CN105669791A - Method for using water as solvent to prepare stibene glucoside freeze-dried powder by utilizing polygonum multiflorum medicine material - Google Patents
Method for using water as solvent to prepare stibene glucoside freeze-dried powder by utilizing polygonum multiflorum medicine material Download PDFInfo
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- 229930182478 glucoside Natural products 0.000 title claims abstract description 58
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 24
- 241001289529 Fallopia multiflora Species 0.000 title claims abstract description 20
- 239000000463 material Substances 0.000 title claims abstract description 17
- 239000000843 powder Substances 0.000 title claims abstract description 16
- 239000002904 solvent Substances 0.000 title claims abstract description 16
- 239000003814 drug Substances 0.000 title abstract description 5
- 150000008131 glucosides Chemical class 0.000 title abstract 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000000605 extraction Methods 0.000 claims abstract description 19
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 238000004587 chromatography analysis Methods 0.000 claims abstract description 12
- 238000004090 dissolution Methods 0.000 claims abstract description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000741 silica gel Substances 0.000 claims abstract description 10
- 229910002027 silica gel Inorganic materials 0.000 claims abstract description 10
- -1 stilbene glucoside Chemical class 0.000 claims description 54
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 claims description 53
- 235000021286 stilbenes Nutrition 0.000 claims description 53
- 239000000203 mixture Substances 0.000 claims description 24
- 239000008176 lyophilized powder Substances 0.000 claims description 22
- 239000000178 monomer Substances 0.000 claims description 20
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 20
- 229920002554 vinyl polymer Polymers 0.000 claims description 20
- 235000018167 Reynoutria japonica Nutrition 0.000 claims description 17
- 240000001341 Reynoutria japonica Species 0.000 claims description 17
- 239000000284 extract Substances 0.000 claims description 14
- 229960001866 silicon dioxide Drugs 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000000499 gel Substances 0.000 claims description 6
- 238000004513 sizing Methods 0.000 claims description 6
- 238000004108 freeze drying Methods 0.000 claims description 4
- 239000013558 reference substance Substances 0.000 claims description 4
- 238000007790 scraping Methods 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 238000013461 design Methods 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 235000019441 ethanol Nutrition 0.000 abstract 2
- 238000001914 filtration Methods 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 229930182470 glycoside Natural products 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- PBCJIPOGFJYBJE-UHFFFAOYSA-N acetonitrile;hydrate Chemical compound O.CC#N PBCJIPOGFJYBJE-UHFFFAOYSA-N 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 235000012054 meals Nutrition 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- 206010010774 Constipation Diseases 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229930014669 anthocyanidin Natural products 0.000 description 1
- 150000001452 anthocyanidin derivatives Chemical class 0.000 description 1
- 235000008758 anthocyanidins Nutrition 0.000 description 1
- RGHILYZRVFRRNK-UHFFFAOYSA-N anthracene-1,2-dione Chemical class C1=CC=C2C=C(C(C(=O)C=C3)=O)C3=CC2=C1 RGHILYZRVFRRNK-UHFFFAOYSA-N 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002443 hepatoprotective effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- 230000003446 memory effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 229940124549 vasodilator Drugs 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
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- Saccharide Compounds (AREA)
Abstract
The invention provides a method for using water as a solvent to prepare stibene glucoside freeze-dried powder by utilizing a polygonum multiflorum medicine material. The method is characterized by comprising the steps that polygonum multiflorum roots are cleaned, sliced, dried in the sun and smashed, and polygonum multiflorum powder is subjected to ultrasonic extractionwith water; the obtained extraction solution is extracted in a liquid separating container by using a chemically pure n-butyl alcohol to obtain the extractive containing water-soluble components; the obtained extractive containing the water-soluble components is dissolved by using ethyl acetate, the extractive is applied to a silica gel preparation plate for chromatography, is dried in the sun and spread, a purple fluorescence colored tape is scraped and collected, the obtained collection is mixed with an ethanol solution, ultrasonic dissolution, filtration and vacuum pressure reduction are performed to recover ethyl alcohol, and a pure stibene glucoside product is obtained; the product is freeze-dried to obtain the white amorphous-form stibene glucoside freeze-dried powder. The method includes few technological processes and is stable and simple and convenient to operate, the stibene glucoside content is definite, the purity is high, and the method is suitable for industrial production.
Description
Technical field
The present invention relates to one from polygonum multiflorum medicinal material, prepare stilbene glucoside (2,3,5,4 '-tetrahydroxystilbene-2-O-β-D-Glucose glycosides, it is called for short stilbene glucoside) preparation method of lyophilized powder, belong to the technical field of natural active product preparation method.
Background technology
Tuber Fleeceflower Root is the dried root of polygonum multiflorum thunb (PolygonummultiflorumThunb), is China's rare traditional Chinese medicine. By its concocting method difference have again Radix Polygoni Multiflori and Radix Polygoni Multiflori Preparata point. Radix Polygoni Multiflori bitter, sweet, puckery, property is put down, and has the merit of ease constipation, removing toxic substances and preventing malaria; Radix Polygoni Multiflori Preparata bitter, sweet, puckery, warm in nature, there is tonifying liver, kidney, benefiting essence-blood, strong muscles and bones, the effect of crow beard and hair.
Tuber Fleeceflower Root mainly contains three effective constituents, stilbene glucoside class, anthracene quinone class and polymerization anthocyanidin. Stilbene glucoside is principle active component in Tuber Fleeceflower Root, is the water soluble component that a class has remarkable pharmacologically active, and its main representative composition stilbene glucoside is also the composition of polygonum multiflorum medicinal material quality control.
Stilbene glucoside major physiological effect is: 1, anti-aging effects, 2, brain-care improve memory effect, 3, hepatoprotective effect, 4, reducing blood lipid, 5, vasodilator and suppression atherosclerosis effect, 6, crow outbreak uses.
Current known stilbene glucoside class has the compound of four kinds of similar, and extraction and isolation content is that more than 98% difficulty is big, mainly contains polymeric amide partition method in prior art; High-pressure liquid phase preparative separation method; Extraction using alcohol adjusting PH with base organic solvent extraction is again through acidifying organic solvent extractionprocess etc. Except high-pressure liquid phase preparative separation method, stilbene glucoside sterling to be obtained comparatively difficult. Such as the compound for stilbene glucoside four kinds of similar, structure and solubleness etc. are very nearly the same, so obtaining simple to operate, processing step is few, product yield height, are applicable to the technical process of suitability for industrialized production, really difficulty.
Stilbene glucoside: molecular formula: C20H22O9, molecular weight: 406.38
Structural formula is:
Summary of the invention
It is an object of the invention to provide a kind of method preparing high purity stilbene glucoside lyophilized powder.
In order to achieve the above object, the present invention provides a kind of take water as the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material, it is characterised in that, comprising:
The first step: Tuber Fleeceflower Root root is cleaned, section, dries, and pulverizes why radix polygoni multiflori powder;
2nd step: the Tuber Fleeceflower Root powder water supersound extraction the first step obtained at least one times, filters united extraction liquid;
3rd step: extracted in liquid separatnig container at least one times by the propyl carbinol of the extracting solution chemical pure obtained, separate butanol extraction liquid, at water-bath 0～70 DEG C, uses rotatory evaporator recycling design, obtains the extract of containing water-soluble composition;
4th step: the extract vinyl acetic monomer of the containing water-soluble composition the 3rd step obtained dissolves, and puts and prepares on plate in silica gel for chromatography, dries, it is placed in chromatography cylinder with developping agent expansion, takes out, dry, inspect under putting the ultraviolet lamp that wavelength is 254nm, scraping purple fluorescence colour band, collects, is mixed with ethanolic soln by the collection thing of gained, ultrasonic dissolution, filter, reclaim ethanol, obtain stilbene glucoside sterling;
5th step: the stilbene glucoside sterling water dissolution the 4th step obtained, is placed in Freeze Drying Equipment, is frozen into solid, vacuumizes and water sublimed is dried to white without sizing stilbene glucoside lyophilized powder.
Preferably, in the 2nd described step, the amount ratio of Tuber Fleeceflower Root and water is 1g: 10mL (W/V), and ultrasonic frequency is 40kHz-60kHz, and ultrasonic power is 150w-200w, and ultrasonic time is 20min-40min.
Preferably, in the 3rd described step, the volume ratio of extracting solution and propyl carbinol is 1: 1.
Preferably, in the 4th described step, the extract of containing water-soluble composition and the volume ratio of vinyl acetic monomer are 1g: 10mL (W/V).
Preferably, it is GF254 silica-gel plate that the described silica gel for chromatography in the 4th step prepares plate, and developping agent used is the mixture of vinyl acetic monomer, first alcohol and water, and the volume ratio of vinyl acetic monomer, first alcohol and water is 30: 2: 1.
Preferably, the volumetric concentration of the described ethanolic soln in the 4th step is 85%, and the ratio collecting thing and ethanolic soln is 1g: 3mL (W/V).
Preferably, the temperature of the described ultrasonic dissolution in the 4th step is 0-30 DEG C, and ultrasonic frequency is 40kHz-60kHz, and ultrasonic power is 150w-200w, and ultrasonic time is 5 minutes.
Preferably, the 4th described step also comprises: after stilbene glucoside sterling and stilbene glucoside reference substance being dissolved with vinyl acetic monomer respectively, point, on same gel GF 254 plate, is inspect under the ultraviolet lamp of 254nm at wavelength, shows identical purple dot at same position.
Preferably, in the 3rd described step, the pressure of rotatory evaporator is 0.08Mpa.
The present invention utilize stilbene glucoside class and other compositions in a solvent different solubility carry out being separated purification. The first step water removes fat-soluble component, and separation obtains the bigger stilbene glucoside composition of 60% polarity; 2nd step n-butanol extraction obtains the stilbene glucoside composition of water-soluble more than 80%; 3rd step prepares, through silica gel thin-layer, the stilbene glucoside composition that plate layer chromatography separation obtains more than 98%, because the water-soluble relatively disaster crystallization of stilbene glucoside, and human body is had special physiological action by this composition, so the big stilbene glucoside composition of the 4th step polarity is by lyophilize, it is prepared as lyophilized powder and prepares preparation for clinical.
Compared with prior art, the invention has the beneficial effects as follows:
Proving through several kilograms of experiments for several times, technical process of the present invention is few, stable, easy and simple to handle, and stilbene glucoside content is clear and definite, purity height, is applicable to suitability for industrialized production.
Embodiment
Below in conjunction with specific embodiment, set forth the present invention further. Limit the scope of the invention it will be understood that these embodiments are only not used in for illustration of the present invention. In addition it will be understood that after having read the content that the present invention lectures, the present invention can be made various changes or modifications by those skilled in the art, and these equivalent form of values fall within the application's appended claims limited range equally.
Embodiment 1
Taking water as the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material, concrete steps are:
(1) by fresh Tuber Fleeceflower Root root 5kg, cleaning, section, dries, and puts and pulverizes as meal, about 4kg in pulverizer;
(2) above-mentioned Tuber Fleeceflower Root powder is placed in plastic tank and adds tap water supersound extraction, the amount ratio of Tuber Fleeceflower Root powder and water is 1g: 10mL (W/V), ultrasonic frequency is 40kHz, ultrasonic power is 150w, ultrasonic 40 minutes, ultrasonic 2 times of every batch of Tuber Fleeceflower Root powder, filters, united extraction liquid;
(3) propyl carbinol by extracting solution chemical pure extracts in liquid separatnig container, the volume ratio of 1: 1 pressed by extracting solution and propyl carbinol, carry out 2 extractions altogether, the butanol extraction liquid separated is when water-bath 70 DEG C, pressure are 0.08Mpa, reclaim propyl carbinol with rotatory evaporator, obtain the extract of containing water-soluble composition;
(4) the extract vinyl acetic monomer of containing water-soluble composition is dissolved, the extract of containing water-soluble composition and the volume ratio of vinyl acetic monomer are 1g: 10mL (W/V), point prepares (gel GF 254 plate) on plate in silica gel for chromatography, it is scattered in band shape, dry, it is placed in chromatography cylinder, with developping agent (vinyl acetic monomer, the mixture of first alcohol and water, vinyl acetic monomer, the volume ratio of first alcohol and water is 30: 2: 1) launch, take out, dry, inspect under putting the ultraviolet lamp that wavelength is 254nm, scraping purple fluorescence colour band, it is collected in Glass Containers, the ethanolic soln that the collection thing of gained and volumetric concentration are 85% is mixed, the ratio collecting thing and ethanolic soln is 1g: 3mL (W/V), ultrasonic dissolution 5 minutes, ultrasonic frequency is 40kHz, ultrasonic power is 150w, temperature 50 DEG C, filter, ethanol is reclaimed in underpressure distillation, obtain stilbene glucoside sterling, after stilbene glucoside sterling and stilbene glucoside reference substance (Chinese food medicine calibrating research institute 110844-201411) are dissolved with vinyl acetic monomer respectively, point is on same gel GF 254 plate, it is inspect under the ultraviolet lamp of 254nm at wavelength, identical purple dot is shown at same position.
(5) the stilbene glucoside sterling 5g 10mL water dissolution that will obtain, it is placed in test-type Freeze Drying Equipment,-20 DEG C are frozen into solid, it is evacuated to vacuum tightness for-0.09MPa to be dried to white without sizing stilbene glucoside lyophilized powder by water sublimed, product yield is 0.8%, with carrying out HPLC detection after dissolve with methanol, purity is 98%. The concrete condition of HPLC is: C18150 × 4.6nm chromatographic column, moving phase: acetonitrile-water (volume ratio 17: 83), and flow velocity: 1ml/min, determined wavelength is 320nm.
The Structure identification of gained stilbene glucoside lyophilized powder: light brown without sizing powder,(c, 0.0835, Me2CO)。UVλmaxNm (log ε): 213 (4.41), 3.09 (4.43), 322 (4.44) (EtOH). IRvcm-1: 3400,1610,1590,1510.1HNMR (100MHz, (CD3)2CO) δ: 3.40～3.80 (6H, m, H on sugar), 4.50 (1H, d, J=7Hz, C on sugar1-H), 6.24 (1H, d, J=3Hz, C4-H), 6.62 (1H, d, J=3Hz, C6-H), 6.80 (2H, d, J=8Hz, C2 ', 6 '-H), 6.92 (1H, d, J=16Hz, β-H), 7.44 (2H, d, J=8Hz, C3′5′-H), 7.76 (1H, d, J=16Hz, α-H).Its acetylate is colorless needles, mp167～168 DEG C. Above data are consistent with 2,3,5,4 ' in document-tetrahydroxystilbene-2-O-β-D-Glucose glycosides.
Embodiment 2
Taking water as the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material, concrete steps are:
(1) by fresh Tuber Fleeceflower Root root 6kg, cleaning, section, dries, and puts and pulverizes as meal, about 5kg in pulverizer;
(2) above-mentioned Tuber Fleeceflower Root powder is placed in plastic tank and adds tap water supersound extraction, the amount ratio of Tuber Fleeceflower Root powder and water is 1g: 10mL (W/V), ultrasonic frequency is 40kHz, ultrasonic power is 150w, ultrasonic 40 minutes, ultrasonic 2 times of every batch of Tuber Fleeceflower Root powder, filters, united extraction liquid;
(3) propyl carbinol by extracting solution chemical pure extracts in liquid separatnig container, the volume ratio of 1: 1 pressed by extracting solution and propyl carbinol, carry out 2 extractions altogether, the butanol extraction liquid separated is when water-bath 70 DEG C, pressure are 0.08Mpa, reclaim propyl carbinol with rotatory evaporator, obtain the extract of containing water-soluble composition;
(4) the extract vinyl acetic monomer of containing water-soluble composition is dissolved, the extract of containing water-soluble composition and the volume ratio of vinyl acetic monomer are 1g: 10mL (W/V), point prepares (gel GF 254 plate) on plate in silica gel for chromatography, it is scattered in band shape, dry, it is placed in chromatography cylinder, with developping agent (vinyl acetic monomer, the mixture of first alcohol and water, vinyl acetic monomer, the volume ratio of first alcohol and water is 30: 2: 1) launch, take out, dry, inspect under putting the ultraviolet lamp that wavelength is 254nm, scraping purple fluorescence colour band, it is collected in Glass Containers, the ethanolic soln that the collection thing of gained and volumetric concentration are 85% is mixed, the ratio collecting thing and ethanolic soln is 1g: 3mL (W/V), ultrasonic dissolution 5 minutes, ultrasonic frequency is 40kHz, ultrasonic power is 150w, temperature 50 DEG C, filter, ethanol is reclaimed in underpressure distillation, obtain stilbene glucoside sterling, after stilbene glucoside sterling and stilbene glucoside reference substance (Chinese food medicine calibrating research institute 110844-201411) are dissolved with vinyl acetic monomer respectively, point is on same gel GF 254 plate, it is inspect under the ultraviolet lamp of 254nm at wavelength, identical purple dot is shown at same position.
(5) the stilbene glucoside sterling 5g 10mL water dissolution that will obtain, it is placed in test-type Freeze Drying Equipment,-20 DEG C are frozen into solid, it is evacuated to vacuum tightness for-0.09MPa to be dried to white without sizing stilbene glucoside lyophilized powder by water sublimed, product yield is 0.8%, with carrying out HPLC detection after dissolve with methanol, purity is 98%. The concrete condition of HPLC is: C18150 × 4.6nm chromatographic column, moving phase: acetonitrile-water (volume ratio 17: 83), and flow velocity: 1ml/min, determined wavelength is 320nm.
The Structure identification of gained stilbene glucoside lyophilized powder: light brown without sizing powder,(c, 0.0835, Me2CO)。UVλmaxNm (log ε): 213 (4.41), 3.09 (4.43), 322 (4.44) (EtOH). IRvcm-1: 3400,1610,1590,1510.1HNMR (100MHz, (CD3)2CO) δ: 3.40～3.80 (6H, m, H on sugar), 4.50 (1H, d, J=7Hz, C on sugar1-H), 6.24 (1H, d, J=3Hz, C4-H), 6.62 (1H, d, J=3Hz, C6-H), 6.80 (2H, d, J=8Hz, C2 ', 6 '-H), 6.92 (1H, d, J=16Hz, β-H), 7.44 (2H, d, J=8Hz, C3′5′-H), 7.76 (1H, d, J=16Hz, α-H).Its acetylate is colorless needles, mp167～168 DEG C. Above data are consistent with 2,3,5,4 ' in document-tetrahydroxystilbene-2-O-β-D-Glucose glycosides.
Claims (9)
1. one kind is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterised in that, comprising:
The first step: Tuber Fleeceflower Root root is cleaned, section, dries, and pulverizes why radix polygoni multiflori powder;
2nd step: the Tuber Fleeceflower Root powder water supersound extraction the first step obtained at least one times, is filtered, united extraction liquid;
3rd step: extracted in liquid separatnig container at least one times by the propyl carbinol of the extracting solution chemical pure obtained, separate butanol extraction liquid, at water-bath 0～70 DEG C, uses rotatory evaporator recycling design, obtains the extract of containing water-soluble composition;
4th step: the extract vinyl acetic monomer of the containing water-soluble composition the 3rd step obtained dissolves, and puts and prepares on plate in silica gel for chromatography, dries, it is placed in chromatography cylinder with developping agent expansion, takes out, dry, inspect under putting the ultraviolet lamp that wavelength is 254nm, scraping purple fluorescence colour band, collects, is mixed with ethanolic soln by the collection thing of gained, ultrasonic dissolution, filter, reclaim ethanol, obtain stilbene glucoside sterling;
5th step: the stilbene glucoside sterling water dissolution the 4th step obtained, is placed in Freeze Drying Equipment, is frozen into solid, vacuumizes and water sublimed is dried to white without sizing stilbene glucoside lyophilized powder.
2. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterized in that, in the 2nd described step, the amount ratio of Tuber Fleeceflower Root and water is 1g: 10mL (W/V), ultrasonic frequency is 40kHz-60kHz, ultrasonic power is 150w-200w, and ultrasonic time is 20min-40min.
3. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterised in that, in the 3rd described step, the volume ratio of extracting solution and propyl carbinol is 1: 1.
4. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterized in that, in the 4th described step, the extract of containing water-soluble composition and the volume ratio of vinyl acetic monomer are 1g: 10mL (W/V).
5. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterized in that, it is GF254 silica-gel plate that the described silica gel for chromatography in the 4th step prepares plate, developping agent used is the mixture of vinyl acetic monomer, first alcohol and water, and the volume ratio of vinyl acetic monomer, first alcohol and water is 30: 2: 1.
6. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterized in that, the volumetric concentration of the described ethanolic soln in the 4th step is 85%, and the ratio collecting thing and ethanolic soln is 1g: 3mL (W/V).
7. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterized in that, the temperature of the described ultrasonic dissolution in the 4th step is 0-30 DEG C, and ultrasonic frequency is 40kHz-60kHz, ultrasonic power is 150w-200w, and ultrasonic time is 5 minutes.
8. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterized in that, the 4th described step also comprises: after stilbene glucoside sterling and stilbene glucoside reference substance being dissolved with vinyl acetic monomer respectively, point is on same gel GF 254 plate, it is inspect under the ultraviolet lamp of 254nm at wavelength, shows identical purple dot at same position.
9. as claimed in claim 1 is the method that stilbene glucoside lyophilized powder prepared by solvent from polygonum multiflorum medicinal material taking water, it is characterised in that, in the 3rd described step, the pressure of rotatory evaporator is 0.08Mpa.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114736109A (en) * | 2022-03-02 | 2022-07-12 | 华南理工大学 | Method for selectively extracting stilbene glycoside component from Polygoni Multiflori radix |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1215728A (en) * | 1998-10-14 | 1999-05-05 | 北京中医药大学 | Method for extraction and separation of active component of traditional Chinese medicine fleece flower root |
| CN101003554A (en) * | 2006-12-26 | 2007-07-25 | 南京师范大学 | Method for preparing tetrahydroxy diphenyl ethylene glycoside separated from fleece-flower root |
| CN102659863A (en) * | 2012-05-06 | 2012-09-12 | 中国人民解放军第四军医大学 | Separation and purification process of tetrahydroxy stilbeneglycoside |
| CN102731586A (en) * | 2011-04-01 | 2012-10-17 | 北京双鹭药业股份有限公司 | Preparation technology of stilbene glucoside in polygonum multiflorum |
| CN103524576A (en) * | 2013-08-12 | 2014-01-22 | 天津中医药大学 | Separation and purification process of 2, 3, 5, 4'-tetrahydroxystilbene-2-O-beta-D-glucoside |
-
2016
- 2016-03-16 CN CN201610149936.XA patent/CN105669791A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1215728A (en) * | 1998-10-14 | 1999-05-05 | 北京中医药大学 | Method for extraction and separation of active component of traditional Chinese medicine fleece flower root |
| CN101003554A (en) * | 2006-12-26 | 2007-07-25 | 南京师范大学 | Method for preparing tetrahydroxy diphenyl ethylene glycoside separated from fleece-flower root |
| CN102731586A (en) * | 2011-04-01 | 2012-10-17 | 北京双鹭药业股份有限公司 | Preparation technology of stilbene glucoside in polygonum multiflorum |
| CN102659863A (en) * | 2012-05-06 | 2012-09-12 | 中国人民解放军第四军医大学 | Separation and purification process of tetrahydroxy stilbeneglycoside |
| CN103524576A (en) * | 2013-08-12 | 2014-01-22 | 天津中医药大学 | Separation and purification process of 2, 3, 5, 4'-tetrahydroxystilbene-2-O-beta-D-glucoside |
Non-Patent Citations (1)
| Title |
|---|
| 田杰 等: ""何首乌中二苯乙烯苷的提取"", 《科技风》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114736109A (en) * | 2022-03-02 | 2022-07-12 | 华南理工大学 | Method for selectively extracting stilbene glycoside component from Polygoni Multiflori radix |
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