CN102336792A - Three-zone simulated moving bed chromatography method for separating and purifying paeoniflorin - Google Patents
Three-zone simulated moving bed chromatography method for separating and purifying paeoniflorin Download PDFInfo
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- CN102336792A CN102336792A CN2010102336663A CN201010233666A CN102336792A CN 102336792 A CN102336792 A CN 102336792A CN 2010102336663 A CN2010102336663 A CN 2010102336663A CN 201010233666 A CN201010233666 A CN 201010233666A CN 102336792 A CN102336792 A CN 102336792A
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- peoniflorin
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Abstract
The invention discloses a three-zone simulated moving bed chromatography method for separating and purifying paeoniflorin. With the method, problems that the separation and extraction purity of paeoniflorin is low, and that scaled separation and preparation can not be carried out, can be solved. According to the invention, paeony total glucosides extract is adopted as a raw material, and paeoniflorin is separated and prepared with a three-zone simulated moving bed chromatography system. The mass percentage purity of paeoniflorin product prepared by the invention is higher than 95%, and the mass percentage purity of obtained albiflorin is higher than 90%. With the continuity of a three-zone simulated moving bed system separation process, the automaticity of the production is high; the production efficiency is high; and only methanol and water are adopted as solvents, such that the solvents can be recovered and reused, and resources are saved. During the separation process, a toxic solvent is not contacted, such that clean production is realized.
Description
Technical field
The present invention relates to the separating and purifying method of natural drug midbody, especially a kind of method of utilizing three-section simulated moving bed chromatography to separate peoniflorin.
Background technology
Peoniflorin has calmness, vasodilation, antithrombotic forms and the pharmacological action of spasmolysis, and it is the staple in the Radix Paeoniae Alba total glucosides extract, from the Chinese medicine root of herbaceous peony, extracts to obtain.But, because in the Radix Paeoniae Alba total glucosides extract, except peoniflorin is arranged; Also have multiple glycoside components such as lactone glucoside of Radix Paeoniae, Hydroxy peoniflorin, benzoylpaeoniflorin; And like other various ingredients such as phenylformic acid, catechins, therefore in the preparation process of peoniflorin, critical step is exactly it to be separated purify; Separating and purifying method to peoniflorin mainly is methods such as macroporous adsorbent resin method, silica gel column chromatography and gel filtration chromatography at present; More than these methods not only production efficiency is low, cost is high, yield poorly, and all can't carry out highly purified mass-producing and separate, can't satisfy the demand of actual production.
Adopt the method for SMBC separate drug midbody, existing in recent years a lot of reports.Consult patent documentation, the Chinese patent of Ningbo Liwah Plant Extract Technology Co., Ltd.'s application that relevant with the present invention is, name is called " method of separating and preparing peony lactone glucoside by simulation moving bed chromatography ", open (bulletin) number: CN101607975.It is raw material that this application adopts Radix Paeoniae Alba total glucosides, application simulation moving-bed chromatographic separating and preparing peony lactone glucoside, the mixing solutions of moving phase employing methyl alcohol or acetonitrile and water, formic acid, Virahol.The lactone glucoside of Radix Paeoniae product gas purity reaches more than 90%.What adopt is the SMBC of the four-tape, in order to adjust the peak type, has added formic acid and Virahol in the moving phase.The raffinate outlet can obtain higher degree and get peoniflorin.This application has caused the solvent recuperation utilization difficult owing to added formic acid and Virahol, has wasted solvent, and does not specifically note the purity of the peoniflorin that obtains.In addition, the draw between each flow of four-tape SMBC is bigger, and flow is wayward, and four-tape SMBC washing fluid is consistent with moving phase simultaneously, and the washing fluid flow can't change according to the situation of absorbed component, and handiness is relatively poor.
Summary of the invention
The invention provides the method that a kind of three-section simulated moving bed chromatography separates the purification peoniflorin, the separation and Extraction purity that solves peoniflorin is low, problem that can't large-scale production.
The technical scheme that the present invention adopts is following:
Three-section simulated moving bed chromatography separates the method for purification peoniflorin; It is raw material that this method adopts the Radix Paeoniae Alba total glucosides extract; Use the three-section simulated moving bed chromatography system and separate purification, the three-section simulated moving bed chromatography system is made up of 4～8 root chromatogram columns, and chromatographic column is divided into three bands: the desorb band; Refining band; Adsorption zone, each band is made up of 1～4 identical chromatographic column series connection, and the system works condition is: sample introduction flow velocity U
FBe 0.1～2.5mL/min; Eluent flow rate U
DBe 5～40mL/min; Extraction liquid flow velocity U
EBe 2～20mL/min; Raffinate flow velocity U
RBe 2～20mL/min; Stationary phase adopts octadecylsilane chemically bonded silica, and moving phase is the mixing solutions of methyl alcohol and water; Switching time T
SBe 15～30min; Service temperature is 15～40 ℃.
Above-mentioned mobile phase methanol is 25: 75 with the mixed liquor volume of water than ratio.
Above-mentioned Radix Paeoniae Alba total glucosides extract adopts means of purification from white Peony Root, to extract and obtains, and the mass percent of the peoniflorin in the Radix Paeoniae Alba total glucosides extract and the total content of lactone glucoside of Radix Paeoniae is greater than 95%, and wherein the mass percent of content of paeoniflorin is greater than 45%.
Above-mentioned entering three-section simulated moving bed chromatography separates the Radix Paeoniae Alba total glucosides extract raw material of purifying and adopts pure dissolve with methanol, and the concentration of dissolving back Radix Paeoniae Alba total glucosides extract is 30～300mg/mL.
The present invention compared with prior art, its significant beneficial effect is embodied in:
The mass percent purity that adopts the three-section simulated moving bed chromatography system to separate the peoniflorin product of purifying reaches more than 95%, and the mass percent purity of the lactone glucoside of Radix Paeoniae that obtains simultaneously reaches more than 90%.Because three band simulated moving bed system sepn processes are continuous sepn processes, the level of automation of production is high, and production efficiency is high; And solvent has only used the first alcohol and water, can recycle, and economizes on resources; Do not contact noxious solvent in the sepn process, really realized cleaner production.
Description of drawings
Fig. 1 is the flow circuit diagram of three-section simulated moving bed chromatography of the present invention system;
Fig. 2 is the HPLC collection of illustrative plates of peoniflorin product of the present invention.
Embodiment
The present invention is specified with embodiment below in conjunction with accompanying drawing:
1. the preparation of material solution
Separate with macroporous adsorption resin chromatography through alcohol reflux, from root of herbaceous peony medicine materical crude slice, make peoniflorin and lactone glucoside of Radix Paeoniae mass percent total content greater than 95%, wherein the mass percentage content of peoniflorin is greater than 45% Radix Paeoniae Alba total glucosides extract.The extract that obtains is dissolved in the pure methyl alcohol, and sedimentation obtains the solution that concentration is 100mg/mL through 0.45 μ m membrane filtration, as the sample introduction solution of three-section simulated moving bed chromatography system.This process can be removed most of impurity, has reduced the pollution of chromatographic column in the three-section simulated moving bed chromatography system device, has prolonged the work-ing life of chromatographic column.
2. the composition of the filling of chromatographic column and moving phase
Use the homogenate method to load 8 root chromatogram columns, chromatographic column specification 50mm * 100mm, filler are octadecylsilane chemically bonded silica, and particle diameter is 20～40 μ m.Chromatographic column symmetry after the filling of process homogenate method requires consistent, serves as that investigation thing post effect is more than 800 with naphthalene and uridylic.
Moving phase is the mixing solutions of first alcohol and water, and the volume ratio ratio of methyl alcohol and water is 25: 75.
3. simulated moving bed chromatography system and operating parameters
Simulated moving bed system comprises wash-out pump, sampling pump, extraction pump, under meter, chromatographic column, high pressure SV, vacuum breaker and singlechip controller and computingmachine composition.Wash-out pumping capacity 0～80mL/min, pressure 0～30Mpa; Sampling pump flow 0～10mL/min, pressure 0～40Mpa; Extraction pumping capacity 0～80mL/min, pressure 0～30Mpa; 15～40 ℃ of chromatographic column working temperatures.As shown in Figure 1, the three-section simulated moving bed chromatography system is made up of 8 root chromatogram columns, and be divided into three bands: desorb has 1 root chromatogram column; Refining band is made up of 4 root chromatogram columns; Adsorption zone is made up of 3 root chromatogram columns, through the three-section simulated moving bed chromatography system, and the switching of timing control SV; Make injection port; Advance the moving phase mouth, the extraction liquid outlet, the raffinate outlet is along the regularly conversion of direction of moving phase; Highly purified peoniflorin product obtains from the raffinate outlet, and highly purified peony lactone glycoside product obtains from the extraction liquid outlet.
Three-section simulated moving bed chromatography system concrete operations parameter is: sample introduction flow velocity U
FBe 2.0mL/min; Eluent flow rate U
DBe 40mL/min; Extraction liquid flow velocity U
EBe 19mL/min; Raffinate flow velocity U
RBe 23mL/min; Switching time T
SBe 26min.
4. product concentrates
Extraction liquid (E) and raffinate (R) are concentrated near doing with the film rotatory evaporator respectively, with ethanol wash out the back in the vacuum freezing drying oven freeze-drying to constant weight.The control thickening temperature is less than or equal to 40 ℃.
5. the examination and test of products
Adopt day island proper Tianjin LC-10AT high performance liquid chromatograph, SPD-10A UV-detector, Agilent chromatographic column; Chromatographic column specification 4.6 * 150mm, ODS filler, particle diameter 5 μ m; Moving phase is the first alcohol and water, and volume ratio is 30: 70, flow velocity 1.0mL/min; Detect wavelength 230nm, product detects spectrogram and sees Fig. 2.Mass percent purity through peoniflorin in the external standard method product is more than 95%.
Claims (4)
1. a three-section simulated moving bed chromatography separates the method for purification peoniflorin, it is characterized in that the technical scheme of this method is following:
Adopting the Radix Paeoniae Alba total glucosides extract is raw material, uses the three-section simulated moving bed chromatography system and separates purification, and the three-section simulated moving bed chromatography system is made up of 4～8 root chromatogram columns, and chromatographic column is divided into three bands: the desorb band; Refining band; Adsorption zone, each band is made up of 1～4 identical chromatographic column series connection, and the system works condition is: stationary phase adopts octadecylsilane chemically bonded silica, sample introduction flow velocity U
FBe 0.1～2.5mL/min; Eluent flow rate U
DBe 5～40mL/min; Extraction liquid flow velocity U
EBe 2～20mL/min; Raffinate flow velocity U
RBe 2～20mL/min; Switching time T
SBe 15～30min; Moving phase is the mixing solutions of methyl alcohol and water; Simulation moving-bed service temperature is 15～40 ℃.
2. three-section simulated moving bed chromatography according to claim 1 separates the method for purification peoniflorin, it is characterized in that the said mobile phase methanol and the mixed liquor volume of water are 25: 75 than ratio.
3. three-section simulated moving bed chromatography according to claim 1 separates the method for purification peoniflorin; It is characterized in that said Radix Paeoniae Alba total glucosides extract adopts means of purification from white Peony Root, to extract; The mass percent of the peoniflorin in the Radix Paeoniae Alba total glucosides extract and the total content of lactone glucoside of Radix Paeoniae is greater than 95%, and wherein the mass percent of content of paeoniflorin is greater than 45%.
4. three-section simulated moving bed chromatography according to claim 1 separates the method for purification peoniflorin, it is characterized in that said Radix Paeoniae Alba total glucosides extract raw material adopts pure dissolve with methanol, and the concentration of dissolving back Radix Paeoniae Alba total glucosides extract is 30～300mg/mL.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103664855A (en) * | 2012-09-20 | 2014-03-26 | 浙江大学苏州工业技术研究院 | Preparation method of high-purity oligomer lotus seedpod procyanidin |
| CN106749448A (en) * | 2016-12-07 | 2017-05-31 | 辽宁科技大学 | A kind of method that SMBC method extracts steviol glycoside in STEVIA REBAUDIANA |
| CN114177650A (en) * | 2021-11-22 | 2022-03-15 | 万华化学集团股份有限公司 | Continuous chromatography separation method and application |
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| CN101073606A (en) * | 2006-05-18 | 2007-11-21 | 天津天士力制药股份有限公司 | Method for separating and extracting white Peony Root |
| CN101607975A (en) * | 2009-07-16 | 2009-12-23 | 宁波立华植物提取技术有限公司 | The method of separating and preparing peony lactone glucoside by simulation moving bed chromatography |
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2010
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Patent Citations (3)
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| JPS61202699A (en) * | 1985-03-07 | 1986-09-08 | Tsumura Juntendo Inc | Production of tetrahydro-3a-hydroxy-7a,8-dimethyl-2,5-methano-1,3-benzodi-oxol-6(3ah)-one |
| CN101073606A (en) * | 2006-05-18 | 2007-11-21 | 天津天士力制药股份有限公司 | Method for separating and extracting white Peony Root |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103664855A (en) * | 2012-09-20 | 2014-03-26 | 浙江大学苏州工业技术研究院 | Preparation method of high-purity oligomer lotus seedpod procyanidin |
| CN103664855B (en) * | 2012-09-20 | 2015-09-09 | 浙江大学苏州工业技术研究院 | A kind of high purity oligomer LSPC preparation method |
| CN106749448A (en) * | 2016-12-07 | 2017-05-31 | 辽宁科技大学 | A kind of method that SMBC method extracts steviol glycoside in STEVIA REBAUDIANA |
| CN106749448B (en) * | 2016-12-07 | 2019-05-28 | 辽宁科技大学 | A kind of method that Simulated Moving Bed Chromatography method extracts steviol glycoside in STEVIA REBAUDIANA |
| CN114177650A (en) * | 2021-11-22 | 2022-03-15 | 万华化学集团股份有限公司 | Continuous chromatography separation method and application |
| CN114177650B (en) * | 2021-11-22 | 2023-12-19 | 万华化学集团股份有限公司 | Continuous chromatographic separation method and application |
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Application publication date: 20120201 |