CN1634968A - Process for extracting purified beta-sterol from concentrated residue of paclitaxel extraction - Google Patents
Process for extracting purified beta-sterol from concentrated residue of paclitaxel extraction Download PDFInfo
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- CN1634968A CN1634968A CN 200410043967 CN200410043967A CN1634968A CN 1634968 A CN1634968 A CN 1634968A CN 200410043967 CN200410043967 CN 200410043967 CN 200410043967 A CN200410043967 A CN 200410043967A CN 1634968 A CN1634968 A CN 1634968A
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- saponification
- negative pressure
- cavitation
- taxol
- sterol
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Abstract
This invention relates to a method to extract purified beta-sterol from the condensed remains of the Paclitaxel, wherein the method is characterized by the following steps: adding the remains into acetone for thermal solution and cavitating and saponification and cooling; adding acetic acid ethyl ester for negative pressure cavitating and mixture abstraction and stable delaminating; washing the supernatant till neutral and dehydrating it for condensing; solving the condensing mass into the oil asther and filtering it and solving it into carbinol; analyzing crystal with low temperate and getting the product after several crystallization with purification as ninety percent.
Description
The present invention relates to extracting effective components field from crude substance, relate in particular to the method for extracting purifying β-sterol a kind of concentrated residuum after extracting taxol.
Plant sterol (phytosterolorplantsterol) is a kind of activeconstituents in the plant.Be generally sheet or powdery white solid, the sterol of handling through solvent crystallization is white flakey or needle-like crystal, and in the sterol molecule, carbonatoms is generally 27～31, and molecular weight is about 386～456.The sterol fusing point is higher, all more than 100 ℃, is up to 215 ℃.The relative density of sterol is slightly larger than water, and is water insoluble, dissolves in multiple organic solvent.More common in the plant sterol have β-Gu Zaichun, Stigmasterol, campesterol and a brassicasterol, and its structural formula is respectively:
β-glycosides sterol Stigmasterol
The campesterol brassicasterol
Present studies have shown that plant sterol reduce blood cholesterol content, suppress tumour, prevent and treat prostatomegaly, suppress cyclomastopathy, anti-inflammatory, antiviral and regulate aspect such as immunity and all play an important role.In addition, sterol also is widely used in the production in light industry field, as in the sheet processing as spreading agent, in press as the dispersion agent of ink pigment, in textile industry as softening agent etc.
Plant sterol derives from plant oil leftover traditionally, the Yatall MA pitch that paper-making process obtains.Patent Office of the People's Republic of China discloses a kind of method (CN 1113893C) of extracting plant sterol in by plant oil asphalt or tall oil pitch July 4 calendar year 2001, its method comprises: (1) with the pitch heat fused, adds alkali and water and keeps the saponification 3～10 hours under constantly stirring of this temperature under 60～130 ℃; (2) with organic solvent selective extraction plant sterol in solid-liquid extraction system, extracted altogether 5～24 hours; (3) after extracting solution fully cools off, after filtration thick sterol; (4) thick sterol promptly gets the sterol product through organic solvent crystallization 1～2 time.Though this method raw material cheapness owing to wherein contain the too complicated material of a large amount of compositions, is difficult to obtain high-recovery, highly purified plant sterol, need just to obtain multiple blended plant sterol product through crystallization repeatedly, comparatively loaded down with trivial details time-consuming.
The object of the present invention is to provide a kind of processing method of utilizing the residuum that extracts behind the taxol to obtain β-sterol product for raw material.Plant material is when extracting taxol, passed through a series of extraction enrichment step, and wherein not loss of plant sterol meanwhile, contain β-sterol in the remaining material after the taxol separation and purification, with the concentrated residuum behind the extraction taxol is the raw material that extracts β-sterol, raw materials cost is reduced greatly, and the whole extraction process of β-sterol is shortened relatively, and then in the high efficiency extraction taxol, obtain the β-sterol of low cost, high added value, high yield, reach the purpose of killing two birds with one stone, realize the comprehensive utilization of resource.In addition, the sterol product needed that obtain single kind is optionally carried out recrystallization with organic solvent, and the sterol product of the single kind that obtains can be put in the middle of the practical application better.
In order to achieve the above object, the present invention is to extract the method for purifying β-sterol a kind of concentrated residuum after extracting taxol, be primarily characterized in that: concentrated residuum adding acetone behind the extraction taxol and alkali lye thermosol are after the cavitation saponification, cooling, static, add ethyl acetate and carry out the liquid-liquid extraction of negative pressure cavitation DL, static layering, supernatant liquor is through being washed to neutrality, the dehydration back concentrates, enriched material is dissolved in sherwood oil, filters, and filtrate is dissolved in methyl alcohol after concentrating again, the low temperature crystallization gets finished product through recrystallization repeatedly.
Concentrated residuum behind the described extraction taxol is characterized in that: the concentrated residuum main plant source behind the extraction taxol comprises taxus chinensis in northeast, southerm yew, Taxus x media peace fibert.
Described acetone and alkali lye thermosol are after the cavitation saponification, it is characterized in that: described cavitation saponification is a kind of reinforcement saponification reaction of utilizing bubble to be carried out under the condition that saponification liquor exists at the cavitation effect that produces under negative pressure or the ultrasonic vibration condition, turbulence effect, comprise negative pressure cavitation saponification or ultrasonic saponification, negative pressure cavitation saponification condition is, negative pressure is-0.05～-0.09MPa, air flow is 0.3～2.7m
3/ h, the time is 2～5h; Ultrasonic saponification condition is, ultrasonic power is 60～100%, and the time is 2～10h.Described acetone consumption is for extracting 2～10 times of concentrated residuum dry weight behind the taxol; Described alkali lye comprises 5%～30%Na0H, 5%～30%KOH, 5%～30%Na
2S, soda-lime saturated solution or their mixture, its consumption is for extracting 2～10 times of concentrated residuum dry weight behind the taxol.
Described ethyl acetate is carried out the liquid-liquid extraction of negative pressure cavitation DL, it is characterized in that: except that ethyl acetate solvent, also comprise methyl acetate, sherwood oil, ether, trichloromethane, methylene dichloride, it is power that the liquid-liquid extraction of described negative pressure cavitation DL is meant with the negative pressure, utilizes the cavitation effect of bubble generation, a kind of reinforcement liquid-liquid extraction process of turbulence effect.Its condition is, negative pressure is-0.05～-0.09MPa, air flow is 0.3～2.7m
3/ h, the time is 10～120min.
Described supernatant liquor is through being washed to neutrality, and the dehydration back concentrates, and it is characterized in that: wash 1～5 time, use anhydrous Na
2SO
4Dehydration.
Described low temperature crystallization gets pure product through recrystallization repeatedly, and it is characterized in that: the low temperature recrystallization temperature is 0 ℃～25 ℃.The used solvent of recrystallization is methyl alcohol, ethanol, trichloromethane, normal hexane, n-propyl alcohol, propyl carbinol, Pentyl alcohol, acetone or pimelinketone.
Advantage of the present invention is:
1. the present invention is a raw material with the concentrated residuum that extracts behind the taxol, it is low to have production cost, output height, the β-sterol product of the high added value of getting back when having realized extracting taxol, reach and obtain two kinds of product purposes simultaneously, realized the comprehensive utilization of resource;
2. the saponification method of the present invention's employing is the cavitation saponification method, can improve the product yield greatly;
3. β-sterol product purity height, yield height.
Embodiment 1
Get the concentrated residuum 40g (dry weight) after taxus chinensis in northeast extracts taxol, place the 1000ml beaker, add 10% the NaOH of acetone, 100ml of 200ml and the 10%Na of 100ml
2Carry out ultrasonic saponification behind the S solution thermosol, ultrasonic power is 60～100%, and saponification time is 6h, and after the cooling, (negative pressure is-0.06MPa that air flow is 2m in the ethyl acetate negative pressure cavitation DL liquid-liquid extraction of usefulness 400ml under the room temperature
3/ h, the time is 20min) 3 times.Extraction liquid is washed 2 times through anhydrous Na with 100ml
2SO
4Be evaporated to dried after the dehydration, enriched material adds the petroleum ether dissolution of 500ml, remove by filter insolubles, add 100ml methyl alcohol 40 ℃ of fully dissolvings, place crystallization under 4 ℃ of conditions, get β-sterol crude product 4.6g, get β-sterol finished product 3.7g after using the pimelinketone recrystallization to separate for 4 times under 25 ℃, detecting its purity through high performance liquid phase is 90%.
Embodiment 2
Get the concentrated residuum 20g (dry weight) after southerm yew extracts taxol, add the acetone of 60ml and the 15%NaOH solution thermosol of 60ml, (negative pressure is-0.09MPa that air flow is 1.7m through the negative pressure cavitation saponification
3/ h) behind the 3h, (negative pressure is-0.06MPa, and air flow is 2m to add the liquid-liquid extraction of 200ml ethyl acetate negative pressure cavitation DL
3/ h, the time is 20min) 4 times, extraction liquid is used anhydrous Na through washing 4 times
2SO
4The dehydration back concentrates, add the 200ml petroleum ether dissolution, remove by filter concentrating under reduced pressure behind the insolubles, get enriched material and add 50ml acetone at 50 ℃ of following thermosols, filtrate places crystallization under the room temperature, get β-sterol crude product 2.2g, get β-sterol finished product 1.8g after using the toluene recrystallization to separate for 3 times under 25 ℃, detecting its purity through high performance liquid phase is 90%.
Claims (6)
1. extract the method for purifying β-sterol the concentrated residuum after extracting taxol, be primarily characterized in that: extract that concentrated residuum behind the taxol adds acetone and alkali lye thermosol after the cavitation saponification, cooling, static adds ethyl acetate and carries out the liquid-liquid extraction of negative pressure cavitation DL, static layering, supernatant liquor is through being washed to neutrality, and the dehydration back concentrates, and enriched material is dissolved in sherwood oil, filter, be dissolved in methyl alcohol again after filtrate concentrates, the low temperature crystallization gets finished product through recrystallization repeatedly.
2. according to the concentrated residuum behind the described extraction taxol of claim 1, it is characterized in that: the concentrated residuum main plant source behind the extraction taxol comprises taxus chinensis in northeast, southerm yew, Taxus x media peace fibert.
According to the described acetone of claim 1 and alkali lye thermosol after the cavitation saponification, it is characterized in that: described cavitation saponification is a kind of reinforcement saponification reaction of utilizing bubble to be carried out under the condition that saponification liquor exists at the cavitation effect that produces under negative pressure or the ultrasonic vibration condition, turbulence effect, comprise negative pressure cavitation saponification or ultrasonic saponification, negative pressure cavitation saponification condition is, negative pressure is-0.05～-0.09MPa, air flow is 0.3～2.7m
3/ h, the time is 2～5h; Ultrasonic saponification condition is, ultrasonic power is 60～100%, and the time is 2～10h.Described acetone consumption is for extracting 2～10 times of concentrated residuum dry weight behind the taxol; Described alkali lye comprises 5%～30%NaOH, 5%～30%KOH, 5%～30%Na
2S, soda-lime saturated solution or their mixture, its consumption is for extracting 2～10 times of concentrated residuum dry weight behind the taxol.
4. carry out the liquid-liquid extraction of negative pressure cavitation DL according to the described ethyl acetate of claim 1, it is characterized in that: except that ethyl acetate solvent, also comprise methyl acetate, sherwood oil, ether, trichloromethane, methylene dichloride, it is power that the liquid-liquid extraction of described negative pressure cavitation DL is meant with the negative pressure, utilizes the cavitation effect of bubble generation, a kind of reinforcement liquid-liquid extraction process of turbulence effect.Its condition is, negative pressure is-0.05～-0.09MPa, air flow is 0.3～2.7m
3/ h, the time is 10～120min.
5. concentrate after be washed to neutrality, dewatering according to the described supernatant liquor of claim 1, it is characterized in that: wash 1～5 time, use anhydrous Na
2SO
4Dehydration.
6. according to the described low temperature crystallization of claim 1, get finished product through recrystallization repeatedly, it is characterized in that: the low temperature recrystallization temperature is 0 ℃～25 ℃.The used solvent of recrystallization is methyl alcohol, ethanol, trichloromethane, normal hexane, n-propyl alcohol, propyl carbinol, Pentyl alcohol, acetone or pimelinketone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410043967 CN1634968A (en) | 2004-10-22 | 2004-10-22 | Process for extracting purified beta-sterol from concentrated residue of paclitaxel extraction |
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| Application Number | Priority Date | Filing Date | Title |
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| CN 200410043967 CN1634968A (en) | 2004-10-22 | 2004-10-22 | Process for extracting purified beta-sterol from concentrated residue of paclitaxel extraction |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103923147A (en) * | 2014-04-21 | 2014-07-16 | 白心亮 | Preparation method of sterol ester |
| CN111961104A (en) * | 2020-08-21 | 2020-11-20 | 宜春大海龟生命科学有限公司 | Method for extracting, purifying and refining pinosterol from tall oil pitch |
| KR20220014742A (en) * | 2020-07-29 | 2022-02-07 | 공주대학교 산학협력단 | Adsorption method of paclitaxel using ultrasonic cavitation bubbles or gas bubbles |
-
2004
- 2004-10-22 CN CN 200410043967 patent/CN1634968A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103923147A (en) * | 2014-04-21 | 2014-07-16 | 白心亮 | Preparation method of sterol ester |
| CN103923147B (en) * | 2014-04-21 | 2015-11-04 | 白心亮 | A kind of preparation method of sterol ester |
| KR20220014742A (en) * | 2020-07-29 | 2022-02-07 | 공주대학교 산학협력단 | Adsorption method of paclitaxel using ultrasonic cavitation bubbles or gas bubbles |
| CN111961104A (en) * | 2020-08-21 | 2020-11-20 | 宜春大海龟生命科学有限公司 | Method for extracting, purifying and refining pinosterol from tall oil pitch |
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