CN115124629A - Preparation and application of trehalose calcium - Google Patents
Preparation and application of trehalose calcium Download PDFInfo
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- CN115124629A CN115124629A CN202210007874.4A CN202210007874A CN115124629A CN 115124629 A CN115124629 A CN 115124629A CN 202210007874 A CN202210007874 A CN 202210007874A CN 115124629 A CN115124629 A CN 115124629A
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- China
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- polysaccharide
- undaria pinnatifida
- upps
- solution
- stem
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- 238000002360 preparation method Methods 0.000 title abstract description 6
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 title description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 title description 2
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 title description 2
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 title description 2
- 239000011575 calcium Substances 0.000 title description 2
- 229910052791 calcium Inorganic materials 0.000 title description 2
- 150000004676 glycans Chemical class 0.000 claims abstract description 76
- 229920001282 polysaccharide Polymers 0.000 claims abstract description 76
- 239000005017 polysaccharide Substances 0.000 claims abstract description 76
- 241001261506 Undaria pinnatifida Species 0.000 claims abstract description 64
- 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 15
- 239000008103 glucose Substances 0.000 claims abstract description 15
- 102100024295 Maltase-glucoamylase Human genes 0.000 claims abstract description 14
- 108010028144 alpha-Glucosidases Proteins 0.000 claims abstract description 14
- 230000000694 effects Effects 0.000 claims abstract description 12
- 206010012601 diabetes mellitus Diseases 0.000 claims abstract description 11
- 238000005342 ion exchange Methods 0.000 claims abstract description 9
- 238000010521 absorption reaction Methods 0.000 claims abstract description 8
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims abstract description 6
- 235000013376 functional food Nutrition 0.000 claims abstract description 5
- 229920002472 Starch Polymers 0.000 claims abstract description 4
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- 238000000034 method Methods 0.000 claims description 23
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 238000004108 freeze drying Methods 0.000 claims description 12
- 241001261505 Undaria Species 0.000 claims description 11
- OQUKIQWCVTZJAF-UHFFFAOYSA-N phenol;sulfuric acid Chemical compound OS(O)(=O)=O.OC1=CC=CC=C1 OQUKIQWCVTZJAF-UHFFFAOYSA-N 0.000 claims description 11
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 10
- 238000010828 elution Methods 0.000 claims description 10
- 238000012544 monitoring process Methods 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 9
- 238000002835 absorbance Methods 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 claims description 7
- 238000000502 dialysis Methods 0.000 claims description 7
- 102000004169 proteins and genes Human genes 0.000 claims description 7
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 claims description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 229960002442 glucosamine Drugs 0.000 claims description 6
- 108090000623 proteins and genes Proteins 0.000 claims description 6
- AEMOLEFTQBMNLQ-VANFPWTGSA-N D-mannopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-VANFPWTGSA-N 0.000 claims description 5
- PNNNRSAQSRJVSB-SLPGGIOYSA-N Fucose Natural products C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C=O PNNNRSAQSRJVSB-SLPGGIOYSA-N 0.000 claims description 5
- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 claims description 5
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 claims description 5
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 5
- 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 description 5
- 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 description 5
- 229930182830 galactose Natural products 0.000 claims description 5
- 229940097043 glucuronic acid Drugs 0.000 claims description 5
- 230000001376 precipitating effect Effects 0.000 claims description 5
- 241000220289 Pedunculata Species 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 3
- 239000001110 calcium chloride Substances 0.000 claims description 3
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000007710 freezing Methods 0.000 claims description 3
- 230000008014 freezing Effects 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- 239000011347 resin Substances 0.000 claims description 3
- 229920005989 resin Polymers 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 238000002791 soaking Methods 0.000 claims description 3
- 239000008399 tap water Substances 0.000 claims description 3
- 235000020679 tap water Nutrition 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 238000011033 desalting Methods 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 238000010298 pulverizing process Methods 0.000 claims description 2
- 239000006228 supernatant Substances 0.000 claims description 2
- AEMOLEFTQBMNLQ-YMDCURPLSA-N D-galactopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-YMDCURPLSA-N 0.000 claims 1
- AEMOLEFTQBMNLQ-AQKNRBDQSA-N D-glucopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-AQKNRBDQSA-N 0.000 claims 1
- 235000011148 calcium chloride Nutrition 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 238000011160 research Methods 0.000 abstract description 5
- 230000005764 inhibitory process Effects 0.000 abstract description 4
- 230000001276 controlling effect Effects 0.000 description 6
- 230000001105 regulatory effect Effects 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- IAJILQKETJEXLJ-RSJOWCBRSA-N aldehydo-D-galacturonic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-RSJOWCBRSA-N 0.000 description 4
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241000199919 Phaeophyceae Species 0.000 description 3
- 230000004071 biological effect Effects 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000002772 monosaccharides Chemical class 0.000 description 3
- 239000008363 phosphate buffer Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 229920000615 alginic acid Polymers 0.000 description 2
- 235000010443 alginic acid Nutrition 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
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- 238000002329 infrared spectrum Methods 0.000 description 2
- 230000031700 light absorption Effects 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000002211 ultraviolet spectrum Methods 0.000 description 2
- MSWZFWKMSRAUBD-GASJEMHNSA-N 2-amino-2-deoxy-D-galactopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O MSWZFWKMSRAUBD-GASJEMHNSA-N 0.000 description 1
- 229940077274 Alpha glucosidase inhibitor Drugs 0.000 description 1
- 241001474374 Blennius Species 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 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 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
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- 108091005461 Nucleic proteins Proteins 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003888 alpha glucosidase inhibitor Substances 0.000 description 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
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- 238000004519 manufacturing process Methods 0.000 description 1
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- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1
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Classifications
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- 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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/125—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives containing carbohydrate syrups; containing sugars; containing sugar alcohols; containing starch hydrolysates
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- 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
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Animal Behavior & Ethology (AREA)
- Materials Engineering (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biochemistry (AREA)
- Sustainable Development (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Nutrition Science (AREA)
- Mycology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Food Science & Technology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicines Containing Plant Substances (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
The invention belongs to the field of algal polysaccharide research, and discloses an undaria pinnatifida stem polysaccharide UPPS-1 with alpha-glucosidase inhibition activity, and a preparation method and application thereof. UPPS-1 is uniform polysaccharide obtained by extracting Undaria pinnatifida stalk with calcium chloride solution, separating and purifying with ion exchange column and gel column, and has weight average molecular weight of 174.88 kDa. Through the research of the activity of alpha-glucosidase, UPPS-1 inhibits the alpha-glucosidase on the intestinal mucosa, and slows down the speed of decomposing starch into glucose, thereby reducing and delaying the absorption of glucose by small intestines and improving the abnormal blood sugar of a diabetic patient. The polysaccharide can be used as a potential diabetes inhibitor and used for developing functional foods or medicaments.
Description
Technical Field
The invention relates to a preparation method and application of a seaweed extract.
Background
Brown algae contains various nutritional ingredients such as polysaccharide, protein, vitamins, minerals, etc. The polysaccharide is a high molecular compound with multiple biological activities such as oxidation resistance, tumor resistance, immunoregulation, virus resistance and the like, so the polysaccharide has application value in drug development.
The undaria pinnatifida stem is a stem section part of undaria pinnatifida, is a large economic brown algae, is mainly distributed in Liaoning, Shandong, Jiangsu, Zhejiang and the like in China, and belongs to Phaeophyta, brown subclass. Has large water content, hard tissue and dark brown color, and is widely used for food cooking due to good taste. The Undaria pinnatifida has good effects of resisting virus, resisting tumor, lowering blood pressure, regulating immunity, treating cardiovascular and cerebrovascular diseases and the like. At present, the extraction and separation and the biological activity of the undaria pinnatifida stem polysaccharide are not deeply researched.
Disclosure of Invention
The invention aims to provide the undaria pinnatifida stem polysaccharide for regulating diabetes.
The invention also aims to provide a preparation method of the polysaccharide for regulating the diabetes mellitus; the invention takes the undaria pinnatifida stem entity as a research object, and analyzes the molecular weight and monosaccharide composition of the undaria pinnatifida stem polysaccharide by calcium chloride extraction and alcohol precipitation, separation and purification by an ion exchange column and a molecular sieve and research of the biological activity of the undaria pinnatifida stem polysaccharide.
The invention further aims to provide the application of the undaria pinnatifida peduncle polysaccharide for regulating diabetes.
The purpose of the invention is realized by the following technical scheme:
undaria pinnatifida stalk polysaccharide UPPS-1 with weight average molecular weight of 174.880kDa for regulating diabetes
The sugar content of the undaria pinnatifida stem polysaccharide is 37.95%.
The undaria pinnatifida peduncle polysaccharide UPPS-1 mainly comprises mannuronic acid, glucosamine, rhamnose, glucuronic acid, galacturonic acid, glucose, galactose and fucose, wherein the molar ratio of mannuronic acid to glucosamine is 4.35:1.86:2.32:4.50:0.94:2.07: 48.42: 16.01.
The preparation method of the undaria pinnatifida stem polysaccharide comprises the following steps:
(1) desalting the undaria pinnatifida stems, drying in the sun and pulverizing into powder.
(2) Adding CaCl 2 Extracting the solution, collecting supernatant, and concentrating under reduced pressure.
(3) Precipitating the concentrated solution with ethanol, decolorizing, removing protein, dialyzing, and freeze drying to obtain crude polysaccharide.
(4) And (3) preparing a solution of the crude polysaccharide, eluting the solution by using an ion exchange column, tracking and monitoring by using a phenol-sulfuric acid method to collect a target peak product, and concentrating, dialyzing, freezing and drying to obtain a crude component.
(5) Further separating the crude components by a gel column, tracking and monitoring by a phenol-sulfuric acid method to collect target peak products, and obtaining the subdivided components after concentration, dialysis and freeze drying.
The step (1) specifically comprises the following steps: washing surface salt of the undaria pinnatifida stem with tap water, replacing water every 12h, soaking for three days, draining, naturally drying in the sun, and crushing to obtain undaria pinnatifida stem powder.
The step (2) specifically comprises the following steps: mixing the powder of the undaria pinnatifida stems in a ratio of 0.15mol/LCaCl2, wherein the ratio of the materials to the liquid is 1: extracting at 15, 70 deg.C for 3 h. Collecting the filtrate, and concentrating under reduced pressure to obtain concentrated solution of Undaria Pinnatifida stem.
The step (3) specifically comprises the following steps: precipitating the concentrated solution with 80% ethanol overnight, centrifuging, collecting precipitate, re-dissolving with small amount of deionized water, decolorizing with chloride 717 anion resin at 55 deg.C for 12 hr, and removing protein by Sevage method (chloroform: n-butanol 4:1) for more than three times until no white floccule is left at the boundary of two phases. Dialyzing against 3500Da for 48h, and freeze drying to obtain crude polysaccharide.
The step (4) specifically comprises the following steps: dissolving the crude polysaccharide of the undaria pinnatifida stem with deionized water, preparing a polysaccharide solution with the concentration of 30mg/mL, separating the polysaccharide solution through a DEAE-52 ion exchange column, sequentially eluting with 0, 0.5, 1 and 2mol/LNacl solutions, controlling the flow rate at 1mL/min and the elution time at 10 min/tube, tracking and monitoring by adopting a phenol-sulfuric acid method, and collecting a main peak part according to the absorbance. Collecting 0.5mol/LNacl solution eluate, concentrating, dialyzing with 3500Da dialysis bag for 48h, and freeze drying to obtain crude Undaria pinnatifida peduncle polysaccharide UPPS-1.
The step (5) specifically comprises the following steps: dissolving the undaria pinnatifida stem crude polysaccharide with pure water, preparing a polysaccharide solution with the concentration of 30mg/mL, separating the polysaccharide solution through a Sephadex-G100 gel column, eluting with pure water, controlling the flow rate at 0.5mL/min, controlling the elution time at 10 min/tube, tracking and monitoring by adopting a phenol-sulfuric acid method, and collecting the main peak part according to the absorbance. Collecting pure water eluate, concentrating under reduced pressure, dialyzing with 3500Da dialysis bag for 48 hr, and freeze drying to obtain UPPS-1.
The undaria pinnatifida stem polysaccharide UPPS-1 can be used for preparing functional foods and regulating diabetes.
The functional food and the alpha-glucosidase inhibitor can reduce the speed of decomposing starch into glucose by inhibiting the alpha-glucosidase on the intestinal mucosa, thereby reducing and delaying the absorption of glucose by the small intestine and improving the abnormal blood sugar of a diabetic patient.
Compared with the traditional water solvent extraction method, the method has the advantages that the production of algin is reduced and the solubility is improved by extracting the undaria pinnatifida peduncle polysaccharide through calcium chloride.
Compared with the prior art, the invention has the following advantages and beneficial effects:
1. the invention takes the undaria stems as a research object, prepares the undaria stem polysaccharide UPPS-1 by leaching with calcium chloride solution and separating and purifying through DEAE-52 ion exchange column and molecular sieve, and determines the specific activity application.
2. Compared with the traditional water solvent extraction method, the extraction method of the undaria pinnatifida stem polysaccharide has the advantages that the calcium chloride solution is used, partial algin is removed, and the solubility of the polysaccharide is improved.
3. Through determination, the weight average molecular weight of the undaria pedunculata polysaccharide UPPS-1 is 174.880kDa, and the undaria pedunculata polysaccharide UPPS-1 mainly comprises mannuronic acid, glucosamine, rhamnose, glucuronic acid, galacturonic acid, glucose, galactose and fucose.
4. The undaria pinnatifida peduncle polysaccharide UPPS and UPPS-1 can inhibit alpha-glucosidase and slow down the speed of decomposing starch into glucose within the concentration range of 100-.
Drawings
FIG. 1 is a diagram showing the elution of undaria pinnatifida peduncle polysaccharide by DEAE-52 ion exchange column chromatography;
FIG. 2 is a diagram of the elution of undaria pinnatifida stem polysaccharide by Sephadex-G100 gel column chromatography;
FIG. 3 is a UV spectrum of undaria pinnatifida stalk polysaccharide UPPS-1;
FIG. 4 is an infrared spectrum of undaria pinnatifida stalk polysaccharide UPPS-1;
FIG. 5 is a standard sugar off-peak schedule;
FIG. 6 is a standard sugar HPLC plot;
FIG. 7 is a diagram of the monosaccharide composition of undaria pinnatifida stalk polysaccharide UPPS-1;
FIG. 8 is a graph showing the effect of undaria pinnatifida peduncle polysaccharide UPPS, UPPS-1 on inhibition of alpha-glucosidase;
Detailed Description
The present invention will be described in further detail below with reference to the drawings and specific examples of the specification, but the embodiments of the present invention are not limited thereto. The reagents, equipment and methods employed in the present invention are all reagents, equipment and conventional methods of use which are conventionally commercially available in the art, unless otherwise specified.
Example 1
Washing surface salt of the undaria stems with tap water, replacing water every 12h, soaking for three days, draining, naturally drying in the sun, and crushing to obtain undaria stem powder;
mixing the undaria stem powder according to the proportion of 0.15mol/LCaCl2, and the feed-liquid ratio is 1: extracting at 15 and 70 deg.C for 3 hr. Collecting filtrate, and concentrating under reduced pressure to obtain concentrated solution of Undaria pinnatifida stalk;
precipitating the concentrated solution with 80% ethanol overnight, centrifuging, collecting precipitate, re-dissolving with small amount of deionized water, decolorizing with chloride 717 anion resin at 55 deg.C for 12 hr, and removing protein by Sevage method (chloroform: n-butanol 4:1) for more than three times until no white floccule is left at the boundary of two phases. Dialyzing at 3500Da for 48h, and freeze drying to obtain crude polysaccharide;
dissolving the crude polysaccharide of the undaria pinnatifida stem with deionized water, preparing a polysaccharide solution with the concentration of 30mg/mL, separating the polysaccharide solution through a DEAE-52 ion exchange column, sequentially eluting with 0, 0.5, 1 and 2mol/LNacl solutions, controlling the flow rate at 1mL/min and the elution time at 10 min/tube, tracking and monitoring by adopting a phenol-sulfuric acid method, and collecting a main peak part according to the absorbance. Collecting 0.5mol/LNacl solution elution component, concentrating, dialyzing with 3500Da dialysis bag for 48h, and freeze drying to obtain crude undaria pinnatifida peduncle polysaccharide UPPS-1;
dissolving the undaria pinnatifida stem crude polysaccharide with pure water, preparing a polysaccharide solution with the concentration of 30mg/mL, separating the polysaccharide solution through a Sephadex-G100 gel column, eluting with pure water, controlling the flow rate at 0.5mL/min, controlling the elution time at 10 min/tube, tracking and monitoring by adopting a phenol-sulfuric acid method, and collecting the main peak part according to the absorbance. Collecting pure water eluate, concentrating under reduced pressure, dialyzing with 3500Da dialysis bag for 48 hr, and freeze drying to obtain subdivided undaria pinnatifida stem polysaccharide UPPS-1;
determination of UPPS-1 sugar content in undaria pinnatifida stem polysaccharide
Weighing 10mg of glucose, fixing the volume to 100mL, transferring 0.1, 0.2, 0.4, 0.6, 0.8 and 1mL of glucose solution, and adding distilled water to fix the volume to 1 mL. Dissolving phenol in a water bath kettle at 60 ℃, and taking 5mL to fix the volume to 100 mL. 1mL of 5% phenol solution was added and shaken well. Adding 5mL of concentrated sulfuric acid, shaking up, reacting at room temperature, and standing for 30 min. Absorbance was measured at 490 nm. And drawing a standard curve by taking the glucose concentration as an abscissa and the light absorption value as an ordinate. Preparing 1mg/mL solution of undaria pinnatifida stem polysaccharide UPPS-1, and detecting 1mL solution according to a phenol-sulfuric acid method. According to the standard curve y-6.6798 x-0.034 (R) 2 0.9997), calculated to a UPPS-1 sugar content of 37.95%.
Ultraviolet spectrum analysis of undaria pinnatifida stalk UPPS-1
A certain amount of the obtained undaria pinnatifida stem polysaccharide is dissolved in distilled water, the concentration is 1mg/mL, the scanning is carried out on a spectrophotometer, the wavelength range is 200-800nm, the result is shown in figure 3, characteristic absorption peaks do not exist at 260nm and 280nm, and the result shows that the undaria pinnatifida stem polysaccharide does not contain nucleic acid and protein.
Infrared spectroscopic analysis of Undaria pinnatifida stalk UPPS-1
Mixing 2mg of the obtained Undaria pinnatifida stem polysaccharide with 50mg of dried potassium bromide powder, fully grinding, tabletting, and processing at 4000-400cm -1 Is scanned over an infrared spectrum, as shown in FIG. 4, at 3444.20cm -1 Characteristic absorption peaks of saccharides appear, which are generated by O-H stretching vibration. 2930.90cm -1 Has an absorption peak, which is generated by C-H stretching vibration. 1420.07cm -1 The absorption peak is generated by C-O stretching vibration. 1643.99cm -1 Here, the absorption peak is due to asymmetric stretching vibration of C ═ O, and it is estimated that UPPS contains a carboxyl group and uronic acid. 1243.76cm -1 Asymmetric stretching vibration with S ═ O and C-O-S at 821.28cm-1, and UPPS may contain a sulfuric acid group. 1055.07cm -1 The point is C-C stretching vibration.
Monosaccharide composition analysis of Undaria pinnatifida stalk UPPS-1
10mg of the undaria stem UPPS-1 obtained by the previous step is hydrolyzed by 1mol/L trifluoroacetic acid at 110 ℃ for 6h, and then is derivatized by 0.5mol/LPMP methanol solution, and the derivative is analyzed on an Agilent 1260 high performance liquid chromatograph.
Chromatographic conditions are as follows: BDS HYPERSIL C18 chromatographic column (5 μm × 4.6mm × 250mm), detection wavelength 250nm, column temperature 30 ℃, flow rate 0.8mL/min, UV detector, mobile phase phosphate buffer: acetonitrile (87: 17).
Wherein the standard substance is: glucose, galactose, fucose, glucuronic acid, glucosamine, galactosamine, mannose, rhamnose, xylose, galacturonic acid, arabinose. The results are shown in FIGS. 5 and 6.
According to the chromatographic detection result, the undaria pedunculata polysaccharide mainly comprises mannuronic acid, glucosamine, rhamnose, glucuronic acid, galacturonic acid, glucose, galactose and fucose with the molar ratio of 4.35:1.86:2.32:4.50:0.94:2.07: 48.42: 16.01.
Measurement of alpha-glucosidase Activity of Undaria pinnatifida Stem UPPS, UPPS-1
0.2U/mL alpha-glucosidase 0.3mL and 0.4mL polysaccharide samples with different concentrations are insulated in 37 ℃ constant temperature water bath for 10min, 5mmol/LPNPG solution 0.3mL is added and the insulation in 37 ℃ constant temperature water bath is continued for 20min, and at the wavelength of 405nm, the light absorption value is measured as A i Absorbance A was measured using 0.2mol/L (ph 6.8) phosphate buffer instead of the sample 0 The phosphate buffer instead of the enzyme is A j . The formula for the alpha-glucosidase inhibition rate is:
T＝[1-(A i -A j )/A 0 ]the result is shown in FIG. 6, and the results show that the undaria peduncle polysaccharide UPPS and UPPS-1 show good inhibition rates at 1000ug/mL at 100-.
Claims (8)
1. An undaria pedunculata polysaccharide UPPS-1 with alpha-glucosidase activity, which is characterized in that: the weight average molecular weight is 174.88 kDa.
2. The undaria pinnatifida UPPS-1 having α -glucosidase activity according to claim 1, wherein: the sugar content of the undaria pinnatifida stem polysaccharide UPPS-1 is 37.95%.
3. The undaria pinnatifida UPPS-1 having α -glucosidase activity according to claim 1, wherein: the undaria pinnatifida peduncle polysaccharide UPPS-1 mainly comprises mannuronic acid, glucosamine, rhamnose, glucuronic acid, galacturonic acid, glucose, galactose and fucose.
4. The method for preparing undaria pinnatifida stalk polysaccharide UPPS-1 according to claims 1-3, comprising the steps of:
(1) desalting the stems of the undaria pinnatifida, drying in the sun and pulverizing into powder.
(2) Adding CaCl2 solution for extraction, collecting supernatant, and concentrating under reduced pressure.
(3) Precipitating the concentrated solution with ethanol, decolorizing, removing protein, dialyzing, and freeze drying to obtain crude polysaccharide.
(4) And (3) preparing the crude polysaccharide into a solution, eluting the solution through an ion exchange column, tracking and monitoring by a phenol-sulfuric acid method to collect a target peak product, and concentrating, dialyzing, freezing and drying to obtain a crude component.
(5) Further separating the crude components by a gel column, tracking and monitoring by a phenol-sulfuric acid method to collect a target peak product, and concentrating, dialyzing, freezing and drying to obtain subdivided components.
5. The method for preparing undaria pinnatifida stalk polysaccharide UPPS-1 according to claim 4, wherein the method comprises the following steps:
the step (1) specifically comprises the following steps: washing surface salt of the undaria pinnatifida stem with tap water, replacing water every 12h, soaking for three days, draining, naturally drying in the sun, and crushing to obtain undaria pinnatifida stem powder.
The step (2) specifically comprises the following steps: extracting powder of Undaria pinnatifida stalk at 0.15mol/LCaCl2 at a ratio of material to liquid of 1: 15 at 70 deg.C for 3 hr. Collecting the filtrate, and concentrating under reduced pressure to obtain concentrated solution of Undaria Pinnatifida stem.
The step (3) specifically comprises the following steps: precipitating the concentrated solution with 80% ethanol overnight, centrifuging, collecting precipitate, re-dissolving with small amount of deionized water, decolorizing with chlorinated 717 anion resin at 55 deg.C for 12 hr, and removing protein by Sevage method (chloroform: n-butanol 4:1) for more than three times until no white floccule is left at the boundary of two phases. Dialyzing at 3500Da for 48h, and freeze drying to obtain crude polysaccharide.
6. The method for preparing undaria pinnatifida stalk polysaccharide UPPS-1 according to claim 4, wherein the method comprises the following steps:
the step (4) specifically comprises the following steps: dissolving crude polysaccharide of the undaria pinnatifida stems by using deionized water, preparing polysaccharide solution with the concentration of 30mg/mL, separating the polysaccharide solution by using a DEAE-52 ion exchange column, sequentially eluting by using 0, 0.5, 1 and 2mol/LNacl solution, controlling the flow rate at 1mL/min and the elution time at 10 min/tube, tracking and monitoring by adopting a phenol-sulfuric acid method, and collecting the main peak part according to the absorbance. Collecting 0.5mol/LNacl solution eluate, concentrating, dialyzing with 3500Da dialysis bag for 48 hr, and freeze drying to obtain crude Undaria pinnatifida peduncle polysaccharide UPPS-1.
The step (5) specifically comprises the following steps: dissolving the undaria pinnatifida stem crude polysaccharide with pure water, preparing a polysaccharide solution with the concentration of 30mg/mL, separating the polysaccharide solution through a Sephadex-G100 gel column, eluting with pure water, controlling the flow rate at 0.5mL/min, controlling the elution time at 10 min/tube, tracking and monitoring by adopting a phenol-sulfuric acid method, and collecting the main peak part according to the absorbance. Respectively collecting pure water elution components, concentrating under reduced pressure, dialyzing with 3500Da dialysis bag for 48h, and freeze drying to obtain subdivided undaria pinnatifida peduncle polysaccharide UPPS-1.
7. Use of the undaria pinnatifida stalk polysaccharide UPPS-1 with alpha-glucosidase activity according to any one of claims 1-3 in preparing functional food and diabetes inhibitor medicine.
8. Use according to claim 7, characterized in that: the functional food and the diabetes inhibitor drug have the effects of inhibiting alpha-glucosidase on intestinal mucosa, slowing down the speed of decomposing starch into glucose, reducing and delaying the absorption of glucose by small intestine and improving the activity of abnormal blood sugar of a diabetic patient.
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| CN111116771A (en) * | 2019-12-26 | 2020-05-08 | 浙江工业大学 | Polysaccharide extracted from Undaria Pinnatifida and its application in preparing α -glucosidase activity inhibiting medicine |
| CN111217932A (en) * | 2020-02-25 | 2020-06-02 | 浙江工业大学 | Undaria pinnatifida sulfated polysaccharide and application thereof |
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| CN111116771A (en) * | 2019-12-26 | 2020-05-08 | 浙江工业大学 | Polysaccharide extracted from Undaria Pinnatifida and its application in preparing α -glucosidase activity inhibiting medicine |
| CN111217932A (en) * | 2020-02-25 | 2020-06-02 | 浙江工业大学 | Undaria pinnatifida sulfated polysaccharide and application thereof |
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| LI ZR等: "The positive effects and underlying mechanisms of undaria pinnatifida polysaccharides on type 2 diabetes mellitus in rats" * |
| 邱文辉: "裙带菜中岩藻多糖的制备工艺及其降血糖活性研究" * |
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