CN107296818A - A kind of method that total furostanol saponin and total spirostanol saponin are prepared from puncture vine - Google Patents
A kind of method that total furostanol saponin and total spirostanol saponin are prepared from puncture vine Download PDFInfo
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- CN107296818A CN107296818A CN201710450255.1A CN201710450255A CN107296818A CN 107296818 A CN107296818 A CN 107296818A CN 201710450255 A CN201710450255 A CN 201710450255A CN 107296818 A CN107296818 A CN 107296818A
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- China
- Prior art keywords
- saponin
- total
- puncture vine
- furostanol
- concentration
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- MUKYLHIZBOASDM-UHFFFAOYSA-N 2-[carbamimidoyl(methyl)amino]acetic acid 2,3,4,5,6-pentahydroxyhexanoic acid Chemical compound NC(=N)N(C)CC(O)=O.OCC(O)C(O)C(O)C(O)C(O)=O MUKYLHIZBOASDM-UHFFFAOYSA-N 0.000 title claims abstract description 67
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- 238000000034 method Methods 0.000 title claims abstract description 13
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- GMBQZIIUCVWOCD-WWASVFFGSA-N Sarsapogenine Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)CC[C@H](O)C[C@H]4CC[C@H]3[C@@H]2C1)C)[C@@H]1C)[C@]11CC[C@H](C)CO1 GMBQZIIUCVWOCD-WWASVFFGSA-N 0.000 description 1
- PHVIMRWTLRFYIL-UHFFFAOYSA-N Terrestrosin B Natural products CC1CCC2(OC1)OC3CC4C5CCC6CC(CCC6(C)C5CCC4(C)C3C2C)OC7OC(CO)C(O)C(O)C7OC8OC(C)C(OC9OC(CO)C(O)C(O)C9O)C(O)C8O PHVIMRWTLRFYIL-UHFFFAOYSA-N 0.000 description 1
- LMLVNRYULBUGNA-HCTICQNOSA-N Tribestin Natural products S(=O)(=O)(O[C@H]1[C@@H](O)[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)[C@H](O[C@@H]2CC=3[C@@](C)([C@@H]4[C@H]([C@H]5[C@@](C)([C@H]6[C@H](C)[C@@]7(O[C@H]6C5)OC[C@H](C)CC7)CC4)CC=3)CC2)O[C@@H]1CO)O LMLVNRYULBUGNA-HCTICQNOSA-N 0.000 description 1
- GMCGZPQYTRHQRU-UHFFFAOYSA-N Trigofoenoside D Natural products O1C(CO)C(O)C(O)C(O)C1OCC(C)CCC(C(C1C2(C)CCC3C4(C)CC5)C)(O)OC1CC2C3CC=C4CC5OC(C1OC2C(C(O)C(O)C(C)O2)O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O GMCGZPQYTRHQRU-UHFFFAOYSA-N 0.000 description 1
- DWCSNWXARWMZTG-UHFFFAOYSA-N Trigonegenin A Natural products CC1C(C2(CCC3C4(C)CCC(O)C=C4CCC3C2C2)C)C2OC11CCC(C)CO1 DWCSNWXARWMZTG-UHFFFAOYSA-N 0.000 description 1
- 206010048211 Xanthelasma Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000001139 anti-pruritic effect Effects 0.000 description 1
- 239000003908 antipruritic agent Substances 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BJNQXJIQCPPOHN-IHUGAGLBSA-N chembl505764 Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O1)O)O[C@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)O[C@@H]1C[C@@H]2CC[C@H]3[C@@H]4C[C@H]5[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@@H]([C@]1(OC[C@H](C)CC1)O5)C)[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O BJNQXJIQCPPOHN-IHUGAGLBSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- XTLGPMIFRVRKTD-UHFFFAOYSA-N desglucolanatigonin II Natural products CC1CCC2(OC1)OC3CC4C5CCC6CC(CCC6(C)C5CCC4(C)C3C2C)OC7OC(COC8OC(CO)C(O)C(OC9OCC(O)C(O)C9O)C8OC%10OC(CO)C(O)C(O)C%10O)C(O)C(O)C7O XTLGPMIFRVRKTD-UHFFFAOYSA-N 0.000 description 1
- WQLVFSAGQJTQCK-VKROHFNGSA-N diosgenin Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)CC[C@H](O)CC4=CC[C@H]3[C@@H]2C1)C)[C@@H]1C)[C@]11CC[C@@H](C)CO1 WQLVFSAGQJTQCK-VKROHFNGSA-N 0.000 description 1
- WXMARHKAXWRNDM-GAMIEDRGSA-N diosgenin 3-O-beta-D-glucoside Chemical compound O([C@@H]1CC2=CC[C@H]3[C@@H]4C[C@H]5[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@@H]([C@]1(OC[C@H](C)CC1)O5)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O WXMARHKAXWRNDM-GAMIEDRGSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000035619 diuresis Effects 0.000 description 1
- 208000002173 dizziness Diseases 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- QMQIQBOGXYYATH-UHFFFAOYSA-N epiruscogenin Natural products CC1C(C2(CCC3C4(C)C(O)CC(O)CC4=CCC3C2C2)C)C2OC11CCC(C)CO1 QMQIQBOGXYYATH-UHFFFAOYSA-N 0.000 description 1
- 239000000469 ethanolic extract Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000004438 eyesight Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000021022 fresh fruits Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 235000013402 health food Nutrition 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- LVTJOONKWUXEFR-UEZXSUPNSA-N protodioscin Chemical compound O([C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O[C@H]1[C@@H]([C@H](O)[C@@H](O)[C@H](C)O1)O)O[C@@H]1CC2=CC[C@H]3[C@@H]4C[C@@H]5O[C@]([C@H]([C@@H]5[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1)C)(O)CC[C@@H](C)CO[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O LVTJOONKWUXEFR-UEZXSUPNSA-N 0.000 description 1
- MHKGPHKABOLURA-JNVLQWCMSA-N protodioscin Natural products C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@H](O[C@H]4CC[C@]5(C)[C@H]6CC[C@@]7(C)[C@@H](C[C@@H]8O[C@](O)(CCCCO[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)[C@@H](C)[C@H]78)[C@@H]6CC=C5C4)O[C@@H]2CO)[C@H](O)[C@H](O)[C@H]1O MHKGPHKABOLURA-JNVLQWCMSA-N 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 201000005404 rubella Diseases 0.000 description 1
- 229940109990 ruscogenin Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229930002600 steroidal saponin Natural products 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- CNGHCVZOTCCMMB-UHFFFAOYSA-N terrestroside A Natural products O1C(CO)C(O)C(O)C(O)C1OCC(C)CCC(O1)=C(C)C(C2(CCC3C4(C)CC5)C)C1CC2C3CCC4CC5OC(C(C1O)OC2C(C(O)C(O)C(C)O2)O)OC(CO)C1OC(C1OC2C(C(O)C(O)CO2)O)OC(CO)C(O)C1OC1OCC(O)C(O)C1O CNGHCVZOTCCMMB-UHFFFAOYSA-N 0.000 description 1
- LOXXUPHBHNNNKD-UHFFFAOYSA-N terrestroside B Natural products O1C2CC3C4CCC5CC(OC6C(C(O)C(OC7C(C(OC8C(C(O)C(O)CO8)O)C(O)C(CO)O7)OC7C(C(O)C(O)CO7)O)C(CO)O6)OC6C(C(O)C(O)C(C)O6)O)CCC5(C)C4CC(=O)C3(C)C2C(C)C1(OC)CCC(C)COC1OC(CO)C(O)C(O)C1O LOXXUPHBHNNNKD-UHFFFAOYSA-N 0.000 description 1
- TWCMWEWZAVFALI-UHFFFAOYSA-N terrestrosin C Natural products O1C2(OCC(C)CC2)C(C)C(C2(C(=O)CC3C4(C)CC5)C)C1CC2C3CCC4CC5OC(C(C1O)O)OC(CO)C1OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O TWCMWEWZAVFALI-UHFFFAOYSA-N 0.000 description 1
- NNDVPYHJIYTUGX-UHFFFAOYSA-N terrestrosin F Natural products CC(CCC1(O)OC2CC3C4CCC5CC(OC6OC(CO)C(OC7OC(CO)C(O)C(O)C7O)C(O)C6O)C(O)CC5(C)C4CCC3(C)C2C1C)COC8OC(CO)C(O)C(O)C8O NNDVPYHJIYTUGX-UHFFFAOYSA-N 0.000 description 1
- OFEAYOYKIQKFSK-UHFFFAOYSA-N terrestrosin H Natural products O1C(CO)C(O)C(O)C(O)C1OCC(C)CCC(C(C1C2(C)CCC3C4(C)CC5)C)(O)OC1CC2C3CCC4CC5OC(C(C1O)O)OC(CO)C1OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O OFEAYOYKIQKFSK-UHFFFAOYSA-N 0.000 description 1
- QGVYIJKLOANVLR-UHFFFAOYSA-N terrestrosin I Natural products CC(CCC1(O)OC2CC3C4CCC5CC(CCC5(C)C4CC(=O)C3(C)C2C1C)OC6OC(CO)C(OC7OC(CO)C(O)C(O)C7OC8OC(CO)C(O)C(O)C8O)C(O)C6O)COC9OC(CO)C(O)C(O)C9O QGVYIJKLOANVLR-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- JNTJNUDLVQQYGM-UHFFFAOYSA-N tigogenin 3-O-beta-lucotrioside Natural products O1C2(OCC(C)CC2)C(C)C(C2(CCC3C4(C)CC5)C)C1CC2C3CCC4CC5OC(C(C1O)O)OC(CO)C1OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O JNTJNUDLVQQYGM-UHFFFAOYSA-N 0.000 description 1
- YHGXHXTZNBXLKF-RVKDJADKSA-N tribufuroside C Chemical compound C([C@@H]1CC2)[C@@H](O)CC[C@]1(C)[C@@H](CC(=O)[C@]13C)[C@@H]2[C@@H]3C[C@H]2[C@@H]1C(C)=C(CC[C@H](CO)C)O2 YHGXHXTZNBXLKF-RVKDJADKSA-N 0.000 description 1
- AWWVKHZKGAHTIQ-UHFFFAOYSA-N tribufuroside J Natural products CC(CCC1=C(C)C2C(CC3C4CCC5CC(OC6OC(CO)C(OC7OC(CO)C(O)C(O)C7O)C(O)C6O)C(O)CC5(C)C4CC(=O)C23C)O1)COC8OC(CO)C(O)C(O)C8O AWWVKHZKGAHTIQ-UHFFFAOYSA-N 0.000 description 1
- XSABPJDLMOGNHR-UHFFFAOYSA-N tribulosaponin A Natural products O1C(CO)C(O)C(O)C(O)C1OCC(C)CCC(O1)=C(C)C(C2(CCC3C4(C)CC5)C)C1CC2C3CCC4CC5OC(C(C1O)OC2C(C(O)C(O)C(C)O2)O)OC(CO)C1OC1OC(C)C(O)C(O)C1O XSABPJDLMOGNHR-UHFFFAOYSA-N 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)
-
- 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
- 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
- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
-
- 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
- A61K2236/331—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using water, e.g. cold water, infusion, tea, steam distillation, decoction
-
- 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
- A61K2236/39—Complex extraction schemes, e.g. fractionation or repeated extraction steps
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Botany (AREA)
- Mycology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Microbiology (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Biotechnology (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
Abstract
The invention discloses the new method that the separation total furostanol saponin of puncture vine and the total spirostanol saponin of puncture vine are extracted from puncture vine.The total furostanol saponin of puncture vine is obtained with the aqueous solution elution of low-concentration organic solvent after tribulus fruit extract is adsorbed through macroporous absorbent resin, then the total spirostanol saponin of puncture vine is obtained with the aqueous solution elution of high levels of organic solvents.
Description
Technical field
The present invention relates to the method that total furostanol saponin and total spirostanol saponin are prepared from puncture vine, belong to Natural Medicine Chemistry or
Chemistry for Chinese Traditional Medicine research field.
Background technology
Chinese medicine puncture vine is zygophyllaceae puncture vine platymiscium puncture vine Tribulus terrestris L. dry mature fruit,
For traditional Chinese medicine, also known as tribulus terrestris, tribulus terrestris, Fructus Tribuli, hard puncture vine.Nature and flavor are pungent, bitter, tepor, slightly poisonous, enter liver, lung channel, tool
Have flat liver solution strongly fragrant, promoting blood circulation, improving eyesight, it is antipruritic the effects such as, be mainly used in headache dizziness, breast and close the diseases such as newborn pain, rubella itch.Pharmacology is ground
Study carefully and show, puncture vine has the effect such as antibacterial, anticancer, diuresis, especially has more prominent curative effect in terms of cardiovascular and cerebrovascular disease is prevented and treated.
Containing compositions such as steroid saponin, flavones, polysaccharide and alkaloids in puncture vine, wherein steroid saponin is its principle active component.Puncture vine
Steroid saponin can also can be adsorbed by water extract-alcohol precipitation method with conventional water boiling and extraction, macroporous absorbent resin, ethanol solution
The method of analysis is obtained.
Steroid saponin isolated from puncture vine has kind more than 80 in recent years, mainly includes spirostanol saponin and furostanol saponin two
Major class, wherein spiral shell sterol content is of a relatively high.Spirostanol saponin polarity is small, easily crystallization, spirostanol saponin master isolated in recent years
There are Chlorogenin, ruscogenin, the α of spiral shell steroid -2,3 beta-hydroxy -4- alkene -12- ketone, spiral shell Gona-4-ene-3,12- diketone, spiral shell
Steroid -24- hydroxyl -4- alkene -3,12- diketone, spiral shell Gona-4-ene-3,6,12- triketones, spiral shell steroid -3,6,12- triketones, 25R- spiral shells steroid -3,
5- diene, 25R- spiral shell steroid -3,5- diene -12- ketone, neogitogenin, Gitogenin, F- gitonins,
Terrestrosin E, diosgenin, yamogenin, Tribestin, Gracillin, trillin,
Trillarin, Tigogenin, Gesgalactotigonin, Desglucolanatigonin II, Terrestrosin A,
Terrestrosin B, Neotigogenin, isoterrestrosin B, hecogenin, Agovoside A,
Terrestrosin C, Terrestrosin D, new hecogenin, extra large Ke's ethyl ester, extra large Ke's ketone etc..Furan sterol content is relatively low,
It is water-soluble larger, crystallization is difficult, pharmacological testing and effect experiment prove there are obvious prevention and treatment to make to cardiovascular and cerebrovascular disease
With furostanol saponin isolated in recent years mainly has puncturevine furostanol saponins A, Terrestroside B, Terrestrosin
F、Terrestrosin G、Terrestrosin H、Terrestrosin I、Tribufurosides G、
Tribufurosides H, Tribufurosides I, protodioscin, methylprototribestin,
Protogracillin, former Gracillin, pseudo- Dioscin, the pseudo- Dioscin of methyl, Tribulosaponin A,
TerrestrosinK、Tribufuroside J、Terrestroside A、Tribufuroside B、Tribufuroside C
Deng.
Because spirostanol saponin and furostanol saponin pharmacological activity and physicochemical property are different, Steroidal Saponin of Tribulus Terrestri L is developed
When frequently encounter spirostanol saponin and furostanol saponin are separated after respectively using the problem of.In addition, first by spirostanol saponin and furan steroid soap
Glycosides is easier therefrom to obtain the monomer of various total saponins of tribulus after separating.Therefore, research invention one kind can be by puncture vine spirostanol saponin
Separated method is one and significantly worked with furostanol saponin.
The content of the invention
The invention aims to provide a kind of method that can obtain spirostanol saponin and furostanol saponin respectively from puncture vine,
And the spirostanol saponin and furostanol saponin of acquisition are used for the system of health food, pharmaceutical composition and various total saponins of tribulus monomers
It is standby.Puncture vine of the present invention refers not only to zygophyllaceae puncture vine platymiscium puncture vine Tribulus terrestris L. drying and ripening
Fruit, also including fresh fruit, fresh or dry aerial parts are fresh or dry herb.
The present invention is completed by following technical solution.
Puncture vine will be dried to crush, extracted 3 times with 8-15 times of water boiling and extraction or alcohol reflux, merge extract solution, filtering, water
Extract directly crosses large pore resin absorption column absorption (ethanol extract, which is reclaimed, crosses large pore resin absorption column absorption after ethanol), is washed to
Aqueous alkali that is colourless or being 9-13 with pH value, is washed with water to neutrality, organic with concentration of volume percent 17%-40%
Solvent aqueous solution elution produces the mixture for mainly containing furostanol saponin, the i.e. total furostanol saponin of puncture vine；Furostanol saponin has been eluted
Aqueous solutions of organic solvent elution of the continuation concentration of volume percent more than 40%, which is produced, after complete mainly contains the mixed of furostanol saponin
The total spirostanol saponin of compound, i.e. puncture vine.
Described macroporous absorbent resin be selected from AB-8, D4020, D101, D102, D103,860021, HP20 one kind or it
Two or more hybrid resin.
Described organic solvent be selected from ethanol, methanol, acetone, normal propyl alcohol, isopropanol or they one or both of or
Two or more mixed solvents.
The aqueous solution of described low-concentration organic solvent refers to the organic solvent that concentration of volume percent is less than or equal to 40%
The aqueous solution, the aqueous solution of described high levels of organic solvents is the water-soluble of the organic solvent that concentration of volume percent is more than 40%
Liquid.
Described alkali is the hydroxide of alkali metal or alkaline-earth metal.
Described alkali metal or the hydroxide of alkaline-earth metal are sodium hydroxide or potassium hydroxide or calcium hydroxide.
Specific R＆D process is as follows：
The large pore resin absorption column for adsorbing upper tribulus fruit extract is eluted with 15% ethanol solution first, thin layer color is utilized
Spectrum checks composition (the TLC inspections after eluent is concentrated, with chloroform-methanol-water (7 eluted:4:0.9) system is deployed, point
Pen not A reagents (50ml acetic acid dissolves 0.5ml anisaldehydes, plus sulfuric acid 1ml) and E reagents (1% paradime thylaminobenzaldehyde ethanol
Solution：Concentrated hydrochloric acid (4：1) develop the color), as a result there is not steroid saponin spot, illustrate that 15% ethanol solution can not be by furan steroid soap
Glycosides and spirostanol saponin are eluted (to furan steroid, spiral shell steroid all displaing yellows, E reagents only show pink colour to A reagents to furan steroid)；Then with 17%
Ethanol solution elution, lamellae is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagents
Colour developing, there are several yellow spottings in silica gel plate, uses E reagent colour developments, and several pink colour spots occurs in silica gel plate, but xanthelasma
Point and pink colour spot can correspond to completely, illustrate 17% ethanol solution furostanol saponin can be eluted and can not be by spiral shell steroid soap
Glycosides is eluted.Again respectively with the 19% of 6 times of column volumes, 21%, 23%, 25%, 27%, 29%, 31%, 33%, 35%,
37%th, 39% ethanol solution elution, puts silica gel plate, with chloroform-methanol-water (7 after eluent is concentrated:4:0.9) system exhibition
Open, use A reagent colour developments, several yellow spottings occurs in silica gel plate, use E reagent colour developments, several pink colour spots occurs in silica gel plate,
And yellow spotting and pink colour spot can be corresponded to completely, illustrate 17%, 19%, 21%, 23%, 25%, 27%, 29%, 31%,
33%th, furostanol saponin can be eluted and can not elute down spirostanol saponin by 35%, 37%, 39%, 40% ethanol solution
Come.Eluted, will eluted with 41%, 43%, 45% ethanol solution again after furostanol saponin is eluted completely with 39% ethanol solution
Silica gel plate is put after liquid concentration, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagent colour developments, several occurs in silica gel plate
Yellow spotting, uses E reagent colour developments, and silica gel plate occurs without spot, illustrates that 41%, 43%, 45% ethanol solution can be by spiral shell steroid soap
Glycosides elutes and furostanol saponin is free of in eluent.To sum up can only be by puncture vine using 17%-40% ethanol solution elution
Furostanol saponin elute and spirostanol saponin is still adsorbed on macroporous absorbent resin.Therefore can be by furan steroid soap with the method
Glycosides and spirostanol saponin are separated.Further investigation revealed that, from AB-8, D4020, D101, D102, D103,
860021st, the macroporous absorbent resin such as HP20 any one or their two or more hybrid resin, from ethanol,
The organic solvents such as methanol, acetone, normal propyl alcohol, isopropanol or they one or both of or two or more mixed solvents, equally
Identical effect can be obtained.Will adsorb the large pore resin absorption column of tribulus fruit extract first with 15% methanol, acetone,
The organic solvent solutions such as normal propyl alcohol, isopropanol are eluted, and the composition eluted using thin-layer chromatography inspection is (after eluent is concentrated
TLC is examined, with chloroform-methanol-water (7:4:0.9) system is deployed, and A reagents are sprayed respectively, and (50ml acetic acid makes 0.5ml anisaldehydes molten
Solution, plus sulfuric acid 1ml) and E reagents (1% paradime thylaminobenzaldehyde ethanol solution：Concentrated hydrochloric acid (4：1) develop the color), as a result do not go out
Existing steroid saponin spot, illustrates that the organic solvent solutions such as 15% methanol, acetone, normal propyl alcohol, isopropanol can not be by furostanol saponin
Eluted (to furan steroid, spiral shell steroid all displaing yellows, E reagents only show pink colour to A reagents to furan steroid) with spirostanol saponin；Then with 17%
The organic solvent solutions such as methanol, acetone, normal propyl alcohol, isopropanol elute, put lamellae after eluent is concentrated, with chloroform-methanol-
Water (7:4:0.9) system is deployed, and uses A reagent colour developments, several yellow spottings occurs in silica gel plate, uses E reagent colour developments, and silica gel plate goes out
Several existing pink colour spots, but yellow spotting and pink colour spot can be corresponded to completely, illustrate 17% methanol, acetone, positive third
Furostanol saponin can be eluted and can not elute spirostanol saponin by the organic solvent solutions such as alcohol, isopropanol.Again respectively with 6
19%, 21%, 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39% methanol of times column volume, acetone,
The organic solvent solutions such as normal propyl alcohol, isopropanol are eluted, and silica gel plate are put after eluent is concentrated, with chloroform-methanol-water (7:4:
0.9) system is deployed, and uses A reagent colour developments, several yellow spottings occurs in silica gel plate, uses E reagent colour developments, and silica gel plate occurs some
Individual pink colour spot, and yellow spotting and pink colour spot can correspond to completely, illustrate 19%, 21%, 23%, 25%, 27%,
29%th, the organic solvent solution such as 31%, 33%, 35%, 37%, 39%, 40% methanol, acetone, normal propyl alcohol, isopropanol can be by
Furostanol saponin elutes and can not elute spirostanol saponin.Have with 39% methanol, acetone, normal propyl alcohol, isopropanol etc.
Machine solvent solution is eluted with 41%, 43%, 45% ethanol solution again after furostanol saponin is eluted completely, point after eluent is concentrated
Silica gel plate, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagent colour developments, several yellow spottings occurs in silica gel plate,
E reagent colour developments are used, silica gel plate occurs without spot, illustrate that 41%, 43%, 45% methanol, acetone, normal propyl alcohol, isopropanol etc. have
Spirostanol saponin can be eluted and furostanol saponin is free of in eluent by machine solvent solution.To sum up using 17%-40% methanol,
The elution of the organic solvent solutions such as acetone, normal propyl alcohol, isopropanol can only elute the furostanol saponin in puncture vine and spirostanol saponin
Still adsorb on macroporous absorbent resin.Therefore furostanol saponin and spirostanol saponin can be separated with the method.
In addition it has also been found that being washed with alkaline aqueous solution to the large pore resin absorption column of the upper tribulus fruit extract of absorption
De-, what is eluted is flavones ingredient, and saponin component is remained on macroporous absorbent resin.Therefore by first using alkali
Property the aqueous solution elution, be washed with water to neutrality, then the method eluted with low-concentration organic solvent can obtain without flavonoids into
Point the higher total furostanol saponin of puncture vine of purity.Simultaneously it has also been found that being less than 15% organic solvent elution by first using,
The method eluted again with low-concentration organic solvent can obtain the total furostanol saponin of the higher puncture vine of purity.
Embodiment
Embodiment 1
Dry Tribulus terrestris L 1kg is taken to crush, with 8 times of water boiling and extractions 3 times, decocting time is respectively 2h, 1.5h, 1h, conjunction
And extract solution, filter, concentration, cross the absorption of D4020 large pore resin absorption columns, be washed with deionized water to colourless, with 6 times of column volumes
15% ethanol solution elution, puts lamellae, with chloroform-methanol-water (7 after eluent is concentrated:4:0.9) system is deployed, and uses A
Reagent (50ml acetic acid dissolves 0.5ml anisaldehydes, plus sulfuric acid 1ml) and E reagents (1% paradime thylaminobenzaldehyde ethanol solution：
Concentrated hydrochloric acid (4：1) check, steroid saponin spot as a result do not occur, illustrate that 15% ethanol solution can not be by furostanol saponin and spiral shell
Steroid saponin(e is eluted (to furan steroid, spiral shell steroid all displaing yellows, E reagents only show pink colour to A reagents to furan steroid)；Then with 17% ethanol
Solution is eluted, and lamellae is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagent colour developments,
There are several yellow spottings in silica gel plate, uses E reagent colour developments, and several pink colour spots, and yellow spotting and powder occurs in silica gel plate
Color spot point can be corresponded to completely, illustrated 17% ethanol solution and can be eluted furostanol saponin and can not elute spirostanol saponin
Get off.Again respectively with the 19% of 6 times of column volumes, 21%, 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39,
40%% ethanol solution elution, puts silica gel plate, with chloroform-methanol-water (7 after eluent is concentrated:4:0.9) system is deployed,
A reagent colour developments are used, several yellow spottings occurs in silica gel plate, use E reagent colour developments, several pink colour spots occurs in silica gel plate, and
Yellow spotting and pink colour spot can be corresponded to completely, illustrate 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%,
39%th, furostanol saponin can be eluted and can not elute spirostanol saponin by 40% ethanol solution.Again with 41%,
43%th, 45% ethanol solution is eluted, and silica gel plate is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed,
A reagent colour developments are used, several yellow spottings occurs in silica gel plate, use E reagent colour developments, pink colour spot occurs in silica gel plate, illustrates to work as second
Determining alcohol elutes furostanol saponin and spirostanol saponin when being more than 41% together.
Dry Tribulus terrestris L 3kg is taken to crush, with 8 times of water boiling and extractions 3 times, decocting time is respectively 2h, 1.5h, 1h, conjunction
And extract solution, filter, concentration, cross the absorption of D4020 large pore resin absorption columns, be washed with deionized water to colourless, with 40% ethanol
Solution elutes furostanol saponin completely, then is eluted spirostanol saponin completely with 85% ethanol solution, and solvent is recovered under reduced pressure respectively,
Dry, obtain 15.1 grams of the total furostanol saponin of puncture vine, 18.3 grams of the total spirostanol saponin of puncture vine.
Embodiment 2
Take puncture vine aerial part 1kg to crush, extracted 3 times with 10 times of water, decocting time is respectively 3h, 2h, 1h, merges and extracts
Liquid, filtering, concentration, crosses the absorption of AB-8 large pore resin absorption columns, is washed with deionized water to colourless, with the 15% of 6 times of column volumes
Ethanol solution is eluted, and lamellae is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagents
(50ml acetic acid dissolves 0.5ml anisaldehydes, plus sulfuric acid 1ml) and E reagents (1% paradime thylaminobenzaldehyde ethanol solution：Dense salt
Acid (4：1) check, steroid saponin spot as a result do not occur, illustrate that 15% ethanol solution can not be by furostanol saponin and spiral shell steroid soap
Glycosides is eluted (to furan steroid, spiral shell steroid all displaing yellows, E reagents only show pink colour to A reagents to furan steroid)；Then with 17% ethanol solution
Elution, puts lamellae, with chloroform-methanol-water (7 after eluent is concentrated:4:0.9) system is deployed, and uses A reagent colour developments, silica gel
There are several yellow spottings in plate, uses E reagent colour developments, and several pink colour spots, and yellow spotting and pink colour spot occurs in silica gel plate
Point can be corresponded to completely, and illustrating 17% ethanol solution can elute furostanol saponin and can not elute down spirostanol saponin
Come.Again respectively with the 19% of 6 times of column volumes, 21%, 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39%,
40% ethanol solution elution, puts silica gel plate, with chloroform-methanol-water (7 after eluent is concentrated:4:0.9) system is deployed, and uses A
There are several yellow spottings in reagent colour development, silica gel plate, uses E reagent colour developments, and several pink colour spots, and yellow occurs in silica gel plate
Spot and pink colour spot can be corresponded to completely, illustrate 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39%,
Furostanol saponin can be eluted and can not elute spirostanol saponin by 40% ethanol solution.Again with 41%, 43%, 45%
Ethanol solution is eluted, and silica gel plate is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, aobvious with A reagents
There are several yellow spottings in color, silica gel plate, uses E reagent colour developments, and pink colour spot occurs in silica gel plate, illustrates when concentration of alcohol is more than
Furostanol saponin and spirostanol saponin are eluted together when 41%.
Specifically take dry Tribulus terrestris L 3kg to crush, with 8 times of water boiling and extractions 3 times, decocting time be respectively 2h, 1.5h,
1h, merges extract solution, filters, concentration, the absorption of AB-8 large pore resin absorption columns, is washed with deionized water to colourless, with 40% second
Alcoholic solution elutes furostanol saponin completely, then is eluted spirostanol saponin completely with 85% ethanol solution, is recovered under reduced pressure respectively molten
Agent, dries, obtains 13.5 grams of the total furostanol saponin of puncture vine, 19.0 grams of the total spirostanol saponin of puncture vine.
Embodiment 3
Puncture vine 1kg is taken to crush, with 14 times of water boiling and extractions 3 times, decocting time is respectively that 3h, 2h, 1h merge extract solution, mistake
Filter, concentration, the absorption of D101 large pore resin absorption columns is crossed, be washed with deionized water to colourless, 15% methanol with 6 times of column volumes is molten
Liquid is eluted, and lamellae is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, with A reagents (50ml vinegar
Acid dissolves 0.5ml anisaldehydes, plus sulfuric acid 1ml) and E reagents (1% paradime thylaminobenzaldehyde methanol solution：Concentrated hydrochloric acid (4：1)
Check, steroid saponin spot as a result do not occur, furostanol saponin and spirostanol saponin can not be eluted by illustrating 15% methanol solution
Get off (to furan steroid, spiral shell steroid all displaing yellows, E reagents only show pink colour to A reagents to furan steroid)；Then eluted with 17% methanol solution,
Lamellae is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagent colour developments, and silica gel plate occurs
Several yellow spottings, use E reagent colour developments, several pink colour spots occurs in silica gel plate, and yellow spotting and pink colour spot can
Completely corresponding, illustrating 17% methanol solution can elute furostanol saponin and can not elute spirostanol saponin.Divide again
Not with the 19% of 6 times of column volumes, 21%, 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39%, 40%
Methanol solution is eluted, and silica gel plate is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, aobvious with A reagents
There are several yellow spottings in color, silica gel plate, uses E reagent colour developments, and several pink colour spots occurs in silica gel plate, and yellow spotting and
Pink colour spot can be corresponded to completely, illustrate 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39%, 40%
Furostanol saponin can be eluted and can not elute spirostanol saponin by methanol solution.It is molten with 41%, 43%, 45% methanol again
Liquid is eluted, and silica gel plate is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagent colour developments, silicon
There are several yellow spottings in offset plate, uses E reagent colour developments, and pink colour spot occurs in silica gel plate, illustrates when methanol concentration is more than 41%
When furostanol saponin and spirostanol saponin are eluted together.
Specifically take dry Tribulus terrestris L 3kg to crush, with 8 times of water boiling and extractions 3 times, decocting time be respectively 2h, 1.5h,
1h, merges extract solution, filters, concentration, crosses the absorption of D101 large pore resin absorption columns, is washed with deionized water to colourless, with 35%
Methanol solution elutes furostanol saponin completely, then is eluted spirostanol saponin completely with 85% methanol solution, is recovered under reduced pressure respectively
Solvent, dries, obtains 14.6 grams of the total furostanol saponin of puncture vine, 18.9 grams of the total spirostanol saponin of puncture vine.
Embodiment 4
Puncture vine 1kg is taken to crush, with 12 times of water boiling and extractions 3 times, decocting time is respectively that 3h, 2h, 1h merge extract solution, mistake
Filter, concentration, the absorption of HP20 large pore resin absorption columns is crossed, be washed with deionized water to colourless, 15% acetone with 6 times of column volumes is molten
Liquid is eluted, and lamellae is put after eluent is concentrated, with chloroform-acetone-water (7:4:0.9) system is deployed, with A reagents (50ml vinegar
Acid dissolves 0.5ml anisaldehydes, plus sulfuric acid 1ml) and E reagents (1% paradime thylaminobenzaldehyde methanol solution：Concentrated hydrochloric acid (4：1)
Check, steroid saponin spot as a result do not occur, furostanol saponin and spirostanol saponin can not be eluted by illustrating 15% acetone soln
Get off (to furan steroid, spiral shell steroid all displaing yellows, E reagents only show pink colour to A reagents to furan steroid)；Then eluted with 17% acetone soln,
Lamellae is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagent colour developments, and silica gel plate occurs
Several yellow spottings, use E reagent colour developments, several pink colour spots occurs in silica gel plate, and yellow spotting and pink colour spot can
Completely corresponding, illustrating 17% acetone soln can elute furostanol saponin and can not elute spirostanol saponin.Divide again
Not with the 19% of 6 times of column volumes, 21%, 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39%, 40%
Acetone soln is eluted, and silica gel plate is put after eluent is concentrated, with chloroform-acetone-water (7:4:0.9) system is deployed, aobvious with A reagents
There are several yellow spottings in color, silica gel plate, uses E reagent colour developments, and several pink colour spots occurs in silica gel plate, and yellow spotting and
Pink colour spot can be corresponded to completely, illustrate 23%, 25%, 27%, 29%, 31%, 33%, 35%, 37%, 39%, 40%
Furostanol saponin can be eluted and can not elute spirostanol saponin by acetone soln.It is molten with 41%, 43%, 45% acetone again
Liquid is eluted, and silica gel plate is put after eluent is concentrated, with chloroform-methanol-water (7:4:0.9) system is deployed, and uses A reagent colour developments, silicon
There are several yellow spottings in offset plate, uses E reagent colour developments, and pink colour spot occurs in silica gel plate, illustrates when acetone concentration is more than 41%
When furostanol saponin and spirostanol saponin are eluted together.
Specifically take dry Tribulus terrestris L 3kg to crush, with 8 times of water boiling and extractions 3 times, decocting time be respectively 2h, 1.5h,
1h, merges extract solution, filters, concentration, crosses the absorption of HP20 large pore resin absorption columns, is washed with deionized water to colourless, with 30%
Methanol solution elutes furostanol saponin completely, then is eluted spirostanol saponin completely with 95% methanol solution, is recovered under reduced pressure respectively
Solvent, dries, obtains 12.3 grams of the total furostanol saponin of puncture vine, 17.8 grams of the total spirostanol saponin of puncture vine.
Embodiment 5
Dry Tribulus terrestris L 3kg is taken to crush, with 8 times of water boiling and extractions 3 times, decocting time is respectively 2h, 1.5h, 1h, conjunction
And extract solution, filter, concentration, cross the absorption of D4020 large pore resin absorption columns, be washed with deionized water to colourless, with 10 times of column volumes
0.5% sodium hydrate aqueous solution elution, be washed with water to neutrality, then eluted furostanol saponin with 35% ethanol solution
Entirely, then with 75% ethanol solution spirostanol saponin is eluted completely, solvent is recovered under reduced pressure respectively, dries, obtains the total furan steroid soap of puncture vine
12.0 grams of glycosides, 17.5 grams of the total spirostanol saponin of puncture vine.
Embodiment 6
Dry Tribulus terrestris L 3kg is taken to crush, with 8 times of water boiling and extractions 3 times, decocting time is respectively 2h, 1.5h, 1h, conjunction
And extract solution, filter, concentration, cross the absorption of AB-8 large pore resin absorption columns, be washed with deionized water to colourless, with 10 times of column volumes
15% ethanol solution elution, then with 35% ethanol solution by furostanol saponin elution completely, then with 85% ethanol solution
Spirostanol saponin elution is complete, solvent is recovered under reduced pressure respectively, dries, obtains 11.5 grams of the total furostanol saponin of puncture vine, the total spiral shell steroid soap of puncture vine
17.9 grams of glycosides.
Embodiment 7
Dry Tribulus terrestris L 3kg is taken to crush, with 8 times of water boiling and extractions 3 times, decocting time is respectively 2h, 1.5h, 1h, conjunction
And extract solution, filter, concentration, cross the absorption of AB-8 large pore resin absorption columns, be washed with deionized water to colourless, with 10 times of column volumes
0.5% sodium hydrate aqueous solution is eluted, and is washed with water to neutrality, is then eluted with 15% ethanol solution of 10 times of column volumes,
Then furostanol saponin is eluted completely with 35% ethanol solution, then eluted spirostanol saponin completely with 85% ethanol solution,
Solvent is recovered under reduced pressure respectively, dries, obtains 11.2 grams of the total furostanol saponin of puncture vine, 17.8 grams of the total spirostanol saponin of puncture vine.
Embodiment 8
Take fresh Tribulus terrestris L 15kg to smash to pieces, extracted 3 times with 10 times of 85% alcohol refluxs, return time be respectively 2h,
1.5h, 1h, merge extract solution, and filtering is recovered under reduced pressure solvent, crosses the absorption of AB-8 large pore resin absorption columns, be washed with deionized water to
It is colourless, eluted, then eluted furostanol saponin completely with 35% ethanol solution with 15% ethanol solution of 10 times of column volumes,
Spirostanol saponin is eluted completely with 85% ethanol solution again, solvent is recovered under reduced pressure respectively, dries, obtains the total furostanol saponin of puncture vine
18.5 grams, 23.9 grams of the total spirostanol saponin of puncture vine.
Embodiment 9
Take fresh puncture vine aerial part 13kg to crush, with 8 times of water boiling and extractions 3 times, decocting time be respectively 2h, 1.5h,
1h, merges extract solution, and filtering is extracted 3 times with 10 times of 85% alcohol refluxs, and return time is respectively 2h, 1.5h, 1h, merging
Solvent is recovered under reduced pressure in extract solution, filtering, crosses the absorption of D101 large pore resin absorption columns, is washed with deionized water to colourless, with 10 times of posts
Volume 15% ethanol solution elution, then with 35% ethanol solution by furostanol saponin elution completely, then with 85% second
Alcoholic solution elutes spirostanol saponin completely, and solvent is recovered under reduced pressure respectively, dries, obtains 18.4 grams of the total furostanol saponin of puncture vine, puncture vine is total
20.3 grams of spirostanol saponin.
Claims (10)
1. a kind of method that total furostanol saponin and total spirostanol saponin are prepared from puncture vine, it is characterised in that by tribulus fruit extract with greatly
After macroporous adsorbent resin absorption, it is washed with water to colourless, is obtained furostanol saponin elution completely with the aqueous solution of low-concentration organic solvent
Total furostanol saponin, then obtains total spirostanol saponin with the aqueous solution of high levels of organic solvents by spirostanol saponin elution again.
2. the preparation method described in claim 1, it is characterised in that described organic solvent is selected from ethanol, methanol, acetone, positive third
Alcohol, isopropanol, n-butanol or their one or more kinds of mixed solvents.
3. the preparation method described in claim 1, it is characterised in that described low concentration is that concentration of volume percent is less than or equal to
40%.
4. the preparation method described in claim 1, it is characterised in that described high concentration is that concentration of volume percent is more than 40%.
5. the preparation method described in claim 1, it is characterised in that described macroporous absorbent resin absorption selected from AB-8, D4020,
860021st, one or more kinds of mixtures in D101, D102, D103 or HP20.
6. the preparation method described in claim 1, it is characterised in that first used after tribulus fruit extract is adsorbed with macroporous absorbent resin
Concentration of volume percent is obtained to the aqueous solution elution of the organic solvent less than 40% more than 17% and is mainly made up of furostanol saponin
The total furostanol saponin of puncture vine, be then more than with concentration of volume percent 40% organic solvent aqueous solution elution obtain it is main by
The total spirostanol saponin of puncture vine of spirostanol saponin composition.
7. the preparation method described in claim 1, it is characterised in that first used after tribulus fruit extract is adsorbed with macroporous absorbent resin
The aqueous solution elution that concentration of volume percent is less than 15% organic solvent removes impurity, then uses and is more than 17% to less than 40%
The aqueous solution elution of organic solvent obtain the higher total furostanol saponin of puncture vine of the main purity being made up of furostanol saponin, Ran Houyong
The aqueous solution elution that concentration of volume percent is more than 40% organic solvent obtains the main total spiral shell of puncture vine being made up of spirostanol saponin
Steroid saponin(e.
8. the preparation method described in claim 1, it is characterised in that it is characterized in that by tribulus fruit extract macroporous absorbent resin
After absorption, it is washed with water to after colourless, the aqueous alkali for being 9-13 with pH value elution elutes flavones ingredient in puncture vine,
It is washed with water to neutrality, the then aqueous solution elution with concentration of volume percent more than 17% to the organic solvent less than 40% is obtained
It must be finally more than without flavones ingredient and the main total furostanol saponin of puncture vine being made up of furostanol saponin with concentration of volume percent
The aqueous solution elution of 40% organic solvent obtains the main total spirostanol saponin of puncture vine being made up of spirostanol saponin.
9. the preparation method described in claim 1, it is characterised in that it is characterized in that by tribulus fruit extract macroporous absorbent resin
After absorption, it is washed with water to after colourless, the aqueous alkali for being 9-13 with pH value elution elutes flavones ingredient in puncture vine,
It is washed with water to neutrality, the aqueous solution elution that 15% organic solvent is then less than with concentration of volume percent removes impurity, then
Then with concentration of volume percent be more than 17% to the organic solvent less than 40% the aqueous solution elution obtain without flavonoids into
Divide and the higher main total furostanol saponin of puncture vine being made up of furostanol saponin of content, finally with the water of the organic solvent more than 40%
Solution elution obtains the main total spirostanol saponin of puncture vine being made up of spirostanol saponin.
10. the preparation method described in claim 8 or 9, it is characterised in that described alkali is the hydrogen-oxygen of alkali metal or alkaline-earth metal
Compound.
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| CN109369769A (en) * | 2018-10-23 | 2019-02-22 | 吉林大学 | A method of it is extracted from puncture vine cauline leaf and separates extra large Ke's one monomers |
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