CN105037586A - Anticoagulant medical material and preparation method thereof - Google Patents
Anticoagulant medical material and preparation method thereof Download PDFInfo
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- CN105037586A CN105037586A CN201510310690.5A CN201510310690A CN105037586A CN 105037586 A CN105037586 A CN 105037586A CN 201510310690 A CN201510310690 A CN 201510310690A CN 105037586 A CN105037586 A CN 105037586A
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Abstract
The invention discloses an anticoagulant medical material and a preparation method thereof. A hydroxy-containing natural biological material wheat straw hemicellulose polysaccharide and a sulfur trioxide-pyridine composite are subjected to chemical reaction; and by using the xylose unit in the hemicellulose as the reaction object, the sulfuric acid group is introduced into the hemicellulose polysaccharide to prepare the anticoagulant medical material. Compared with the prior art, the anticoagulant medical material provided by the invention has the advantages of favorable anticoagulation effect, simple preparation technique, low cost, favorable biocompatibility and the like, and has wide application prospects in clinic.
Description
Technical field
The invention belongs to biomedical materials field, especially relate to a kind of anticoagulation medical material and preparation method thereof.
Background technology
Along with development and the growth in the living standard of human society, the problems such as the quickening of overnutrition, rhythm of life, global environment deterioration day by day highlight, and the M & M of the cardiovascular and cerebrovascular diseases caused thus is in increasing trend year by year.At present, the clinical anticoagulation medicine mainly heparin being used for the treatment of this type of disease, but heparin can produce many adverse side effects in clinical application, as medication too much can cause hematostaxis and heparin-induced thrombocytopenia, prolonged application can produce temporary alopecia, osteoporosis and spontaneous fracture, to the patient poor effect having Antithrombin deficiency, in addition, the heparin structure of different sources is widely different, cause its physiologically active unstable, the heparin be separated from animal livers also likely brings out the Protein virus relevant to mad cow disease and pollutes.
Chinese patent CN1431225A discloses Sulfocellulose and preparation method thereof and this Sulfocellulose is preparing the application in anticoagulation medicine, the preparation method of Sulfocellulose comprises the steps: that (1) Mierocrystalline cellulose infiltrates in DMF; (2) with sulphating reagent, sulfating reaction is carried out to the Mierocrystalline cellulose after infiltration; (3) regulate product pH to 8-9, obtain Sulfocellulose through dialysis and concentrate drying, this patent uses chlorosulfonic acid method comparatively loaded down with trivial details and has certain danger, and misoperation easily sets off an explosion.
Summary of the invention
Object of the present invention is exactly provide a kind of preparation technology simple to overcome defect that above-mentioned prior art exists, easy to operate, has good biocompatibility, is suitable for mass-produced anticoagulation medical material and preparation method thereof.
Object of the present invention can be achieved through the following technical solutions:
A kind of preparation method of anticoagulation medical material, chemical reaction is carried out by the natural biologic material wheat straw Hemicellulose Polysaccharide containing hydroxyl and sulfur trioxide-pyridine mixture, to utilize in hemicellulose xylose units as reaction object, in Hemicellulose Polysaccharide, introduce sulfate group prepare anticoagulation medical material, specifically adopt following steps:
(1) alkali lye is utilized from wheat straw, to isolate hemicellulose and purify, alcohol settling, centrifugal, lyophilize;
(2) be dissolved in DMF, dimethyl sulfoxide (DMSO) or methane amide by the hemicellulose that step (1) obtains, controlled concentration is 50-150mg/mL, and after heating obtains clear transparent solutions, flowing water cools;
(3) in step (2) gained solution, add sulfur trioxide-pyridine mixture to carry out, temperature of reaction 40 ~ 70 DEG C, in sulfur trioxide-pyridine mixture and Hemicellulose Polysaccharide, the mol ratio of hydroxyl is between 0.5 ~ 3;
(4) extremely neutral with concentrated NaOH solution regulating step (3) products therefrom, after dehydrated alcohol precipitation, then with ethanol repetitive scrubbing, centrifugal;
(5) step (4) centrifugal after product is dialysed three days with deionized water, then through rotary evaporation, lyophilize, namely obtains anticoagulant material.
Described in step (1), alkali lye is the sodium hydroxide solution of concentration 50-100g/L, and temperature when isolating hemicellulose is 60 ~ 90 DEG C, solid-to-liquid ratio 1:4 ~ 1:8.
Alkaline hydrogen peroxide solution purification hemicellulose is adopted in step (1), strength of solution is at 5-20g/L, and solid-to-liquid ratio is 1:5 ~ 1:20, and regulates pH to 10, purification temperature is 60 ~ 90 DEG C, reaction terminate after with after second acid for adjusting pH to slightly acidic again with alcohol settling.
Step also adds lithium chloride catalyzer in (2), and catalyzer and hemicellulose mass ratio are 1:2-3.
Being heated to temperature of reaction system in step (2) is 70 ~ 100 DEG C.
The concentration of the concentrated NaOH solution described in step (4) is 10-20mol/L.
In the anticoagulation medical material prepared, hemicellulose used contains the xylan of 90%.
Compared with prior art, the present invention utilizes the hemicellulose being rich in xylan be separated from agricultural wastes wheat straw to be raw material, and preparation has the polysaccharide derivates-xylan sulfuric ester of anticoagulant active.Because controlling sulfate polyose is similar to heparin chemical property, not only can as anti-coagulant, also there is anti-virus and anticancer activity, and natural plant polyose has unique biocompatibility and biodegradability, can avoid the many side effects using heparin to bring, be the good selection of alternative heparin.
First the present invention is separated the hemicellulose being rich in xylan in wheat straw by NaOH solution, utilize the free hydroxyl group generation esterification of sulfur trioxide-pyridine mixture and xylan unit, adopt sulfur trioxide-pyridine mixture simple to operate, safety coefficient is higher, chlorsulfonic acid will be adopted to cause the possibility of blasting because of raw material, thus conveniently prepare sulphating xylan anticoagulant material.
Preparation technology of the present invention is simple, and with low cost, easy to operate, anticoagulant effect is remarkable, meanwhile, raw materials usedly take from vegetable polysaccharides, source is wide, and cost is low, and there is good biocompatibility, be suitable for a large amount of production, have broad application prospects in biomedical materials field.
Accompanying drawing explanation
Fig. 1 is anticoagulant material preparation feedback schematic diagram;
Fig. 2 is the infrared spectra contrast figure of hemicellulose and sulphating hemicellulose;
Fig. 3 is that sulphating hemicellulose anticoagulant material is on the impact of thrombin activity.
Embodiment
Below in conjunction with the drawings and specific embodiments, the present invention is described in detail.
Embodiment 1
Get 300g wheat straw raw material and be placed in 15L electric heating revolution pulp digester, adding concentration is 80g/L sodium hydroxide solution, solid-to-liquid ratio 1:4,75 DEG C of insulation 2h, extraction fluid also regulates extracting solution pH to 5.5 ~ 6, add 3 times of volume dehydrated alcohols, centrifugation, then with 70% acidic ethanol (pH5.5 ~ 6) washing 3 ~ 4 times, through centrifugal, precipitation, lyophilize 48h, namely obtains thick Hemicellulose Polysaccharide.Utilize the H of 10g/L
2o
2solution is further purified the hemicellulose after lyophilize.Actual conditions is as follows, solid-to-liquid ratio 1:20, temperature 60 C, and time 2h, pH are about 10.5.After reaction terminates, with the second acid for adjusting pH to 5.7 of volume fraction 20%, for several times, namely lyophilize obtains purifying Hemicellulose Polysaccharide to the washing with alcohol with 70%.In various embodiments of the present invention, Hemicellulose Polysaccharide used all adopts the method to prepare.
Get DMF20mL and be placed in reactor, add 2gLiCl, after LiCl dissolves, add 2g Hemicellulose Polysaccharide (hydroxyl 30mmol), after 95 DEG C of abundant dissolvings, flowing water cools, add 2.16g sulfur trioxide pyridine complex, after 50 DEG C of reaction 3h, taking off flask and be placed in ice-water bath, take concentration as 20molL
-1sodium hydroxide solution regulate after pH to neutrality, with dehydrated alcohol precipitation, then use washing with alcohol three times, after centrifugal, precipitation be dissolved in deionized water, being placed in molecular weight cut-off is that the dialysis tubing deionized water of 3500Da is dialysed three days, rotary evaporation after dialysis, lyophilize, obtains anticoagulant material.
Fig. 1 is anticoagulant material preparation feedback schematic diagram, as shown in the figure, by SO in the dimethyl sulphoxide solution of Lewis base (pyridine)
3h
+h in substituted polysaccharide hydroxyl, then through NaOH neutralization, obtain hemicellulose sulfuric ester.
Fig. 2 is the infrared spectra contrast figure of hemicellulose and sulphating hemicellulose, carries out infrared spectra detection, find at 1260cm anticoagulant material
-1and 810cm (S=O)
-1(C-O-S) there is new absorption peak near, illustrate and in Hemicellulose Polysaccharide structural unit, introduce sulfate group.
Investigate anticoagulant material sulphating hemicellulose to the impact of thrombin activity in blood plasma, get 50 μ L test plasma in micro reaction plate, add the hemicellulose sulfuric ester sample of 40 μ L different concns, the concentration of hemicellulose sulfuric ester in blood plasma is made to be respectively 5, 10, 20, 30, 50 μ g/mL, adding 10 μ L concentration after 37 DEG C of preheating 2min is that the zymoplasm liquid of 1U/mL is to activate blood plasma clotting mechanism, finally add 100 μ L, the concentration of 37 DEG C of insulations is the chromophoric substrate S-2238 of 15 μm of ol/L (with the dilution of TS/PEG buffered soln), micro reaction plate every hole cumulative volume is made to be 200 μ L, 37 DEG C of insulations, microplate reader is utilized to measure 5min respectively at 405nm place, the absorbancy of 10min and 30min.Not think that the thrombin activity residual rate of the sample adding hemicellulose sulfuric ester is 100%.Result shows that this material significantly can suppress the activity of zymoplasm in blood plasma, and during soaking time 30min, thrombin activity residual rate reaches less than 20%.
Anticoagulation experiment is carried out to the anticoagulant material sulphating hemicellulose obtained, utilizes coaglation analyzer to measure activated partial thromboplastin time (APTT) and prothrombin time (PT), result APTT higher than 10min, PT higher than 60s.
Embodiment 2
The preparation method of Hemicellulose Polysaccharide is see embodiment 1.
Measure DMF30mL and be placed in reactor, add 2gLiCl, after LiCl dissolves, add 2g Hemicellulose Polysaccharide (hydroxyl 30mmol), after fully dissolving, flowing water cools, add 6.48g sulfur trioxide-pyridine mixture, after 50 DEG C of reaction 4h, taking off flask and be placed in ice-water bath, take concentration as 20molL
-1sodium hydroxide solution regulate after pH to neutrality, with dehydrated alcohol precipitation, then use washing with alcohol three times, after centrifugal, precipitation be dissolved in deionized water, being placed in molecular weight cut-off is that the dialysis tubing deionized water of 3500Da is dialysed three days, rotary evaporation after dialysis, lyophilize, obtains anticoagulant material.
Infrared spectra detection is carried out to described anticoagulant material, finds at 1260cm
-1and 810cm (S=O)
-1(C-O-S) there is new absorption peak near, illustrate and successfully introduce sulfate group on Hemicellulose Polysaccharide.
Investigate anticoagulant material sulphating hemicellulose to the impact of thrombin activity in blood plasma, experimentation is shown in embodiment 1, and find that this material significantly can suppress the activity of zymoplasm in blood plasma, during soaking time 30min, thrombin activity residual rate reaches less than 20%.
Anticoagulation experiment is carried out to the anticoagulant material sulphating hemicellulose obtained, utilizes coaglation analyzer to measure activated partial thromboplastin time (APTT) and prothrombin time (PT), result APTT higher than 10min, PT higher than 60s.
Embodiment 3
The preparation method of Hemicellulose Polysaccharide is see embodiment 1.
Measure dimethyl sulfoxide (DMSO) 20mL, join in there-necked flask, then add 1gLiCl, after LiCl dissolves, add 1g Hemicellulose Polysaccharide (hydroxyl 15mmol), after 95 DEG C of abundant dissolvings, flowing water cools, and adds 3.24g sulfur trioxide pyridine complex, after 70 DEG C of reaction 5h, taking off flask and be placed in ice-water bath, take concentration as 20molL
-1sodium hydroxide solution regulate after pH to neutrality, with dehydrated alcohol precipitation, then use washing with alcohol three times, after centrifugal, precipitation be dissolved in deionized water, being placed in molecular weight cut-off is that the dialysis tubing deionized water of 3500Da is dialysed three days, rotary evaporation after dialysis, lyophilize, obtains anticoagulant material.
Infrared spectra detection is carried out to described anticoagulant material, finds at 1260cm
-1and 810cm (S=O)
-1(C-O-S) there is new absorption peak near, illustrate and successfully introduce sulfate group on hemicellulose sugar hydroxyl.
Investigate anticoagulant material sulphating hemicellulose to the impact of thrombin activity in blood plasma, experimentation is shown in embodiment 1, and find that this material significantly can suppress the activity of zymoplasm in blood plasma, during soaking time 30min, thrombin activity residual rate reaches less than 20%.
Anticoagulation experiment is carried out to the anticoagulant material sulphating hemicellulose obtained, utilizes coaglation analyzer to measure activated partial thromboplastin time (APTT) and prothrombin time (PT), result APTT higher than 5min, PT higher than 60s.
Embodiment 4
The preparation method of Hemicellulose Polysaccharide is see embodiment 1.
Measure dimethyl sulfoxide (DMSO) 20mL, join in there-necked flask, then add 2gLiCl, after LiCl dissolves, add 2g Hemicellulose Polysaccharide (hydroxyl 30mmol), after 95 DEG C of abundant dissolvings, flowing water cools, and adds 4.32g sulfur trioxide pyridine complex, after 70 DEG C of reaction 3h, taking off flask and be placed in ice-water bath, take concentration as 20molL
-1sodium hydroxide solution regulate after pH to neutrality, with dehydrated alcohol precipitation, then use washing with alcohol three times, after centrifugal, precipitation be dissolved in deionized water, being placed in molecular weight cut-off is that the dialysis tubing deionized water of 3500Da is dialysed three days, rotary evaporation after dialysis, lyophilize, obtains anticoagulant material.
Infrared spectra detection is carried out to described anticoagulant material, finds at 1260cm
-1and 810cm (S=O)
-1(C-O-S) there is new absorption peak near, illustrate and successfully introduce sulfate group on hemicellulose sugar hydroxyl.
Investigate anticoagulant material sulphating hemicellulose to the impact of thrombin activity in blood plasma, experimentation is shown in embodiment 1, and find that this material significantly can suppress the activity of zymoplasm in blood plasma, during soaking time 30min, thrombin activity residual rate reaches less than 20%.
Anticoagulation experiment is carried out to the anticoagulant material sulphating hemicellulose obtained, utilizes coaglation analyzer to measure activated partial thromboplastin time (APTT) and prothrombin time (PT), result APTT higher than 10min, PT higher than 60s.
Embodiment 5
The preparation method of Hemicellulose Polysaccharide is see embodiment 1.
Measure formamide soln 30mL, join in there-necked flask, then add 2gLiCl, after LiCl dissolves, add 3g Hemicellulose Polysaccharide (hydroxyl 45mmol), after 95 DEG C of abundant dissolvings, flowing water cools, and adds 6.48g sulfur trioxide pyridine complex, after 70 DEG C of reaction 3h, taking off flask and be placed in ice-water bath, take concentration as 20molL
-1sodium hydroxide solution regulate after pH to neutrality, with dehydrated alcohol precipitation, then use washing with alcohol three times, after centrifugal, precipitation be dissolved in deionized water, being placed in molecular weight cut-off is that the dialysis tubing deionized water of 3500Da is dialysed three days, rotary evaporation after dialysis, lyophilize, obtains anticoagulant material.
Infrared spectra detection is carried out to described anticoagulant material, finds at 1260cm
-1and 810cm (S=O)
-1(C-O-S) there is new absorption peak near, illustrate and successfully introduce sulfate group on hemicellulose sugar hydroxyl.
Investigate anticoagulant material sulphating hemicellulose to the impact of thrombin activity in blood plasma, experimentation is shown in embodiment 1, and find that this material significantly can suppress the activity of zymoplasm in blood plasma, during soaking time 30min, thrombin activity residual rate reaches less than 20%.
Anticoagulation experiment is carried out to the anticoagulant material sulphating hemicellulose obtained, utilizes coaglation analyzer to measure activated partial thromboplastin time (APTT) and prothrombin time (PT), result APTT higher than 10min, PT higher than 60s.
In the present embodiment, the molecular weight of Hemicellulose Polysaccharide is at about 50KD.
Fig. 3 is that the impact of sulphating hemicellulose anticoagulant material on thrombin activity (please simply does text description, and illustrate that the sulphating hemicellulose anticoagulant material prepared has good effect really in anticoagulation in conjunction with above-mentioned text description, as can be seen from the figure, to containing after adding hemicellulose sulfuric ester in the damping fluid of zymoplasm, the activity of zymoplasm significantly reduces, and reduces gradually along with the increase thrombin activity residual rate of hemicellulose sulfuric ester consumption; Under the condition that hemicellulose sulfuric ester consumption is identical, soaking time is longer, and thrombin activity residual rate is lower.Thrombin activity is lower, and blood is more not easy condensation, confirms the anticoagulation function of this material.
Embodiment 6
A kind of preparation method of anticoagulation medical material, chemical reaction is carried out by the natural biologic material wheat straw Hemicellulose Polysaccharide containing hydroxyl and sulfur trioxide-pyridine mixture, to utilize in hemicellulose xylose units as reaction object, in Hemicellulose Polysaccharide, introduce sulfate group prepare anticoagulation medical material, specifically adopt following steps:
(1) sodium hydroxide solution of concentration 50g/L is utilized to isolate hemicellulose from wheat straw, then alkaline hydrogen peroxide solution purification hemicellulose is utilized, strength of solution is at 5g/L, solid-to-liquid ratio is 1:5, and regulate pH to 10, purification temperature is 60 DEG C, reaction terminate after with after second acid for adjusting pH to slightly acidic again with alcohol settling, centrifugal, lyophilize;
(2) hemicellulose that step (1) obtains is dissolved in N, in dinethylformamide, dimethyl sulfoxide (DMSO) or methane amide, controlled concentration is 50mg/mL, also add lithium chloride catalyzer in addition, catalyzer and hemicellulose mass ratio are 1:2, be heated to temperature of reaction system be 70 DEG C obtain clear transparent solutions after, flowing water cool;
(3) in step (2) gained solution, add sulfur trioxide-pyridine mixture to carry out, temperature of reaction 40 DEG C, in sulfur trioxide-pyridine mixture and Hemicellulose Polysaccharide, the mol ratio of hydroxyl is 0.5;
(4) with concentration be NaOH solution regulating step (3) products therefrom of 10mol/L to neutral, after dehydrated alcohol precipitation, then with ethanol repetitive scrubbing, centrifugal;
(5) dialysed three days with deionized water by step (4) centrifugal after product, then through rotary evaporation, lyophilize, namely obtains anticoagulant material, in the anticoagulation medical material prepared, hemicellulose used contains the xylan of 90%.
Embodiment 7
A kind of preparation method of anticoagulation medical material, chemical reaction is carried out by the natural biologic material wheat straw Hemicellulose Polysaccharide containing hydroxyl and sulfur trioxide-pyridine mixture, to utilize in hemicellulose xylose units as reaction object, in Hemicellulose Polysaccharide, introduce sulfate group prepare anticoagulation medical material, specifically adopt following steps:
(1) sodium hydroxide solution of concentration 100g/L is utilized to isolate hemicellulose from wheat straw, then alkaline hydrogen peroxide solution purification hemicellulose is utilized, strength of solution is at 20g/L, solid-to-liquid ratio is 1:20, and regulate pH to 10, purification temperature is 90 DEG C, reaction terminate after with after second acid for adjusting pH to slightly acidic again with alcohol settling, centrifugal, lyophilize;
(2) hemicellulose that step (1) obtains is dissolved in N, in dinethylformamide, dimethyl sulfoxide (DMSO) or methane amide, controlled concentration is 150mg/mL, also add lithium chloride catalyzer in addition, catalyzer and hemicellulose mass ratio are 1:3, be heated to temperature of reaction system be 70 DEG C obtain clear transparent solutions after, flowing water cool;
(3) in step (2) gained solution, add sulfur trioxide-pyridine mixture to carry out, temperature of reaction 70 DEG C, in sulfur trioxide-pyridine mixture and Hemicellulose Polysaccharide, the mol ratio of hydroxyl is 3;
(4) with concentration be NaOH solution regulating step (3) products therefrom of 20mol/L to neutral, after dehydrated alcohol precipitation, then with ethanol repetitive scrubbing, centrifugal;
(5) dialysed three days with deionized water by step (4) centrifugal after product, then through rotary evaporation, lyophilize, namely obtains anticoagulant material, in the anticoagulation medical material prepared, hemicellulose used contains the xylan of 90%.
Finally should illustrate, above embodiment is only in order to illustrate technical scheme of the present invention and unrestricted.Although with reference to preferred embodiment to invention has been detailed description, those skilled in the art is to be understood that, technical scheme of the present invention is modified or equivalent replacement, and do not depart from principle and the scope of technical solution of the present invention, all should be encompassed in the middle of right of the present invention.
Claims (9)
1. the preparation method of an anticoagulation medical material, it is characterized in that, the method carries out chemical reaction by the natural biologic material wheat straw Hemicellulose Polysaccharide containing hydroxyl and sulfur trioxide-pyridine mixture, xylose units in hemicellulose is utilized as reaction object, in Hemicellulose Polysaccharide, to introduce sulfate group prepare anticoagulation medical material.
2. the preparation method of a kind of anticoagulation medical material according to claim 1, it is characterized in that, the method specifically adopts following steps:
(1) alkali lye is utilized from wheat straw, to isolate hemicellulose and purify, alcohol settling, centrifugal, lyophilize;
(2) be dissolved in DMF, dimethyl sulfoxide (DMSO) or methane amide by the hemicellulose that step (1) obtains, controlled concentration is 50-150mg/mL, and after heating obtains clear transparent solutions, flowing water cools;
(3) in step (2) gained solution, add sulfur trioxide-pyridine mixture to carry out, temperature of reaction 40 ~ 70 DEG C, in sulfur trioxide-pyridine mixture and Hemicellulose Polysaccharide, the mol ratio of hydroxyl is between 0.5 ~ 3;
(4) extremely neutral with concentrated NaOH solution regulating step (3) products therefrom, after dehydrated alcohol precipitation, then with ethanol repetitive scrubbing, centrifugal;
(5) step (4) centrifugal after product is dialysed three days with deionized water, then through rotary evaporation, lyophilize, namely obtains anticoagulant material.
3. the preparation method of a kind of anticoagulation medical material according to claim 2, it is characterized in that, described in step (1), alkali lye is the sodium hydroxide solution of concentration 50-100g/L, and temperature when isolating hemicellulose is 60 ~ 90 DEG C, solid-to-liquid ratio 1:4 ~ 1:8.
4. the preparation method of a kind of anticoagulation medical material according to claim 2, it is characterized in that, alkaline hydrogen peroxide solution purification hemicellulose is adopted in step (1), strength of solution is at 5-20g/L, solid-to-liquid ratio is 1:5 ~ 1:20, and regulate pH to 10, purification temperature is 60 ~ 90 DEG C, reaction terminate after with after second acid for adjusting pH to slightly acidic again with alcohol settling.
5. the preparation method of a kind of anticoagulation medical material according to claim 2, is characterized in that, step also adds lithium chloride catalyzer in (2), and lithium chloride catalyzer and hemicellulose mass ratio are 1:2-3.
6. the preparation method of a kind of anticoagulation medical material according to claim 2, is characterized in that, being heated to temperature of reaction system in step (2) is 70 ~ 100 DEG C.
7. the preparation method of a kind of anticoagulation medical material according to claim 2, is characterized in that, the concentration of the concentrated NaOH solution described in step (4) is 10-20mol/L.
8. the anticoagulation medical material that the preparation method according to any one of claim 1-7 prepares.
9. a kind of anticoagulation medical material according to claim 8, is characterized in that, the massfraction containing xylan in hemicellulose is 90%.
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Cited By (4)
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| CN105777943A (en) * | 2016-04-14 | 2016-07-20 | 南京工业大学 | Method for preparing xylan sulfate by using microchannel reaction device |
| CN106967179A (en) * | 2017-03-30 | 2017-07-21 | 温岭市锦华铁皮石斛有限公司 | It is a kind of to have antitumor and antioxidation Dendrobium officinale polysaccharide concurrently |
| CN107759713A (en) * | 2017-11-06 | 2018-03-06 | 中国林业科学研究院林产化学工业研究所 | A kind of method that Double solvent method prepares anticoagulating active Corncob Xylan ester |
| CN108912249A (en) * | 2018-07-06 | 2018-11-30 | 广西壮族自治区中国科学院广西植物研究所 | A kind of preparation method of the more sulfate of xylan |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105777943A (en) * | 2016-04-14 | 2016-07-20 | 南京工业大学 | Method for preparing xylan sulfate by using microchannel reaction device |
| CN106967179A (en) * | 2017-03-30 | 2017-07-21 | 温岭市锦华铁皮石斛有限公司 | It is a kind of to have antitumor and antioxidation Dendrobium officinale polysaccharide concurrently |
| CN107759713A (en) * | 2017-11-06 | 2018-03-06 | 中国林业科学研究院林产化学工业研究所 | A kind of method that Double solvent method prepares anticoagulating active Corncob Xylan ester |
| CN108912249A (en) * | 2018-07-06 | 2018-11-30 | 广西壮族自治区中国科学院广西植物研究所 | A kind of preparation method of the more sulfate of xylan |
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Application publication date: 20151111 |