CN108452006A - A kind of method of impulse electric field-aqueous two-phase-column chromatography combination extraction plant polyphenol - Google Patents
A kind of method of impulse electric field-aqueous two-phase-column chromatography combination extraction plant polyphenol Download PDFInfo
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- CN108452006A CN108452006A CN201810373260.1A CN201810373260A CN108452006A CN 108452006 A CN108452006 A CN 108452006A CN 201810373260 A CN201810373260 A CN 201810373260A CN 108452006 A CN108452006 A CN 108452006A
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- 150000008442 polyphenolic compounds Chemical class 0.000 title claims abstract description 64
- 235000013824 polyphenols Nutrition 0.000 title claims abstract description 64
- 238000000034 method Methods 0.000 title claims abstract description 45
- 238000000605 extraction Methods 0.000 title claims abstract description 42
- 238000004440 column chromatography Methods 0.000 title claims abstract description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 87
- 235000019441 ethanol Nutrition 0.000 claims abstract description 45
- 239000007788 liquid Substances 0.000 claims abstract description 27
- 230000005684 electric field Effects 0.000 claims abstract description 23
- 239000000284 extract Substances 0.000 claims abstract description 15
- 239000000463 material Substances 0.000 claims abstract description 15
- 239000000287 crude extract Substances 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 239000011149 active material Substances 0.000 claims abstract description 6
- 239000000470 constituent Substances 0.000 claims abstract description 4
- 238000001914 filtration Methods 0.000 claims abstract description 4
- 241000196324 Embryophyta Species 0.000 claims description 41
- 239000000243 solution Substances 0.000 claims description 32
- 241000124033 Salix Species 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 244000132436 Myrica rubra Species 0.000 claims description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 12
- 239000000725 suspension Substances 0.000 claims description 10
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 8
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 8
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 8
- 229910021641 deionized water Inorganic materials 0.000 claims description 8
- 229920005989 resin Polymers 0.000 claims description 8
- 239000011347 resin Substances 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000000706 filtrate Substances 0.000 claims description 7
- 235000011389 fruit/vegetable juice Nutrition 0.000 claims description 7
- 239000000047 product Substances 0.000 claims description 7
- 238000001035 drying Methods 0.000 claims description 6
- 239000003480 eluent Substances 0.000 claims description 6
- 239000004744 fabric Substances 0.000 claims description 5
- 238000007664 blowing Methods 0.000 claims description 4
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- 238000001694 spray drying Methods 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
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- 238000004140 cleaning Methods 0.000 claims description 3
- 239000000796 flavoring agent Substances 0.000 claims description 3
- 235000019634 flavors Nutrition 0.000 claims description 3
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- 230000002045 lasting effect Effects 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims 1
- 230000008569 process Effects 0.000 abstract description 8
- 239000004615 ingredient Substances 0.000 abstract description 2
- 238000007781 pre-processing Methods 0.000 abstract description 2
- 235000009134 Myrica cerifera Nutrition 0.000 description 21
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- 239000000126 substance Substances 0.000 description 9
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- 235000007270 Gaultheria hispida Nutrition 0.000 description 6
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 6
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- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 3
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
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- 238000009826 distribution Methods 0.000 description 3
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 3
- 235000005875 quercetin Nutrition 0.000 description 3
- 229960001285 quercetin Drugs 0.000 description 3
- YQUVCSBJEUQKSH-UHFFFAOYSA-N 3,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 description 2
- 240000001548 Camellia japonica Species 0.000 description 2
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
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- VEVZSMAEJFVWIL-UHFFFAOYSA-O cyanidin cation Chemical compound [O+]=1C2=CC(O)=CC(O)=C2C=C(O)C=1C1=CC=C(O)C(O)=C1 VEVZSMAEJFVWIL-UHFFFAOYSA-O 0.000 description 2
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- 238000011010 flushing procedure Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 235000019261 food antioxidant Nutrition 0.000 description 2
- -1 from red bayberry Chemical class 0.000 description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
- 230000002218 hypoglycaemic effect Effects 0.000 description 2
- GOMNOOKGLZYEJT-UHFFFAOYSA-N isoflavone Chemical compound C=1OC2=CC=CC=C2C(=O)C=1C1=CC=CC=C1 GOMNOOKGLZYEJT-UHFFFAOYSA-N 0.000 description 2
- CJWQYWQDLBZGPD-UHFFFAOYSA-N isoflavone Natural products C1=C(OC)C(OC)=CC(OC)=C1C1=COC2=C(C=CC(C)(C)O3)C3=C(OC)C=C2C1=O CJWQYWQDLBZGPD-UHFFFAOYSA-N 0.000 description 2
- 235000008696 isoflavones Nutrition 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 230000000050 nutritive effect Effects 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 235000019614 sour taste Nutrition 0.000 description 2
- 241000894007 species Species 0.000 description 2
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- 235000019605 sweet taste sensations Nutrition 0.000 description 2
- 238000003809 water extraction Methods 0.000 description 2
- TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 description 1
- 235000011511 Diospyros Nutrition 0.000 description 1
- 244000236655 Diospyros kaki Species 0.000 description 1
- 244000070406 Malus silvestris Species 0.000 description 1
- IKMDFBPHZNJCSN-UHFFFAOYSA-N Myricetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC(O)=C(O)C(O)=C1 IKMDFBPHZNJCSN-UHFFFAOYSA-N 0.000 description 1
- 206010033546 Pallor Diseases 0.000 description 1
- 241000218998 Salicaceae Species 0.000 description 1
- 229930182558 Sterol Natural products 0.000 description 1
- 241001122767 Theaceae Species 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229930002877 anthocyanin Natural products 0.000 description 1
- 235000010208 anthocyanin Nutrition 0.000 description 1
- 239000004410 anthocyanin Substances 0.000 description 1
- 150000004636 anthocyanins Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000002019 anti-mutation Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
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- 235000007336 cyanidin Nutrition 0.000 description 1
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- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Natural products O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 description 1
- 150000002216 flavonol derivatives Chemical class 0.000 description 1
- 235000011957 flavonols Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000015203 fruit juice Nutrition 0.000 description 1
- 235000004515 gallic acid Nutrition 0.000 description 1
- 229940074391 gallic acid Drugs 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 238000010262 high-speed countercurrent chromatography Methods 0.000 description 1
- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
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- 238000000199 molecular distillation Methods 0.000 description 1
- PCOBUQBNVYZTBU-UHFFFAOYSA-N myricetin Natural products OC1=C(O)C(O)=CC(C=2OC3=CC(O)=C(O)C(O)=C3C(=O)C=2)=C1 PCOBUQBNVYZTBU-UHFFFAOYSA-N 0.000 description 1
- 235000007743 myricetin Nutrition 0.000 description 1
- 229940116852 myricetin Drugs 0.000 description 1
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- 238000011084 recovery Methods 0.000 description 1
- 229930000044 secondary metabolite Natural products 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
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- 235000019640 taste Nutrition 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 229910021642 ultra pure water Inorganic materials 0.000 description 1
- 239000012498 ultrapure water Substances 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/52—Juglandaceae (Walnut family)
-
- 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
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/10—Preparation or pretreatment of starting material
- A61K2236/15—Preparation or pretreatment of starting material involving mechanical treatment, e.g. chopping up, cutting or grinding
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/10—Preparation or pretreatment of starting material
- A61K2236/17—Preparation or pretreatment of starting material involving drying, e.g. sun-drying or wilting
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/51—Concentration or drying of the extract, e.g. Lyophilisation, freeze-drying or spray-drying
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/53—Liquid-solid separation, e.g. centrifugation, sedimentation or crystallization
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/55—Liquid-liquid separation; Phase separation
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- Health & Medical Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Botany (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Alternative & Traditional Medicine (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Medical Informatics (AREA)
- Veterinary Medicine (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses a kind of methods that impulse electric field aqueous two-phase column chromatography combines extraction plant polyphenol, include the following steps：(1) plant to be extracted is carried out pre-processing to obtain material liquid；(2) using ethyl alcohol as solvent, the active material in material liquid is extracted using impulse electric field, obtains extracting solution；(3) plant polyphenol crude extract is obtained using the active constituent in aqueous two-phase extraction extracting solution after extracting solution filtering；(4) plant polyphenol crude extract revolving purifies active material in extract using column chromatography after removing alcohol；(5) it is concentrated and dried up to plant polyphenol product.The present invention is coupled a variety of advanced extracting methods, has extraction efficiency high, the high feature of extraction product purity, overcomes prior art there are technological processes long, complex process, ingredient height and the low problem of yield.
Description
Technical field
The invention belongs to field of natural product chemistry, are related to the method for the extracting and developing and purifying of natural products, specifically
It is related to a kind of method of impulse electric field-aqueous two-phase-column chromatography combination extraction plant polyphenol.
Background technology
Plant polyphenol is a kind of polyatomic phenol secondary metabolite being widely present in plant, and type is abundant, packet
Include anthocyanin, flavonols, flavones, gallic acid, protocatechuic acid etc..As plant polyphenol constituents are in inhibition of enzyme activity, antioxygen
Change, radiation protection, adjusts many-sided active hair such as blood pressure and blood lipoid and raising immunity at anti-inflammatory, antibacterial, antiviral, anti-mutation
It now and illustrates, plant polyphenol has increasingly extensive in fields such as agricultural, ecological environment, food additives, biological medicine, cosmetics
Application.For plant polyphenol as the natural extract obtained from nature, safety receives liking for people, is referred to as
For the 7th class nutrient after the 6th nutrient diet fiber.Plant polyphenol mainly from red bayberry, tealeaves, grape, persimmon,
Extraction obtains in the blades of the plants such as apple, fruit, pericarp, fruit stone or pomace.Currently, the extracting method of plant polyphenol is substantially
It is divided into two major classes：The straight formulation of solvent and solvent combination other technologies strengthen extraction method.
Solvent directly extracts plant polyphenol method and is divided into ethanol immersion or Hot water extraction, and the required time is longer, phenol
Substance oxidation is serious, and extraction efficiency is low, and industrial production cost is high., for example, the China of Publication No. CN 105348331A
Application for a patent for invention document discloses a kind of extracting method of plant polyphenol in mangrove bark comprising following steps：The first step, title
Take and shred 100 parts by weight mangrove barks, and by the mangrove bark in boiling water blanching 0.5 minute~2.0 minutes；Second step, general
Step 1 obtain mangrove bark with 0.2%~1.0% sodium sulfite solution impregnate 0.5~2.0 minute, then be added 0.2%~
1.0% vitamin c solution；The mangrove bark that step 2 obtains is rinsed with water totally by third step, then according to volume ratio 1:100
~10:It is broken with beating equipment that ultra-pure water is added in 1 ratio；Absolute ethyl alcohol is added in 4th step, the slurry walked to third, it will
Gained mixed liquor is placed in 50 DEG C~70 DEG C；5th step merged the leaching liquor obtained in step 4, then with 5000r/ minutes rates
Centrifugation 5 minutes is carried out to it, and supernatant is taken after centrifugation；After drying supernatant, mangrove bark polyphenol extract is made in 6th step.
Extraction efficiency and cost is reduced to improve, needs to carry out assisted extraction using other technologies means, including microwave,
The technologies such as ultrasonic wave, super-pressure, overcritical.For example, at number of patent application " CN200510022420.0 ", it is entitled " to plant
Technological process disclosed in the active extracting method of object polyphenols " is：Natural material is cleaned, it is dry, crush after and water
Extraction chamber is added in mixing, under inert gas protection, is carried using hot dipping or microwave, ultrasonic wave householder method are extracted, through filtering
Polyphenols extracting solution is obtained after cooling, and the solids of plant polyphenol is obtained after concentrated drying.Although this method flow
It is shorter, but the product purity for obtaining plant polyphenol is not high, limits its scope of application.
Invention content
The present invention provides a kind of method of impulse electric field-aqueous two-phase-column chromatography combination extraction plant polyphenol, will be a variety of advanced
Extracting method coupled, have extraction efficiency high, the high feature of extraction product purity, overcoming prior art, there are works
Skill long flow path, complex process, the problem low with yield of high cost.
A kind of method of impulse electric field-aqueous two-phase-column chromatography combination extraction plant polyphenol, includes the following steps：
(1) plant to be extracted is carried out pre-processing to obtain material liquid；
(2) using ethyl alcohol as solvent, the active material in material liquid is extracted using impulse electric field, obtains extracting solution；
(3) plant polyphenol crude extract is obtained using the active constituent in aqueous two-phase extraction extracting solution after extracting solution filtering；
(4) plant polyphenol crude extract revolving purifies active material in extract using column chromatography after removing alcohol；
(5) it is concentrated and dried up to plant polyphenol product.
Aqueous two-phase system (Aqueous Two-phase Extraction) is using substance in two immiscible water phases
Between distribution coefficient the method that is extracted of difference, the distribution coefficient by changing solute reaches the mesh for increasing extraction efficiency
, have water content high, interfacial tension is small, there is no organic solvent residual and is easy to the advantages of engineering is amplified.
Impulse electric field has under the application scenarios of natural product extraction and microwave, the similar physical effect of ultrasound, thus
Impulse electric field is combined by this project with aqueous two-phase extraction, for extracting the polyphenol substance in Waxberry fruit.Hydrophily low molecule
Organic solvent-inorganic salts double-aqueous phase system (alcohol/salt system) has the stronger active ingredient of polarity in natural products good
Extracting power can obtain higher distribution coefficient and the rate of recovery by the optimization to two phase aqueous extraction system.
The substance of higher degree in order to obtain needs further to purify polyphenol extract, polyphenols point
Mainly there are column chromatography, molecular distillation technique, preparative high performance liquid chromatography and high-speed countercurrent chromatography etc. from purification process.
Wherein, column chromatography has simple for process, and production cost is low, is easy to industrialized feature.
The present invention organically combines three kinds of technologies, mutually cooperates with, mutually promotes between each technical advantage, common to improve extraction
Efficiency and product purity.
Preferably, the plant to be extracted is red bayberry or blue or green money willow.
Red bayberry (Myrica.rubra Sieb.et Zucc.) belongs to Myruca ceas red bayberry spp.ing plant, and fruit colour is bright-coloured, juice
More, sweet and sour taste, nutritive value is very high, therefore is favored deeply by consumers in general, but the red bayberry maturity period is short, has focused largely on 6
The middle ten days and the last ten days moon, positive value rainy season in midsummer, listing this moment was concentrated, and storage tolerance does not transport for pole to early and middle ten days in July.In waxberry flesh
Polyphenol substance rich content, thus can be considered and extract bayberry polyphenol from waxberry flesh, it is used for food antioxidant or biology
Medicine.Blue or green money willow (Cylocayapalirus) also known as money tree are Juglandaceae cyclocarya plant, are collection material, greening, tea
Drink health care, the rare tree species of medicinal treatment.Rich in a variety of plants such as camellia phenol, Quercetin and isoflavone aglycones in Qingqian Willow leaf
Object polyphenol has hypoglycemic, reducing blood lipid, blood pressure lowering, anti-aging, antitumor action, is led in recent years in biological medicine and health care of food
Domain receives increasingly extensive concern.
It is further preferred that when the plant to be extracted is red bayberry, preprocess method is：Clear water uses fruit and vegetable pulping after cleaning
Machine stoning mashing, it is 70% ethanol solution that volumetric concentration, which is then added, red bayberry juice suspension is prepared into after stirring evenly, and adopt
Make red bayberry juice suspension in acid up to material liquid with dilute hydrochloric acid.
It is further preferred that when the plant to be extracted is blue or green money willow, preprocess method is：Blue or green money willow cured leaf is gone to obstruct,
5~6h is dried in 60~70 DEG C of electric heating constant-temperature blowing drying box, is then crushed with micronizer, is disperseed after crossing 80 mesh sieve
In the ethyl alcohol that volumetric concentration is 70%, turbid is configured to up to material liquid.
The dosage of ethyl alcohol is dispersed in 250mL ethyl alcohol with powder made of every 20g blue or green money willows cured leaf and falls into a trap.
Further, it pre-processes and is：Blue or green money willow cured leaf is gone to obstruct, is dried in 65 DEG C of electric heating constant-temperature blowing drying box
Then 6h is crushed with micronizer, be dispersed in the ethyl alcohol that volumetric concentration is 70% after crossing 80 mesh sieve, be configured to turbid.
Preferably, impulse electric field extraction conditions are in step (2)：Material liquid is gone into impulse electric field and extracts chamber, adjusts electricity
Interpolar uses Bipolar pulse power or square-wave pulse power source away from 4~5mm, discharge power supply, and adjusting voltage makes electric field strength reach
20~30kV/cm, stopping processing after discharging 20~30 times, extracts 3~5min of total residence time in chamber, will be suspended after electric discharge
Liquid removes extraction chamber, and double-layer filter cloth is used in combination to filter, and retains filtrate, that is, extracting solution.
It is further preferred that impulse electric field extraction conditions are in step (2)：Material liquid is gone into impulse electric field and extracts chamber,
Electrode spacing 5mm is adjusted, discharge power supply uses Bipolar pulse power or square-wave pulse power source, and adjusting voltage makes electric field strength reach
To 25kV/cm, total residence time 5min in chamber is extracted in stopping processing after discharging 30 times, proposes suspension removal after electric discharge
Chamber is taken, double-layer filter cloth is used in combination to filter, retains filtrate, that is, extracting solution.
Preferably, aqueous two-phase extraction condition is in step (3)：
It is added the ethyl alcohol and ammonium sulfate of volumetric concentration 80% into extracting solution, lasting stirring while dilute hydrochloric acid is added dropwise to pH is
2.5~3.5, it is stood after stirring evenly, phase alcohol liquid i.e. plant polyphenol crude extract is taken after layering.
It is further preferred that amount of alcohol added and the volume ratio of extracting solution are 1:1~1:3；Ammonium sulfate is added quality and carries
It is 0.2g/mL~0.4g/mL to take the volume ratio of liquid.
It is further preferred that (1 is added into extracting solution:1) ethyl alcohol of volumetric concentration 80% and ammonium sulfate (0.3g/mL
Extracting solution), it is 3 persistently to stir while dilute hydrochloric acid is added dropwise to pH, and 30min is stood after stirring evenly, phase alcohol liquid is taken after layering i.e.
Plant polyphenol crude extract.
Preferably, step (4) center pillar chromatography condition is：By revolving except the dilution after alcohol is in the rate of 2~3mL/min
Then column uses the degassed ethanol aqueous solution of volumetric concentration 80% to elute, collects eluent.
It is further preferred that the resin in chromatographic column is pre-processed through following method：Take AB-8 Polar Adsorbent Resins, use anhydrous
Ethyl alcohol or volume fraction 90% with 10~20h of pure immersion, then cleaned with deionized water, until eluate clarification and without ethyl alcohol
Taste, then use NaOH aqueous solutions, deionized water and acetum to elute pillar successively, finally use distilled water flushing pillar to neutrality.
Preferably, dry using spray drying.
The present invention also provides a kind of plant polyphenols extracted such as the extracting method.
Compared with prior art, the present invention has the advantages that：
Impulse electric field extractive technique is that fluid substance applies high pressure-burst pulse repeatedly between high and low pressure electrode, to raw material
Cell wall and cell membrane generate the effects such as electric polarization, electrical breakdown and electroporation, change membrane passage, form active ingredient
Channel is dissolved out, while extra electric field enhances the solvability of solvent and the dissolution rate of polar molecule in raw material, formd fast
Speed, it is continuous, room temperature, efficiently strengthen extraction effect, have the characteristics that extraction efficiency height, low energy consumption, the time is short, selectivity is strong.
Description of the drawings
Fig. 1 is the extraction process flow chart of bayberry polyphenol.
Fig. 2 is the extraction process flow chart of Qingqian Willow leaf polyphenol.
Specific implementation mode
The technical scheme in the embodiments of the invention will be clearly and completely described below, protection scope of the present invention
It should not be limited by the examples, protection scope of the present invention is determined by claims.Based on the embodiments of the present invention, this field
The every other embodiment that those of ordinary skill is obtained without creative efforts, belongs to protection of the present invention
Range.
Embodiment 1：Bayberry polyphenol is extracted from waxberry flesh using the technique
Red bayberry (Myrica.rubra Sieb.et Zucc.) belongs to Myruca ceas red bayberry spp.ing plant, and fruit colour is bright-coloured, juice
More, sweet and sour taste, nutritive value is very high, therefore is favored deeply by consumers in general, but the red bayberry maturity period is short, has focused largely on 6
The middle ten days and the last ten days moon, positive value rainy season in midsummer, listing this moment was concentrated, and storage tolerance does not transport for pole to early and middle ten days in July.In waxberry flesh
Polyphenol substance rich content, thus can be considered and extract bayberry polyphenol from waxberry flesh, it is used for food antioxidant or biology
Medicine.In conjunction with attached drawing 1, the processing step of bayberry polyphenol extraction is illustrated：
(1) pretreatment of raw material.250g red bayberries are taken to freeze fruit, 5 DEG C of defrostings in refrigerator, clear water is gone after cleaning with fruit and vegetable pulping machine
Core is beaten, and 1L70% ethanol solutions are then added, red bayberry juice suspension are prepared into after stirring evenly, and the dilute salt of 4-5 drops is added
Acid makes solution in acidity.
(2) bayberry polyphenol in impulse electric field extraction fruit juice.Red bayberry fruit suspension is transferred to impulse electric field and extracts chamber, is adjusted
Electrode spacing 5mm is saved, discharge power supply uses Bipolar pulse power, and adjusting voltage makes electric field strength reach 25kV/cm, electric discharge 30
Secondary (each 15 of positive negative pulse stuffing) stopping is handled afterwards, extracts total residence time 5min in chamber.Suspension removal is carried after electric discharge
Chamber is taken, double-layer filter cloth is used in combination to filter, retains filtrate.
(3) bayberry polyphenol in alcohol/salt double-aqueous phase system extraction extracting solution.The filtrate of collection is transferred to the large beaker of 3L
In, the ethyl alcohol and 360g ammonium sulfate (ammonium sulfate concentrations are about 0.4g/mL) of 50mL 80% is then added, uninterruptedly uses blender
Stirring, and dilute hydrochloric acid is added dropwise into solution, it is 3 or so to adjust pH value of solution, stands 30 minutes after stirring evenly, solution divides
Layer.Wherein, bayberry polyphenol is enriched in phase alcohol liquid.
(4) column chromatography further purifies bayberry polyphenol.1. the upper phase alcoholic solution that will be enriched in bayberry polyphenol is transferred to
Distilling flask volatilizes ethyl alcohol in 60 DEG C of water-bath, and 2L is diluted to the pH water for being 3 or so.2. resin pre-processes.Take the poles AB-8
Property absorption resin 150g then cleaned with deionized water with soaked in absolute ethyl alcohol 10h, until eluate clarification and without ethanol flavor, then
NaOH aqueous solutions, deionized water and acetum is used to elute pillar, finally use distilled water flushing pillar to neutrality successively.3. column layer
Analysis, will be enriched in the thin liquid of bayberry polyphenol, with the rate upper prop of 2.5mL/min, then be eluted with 80% degassed ethanol aqueous solution,
Collect eluent.
(5) it is concentrated and dried.After being concentrated to eluent, using spray drying, bayberry polyphenol finished product is made.Through liquid chromatogram point
Analysis, bayberry polyphenol is mainly cyanidin, myricetin deoxidation hexose glycosides and quercetin 3-O- glucosides etc., bayberry polyphenol
Yield be 21.13mg/g.
Embodiment 2：Blue or green money willow phenol is extracted from Qingqian Willow leaf using the technique
Blue or green money willow (Cylocayapalirus) also known as money tree, be Juglandaceae cyclocarya plant, be collection material, greening,
Tea-drinking health care, the rare tree species of medicinal treatment.It is organic rich in various actives such as flavones, polysaccharide, sterols in Qingqian Willow leaf
Ingredient has hypoglycemic, reducing blood lipid, blood pressure lowering, anti-aging, antitumor action, in recent years in biological medicine and field of food health care
Receive increasingly extensive concern.Using technological process as shown in Figure 2, polyphenols is extracted from Qingqian Willow leaf.
(1) pretreatment of raw material.20g blue or green money willow cured leafs are taken, go to obstruct, are dried in 65 DEG C of electric heating constant-temperature blowing drying box
Then 6h is crushed with micronizer, cross 80 mesh sieve.Then the ethyl alcohol that 250mL volumetric concentrations are 70% is added, is configured to turbid
Liquid.
(2) polyphenol substance in impulse electric field extraction Qingqian Willow leaf.Qingqian Willow leaf powder turbid is transferred to impulse electric field
Chamber is extracted, electrode spacing 4mm is adjusted, discharge power supply uses square-wave pulse power source, and adjusting voltage makes electric field strength reach 20kV/
Cm, stopping processing after discharging 25 times, extracts total residence time 4min in chamber.Suspension is removed into extraction chamber after electric discharge, and
It is filtered with double-layer filter cloth, retains filtrate.
(3) the Qingqian Willow leaf polyphenol in alcohol/salt double-aqueous phase system extraction extracting solution.The filtrate of collection is transferred to the big of 1L
In beaker, the ethyl alcohol and 62g ammonium sulfate of 25mL 70% is then added, is uninterruptedly stirred with blender, and is added dropwise into solution dilute
Hydrochloric acid, it is 3 or so to adjust pH value of solution, stands 30 minutes after stirring evenly, solution is layered.Wherein, Qingqian Willow leaf polyphenol is rich
Collection is in upper phase alcohol liquid.
(4) column chromatography further purifies Qingqian Willow leaf polyphenol.1. the upper phase alcohol that will be enriched in Qingqian Willow leaf polyphenol is molten
Liquid is transferred to distilling flask, and ethyl alcohol is volatilized in 60 DEG C of water-bath, and 500mL is diluted to the pH water for being 3 or so.2. resin is located in advance
Reason.AB-8 Polar Adsorbent Resin 50g are taken, is that 90% ethyl alcohol impregnates 20h with volume fraction, is then cleaned with deionized water, until washing
Go out liquid clarification and without ethanol flavor, then use NaOH aqueous solutions successively, deionized water and acetum elute pillar, finally use distilled water
Pillar is rinsed to neutrality.3. column chromatography will be enriched in the thin liquid of bayberry polyphenol, with the rate upper prop of 2.0mL/min, then with 80%
Ethanol water elution, collect eluent.
(5) it is concentrated and dried.After being concentrated to eluent, using spray drying, Qingqian Willow leaf polyphenol finished product is made.Through liquid phase color
Spectrum analysis, Qingqian Willow leaf polyphenol are mainly the Flavonoid substances such as isoflavone aglycone, camellia phenol and Quercetin, and Qingqian Willow leaf polyphenol obtains
Rate is 102.03mg/g.
Claims (10)
1. a kind of method of impulse electric field-aqueous two-phase-column chromatography combination extraction plant polyphenol, which is characterized in that including walking as follows
Suddenly：
(1) plant to be extracted is pre-processed, obtains material liquid；
(2) using ethyl alcohol as solvent, the active material in material liquid is extracted using impulse electric field, obtains extracting solution；
(3) plant polyphenol crude extract is obtained using the active constituent in aqueous two-phase extraction extracting solution after extracting solution filtering；
(4) plant polyphenol crude extract revolving purifies active material in extract using column chromatography after removing alcohol；
(5) it is concentrated and dried up to plant polyphenol product.
2. method according to claim 1, which is characterized in that the plant to be extracted is red bayberry or blue or green money willow.
3. method according to claim 2, which is characterized in that when the plant to be extracted is red bayberry, preprocess method is：Clearly
Water is beaten after cleaning with the stoning of fruit and vegetable pulping machine, and it is 70% ethanol solution that volumetric concentration, which is then added, is prepared into after stirring evenly
Red bayberry juice suspension, and make red bayberry juice suspension in acid up to material liquid using dilute hydrochloric acid.
4. method according to claim 2, which is characterized in that when the plant to be extracted is blue or green money willow, preprocess method is：
Blue or green money willow cured leaf is gone to obstruct, 5~6h is dried in 60~70 DEG C of electric heating constant-temperature blowing drying box, then uses micronizer powder
It is broken, it is dispersed in the ethyl alcohol that volumetric concentration is 70% after crossing 80 mesh sieve, is configured to turbid up to material liquid.
5. method according to claim 1, which is characterized in that impulse electric field extraction conditions are in step (2)：Material liquid is turned
Chamber is extracted to impulse electric field, adjusts 4~5mm of electrode spacing, discharge power supply uses Bipolar pulse power or square-wave pulse power source,
Adjusting voltage makes electric field strength reach 20~30kV/cm, and total residence time 3 in chamber is extracted in stopping processing after discharging 20~30 times
Suspension is removed extraction chamber after electric discharge, double-layer filter cloth is used in combination to filter, retains filtrate, that is, extracting solution by~5min.
6. method according to claim 1, which is characterized in that aqueous two-phase extraction condition is in step (3)：
Be added the ethyl alcohol and ammonium sulfate of volumetric concentration 80% into extracting solution, lasting stirring be added dropwise simultaneously dilute hydrochloric acid to pH be 2.5
~3.5, it is stood after stirring evenly, phase alcohol liquid i.e. plant polyphenol crude extract is taken after layering.
7. method according to claim 6, which is characterized in that amount of alcohol added and the volume ratio of extracting solution are 1:1~1:3；
It is 0.2g/mL~0.4g/mL that quality and the volume ratio of extracting solution, which is added, in ammonium sulfate.
8. method according to claim 1, which is characterized in that step (4) center pillar chromatography condition is：By revolving except dilute after alcohol
Liquid is released with the rate upper prop of 2~3mL/min, then uses the degassed ethanol aqueous solution of volumetric concentration 80% to elute, collects eluent.
9. method according to claim 8, which is characterized in that the resin in chromatographic column is pre-processed through following method：Take AB-8
Then Polar Adsorbent Resin is cleaned with absolute ethyl alcohol or volume fraction 90% and 10~20h of pure immersion with deionized water, until
Eluate is clarified and without ethanol flavor, then uses NaOH aqueous solutions, deionized water and acetum to elute pillar successively, finally with distillation
Water rinses pillar to neutrality.
10. method according to claim 1, which is characterized in that dry using spray drying.
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