CN104193793A - Method for preparing ginsenoside Rb3 in American ginseng fruit by adopting simulated moving bed - Google Patents
Method for preparing ginsenoside Rb3 in American ginseng fruit by adopting simulated moving bed Download PDFInfo
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Abstract
The invention relates to a method for preparing ginsenoside Rb3 in American ginseng fruit by adopting a simulated moving bed. A target compound can be obtained at a proper port in the middle without waiting for the compound to flow out from the tail end, so that time and a solvent are saved to the maximal extent. The simulated moving bed can utilize industrial methanol (a high-grade solvent required to prepare a color spectrum), a separation column is a large-caliber short column, and the sample loading amount is large, so that the production efficiency is greatly improved, the production cost is reduced, the method has the advantages of advanced process, short extraction time, novel technique and high extraction rate, and continuous, large-scale, fast, low-cost and efficient preparation is achieved.
Description
Technical field
The present invention relates to a kind of simulation moving-bed method of preparing ginsenoside Rb3 in Fructus Panacis Quinquefolii that adopts, belong to Chinese herbal medicine effective ingredients extraction and separation technology field.
Background technology
Radix Panacis Quinquefolii is the root of araliaceae ginseng plant's Radix Panacis Quinquefolii (Panax quinquefolius L).In Radix Panacis Quinquefolii, main component is ginsenoside, and the contained effective constituent of Radix Panacis Quinquefolii and ginseng saponins classification are basic identical, and even contained sapogenin is also in full accord, is all Oleanolic Acid, panoxadiol and panoxatriol.But because the content of the Rb1 of panoxadiol monomer saponin is higher than ginseng, therefore, form the difference in the two curative effect and application, have their own characteristics each and can not substitute mutually.
Main active ingredient in Radix Panacis Quinquefolii is saponin(e, and ginsenoside Rb3 is the effective constituent in Radix Panacis Quinquefolii and fruit thereof, can improve neurologic impairment, dwindles infarct size in brain, alleviates cerebral edema; Thereby ginsenoside Rb3 can strengthen myocardial function by anti-oxidative damage protection cerebral ischemia, protection human body autoimmunization system.Can be used for the treatment of the myocardial contraction sexual exhaustion that various different reasons cause.Therefore its high efficiency extraction isolation technique is significant.
The method of separating-purifying ginsenoside Rb3 mainly contains silica gel column chromatography and half preparative chromatography at present.Silica gel column chromatography is usingd chloroform methanol as solvent systems, for the conventional separation means of vegetable chemistry, at separated saponin(e, flavones and alkaloid compound, is all widely used.But also have very large drawback, chloroform is volatile reagent, larger to the pollution of environment, and silica gel is larger for the dead absorption of sample, the Rb3 that the Rb3 of take is example 10g is separated through silica gel column chromatography, finally can only obtain the Rb3 sterling of 5.5g, rate of loss reaches 45%, and purity is also lower.Half preparative chromatography adopts C18 filler less to the dead absorption of sample, with respect to silica gel chromatography, compare and can obtain the monomeric compound that purity is higher, and can carry out gradient elution, for complicated sample, once can prepare a plurality of monomeric compounds, for difficult same minute separated allosome, also have good separating effect.Shortcoming is that sample size is little, once can only enter several ml samples, needs loading repeatedly, gradation preparation.
summary of the invention:
The object of the present invention is to provide a kind of simulation moving-bed method of preparing ginsenoside Rb3 in Fructus Panacis Quinquefolii that adopts, utilizing simulated moving bed technology separation to prepare in Fructus Panacis Quinquefolii ginsenoside Rb3, to have preparation amount large, equipment is simple, a less investment, the advantages such as easy operation.
a kind of simulation moving-bed method of preparing ginsenoside Rb3 in Fructus Panacis Quinquefolii that adopts of the present invention, adopts following technical solution:
The Fructus Panacis Quinquefolii extracting solution of processing is injected to simulation moving-bed separation system, by eluting solvent, by the separated wash-out of extracting solution, obtain pure ginsenoside Rb3.
simulated moving bed system involved in the present invention, is characterized in that:
The present invention adopts simulated moving bed system, by sampling pump, chromatographic column, magnetic valve, under meter, procedure control unit five parts form, sampling system has two pumps, be responsible for for one sample to pump into separation system, be responsible for for one eluting solvent to pump into separation system, for promoting the power of sample flow, chromatographic column is 4 Coupled columns or parallel connection, 4 root chromatogram columns are stainless steel column IDL=5cm * 10cm, in the first root chromatogram column, filler is MCI(75 μ～150 μ), rear three root chromatogram column fillers are ODS(20 μ, 100), simulation moving-bed is multicolumn series connection, can realize chromatograph packing material is used in combination, improve separating effect, MCI and ODS are reverse filler, be used in combination better than single use separating effect.Magnetic valve is the tie connecting between each post, changes by the time, and the switching of magnetic valve, realizes the switching between each post, and under meter is responsible for controlling the control of R mouth and E mouth flow velocity, and procedure control unit is for setting elution program, to simulation moving-bed overall control.
SMBC is mainly divided into three bands, the four-tape and five band systems according to its structure.Simulated moving bed system is divided into several different bands by two input apertures and two delivery ports: elution band, adsorption zone, the first rectifying band, such simulated moving bed system is called three band systems, the advantage of three bands is that equipment is simple, a less investment, easily operation (referring to accompanying drawing 1).
a kind of simulation moving-bed method of preparing ginsenoside Rb3 in Fructus Panacis Quinquefolii that adopts of the present invention, comprises the following steps:
1) macroporous resin treatment, dress post
(1) 2.5kg AB-8 macroporous resin is packed in glass column, close lower part outlet, by 3%HCl solution soaking, process 4 hours, open lower part outlet, emit HCl solution, extremely neutral with distilled water flushing;
(2) close lower part outlet, by 3%NaOH solution soaking, process 3-4 hour, open lower part outlet, emit NaOH solution, extremely neutral with distilled water flushing;
2) sample preparation
(1) 1.0kg general saponin of gen-seng fruit crude extract is dissolved in distilled water, from top, adds macroporous resin column, static 12 hours;
(2) use respectively the distilled water of 10 column volumes, 10 column volume 20% ethanol, 10 column volume 75% ethanol difference wash-outs, collect 75% ethanol eluate;
(3) 75% ethanol eluate is reclaimed to ethanol with Rotary Evaporators below at 60 ℃, obtain concentrated solution;
(4) concentrated solution is repeated to upper prop 1 time, then use 10 column volume 75% ethanol elutions, with Rotary Evaporators, at 60 ℃ of following ethanol that reclaim, be concentrated into thick medicinal extract;
(5) with distilled water, medicinal extract is all dissolved, move in separating funnel, add the extraction of 5 times of amount ethyl acetate, collect water layer standby;
(6) water layer is condensed into thick medicinal extract with Rotary Evaporators, then is mixed with 1mg/mL sample solution with dissolve with methanol;
3) simulation moving-bed rough segmentation section
(1) the simulation moving-bed 4 post series models of being arranged to, 4 root chromatogram columns are stainless steel column IDL=5cm * 10cm, in the first root chromatogram column, filler is MCI(75 μ～150 μ), rear three root chromatogram column fillers are ODS(20 μ, 100) with 20-80 mL/min flow velocitys, by 80% methanol solution balance 15 minutes;
(2) 80mL sample solution is pumped into simulation moving-bed in, take 80% methyl alcohol as eluent simultaneously, 20ml/min flow velocity wash-out, by volume accesses respectively wash-out part, obtains 1000ml component 1,400ml component 2,600ml component 3,500ml component 4,500ml component 5;
(3) with Rotary Evaporators, concentrate the 3rd component to medicinal extract, standby;
4) simulated movable bed to separate is standby
(1) setting simulation moving-bed parameter is eluent: V (methyl alcohol): V (water)=30-70: 70-30; Pattern: 1-4-3; Switching time: 10-500 s; Elution flow rate: 20-80 mL/min; Extraction liquid flow velocity: 15-40 mL/m in; Sample introduction flow velocity: 3 mL/m in; Sample quality concentration: 0. 2 g/mL;
(2) by after component 3 use dissolve with methanol, pump into simulation moving-bedly, carry out wash-out;
(3) product E mouth starts to connect elution fraction after flowing out Rb3, and Rotary Evaporators is concentrated, and vacuum-drying obtains ginsenoside Rb3.
The present invention adopts simulated moving bed chromatography technology to extract ginsenoside Rb
3, select different chromatograph packing materials, target compound is had to good specificity separating effect.Can realize continuously uninterrupted sample introduction, not be subject to sample quantitative limitation.According to different time switching chromatograph post, maximum using chromatographic column space, application is linear, nonlinear mathematics is theoretical and chromatographic theory is guidance, can carry out industry and amplify, and realizes mass-producing preparation.
positively effect of the present invention is:adopt simulated moving bed technology separation to prepare ginsenoside Rb in Fructus Panacis Quinquefolii
3composition, owing to being series connection non-linear chromatography, needn't wait for that compound flows out from least significant end, mouth that can be suitable at middle part can obtain target compound, therefore time and solvent have been saved to greatest extent, due to the simulation moving-bed industrial methanol (preparative chromatography need to be used high-level solvent) that uses, separator column is heavy caliber short column, applied sample amount is large, therefore greatly improved production efficiency, reduced production cost, its technique is advanced, extraction time is short, technology is novel, extraction yield is high, has realized continuous, a large amount of, quick, low-cost, efficiently preparation.
Accompanying drawing explanation
Fig. 1 extraction process schema of the present invention.
embodiment:
Below in conjunction with embodiment, the present invention will be further described:
embodiment 1:
1.0kg general saponin of gen-seng fruit crude extract is dissolved in distilled water, from top, adds the macroporous resin column of handling well, static 12 hours.Use respectively the distilled water of 10 column volumes, 10 column volume 20% ethanol, 10 column volume 75% ethanol difference wash-outs, collect 75% ethanol eluate.75% ethanol eluate is reclaimed to ethanol with Rotary Evaporators below at 60 ℃, obtain concentrated solution.Concentrated solution is repeated to upper prop 1 time, then use 10 column volume 75% ethanol elutions, with Rotary Evaporators, at 60 ℃ of following ethanol that reclaim, be concentrated into thick medicinal extract.With distilled water, medicinal extract is all dissolved, move in separating funnel, add the extraction of 5 times of amount ethyl acetate, collect water layer and be condensed into thick medicinal extract with Rotary Evaporators, then be mixed with 1mg/mL sample solution with dissolve with methanol.
The simulation moving-bed 4 post series models of being arranged to, 4 root chromatogram columns are stainless steel column IDL=5cm * 10cm, in the first root chromatogram column, filler is MCI(75 μ～150 μ), rear three root chromatogram column fillers are ODS(20 μ, 100) and, simulation moving-bed is multicolumn series connection, can realize chromatograph packing material is used in combination, improve separating effect, MCI and ODS are reverse filler, are used in combination better than single use separating effect.Before separated, with analytical pure methyl alcohol (0.22 μ filtering with microporous membrane), rinse 2h, then use 80% methanol-eluted fractions solution, flow velocity 20mL/min, 50,80 balances 15 minutes.By 80mL sample solution pump into simulation moving-bed in, keep 20mL/min flow velocity simultaneously, with 80% methanol solution wash-out, by volume access respectively wash-out part, obtain 1000ml component 1,400ml component 2,600ml component 3,500ml component 4,500ml component 5.To medicinal extract, standby by concentrated the 3rd component of Rotary Evaporators.
Set simulation moving-bed eluent: V(acetonitrile): V (methyl alcohol): V (water): V(triethylamine)=10: 290: 700: 1; Pattern: 1-4-3; Switching time: 100 s; Elution flow rate: 20 mL/min; Extraction liquid flow velocity: 15 mL/min; Sample introduction flow velocity: 3 mL/min; Sample quality concentration: 0.2 g/mL.By after component 3 use dissolve with methanol, pump into simulation moving-bedly, carry out wash-out.Product E mouth starts to connect elution fraction after flowing out Rb3, and Rotary Evaporators is concentrated, and vacuum-drying obtains ginsenoside Rb3.
Through HPLC, detect, product ginsenoside Rb3 purity reaches more than 98%.
embodiment 2:
1.0kg general saponin of gen-seng fruit crude extract is dissolved in distilled water, from top, adds the macroporous resin column of handling well, static 12 hours.Use respectively the distilled water of 10 column volumes, 10 column volume 20% ethanol, 10 column volume 75% ethanol difference wash-outs, collect 75% ethanol eluate.75% ethanol eluate is reclaimed to ethanol with Rotary Evaporators below at 60 ℃, obtain concentrated solution.Concentrated solution is repeated to upper prop 1 time, then use 10 column volume 75% ethanol elutions, with Rotary Evaporators, at 60 ℃ of following ethanol that reclaim, be concentrated into thick medicinal extract.With distilled water, medicinal extract is all dissolved, move in separating funnel, add the extraction of 5 times of amount ethyl acetate, collect water layer and be condensed into thick medicinal extract with Rotary Evaporators, then be mixed with 1mg/mL sample solution with dissolve with methanol.
The simulation moving-bed 4 post series models of being arranged to, 4 root chromatogram columns are stainless steel column IDL=5cm * 10cm, in the first root chromatogram column, filler is MCI(75 μ～150 μ), rear three root chromatogram column fillers are ODS(20 μ, 100) and, simulation moving-bed is multicolumn series connection, can realize chromatograph packing material is used in combination, improve separating effect, MCI and ODS are reverse filler, are used in combination better than single use separating effect.Before separated, with analytical pure methyl alcohol (0.22 μ filtering with microporous membrane), rinse 2h,, use 80% methanol solution, flow velocity 50mL/min balance 15 minutes.By 80mL sample solution pump into simulation moving-bed in, then with 20mL/min flow velocity, with 80% methanol solution wash-out, by volume access respectively wash-out part, obtain 1000ml component 1,400ml component 2,600ml component 3,500ml component 4,500ml component 5.To medicinal extract, standby by concentrated the 3rd component of Rotary Evaporators.
Set simulation moving-bed eluent: V(acetonitrile): V (methyl alcohol): V (water): V(triethylamine)=10: 390: 600: 1; Pattern: 1-4-3; Switching time: 200 s; Elution flow rate: 40 mL/min; Extraction liquid flow velocity: 20 mL/m in; Sample introduction flow velocity: 3 mL/m in; Sample quality concentration: 0.2 g/mL.By after component 3 use dissolve with methanol, pump into simulation moving-bedly, carry out wash-out.Product E mouth starts to connect elution fraction after flowing out Rb3, and Rotary Evaporators is concentrated, and vacuum-drying obtains ginsenoside Rb3.
Through HPLC, detect, product ginsenoside Rb3 purity reaches more than 92%.
embodiment 3:
1.0kg general saponin of gen-seng fruit crude extract is dissolved in distilled water, from top, adds the macroporous resin column of handling well, static 12 hours.Use respectively the distilled water of 10 column volumes, 10 column volume 20% ethanol, 10 column volume 75% ethanol difference wash-outs, collect 75% ethanol eluate.75% ethanol eluate is reclaimed to ethanol with Rotary Evaporators below at 60 ℃, obtain concentrated solution.Concentrated solution is repeated to upper prop 1 time, then use 10 column volume 75% ethanol elutions, with Rotary Evaporators, at 60 ℃ of following ethanol that reclaim, be concentrated into thick medicinal extract.With distilled water, medicinal extract is all dissolved, move in separating funnel, add the extraction of 5 times of amount ethyl acetate, collect water layer and be condensed into thick medicinal extract with Rotary Evaporators, then be mixed with 1mg/mL sample solution with dissolve with methanol.
The simulation moving-bed 4 post series models of being arranged to, 4 root chromatogram columns are stainless steel column IDL=5cm * 10cm, in the first root chromatogram column, filler is MCI(75 μ～150 μ), rear three root chromatogram column fillers are ODS(20 μ, 100) and, simulation moving-bed is multicolumn series connection, can realize chromatograph packing material is used in combination, improve separating effect, MCI and ODS are reverse filler, are used in combination better than single use separating effect.Before separated, with analytical pure methyl alcohol (0.22 μ filtering with microporous membrane), rinse 2h, use 80% methanol solution, flow velocity 80mL/min balance 15 minutes.By 80mL sample solution pump into simulation moving-bed in, then with 20mL/min flow velocity, with 80% methanol solution wash-out, by volume access respectively wash-out part, obtain 1000ml component 1,400ml component 2,600ml component 3,500ml component 4,500ml component 5.To medicinal extract, standby by concentrated the 3rd component of Rotary Evaporators.
Set simulation moving-bed eluent: V(acetonitrile): V (methyl alcohol): V (water): V(triethylamine)=10: 690: 300: 1; Pattern: 1-4-3; Switching time: 500 s; Elution flow rate: 80 mL/min; Extraction liquid flow velocity: 40 mL/min; Sample introduction flow velocity: 3 mL/min; Sample quality concentration: 0.2 g/mL.By after component 3 use dissolve with methanol, pump into simulation moving-bedly, carry out wash-out.Product E mouth starts to connect elution fraction after flowing out Rb3, and Rotary Evaporators is concentrated, and vacuum-drying obtains ginsenoside Rb3.
Through HPLC, detect, product ginsenoside Rb3 purity reaches more than 98%.
Claims (1)
1. adopt a simulation moving-bed method of preparing ginsenoside Rb3 in Fructus Panacis Quinquefolii, the Fructus Panacis Quinquefolii extracting solution of processing is injected to simulation moving-bed separation system, by eluting solvent, by the separated wash-out of extracting solution, obtain pure ginsenoside Rb3; Concrete steps are as follows:
1) macroporous resin treatment, dress post
(1) 2.5kg AB-8 macroporous resin is packed in glass column, close lower part outlet, by 3%HCl solution soaking, process 4 hours, open lower part outlet, emit HCl solution, extremely neutral with distilled water flushing;
(2) close lower part outlet, by 3%NaOH solution soaking, process 3-4 hour, open lower part outlet, emit NaOH solution, extremely neutral with distilled water flushing;
2) sample preparation
(1) 1.0kg general saponin of gen-seng fruit crude extract is dissolved in distilled water, from top, adds macroporous resin column, static 12 hours;
(2) use respectively the distilled water of 10 column volumes, 10 column volume 20% ethanol, 10 column volume 75% ethanol difference wash-outs, collect 75% ethanol eluate;
(3) 75% ethanol eluate is reclaimed to ethanol with Rotary Evaporators below at 60 ℃, obtain concentrated solution;
(4) concentrated solution is repeated to upper prop 1 time, then use 10 column volume 75% ethanol elutions, with Rotary Evaporators, at 60 ℃ of following ethanol that reclaim, be concentrated into thick medicinal extract;
(5) with distilled water, medicinal extract is all dissolved, move in separating funnel, add the extraction of 5 times of amount ethyl acetate, collect water layer standby;
(6) water layer is condensed into thick medicinal extract with Rotary Evaporators, then is mixed with 1mg/mL sample solution with dissolve with methanol;
3) simulation moving-bed rough segmentation section
(1) the simulation moving-bed 4 post series models of being arranged to, 4 root chromatogram columns are stainless steel column IDL=5cm * 10cm, in the first root chromatogram column, filler is MCI(75 μ～150 μ), rear three root chromatogram column fillers are ODS(20 μ, 100) with 20-80 mL/min flow velocitys, by 80% methanol solution balance 15 minutes;
(2) 80mL sample solution is pumped into simulation moving-bed in, take 80% methyl alcohol as eluent simultaneously, 20ml/min flow velocity wash-out, by volume accesses respectively wash-out part, obtains 1000ml component 1,400ml component 2,600ml component 3,500ml component 4,500ml component 5;
(3) with Rotary Evaporators, concentrate the 3rd component to medicinal extract, standby;
4) simulated movable bed to separate is standby
(1) setting simulation moving-bed parameter is eluent: V (methyl alcohol): V (water)=30-70: 70-30; Pattern: 1-4-3; Switching time: 10-500 s; Elution flow rate: 20-80 mL/min; Extraction liquid flow velocity: 15-40 mL/m in; Sample introduction flow velocity: 3 mL/m in; Sample quality concentration: 0. 2 g/mL;
(2) by after component 3 use dissolve with methanol, pump into simulation moving-bedly, carry out wash-out;
(3) product E mouth starts to connect elution fraction after flowing out Rb3, and Rotary Evaporators is concentrated, and vacuum-drying obtains ginsenoside Rb3.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107569535A (en) * | 2017-09-22 | 2018-01-12 | 右江民族医学院 | A kind of method for extracting anisetree bark active ingredient |
| CN109293711A (en) * | 2018-09-30 | 2019-02-01 | 邵阳学院 | A method of Lilium brownie class compound is extracted using Simulation moving bed |
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| CN101032535A (en) * | 2006-12-22 | 2007-09-12 | 吉林人参研究院 | Extracting purified ginsenoside from leaves of Panax quinquefolium and ginseng at the same time and the preparing method thereof |
| CN101781351A (en) * | 2009-01-21 | 2010-07-21 | 重庆华森制药有限公司 | Method for extracting ginsenoside Rb1 from American ginseng and powder-injection thereof |
| CN102621264A (en) * | 2012-03-20 | 2012-08-01 | 吉林省中医药科学院 | Method for constructing finger-print chromatogram for ginsenosides-containing crude drugs and preparations |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101032535A (en) * | 2006-12-22 | 2007-09-12 | 吉林人参研究院 | Extracting purified ginsenoside from leaves of Panax quinquefolium and ginseng at the same time and the preparing method thereof |
| CN101781351A (en) * | 2009-01-21 | 2010-07-21 | 重庆华森制药有限公司 | Method for extracting ginsenoside Rb1 from American ginseng and powder-injection thereof |
| CN102621264A (en) * | 2012-03-20 | 2012-08-01 | 吉林省中医药科学院 | Method for constructing finger-print chromatogram for ginsenosides-containing crude drugs and preparations |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107569535A (en) * | 2017-09-22 | 2018-01-12 | 右江民族医学院 | A kind of method for extracting anisetree bark active ingredient |
| CN109293711A (en) * | 2018-09-30 | 2019-02-01 | 邵阳学院 | A method of Lilium brownie class compound is extracted using Simulation moving bed |
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