standby, numbering: SSL-1.
embodiment 5 coatings
By the hydroxyethyl methacrylate polymer of 0.5% degree of cross linking of 0.1g, be dissolved in the ether of 20ml, preparation obtains 0.5% coating agent solution, then accurately takes the microballoon 10ml handling well in embodiment 2, under stirring, joins in diethyl ether solution, continue to stir, make poly hydroxy ethyl acrylate polymer be uniformly distributed in microsphere surface, reclaim after ether solvent, by resin after coating with water for injection repeatedly after rinsing, drying for standby, numbering: SSL-2.
embodiment 6 coatings
By the hydroxyethyl methacrylate polymer of 0.5% degree of cross linking of 0.02g, be dissolved in the ether of 20ml, preparation obtains 0.1% coating agent solution, then accurately takes the microballoon 10ml handling well in embodiment 3, under stirring, joins in diethyl ether solution, continue to stir, make hydroxyethyl methacrylate polymer be uniformly distributed in microsphere surface, reclaim after ether solvent, by resin after coating with water for injection repeatedly after rinsing, drying for standby, numbering: SSL-3.
embodiment 7 macroporous microsphere Staticadsorption experiment
The preparation that simulation hyperbilirubinemia is asked: take 2.0g bovine serum albumin(BSA), add PBS buffer solution 133ml to dissolve, obtain simulating serum solution.Accurately take again 15mg bilirubin, dissolve with 3.0ml methyl-sulfoxide and 2.0ml sodium carbonate liquor (0.l mol/L), and with join simulation serum solution constant volume, obtain the bilirubin solution of 100ml.
SSL-1, SSL-2, the SSL-3 macroporous microsphere got in embodiment 4,5,6 are test group, buy taking Rhom and Hass of the XAD-4(U.S.) resin is as comparative study object, get respectively various types of resins 0.5ml in 25ml conical flask, water is blotted with syringe, add 15ml simulation hyperbilirubinemia clear liquid, use stopper jam-pack, and seal with sealed membrane.Lucifuge is placed in air table, 37 DEG C of concussion absorption 2h.
Get supernatant and survey bilirubin concentration, and establish blank, test in triplicate for every group, and calculate the adsorption rate of adsorbance and unit volume resin according to following formula:
AP=
In formula, AP is adsorption rate (%),
with
be respectively the absorption bilirubinic concentration in front and back (mg/dl).
Test result is for being shown in Fig. 1, and result is visible, XAD-4 to simulation the bilirubinic adsorption rate in serum in 40% left and right, and resin of the present invention to the bilirubinic adsorption rate in same system all more than 85%, exceed more than one times than control group.
the static blood compatibility test of embodiment 8 macroporous microspheres
Take respectively 0.2mL adsorbent SSL-1, SSL-2, SSL-3, after fully rinsing with sodium chloride injection, join in the human blood of 2mLEDTA-K2 anti-freezing, in blank group blood, do not add adsorbent, 2h is placed in 37 DEG C of water-baths, gets respectively 20 μ l and measures the variation of haemocyte index in blood cell analyzer.
The results are shown in following table:
From table, result is known: the adsorbent of gained of the present invention, all has good blood compatibility.
Claims (5)
1. the adsorbent for bilirubin for blood perfusion, it is characterized in that this adsorbent is taking polystyrene-divinylbenzene as carrier, taking toluene, liquid wax, solid paraffin, oligomeric macromolecule and their ratio mixture as pore-foaming agent, press the standby macroporous absorbent resin microballoon of free radical suspensioning polymerization legal system, then this microballoon employing is had to good biocompatibility material and carry out coating, further improve the biocompatibility of adsorbent.
2. adsorbent according to claim 1, is characterized in that between described carrier microballoons particle diameter 0.3-1.0mm specific area 500-1500m
2/ g, aperture 5-50nm.
3. adsorbent according to claim 1, is characterized in that coated fertilizer used is collodion or cross-linked poly-methyl methacrylate hydroxyl ethyl ester.
4. adsorbent according to claim 1, is characterized in that low polystyrene, the polyvinyl acetate of degree of polymerization 200-800 and the polymethacrylates of degree of polymerization 100-1000 that described oligomeric macromolecule pore-foaming agent is degree of polymerization 100-1000.
5. the application of adsorbent claimed in claim 1, removes bilirubin for plasma perfusion, or for whole blood perfusion.
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104624170A (en) * | 2014-12-25 | 2015-05-20 | 佛山市博新生物科技有限公司 | Adsorbent for treating gram bacterial infection and blood perfusion device |
| CN105126785A (en) * | 2015-07-31 | 2015-12-09 | 珠海健帆生物科技股份有限公司 | Adsorbent, preparation method thereof, and resin containing long-chain quaternary ammonium salt |
| CN106238016A (en) * | 2016-09-13 | 2016-12-21 | 苏州驿通滤材科技有限公司 | A kind of preparation method of bilirubin removal hemoperfusion resin sorbent |
| CN106622169A (en) * | 2016-12-14 | 2017-05-10 | 广州市恩德氏医疗制品实业有限公司 | Medical adsorbent, and preparation method and applications thereof |
| CN107262057A (en) * | 2016-04-08 | 2017-10-20 | 中国科学院大连化学物理研究所 | A kind of preparation method of bilirubin resin anion (R.A.) adsorbent |
| CN109513429A (en) * | 2017-09-18 | 2019-03-26 | 重庆希尔康血液净化器材研发有限公司 | A kind of preparation method of modified adsorbent for bilirubin |
| CN112221474A (en) * | 2020-09-23 | 2021-01-15 | 重庆天外天生物技术有限公司 | Bilirubin adsorbent with high mechanical strength and good biocompatibility and preparation method thereof |
| CN113262762A (en) * | 2021-05-06 | 2021-08-17 | 西安蓝深环保科技有限公司 | Adsorbing material for blood perfusion and preparation method thereof |
| CN113372474A (en) * | 2021-06-29 | 2021-09-10 | 西安蓝晓科技新材料股份有限公司 | Blood perfusion resin and preparation method and application thereof |
| CN114106406A (en) * | 2020-08-31 | 2022-03-01 | 泉州师范学院 | Ultrahigh cross-linked porous resin adsorbent for blood perfusion and preparation method thereof |
| CN114950383A (en) * | 2022-04-08 | 2022-08-30 | 江苏贝美医疗科技有限公司 | Cytokine adsorbent for blood purification and preparation method thereof |
| CN115746200A (en) * | 2022-10-21 | 2023-03-07 | 四川大学 | Gel microsphere capable of adsorbing and decomposing bilirubin, preparation method and application thereof |
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Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104624170A (en) * | 2014-12-25 | 2015-05-20 | 佛山市博新生物科技有限公司 | Adsorbent for treating gram bacterial infection and blood perfusion device |
| CN105126785A (en) * | 2015-07-31 | 2015-12-09 | 珠海健帆生物科技股份有限公司 | Adsorbent, preparation method thereof, and resin containing long-chain quaternary ammonium salt |
| CN107262057B (en) * | 2016-04-08 | 2020-04-17 | 中国科学院大连化学物理研究所 | Preparation method of bilirubin anion resin adsorbent |
| CN107262057A (en) * | 2016-04-08 | 2017-10-20 | 中国科学院大连化学物理研究所 | A kind of preparation method of bilirubin resin anion (R.A.) adsorbent |
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| CN106622169B (en) * | 2016-12-14 | 2019-07-12 | 广州市恩德氏医疗制品实业有限公司 | A kind of Medical Adsorbents and its preparation method and application |
| CN106622169A (en) * | 2016-12-14 | 2017-05-10 | 广州市恩德氏医疗制品实业有限公司 | Medical adsorbent, and preparation method and applications thereof |
| CN109513429A (en) * | 2017-09-18 | 2019-03-26 | 重庆希尔康血液净化器材研发有限公司 | A kind of preparation method of modified adsorbent for bilirubin |
| CN114106406A (en) * | 2020-08-31 | 2022-03-01 | 泉州师范学院 | Ultrahigh cross-linked porous resin adsorbent for blood perfusion and preparation method thereof |
| CN112221474B (en) * | 2020-09-23 | 2023-04-07 | 重庆天外天生物技术有限公司 | Bilirubin adsorbent with high mechanical strength and good biocompatibility and preparation method thereof |
| CN112221474A (en) * | 2020-09-23 | 2021-01-15 | 重庆天外天生物技术有限公司 | Bilirubin adsorbent with high mechanical strength and good biocompatibility and preparation method thereof |
| CN113262762A (en) * | 2021-05-06 | 2021-08-17 | 西安蓝深环保科技有限公司 | Adsorbing material for blood perfusion and preparation method thereof |
| CN113372474A (en) * | 2021-06-29 | 2021-09-10 | 西安蓝晓科技新材料股份有限公司 | Blood perfusion resin and preparation method and application thereof |
| CN113372474B (en) * | 2021-06-29 | 2023-10-20 | 西安蓝晓科技新材料股份有限公司 | Blood perfusion resin and preparation method and application thereof |
| CN114950383A (en) * | 2022-04-08 | 2022-08-30 | 江苏贝美医疗科技有限公司 | Cytokine adsorbent for blood purification and preparation method thereof |
| CN114950383B (en) * | 2022-04-08 | 2024-02-06 | 淄博康贝医疗器械有限公司 | Cytokine adsorbent for blood purification and preparation method thereof |
| CN115746200A (en) * | 2022-10-21 | 2023-03-07 | 四川大学 | Gel microsphere capable of adsorbing and decomposing bilirubin, preparation method and application thereof |
| CN115746200B (en) * | 2022-10-21 | 2024-01-26 | 四川大学 | Gel microsphere capable of adsorbing and decomposing bilirubin, preparation method and application thereof |
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