CN103102347A - Separation and purification method for peperomin B - Google Patents
Separation and purification method for peperomin B Download PDFInfo
- Publication number
- CN103102347A CN103102347A CN2011103529047A CN201110352904A CN103102347A CN 103102347 A CN103102347 A CN 103102347A CN 2011103529047 A CN2011103529047 A CN 2011103529047A CN 201110352904 A CN201110352904 A CN 201110352904A CN 103102347 A CN103102347 A CN 103102347A
- Authority
- CN
- China
- Prior art keywords
- peperomin
- ethanolic solution
- aqueous ethanolic
- loading
- elution
- 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
Landscapes
- Medicines Containing Plant Substances (AREA)
Abstract
The invention provides a separation and purification method for peperomin B (as represented by formula 1). The method comprises the following steps: introducing a sample of a water extract containing peperomin B to a macroporous resin, carrying out gradient elution with ethanol and water as eluent and collecting eluate containing peperomin B, wherein the macroporous resin is a weakly polar or non-polar macroporous resin, and the concentration of the eluent used for gradient elution is in a range of pure distilled water to 95% aqueous ethanol solution (volume percentage). The method provided by the invention has the advantages of a fast separation speed, high product purity, small pollution to the environment, low production cost and suitability for industrial production. The formula 1 is described in the specification.
Description
Technical field
The present invention relates to the Natural Medicine Chemistry field, be specifically related to a kind of method of separation and purification Peperomin B.
Background technology
Herba Peperomiae pellucidae belongs to and is called again green pepper grass genus (Peperomia Ruiz et Pav.) is the second largest genus of piperaceae (piperaceae).According to " China book on Chinese herbal medicine " record, it is how cool in nature that Herba Peperomiae pellucidae is drafted a document medicine, has clearing heat for detumescence, eliminating stasis and resolving masses, dispels rheumatism and the effect such as callus hemostasis, cures mainly sacroiliitis, tumour, wound and bronchitis etc.Find that after deliberation Peperomin B (peperomin B, formula 1) has the activity that suppresses preferably tumour, can belong to separating various plants such as Herba Peperomiae Dindygulensis (Peperomia dindygulensis Miq.) from Herba Peperomiae pellucidae and obtain.
Formula 1
Extract in the technique of Peperomin B, existing document " Bioactive Secolignans from Peperomia dindygulensis " (Jian-lin Wu, ect., J.Nat.Prod.2006,69:790-794) report, can separate obtaining Peperomin B 79.7mg from the 1.75Kg Herba Peperomiae Dindygulensis.Its method is, with pulverizing medicinal materials, with methanol extraction 3 times, use again afterwards ethyl acetate extraction, again ethyl acetate extract is passed through normal phase silicagel column, be divided into 12 positions, the 3.25g at the 7th position separates by the positive preparative liquid chromatography, obtain Peperomin B 79.7mg, its yield is 2.45% (79.7mg/3.25g * 100%).
Existing patent " a kind of method of separating-purifying Peperomin B " (Yang Guohong, Wang Qiwei, Lin Meng sense etc., 200910049488.6,2010) report can separate obtaining Peperomin B 13.2g from the 10Kg Herba Peperomiae Dindygulensis.Its method is, with pulverizing medicinal materials, uses methanol extraction, uses afterwards chloroform extraction, then chloroform extract is got Peperomin B crude product 22g by normal phase silicagel column, gets 4g and separates by the mesolow preparative liquid chromatography, obtains Peperomin B 2.4g, and its yield is 62.5%.(2.4g/4g×100％)
Summary of the invention
Technical problem to be solved by this invention is: complicated for the process that overcomes existing purification of pepromia pellucida B method, product purity is low, cost is high, be not suitable for the defectives such as suitability for industrialized production and contaminate environment, and a kind of method of separation and purification Peperomin B is provided.Method of the present invention, velocity of separation is fast, product purity is high, environmental pollution is little, production cost is low, is suitable for suitability for industrialized production.
The invention provides a kind of separation and purification Peperomin B (peperomin B, formula 1) method, it comprises the following steps: and will contain the water extraction liquid loading of Peperomin B to macroporous adsorbent resin, carry out gradient elution with the second alcohol and water as eluent, collection contains the elutriant of Peperomin B, gets final product; Described macroporous adsorbent resin is low-pole or nonpolar macroporous adsorption resin; The concentration range of the eluent that described gradient elution is used is pure distilled water to 95% aqueous ethanolic solution (percent by volume).
In the present invention, the described water extraction liquid that contains Peperomin B can extract gained from the plant material that contains Peperomin B, preferably extract gained from the plant material that contains Peperomin B.Wherein, the described plant material that contains Peperomin B is preferably one or more in Herba Peperomiae pellucidae, Herba Seu Radix Peperomiae Tetraphyllae, mountain grass green pepper and hair Herba Seu Radix Peperomiae Tetraphyllae, is more preferably Herba Peperomiae Dindygulensis.
Wherein, the described water extraction liquid that contains Peperomin B can be made by the preparation method of this area routine, comprises the following steps: that preferably the plant material water that will contain Peperomin B under refluxad extracts, united extraction liquid, and suction filtration gets final product.Wherein, the consumption of described water can be 12～16 times of amounts (quality multiple) of the plant material that contains Peperomin B, is more preferably the 12 times of amounts (quality multiple) that contain the plant material of Peperomin B; Described extraction time is preferably 3～5 times, is more preferably 4 times; Described extraction time is preferably each 0.5～1h, is more preferably each 0.5h; Described suction filtration is preferably decompress filter; Described suction filtration number of times for until no longer include filter residue (dregs of a decoction) in filtrate, is preferably 1～2 time, is more preferably 2 times.The described specific gravity range that contains the water extraction liquid of Peperomin B preferably is 1.002-1.020, is more preferably 1.005.
In the present invention, the method for described loading is the method for the loading of this area routine, is preferably the wet method loading.When upper quadrat method was the wet method loading, its step was the loading step of this area routine, preferably operation as follows: will contain the water extraction liquid of Peperomin B, directly loading; Described loading speed is preferably 1～3BV/h, is more preferably 2BV/h.
In the present invention, described low-pole macroporous adsorbent resin is preferably DS401 or HPD722 etc.; Described nonpolar macroporous adsorption resin is preferably DM130, HPD100, HPD200 or HPD300 etc.
In the present invention, the consumption of described macroporous adsorbent resin can be the consumption of the conventional macroporous adsorbent resin in this area, it is preferably 1: 20～30 with the volume ratio that contains the water extraction liquid of Peperomin B, it is more preferably 1: 25, wherein, the content that contains Peperomin B in the water extraction liquid of Peperomin B is generally 4mg/L.
In the present invention, the fineness ratio of described macroporous adsorptive resins can be the fineness ratio of the macroporous adsorptive resins of this area routine, is preferably 1: 8～1: 12, is more preferably 1: 9.
In the present invention, described gradient elution can be the gradient elution of this area routine.The step of described gradient elution is preferably first used distilled water wash-out macroporous adsorbent resin to closely colourless, then is carried out successively gradient elution with 50%～95% aqueous ethanolic solution; More preferably first use distilled water wash-out macroporous adsorbent resin to closely colourless, then carry out successively gradient elution with 50%～70% aqueous ethanolic solution and 70%～95% aqueous ethanolic solution; First use best distilled water wash-out macroporous adsorbent resin to closely colourless, then the aqueous ethanolic solution of using 50% aqueous ethanolic solution, 70% aqueous ethanolic solution and 95% wash-out successively; Wherein, the elution speed of described distilled water is preferably 1～3BV/h, is more preferably 2BV/h; The elution speed of described 50% aqueous ethanolic solution, 70% aqueous ethanolic solution and 95% aqueous ethanolic solution preferably is respectively 3～6BV/h, more preferably is respectively 5BV/h; The consumption of described 50% aqueous ethanolic solution, 70% aqueous ethanolic solution and 95% aqueous ethanolic solution preferably is respectively 6～10BV, more preferably is respectively 8BV; Described percentage composition is volumn concentration.
In the present invention, the elution process of described macroporous adsorbent resin can be monitored by ordinary method, as under the reference of the sterling of Peperomin B, by TLC or HPLC monitoring elution process.
In the present invention, the described elutriant that contains Peperomin B preferably also passes through following treatment step: the concentrated also dry Peperomin B crude product that gets of elutriant that will contain Peperomin B; Wherein, described concentrated be preferably concentrating under reduced pressure, when the use concentrating under reduced pressure, pressure is preferably-0.1～-0.09MPa, temperature is preferably 40～70 ℃; Described drying preferably is vacuum-drying; The purity of described Peperomin B crude product generally can be in 40% left and right.
Described Peperomin B crude product also can separate through normal phase silicagel column; The normal phase silicagel column separating step that described normal phase silicagel column separating step is this area routine preferably comprises the following steps: Peperomin B crude product loading is used the eluent wash-out, collects the component that only contains Peperomin B, gets final product.
Wherein, the method for described loading is the method for the loading of this area routine, is preferably the dry method loading.When with the dry method loading, described Peperomin B crude product preferably passes through following treatment step: the Peperomin B crude product is dissolved in solvent, and silica gel mixed sample, solvent evaporated gets final product; Described solvent can be the solvent that can dissolve the Peperomin B crude product in this area, is preferably moisture approximately 10%～30% aqueous ethanolic solution (volumn concentration), is more preferably moisture approximately 30% aqueous ethanolic solution (volumn concentration); In described Peperomin B crude product and silicagel column, the mass ratio of silica gel is preferably 1: 80～1: 120, is more preferably 1: 100.
Wherein, described eluent can be the eluent of this area routine, is preferably acetone and the normal hexane of 1: 2～1: 3 for volume ratio, is more preferably acetone and the normal hexane of 1: 3 for volume ratio.
Wherein, described elution process is the elution process of this area routine, is preferably isocratic elution; The elution speed of described isocratic elution is the elution speed of this area routine, is preferably 1BV/h.
Wherein, described collection mode is preferably to collect with 1/3～1/5BV equal portions.Be more preferably to collect with the 1/5BV equal portions.
Wherein, described normal phase silicagel column separating step also can comprise: merge the component and the concentrated component that only contains Peperomin B that only contain Peperomin B.
Wherein, it is the normal phase silicagel column of this area routine that described normal phase silicagel column separates normal phase silicagel column used, and preferably the fineness ratio of normal phase silicagel column is 1: 8～1: 12, and more preferably the fineness ratio of normal phase silicagel column is 1: 10.
In the present invention, the optimum condition of described each technical characterictic can arbitrary combination on non-basis of running counter to art technology general knowledge, namely obtains the better technical scheme of the present invention for separating of the purifying Peperomin B.
In the present invention, described BV is column volume.
Agents useful for same of the present invention and raw material be commercially available getting all.
Positive progressive effect of the present invention is: the method production cost of separation and purification Peperomin B of the present invention is low, and product purity is high, and environmental pollution is little, and purity is (mass percent) more than 98%, and resin is reusable, is applicable to suitability for industrialized production.
Embodiment
Mode below by embodiment further illustrates the present invention, but does not therefore limit the present invention among described scope of embodiments.The experimental technique of unreceipted actual conditions in the following example according to ordinary method and condition, or is selected according to catalogue.
In following embodiment, belong to Herba Peperomiae Dindygulensis as research object take Herba Peperomiae pellucidae, described yield refers to that the product Peperomin B accounts for the mass percent of Peperomin B crude product.
Embodiment 1
Crude product preparation: with the 1Kg Herba Peperomiae Dindygulensis with the water extraction of 16 times of amounts 3 times, each 1h, united extraction liquid, decompress filter 1 time, united extraction liquid, (its) proportion of water extraction liquid is 1.005, and to the DM130 macroporous resin column, the volume ratio of the consumption of macroporous resin and Peperomin B water extraction liquid is 1: 25 with the flow velocity loading of 1BV/h.Use successively distilled water, 50% ethanol, 70% ethanol and 95% ethanol elution of 8BV, fraction collection, under-0.1MPa, 70 ℃ of conditions, concentrate drying 70% ethanol part obtains the Peperomin B crude product, and purity is 41%, and 3.2g weighs.
With Peperomin B crude product 3.2g, be dissolved in moisture approximately 10% ethanol silica gel mixed sample, the dry method loading, wherein the consumption of silica gel is 320g, and the fineness ratio of silicagel column is 1: 8, is that the acetone of 1: 2 and the mixed solvent of normal hexane are eluent with volume ratio, flow velocity isocratic elution with 1BV/h, collect with the 1/3BV equal portions, merge the component that only contains Peperomin B, obtain Peperomin B 1.5g after concentrating, its purity is greater than 98%, and yield is 46.9%.
Embodiment 2
Crude product preparation: with the 1Kg Herba Peperomiae Dindygulensis with the water extraction of 12 times of amounts 5 times, each 0.5h, united extraction liquid, decompress filter 2 times, united extraction liquid, (its) proportion of water extraction liquid is 1.005, with the flow velocity loading of 2BV/h to the DS401 macroporous resin column, the volume ratio of the consumption of macroporous resin and Peperomin B water extraction liquid is successively to use the distilled water of 8BV, 50% ethanol, 70% ethanol and 95% ethanol elution at 1: 25, and fraction collection is under-0.1MPa, 70 ℃ of conditions, concentrate drying 70% ethanol part, obtain the Peperomin B crude product, purity is 40%, and 3.5g weighs.
With Peperomin B crude product 3.5g, be dissolved in moisture approximately 10% ethanol silica gel mixed sample, the dry method loading, wherein the consumption of silica gel is 320g, and the fineness ratio of silicagel column is 1: 12, is that the acetone of 1: 3 and the mixed solvent of normal hexane are eluent with volume ratio, flow velocity isocratic elution with 1BV/h, collect with the 1/3BV equal portions, merge the component that only contains Peperomin B, obtain Peperomin B 1.9g after concentrating, its purity is greater than 99%, and yield is 54.3%.
Embodiment 3
Crude product preparation: with the 1Kg Herba Peperomiae Dindygulensis with the water extraction of 16 times of amounts 3 times, each 1h, united extraction liquid, decompress filter 1 time, united extraction liquid, (its) proportion of water extraction liquid is 1.005, and to the DM130 macroporous resin column, the volume ratio of the consumption of macroporous resin and Peperomin B water extraction liquid is 1: 25 with the flow velocity loading of 1BV/h.Use successively distilled water, 50% ethanol, 70% ethanol and 95% ethanol elution of 8BV, fraction collection, under-0.1MPa, 70 ℃ of conditions, concentrate drying 70% ethanol part obtains the Peperomin B crude product, and purity is 41%, and 3.2g weighs.
With Peperomin B crude product 3.2g, be dissolved in moisture approximately 30% ethanol silica gel mixed sample, the dry method loading, wherein the consumption of silica gel is 320g, and the fineness ratio of silicagel column is 1: 10, is that the acetone of 1: 2 and the mixed solvent of normal hexane are eluent with volume ratio, flow velocity isocratic elution with 1BV/h, collect with the 1/5BV equal portions, merge the component that only contains Peperomin B, obtain Peperomin B 1.7g after concentrating, its purity is greater than 98%, and yield is 53.1%.
Embodiment 4
Crude product preparation: with the 1Kg Herba Peperomiae Dindygulensis with the water extraction of 12 times of amounts 5 times, each 0.5h, united extraction liquid, decompress filter 2 times, united extraction liquid, (its) proportion of water extraction liquid is 1.005, with the flow velocity loading of 2BV/h to the DS401 macroporous resin column, the volume ratio of the consumption of macroporous resin and Peperomin B water extraction liquid is successively to use the distilled water of 8BV, 50% ethanol, 70% ethanol and 95% ethanol elution at 1: 25, and fraction collection is under-0.1MPa, 70 ℃ of conditions, concentrate drying 70% ethanol part, obtain the Peperomin B crude product, purity is 40%, and 3.5g weighs.
With Peperomin B crude product 3.5g, be dissolved in moisture approximately 30% ethanol silica gel mixed sample, the dry method loading, wherein the consumption of silica gel is 320g, and the fineness ratio of silicagel column is 1: 10, is that the acetone of 1: 2 and the mixed solvent of normal hexane are eluent with volume ratio, flow velocity isocratic elution with 1BV/h, collect with the 1/5BV equal portions, merge the component that only contains Peperomin B, obtain Peperomin B 1.8g after concentrating, its purity is greater than 98%, and yield is 51.4%.
Claims (16)
1. a separation and purification is suc as formula the method for 1 Peperomin B, it is characterized in that comprising the following steps: and to contain the water extraction liquid loading of Peperomin B to macroporous adsorbent resin, carry out gradient elution with the second alcohol and water as eluent, collect the elutriant that contains Peperomin B, get final product;
Formula 1
Described macroporous adsorbent resin is low-pole or nonpolar macroporous adsorption resin; The concentration range of the eluent of described gradient elution is pure distilled water to 95% aqueous ethanolic solution (percent by volume).
2. the method for claim 1 is characterized in that: the described plant material that contains Peperomin B is one or more in Herba Peperomiae pellucidae, Herba Seu Radix Peperomiae Tetraphyllae, mountain grass green pepper and hair Herba Seu Radix Peperomiae Tetraphyllae.
3. the method for claim 1, it is characterized in that: the described specific gravity range that contains the water extraction liquid of Peperomin B is 1.002-1.020.
4. the method for claim 1, it is characterized in that: described water extraction liquid is made by following method: the plant material water that will contain Peperomin B under refluxad extracts, united extraction liquid, suction filtration gets final product.
5. method as claimed in claim 4, it is characterized in that: the consumption of described water is 12～16 times of amounts (quality multiple) that contain the plant material of Peperomin B; Described extraction time is 3～5 times; Described extraction time is each 0.5～1h; Described suction filtration is decompress filter; The number of times of described suction filtration is 1～2 time.
6. the method for claim 1, it is characterized in that: the method for described loading is the wet method loading.
7. method as claimed in claim 6, it is characterized in that: described wet method loading operates as follows: will contain the water extraction liquid of Peperomin B, directly loading; The speed of described loading is 1～3BV/h.
8. the method for claim 1, it is characterized in that: described low-pole macroporous adsorbent resin is DS401 or HPD722; Described nonpolar macroporous adsorption resin is DM130, HPD100, HPD200 or HPD300.
9. the method for claim 1 is characterized in that: described macroporous adsorbent resin is 1: 20～30 with the volume ratio that contains the water extraction liquid of Peperomin B, and wherein, the content that contains Peperomin B in the water extraction liquid of Peperomin B is 4mg/L.
10. the method for claim 1, it is characterized in that: the fineness ratio of described macroporous adsorptive resins is 1: 8～1: 12.
11. the method for claim 1, it is characterized in that: the step of described gradient elution is for first using distilled water wash-out macroporous adsorbent resin to closely colourless, carry out successively gradient elution with 50%～95% aqueous ethanolic solution again, described percentage composition is volumn concentration.
12. method as claimed in claim 11, it is characterized in that: the step of described gradient elution is for first using distilled water wash-out macroporous adsorbent resin to closely colourless, then carries out successively gradient elution with 50% aqueous ethanolic solution, 70% aqueous ethanolic solution and 95% aqueous ethanolic solution; Wherein, the elution speed of described distilled water is 1～3BV/h; The elution speed of described 50% aqueous ethanolic solution, 70% aqueous ethanolic solution and 95% aqueous ethanolic solution is respectively 3～6BV/h; The consumption of described 50% aqueous ethanolic solution, 70% aqueous ethanolic solution and 95% aqueous ethanolic solution is respectively 6～10BV; Described percentage composition is volumn concentration.
13. the method for claim 1 is characterized in that: the elutriant of described Peperomin B also passes through following treatment step: the concentrated also dry Peperomin B crude product that gets of elutriant that will contain Peperomin B.
14. method as claimed in claim 13 is characterized in that: described Peperomin B crude product also separates through normal phase silicagel column; Described normal phase silicagel column separation comprises the following steps: Peperomin B crude product loading is used the eluent wash-out, collects the component that only contains Peperomin B, gets final product.
15. method as claimed in claim 14 is characterized in that: the method for described loading is the dry method loading; The following treatment step of described Peperomin B crude product process: the Peperomin B crude product is dissolved in solvent, silica gel mixed sample, solvent evaporated gets final product; Described solvent is moisture approximately 10%～30% aqueous ethanolic solution (volumn concentration); In described Peperomin B crude product and silicagel column, the mass ratio of silica gel is 1: 80～1: 120.
16. method as claimed in claim 14 is characterized in that: the fineness ratio of described normal phase silicagel column is 1: 8～1: 12; Described eluent is that volume ratio is acetone and the normal hexane of 1: 2～1: 3; Described elution process is isocratic elution; The elution speed of described isocratic elution is 1BV/h; Described collection mode is to collect with 1/3～1/5BV equal portions.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110352904.7A CN103102347B (en) | 2011-11-09 | 2011-11-09 | A kind of method of separation and purification Peperomin B |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110352904.7A CN103102347B (en) | 2011-11-09 | 2011-11-09 | A kind of method of separation and purification Peperomin B |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103102347A true CN103102347A (en) | 2013-05-15 |
| CN103102347B CN103102347B (en) | 2015-11-25 |
Family
ID=48310579
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110352904.7A Expired - Fee Related CN103102347B (en) | 2011-11-09 | 2011-11-09 | A kind of method of separation and purification Peperomin B |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103102347B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5984577A (en) * | 1997-06-18 | 1999-11-16 | Strong; William P. | Flotation flood wall |
| CN101863882A (en) * | 2009-04-17 | 2010-10-20 | 上海医药工业研究院 | Method for separation and purification of pepromia pellucida B |
-
2011
- 2011-11-09 CN CN201110352904.7A patent/CN103102347B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5984577A (en) * | 1997-06-18 | 1999-11-16 | Strong; William P. | Flotation flood wall |
| CN101863882A (en) * | 2009-04-17 | 2010-10-20 | 上海医药工业研究院 | Method for separation and purification of pepromia pellucida B |
Non-Patent Citations (4)
| Title |
|---|
| JIAN-LIN WU，等: "Bioactive Secolignans from Peperomia dindygulensis", 《J. NAT. PROD.》 * |
| MING-JEN CHENG，等: "Chemical and cytotoxic constituents from Peperomia sui", 《PHYTOCHEMISTRY》 * |
| 程健，等: "《天然产物超临界CO2萃取》", 30 June 2009, 中国石化出版社 * |
| 陈立，等: "石蝉草化学成分的研究", 《中草药》 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103102347B (en) | 2015-11-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102976909B (en) | Method for extracting and purifying 6-gingerol from ginger | |
| CN104558088A (en) | Method for extracting mogroside V from momordica grosvenori | |
| WO2020063894A1 (en) | Industrial utilization method for stevia rebaudiana and stevioside and chlorogenic acid of stevia rebaudiana | |
| CN102250195A (en) | Method for producing xanthoceraside | |
| CN101759732A (en) | Method for preparing polydatin | |
| CN102351819A (en) | Extraction, purification and preparation method of high-purity salvianolic acid B | |
| CN110655453A (en) | Extraction and separation method of hypocannabidiol | |
| CN104418743B (en) | A kind of method of slightly getting refining chlorogenic acid thing from Japanese Honeysuckle | |
| CN111039914A (en) | Extraction and separation method of cannabinol | |
| CN112210442A (en) | Extraction method of hemp volatile oil and cannabidiol | |
| CN101348474A (en) | Method for preparing salvianolic acid B and tanshinol from Salvia miltiorrhiza stem | |
| CN102924537B (en) | Method for preparing hyperoside and isoquercitrin simultaneously from dogbane leaves | |
| CN109021046B (en) | Method for simultaneously extracting quercetin and kaempferitrin from stem and leaf of momordica grosvenori | |
| CN110878010A (en) | Extraction and separation method of cannabigerol | |
| CN103450000B (en) | Method for extracting hypericin from hyperforin perforatum | |
| CN104829656A (en) | Method for preparing gentiopicroside chemical reference substances from gentiana straminea maxim | |
| CN102040635B (en) | Method for efficiently separating and purifying forsythiaside B monomer and poliumoside monomer | |
| CN103102347B (en) | A kind of method of separation and purification Peperomin B | |
| CN106986904A (en) | A kind of Gastrodin extracted in the anesthesia stem from day and preparation method thereof | |
| CN105748569A (en) | Extracting and separating method of total flavones of wisteria flowers | |
| CN102718819B (en) | Process for preparing icariin | |
| CN102399252A (en) | Preparation method of cowherb seed flavonoid glycoside monomer | |
| CN107353296B (en) | A method of extracting activated protein and eurycomanone from Tongkat Ali | |
| CN103275144A (en) | Method for preparing acteoside from rehmannia leaves | |
| CN105418385A (en) | Device and method for extracting and separating resveratrol by using composite raw materials |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20151125 Termination date: 20201109 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |