CN107652201B - Method for preparing macamide monomer by dynamic axial compression industrial chromatography - Google Patents
Method for preparing macamide monomer by dynamic axial compression industrial chromatography Download PDFInfo
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- CN107652201B CN107652201B CN201710856216.1A CN201710856216A CN107652201B CN 107652201 B CN107652201 B CN 107652201B CN 201710856216 A CN201710856216 A CN 201710856216A CN 107652201 B CN107652201 B CN 107652201B
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Abstract
The invention discloses a method for preparing a macamide monomer by utilizing dynamic axial compression industrial chromatography. Firstly, adding an organic solvent into a maca extract to dissolve the maca extract and prepare a sample solution, and filtering the sample solution for later use; injecting the sample liquid into a dynamic axial compression industrial chromatograph, and detecting the separation condition of the sample liquid by using an ultraviolet online detector after elution; and determining the start-stop time of the eluent of the macamide monomer according to the peak-appearing time and the height of a chromatographic peak, and carrying out reduced pressure concentration and vacuum drying on the eluent to obtain the macamide monomer. According to the invention, the maca extract is directly separated and purified by dynamic axial compression industrial chromatography to obtain 8 macamide monomers with the purity of more than 95%. The method can realize real-time online monitoring of the separation process, has the advantages of good repeatability, simple operation, short preparation time and small organic solvent consumption, can realize large-scale industrial production, and is one of the most effective methods for simultaneously separating and purifying various macamide monomers from a multi-component complex system at present.
Description
Technical Field
The invention belongs to the technical field of enrichment and separation of active ingredients of traditional Chinese medicines, and particularly relates to supercritical CO from maca2A method for separating macamide monomers from an extract.
Background
Maca (Lepidium meyenii Walp.) is a one-or two-year-old herb of the genus Hopkinson in the family of Brassicaceae. Maca draws wide attention at home and abroad due to unique effects of resisting fatigue, improving sexual function, improving fertility and the like. China introduced the seeds since 2002, and the planting scale is getting larger and larger. However, the problems of laggard extraction process, weak material basis and drug effect research, extremely small quantity of standard products and the like exist in the traditional maca research in China, and the development of the maca industry is seriously influenced. The main active ingredients in the maca comprise macamide, macaene, glucosinolate and decomposition products thereof, the macamide is a specific active ingredient in the maca, researches show that the macamide has strong biological activity, and the problems of complicated separation process, large organic solvent dosage and the like exist for the macamide ingredients, so that the existing macamide ingredient standard products are small in quantity and expensive, the basic research of the maca and the quality control of related products are severely limited, and the further research and development of the maca are influenced. Therefore, the development of a simple and rapid method for separating and purifying high-purity macamides is the focus of the current research.
The separation and purification of the active ingredients of the monomers are one of the main contents of the research of the traditional Chinese medicinal materials, and are key links influencing the research speed for the early-stage basis of the research of the medicinal materials.
The macamides extraction method disclosed at present can obtain a macamides mixture with relatively high purity, such as a process method for extracting macamides from maca disclosed in application No. CN201310247199.3, a refining method for the macamides disclosed in application No. CN201410230461.8, and a preparation method for the macamides disclosed in application No. CN 201410450542.9. Patents aiming at the maca amide monomer separation and purification method include a method for extracting maca amide compounds (3 maca amide monomer compounds are prepared) provided by application number CN201601270385.2, a method for efficiently preparing maca amide monomers from maca (4 maca amide monomer compounds are prepared) provided by application number CN201610044901.x, and a method for extracting purified maca amide monomer compounds from maca (6 maca amide monomer compounds are prepared) provided by application number CN 201510568193.5.
Disclosure of Invention
In order to solve the defects of large organic solvent consumption, complex preparation process, long production period, low purity of prepared monomers, difficulty in industrial popularization and the like in the prior art of separating and purifying active ingredients of monomers, the invention provides a method for preparing a macamide monomer by utilizing dynamic axial compression industrial chromatography.
The purpose of the invention is realized by the following technical scheme: a method for preparing a macamide monomer by utilizing dynamic axial compression industrial chromatography comprises the following steps:
step one, preparing a sample solution: taking a maca extract, adding an organic solvent to dissolve the maca extract and preparing a sample solution with a certain concentration, and filtering the sample solution for later use;
step two, separation and purification: injecting the sample liquid prepared in the first step into a dynamic axial compression industrial chromatogram according to a certain sample amount, eluting an organic solvent, detecting the separation condition of the sample liquid by using an ultraviolet online detector, determining the start and stop time of the eluent of the prepared macamide monomer according to the peak time of each macamide component and the height of a chromatographic peak, decompressing and concentrating the eluent, and drying in vacuum to obtain the macamide monomer.
Preferably, in the method for preparing the macamide monomer by using the dynamic axial compression industrial chromatography, in the first step, the macamide content in the maca extract is 5-80% (by mass).
Preferably, in the method for preparing the macamide monomer by using dynamic axial compression industrial chromatography, in the step one, the organic solvent is ethanol solution, methanol or acetonitrile, and the volume fraction of the ethanol solution is 70-100%.
Preferably, in the first step, the preparation concentration of the sample liquid is 50-200 mg/mL.
Preferably, in the second step of the method for preparing the macamide monomer by using dynamic axial compression industrial chromatography, the industrial chromatographic packing is one of C18-100AA, UniPSN30-300 and NM 100.
Preferably, in the second step, the detection wavelength of the ultraviolet online detector is 210 nm.
Preferably, in the second step, the organic solvent is one of an ethanol aqueous solution, a methanol aqueous solution system or an acetonitrile aqueous solution.
Preferably, in the method for preparing the macamide monomers by using dynamic axial compression industrial chromatography, the volume fraction of the organic solvent in the second step is 50-100%.
Compared with the prior art, the invention has the following beneficial effects: according to the invention, a maca extract is directly subjected to separation and purification through dynamic axial compression industrial chromatography to obtain 8 macamide monomers with the purity of more than 95%, wherein the 8 macamide monomers are N- (m-methoxybenzyl) -linolenamide, N-benzyl-linoleamide, N-benzyl-pentadecanoamide, N- (m-methoxybenzyl) -hexadecamamide, macamide B (N-benzyl-hexadecamamide), N- (m-methoxybenzyl) -octadecanamide and N-benzyl-octadecanamide.
The method for preparing the maca amide monomers by utilizing the dynamic axial compression industrial chromatography can realize real-time online monitoring of the separation process, has the advantages of good repeatability, simplicity in operation, short preparation time, small organic solvent consumption, high purity of the separated maca amide monomers and the like, can realize large-scale industrial production, and is one of the most effective methods for simultaneously separating and purifying various maca amide monomers from a multi-component complex system at present.
Drawings
FIG. 1 is a process flow for preparing macamide monomers by dynamic axial compression industrial chromatography according to the invention;
FIG. 2 is the supercritical CO of Lepidium meyenii Walp in example 12Dynamic axial compression of the industrial chromatogram of the extract.
In fig. 2: 1N- (m-methoxybenzyl) -linolenamide; 2N-benzyl-linolenamide; 3N-benzyl-linoleamide; 4N-benzyl-pentadecanoamide; 5N- (3-methoxybenzyl) -hexadecanamide; 6, macamide B; 7N- (3-methoxybenzyl) -octadecanamide; 8N-benzyl-octadecanamide.
Detailed Description
In order to better understand the present invention, the technical solutions of the present invention will be clearly and completely described below by way of examples, and it is obvious that the described examples are only a part of the examples of the present invention, not all of the examples. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
A method for preparing a macamide monomer by utilizing dynamic axial compression industrial chromatography comprises the steps of sample liquid preparation, separation and purification, the process flow is shown in figure 1, and the method comprises the following specific steps:
step one, preparing a sample solution: supercritical CO extraction of maca2Extract of maca, wherein the maca is supercritical CO2The content of macamides in the extract is 12 percent (by mass), methanol is added to dissolve the macamides and prepare a sample solution with the concentration of 200mg/mL, and the sample solution is filtered for later use.
Step two, separation and purification: injecting the sample liquid prepared in the step one into a dynamic axial compression industrial chromatogram, taking a process chromatogram filler C18-100AA, taking an acetonitrile-water (volume ratio 95:5) solution as an eluent, detecting the separation condition of each component at an ultraviolet detection wavelength of 210nm (as shown in figure 2), determining the start and stop time of the eluent collection of the prepared macamide monomer according to the peak time of each macamide component and the height of a chromatogram peak, concentrating each macamide eluent at 60 ℃ under reduced pressure to dryness, recovering an organic solvent, and performing vacuum drying at 40 ℃ for 12 hours to obtain 8 macamide monomer chemical components with the purity of more than 95%.
Example 2
A method for preparing a macamide monomer by utilizing dynamic axial compression industrial chromatography comprises the steps of sample liquid preparation, separation and purification, the process flow is shown in figure 1, and the method comprises the following specific steps:
step one, preparing a sample solution: and (3) taking a maca supercritical extract, wherein the content of macamide in the maca supercritical extract is 8% (by mass), adding methanol to dissolve the macamide and preparing a sample solution with the concentration of 50mg/mL, and filtering the sample solution for later use.
Step two, separation and purification: injecting the sample liquid prepared in the step one into a dynamic axial compression industrial chromatogram, using a technical chromatogram filler NM100 and acetonitrile as an eluent, detecting the separation condition of the sample at an ultraviolet detection wavelength of 210NM, determining the start and stop time of the collection of the prepared macamide monomer eluent according to the peak time of each macamide component and the height of a chromatographic peak, concentrating each macamide eluent at 60 ℃ under reduced pressure until the macamide eluent is dried, recovering an organic solvent, and performing vacuum drying at 40 ℃ for 12 hours to obtain 8 macamide monomer chemical components with the purity of more than 95%.
Example 3
A method for preparing a macamide monomer by utilizing dynamic axial compression industrial chromatography comprises the steps of sample liquid preparation, separation and purification, the process flow is shown in figure 1, and the method comprises the following specific steps:
step one, preparing a sample solution: supercritical CO extraction of maca2Extracting with macroporous adsorbent resin, and enriching with supercritical CO2The content of macamides in the extract is 42 percent (by mass), methanol is added to dissolve the macamides to prepare a sample solution with the concentration of 100mg/mL, and the sample solution is filtered for later use.
Step two, separation and purification: injecting the sample liquid prepared in the first step into a dynamic axial compression industrial chromatogram, using a technical chromatogram filler UniPSN30-300, using ethanol-water (volume ratio 85:15) as an eluent, detecting the separation condition of the sample at an ultraviolet detection wavelength of 210nm, determining the start and stop time of the eluent of the prepared macamide monomer according to the peak emergence time of each macamide component and the height of a chromatographic peak, concentrating each macamide eluent at 60 ℃ under reduced pressure until the macamide eluent is dry, recovering an organic solvent, and performing vacuum drying at 40 ℃ for 12 hours to obtain 8 macamide monomer chemical components with the purity of more than 95%.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that fall within the spirit and principle of the present invention are intended to be included therein.
Claims (6)
1. A method for preparing a macamide monomer by utilizing dynamic axial compression industrial chromatography is characterized by comprising the following steps:
step one, preparing a sample solution: supercritical CO extraction of maca2Adding organic solvent into the extract, dissolving the extract and preparing a sample solution with a certain concentration, and filtering the sample solution for later use;
step two, separation and purification: injecting the sample liquid prepared in the first step into a dynamic axial compression industrial chromatogram according to a certain sample injection amount, wherein the industrial chromatogram filler is one of C18-100AA, UniPSN30-300 and NM100, eluting with an organic solvent, the organic solvent is one of an ethanol aqueous solution, a methanol aqueous solution system or an acetonitrile aqueous solution, detecting the separation condition of the sample liquid by using an ultraviolet online detector, determining the start and stop time of eluent of the prepared macamide monomer according to the peak time and the height of a chromatographic peak of each macamide component, concentrating the eluent under reduced pressure, and drying under vacuum to obtain 8 macamide monomers with the purity of more than 95%, wherein the 8 macamide monomers are N- (m-methoxybenzyl) -linolenic acid amide, N-benzyl-pentadecanoic acid amide, N- (m-methoxybenzyl) -hexadecanoamide, N-benzyl-hexadecanoamide, N- (m-methoxybenzyl) -octadecanoamide and N-benzyl-octadecanoamide.
2. The method for preparing the macamide monomers by utilizing dynamic axial compression industrial chromatography as claimed in claim 1, wherein the method comprises the following steps: in the first step, the macamide content in the maca extract is 5-80% by mass.
3. The method for preparing the macamide monomers by utilizing dynamic axial compression industrial chromatography as claimed in claim 1, wherein the method comprises the following steps: in the first step, the organic solvent is ethanol solution, methanol or acetonitrile, and the volume fraction of the ethanol solution is 70-100%.
4. The method for preparing the macamide monomers by utilizing dynamic axial compression industrial chromatography as claimed in claim 1, wherein the method comprises the following steps: in the first step, the preparation concentration of the sample liquid is 50-200 mg/mL.
5. The method for preparing the macamide monomers by utilizing dynamic axial compression industrial chromatography as claimed in claim 1, wherein the method comprises the following steps: in the second step, the detection wavelength of the ultraviolet online detector is 210 nm.
6. The method for preparing the macamide monomers by utilizing dynamic axial compression industrial chromatography as claimed in claim 1, wherein the method comprises the following steps: in the second step, the volume fraction of the organic solvent is 50-100%.
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