CN104817445A - Method for separating purified physcion and emodin from giant knot weed - Google Patents
Method for separating purified physcion and emodin from giant knot weed Download PDFInfo
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- CN104817445A CN104817445A CN201510179426.2A CN201510179426A CN104817445A CN 104817445 A CN104817445 A CN 104817445A CN 201510179426 A CN201510179426 A CN 201510179426A CN 104817445 A CN104817445 A CN 104817445A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/10—Separation; Purification; Stabilisation; Use of additives
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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Abstract
The invention belongs to the field of chemical and pharmaceutical, and relates to a method for separating purified physcion and emodin from giant knot weed extract. Giant knot weed is crushed, added into absolute ethyl alcohol and extracted in a cold-soaked manner, extracting solution is filtered, depressurized and concentrated to obtain extract, the extract is dissolved in mixed solution of methanol, water, ethyl acetate and petroleum ether with the ratio of 6:10:5:2 (V/V) and extracted, top phases are combined, and reduced pressure distillation is performed to obtain the giant knot weed extract. The giant knot weed extract is dissolved by the methanol, filtered and then separated by supercritical fluid chromatography, chromatographic columns are diol group chromatographic columns, flowing phases are supercritical fluids, and a modifier is the methanol. Supercritical carbon dioxide is used in the purification process, organic solvents harmful to environments are omitted, the production process is green and environmentally friendly, and obtained products are free of remaining harmful substances.
Description
Technical field
The invention belongs to chemical industry and pharmacy field, specifically relate to a kind of method of separation and purification rheochrysidin and Schuttgelb from Rhizoma Polygoni Cuspidati extract.
Background technology
Giant knotweed is polygonaceae Polygonum per nnial herb giant knotweed
polygonum Cuspidatum Sieb. the dry rhizome of et Zucc and root, a kind of by more common herbal medicine that Chinese Pharmacopoeia is taken in, have the effects such as removing toxic substances is dispeled the wind, relieving cough and reducing sputum, promoting blood circulation to restore menstrual flow, the anthraquinone analog compounds such as Schuttgelb wherein and rheochrysidin have antibacterial, anti-inflammatory, antiviral and antineoplastic action.
At present, macroporous resin separation and purification method or high-speed countercurrent chromatography are mainly adopted to the separation and purification of anthraquinone component in giant knotweed.Although method technical maturity, complex operation, in high-speed countercurrent chromatography, the selection of solvent system is more difficult, and separation scale is difficult to expand.In addition, macroporous resin separation and purification method and high-speed countercurrent chromatography two kinds of methods all need to consume a large amount of organic solvents, and organic solvent cost recovery is high, and recycling is more difficult, and in product, organic reagent is residual serious.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, a kind of easy and simple to handle, fractional dose is large, comprehensive cost is low, the fast purifying of environmental protection prepares rheochrysidin and Schuttgelb method is provided, high-purity emodin methyl ether and Schuttgelb monomeric compound can be obtained by a step separation and purification from Rhizoma Polygoni Cuspidati extract.
The solution of the present invention is as follows:
A method for separation and purification rheochrysidin and Schuttgelb from giant knotweed, step is:
Step 1: Rhizoma Polygoni Cuspidati is pulverized, add dehydrated alcohol cold soaking extract, extracting liquid filtering, concentrating under reduced pressure are obtained medicinal extract, then medicinal extract are dissolved in methyl alcohol: water: ethyl acetate: sherwood oil=6:10:5:2(V/V) mixing solutions in extract, phase in merging, underpressure distillation obtains giant knotweed medicinal extract.
Step 2: by giant knotweed medicinal extract dissolve with methanol, after filtering, carry out supercritical fluid chromatography separation, chromatographic column is glycol-based chromatographic column, and moving phase is supercutical fluid, and properties-correcting agent is methyl alcohol.Sepn process is detected by UV-detector, collects target components cut according to detection signal.
Foregoing method, preferred scheme is, in step 1, dehydrated alcohol cold soaking extracts the ratio of ethanol and medicinal material is 3:1 ~ 10:1, and optimum is 5:1; The number of times extracted is 3 times, and the cold soaking time is 8-24 hour.
Foregoing method, preferred scheme is, in step 1, medicinal extract is dissolved in methyl alcohol: water: ethyl acetate: sherwood oil=6:10:5:2(V/V) mixing solutions in, the ratio of mixed solution and medicinal extract is 23:1 ~ 230:1, and optimum is 105:1.
Foregoing method, preferred scheme is, with methanol-water-acetic acid ethyl ester-sherwood oil mixed solution extraction in step 1, their corresponding ratios are 6:10:5:2, and extraction times is 3 times.
Foregoing method, preferred scheme is, filtering filter membrane used in step 2 is 0.45 μm of filter membrane.
Foregoing method, preferred scheme is, in step 2, supercutical fluid is supercritical co, and the pressure of supercritical co is 10 ~ 14 MPa, and optimum is 10MPa; The flow velocity of supercritical co be 1-10 times of column volume/minute, optimum be 3 times of column volumes/minute.
Foregoing method, preferred scheme is, in step 2, chromatogram column temperature is 35 ~ 50 ° of C, and optimum is 40 ° of C.
Foregoing method, preferred scheme is, in step 2, the ratio of improving agent methyl alcohol is 4% ~ 12%, and optimum is 6%.
The method of the present invention a kind of separation and purification rheochrysidin and Schuttgelb from Rhizoma Polygoni Cuspidati extract, has following advantage:
(1) active constituent content high (as can be seen from Figure 1) in the Rhizoma Polygoni Cuspidati extract obtained.
(2) do not need to carry out separating for several times purifying to sample as prior art, only need a separating step can obtain two kinds of high-purity compounds, just can obtain rheochrysidin and Schuttgelb through a step separation and purification.
(3) use supercritical co in purge process, do not use organic solvent environment being had to harm, production process environmental protection, products obtained therefrom unharmful substance remains.
(4) carbon dioxide recovery utilizes easily, and energy consumption is low, and production cost is low.
(5) method is simple to operate, is easy to Automated condtrol, and efficiency is high, and process cycle is short.
Accompanying drawing explanation
Fig. 1 is embodiment 1 supercritical fluid chromatography figure.
Embodiment
Describe technical scheme of the present invention in detail below in conjunction with embodiment and accompanying drawing, but protection domain is not by this restriction.In embodiment, equipment used or starting material all can obtain from market.Agents useful for same is analytical pure, and purchased from Tianjin reagent four factory, carbonic acid gas used is high-purity carbon dioxide.
Embodiment 1
Take giant knotweed 100 grams, pulverize with pulverizer, put into Glass Containers, add 500ml dehydrated alcohol cold soaking and extract 12 hours, extract 3 times, extracting liquid filtering, concentrating under reduced pressure are obtained medicinal extract, medicinal extract are scattered in 460 ml methanol-water-acetic acid ethyl ester-sherwood oil mixed solutions, according to methyl alcohol: water: ethyl acetate: sherwood oil=6:10:5:2(V/V) ratio mixing solutions extract 3 times.Phase in merging, underpressure distillation obtains giant knotweed medicinal extract on reclaiming mutually.
By giant knotweed medicinal extract dissolve with methanol, after filtration after (filter membrane used is 0.45 μm of filter membrane), carry out supercritical fluid chromatography separation, chromatographic column is glycol-based chromatographic column, and chromatogram column temperature is 40 ° of C.Moving phase is supercritical co, flow velocity be 3 times of column volumes/minute, pressure is 10MPa.Improving agent is methyl alcohol, and its ratio is 6%.Sepn process is detected by UV-detector, and determined wavelength is 254nm, collects target components cut, obtain rheochrysidin and Schuttgelb respectively according to detection signal.
Fig. 1 is embodiment 1 supercritical fluid chromatography figure.The purity of each component of gained is very high, all more than 98%.
Embodiment 2
Take giant knotweed 100 grams, pulverize with pulverizer, put into Glass Containers, add 600ml dehydrated alcohol cold soaking and extract 24 hours, extract 3 times, extracting liquid filtering, concentrating under reduced pressure are obtained medicinal extract, medicinal extract are scattered in 690 ml methanol-water-acetic acid ethyl ester-sherwood oil mixed solutions, according to methyl alcohol: water: ethyl acetate: sherwood oil=6:10:5:2(V/V) ratio mixing solutions extract 3 times.Phase in merging, underpressure distillation obtains giant knotweed medicinal extract on reclaiming mutually.
By giant knotweed medicinal extract dissolve with methanol, after filtering, carry out supercritical fluid chromatography separation, chromatographic column is glycol-based chromatographic column, and chromatogram column temperature is 45 ° of C.Moving phase is supercritical co, flow velocity be 5 times of column volumes/minute, pressure is 12MPa.Improving agent is methyl alcohol, and its ratio is 4%.Sepn process is detected by UV-detector, and determined wavelength is 254nm, collects target components cut, obtain rheochrysidin and Schuttgelb respectively according to detection signal.
Embodiment 3
Take giant knotweed 100 grams, pulverize with pulverizer, put into Glass Containers, add 300ml dehydrated alcohol cold soaking and extract 16 hours, extract 3 times, extracting liquid filtering, concentrating under reduced pressure are obtained medicinal extract, medicinal extract are scattered in 230 ml methanol-water-acetic acid ethyl ester-sherwood oil mixed solutions, according to methyl alcohol: water: ethyl acetate: sherwood oil=6:10:5:2(V/V) ratio mixing solutions extract 3 times.Phase in merging, underpressure distillation obtains giant knotweed medicinal extract on reclaiming mutually.
By giant knotweed medicinal extract dissolve with methanol, after filtering, carry out supercritical fluid chromatography separation, chromatographic column is glycol-based chromatographic column, and chromatogram column temperature is 40 ° of C.Moving phase is supercritical co, flow velocity be 4 times of column volumes/minute, pressure is 13MPa.Improving agent is methyl alcohol, and its ratio is 10%.Sepn process is detected by UV-detector, and determined wavelength is 254nm, collects target components cut, obtain rheochrysidin and Schuttgelb respectively according to detection signal.
Through HPLC area normalization method analytical test, the purity of each component that embodiment 1-3 obtains is very high, all more than 98%.
Through NMR, MS qualification, in Fig. 1, A is rheochrysidin, and B is Schuttgelb, and its chemical structure is as follows:
Claims (10)
1. the method for separation and purification rheochrysidin and Schuttgelb from giant knotweed, it is characterized in that, step is:
Step 1: Rhizoma Polygoni Cuspidati is pulverized, add dehydrated alcohol cold soaking to extract, extracting liquid filtering, concentrating under reduced pressure are obtained medicinal extract, then medicinal extract is dissolved in methyl alcohol: water: ethyl acetate: extract in the mixing solutions of sherwood oil=6:10:5:2, phase in merging, underpressure distillation obtains giant knotweed medicinal extract;
Step 2: by giant knotweed medicinal extract dissolve with methanol, after filtering, carry out supercritical fluid chromatography separation, chromatographic column is glycol-based chromatographic column, and moving phase is supercutical fluid, and properties-correcting agent is methyl alcohol; Sepn process is detected by UV-detector, collects target components cut according to detection signal.
2. method according to claim 1, is characterized in that, in step 1, the ratio of dehydrated alcohol and medicinal material is 3:1 ~ 10:1, and optimum is 5:1.
3. method according to claim 1, is characterized in that, the number of times extracted in step 1 is 3 times, and the cold soaking time is 8-24 hour.
4. method according to claim 1, is characterized in that, in step 1, the ratio of mixing solutions and medicinal extract is 23:1 ~ 230:1, and optimum is 105:1.
5. method according to claim 1, is characterized in that, step 1 extraction times is 3 times.
6. method according to claim 1, is characterized in that, filtering filter membrane used in step 2 is 0.45 μm of filter membrane.
7. method according to claim 1, is characterized in that, in step 2, supercutical fluid is supercritical co, and the pressure of supercritical co is 10 ~ 14 MPa, and optimum is 10MPa.
8. method according to claim 1, is characterized in that, the flow velocity of supercritical co be 1-10 times of column volume/minute, optimum be 3 times of column volumes/minute.
9. method according to claim 1, is characterized in that, in step 2, chromatogram column temperature is 35 ~ 50 ° of C, and optimum is 40 ° of C.
10. method according to claim 1, is characterized in that, in step 2, the ratio of improving agent methyl alcohol is 4% ~ 12%, and optimum is 6%.
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| CN201510179426.2A CN104817445B (en) | 2015-04-16 | 2015-04-16 | A kind of isolated and purified physcione and method of rheum emodin from Rhizoma Polygoni Cuspidati |
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| CN201510179426.2A CN104817445B (en) | 2015-04-16 | 2015-04-16 | A kind of isolated and purified physcione and method of rheum emodin from Rhizoma Polygoni Cuspidati |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105859715A (en) * | 2016-04-27 | 2016-08-17 | 聊城大学 | Critical fluid chromatographic method for separating and purifying evodiamine and rutaecarpine from fructus evodiae |
| CN107353191A (en) * | 2017-07-21 | 2017-11-17 | 江西天祥通用航空股份有限公司 | A kind of method for extracting Physcion |
| CN107595714A (en) * | 2017-10-31 | 2018-01-19 | 广东丸美生物技术股份有限公司 | A kind of Gentrin Knotweed P.E and preparation method thereof and the application in cosmetics |
| CN110835293A (en) * | 2019-11-15 | 2020-02-25 | 西安天丰生物科技股份有限公司 | Extraction and purification method of high-content emodin |
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| CN101759548A (en) * | 2009-11-24 | 2010-06-30 | 云南理想药业有限公司 | Preparation process for extracting emodin from rheum officinale by using supercritical CO2 |
| CN102010316A (en) * | 2009-09-04 | 2011-04-13 | 中国药科大学 | Method for extracting high-purity frangula emodin from polygonum cuspidatum |
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2015
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Patent Citations (2)
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| CN102010316A (en) * | 2009-09-04 | 2011-04-13 | 中国药科大学 | Method for extracting high-purity frangula emodin from polygonum cuspidatum |
| CN101759548A (en) * | 2009-11-24 | 2010-06-30 | 云南理想药业有限公司 | Preparation process for extracting emodin from rheum officinale by using supercritical CO2 |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105859715A (en) * | 2016-04-27 | 2016-08-17 | 聊城大学 | Critical fluid chromatographic method for separating and purifying evodiamine and rutaecarpine from fructus evodiae |
| CN107353191A (en) * | 2017-07-21 | 2017-11-17 | 江西天祥通用航空股份有限公司 | A kind of method for extracting Physcion |
| CN107595714A (en) * | 2017-10-31 | 2018-01-19 | 广东丸美生物技术股份有限公司 | A kind of Gentrin Knotweed P.E and preparation method thereof and the application in cosmetics |
| CN110835293A (en) * | 2019-11-15 | 2020-02-25 | 西安天丰生物科技股份有限公司 | Extraction and purification method of high-content emodin |
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| CN104817445B (en) | 2016-08-24 |
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