CN101328228B - Tang oligosaccharide, preparation thereof and use in radioresistant medicaments - Google Patents
Tang oligosaccharide, preparation thereof and use in radioresistant medicaments Download PDFInfo
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- CN101328228B CN101328228B CN2008101380962A CN200810138096A CN101328228B CN 101328228 B CN101328228 B CN 101328228B CN 2008101380962 A CN2008101380962 A CN 2008101380962A CN 200810138096 A CN200810138096 A CN 200810138096A CN 101328228 B CN101328228 B CN 101328228B
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Abstract
The invention relates to algae oligosaccharide, which is characterized in that: sugar chains of the algae oligosaccharide contain rhamnose groups, xylose groups, glucose groups, galactose groups, mannose groups and glucuronic acid groups; the weight percentage of sulphate groups in the algae oligosaccharide is between 10 and 40 percent; and molecular weight is between 3,000 and 10,000 daltons. Under the condition of preparation, algae frond is added with water for immersion and 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 and added with acid or an oxidant, undergoes heating reaction and cooling reaction, and then is added with alkali for neutralization or added with an enzyme for reaction termination, and a clear solution is separated, concentrated, desalinated; the desalinated clear solution is concentrated and separatedby an ultrafiltration membrane; and the collected solution is desalinated, concentrated, dried and crushed. The algae oligosaccharide can be used for preparing a novel antiradiation drug.
Description
Technical field
The present invention relates to a kind of Tang oligosaccharide and preparation method thereof and the application in antiradiation drug.
Background technology
Since 20th century the forties, after nuclear reactor was succeeded in developing, the application of nuclear energy had been played huge pushing effect to economy, social development on the one hand, on the other hand radio-protective and radiobiological studies has also been proposed new requirement.The use of Nuclear weapons in the war, and the development in nuclear energy field and nuclear technique have caused personnel's radiation injury inevitably in the economic field and the widespread use of medical field.At present, the antiradiation drug that is used for Antiradiation injury treatment mainly contains amifostine, Madder extract, potassiumiodide, cytokine class medicine and metallic element inner complex.And the effective chemical radioprotector all has bigger toxic side effect, makes its clinical application be subjected to very big restriction.Many natural polysaccharides and chemically modifying polysaccharides have obvious provide protection to radiation injury; its effect is relevant with the structure of polysaccharide, substituted radical, molecular weight, solubleness etc.; because key technology problems is not resolved in the sugared engineering drug development research; at present, polysaccharide or oligosaccharides antiradiation drug do not appear in the newspapers.
Summary of the invention
The purpose of this invention is to provide a kind of Tang oligosaccharide and preparation method thereof and the application in antiradiation drug, it can remedy the above-mentioned deficiency of prior art.
A kind of Tang oligosaccharide is characterized in that containing rhamanopyranosyl, xylosyl, glucosyl group, galactosyl, mannose group and glucal acidic group in the sugar chain of this Tang oligosaccharide, is with α-1, and 2-glycosidic link and α-1, the linear molecule that the 3-glycosidic link connects; 60～90% of the total molar content of rhamnosyl fiduciary point monose, sulfate are positioned at C-3 position and/or the C-2 position and/or the C-4 position of rhamanopyranosyl, and the weight percentage of sulfate is 10～40% in the Tang oligosaccharide; Molecular weight is 3000～10000 dalton.
The preparation method of above-mentioned Tang oligosaccharide is characterized in that the marine alga frond is soaked homogenate, 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, with the solution concentration behind the deproteinated, add acid or oxygenant again, reacting by heating is cooled off then, add alkali neutralization or enzyme-added termination reaction, isolate clear liquid, concentrate desalination then, clear liquid after the desalination is concentrated, separate, with the solution desalination of collecting with ultra-filtration membrane, concentrate, drying is pulverized.
The application of above-mentioned Tang oligosaccharide in the preparation antiradiation drug.
Prepare the used raw material uniqueness of Tang oligosaccharide of the present invention, the product that obtains is formed with structure special, radiation resistance is good, can will have better market prospect by adding the various attached dose of medicines of making tablet, powder, granule, capsule etc. as prevention and treatment radiation injury.
Embodiment
Take by weighing the water logging bubble homogenate of 1～60 times of exsiccant marine alga frond adding marine alga weight, extracted polysaccharide 0.01～8 hour 60～100 ℃ 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, with the polysaccharide soln concentrating under reduced pressure after the removal salt, the concentration expressed in percentage by weight that makes polysaccharide in the water-sol is 0.1～6, then with the protein in enzyme process and/or the Sevage method removal polysaccharide, to remove the polysaccharide soln concentrating under reduced pressure behind the protein again, the concentration expressed in percentage by weight that makes polysaccharide in the water-sol is 0.1～6, adding acid to the volumetric molar concentration in the aqueous solution is 0.01mol/L～3.0mol/L, reacted 1～600 minute down at 30～100 ℃, reaction is cooled to room temperature with reactant with cooling bath after finishing, and adds alkali and is neutralized to neutrality, termination reaction, the centrifugal impurity that discards is got clear liquid, with gained clear liquid concentrating under reduced pressure, the removal salt of dialysing then, behind the polysaccharide soln concentrating under reduced pressure after the removal salt,, collect the outer solution of ultra-filtration membrane by the ultra-filtration membrane separation of molecular weight cut-off 10000, remove salt with dialysis method, with after removing solution decompression after the salt and concentrating, lyophilize is pulverized and is promptly got Tang oligosaccharide of the present invention.
Tang oligosaccharide of the present invention by with starch and/or Icing Sugar thorough mixing after, with concentration is 75% (concentration expressed in percentage by weight, down with) aqueous ethanolic solution system softwood, cross then 12 order stainless steel sifts granulate, after 50～60 ℃ of following dryings, by whole of 14 purpose stainless steel sifts.The Magnesium Stearate and/or the talcum powder that add Tang oligosaccharide 1% weight again, thorough mixing evenly back 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, 10～15 layers on sugar coating layer with syrup and talcum powder, and last polishing promptly gets the tablet with radiation resistance.
Marine alga frond described in the present embodiment can be reef film, wide reef film, bag reef film, arctic reef film, broken reef film, capsule reef film, thick reef film, point kind reef film, wrinkle reef film, brown reef film, sea lettuce, hole sea lettuce, feldspar water shield, flower sea lettuce or admant water shield; Described acid is hydrochloric acid, sulfuric acid, nitric acid, formic acid, oxalic acid or trifluoroacetic acid; The amount that adds acid is 0.01～3.0mol/L for the concentration to the water-sol; Described adding acid also can change the adding oxygenant; Described oxygenant is hydrogen peroxide, hypochlorous acid, clorox, nitrous acid or Sodium Nitrite; The amount that adds oxygenant is 0.01～10 for the concentration expressed in percentage by weight to the water-sol; The described reacting by heating time is 1～600 minute, and the reacting by heating temperature is 30～100 ℃; Described alkali is sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, saleratus, ammonium hydroxide or sodium bicarbonate; Described ultra-filtration membrane is a molecular weight cut-off 10000,8000,5000 or 3000; Described tablet also can change powder, granule or capsule into.
Tang oligosaccharide of the present invention is off-white color or white amorphous solid, the monose of the Tang oligosaccharide that makes for 6 times with gas Chromatographic Determination is formed, 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 Tang oligosaccharide that obtains, xylosyl, glucosyl group, galactosyl, mannose group and glucal acidic group, be with α-1,2-glycosidic link and α-1, the linear molecule that the 3-glycosidic link connects; 60～90% of the total molar content of rhamnosyl fiduciary point monose, sulfate are positioned at C-3 position and/or the C-2 position and/or the C-4 position of rhamanopyranosyl, and the weight percentage of sulfate is 10～40% in the Tang oligosaccharide; Molecular weight is 3000～10000 dalton.
The radiation resistance of Tang oligosaccharide of the present invention is to estimate by the influence to survival rate, peripheral blood leucocyte sum, platelet count, RBC number, index and spleen index, spleen lymphocyte multiplication capacity, whole blood activity of glutathione peroxidase, serum superoxide dismutases activity and the lipid peroxidation product mda content of radiation injury mouse, experimental result proves that product of the present invention has tangible radiation resistance.
Concrete experimental technique and result are as follows:
1. Tang oligosaccharide is to the influence of radiation injury mouse 30d survival rate: 150 of mouse are divided into normal control group, irradiation control group and 3 Tang oligosaccharide groups at random.Administration 15d is continued in continuous 10d of Tang oligosaccharide group pre-irradiation and irradiation back, every day intraperitoneal administration once, dosage is respectively 4,8 and 16mg/kg, the equal abdominal injection equivalent of normal control group and irradiation control group physiological saline 0.2ml/ only calculates the 30d survival rate.Experimental result shows that Tang oligosaccharide group 30d survival rate significantly improves, and with irradiation control group significant difference (P＜0.01) is arranged relatively, shows that this Tang oligosaccharide can significantly improve the survival rate of radiation injury mouse 30d, prolongs survival time.
2. Tang oligosaccharide is to the influence of radiation injury mouse peripheral blood leucocyte sum (WBC), platelet count (PLT), RBC number (RBC): 60 of mouse are divided into normal control group, irradiation control group and 3 Tang oligosaccharide groups at random.Administration 15d is continued in continuous 10d of Tang oligosaccharide group pre-irradiation and irradiation back, every day intraperitoneal administration once, dosage is respectively 4,8 and 16mg/kg, the equal abdominal injection equivalent of normal control group and irradiation control group physiological saline 0.2ml/ only.After irradiation 0,5,10,15d gets mouse vein blood, measures mouse peripheral blood WBC, PLT, RBC.WBC, PLT and RBC measure with the hemocyte automatic analyser.Experimental result shows that this Tang oligosaccharide can quicken the recovery of radiation injury mouse peripheral blood WBC, PLT and RBC, compares significant difference (P＜0.01) with irradiation control group, shows that this Tang oligosaccharide has the influence of remarkable protection radiation to the body hemopoietic system.Hemopoietic system is one of comparatively responsive histoorgan of radiation injury, protects hemopoietic tissue effectively, promotes that hematopoietic function recovery is the importance of anti-radiation protection.It is one of improved important symbol of radiation injury that leukocyte count recovers, quantity of leucocyte rapid rising in Tang oligosaccharide group irradiation back may be stimulated due to the white corpuscle generation system by Tang oligosaccharide, and the platelet count increase is perhaps relevant with the promoting erythrocyte nucleus formation.
3. Tang oligosaccharide is to the influence of radiation injury mouse anti oxidase activity, lipid peroxide level: 60 of mouse are divided into normal control group, irradiation control group and 3 Tang oligosaccharide groups at random.Administration 15d is continued in continuous 10d of Tang oligosaccharide group pre-irradiation and irradiation back, every day intraperitoneal administration once, dosage is respectively 4,8 and 16mg/kg, the equal abdominal injection equivalent of normal control group and irradiation control group physiological saline 0.2ml/ only.After irradiation 0,5,10,15d gets mouse vein blood, measures that mouse whole blood Selenoperoxidase (GSH-Px) is active, serum superoxide dismutases (SOD) is active and serum lipid overoxidation product mda (MDA) content.Blood GSH-Px activity, activity of SOD in serum and Content of MDA are pressed the test kit specification sheets and are measured.Experimental result shows, this Tang oligosaccharide can significantly increase the antioxidant enzyme GSH-Px and the SOD activity of radiation injury mouse body, reduce lipid peroxidation product MDA content, compare significant difference (P＜0.01) with irradiation control group, show that this Tang oligosaccharide has the influence of remarkable protection radiation to body antioxidant system function.
4. Tang oligosaccharide is to the influence of radiation injury mouse spleen index, spleen lymphocyte multiplication capacity: 60 of mouse are divided into normal control group, irradiation control group and 3 Tang oligosaccharide groups at random.Administration 15d is continued in continuous 10d of Tang oligosaccharide group pre-irradiation and irradiation back, every day intraperitoneal administration once, dosage is respectively 4,8 and 16mg/kg, the equal abdominal injection equivalent of normal control group and irradiation control group physiological saline 0.2ml/ only.After irradiation, during 15d, get mouse spleen and measure the proliferative response of mouse spleen exponential sum spleen lymphocyte.Index and spleen index is measured: mouse is weighed, and gets mouse spleen and weighs, and calculates index and spleen index; Index and spleen index=spleen weight * 1000/ body weight.Splenic lymphocytes is measured, and adopts the MTT colorimetry.Experimental result shows, this Tang oligosaccharide can obviously improve the index and spleen index of radiation injury mouse and strengthen the multiplication capacity of spleen lymphocyte, compare significant difference (P＜0.01) with irradiation control group, show that this Tang oligosaccharide has the influence of remarkable protection radiation to the body immune system function.The body lymphocyte can cause the variation of cell proliferation behavior after being subjected to the former special stimulation of mitogenesis, proliferation of lymphocytes has been represented the cell activation degree.
Claims (3)
1. Tang oligosaccharide, it is characterized in that containing rhamanopyranosyl, xylosyl, glucosyl group, galactosyl, mannose group and glucal acidic group in the sugar chain of this Tang oligosaccharide, be with α-1,2-glycosidic link and α-1, the linear molecule that the 3-glycosidic link connects; 60～90% of the total molar content of rhamnosyl fiduciary point monose, sulfate are positioned at C-3 position and/or the C-2 position and/or the C-4 position of rhamanopyranosyl, and the weight percentage of sulfate is 10～40% in the Tang oligosaccharide; Molecular weight is 3000～10000 dalton.
2. the preparation method of the described Tang oligosaccharide of claim 1 is characterized in that the marine alga frond is soaked homogenate, and heating is extracted, isolate clear liquid, the gained clear liquid is concentrated desalination, with the solution concentration after the desalination, deproteinated again with the solution concentration behind the deproteinated, adds acid or oxygenant, reacting by heating then, cooling adds alkali neutralization or enzyme-added termination reaction, isolates clear liquid, concentrate then, desalination concentrates the clear liquid after the desalination, separates with ultra-filtration membrane, with the solution desalination of collecting, concentrate, drying is pulverized; Described marine alga frond is reef film, wide reef film, bag reef film, arctic reef film, broken reef film, capsule reef film, thick reef film, point kind reef film, wrinkle reef film, brown reef film, sea lettuce, hole sea lettuce, feldspar water shield, flower sea lettuce or admant water shield; Described acid is hydrochloric acid, sulfuric acid, nitric acid, formic acid, oxalic acid or trifluoroacetic acid; Described oxygenant is hydrogen peroxide, hypochlorous acid, clorox, nitrous acid or Sodium Nitrite; Described alkali is sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, saleratus, ammonium hydroxide or sodium bicarbonate.
3. the application of the described Tang oligosaccharide of claim 1 in the preparation antiradiation drug.
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| CN2008101380962A CN101328228B (en) | 2008-07-16 | 2008-07-16 | Tang oligosaccharide, preparation thereof and use in radioresistant medicaments |
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| CN102204701B (en) * | 2011-04-20 | 2012-10-10 | 沈阳麦金利食品制造有限公司 | Radiation-proof plant fermentation beverage and manufacturing method |
| CN104814436B (en) * | 2015-05-18 | 2017-06-06 | 福建农林大学 | A kind of Ulvaceae algae functional oligose composite chewable tablet |
| CN106832049A (en) * | 2017-01-20 | 2017-06-13 | 华中农业大学 | A kind of molecular weight is the pectin oligosaccharide acidolysis preparation method of 2000 3000Da |
| CN108617857A (en) * | 2018-06-21 | 2018-10-09 | 佛山市三水区嘉信农业技术研究院（普通合伙） | A kind of natural calcite mineral feed and preparation method thereof |
| CN109453074A (en) * | 2018-11-19 | 2019-03-12 | 国珍健康科技（北京）有限公司 | A kind of double algae compound extracts and its application |
| CN110713626B (en) * | 2019-10-14 | 2021-06-01 | 福建农林大学 | Preparation method of ulva oligosaccharide compound with auxiliary anti-tumor effect |
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