CN105859907B - With immunocompetent sunset abelmoschus stem or bark leaf polyose sulphation modification product of raising and preparation method thereof - Google Patents
With immunocompetent sunset abelmoschus stem or bark leaf polyose sulphation modification product of raising and preparation method thereof Download PDFInfo
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- CN105859907B CN105859907B CN201610409994.1A CN201610409994A CN105859907B CN 105859907 B CN105859907 B CN 105859907B CN 201610409994 A CN201610409994 A CN 201610409994A CN 105859907 B CN105859907 B CN 105859907B
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- sunset abelmoschus
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- 241001075517 Abelmoschus Species 0.000 title claims abstract description 112
- 230000004048 modification Effects 0.000 title claims abstract description 59
- 238000012986 modification Methods 0.000 title claims abstract description 59
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 235000009508 confectionery Nutrition 0.000 claims abstract description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 19
- 150000004676 glycans Chemical class 0.000 claims abstract description 18
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 18
- 239000005017 polysaccharide Substances 0.000 claims abstract description 18
- 238000001556 precipitation Methods 0.000 claims abstract description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 9
- 238000000605 extraction Methods 0.000 claims abstract description 9
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims abstract description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 7
- 239000008103 glucose Substances 0.000 claims abstract description 5
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims abstract description 4
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 claims abstract description 4
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims abstract description 4
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims abstract description 4
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims abstract description 3
- 239000000047 product Substances 0.000 claims description 46
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- 235000019441 ethanol Nutrition 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 238000000502 dialysis Methods 0.000 claims description 7
- 239000012141 concentrate Substances 0.000 claims description 6
- 239000005457 ice water Substances 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 238000005119 centrifugation Methods 0.000 claims description 5
- 229940079593 drug Drugs 0.000 claims description 5
- 238000010828 elution Methods 0.000 claims description 5
- 238000004108 freeze drying Methods 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- 239000001117 sulphuric acid Substances 0.000 claims description 5
- 239000006228 supernatant Substances 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000004090 dissolution Methods 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 108090000623 proteins and genes Proteins 0.000 claims description 4
- 102000004169 proteins and genes Human genes 0.000 claims description 4
- 239000011780 sodium chloride Substances 0.000 claims description 4
- 238000009777 vacuum freeze-drying Methods 0.000 claims description 4
- 230000036039 immunity Effects 0.000 claims description 3
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid group Chemical class S(N)(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 8
- 239000002699 waste material Substances 0.000 abstract description 4
- 238000002474 experimental method Methods 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 229920005989 resin Polymers 0.000 abstract description 2
- 239000011347 resin Substances 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract description 2
- 238000003809 water extraction Methods 0.000 abstract description 2
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 abstract 1
- 230000035755 proliferation Effects 0.000 description 12
- 235000000346 sugar Nutrition 0.000 description 11
- 230000000694 effects Effects 0.000 description 10
- 150000002772 monosaccharides Chemical class 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 6
- 210000004698 lymphocyte Anatomy 0.000 description 6
- 210000000952 spleen Anatomy 0.000 description 6
- 238000006467 substitution reaction Methods 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 3
- 239000002775 capsule Substances 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 239000008101 lactose Substances 0.000 description 3
- 230000031700 light absorption Effects 0.000 description 3
- 210000004988 splenocyte Anatomy 0.000 description 3
- 229920002261 Corn starch Polymers 0.000 description 2
- 241000699666 Mus <mouse, genus> Species 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000008120 corn starch Substances 0.000 description 2
- 229940099112 cornstarch Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 230000019635 sulfation Effects 0.000 description 2
- 238000005670 sulfation reaction Methods 0.000 description 2
- 235000020985 whole grains Nutrition 0.000 description 2
- 240000004507 Abelmoschus esculentus Species 0.000 description 1
- 240000005959 Abelmoschus manihot Species 0.000 description 1
- 235000001075 Abelmoschus manihot Nutrition 0.000 description 1
- 240000000530 Alcea rosea Species 0.000 description 1
- 235000017334 Alcea rosea Nutrition 0.000 description 1
- 235000017303 Althaea rosea Nutrition 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 108010062580 Concanavalin A Proteins 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 241001529246 Platymiscium Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 208000035199 Tetraploidy Diseases 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 230000002019 anti-mutation Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229960000074 biopharmaceutical Drugs 0.000 description 1
- 210000004899 c-terminal region Anatomy 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
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- 239000003085 diluting agent Substances 0.000 description 1
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- 239000000284 extract Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000005965 immune activity Effects 0.000 description 1
- 230000004957 immunoregulator effect Effects 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- -1 is dialysed 3 days Substances 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
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- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 230000003211 malignant effect Effects 0.000 description 1
- 239000002398 materia medica Substances 0.000 description 1
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- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 206010040872 skin infection Diseases 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000004879 turbidimetry Methods 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/737—Sulfated polysaccharides, e.g. chondroitin sulfate, dermatan sulfate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0003—General processes for their isolation or fractionation, e.g. purification or extraction from biomass
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0036—Galactans; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0087—Glucomannans or galactomannans; Tara or tara gum, i.e. D-mannose and D-galactose units, e.g. from Cesalpinia spinosa; Tamarind gum, i.e. D-galactose, D-glucose and D-xylose units, e.g. from Tamarindus indica; Gum Arabic, i.e. L-arabinose, L-rhamnose, D-galactose and D-glucuronic acid units, e.g. from Acacia Senegal or Acacia Seyal; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Polymers & Plastics (AREA)
- Dermatology (AREA)
- Sustainable Development (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
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- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Have the invention discloses one kind and improve immunocompetent sunset abelmoschus stem or bark leaf polyose sulphation modification product and preparation method thereof, sulfate content is 24.79% in polysaccharide sulfated modified outcome, polyoses content 52.10%, and polysaccharide is 0.45 by molar ratio:18.96:1.0:0.53 mannose, glucose, galactolipin and arabinose composition.The present invention passes through the preferred extraction and separation process of many experiments, Thick many candies are obtained using water extraction and alcohol precipitation method, albumen is taken off again, then it is purified using 52 celluosic resins of DEAE, the high sunset abelmoschus stem or bark leaf polyose of purity is made, then modifies using sulfamic acid method to obtain sunset abelmoschus stem or bark leaf polyose sulphation modification product.The present invention makes full use of discarded sunset abelmoschus root cauline leaf resource, turns waste into wealth, and obtains that immunocompetent sunset abelmoschus stem or bark leaf polyose sulphation modification product can be improved, it can be achieved that the sustainability application of natural resources of Chinese medicinal materials, has good economic value and ecological environmental protection meaning.
Description
Technical field
The present invention relates to a kind of plant polyoses, and in particular to one kind, which has, improves immunocompetent sunset abelmoschus stem or bark leaf polyose sulphur
It is acidified modified outcome and preparation method thereof.
Background technology
Natural resources of Chinese medicinal materials is the solid foundation for ensureing national health, development of national medicine.Chinese medicine and natural medicinal life in recent years
The production area in goods and materials source is more than 2.40 × 106hm2, root yield is up to 5.40 × 106T, and discarded root system of plant and
The biomass of ground cauline leaf is up to 1.1 × 107~1.6 × 107T is 2~3 times of root yield, causes the serious wasting of resources
And environmental pollution.Therefore, the utility value of medicinal organism resource is improved in natural resources of Chinese medicinal materials industrialization process, especially promotes it
Medical value, sound development and development resource economizing type, environmentally friendly economy for Chinese Medicine Industry have great
Meaning.
Sunset abelmoschus root (Abelmoschus manihot L.Medic) is Malvaceae gumbo platymiscium, first recorded in《Jia Yu sheets
Grass》,《Compendium of Materia Medica》Described in：" it spends smell sweet, cold, sliding, nontoxic, cures mainly urine leaching and expedites the emergence of, controls all malignant sore pus long not
The person of being recovered, what work end was applied is cured, for persons particularly liable to develop skin infection's key medicine " etc..Its root, stem, leaf are respectively provided with certain medical value.Sunset abelmoschus flower is main
Agents area is dropped or burns its cauline leaf part more in recovery process, causes the very big wave of sunset abelmoschus root cauline leaf resource
Take and the pollution of environment.
Polysaccharide is a kind of complicated polymer substance, has antitumor, antiviral, anti-oxidant, anti-mutation, radioresistance
With the various biologicals effect such as enhancing is immune.But the polysaccharide bioactivity under normal circumstances, naturally extracted is weaker.In natural polysaccharide
When certain ionic group is introduced in molecule and there is appropriate degree of substitution, the dissolving of polysaccharide in water can not only be significantly improved
Degree, and the chain conformation of polysaccharide can be made to change, improve bioactivity so as to make it have certain specific structure.It is more
The Sulfation modification of sugar is to replace the C-terminal of polysaccharide molecule, carboxyl terminal or amino terminal sulfate group,
The bioactivity of original polysaccharide can be caused to substantially change.
At present, the analysis of physicochemical property and monosaccharide is concentrated mainly on to the research of sunset abelmoschus stem or bark leaf polyose both at home and abroad, it is right
The research of its activity is less.Therefore, change the structure of sunset abelmoschus stem or bark leaf polyose using sulphation modification technology, improve its physics and chemistry
Matter obtains really active polysaccharide, to the efficient utilization of sunset abelmoschus root cauline leaf resource and the Protection significance weight of ecological environment
Greatly.
Invention content
Goal of the invention：The purpose of the present invention is to solve the deficiencies in the prior art, using sunset abelmoschus root cauline leaf waste as original
Material, is prepared sunset abelmoschus root cauline leaf Thick many candies by preferred method, is then modified using Sulfation, obtains that there is raising to be immunized
The sunset abelmoschus stem or bark leaf polyose sulphation modification product of activity.Another object of the present invention is to provide sunset abelmoschus stem or bark leaf polyose sulphation
The preparation method of modified outcome and its application.The present invention makes full use of discarded sunset abelmoschus root cauline leaf resource, turns waste into wealth, and height is immune
The sunset abelmoschus stem or bark leaf polyose sulphation modification product of activity is, it can be achieved that the sustainability application of natural resources of Chinese medicinal materials, has warp well
The Protection significance of Ji value and ecological environment.
Technical solution：In order to achieve the goal above, the technical solution adopted by the present invention is：
A kind of sunset abelmoschus stem or bark leaf polyose sulphation modification product, sulfate in sunset abelmoschus stem or bark leaf polyose sulphation modification product
Content is 24.79%, polyoses content 52.10%, and polysaccharide is 0.45 by molar ratio:18.96:1.0:0.53 mannose, Portugal
Grape sugar, galactolipin and arabinose composition.
Preferably, the molecular weight of sunset abelmoschus stem or bark leaf polyose and sunset abelmoschus stem or bark leaf polyose sulphation modification product is distinguished
For 760.24kDa and 236.75kDa.
Preferably, the preparation method of above-described sunset abelmoschus stem or bark leaf polyose sulphation modification product, including with
Lower step：
(1) dregs of a decoction after the extraction of sunset abelmoschus root cauline leaf ethyl alcohol are taken, add in the water of the dregs of a decoction 10~30 times of volumes of weight, refluxing extraction
2~3 times, 1~2 hour every time, filtering, merging filtrate was concentrated under reduced pressure；Sevag method removing proteins, centrifugation take supernatant, add in nothing
Water-ethanol, alcohol precipitation is overnight, filters, takes precipitation, washed successively with absolute ethyl alcohol, acetone, ether, dries, it is thick to obtain sunset abelmoschus root cauline leaf
Polysaccharide；
(2) classification of sunset abelmoschus root cauline leaf Thick many candies
The sunset abelmoschus root cauline leaf Thick many candies that step (1) is prepared are weighed, add distillation water dissolution, are loaded onto DEAE-52 chromatographies
In column, with 0.0,0.1,0.3,0.5mol/L NaCl solution gradient elutions, and polyoses content is detected using phend-sulphuric acid, point
Different eluting peaks is not collected, is concentrated under reduced pressure, and dialysis finally by dialyzate vacuum freeze drying, obtains sunset abelmoschus stem or bark leaf polyose；
(3) sulphation modification of sunset abelmoschus stem or bark leaf polyose
The sunset abelmoschus stem or bark leaf polyose that step (2) is taken to be prepared, is modified using sulfamic acid method：Accurately weigh yellow another name for Sichuan Province
Certain herbaceous plants with big flowers stem leaf polysaccharide, at ambient temperature stirring are dissolved in dimethylformamide, add in sulfamic acid, anti-in 80~90 DEG C of stirrings
It should.After reaction, ice-water bath is cooled to room temperature, and adjusts pH to neutrality with NaOH, dialysis takes dialyzate, concentrates, and freeze-drying obtains
Sunset abelmoschus stem or bark leaf polyose sulphation modification product.
Preferably, the preparation method of above-described sunset abelmoschus stem or bark leaf polyose sulphation modification product, step (3)
Sunset abelmoschus stem or bark leaf polyose 40mg accurately is weighed, 30min is stirred at ambient temperature, is dissolved in 15mL dimethylformamides, is added in
120mg sulfamic acids are stirred to react 3h in 80 DEG C, and after reaction, ice-water bath is cooled to room temperature, and pH is adjusted into NaOH
Property, it dialyses 3 days, takes dialyzate, concentrate, freeze-drying obtains sunset abelmoschus stem or bark leaf polyose sulphation modification product.
The present invention shows to have by the sunset abelmoschus stem or bark leaf polyose product that sulphation modification obtains aobvious by experimental study
The effect of the promotion spleen lymphocyte proliferation of work improves the drug or health products of immunity available for preparing.
Sunset abelmoschus stem or bark leaf polyose sulphation modification product of the present invention is preparing the drug for improving immunity or health care
Tablet, capsule can be made in sunset abelmoschus stem or bark leaf polyose sulphation modification product and pharmaceutically acceptable carrier by the application in product
The drug of agent, granule or encapsulated form.
The present invention adds carrier lactose or corn when tablet is made in sunset abelmoschus stem or bark leaf polyose sulphation modification product
Starch adds in magnesium stearate lubricant when needing, be uniformly mixed, tablet is made in then tabletting.
When capsule is made, sunset abelmoschus stem or bark leaf polyose sulphation modification product and carrier lactose or cornstarch are mixed
Uniformly, whole grain, it is then encapsulated that capsule is made.
The present invention is when being made granule, sunset abelmoschus stem or bark leaf polyose sulphation modification product and diluent lactose or corn
Starch is uniformly mixed, whole grain, dry, and granule is made.
Advantageous effect：It is provided by the invention have improve immunocompetent sunset abelmoschus stem or bark leaf polyose sulphation modification product and
The prior art, which is compared, to be had a little：
1st, the present invention obtains Thick many candies by the preferred extraction and separation process of many experiments using water extraction and alcohol precipitation method first, then
Then deproteination is purified using DEAE-52 celluosic resins, the high sunset abelmoschus stem or bark leaf polyose of purity, Ran Houzai is made
It is modified using sulfamic acid method, purifies, obtain sunset abelmoschus stem or bark leaf polyose sulphation modification product.The present invention makes full use of useless
The sunset abelmoschus root cauline leaf resource abandoned, turns waste into wealth, and immunocompetent sunset abelmoschus stem or bark leaf polyose sulphation modification can be improved by being prepared
Product has the Protection significance of good economic value and ecological environment, it can be achieved that the sustainability application of natural resources of Chinese medicinal materials.
2nd, the present invention by external mouse spleen lymphocyte proliferation activity experiments have shown that, sunset abelmoschus stem or bark leaf polyose has no bright
Aobvious immunoregulatory activity, but after sulphation modification, shown in 25~200 μ g/mL dosage ranges significantly immune
Activity is adjusted, achieves extraordinary unexpected technique effect.
Description of the drawings
Fig. 1 is the infrared spectrogram of sunset abelmoschus root cauline leaf Thick many candies.
Fig. 2 is the infrared spectrogram of sunset abelmoschus stem or bark leaf polyose sulphation modification product.
Fig. 3 is the proliferation of splenocytes block diagram of sunset abelmoschus stem or bark leaf polyose and its sulphation modification product.
Specific embodiment
According to following embodiments, the present invention may be better understood.It is however, as it will be easily appreciated by one skilled in the art that real
It applies the described specific material proportion of example, process conditions and its result and is merely to illustrate the present invention, without that should will not limit
The present invention described in detail in claims processed.
Embodiment 1
The preparation method of sunset abelmoschus stem or bark leaf polyose sulphation modification product, includes the following steps：
(1) preparation of sunset abelmoschus root cauline leaf Thick many candies
Drying dregs of a decoction 100g of the sunset abelmoschus root cauline leaf after alcohol reflux extracts is taken, adds in the dregs of a decoction 30 times of volumes of weight
Water, 100 DEG C of water-bath refluxing extractions 3 times, each 1h.Filtering, merging filtrate are concentrated under reduced pressure.Sevag method removing proteins, centrifugation
(4000r/min, 10min) takes supernatant, adds in the absolute ethyl alcohol of tetraploid product, and alcohol precipitation is overnight, filters, and precipitation uses nothing successively
Three times, 50 DEG C of drying are to get sunset abelmoschus root cauline leaf Thick many candies for water-ethanol, acetone, ether washing.
(2) classification of sunset abelmoschus root cauline leaf Thick many candies
The sunset abelmoschus root cauline leaf Thick many candies 3g that step (1) is prepared is weighed, adds appropriate distillation water dissolution, prepares mass concentration
For the polysaccharide solution of 30mg/ml, it is loaded onto in DEAE-52 chromatographic columns.With 0.0,0.1,0.3,0.5mol/L NaCl solution gradients
Elution, flow velocity 1.0mL/min (10min/ pipes) detect polyoses content using phend-sulphuric acid, collect different elutions respectively
Peak is concentrated under reduced pressure, dialysis, and finally by dialyzate vacuum freeze drying, obtaining sunset abelmoschus root cauline leaf Thick many candies, (polyoses content reaches
99%).
(3) sulphation modification of sunset abelmoschus stem or bark leaf polyose
The sunset abelmoschus root cauline leaf Thick many candies that step (2) is prepared are taken, are modified using sulfamic acid method.Accurately weigh Huang
Hollyhock cauline leaf Thick many candies 40mg stirs 30min and is dissolved in 15mL DMF at ambient temperature.120mg sulfamic acids are added in, in 80
DEG C it is stirred to react 3h.After reaction, ice-water bath is cooled to room temperature, and is adjusted pH to neutrality with NaOH, is dialysed 3 days, concentrate, freeze
It is dry, obtain sunset abelmoschus stem or bark leaf polyose sulphation modification product.
The measure of 2 sunset abelmoschus stem or bark leaf polyose sulphation modification product total sugar content of embodiment and degree of substitution
1st, using D- DEXTROSE ANHYDROUSs as standard items, using sunset abelmoschus root cauline leaf before and after phend-sulphuric acid measure sulphation modification
The total sugar content of Thick many candies；With K2SO4For standard items, using barium chloride-gelatin turbidimetry for Determination sulfate radical content, according to the following formula
Calculate degree of substitution (DS).
In formula：S% is sulfur content
2nd, monosaccharide composition analysis
Using trifluoroacetic acid hydrolysis, PMP polysaccharide derivative samples, to mix monosaccharide as standard items, using high performance liquid chromatography
Method determines the composition of monosaccharide according to appearance time, and the monosaccharide that the standard curve determination sample of each monosaccharide is drawn according to peak area contains
Amount.
3rd, infrared spectrum analysis
Learnt from else's experience dry sunset abelmoschus root cauline leaf Thick many candies and sunset abelmoschus stem or bark leaf polyose each lmg of sulphation modification Product samples,
It is uniform in agate mortar grinding with the dried potassium bromide powders of 100~200mg, it is pressed into thin slice respectively, respectively in infrared spectrum
4000~400cm is measured on instrument-1Infrared spectrum.
4th, mice spleen lymphocytes proliferation is tested
It is sterile to take spleen, mouse spleen lymphocyte suspension is prepared, adjustment cell concentration is 6 × 106A/mL connects in 96 orifice plates
100 μ L/ holes of kind, then culture solution (blank control), 10 μ g/mL ConA (con A, positive control) are separately added into, it is different
The sunset abelmoschus root cauline leaf Thick many candies of concentration and each 100 μ of sunset abelmoschus stem or bark leaf polyose sulphation modification Product samples solution of various concentration
L/ holes, each concentration are all provided with 4 multiple holes, are uniformly mixed and are placed on 37 DEG C, 5%CO2Culture is for 24 hours.Culture terminates preceding 4h, adds per hole
Enter 10 μ L of MTT (5mg/mL), continue to cultivate 4h in above-mentioned condition, supernatant is abandoned in centrifugation, adds in 100 μ L DMSO, after fully shaking
The light absorption value of wavelength 570nm is measured with microplate reader.
Lymphopoiesis index=sample sets light absorption value/blank control group light absorption value
5th, experimental result
The measure analysis result of 5.1 total reducing sugars and degree of substitution, as shown in table 1：
The total sugar content and degree of substitution of 1 sunset abelmoschus root cauline leaf Thick many candies of table and sunset abelmoschus stem or bark leaf polyose sulphation modification product
It measures
As shown in table 1, the total sugar content of sunset abelmoschus root cauline leaf Thick many candies is 99.76%, without sulfate, the sulfuric acid after modification
Base content is 24.79%, and total sugar content 52.10% is mainly replaced by a large amount of sulfate, sunset abelmoschus stem or bark leaf polyose sulfuric acid
The degree of substitution for changing modified outcome is 0.57, and sulfate has been connected on sugar chain.
The results are shown in Table 2 for 5.2 monosaccharide composition analysis：
The monosaccharide constitutive molar ratio of 2 sunset abelmoschus root cauline leaf Thick many candies of table and its sulphation modification product
The molar ratio of the monosaccharide of sunset abelmoschus root cauline leaf Thick many candies and its sulphation modification product composition is as shown in table 2, sunset abelmoschus root
Cauline leaf Thick many candies are made of mannose, glucose, galactolipin and arabinose, wherein the ratio highest of glucose, Qi Tasan
The ratio of kind sugar is relatively low.After sulphation modification, the content of glucose is declined, and mainly part sugar chain is taken by sulfate
Generation.The molecular weight of sunset abelmoschus stem or bark leaf polyose and sunset abelmoschus stem or bark leaf polyose sulphation modification product be respectively 760.24kDa and
236.75kDa.In modification, Partial digestion has occurred in sunset abelmoschus stem or bark leaf polyose.
5.3 infrared spectrum analysis
As depicted in figs. 1 and 2, sunset abelmoschus root cauline leaf Thick many candies are in 3400cm-1The absorption peak of left and right shakes for the flexible of O-H keys
It is dynamic, 2900cm-1The absorption peak of left and right is the stretching vibration of c h bond, is carbohydrate characteristic absorption.Sunset abelmoschus stem or bark leaf polyose sulphation
Modified outcome is other than the body feature for retaining sunset abelmoschus root cauline leaf Thick many candies absorbs, in 1251cm-1Place occur it is apparent not
The absorption peak of symmetrical S=O stretching vibrations and in 820cm-1The stretching vibration absorption peak of the C-O-S at place, shows on sugar chain
Introduce sulfate group, sulphation modification success.
5.4 proliferation of splenocytes are analyzed
The proliferation of splenocytes experimental result of sunset abelmoschus root cauline leaf Thick many candies and its sulphation modification product is as shown in Figure 3.
A is represented compared with the control group in figure, humidification significant difference (p ＜ 0.05)；B represents that compared with the control group, enhancing is made in figure
With difference extremely significantly (p ＜ 0.01)；C is represented compared with the control group in figure, and humidification difference is extremely significantly (p ＜ 0.001)；Figure
Middle e represents that compared with SLAMP-a groups humidification difference is extremely significantly (p ＜ 0.01)；F is represented compared with SLAMP-a groups in figure,
Humidification extremely significant difference (p ＜ 0.001).
The proliferation index of control group is 0.998, and positive group is 1.744.
From the figure 3, it may be seen that compared with the control group, sunset abelmoschus root cauline leaf Thick many candies cannot pierce in 25~200 μ g/mL concentration ranges
Swash the proliferation of splenic lymphocytes, and sunset abelmoschus stem or bark leaf polyose sulphation modification product has significant promotion spleen lymphocyte proliferation
Effect.Sunset abelmoschus root cauline leaf Thick many candies in 100 μ g/ml dosage with most strong proliferation function, proliferation index 1.472,
Proliferation index is minimum during 25 μ g/ml, is 1.267, and the highest stimulus index before modifying is only 1.079, is achieved extraordinary
Technique effect.
The technical concepts and features of embodiment of above only to illustrate the invention, its object is to allow be familiar with technique
People understands the content of present invention and is implemented, and it is not intended to limit the scope of the present invention, all real according to spirit of the invention
The equivalent change or modification that matter is done should all cover within the scope of the present invention.
Claims (4)
- A kind of 1. solution of sunset abelmoschus stem or bark leaf polyose sulphation modification product, which is characterized in that sunset abelmoschus stem or bark leaf polyose sulphation Sulfate content is 24.79% in modified outcome, polyoses content 52.10%, and polysaccharide is 0.45 by molar ratio:18.96:1.0: 0.53 mannose, glucose, galactolipin and arabinose composition；The solution of sunset abelmoschus stem or bark leaf polyose sulphation modification product A concentration of 25~200 μ g/mL；The preparation method of sunset abelmoschus stem or bark leaf polyose sulphation modification product includes the following steps：(1) dregs of a decoction after the extraction of sunset abelmoschus root cauline leaf ethyl alcohol are taken, add in the water of the dregs of a decoction 10~30 times of volumes of weight, refluxing extraction 2~3 Secondary, 1~2 hour every time, filtering, merging filtrate was concentrated under reduced pressure；Sevag method removing proteins, centrifugation, take supernatant, add in anhydrous second Alcohol, alcohol precipitation is overnight, filters, takes precipitation, washed successively with absolute ethyl alcohol, acetone, ether, dries, obtains sunset abelmoschus root cauline leaf Thick many candies；(2) classification of sunset abelmoschus root cauline leaf Thick many candiesThe sunset abelmoschus root cauline leaf Thick many candies that step (1) is prepared are weighed, adds distillation water dissolution, is loaded onto in DEAE-52 chromatographic columns, With 0.0,0.1,0.3,0.5mol/L NaCl solution gradient elutions, and polyoses content is detected using phend-sulphuric acid, received respectively Collect different eluting peaks, be concentrated under reduced pressure, dialysis finally by dialyzate vacuum freeze drying, obtains sunset abelmoschus stem or bark leaf polyose；(3) sulphation modification of sunset abelmoschus stem or bark leaf polyoseThe sunset abelmoschus stem or bark leaf polyose that step (2) is taken to be prepared, is modified using sulfamic acid method：Accurately weigh sunset abelmoschus stem or bark Leaf polyose, at ambient temperature stirring are dissolved in dimethylformamide, add in sulfamic acid, be stirred to react in 80~90 DEG C；Instead After answering, ice-water bath is cooled to room temperature, and adjusts pH to neutrality with NaOH, dialysis takes dialyzate, concentrates, and freeze-drying obtains sunset abelmoschus root Stem leaf polysaccharide sulphation modification product.
- 2. the preparation method of the solution of sunset abelmoschus stem or bark leaf polyose sulphation modification product described in claim 1, which is characterized in that The preparation method of sunset abelmoschus stem or bark leaf polyose sulphation modification product includes the following steps：(1) dregs of a decoction after the extraction of sunset abelmoschus root cauline leaf ethyl alcohol are taken, add in the water of the dregs of a decoction 10~30 times of volumes of weight, refluxing extraction 2~3 Secondary, 1~2 hour every time, filtering, merging filtrate was concentrated under reduced pressure；Sevag method removing proteins, centrifugation, take supernatant, add in anhydrous second Alcohol, alcohol precipitation is overnight, filters, takes precipitation, washed successively with absolute ethyl alcohol, acetone, ether, dries, obtains sunset abelmoschus root cauline leaf Thick many candies；(2) classification of sunset abelmoschus root cauline leaf Thick many candiesThe sunset abelmoschus root cauline leaf Thick many candies that step (1) is prepared are weighed, adds distillation water dissolution, is loaded onto in DEAE-52 chromatographic columns, With 0.0,0.1,0.3,0.5mol/L NaCl solution gradient elutions, and polyoses content is detected using phend-sulphuric acid, received respectively Collect different eluting peaks, be concentrated under reduced pressure, dialysis finally by dialyzate vacuum freeze drying, obtains sunset abelmoschus stem or bark leaf polyose；(3) sulphation modification of sunset abelmoschus stem or bark leaf polyoseThe sunset abelmoschus stem or bark leaf polyose that step (2) is taken to be prepared, is modified using sulfamic acid method：Accurately weigh sunset abelmoschus stem or bark Leaf polyose, at ambient temperature stirring are dissolved in dimethylformamide, add in sulfamic acid, be stirred to react in 80~90 DEG C, instead After answering, ice-water bath is cooled to room temperature, and adjusts pH to neutrality with NaOH, dialysis takes dialyzate, concentrates, and freeze-drying obtains sunset abelmoschus root Stem leaf polysaccharide sulphation modification product.
- 3. the preparation method of the solution of sunset abelmoschus stem or bark leaf polyose sulphation modification product according to claim 2, feature It is, step (3) accurately weighs sunset abelmoschus stem or bark leaf polyose 40mg, stirs 30min at ambient temperature, is dissolved in 15mL dimethyl methyls In amide, 120mg sulfamic acids are added in, are stirred to react 3h in 80 DEG C, after reaction, ice-water bath is cooled to room temperature, and uses NaOH PH is adjusted to neutrality, dialyses 3 days, takes dialyzate, concentrate, freeze-drying obtains sunset abelmoschus stem or bark leaf polyose sulphation modification product.
- 4. the solution of sunset abelmoschus stem or bark leaf polyose sulphation modification product described in claim 1 improves the drug of immunity preparing Or the application in health products.
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| CN102526754A (en) * | 2011-12-19 | 2012-07-04 | 段金廒 | Application of gum extracted from Abelmoschus manihot as matrix of Chinese medicinal gel |
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| CN102526754A (en) * | 2011-12-19 | 2012-07-04 | 段金廒 | Application of gum extracted from Abelmoschus manihot as matrix of Chinese medicinal gel |
| CN102964466A (en) * | 2012-12-18 | 2013-03-13 | 江苏省中医院 | Abelmoschus manihot polysaccharide with anti-tumor activity and preparation method thereof |
| CN103739732A (en) * | 2013-12-27 | 2014-04-23 | 新疆奇康哈博维药有限公司 | Method for extracting hollyhock seed polysaccharide |
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