CN104402845A - Method utilizing ultrasonic waves to extract paclitaxel from taxus chinensis - Google Patents
Method utilizing ultrasonic waves to extract paclitaxel from taxus chinensis Download PDFInfo
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- CN104402845A CN104402845A CN201410676291.6A CN201410676291A CN104402845A CN 104402845 A CN104402845 A CN 104402845A CN 201410676291 A CN201410676291 A CN 201410676291A CN 104402845 A CN104402845 A CN 104402845A
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- taxol
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- folium taxi
- taxi cuspidatae
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
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Abstract
The invention discloses a method utilizing ultrasonic waves to extract paclitaxel from taxus chinensis. The method comprises the following steps: taxus chinensis branches and leaves are dried and then crushed, a vinegar naphtha and acetone mixed solution of which the weight is 3-4 times of that of the powder obtained through crushing to obtain a mixture, the mixer is thrown into a reflow extractor for extraction of 4-5 times to obtain an extract, the extract is filtered and then passes through macroporous resin columns, the obtained paclitaxel section is eluted by clear water and ethanol, the obtained crude paclitaxel and silica gel are mixed with methylene dichloride and then dried, the dried mixer is packed into chromatographic columns after being mixed with silica gel at the ratio of 1:(3-4), an ethyl acetate and acetone system is adopted for elution, the obtained paclitaxel section is concentrated and dried by distillation and then dissolved in ethanol and water, and filtering, crystallization and drying are performed after still cooling to obtain the paclitaxel end product. When the method is used for paclitaxel extraction, the extraction rate can reach 96-99%, the purity of paclitaxel in the product can reach 94-96%, and accordingly, remarkable economic benefits can be obtained.
Description
Technical field
The present invention relates to the technical field of separation and Extraction organic compound from plant, especially relate to a kind of method utilizing ultrasonic wave to extract taxol from Ramulus et folium taxi cuspidatae.
Background technology
Ramulus et folium taxi cuspidatae has another name called Cephalotaxus fortunei, peach pine, mountain Chinese torreya, is distributed widely in all over the world, plant complete stool is rich in Cephalotaxin, epicephalotaxine, demethyl Cephalotaxin, acetylcephalotaxine, Cephalotaxus fortunei ketone alkali, Scphalotaxine and taxol, to use in the yew cream of Ramulus et folium taxi cuspidatae extremely congener short leaf yew extract containing Multiple components: yew alkali, taxol, yew element, yew are peaceful, snakeskin sterone, parasol pine two-man act ketone, some toxic substance, glucosides pigment etc.Wherein anti-Ca, the anti-TB of taxol are active best, are the main anti-Ca in yew medicinal extract, anti-TB composition and mainly use composition.
Taxol another name PTX, Paclitaxe, Paclitaxe, chemical name is 5 β, and molecular formula is C47H51NO14.Taxol is mainly applicable to ovarian cancer and mammary cancer, to lung cancer, large bowel cancer, melanoma, incidence cancer, lymphoma and brain tumor.Of many uses, the huge market demand.At present, the technique extracting taxol conventional from Ramulus et folium taxi cuspidatae is: pulverized by bark of Ramulus et folium taxi cuspidatae, with 85% ~ 95% alcohol 35 ~ 55 DEG C of thermal backflow lixiviates three times, 50 ~ 70 DEG C of vacuum-concentrcteds survey proportion 1.1 ~ 1.2g/ml to heat, use chloroform extraction again, extraction liquid is condensed into paste, obtain content of taxol 1% chloroform cream, content of taxol 1% chloroform cream being added chloroform dissolves completely, add silica gel to stir, airing, sieve, be filled in chromatography column, chloroform and methanol elution gradient, TLC detects, segmentation merges concentrated, obtain content of taxol 5 ~ 8% work in-process, content of taxol 5 ~ 8% work in-process are added acetone solution complete, add silica gel to stir, airing, sieve, be filled in chromatography column, acetone and sherwood oil gradient elution, TLC detects, segmentation merges concentrated, obtain content of taxol 20 ~ 25% work in-process, with acetone and sherwood oil system crystallization 3 ~ 4 times, suction filtration, 50 DEG C of vacuum decompression dryings, obtain content of taxol 75 ~ 80% work in-process, 16Mpa pressure chromatographic separation, TLC detects, segmentation merges concentrated, target phase enriched material acetone ~ sherwood oil is through crystallization, suction filtration, taxol is obtained after drying.The taxol purity that this technique obtains is higher, but its processing step is loaded down with trivial details, and production cost is higher, and the extraction yield of taxol is lower.
Summary of the invention
In view of this, the object of this invention is to provide a kind of method utilizing ultrasonic wave to extract taxol from Ramulus et folium taxi cuspidatae, to solve the deficiency of prior art processes complexity, the low existence of production cost extraction yield that is high and taxol.
The present invention solves the problems of the technologies described above by the following technical programs:
Utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract a method for taxol, comprise the following steps:
(1) raw materials pretreatment: drying the temperature of Ramulus et folium taxi cuspidatae 40-50 DEG C to moisture content is 8-12%, is then crushed into 60-200 object powder;
(2) taxol is extracted: in the powder that step (1) is obtained, add powder weight 3-4 solvent doubly, stirring makes powder fully dissolve, then being dropped into by the mixture of powder and solvent is provided with in the refluxing extraction device of ultrasonic oscillator, be 28-32KHz in ultrasonic frequency, power is under the ul-trasonic irradiation of 1400-1500kw, heating and refluxing extraction 4-5 time, each extraction time is 24-30min, obtains extracting solution;
(3) adsorb: filtered by the extracting solution in step (2), filtrate is crossed macroporous adsorptive resins, the consumption of macroporous adsorptive resins is 10-12 times of Ramulus et folium taxi cuspidatae powder weight;
(4) prepare taxol crude product: by taxol section clear water wash-out, then use ethanol elution, the volume of ethanol is 4-6 times that boccaro alcohol segment body amasss, and obtains ethanol eluate, namely this elutriant evaporated under reduced pressure is obtained taxol crude product;
(5) chromatography: be 1:(1.8-2.2 with methylene dichloride according to weight ratio by taxol crude product, silica gel): (2.5-2.8) mixes, then slow fire is adopted to dry, by dried mixture with silica gel by 1:(3-4) mix after load chromatography column, adopt ethyl acetate and acetone system wash-out 3-5 time, collection taxol section;
(6) crystallization: the taxol section in step (5) is concentrated evaporate to dryness, then be dissolved in second alcohol and water, it is (4-6): 1:(10-12 that ethanol, boccaro alcohol segment body amass with the volume ratio of water), stirring 10-15min makes it mix, then non-shock chilling 45-50h, refilter crystallization and oven dry, obtain taxol finished product.
Preferably, in described step (1), being dried to moisture content by the temperature of 45 DEG C by Ramulus et folium taxi cuspidatae is 10%, is then crushed into 80 object powder.
Preferably, in described step (2), solvent is the mixture of ethyl acetate and acetone.
Preferably, the weight ratio of described ethyl acetate and acetone is 10:8-12.
Preferably, in described step (2), solvent is the mixture of methyl alcohol and methylene dichloride
Preferably, the weight ratio of described methyl alcohol and methylene dichloride is 10:12-16.
Preferably, in described step (2), be 30-35 DEG C by the temperature in heat regulation refluxing extraction device.
Preferably, the concentration of described ethanol is 80-90%.
Beneficial effect of the present invention is: adopt method of the present invention to extract taxol, extraction yield can reach 96-99%, and in product, the purity of taxol reaches 94-96%, can obtain significant economic benefit.Meanwhile, solvent usage quantity of the present invention is few, and utilization ratio is higher, effectively can reduce production cost.
Embodiment
Conveniently those skilled in the art will recognize that the present invention will be further described below in conjunction with embodiment.Embodiment is only illustrating this invention, is not limitation of the invention, and the step not doing in embodiment to illustrate is all prior arts, is not described in detail at this.
Embodiment one
Utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract a method for taxol, comprise the following steps:
(1) raw materials pretreatment: being dried to moisture content by the temperature of 40 DEG C by Ramulus et folium taxi cuspidatae is 8%, is then crushed into 60 object powder;
(2) taxol is extracted: the solvent adding powder weight 3 times in the powder of the obtained Ramulus et folium taxi cuspidatae of step (1), this solvent is that ethyl acetate and acetone mix by weight for 10:8, stirring makes powder fully dissolve, then being dropped into by the mixture of powder and solvent is provided with in the refluxing extraction device of ultrasonic oscillator, be 28KHz in ultrasonic frequency, power is under the ul-trasonic irradiation of 1400kw, be heated to temperature be 30 DEG C and keep constant temperature refluxing extraction 4 times, each extraction time is 24min, obtains extracting solution;
(3) adsorb: filtered by the extracting solution in step (2), filtrate is crossed macroporous adsorptive resins, the consumption of macroporous adsorptive resins is 10 times of Ramulus et folium taxi cuspidatae powder weight;
(4) prepare taxol crude product: by taxol section clear water wash-out, then be 80% ethanol elution by concentration, the volume of ethanol is 4 times that boccaro alcohol segment body amasss, and obtains ethanol eluate, namely this elutriant evaporated under reduced pressure is obtained taxol crude product;
(5) chromatography: be that 1:1.8:2.5 mixes with methylene dichloride according to weight ratio by taxol crude product, silica gel, then slow fire is adopted to dry, load chromatography column after being mixed by 1:3 with silica gel by dried mixture, adopt ethyl acetate and acetone system wash-out 3 times, collect taxol section;
(6) crystallization: the taxol section in step (5) is concentrated evaporate to dryness, then being dissolved in concentration is in 80% second alcohol and water, it is 4:1:10 that ethanol, boccaro alcohol segment body amass with the volume ratio of water, stirring 10min makes it mix, then non-shock chilling 45h, refilter crystallization and oven dry, obtain taxol finished product.
Adopt method of the present invention to extract taxol, extraction yield can reach more than 96%, and in product, the purity of taxol reaches more than 94%.
Embodiment two
Utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract a method for taxol, comprise the following steps:
(1) raw materials pretreatment: being dried to moisture content by the temperature of 50 DEG C by Ramulus et folium taxi cuspidatae is 12%, is then crushed into 200 object powder;
(2) taxol is extracted: the solvent adding powder weight 3 times in the powder of the obtained Ramulus et folium taxi cuspidatae of step (1), this solvent is that ethyl acetate and acetone mix by weight for 10:12, stirring makes powder fully dissolve, then being dropped into by the mixture of powder and solvent is provided with in the refluxing extraction device of ultrasonic oscillator, be 32KHz in ultrasonic frequency, power is under the ul-trasonic irradiation of 1500kw, be heated to temperature be 35 DEG C and keep constant temperature refluxing extraction 5 times, each extraction time is 30min, obtains extracting solution;
(3) adsorb: filtered by the extracting solution in step (2), filtrate is crossed macroporous adsorptive resins, the consumption of macroporous adsorptive resins is 12 times of Ramulus et folium taxi cuspidatae powder weight;
(4) prepare taxol crude product: by taxol section clear water wash-out, then be 90% ethanol elution by concentration, the volume of ethanol is 6 times that boccaro alcohol segment body amasss, and obtains ethanol eluate, namely this elutriant evaporated under reduced pressure is obtained taxol crude product;
(5) chromatography: be that 1:2.2:2.8 mixes with methylene dichloride according to weight ratio by taxol crude product, silica gel, then slow fire is adopted to dry, load chromatography column after being mixed by 1:4 with silica gel by dried mixture, adopt ethyl acetate and acetone system wash-out 5 times, collect taxol section;
(6) crystallization: the taxol section in step (5) is concentrated evaporate to dryness, then being dissolved in concentration is in 90% second alcohol and water, it is 6:1:12 that ethanol, boccaro alcohol segment body amass with the volume ratio of water, stirring 15min makes it mix, then non-shock chilling 50h, refilter crystallization and oven dry, obtain taxol finished product.
Adopt method of the present invention to extract taxol, extraction yield can reach more than 97%, and in product, the purity of taxol reaches more than 95%.
Embodiment three
Utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract a method for taxol, comprise the following steps:
(1) raw materials pretreatment: being dried to moisture content by the temperature of 45 DEG C by Ramulus et folium taxi cuspidatae is 10%, is then crushed into 80 object powder;
(2) taxol is extracted: the solvent adding powder weight 3.5 times in the powder of the obtained Ramulus et folium taxi cuspidatae of step (1), this solvent is that ethyl acetate and acetone mix by weight for 10:10, stirring makes powder fully dissolve, then being dropped into by the mixture of powder and solvent is provided with in the refluxing extraction device of ultrasonic oscillator, be 30KHz in ultrasonic frequency, power is under the ul-trasonic irradiation of 1450kw, be heated to temperature be 32 DEG C and keep constant temperature refluxing extraction 4 times, each extraction time is 28min, obtains extracting solution;
(3) adsorb: filtered by the extracting solution in step (2), filtrate is crossed macroporous adsorptive resins, the consumption of macroporous adsorptive resins is 11 times of Ramulus et folium taxi cuspidatae powder weight;
(4) prepare taxol crude product: by taxol section clear water wash-out, then be 85% ethanol elution by concentration, the volume of ethanol is 5 times that boccaro alcohol segment body amasss, and obtains ethanol eluate, namely this elutriant evaporated under reduced pressure is obtained taxol crude product;
(5) chromatography: be that 1:2:2.6 mixes with methylene dichloride according to weight ratio by taxol crude product, silica gel, then slow fire is adopted to dry, load chromatography column after being mixed by 1:3 with silica gel by dried mixture, adopt ethyl acetate and acetone system wash-out 4 times, collect taxol section;
(6) crystallization: the taxol section in step (5) is concentrated evaporate to dryness, then being dissolved in concentration is in 85% second alcohol and water, it is 5:1:11 that ethanol, boccaro alcohol segment body amass with the volume ratio of water, stirring 12min makes it mix, then non-shock chilling 50h, refilter crystallization and oven dry, obtain taxol finished product.
Adopt method of the present invention to extract taxol, extraction yield can reach 99%, and in product, the purity of taxol reaches 96%.
The above, it is only better example of the present invention, not any pro forma restriction is done to the present invention, anyly do not depart from technical solution of the present invention content, the any simple modification done above example according to technical spirit of the present invention, coversion material equivalent variations and modification, all still belong in the scope of technical solution of the present invention.
Claims (8)
1. utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract a method for taxol, it is characterized in that: comprise the following steps:
(1) raw materials pretreatment: drying the temperature of Ramulus et folium taxi cuspidatae 40-50 DEG C to moisture content is 8-12%, is then crushed into 60-200 object powder;
(2) taxol is extracted: in the powder that step (1) is obtained, add powder weight 3-4 solvent doubly, stirring makes powder fully dissolve, then being dropped into by the mixture of powder and solvent is provided with in the refluxing extraction device of ultrasonic oscillator, be 28-32KHz in ultrasonic frequency, power is under the ul-trasonic irradiation of 1400-1500kw, heating and refluxing extraction 4-5 time, each extraction time is 24-30min, obtains extracting solution;
(3) adsorb: filtered by the extracting solution in step (2), filtrate is crossed macroporous adsorptive resins, the consumption of macroporous adsorptive resins is 10-12 times of Ramulus et folium taxi cuspidatae powder weight;
(4) prepare taxol crude product: by taxol section clear water wash-out, then use ethanol elution, the volume of ethanol is 4-6 times that boccaro alcohol segment body amasss, and obtains ethanol eluate, namely this elutriant evaporated under reduced pressure is obtained taxol crude product;
(5) chromatography: be 1:(1.8-2.2 with methylene dichloride according to weight ratio by taxol crude product, silica gel): (2.5-2.8) mixes, then slow fire is adopted to dry, by dried mixture with silica gel by 1:(3-4) mix after load chromatography column, adopt ethyl acetate and acetone system wash-out 3-5 time, collection taxol section;
(6) crystallization: the taxol section in step (5) is concentrated evaporate to dryness, then be dissolved in second alcohol and water, it is (4-6): 1:(10-12 that ethanol, boccaro alcohol segment body amass with the volume ratio of water), stirring 10-15min makes it mix, then non-shock chilling 45-50h, refilter crystallization and oven dry, obtain taxol finished product.
2. utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract the method for taxol as claimed in claim 1, it is characterized in that: in described step (1), being dried to moisture content by the temperature of 45 DEG C by Ramulus et folium taxi cuspidatae is 10%, is then crushed into 80 object powder.
3. utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract the method for taxol as claimed in claim 1, it is characterized in that: in described step (2), solvent is the mixture of ethyl acetate and acetone.
4. utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract the method for taxol as claimed in claim 3, it is characterized in that: the weight ratio of described ethyl acetate and acetone is 10:8-12.
5. utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract the method for taxol as claimed in claim 1, it is characterized in that: in described step (2), solvent is the mixture of methyl alcohol and methylene dichloride.
6. utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract the method for taxol as claimed in claim 5, it is characterized in that: the weight ratio of described methyl alcohol and methylene dichloride is 10:12-16.
7. utilizing ultrasonic wave from Ramulus et folium taxi cuspidatae, extract the method for taxol as claimed in claim 1, it is characterized in that: in described step (2), is 30-35 DEG C by the temperature in heat regulation refluxing extraction device.
8. utilize ultrasonic wave from Ramulus et folium taxi cuspidatae, extract the method for taxol as claimed in claim 1, it is characterized in that: the concentration of described ethanol is 80-90%.
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Cited By (3)
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| CN104782666A (en) * | 2015-05-06 | 2015-07-22 | 红河阳光天地生态农业科技有限公司 | Method for preparing fungicide from artificially planted Chinese yew water-soluble extract |
| CN106975536A (en) * | 2017-04-11 | 2017-07-25 | 浙江大德龙生物技术有限公司 | A kind of Purification of Taxol ultrasonic wave raw material reducing mechanism |
| CN107400104A (en) * | 2017-04-11 | 2017-11-28 | 浙江大德龙生物技术有限公司 | A kind of taxol ultrasonic purification method |
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| CN104782666A (en) * | 2015-05-06 | 2015-07-22 | 红河阳光天地生态农业科技有限公司 | Method for preparing fungicide from artificially planted Chinese yew water-soluble extract |
| CN106975536A (en) * | 2017-04-11 | 2017-07-25 | 浙江大德龙生物技术有限公司 | A kind of Purification of Taxol ultrasonic wave raw material reducing mechanism |
| CN107400104A (en) * | 2017-04-11 | 2017-11-28 | 浙江大德龙生物技术有限公司 | A kind of taxol ultrasonic purification method |
| CN106975536B (en) * | 2017-04-11 | 2018-10-19 | 浙江大德龙生物技术有限公司 | A kind of Purification of Taxol ultrasonic wave raw material grinding device |
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| CN104402845B (en) | 2016-10-05 |
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