CN101328227A - Sea lettuce polysaccharide, preparation and use thereof - Google Patents
Sea lettuce polysaccharide, preparation and use thereof Download PDFInfo
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- CN101328227A CN101328227A CNA2008101380958A CN200810138095A CN101328227A CN 101328227 A CN101328227 A CN 101328227A CN A2008101380958 A CNA2008101380958 A CN A2008101380958A CN 200810138095 A CN200810138095 A CN 200810138095A CN 101328227 A CN101328227 A CN 101328227A
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- lettuce polysaccharide
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Abstract
The invention relates to Monostroma nitidum polysaccharide, which is characterized in that: sugar chains of the Monostroma nitidum polysaccharide contain rhamnose groups, xylose groups, glucose groups, galactose groups, mannose groups and glucuronic acid groups, and the rhamnose group polysaccharide is a linear long chain molecule which is connected by alpha-1, 2-glycosidic bonds and alpha-1, 3-glycosidic bonds. Under the condition of preparation, algae frond is immersed into water for homogenate, and then heated and extracted, and a clear solution is separated, concentrated and desalinated; the desalinated solution is concentrated and deproteinized; the deproteinized solution is concentrated, alcohol deposited, dried, dissolved and then separated through an ion exchange chromatographic column and a gel chromatographic column in turn; the collected solution is concentrated and desalinated; and the desalinated solution is concentrated, alcohol deposited, cleaned, dried and crushed. The Monostroma nitidum polysaccharide can be used for preparing a novel anticoagulant or antithrombotic reagent.
Description
Technical field
The present invention relates to a kind of sea lettuce polysaccharide and its production and application.
Background technology
Discover, as anticoagulation medicine widespread use the heparin in more than 70 year have multiple side effect, as bring out thrombocytopenia, hemorrhage effect.In addition, the concentration of heparin is low in the main raw material of preparation heparin, and the generation with Niu Xiangguan " mad cow disease " presses for the surrogate of seeking anticoagulation medicine.People remove and continue the research and development low molecular weight heparin in recent years, outside enoxaparin, nadroparin calcium, dalteparin sodium and Tinzaparin sodium, also according to the constructional feature of heparin, the structure of some natural high moleculer eompounds are transformed, and reach similar purpose.Experiment showed, that these heparin class materials all have certain anticoagulant active, but also certain toxicity is arranged all.The thrombus disease serious harm mankind's is healthy, is one of main fatal disease of modern society.At present, the global market value of annual antithrombotic reagent is about 12,000,000,000 dollars, and every year is with 15% speed increase; The global market value of anticoagulation medicine is about 4,000,000,000 dollars, and with 13% speed cumulative year after year, existing anticoagulation and antithrombotic reagent can not satisfy the growing needs of people far away.Marine alga is the natural abundant source of of anticoagulation polysaccharide, and the research and development of Sargassum polysaccharides at present mainly concentrate on red seaweed polysaccharide and algal polysaccharide, and the research and development of green alga polysaccharide seldom, and wherein the document of relevant sea lettuce polysaccharide does not appear in the newspapers as yet.
Summary of the invention
The purpose of this invention is to provide a kind of sea lettuce polysaccharide and its production and application, it can remedy the above-mentioned deficiency of prior art.
A kind of sea lettuce polysaccharide is characterized in that containing rhamanopyranosyl, xylosyl, glucosyl group, galactosyl, mannose group and glucal acidic group in the sugar chain of this sea lettuce polysaccharide, is with α-1, and 2-glycosidic link and α-1, the linear long chain molecule that the 3-glycosidic link connects; 60～90% of the total molar content of rhamnosyl fiduciary point monose, α-1, L-rhamanopyranosyl and α-1 that the 2-glycosidic link connects, the mol ratio of the L-rhamanopyranosyl that the 3-glycosidic link connects is 1～8: 1; Sulfate is positioned at α-1, the C-3 position of 2-L-rhamanopyranosyl and/or C-4 position, and/or be positioned at α-1, and the C-2 position of 3-L-rhamanopyranosyl and/or C-4 position, the weight percentage of sulfate is 10～40% in the sea lettuce polysaccharide; Molecular weight is 50000～800000 dalton.
The preparation method of above-mentioned sea lettuce polysaccharide is characterized in that the marine alga frond is soaked in homogenate in the water, and heating is extracted, and isolates clear liquid, the gained clear liquid is concentrated, and desalination is with the solution concentration after the desalination, deproteinated, again with the solution concentration behind the deproteinated, alcohol precipitation, drying, dissolving separates by ion-exchange chromatography separation, gel chromatographic columns, then successively with the solution concentration of collecting, desalination is again with the solution concentration after the desalination, alcohol precipitation, washing, drying is pulverized.
The application of above-mentioned sea lettuce polysaccharide in preparation anticoagulation medicine or medicine for treating thrombus thing.
Prepare the raw materials used natural seaweed of product of the present invention human body is had no side effect, but life-time service.The anticoagulant active of product and anti-thrombus activity are good, can will have better market prospect by adding various attached dose of anticoagulation medicine or the medicine for treating thrombus things of making tablet, powder, granule, capsule etc. as prevention and treatment thrombotic disease.
Embodiment
The present invention is further illustrated below by embodiment.
Take by weighing exsiccant marine alga frond, the water logging bubble homogenate that adds 1～80 times of marine alga weight, extracted polysaccharide 0.1～6 hour 40～100 ℃ of stirred in water bath, the centrifugal impurity that discards, get clear liquid, with gained clear liquid concentrating under reduced pressure, dialyse then or ultrafiltration removal salt, will be except that the polysaccharide soln concentrating under reduced pressure after desalting, carry out the protein in enzyme process and/or the Sevage method removal polysaccharide then, to remove the polysaccharide soln concentrating under reduced pressure behind the protein again, the concentration that adds 4 times of volumes is 95% (concentration expressed in percentage by weight, down together) ethanol makes polysaccharide precipitation, with absolute ethanol washing 1～3 time of gained precipitation, drying is 0.01～8 hour in 40～80 ℃ of baking ovens, then the gained polysaccharide is added the less water dissolving, separate by ion-exchange chromatography Q-Sepharose Fast Flow, use distilled water successively, 0.01～3.0mol/L sodium chloride aqueous solution wash-out, collect the elutriant of elution peak, with gained polysaccharide soln concentrating under reduced pressure, dialyse then or ultrafiltration removal salt, will be except that the polysaccharide soln concentrating under reduced pressure after desalting, further separate by gel chromatographic columns Sephacryal S-400HR again, with the aqueous solution wash-out of 0.01～0.5mol/L sodium-acetate, collect the elutriant of elution peak, with gained polysaccharide soln concentrating under reduced pressure, dialyse then or ultrafiltration removal salt, will be except that the polysaccharide soln concentrating under reduced pressure after desalting, 95% ethanol that adds 4 times of volumes makes polysaccharide precipitation, with absolute ethanol washing 1～3 time of gained precipitation, drying is 0.01～8 hour in 40～80 ℃ of baking ovens, pulverizes and promptly gets sea lettuce polysaccharide of the present invention.
Sea lettuce polysaccharide of the present invention by with starch and/or Icing Sugar thorough mixing after, the aqueous ethanolic solution system softwood with 75%, cross then 12 order stainless steel sifts granulate, after 50～60 ℃ of following dryings, by the whole grain of 14 purpose stainless steel sifts.The Magnesium Stearate and/or the talcum powder that add sea lettuce polysaccharide 1% weight again after thorough mixing is even, carry out compressing tablet by general compressed cores requirement, make label have suitable hardness.The plain sheet that compacting is obtained carries out 15～18 layers of alternating packets sub-coats with syrup and talcum powder, 10～15 layers on sugar coating layer, and last polishing promptly gets the tablet with blood coagulation resisting function or anti thrombotic action.
Marine alga frond described in the present embodiment can be wide reef film, reef film, bag reef film, arctic reef film, broken reef film, capsule reef film, thick reef film, point kind reef film, wrinkle reef film or brown reef film; Described ethanol also can be used methyl alcohol, acetone or Virahol instead; Described ion-exchange chromatography DEAE Sepharose Fast Flow also can use Q-Sepharose Fast Flow, DEAECellulose, DEAE Sephadex, Q-Sepharose XL, Q Sepharose, Q Sepharose 4 Fast Flow, QAESephadex or Dowex instead; Describedly also can use distilled water and 0.01～3.0mol/L potassium chloride solution wash-out instead with distilled water and 0.01～3.0mol/L sodium chloride aqueous solution wash-out; Described gel chromatographic columns Sephacryal S-400HR also can use Toyopearl HW-65 instead, Sephacryal S-300HR, Sephacryal S-200HR, Sephacryal S-100HR, Sephacryal S-500 HR, Sephacryal S-1000SF, Superdex 200, Superose 6, Superose 12, Sepharose6 Fast Flow, Sepharose 4 Fast Flow, Sepharose 2B, Sepharose 4B, Sepharose 6B, SepharoseCL-2B, Sepharose CL-4B or Sepharose CL-6B; Described usefulness 0.01～0.5mol/L sodium acetate aqueous solution wash-out also can be used distilled water solution, 0.01～0.5mol/L sodium chloride aqueous solution, 0.01～0.5mol/L potassium chloride solution or 0.01～0.5mol/L ammonium bicarbonate aqueous solution wash-out instead; Described tablet also can change powder, granule or capsule into.
Sea lettuce polysaccharide of the present invention is off-white color or white amorphous powder, the monose of the sea lettuce polysaccharide that makes for 6 times with gas Chromatographic Determination is formed, measuring uronic acid with thin-layer chromatography and capillary electrophoresis forms, with barium sulfate-gelatin turbidimetry for Determination sulfate content, with efficient gel permeation chromatography determining molecular weight, use periodate oxidation, Smith (Smith) degraded, methylation analysis, infrared spectra, NMR (Nuclear Magnetic Resonance) spectrum and mass spectroscopy sugar chain structure, and it is definite by analyzing, contain rhamanopyranosyl in the sugar chain of the sea lettuce polysaccharide that obtains, xylosyl, glucosyl group, galactosyl, mannose group and glucal acidic group, be with α-1,2-glycosidic link and α-1, the linear long chain molecule that the 3-glycosidic link connects; 60～90% of the total molar content of rhamnosyl fiduciary point monose, α-1, L-rhamanopyranosyl and α-1 that the 2-glycosidic link connects, the mol ratio of the L-rhamanopyranosyl that the 3-glycosidic link connects is 1～8: 1; Sulfate is positioned at α-1, the C-3 position of 2-L-rhamanopyranosyl and/or C-4 position, and/or be positioned at α-1, and the C-2 position of 3-L-rhamanopyranosyl and/or C-4 position, the weight percentage of sulfate is 10～40% in the sea lettuce polysaccharide; Molecular weight is 50000～800000 dalton.
The blood coagulation resisting function of sea lettuce polysaccharide of the present invention is by the influence of healthy people's venous blood activated partial thromboplastin time, thrombin time is estimated, anti-bolt effect by in the rat body, the thrombotic influence of in vitro tests estimates, experimental result proves that product of the present invention has obvious anticoagulant active and anti thrombotic action.Concrete experimental technique and result are as follows:
1. to the influence of healthy people's venous blood activated partial thromboplastin time: get healthy people's venous blood, place and contain the plastics tubing that 1/10 (blood and antithrombotics volume ratio are 9: 1) concentration expressed in percentage by weight is 3.3% Sodium Citrate anti-freezing liquid, put upside down mixing gently, centrifugal 15 minutes with 3000 rev/mins, collect upper plasma, standby.Get 9 parts of blood plasma to be measured, every part 90 μ L, adding concentration respectively is the sea lettuce polysaccharide aqueous solution 10 μ L of 10,25,50,100,200,300,400,500,600 μ g/mL, hatch 1min under 37 ℃, add activated partial thromboplastin time reagent 100 μ L, hatched 2 minutes for 37 ℃, add 37 ℃ of CaCl that preheating concentration is 0.025mol/L
2The aqueous solution 100 μ L, the record setting time is the activated partial thromboplastin time value.Control group adds physiological saline 10 μ L, measures the activated partial thromboplastin time value as stated above.Experimental result shows, sea lettuce polysaccharide can obviously prolong activated partial thrombokinase soak time, with control group significant difference (P＜0.001) is arranged relatively, show that this sea lettuce polysaccharide has remarkable blood coagulation resisting function, can suppress intrinsic coagulation approach or total coagulation pathway.The sea lettuce polysaccharide of different concns shows as concentration more greatly to the influence of activated partial thromboplastin time, and setting time is longer, shows that the blood coagulation resisting function of sea lettuce polysaccharide and concentration are linear.
2. to the influence of healthy people's venous blood thrombin time: the separation of blood plasma as mentioned above.Get 9 parts of blood plasma to be measured, every part 90 μ L, adding concentration respectively is the sea lettuce polysaccharide aqueous solution 10 μ L of 10,25,50,100,200,300,400,500,600 μ g/mL, hatched under 37 ℃ 1 minute, add 37 ℃ of preheatings and coagulate thrombin time reagent 200 μ L, the record setting time is the thrombin time value.Control group adds physiological saline 10 μ L, measures the thrombin time value as stated above.Experimental result shows, sea lettuce polysaccharide can obviously prolong thrombin time of blood plasma, with control group significant difference (P＜0.001) is arranged relatively, show that this sea lettuce polysaccharide has remarkable blood coagulation resisting function, energy anticoagulant enzymic activity or inhibition Fibrinogen are converted into scleroproein.The sea lettuce polysaccharide of different concns shows as concentration more greatly to the influence of thrombin time, and setting time is longer, shows that the blood coagulation resisting function of sea lettuce polysaccharide and concentration are linear.
3. to the thrombotic influence of rat in vivo test: the healthy male Wistar rat of getting body weight 200～250 grams, be divided into physiological saline group, 24.0mg/Kg sea lettuce polysaccharide group, 12.0mg/Kg sea lettuce polysaccharide group, 6.0mg/Kg sea lettuce polysaccharide group and 6.0mg/Kg heparin group at random, divide every day sooner or later and irritate stomach 2 times, respectively irritate stomach 0.4mL, the physiological saline group is irritated with physiological saline 0.4mL at every turn.In the 11st day by after every day, total amount was irritated stomach 20 minutes, with vetanarcol intraperitoneal injection of anesthesia rat (40.0mg/Kg), it is long to peel off right carotid 15mm, and the stimulating electrode that forms instrument with thrombus in vivo is provoked the artery proximal part gently, provokes the artery distal end with temperature probe.Continue to stimulate 7 minutes with the 1.6mA galvanic current in 30 minutes behind the medicine.When intra-arterial during because of the thrombosis block blood flow, blood vessel surface temperature bust.Begin to claim blocking time (Ocelusiontime, be called for short OT) from stimulation to temperature bust required time, with OT length as pharmacodynamics index.Each is organized experimental data and represents that with mean plus-minus standard deviation carry out statistical procedures, the test of significance of group difference is checked with t.Experimental result shows that this sea lettuce polysaccharide has tangible anti-arterial thrombus effect, and the dosage increase then acts on enhancing, and sea lettuce polysaccharide has obvious anti-arterial thrombus effect (P＜0.001) than heparin.4. to the tentative thrombotic influence of rats in vitro: medicine grouping: control group (physiological saline group), 12.0mg/Kg sea lettuce polysaccharide group, 6.0mg/Kg sea lettuce polysaccharide group, 3.0mg/Kg sea lettuce polysaccharide group and 3.0mg/Kg heparin group.Get healthy male Wistar rat, with Nembutal vein anesthetic rat (40.0mg/Kg), separate arteria carotis communis, get blood 2mL with the exsiccant glass syringe from arteria carotis communis, divide equally in two siliconized polyethylene pipe rings, blood stops after 30 minutes with 17 rev/mins of rotations in 37 ℃ of environment, the order of administration of pressing Latin square design is respectively to each dosing 0.1mL of the two ends of every pipe ring, rotated 60 minutes, go out thrombus from the introversion of polyethylene tube ring, weigh immediately, measure thrombus length, put in 60 ℃ of thermostatic drying chambers and dry, and claim its dry weight, get blood again by above-mentioned steps and do all the other four groups, and then get 5 rats and repeat above-mentioned experiment, calculate the thrombolysis rate of each medicine group as follows.Each is organized experimental data and represents that with mean plus-minus standard deviation carry out statistical procedures, the test of significance of group difference is checked with t.
Experimental result shows, 12.0mg/Kg sea lettuce polysaccharide, 6.0mg/Kg sea lettuce polysaccharide group and 3.0mg/Kg sea lettuce polysaccharide group weight in wet base, dry weight and length and physiological saline group more obviously reduce (P＜0.001), show that this sea lettuce polysaccharide has external thrombolytic effect, and 12.0mg/Kg sea lettuce polysaccharide group and 6.0mg/Kg sea lettuce polysaccharide group have obvious thrombolytic effect (P＜0.001) than 3.0mg/Kg heparin group, heparin group and physiological saline group compare, and wet weight of thrombus, dry weight and length all do not have significant difference.
Claims (4)
1. sea lettuce polysaccharide, it is characterized in that containing rhamanopyranosyl, xylosyl, glucosyl group, galactosyl, mannose group and glucal acidic group in the sugar chain of this sea lettuce polysaccharide, be with α-1,2-glycosidic link and α-1, the linear long chain molecule that the 3-glycosidic link connects; 60～90% of the total molar content of rhamnosyl fiduciary point monose, α-1, L-rhamanopyranosyl and α-1 that the 2-glycosidic link connects, the mol ratio of the L-rhamanopyranosyl that the 3-glycosidic link connects is 1～8: 1; Sulfate is positioned at α-1, the C-3 position of 2-L-rhamanopyranosyl and/or C-4 position, and/or be positioned at α-1, and the C-2 position of 3-L-rhamanopyranosyl and/or C-4 position, the weight percentage of sulfate is 10～40% in the sea lettuce polysaccharide; Molecular weight is 50000～800000 dalton.
2. the preparation method of the described sea lettuce polysaccharide of claim 1 is characterized in that the marine alga frond is soaked in homogenate in the water, and heating is extracted, and isolates clear liquid, the gained clear liquid is concentrated, and desalination is with the solution concentration after the desalination, deproteinated, again with the solution concentration behind the deproteinated, alcohol precipitation, drying, dissolving separates by ion-exchange chromatography separation, gel chromatographic columns, then successively with the solution concentration of collecting, desalination is again with the solution concentration after the desalination, alcohol precipitation, washing, drying is pulverized.
3. the application of the described sea lettuce polysaccharide of claim 1 in preparation anticoagulation medicine or medicine for treating thrombus thing.
4. the preparation method of sea lettuce polysaccharide as claimed in claim 2 is characterized in that described marine alga frond is wide reef film, reef film, bag reef film, arctic reef film, broken reef film, capsule reef film, thick reef film, point kind reef film, wrinkle reef film or brown reef film.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102132955A (en) * | 2011-01-25 | 2011-07-27 | 中国烟草总公司郑州烟草研究院 | Preparation of ethanol extracts of monostromanitidum and application of ethanol extracts of monostromanitidum to cigarettes |
| CN102146141A (en) * | 2011-01-25 | 2011-08-10 | 中国烟草总公司郑州烟草研究院 | Preparation method of Monostroma nitidum crude polysaccharide and application thereof in cigarette |
| CN102993244A (en) * | 2012-11-26 | 2013-03-27 | 中国海洋大学 | Oligorhamnose monomer and preparation method thereof |
| CN103288979A (en) * | 2013-07-03 | 2013-09-11 | 中国海洋大学 | Novel green algae polysaccharide and preparation method thereof |
| CN103974707A (en) * | 2011-10-05 | 2014-08-06 | 布鲁斯.A.丹尼斯 | Therapeutic sulfated polysaccharides, compositions thereof, and methods for treating patients |
| CN106699918A (en) * | 2017-01-13 | 2017-05-24 | 四川大学 | Habenaria ciliolaris polysaccharide as well as preparation method and application thereof |
| CN109400743A (en) * | 2018-11-14 | 2019-03-01 | 浙江海洋大学 | A method of extracting galactan sulfate from sea grape |
| CN110882263A (en) * | 2019-12-20 | 2020-03-17 | 青岛市肿瘤医院 | Application of Monostroma nitidum oligosaccharose and Monostroma nitidum oligosaccharose derivative in resisting breast cancer |
| CN113527532A (en) * | 2021-08-20 | 2021-10-22 | 山东农业大学 | Long-chain algal polysaccharide and separation and purification method thereof |
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2008
- 2008-07-16 CN CNA2008101380958A patent/CN101328227A/en active Pending
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102132955A (en) * | 2011-01-25 | 2011-07-27 | 中国烟草总公司郑州烟草研究院 | Preparation of ethanol extracts of monostromanitidum and application of ethanol extracts of monostromanitidum to cigarettes |
| CN102146141A (en) * | 2011-01-25 | 2011-08-10 | 中国烟草总公司郑州烟草研究院 | Preparation method of Monostroma nitidum crude polysaccharide and application thereof in cigarette |
| CN102146141B (en) * | 2011-01-25 | 2012-11-07 | 中国烟草总公司郑州烟草研究院 | Preparation method of Monostroma nitidum crude polysaccharide and application thereof in cigarette |
| CN102132955B (en) * | 2011-01-25 | 2012-12-26 | 中国烟草总公司郑州烟草研究院 | Preparation of ethanol extracts of monostromanitidum and application of ethanol extracts of monostromanitidum in cigarettes |
| CN103974707A (en) * | 2011-10-05 | 2014-08-06 | 布鲁斯.A.丹尼斯 | Therapeutic sulfated polysaccharides, compositions thereof, and methods for treating patients |
| CN102993244A (en) * | 2012-11-26 | 2013-03-27 | 中国海洋大学 | Oligorhamnose monomer and preparation method thereof |
| CN103288979A (en) * | 2013-07-03 | 2013-09-11 | 中国海洋大学 | Novel green algae polysaccharide and preparation method thereof |
| CN106699918A (en) * | 2017-01-13 | 2017-05-24 | 四川大学 | Habenaria ciliolaris polysaccharide as well as preparation method and application thereof |
| CN106699918B (en) * | 2017-01-13 | 2019-01-29 | 四川大学 | Habenaria Ciliolaris Kranzl polysaccharide and its preparation method and application |
| CN109400743A (en) * | 2018-11-14 | 2019-03-01 | 浙江海洋大学 | A method of extracting galactan sulfate from sea grape |
| CN110882263A (en) * | 2019-12-20 | 2020-03-17 | 青岛市肿瘤医院 | Application of Monostroma nitidum oligosaccharose and Monostroma nitidum oligosaccharose derivative in resisting breast cancer |
| CN110882263B (en) * | 2019-12-20 | 2021-06-29 | 青岛市中心医院 | Application of Monostroma nitidum oligosaccharose in preparing anti-breast cancer medicine |
| CN113527532A (en) * | 2021-08-20 | 2021-10-22 | 山东农业大学 | Long-chain algal polysaccharide and separation and purification method thereof |
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