CN106967135A - A kind of preparation method of galloylpaeoniflorin monomer - Google Patents
A kind of preparation method of galloylpaeoniflorin monomer Download PDFInfo
- Publication number
- CN106967135A CN106967135A CN201611254972.9A CN201611254972A CN106967135A CN 106967135 A CN106967135 A CN 106967135A CN 201611254972 A CN201611254972 A CN 201611254972A CN 106967135 A CN106967135 A CN 106967135A
- Authority
- CN
- China
- Prior art keywords
- galloylpaeoniflorin
- ethyl acetate
- preparation
- extraction
- monomer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A kind of preparation method of galloylpaeoniflorin monomer of the present invention, comprises the steps:A is extracted:Radix paeoniae rubrathe dry root is ground into coarse powder, equivalent extract is extracted to obtain with alcohol reflux;B is extracted:Equivalent extract extracts to obtain galloylpaeoniflorin crude product with ethyl acetate;It is prepared by C:The galloylpaeoniflorin monomer product of purity >=98% is obtained by extraction through nanometer organic membrane filter, C18 preparations, ethyl acetate.The preparation method for the galloylpaeoniflorin monomer that galloylpaeoniflorin monomer purity is high, property is stable that this method is fast and convenient, with low cost, is applicable to industrialization production and obtains.
Description
Technical field
The present invention relates to a kind of isolation and purification method of active ingredient of Chinese herbs, and in particular to extracts and divides from radix paeoniae rubrathe dry root
From the method for galloylpaeoniflorin, belong to Chinese medicine separation technical field of purification.
Background technology
Galloylpaeoniflorin English name Galloylpaeoniflorin, CAS:122965-41-7, molecular formula is
C30H32O15, molecular weight is 632.57, and structural formula is as follows:
。
Nearest research report points out that red paeonia extract has an impact to calcium ion concentration in maincenter cranial nerve.The radix paeoniae rubrathe is clinically
Apply in depression, antitumor, immunological regulation, protection blood vessel, protect liver etc., these and the invigorating the spleen described in Traditional Chinese medical theory
Correction gas, strengthen immunity are consistent.And the pharmacological activity test that foreign scholar makes of the extract of the radix paeoniae rubrathe, it is found that the radix paeoniae rubrathe has
Maincenter cranial nerve, be immunized, stimulate the menstrual flow, antiatherosclerosis, antineoplastic action.
Galloylpaeoniflorin is the class important activity compound having in the radix paeoniae rubrathe, is the characteristic chemical constituent of the radix paeoniae rubrathe.
The compound, which has, suppresses arachidonic acid(arachidonic acid AA)Generate the function of enzyme.Found in studying in vitro,
Galloylpaeoniflorin reduces hyperplasia rate with the pattern of dose dependent and time dependence, and inducing cell withers
Die.Galloylpaeoniflorin starts apoptotic signal by suppressing mitochondrial function, and apoptosis occurs for final cell.Therefore, from
Separating high-purity galloylpaeoniflorin is extracted in former plant, to quality of medicinal material Con trolling index, its pharmacological action is illustrated and is
New drug development is found lead compound and had great importance.
Monoterpene and saponin(e in Chinese medicine composition autonomic drug intermediate are disclosed in Publication No. CN104072550A application
The separation method of constituents:Obtained successively with petroleum ether, ethyl acetate, extracting n-butyl alcohol, purification with macroreticular resin 30% and
70% alcohol elution, take the isolated albiflorin R1 sterlings of 30% alcohol elution, Paeoniflorin sterling, take 70% ethanol to wash
The de- isolated Paeoniflorin lactone sterling in position, Chinese herbaceous peony ketoside sterling, benzoylpaeoniflorin sterling, galloylpaeoniflorin are pure
Product, methyl Paeoniflorin sterling, ginsenoside Rg1's sterling, Ginsenoside Rc's sterling, ginsenoside Rb1's sterling, ginsenoside Rb2
Sterling etc..Although this method can obtain galloylpaeoniflorin sterling, the purity of its galloylpaeoniflorin sterling is low, uses
Its technique is can not to obtain HPLC purity up to more than 98.5% monomer.
Publication No. CN1799581, moutan bark effective constituent and preparation method, the percentage composition of its active component is Chinese herbaceous peony
Glycosides 10~25%, galloylpaeoniflorin 40~55%, paeonoside 30~45%;Preparation method is will to add after root bark of tree peony pulverizing medicinal materials
Heat is extracted, and extract solution is condensed into medicinal extract, carries out mixing sample with silica gel, it is separated with normal phase silicagel column, and eluent is dense
Contracting obtains sample after drying, and continues isolated active principle with preparative liquid chromatography.Galloylpaeoniflorin is isolated and purified not have
Targetedly, its separation process is complicated, is unfavorable for the stabilization of galloylpaeoniflorin.
The content of the invention
It is contemplated that overcome prior art there is no a kind of extraction and purification process for galloylpaeoniflorin monomer, and
The isolated galloylpaeoniflorin monomer purity of existing method is low, and there is provided a kind of quick letter for the unstable defect of property
Just galloylpaeoniflorin monomer purity that is, with low cost, being applicable to industrialization production and obtain is high, property is stable does not eat
The preparation method of sub- acyl Paeoniflorin monomer.
In order to solve the above technical problems, the present invention is achieved through the following technical solutions:
A kind of preparation method of galloylpaeoniflorin monomer, comprises the steps:
A, extraction:
Radix paeoniae rubrathe dry root is ground into coarse powder, the ethanol solution that mass percent concentration is 65%~75% is added, refluxing extraction is carried
Take liquid to filter, remove ethanol, obtain the equivalent extract that the relative density at 45 DEG C~50 DEG C is 1.30-1.40;
B, extraction:
Equivalent extract obtained by step A is first added into water to be disperseed, dispersion soln is obtained, petroleum ether extraction is then added, stone is removed
Oily ether extract, aqueous phase adds ethyl acetate extraction, collects acetic acid ethyl acetate extract, is concentrated to dryness, obtains infanticide acyl Paeoniflorin thick
Product;
C, preparation:
By galloylpaeoniflorin crude product:Methanol=1g:3ml ratio, the galloylpaeoniflorin crude product that step B is obtained is used
Methanol is completely dissolved, dissolving completely after uses nanometer organic membrane filter, filtrate again through C18 reverse-phase chromatography filler high pressure preparative separations,
Corresponding chromatographic peak is collected, methanol is reclaimed, remaining aqueous solution adds ethyl acetate to extract, gained ethyl acetate extraction liquid is collected, plus
Enter after anhydrous sodium sulfate dehydration, being concentrated under reduced pressure into no ethyl acetate under the conditions of 40 DEG C~45 DEG C obtains white solid, white solid
Galloylpaeoniflorin monomer product is can obtain after being dried under reduced pressure under the conditions of 45 DEG C.C18 reverse-phase chromatographies in the step are filled out
It is 4~5MPa to expect the high pressure in high pressure preparative separation.
In step, 10~15L of ethanol is added per the 1Kg radix paeoniae rubrathe.
In stepb, when adding water scattered, the volume that water is added is 10~15 times of equivalent extract volume.
In stepb, plus during petroleum ether extraction, each addition is 2~3 times of dispersion soln volume, and aqueous phase adds second
When acetoacetic ester is extracted, the consumption of each ethyl acetate is 2~3 times of the aqueous phase volume.
In step C, the aperture of the nanometer organic membrane filter is 220nm~450nm.
In step C, the mobile phase of the C18 reverse-phase chromatographies filler high pressure preparative separation presses 45 for first alcohol and water:55
The solvent of volume proportion;Detection wavelength is 220nm~230nm.
In step C, when remaining aqueous solution adds the ethyl acetate to extract, extraction every time adds the acetic acid second of 1~2 times of the aqueous solution
Ester.
The pressure for being concentrated under reduced pressure, being dried under reduced pressure in above-mentioned steps can be -0.1MPa.
The invention has the advantages that:
The specific ethyl acetate of equivalent extract that the present invention extracts the radix paeoniae rubrathe extracts, methanol dissolves, nanometer organic membrane filter, and filtrate passes through again
C18 reverse-phase chromatography filler high pressure preparative separations, prepare the galloylpaeoniflorin monomer product of purity >=98%.Whole work
It is skill process operation simplicity, process stabilizing, with low cost, and separative efficiency is high, product purity is high, is adapted to industrialized production high-purity
Galloylpaeoniflorin monomer.
The present invention is studied by long-term experiment, only need to be by ethyl acetate extraction, methanol dissolving, nanometer organic membrane filter, filter
Liquid prepares these steps with regard to that can obtain through C18 reverse-phase chromatography filler high pressures again, the galloylpaeoniflorin monomer of purity >=98%
Product, it is to avoid prior art preparation process in galloylpaeoniflorin monomer is long, nutgall caused by operating procedure is numerous and diverse
The problem of acyl Paeoniflorin monomer stability is poor.
The present invention uses nanometer organic membrane filter after obtained galloylpaeoniflorin crude product methanol is dissolved, it is ensured that high pressure
Pressure prepared by liquid phase is normally run in 4-5MPa working environment.
The C18 reverse-phase chromatographies filler high pressure preparative separation:A:Methanol B:Water, A:B 45:55 V/V are mobile phase;Inspection
Survey wavelength 220nm.
Brief description of the drawings
Fig. 1 is the HPLC collection of illustrative plates of the galloylpaeoniflorin monomer product of the embodiment of the present invention 1.
Embodiment
With reference to embodiment, the present invention is described in further detail.
But the scope that this should not be interpreted as to above-mentioned theme of the invention is only limitted to following embodiments.
In following each embodiments, the purity of finished product galloylpaeoniflorin monomer, which is rechecked, uses inverse analysis type liquid phase
Chromatogram(RP-HPLC)Method, chromatographic condition is as follows:
Using octadecylsilane chemically bonded silica as filler;With methanol:Water(20:80)For mobile phase;30 DEG C of column temperature;Flow velocity
1.0ml/min;Detection wavelength is 220 nm.
Embodiment 1
A kind of preparation method of galloylpaeoniflorin monomer, comprises the steps:
A, extraction:
Radix paeoniae rubrathe dry root 250g is ground into coarse powder, the ethanol solution 2.5L that mass percent concentration is 70%, refluxing extraction is added
3 times, 1.5 hours every time, extract solution is filtered, merge filtered fluid, be concentrated under reduced pressure recovery ethanol, obtains equivalent extract relative density and is
1.32(50℃), volume 160ml.
B, extraction:
Add 1.6L moisture to dissipate the equivalent extract obtained by step A, with petroleum ether extraction 3 times, remove petroleum ether extraction liquid, aqueous phase second
Acetoacetic ester is extracted 5 times, combined ethyl acetate extract, is reclaimed filtrate to dry, is obtained the galloylpaeoniflorin crude product 20g of brown;
Plus during petroleum ether extraction, each addition is 2 times of dispersion soln volume, when aqueous phase adds ethyl acetate extraction, each acetic acid
The consumption of ethyl ester is 3 times of the aqueous phase volume.
C, preparation:
The brown solid that step B is obtained is completely dissolved with 60ml methanol, and nanometer organic membrane filter is used after dissolving completely, described to receive
The aperture of rice organic membrane filter is 380nm;Filtrate is again through C18 reverse-phase chromatography filler high pressure preparative separations, A:Methanol B:Water, A:B
45:55 V/V are mobile phase;Detection wavelength 220nm, collects corresponding chromatographic peak, reclaims methanol, remaining aqueous solution is with acetic acid
Ethyl ester is extracted, after gained ethyl acetate phase is dehydrated with anhydrous sodium sulfate, and 45 DEG C are concentrated under reduced pressure into no ethyl acetate and produce white admittedly
Body, then at 45 DEG C be dried under reduced pressure after can obtain galloylpaeoniflorin 0.8g, purity >=98%.
Embodiment 2
A kind of preparation method of galloylpaeoniflorin monomer, by raw material of the radix paeoniae rubrathe by extracting, extracting, prepare nutgall
Acyl Paeoniflorin monomer, specifically includes following key steps:
A, extraction:
Radix paeoniae rubrathe dry root 250g is ground into coarse powder, the ethanol solution 2.5L that mass percent concentration is 65%, refluxing extraction is added
4 times, 2 hours every time, extract solution is filtered, merge filtered fluid, be concentrated under reduced pressure recovery ethanol, it is 1.35 to obtain equivalent extract relative density
(50℃), volume 120ml.
B, extraction:
Add 1.2L moisture to dissipate the equivalent extract obtained by step A, with petroleum ether extraction 3 times, remove petroleum ether extraction liquid, aqueous phase second
Acetoacetic ester is extracted 6 times, combined ethyl acetate extract, is reclaimed filtrate to dry, is obtained the galloylpaeoniflorin crude product of brown
20.5g;Plus during petroleum ether extraction, each addition is 3 times of dispersion soln volume, when aqueous phase adds ethyl acetate extraction, often
The consumption of secondary ethyl acetate is 2 times of the aqueous phase volume.
C, preparation:
The brown solid that step B is obtained is completely dissolved with 61ml methanol, uses nanometer organic membrane filter after dissolving completely, nanometer has
The aperture of machine membrane filtration is 450nm, and filtrate is again through C18 reverse-phase chromatography filler high pressure preparative separations, A:Methanol B:Water, A:B 45:
55 V/V are mobile phase;Detection wavelength 220nm, collects corresponding chromatographic peak, reclaims methanol, remaining aqueous solution is with acetic acid second
Ester is extracted, and after gained ethyl acetate phase is dehydrated with anhydrous sodium sulfate, 45 DEG C are concentrated under reduced pressure into no ethyl acetate and produce white solid,
Then at 40 DEG C be dried under reduced pressure after can obtain galloylpaeoniflorin 0.85g, purity >=98%.
Embodiment 3
A kind of preparation method of galloylpaeoniflorin monomer, by raw material of the radix paeoniae rubrathe by extracting, extracting, prepare nutgall
Acyl Paeoniflorin monomer, specifically includes following key steps:
A, extraction:
Radix paeoniae rubrathe dry root 250g is ground into coarse powder, the ethanol solution 2.5L that mass percent concentration is 75%, refluxing extraction is added
4 times, 2 hours every time, extract solution is filtered, merge filtered fluid, be concentrated under reduced pressure recovery ethanol, it is 1.30 to obtain equivalent extract relative density
(50℃), volume 160ml.
B, extraction:
Equivalent extract obtained by step A is added 2.4L moisture to dissipate to obtain dispersion liquid, with petroleum ether extraction 4 times, petroleum ether extraction liquid is removed,
Aqueous phase is extracted with ethyl acetate 4 times, combined ethyl acetate extract, reclaims filtrate to dry, obtains the galloylpaeoniflorin of brown
Crude product 19.55g;Plus during petroleum ether extraction, each addition is 2 times of dispersion soln volume, aqueous phase adds ethyl acetate extraction
When, the consumption of each ethyl acetate is 2 times of the aqueous phase volume.
C, preparation:
The brown solid that step B is obtained is completely dissolved with 60ml methanol, uses nanometer organic membrane filter after dissolving completely, nanometer has
The aperture of machine membrane filtration is 220nm, and filtrate is again through C18 reverse-phase chromatography filler high pressure preparative separations, A:Methanol B:Water, A:B 45:
55 V/V are mobile phase;Detection wavelength 220nm, collects corresponding chromatographic peak, reclaims methanol, remaining aqueous solution is with acetic acid second
Ester is extracted, and after gained ethyl acetate phase is dehydrated with anhydrous sodium sulfate, 45 DEG C are concentrated under reduced pressure into no ethyl acetate and produce white solid,
Then at 45 DEG C be dried under reduced pressure after can obtain galloylpaeoniflorin 0.78g, purity >=98%.
Embodiment 4
A kind of preparation method of galloylpaeoniflorin monomer, comprises the steps:
A, extraction:
Radix paeoniae rubrathe dry root 1kg is ground into coarse powder, the ethanol solution 15L that mass percent concentration is 75%, refluxing extraction 4 is added
It is secondary, 2 hours every time, extract solution is filtered, merge filtered fluid, be concentrated under reduced pressure recovery ethanol, it is 1.38 to obtain equivalent extract relative density
(50℃), volume is 400ml equivalent extract.
B, extraction:
Add 3 L moisture to dissipate the equivalent extract obtained by step A, with petroleum ether extraction 4 times, remove petroleum ether extraction liquid, aqueous phase second
Acetoacetic ester is extracted 4 times, combined ethyl acetate extract, is reclaimed filtrate to dry, is obtained the galloylpaeoniflorin crude product 80g of brown;
C, preparation:
The brown solid that step B is obtained is completely dissolved with 230ml methanol, and nanometer organic membrane filter, filtrate are used after dissolving completely
Again through C18 reverse-phase chromatography filler high pressure preparative separations, A:Methanol B:Water, A:B 45:55 V/V are mobile phase;Detection wavelength
220nm, collects corresponding chromatographic peak, reclaims methanol, remaining aqueous solution is to add the ethyl acetate of 2 times of amounts to extract, gained acetic acid
After ethyl ester is dehydrated with anhydrous sodium sulfate, 40 DEG C are concentrated under reduced pressure into no ethyl acetate and produce white solid, dry then at 45 DEG C of decompressions
The g of galloylpaeoniflorin 3.33, purity >=98% are can obtain after dry.
Claims (7)
1. a kind of preparation method of galloylpaeoniflorin monomer, it is characterised in that:Comprise the steps:
A, extraction:
Radix paeoniae rubrathe dry root is ground into coarse powder, the ethanol solution that mass percent concentration is 65%~75% is added, refluxing extraction is carried
Take liquid to filter, remove ethanol, obtain the equivalent extract that the relative density at 45 DEG C~50 DEG C is 1.30-1.40;
B, extraction:
Equivalent extract obtained by step A is first added into water to be disperseed, dispersion soln is obtained, petroleum ether extraction is then added, stone is removed
Oily ether extract, aqueous phase adds ethyl acetate extraction, collects acetic acid ethyl acetate extract, is concentrated to dryness, obtains infanticide acyl Paeoniflorin thick
Product;
C, preparation:
By galloylpaeoniflorin crude product:Methanol=1g:3ml ratio, the galloylpaeoniflorin crude product that step B is obtained is used
Methanol is completely dissolved, dissolving completely after uses nanometer organic membrane filter, filtrate again through C18 reverse-phase chromatography filler high pressure preparative separations,
Corresponding chromatographic peak is collected, methanol is reclaimed, remaining aqueous solution adds ethyl acetate to extract, gained ethyl acetate extraction liquid is collected, plus
Enter after anhydrous sodium sulfate dehydration, being concentrated under reduced pressure into no ethyl acetate under the conditions of 40 DEG C~45 DEG C obtains white solid, white solid
Galloylpaeoniflorin monomer product is can obtain after being dried under reduced pressure under the conditions of 45 DEG C.
2. a kind of preparation method of galloylpaeoniflorin monomer according to claim 1, it is characterised in that:In step A
In, it is described to add ethanol 10-15L per the 1kg radix paeoniae rubrathe.
3. a kind of preparation method of galloylpaeoniflorin monomer according to claim 1, it is characterised in that:In step B
In, when adding water scattered, the volume that water is added is 10~15 times of equivalent extract volume.
4. a kind of preparation method of galloylpaeoniflorin monomer according to claim 1, it is characterised in that:In step B
In, plus during petroleum ether extraction, each addition is 2~3 times of dispersion soln volume, when aqueous phase adds ethyl acetate extraction, often
The consumption of secondary ethyl acetate is 2~3 times of the aqueous phase volume.
5. a kind of preparation method of galloylpaeoniflorin monomer according to claim 1, it is characterised in that:In step C
In, the aperture of the nanometer organic membrane filter is 220nm~450nm.
6. a kind of preparation method of galloylpaeoniflorin monomer according to claim 1, it is characterised in that:In step C
In, the mobile phase of the C18 reverse-phase chromatographies filler high pressure preparative separation presses 45 for first alcohol and water:The solvent of 55 volume proportion;
Detection wavelength is 220nm~230nm.
7. a kind of preparation method of galloylpaeoniflorin monomer according to claim 1, it is characterised in that:In step C
In, when remaining aqueous solution adds the ethyl acetate to extract, extraction every time adds the ethyl acetate of 1~2 times of the aqueous solution.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201611254972.9A CN106967135B (en) | 2016-12-30 | 2016-12-30 | Preparation method of galloyl paeoniflorin monomer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201611254972.9A CN106967135B (en) | 2016-12-30 | 2016-12-30 | Preparation method of galloyl paeoniflorin monomer |
Publications (2)
Publication Number | Publication Date |
---|---|
CN106967135A true CN106967135A (en) | 2017-07-21 |
CN106967135B CN106967135B (en) | 2020-02-07 |
Family
ID=59334551
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201611254972.9A Active CN106967135B (en) | 2016-12-30 | 2016-12-30 | Preparation method of galloyl paeoniflorin monomer |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN106967135B (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104072550A (en) * | 2013-03-25 | 2014-10-01 | 河北以岭医药研究院有限公司 | Separation method of monoterpene and saponins components in traditional Chinese medicine composition vegetable drug midbody |
-
2016
- 2016-12-30 CN CN201611254972.9A patent/CN106967135B/en active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104072550A (en) * | 2013-03-25 | 2014-10-01 | 河北以岭医药研究院有限公司 | Separation method of monoterpene and saponins components in traditional Chinese medicine composition vegetable drug midbody |
Non-Patent Citations (2)
Title |
---|
SAM SIK KANG ET AL.: "Galloylpaeoniflorin, A New Acylated Monoterpene Glucoside from Paeony Root", 《ARCH. PHARM. RES.》 * |
刘杰 等: "基于HPLC-DAD-Q-TOF-MS/MS的白芍和赤芍主要成分定性定量研究", 《中国中药杂志》 * |
Also Published As
Publication number | Publication date |
---|---|
CN106967135B (en) | 2020-02-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102976909B (en) | Method for extracting and purifying 6-gingerol from ginger | |
CN102351819B (en) | Extraction, purification and preparation method of high-purity salvianolic acid B | |
CN104031013A (en) | Method for preparing salvianolic acid B and rosmarinic acid by adopting high-speed counter-current chromatography separation and purification process | |
CN104592341A (en) | Method for extracting asiaticoside and madecassoside from centella | |
CN103601769A (en) | Preparation process for extracting, separating and purifying picroside I and picroside II from Picrorrhiza Kurrooa Royleex Benth | |
CN104861019A (en) | Method for preparing flavonoids compounds in camellia seed shells by high-speed counter-current chromatography | |
CN102229638B (en) | Method for extracting oleanolic acid from chaenomeles fruit and preparing oleanolic acid standard | |
CN104000840A (en) | Preparation method of extractive containing gastrodin and gastrodia elata polysaccharide | |
CN107188910A (en) | A kind of preparation method of PDS and panoxadiol type saponin monomer | |
CN102070683B (en) | Method for simultaneously preparing chemical reference substances of parishin, parishin B and parishin C | |
CN103665079A (en) | Separation and purification method of pachymic acid monomer | |
CN103694213B (en) | A kind of extraction and isolation preparation method of Lignans in Schisandra chinensis monomer | |
CN102617674B (en) | Preparation method of scopolin monomer in anisodus tanguticus root | |
CN103387581A (en) | Method for extracting asarinin from sesame oil | |
CN101531721B (en) | Industrial preparation method for triterpenoid saponin monomer | |
CN105906687B (en) | A kind of method that a variety of tanshinone monomer components are isolated and purified from the red sage root | |
CN106967135A (en) | A kind of preparation method of galloylpaeoniflorin monomer | |
CN102108072B (en) | Method for preparing senkyunolide I from extract of Chinese angelica | |
CN108743657A (en) | The preparation method of methods of glycosides in a kind of mussot swertia herb | |
CN105273015B (en) | A kind of preparation method of high-purity Paeoniflorin and albiflorin | |
CN103739648A (en) | Preparation method for mussaendoside U | |
CN106946833A (en) | A kind of method that high-purity sinensetin is extracted from Mao Xu Cao | |
CN102492003B (en) | Technique for extracting and separating salidroside from glossy privet fruit | |
CN105384784A (en) | Screening and separating preparation method for three stilbene polyphenol substances with antioxidant activity in polygonum multiflorum polygonum multiflorumcultivated in Qinghai | |
CN103739649A (en) | Preparation method for mussaendoside G |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |