CN105859907A - Abelmoschus manihot stem leaf polysaccharide sulfating modified product having immune activity improving function and preparation method thereof - Google Patents
Abelmoschus manihot stem leaf polysaccharide sulfating modified product having immune activity improving function and preparation method thereof Download PDFInfo
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- CN105859907A CN105859907A CN201610409994.1A CN201610409994A CN105859907A CN 105859907 A CN105859907 A CN 105859907A CN 201610409994 A CN201610409994 A CN 201610409994A CN 105859907 A CN105859907 A CN 105859907A
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- Prior art keywords
- pedicle
- leaf
- abelmoschi manihot
- manihot
- leaf polyose
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- 150000004676 glycans Chemical class 0.000 title claims abstract description 54
- 229920001282 polysaccharide Polymers 0.000 title claims abstract description 54
- 239000005017 polysaccharide Substances 0.000 title claims abstract description 54
- 240000005959 Abelmoschus manihot Species 0.000 title claims abstract description 44
- 235000001075 Abelmoschus manihot Nutrition 0.000 title claims abstract description 44
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 230000001180 sulfating effect Effects 0.000 title abstract 6
- 230000005965 immune activity Effects 0.000 title abstract 3
- 230000004048 modification Effects 0.000 claims abstract description 55
- 238000012986 modification Methods 0.000 claims abstract description 55
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000003814 drug Substances 0.000 claims abstract description 12
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 10
- 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 6
- 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 6
- 239000008103 glucose Substances 0.000 claims abstract description 6
- 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
- 238000001556 precipitation Methods 0.000 claims abstract description 4
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims abstract description 3
- 229930182830 galactose Natural products 0.000 claims abstract description 3
- 240000003183 Manihot esculenta Species 0.000 claims description 59
- 235000005739 manihot Nutrition 0.000 claims description 59
- 239000000047 product Substances 0.000 claims description 48
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000000385 dialysis solution Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 6
- 238000000502 dialysis Methods 0.000 claims description 6
- 239000008187 granular material Substances 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- 239000012141 concentrate Substances 0.000 claims description 5
- 239000005457 ice water Substances 0.000 claims description 5
- 230000036039 immunity Effects 0.000 claims description 5
- 230000007935 neutral effect Effects 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 239000002775 capsule Substances 0.000 claims description 4
- 230000036541 health Effects 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 239000001117 sulphuric acid Substances 0.000 claims description 4
- 239000006228 supernatant Substances 0.000 claims description 4
- 239000012153 distilled water Substances 0.000 claims description 3
- 229960004756 ethanol Drugs 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 238000004108 freeze drying Methods 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- 108090000623 proteins and genes Proteins 0.000 claims description 3
- 102000004169 proteins and genes Human genes 0.000 claims description 3
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 239000003937 drug carrier Substances 0.000 claims description 2
- 238000010828 elution Methods 0.000 claims description 2
- 238000002481 ethanol extraction Methods 0.000 claims description 2
- 239000003826 tablet Substances 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims 1
- 238000002474 experimental method Methods 0.000 abstract description 2
- 238000000605 extraction Methods 0.000 abstract description 2
- 238000000746 purification Methods 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract description 2
- 239000012461 cellulose resin Substances 0.000 abstract 1
- 230000003544 deproteinization Effects 0.000 abstract 1
- 238000003809 water extraction Methods 0.000 abstract 1
- 230000035755 proliferation Effects 0.000 description 11
- 150000002772 monosaccharides Chemical class 0.000 description 9
- 238000004458 analytical method Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 210000000952 spleen Anatomy 0.000 description 7
- 210000004698 lymphocyte Anatomy 0.000 description 6
- 229960001031 glucose Drugs 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000006467 substitution reaction Methods 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- 230000004071 biological effect Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229920002261 Corn starch Polymers 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 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
- 230000008859 change Effects 0.000 description 3
- 239000008120 corn starch Substances 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 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
- 240000000530 Alcea rosea Species 0.000 description 2
- 235000017334 Alcea rosea Nutrition 0.000 description 2
- 235000017303 Althaea rosea Nutrition 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000699666 Mus <mouse, genus> Species 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000001035 drying Methods 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
- 238000004519 manufacturing process Methods 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 230000008569 process Effects 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
- 238000012360 testing method Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 241001075517 Abelmoschus Species 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 108010062580 Concanavalin A Proteins 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- 241000628997 Flos Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 208000035199 Tetraploidy Diseases 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 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
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000004899 c-terminal region Anatomy 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000009514 concussion Effects 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000012531 culture fluid Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 230000004957 immunoregulator effect Effects 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 230000003211 malignant effect Effects 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- 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
- 230000001737 promoting effect Effects 0.000 description 1
- 230000004223 radioprotective effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007560 sedimentation technique Methods 0.000 description 1
- 206010040872 skin infection Diseases 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000000638 stimulation Effects 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
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Polymers & Plastics (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Sustainable Development (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses an abelmoschus manihot stem leaf polysaccharide sulfating modified product having an immune activity improving function and a preparation method thereof. The sulfate group content in the sulfating modified product is 24.79%, the polysaccharide content is 52.10%, and polysaccharide is prepared from mannose, glucose, galactose and arabinose by the mole ratio of 0.45 to 18.96 to 1.0 to 0.53. An extraction separation process is optimized through a large number of experiments, the crude polysaccharide is obtained by adopting a water extraction and alcohol precipitation method, deproteinization is performed, then DEAE-52 cellulose resin is adopted for purification, high-purity abelmoschus manihot stem leaf polysaccharide is prepared, and then modification is performed by adopting sulfamic acid to obtain the abelmoschus manihot stem leaf polysaccharide sulfating modified product. Wasted abelmoschus manihot stem leaf resources are fully utilized and turned into wealth to obtain the abelmoschus manihot stem leaf polysaccharide sulfating modified product capable of improving the immune activity, sustainable application of traditional Chinese medicine resources can be achieved, and the abelmoschus manihot stem leaf polysaccharide sulfating modified product has a very good economic value and ecological environment protection significance.
Description
Technical field
The present invention relates to a kind of vegetable polysaccharides, be specifically related to one and there is the immunocompetent Pedicle abelmoschi manihot leaf polyose sulphation of raising repair
Decorations product and preparation method thereof.
Background technology
Natural resources of Chinese medicinal materials is the solid foundation ensureing national health, development of national medicine.Chinese medicine and crude drug living resources in recent years
Production area more than 2.40 × 106hm2, root yield is up to 5.40 × 106T, and discarded root system of plant and the aerial stem of plant
The Biomass of leaf is up to 1.1 × 107～1.6 × 107T, is root yield 2～3 times, causes the serious wasting of resources and environment is dirty
Dye.Therefore, natural resources of Chinese medicinal materials industrialization process improves the value of medicinal organism resource, especially promotes its medical value,
The sound development of Chinese Medicine Industry and development resource economizing type, environmentally friendly economy are significant.
Abelmoschus manihot （L.） Medic (Abelmoschus manihot L.Medic) is Malvaceae Abelmoschus plant, begins to be loaded in " good book on Chinese herbal medicine ", " this
Grass detailed outline " described in: " its flower abnormal smells from the patient is sweet, cold, sliding, nontoxic, cures mainly urine leaching and expedites the emergence of, controlling all malignant boil pus and be not recovered
Person, makees deposited i.e. the healing, for persons particularly liable to develop skin infection's key medicine in end " etc..Its root, stem, leaf are respectively provided with certain medical value.Flos abelmoschi manihot is main
Wanting agents area, in recovery process, more its stem and leaf part is dropped or burns, and causes the very big wave of Abelmoschus manihot （L.） Medic stem and leaf resource
Take and the pollution of environment.
Polysaccharide is the polymer substance that a class formation is complicated, have antitumor, antiviral, antioxidation, mutation, radioprotective and
Strengthen the various biological effects such as immunity.But generally, the polysaccharide biological activity of natural extract is more weak.Divide at natural polysaccharide
When son introducing certain ionic group and there is appropriate substitution value, polysaccharide dissolubility in water can not only be significantly improved,
And the chain conformation of polysaccharide can be made to change, thus make it have certain specific structure and improve biological activity.Polysaccharide
It is i.e. the C-terminal of polysaccharide molecule, carboxyl terminal or amino terminal sulfate group to be replaced that Sulfation is modified, and may result in
The biological activity of original polysaccharide occurs substantially to change.
At present, the research to Pedicle abelmoschi manihot leaf polyose both at home and abroad is concentrated mainly on the analysis of physicochemical property and monosaccharide, to its activity
Research less.Therefore, application sulphation modification technology changes the structure of Pedicle abelmoschi manihot leaf polyose, improves its physicochemical property, obtains
Obtain the most active polysaccharide, great to the Protection significance of efficiently utilization and the ecological environment of Abelmoschus manihot （L.） Medic stem and leaf resource.
Summary of the invention
Goal of the invention: the invention aims to solve the deficiencies in the prior art, with Abelmoschus manihot （L.） Medic stem and leaf garbage as raw material, logical
Cross method for optimizing and prepare Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides, then use Sulfation to modify, obtain that there is raising immunocompetent
Pedicle abelmoschi manihot leaf polyose sulphation modification product.Another object of the present invention is to provide Pedicle abelmoschi manihot leaf polyose sulphation modification product
Preparation method and its apply.The present invention makes full use of discarded Abelmoschus manihot （L.） Medic stem and leaf resource, turns waste into wealth, the Huang of high immunological activity
Althaea rosea (L.) Cavan. stem leaf polysaccharide sulphation modification product, can realize the sustainability application of natural resources of Chinese medicinal materials, have good economic worth and life
The Protection significance of state environment.
Technical scheme: in order to realize object above, the technical solution used in the present invention is:
A kind of Pedicle abelmoschi manihot leaf polyose sulphation modification product, in Pedicle abelmoschi manihot leaf polyose sulphation modification product, sulfate content is
24.79%, polyoses content is 52.10%, and polysaccharide is the mannose of 0.45:18.96:1.0:0.53, glucose, gala by mol ratio
Sugar and arabinose composition.
Preferably, the molecular weight of Pedicle abelmoschi manihot leaf polyose and Pedicle abelmoschi manihot leaf polyose sulphation modification product is respectively
760.24kDa and 236.75kDa.
Preferably, the preparation method of above-described Pedicle abelmoschi manihot leaf polyose sulphation modification product, comprise the following steps:
(1) take the medicinal residues after Abelmoschus manihot （L.） Medic stem and leaf ethanol extraction, add medicinal residues weight 10～the water of 30 times of volumes, reflux, extract, 2～3
Secondary, each 1～2 hour, filter, merging filtrate, concentrating under reduced pressure；Sevag method removing protein, centrifugal, take supernatant, add
Dehydrated alcohol, precipitate with ethanol overnight, sucking filtration, take precipitation, successively with dehydrated alcohol, acetone, ether washing, dry, obtain Abelmoschus manihot （L.） Medic
Stem and leaf crude polysaccharides；
(2) classification of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides
Weigh the Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides that step (1) prepares, add distilled water and dissolve, be loaded onto DEAE-52 chromatographic column
In, with 0.0,0.1,0.3,0.5mol/L NaCl solution gradient elution, and use phend-sulphuric acid to detect polyoses content, point
Not collecting different eluting peaks, concentrating under reduced pressure, dialysis, finally by dialysis solution vacuum lyophilization, it is thus achieved that Pedicle abelmoschi manihot leaf polyose；
(3) sulphation modification of Pedicle abelmoschi manihot leaf polyose
Take the Pedicle abelmoschi manihot leaf polyose that step (2) prepares, use sulfamic acid method to modify: accurately to weigh Pedicle abelmoschi manihot
Leaf polyose, stirring is dissolved in dimethylformamide at ambient temperature, adds sulfamic acid, in 80～90 DEG C of stirring reactions.Instead
After should terminating, ice-water bath is cooled to room temperature, with NaOH regulation pH to neutral, and dialysis, take dialysis solution, concentrate, lyophilizing,
Obtain Pedicle abelmoschi manihot leaf polyose sulphation modification product.
Preferably, the preparation method of above-described Pedicle abelmoschi manihot leaf polyose sulphation modification product, step (3) is accurate
Weigh Pedicle abelmoschi manihot leaf polyose 40mg, stir 30min at ambient temperature, be dissolved in 15mL dimethylformamide, add
120mg sulfamic acid, in 80 DEG C of stirring reaction 3h, after reaction terminates, ice-water bath is cooled to room temperature, regulates pH with NaOH
To neutral, dialyse 3 days, take dialysis solution, concentrate, lyophilizing, obtain Pedicle abelmoschi manihot leaf polyose sulphation modification product.
The present invention is shown by experimentation, through sulphation modification obtain Pedicle abelmoschi manihot leaf polyose product there is significantly rush
Enter the effect of spleen lymphocyte proliferation, can be used for preparation and improve medicine or the health product of immunity.
Pedicle abelmoschi manihot leaf polyose sulphation modification product of the present invention answering in the medicine or health product of preparation raising immunity
With, Pedicle abelmoschi manihot leaf polyose sulphation modification product and pharmaceutically acceptable carrier can be made tablet, capsule, granule
Or the medicine of encapsulated form.
The present invention, when making tablet, adds carrier lactose or corn starch in Pedicle abelmoschi manihot leaf polyose sulphation modification product,
Adding magnesium stearate lubricant when needing, mix homogeneously, then tablet made by tabletting.
When making capsule, by Pedicle abelmoschi manihot leaf polyose sulphation modification product and carrier lactose or corn starch mix homogeneously,
Granulate, the most encapsulated makes capsule.
The present invention, when making granule, mixes Pedicle abelmoschi manihot leaf polyose sulphation modification product and diluent lactose or corn starch
Close uniformly, granulate, it is dried, makes granule.
Beneficial effect: what the present invention provided has the immunocompetent Pedicle abelmoschi manihot leaf polyose sulphation modification product of raising and existing skill
Art is compared to be had a little:
1, the present invention passes through the preferred extraction and separation process of great many of experiments, obtains crude polysaccharides initially with decoction and alcohol sedimentation technique, then removes egg
In vain, then use DEAE-52 celluosic resin to be purified, prepare the Pedicle abelmoschi manihot leaf polyose that purity is high, use ammonia the most again
Base sulfonic acid method is modified, purification, obtains Pedicle abelmoschi manihot leaf polyose sulphation modification product.The present invention makes full use of discarded Huang
Althaea rosea (L.) Cavan. stem and leaf resource, turns waste into wealth, and prepares and can improve immunocompetent Pedicle abelmoschi manihot leaf polyose sulphation modification product, can
Realize the sustainability application of natural resources of Chinese medicinal materials, there is the Protection significance of good economic worth and ecological environment.
2, the present invention shows through the proliferation activity test of external mouse spleen lymphocyte, and Pedicle abelmoschi manihot leaf polyose there is no significantly exempts from
Epidemic disease regulation activity, but after sulphation modification, in 25～200 μ g/mL dosage ranges, show significant immunoregulatory activity,
Achieve extraordinary unforeseeable technique effect.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides.
Fig. 2 is the infrared spectrogram of Pedicle abelmoschi manihot leaf polyose sulphation modification product.
Fig. 3 is the proliferation of splenocytes block diagram of Pedicle abelmoschi manihot leaf polyose and sulphation modification product thereof.
Detailed description of the invention
According to following embodiment, the present invention be may be better understood.But, as it will be easily appreciated by one skilled in the art that embodiment
Described concrete material proportion, process conditions and result thereof are merely to illustrate the present invention, and should be also without limitation on right
The present invention described in detail in claim.
Embodiment 1
The preparation method of Pedicle abelmoschi manihot leaf polyose sulphation modification product, comprises the following steps:
(1) preparation of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides
Take the Abelmoschus manihot （L.） Medic stem and leaf dry medicinal residues 100g after alcohol reflux, add the water of 30 times of volumes of medicinal residues weight, 100 DEG C
Water-bath reflux, extract, 3 times, each 1h.Filter, merging filtrate, concentrating under reduced pressure.Sevag method removing protein, centrifugal (4000r/min,
10min), take supernatant, add the dehydrated alcohol that tetraploid is long-pending, precipitate with ethanol overnight, sucking filtration, precipitation successively with dehydrated alcohol, third
Ketone, ether wash three times, and 50 DEG C of drying obtain Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides.
(2) classification of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides
Weighing the Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides 3g that step (1) prepares, add appropriate distilled water and dissolve, preparation mass concentration is
The polysaccharide solution of 30mg/ml, is loaded onto in DEAE-52 chromatographic column.With 0.0,0.1,0.3,0.5mol/L NaCl solution ladder
Degree eluting, flow velocity 1.0mL/min (10min/ pipe), use phend-sulphuric acid detection polyoses content, collect different washing respectively
De-peak, concentrating under reduced pressure, dialysis, finally by dialysis solution vacuum lyophilization, it is thus achieved that (polyoses content reaches Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides
99%).
(3) sulphation modification of Pedicle abelmoschi manihot leaf polyose
Take the Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides that step (2) prepares, use sulfamic acid method to modify.Accurately weigh Abelmoschus manihot （L.） Medic
Stem and leaf crude polysaccharides 40mg, stirring 30min is dissolved in 15mL DMF at ambient temperature.Add 120mg sulfamic acid,
In 80 DEG C of stirring reaction 3h.After reaction terminates, ice-water bath is cooled to room temperature, with NaOH regulation pH to neutral, and dialysis 3
My god, concentrate, lyophilizing, obtain Pedicle abelmoschi manihot leaf polyose sulphation modification product.
Embodiment 2 Pedicle abelmoschi manihot leaf polyose sulphation modification product total sugar content and the mensuration of substitution value
1, with D-anhydrous glucose as standard substance, phend-sulphuric acid is used to measure Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides before and after sulphation modification
Total sugar content；With K2SO4For standard substance, use barium chloride-gelatin turbidimetry for Determination sulfate radical content, calculate according to the following formula and take
Dai Du (DS).
In formula: S% is sulfur content
2, monosaccharide composition analysis
Use trifluoroacetic acid hydrolysis, PMP polysaccharide derivative sample, to mix monosaccharide as standard substance, use high performance liquid chromatography root
Determine the composition of monosaccharide according to appearance time, draw the contents of monosaccharides of the standard curve determination sample of each monosaccharide according to peak area.
3, infrared spectrum analysis
Learnt from else's experience dry Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides and the Pedicle abelmoschi manihot leaf polyose each lmg of sulphation modification Product samples, with
The potassium bromide powder of 100～200mg dryings grinds uniformly in agate mortar, is pressed into thin slice respectively, respectively on infrared spectrometer
Measure 4000～400cm-1Infrared spectrum.
4, mice spleen lymphocytes proliferation test
Aseptic taking spleen, prepare mouse spleen lymphocyte suspension, adjusting cell concentration is 6 × 106Individual/mL, inoculates 100 in 96 orifice plates
μ L/ hole, then it is separately added into culture fluid (blank), 10 μ g/mL ConA (con A, positive control), different
The Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides of concentration and the Pedicle abelmoschi manihot each 100 μ L/ of leaf polyose sulphation modification Product samples solution of variable concentrations
Hole, each concentration is all provided with 4 multiple holes, and mix homogeneously is placed on 37 DEG C, 5%CO2Cultivate 24h.Cultivation terminates front 4h, often
Hole adds MTT (5mg/mL) 10 μ L, continues to cultivate 4h, be centrifuged and abandon supernatant, add 100 μ L DMSO in above-mentioned condition,
The light absorption value of wavelength 570nm is fully measured after concussion by microplate reader.
Lymphopoiesis index=sample sets light absorption value/blank group light absorption value
5, experimental result
The mensuration analysis result of 5.1 total sugar and substitution value, as shown in table 1:
The total sugar content of table 1 Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides and Pedicle abelmoschi manihot leaf polyose sulphation modification product and the mensuration of substitution value
As shown in table 1, the total sugar content of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides is 99.76%, and without sulfate, the sulfate after modification contains
Amount is 24.79%, and total sugar content is 52.10%, is mainly replaced by substantial amounts of sulfate, and Pedicle abelmoschi manihot leaf polyose sulphation is repaiied
The degree of substitution of decorations product is 0.57, and sugar chain has connected sulfate.
5.2 monosaccharide composition analysis results are as shown in table 2:
Table 2 Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides and the monosaccharide constitutive molar ratio of sulphation modification product thereof
The mol ratio of the monosaccharide composition of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides and sulphation modification product thereof is as shown in table 2, and Abelmoschus manihot （L.） Medic stem and leaf is thick
Polysaccharide is made up of mannose, glucose, galactose and arabinose, and wherein the ratio of glucose is the highest, and other three kinds sugared
Ratio is relatively low.After sulphation modification, the content of its glucose has declined, and mainly part sugar chain is replaced by sulfate.Yellow another name for Sichuan Province
The molecular weight of certain herbaceous plants with big flowers stem leaf polysaccharide and Pedicle abelmoschi manihot leaf polyose sulphation modification product is respectively 760.24kDa and 236.75kDa.?
In modification, Pedicle abelmoschi manihot leaf polyose there occurs Partial digestion.
5.3 infrared spectrum analysis
As depicted in figs. 1 and 2, Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides is at 3400cm-1The stretching vibration that absworption peak is O-H key of left and right,
2900cm-1The stretching vibration that absworption peak is c h bond of left and right, for saccharide characteristic absorption.Pedicle abelmoschi manihot leaf polyose sulphation modification
Product is in addition to the body feature retaining Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides absorbs, and it is at 1251cm-1The obvious asymmetric S that place occurs
The absworption peak of=O stretching vibration, and at 820cm-1The stretching vibration absworption peak of the C-O-S at place, shows to have drawn on sugar chain
Sulfate group, sulphation modification success are entered.
5.4 proliferation of splenocytes analyses
The proliferation of splenocytes experimental result of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides and sulphation modification product thereof is as shown in Figure 3.A in figure
Represent compared with matched group, potentiation significant difference (p ＜ 0.05)；In figure, b represents that, compared with matched group, potentiation is poor
Heteropole is notable (p ＜ 0.01)；In figure, c represents compared with matched group, and potentiation difference is extremely notable (p ＜ 0.001)；In figure
E represents compared with SLAMP-a group, and potentiation difference is extremely notable (p ＜ 0.01)；In figure, f represents and SLAMP-a group phase
Ratio, potentiation extremely significant difference (p ＜ 0.001).
The proliferation index of matched group is 0.998, and positive group is 1.744.
From the figure 3, it may be seen that compared with matched group, Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides can not stimulate spleen in 25～200 μ g/mL concentration ranges
The propagation of lymphocyte, and Pedicle abelmoschi manihot leaf polyose sulphation modification product has the effect significantly promoting spleen lymphocyte proliferation.
Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides has the strongest proliferation function when 100 μ g/ml dosage, and proliferation index is 1.472, at 25 μ g/ml
Time proliferation index minimum, be 1.267, and modify before the highest stimulation index be only 1.079, achieve extraordinary technique effect.
Embodiment of above only for technology design and the feature of the present invention are described, its object is to allow person skilled in the art understand
Present invention is also carried out, can not limit the scope of the invention with this, all is done according to spirit of the invention
Equivalence change or modification, all should contain within the scope of the present invention.
Claims (5)
1. a Pedicle abelmoschi manihot leaf polyose sulphation modification product, it is characterised in that Pedicle abelmoschi manihot leaf polyose sulphation modification product
Middle sulfate content is 24.79%, and polyoses content is 52.10%, polysaccharide by the mannose that mol ratio is 0.45:18.96:1.0:0.53,
Glucose, galactose and arabinose composition.
2. the preparation method of the Pedicle abelmoschi manihot leaf polyose sulphation modification product described in claim 1, it is characterised in that include with
Lower step:
(1) take the medicinal residues after Abelmoschus manihot （L.） Medic stem and leaf ethanol extraction, add medicinal residues weight 10～the water of 30 times of volumes, reflux, extract, 2～3
Secondary, each 1～2 hour, filter, merging filtrate, concentrating under reduced pressure；Sevag method removing protein, centrifugal, take supernatant, add
Dehydrated alcohol, precipitate with ethanol overnight, sucking filtration, take precipitation, successively with dehydrated alcohol, acetone, ether washing, dry, obtain Abelmoschus manihot （L.） Medic
Stem and leaf crude polysaccharides；
(2) classification of Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides
Weigh the Abelmoschus manihot （L.） Medic stem and leaf crude polysaccharides that step (1) prepares, add distilled water and dissolve, be loaded onto DEAE-52 chromatographic column
In, with 0.0,0.1,0.3,0.5mol/L NaCl solution gradient elution, and use phend-sulphuric acid to detect polyoses content, point
Not collecting different eluting peaks, concentrating under reduced pressure, dialysis, finally by dialysis solution vacuum lyophilization, it is thus achieved that Pedicle abelmoschi manihot leaf polyose；
(3) sulphation modification of Pedicle abelmoschi manihot leaf polyose
Take the Pedicle abelmoschi manihot leaf polyose that step (2) prepares, use sulfamic acid method to modify: accurately to weigh Pedicle abelmoschi manihot
Leaf polyose, stirring is dissolved in dimethylformamide at ambient temperature, adds sulfamic acid, in 80～90 DEG C of stirring reactions.Instead
After should terminating, ice-water bath is cooled to room temperature, with NaOH regulation pH to neutral, and dialysis, take dialysis solution, concentrate, lyophilizing,
Obtain Pedicle abelmoschi manihot leaf polyose sulphation modification product.
The preparation method of Pedicle abelmoschi manihot leaf polyose sulphation modification product the most according to claim 2, it is characterised in that step
Suddenly (3) accurately weigh Pedicle abelmoschi manihot leaf polyose 40mg, stir 30min at ambient temperature, are dissolved in 15mL dimethyl formyl
In amine, adding 120mg sulfamic acid, in 80 DEG C of stirring reaction 3h, after reaction terminates, ice-water bath is cooled to room temperature, uses
NaOH regulation pH, to neutral, dialyse 3 days, takes dialysis solution, concentrate, lyophilizing, obtains Pedicle abelmoschi manihot leaf polyose sulphation modification and produces
Thing.
4. the Pedicle abelmoschi manihot leaf polyose sulphation modification product described in claim 1 improves medicine or the health product of immunity in preparation
In application.
Pedicle abelmoschi manihot leaf polyose sulphation modification product the most according to claim 4 improves medicine or the guarantor of immunity in preparation
Application in strong product, it is characterised in that Pedicle abelmoschi manihot leaf polyose sulphation modification product and pharmaceutically acceptable carrier are made
The medicine of tablet, capsule, granule or encapsulated form.
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Citations (3)
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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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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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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| JUE ZHANG ET AL.: "Antitumor activity of sulfated extracellular polysaccharides of Ganoderma lucidum from the submerged fermentation broth", 《CARBOHYDRATE POLYMERS》 * |
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