CN114177207B - Method for preparing taxol by using ethyl acetate raffinate phase of branches and leaves of taxus chinensis - Google Patents
Method for preparing taxol by using ethyl acetate raffinate phase of branches and leaves of taxus chinensis Download PDFInfo
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- CN114177207B CN114177207B CN202111218788.XA CN202111218788A CN114177207B CN 114177207 B CN114177207 B CN 114177207B CN 202111218788 A CN202111218788 A CN 202111218788A CN 114177207 B CN114177207 B CN 114177207B
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- A61K36/13—Coniferophyta (gymnosperms)
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/337—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having four-membered rings, e.g. taxol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K2236/50—Methods involving additional extraction steps
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- A61K2236/50—Methods involving additional extraction steps
- A61K2236/53—Liquid-solid separation, e.g. centrifugation, sedimentation or crystallization
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/55—Liquid-liquid separation; Phase separation
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Abstract
The invention discloses a method for preparing taxol by using ethyl acetate raffinate phase of branches and leaves of taxus chinensis, which relates to the field of separation and purification of natural organic compounds; the invention takes water phase remained after taxol extraction and extraction of taxane compounds by ethyl acetate as raw material, and obtains a taxol mixture with the content of 50-80% by multiple organic solvent extraction, multiple adsorption resin column chromatography and reduced pressure distillation and drainage; the method provided by the invention further improves the comprehensive utilization rate of branches, barks and leaves of the taxus chinensis while fully utilizing the anticancer raw material medicine taxol and derivatives thereof, realizes the cyclic utilization of plants, and achieves the dual functions of protecting and developing the plants; the method provided by the invention has the advantages of low equipment requirement, simple and feasible operation, short production period, low cost and high purification efficiency, and is beneficial to improving the production economic benefit in industrial production, so that the method is suitable for industrial application and market popularization.
Description
Technical Field
The invention relates to the field of separation and purification of natural organic compounds, in particular to a method for preparing taxol by using ethyl acetate raffinate water phase of branches and leaves of taxus chinensis.
Background
The flavonoid compound is a natural compound taking C6-C3-C6 as a basic skeleton, is one of main active ingredients in medicinal plants, widely exists in the plants in a glucoside or free form (aglycone) form, and has unique biological activity. Has antibacterial effect, has cytotoxicity to various tumor cells, can inhibit growth of tumor cells, and can reduce blood lipid. The human can only ingest flavonoid compounds through food, and the types of flavonoid compounds contained in different foods are different, so that the research on the extraction method of the flavonoid compounds is particularly important.
The bioflavonoids have excellent pharmacological activity, have the functions of improving the immunity of organisms, resisting inflammation, protecting liver, sterilizing, resisting virus, resisting rheumatism and the like, the content of flavone in the taxus chinensis can be influenced by varieties, seasons, tree ages and the like, a detection method of the content of the flavone in the taxus chinensis is established, and the content of the flavone in the taxus chinensis is analyzed, so that the development and the utilization of the taxus chinensis can reach the maximum limit, and further, the greater economic benefit is obtained.
The taxus branch and leaf contains taxol, taxol polysaccharide and other medicinal components, and the Chinese patent with the authority of ZL200910157034.0 discloses an extract of taxus chinensis leaves in south China and an extraction method. The extraction method has the advantages of complex extraction process and high cost, and is not suitable for market popularization and commercial production. The Chinese patent with publication number of CN201210589638.4 discloses a method for extracting taxol from Taxus chinensis in south, which directly adopts branches and leaves of Taxus chinensis to extract taxol, thereby causing waste of Taxus chinensis resources.
Disclosure of Invention
The invention aims to provide a method for preparing taxol by using ethyl acetate raffinate phase of branches and leaves of taxus chinensis to solve the problems in the prior art.
In order to achieve the above purpose, the present invention provides the following technical solutions: a method for preparing taxol by using ethyl acetate raffinate phase of branches and leaves of Taxus chinensis comprises the following steps:
step one, taking ethyl acetate raffinate phase of branches and leaves of taxus as a raw material, dissolving the residual water phase after alcohol extraction of taxus and extraction of taxane compounds by ethyl acetate, stirring and extracting the residual water phase by chloroform to obtain an organic phase, and concentrating and pumping the organic phase under reduced pressure to obtain a concentrated organic liquid I; extracting the residual water phase with n-butanol, concentrating the obtained organic phase under reduced pressure, and pumping to obtain concentrated organic liquid II, and mixing the concentrated organic liquid I and the concentrated organic liquid II uniformly;
uniformly mixed concentrated organic solution according to the ratio of 1g: dissolving 3-5ml with methanol, filtering, adding equal volume of n-hexane into the filtrate, stirring thoroughly, standing for layering, separating to obtain methanol solution; adding decolorizing flocculant into methanol solution for decolorizing for 2-4 hr, filtering, concentrating the filtrate under reduced pressure, and pumping to obtain crude taxol product;
dissolving the crude taxol product obtained in the first step by using an ethanol water solution with the volume fraction of 5-10%, adsorbing by using a macroporous adsorption resin column AB-8, sequentially using ethanol water solutions with the volume fractions of 10%, 40% and 50% to perform gradient elution by using the macroporous adsorption resin column, eluting by using the ethanol water solution with the volume fraction of 10% for 4-6BV during gradient elution and separation, eluting by using the ethanol water solution with the volume fraction of 40% for 8-12BV, eluting by using the ethanol water solution with the volume fraction of 50% for 2-4BV, collecting and combining eluate containing taxol components, and concentrating the eluate under reduced pressure to recover ethanol; concentrating until the eluate has no alcohol smell, and stopping concentrating to obtain concentrated solution; and (3) standing and cooling the concentrated solution to room temperature, loading the cooled concentrated solution to a macroporous adsorption resin column SP70, eluting the concentrated solution by using a weak acid methanol aqueous solution with the mass fraction of 50-80% of methanol after adsorption balance, performing reduced pressure rotary evaporation and pumping drying on the eluate to obtain a light yellow concentrated solution, extracting the light yellow concentrated solution by using chloroform, and performing reduced pressure rotary evaporation and pumping drying on the obtained organic phase to obtain a light yellow concentrate containing the taxol, wherein the total content of the taxol in the light yellow concentrate is 50-80%.
As a preferable technical scheme of the invention, the first step adopts chloroform for extraction for 2-3 times, each time is kept still and layered for 30-60min, the organic phase obtained by each extraction is mixed and then concentrated under the vacuum of 0-0.08MPa at the temperature of 60-68 ℃ to obtain concentrated organic liquid I; and (3) extracting the residual water phase after extraction with n-butanol for 2-3 times, wherein the n-butanol is adopted for 2-3 times in the first step, standing and layering are carried out for 30-60min each time, and the organic phase obtained by each extraction is mixed and then subjected to vacuum concentration and pumping at the temperature of 60-68 ℃ and the pressure of 0-0.08MPa, so as to obtain a concentrated organic liquid II.
As a preferable technical scheme of the invention, the temperature of the filtrate in the first step is 60-68 ℃ and the pressure is 0-0.08MPa.
As a preferable technical scheme of the invention, the crude taxol product in the step two is dissolved by using an ethanol water solution with the volume fraction of 5-10%; and step two, sequentially adopting ethanol aqueous solution gradient elution macroporous adsorption resin columns with volume fractions of 10%, 40% and 50%.
As a preferable technical scheme of the invention, in the step two, during gradient elution and separation, 4-6BV is eluted by 10% ethanol water solution with volume fraction, 8-12BV is eluted by 40% ethanol water solution with volume fraction, and 2-4BV is eluted by 50% ethanol water solution with volume fraction.
As a preferable technical scheme of the invention, the conditions of reduced pressure concentration and reduced pressure rotary evaporation and pumping in the second step are 65-75 ℃ and 0-0.08MPa.
As a preferable technical scheme of the invention, the decoloring flocculant in the first step is prepared by mixing activated carbon and diatomite according to a mass ratio of 2:1.
As a preferred embodiment of the present invention, the chloroform extraction is performed 2-3 times in the second step, and the organic phase obtained by combining each chloroform extraction is collected.
Compared with the prior art, the invention has the beneficial effects that:
the method provided by the invention further improves the comprehensive utilization rate of branches, barks and leaves of the taxus chinensis while fully utilizing the anticancer raw material medicine taxol and derivatives thereof, realizes the cyclic utilization of plants, and achieves the dual functions of protecting and developing the plants; the method provided by the invention has the advantages of low equipment requirement, simple and feasible operation, short production period, low cost and high purification efficiency, and is beneficial to improving the production economic benefit in industrial production, so that the method is suitable for industrial application and market popularization.
Detailed Description
In order that those skilled in the art will better understand the present application, a clear and complete description of the technical solutions in the embodiments of the present application will be provided below, and it is apparent that the described embodiments are only some embodiments of the present application, and not all embodiments. All other embodiments, based on the embodiments herein, which would be apparent to one of ordinary skill in the art without having made inventive work, are intended to be within the scope of the present application.
It should be noted that, without conflict, the embodiments and features in the embodiments may be combined with each other, and the present application will be described in detail with reference to the embodiments.
The embodiment provides a method for preparing taxol by using ethyl acetate raffinate phase of branches and leaves of taxus chinensis, which comprises the following steps:
step one, taking waste water generated in the production processes of extraction, separation, purification and the like of branches and leaves of taxus chinensis as a raw material, stirring and extracting for 2-3 times by using chloroform, standing and layering for 30-60 minutes each time, mixing organic phases obtained by each extraction, concentrating and pumping at the temperature of 60-68 ℃ under the vacuum condition of 0-0.08MPa to obtain concentrated organic liquid for standby; mixing water phases obtained by chloroform extraction each time, continuously extracting with n-butanol for 2-3 times, standing for layering for 30-60 minutes each time, mixing organic phases obtained by extraction each time, concentrating and pumping at 60-68 ℃ under vacuum condition of 0-0.08MPa to obtain concentrated organic liquid II for later use; uniformly mixing the concentrated organic liquid I and the concentrated organic liquid II;
step two, mixing the concentrated organic liquid I and the concentrated organic liquid II obtained in the step one according to the ratio of 1g:3-5ml of the mixture is dissolved by methanol and then filtered, filter residues are placed, and the filtrate is added with normal hexane with equal volume and is fully and uniformly stirred, and then the mixture is stood for layering, and a methanol solution is separated and taken out; adding a decolorizing flocculant prepared by mixing active carbon and diatomite according to a mass ratio of 2:1 into a methanol solution for decolorizing for 2-4 hours, filtering, concentrating the filtrate at 65-75 ℃ under reduced pressure of 0-0.08MPa, and drying to obtain a crude taxol product;
dissolving the crude taxol product obtained in the step two by using an ethanol water solution with the mass fraction of 5-10%, loading the dissolved taxol product into an AB-8 macroporous adsorption resin column for adsorption, eluting the AB-8 macroporous adsorption resin column by using an ethanol water solution with the volume fraction of 10% for 4-6BV sequentially, eluting the AB-8 macroporous adsorption resin column by using an ethanol water solution with the volume fraction of 40 for 8-12BV, and eluting the AB-8 macroporous adsorption resin column by using an ethanol water solution with the volume fraction of 50% for 2-4BV; collecting and combining three eluate containing Taxol component, concentrating under reduced pressure at 65-75deg.C and 0-0.08MPa to recover ethanol, concentrating until the eluate has no alcohol smell, and concentrating to obtain concentrated solution; standing and cooling the concentrated solution to room temperature, loading the cooled concentrated solution to an SP70 resin column, eluting the concentrated solution by using a weak acid methanol aqueous solution with the mass fraction of 50-80% of methanol after adsorption balance, carrying out vacuum evaporation under reduced pressure of 0-0.08MPa at the temperature of 65-75 ℃ to obtain a pale yellow concentrated solution, extracting the pale yellow concentrated solution by using chloroform for 2-3 times, collecting and combining organic phases obtained by each chloroform extraction, combining the obtained organic phases, carrying out vacuum evaporation under reduced pressure of 0-0.08MPa at the temperature of 65-75 ℃ to obtain a pale yellow concentrate containing the taxol, wherein the total content of the taxol in the pale yellow concentrate is 50-80%.
The method provided by the embodiment further improves the comprehensive utilization rate of branches, barks and leaves of the taxus chinensis while fully utilizing the anticancer bulk drug taxol and derivatives thereof, realizes the cyclic utilization of plants, and achieves the dual functions of protecting and developing the plants; the method provided by the invention has the advantages of low equipment requirement, simple and feasible operation, short production period, low cost and high purification efficiency, and is beneficial to improving the production economic benefit in industrial production, so that the method is suitable for industrial application and market popularization.
The present invention is not limited to the above-mentioned embodiments, and any person skilled in the art, based on the technical solution of the present invention and the inventive concept thereof, can be replaced or changed equally within the scope of the present invention.
Claims (6)
1. A method for preparing taxol by using ethyl acetate raffinate phase of branches and leaves of taxus chinensis is characterized by comprising the following steps:
step one, taking ethyl acetate raffinate phase of branches and leaves of taxus as a raw material, dissolving the residual water phase after alcohol extraction of taxus and extraction of taxane compounds by ethyl acetate, stirring and extracting the residual water phase by chloroform to obtain an organic phase, and concentrating and pumping the organic phase under reduced pressure to obtain a concentrated organic liquid I; extracting the residual water phase with n-butanol, concentrating the obtained organic phase under reduced pressure, and pumping to obtain concentrated organic liquid II, and mixing the concentrated organic liquid I and the concentrated organic liquid II uniformly;
uniformly mixed concentrated organic solution according to the ratio of 1g: dissolving 3-5ml with methanol, filtering, adding equal volume of n-hexane into the filtrate, stirring thoroughly, standing for layering, separating to obtain methanol solution; adding decolorizing flocculant into methanol solution for decolorizing for 2-4 hr, filtering, concentrating the filtrate under reduced pressure, and pumping to obtain crude taxol product;
dissolving the crude taxol product obtained in the first step by using an ethanol water solution with the volume fraction of 5-10%, adsorbing by using an AB-8 macroporous adsorption resin column, sequentially using ethanol water solution gradient elution macroporous adsorption resin columns with the volume fraction of 10%, 40% and 50%, eluting by using an ethanol water solution with the volume fraction of 10% for 4-6BV during gradient elution separation, eluting by using an ethanol water solution with the volume fraction of 40% for 8-12BV, eluting by using an ethanol water solution with the volume fraction of 50% for 2-4BV, collecting and combining eluate containing taxol components, and concentrating the eluate under reduced pressure to recover ethanol; concentrating until the eluate has no alcohol smell, and stopping concentrating to obtain concentrated solution; and (3) standing and cooling the concentrated solution to room temperature, loading the cooled concentrated solution to an SP70 macroporous adsorption resin column, eluting the concentrated solution by using a weak acid methanol aqueous solution with the mass fraction of 50-80% of methanol after adsorption balance, performing reduced pressure rotary evaporation and pumping drying on the eluate to obtain a light yellow concentrated solution, extracting the light yellow concentrated solution by using chloroform, and performing reduced pressure rotary evaporation and pumping drying on the obtained organic phase to obtain a light yellow concentrate containing the taxol, wherein the total content of the taxol in the light yellow concentrate is 50-80%.
2. The method for preparing taxol by using ethyl acetate extracted from branches and leaves of taxus chinensis according to claim 1, wherein the first step is to extract with chloroform for 2-3 times, perform standing and layering for 30-60min each time, mix organic phases obtained by each extraction, and then perform vacuum concentration at a temperature of 60-68 ℃ and a pressure of 0-0.08MPa to obtain a concentrated organic liquid I; and (3) extracting the residual water phase after extraction with n-butanol for 2-3 times, standing for layering for 30-60min each time, mixing organic phases obtained by each extraction, concentrating and pumping at the temperature of 60-68 ℃ under the pressure of 0-0.08MPa under reduced pressure, and obtaining a concentrated organic liquid II.
3. The method for preparing taxol by using ethyl acetate raffinate phase from branches and leaves of taxus chinensis according to claim 1, wherein the filtrate in the first step is decompressed, concentrated and pumped to a dry temperature of 60-68 ℃ and a pressure of 0-0.08MPa.
4. The method for preparing taxol by using ethyl acetate raffinate phase from branches and leaves of taxus chinensis according to claim 1, wherein the conditions of reduced pressure concentration and reduced pressure rotary evaporation and suction drying in the second step are 65-75 ℃ and 0-0.08MPa in vacuum.
5. The method for preparing taxol by using ethyl acetate raffinate phase from branches and leaves of taxus chinensis according to claim 1, wherein the decolorizing flocculant in the first step is prepared by mixing activated carbon and diatomite according to a mass ratio of 2:1.
6. The method for preparing taxol using ethyl acetate raffinate phase from branches and leaves of Taxus chinensis according to claim 1, wherein chloroform extraction is performed 2-3 times in the second step, and organic phases obtained by combining each chloroform extraction are collected.
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| CN103099826B (en) * | 2012-12-31 | 2015-02-04 | 宁波泰康红豆杉生物工程有限公司 | Method for extracting taxusflavone from taxus chinensis leaves |
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