CN1285556C - Method for preparing active monomer peonol from paniculate swallowwort root - Google Patents
Method for preparing active monomer peonol from paniculate swallowwort root Download PDFInfo
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- CN1285556C CN1285556C CN 200410020402 CN200410020402A CN1285556C CN 1285556 C CN1285556 C CN 1285556C CN 200410020402 CN200410020402 CN 200410020402 CN 200410020402 A CN200410020402 A CN 200410020402A CN 1285556 C CN1285556 C CN 1285556C
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- paeonol
- peonol
- extraction
- paniculate swallowwort
- radix cynanchi
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Abstract
The present invention relates to a method for preparing peonol, specifically to a method for preparing high-purity activated monomer peonol from paniculate swallowwort root. The method of the present invention comprises: using the dried root powder of the paniculate swallowwort root which is a plant of Cynanchum as a raw material, and then extracting the raw material by petroleum ether as an extraction solvent through ultrasonic extraction on the ultrasonic frequency of 20 to 60KHz for 1 hour or more than 1 hour; crystallizing the extracting liquid through refrigeration to obtain the crude product of the peonol; crystallizing the crude product of the peonol again by ethanol as a solvent, and then drying the crystallized product of the peonol to obtain the high-purity monomer peonol. In the present invention, the root of the paniculate swallowwort root is used as the raw material to prepare the peonol, a state that the target component content of the extract thereof can reach as high as 88.3 % is discovered, and the high-purity monomer peonol can be obtained without column separation operation with the advantages of simplepreparation technology and easy purification. The ultrasonic extraction is used as an extraction mode with the advantages of high extraction speed, high extraction rate and low equipment requirement, and is suitable for industrial production.
Description
Technical field
The present invention relates to the preparation of Paeonol, specifically a kind of ultrasonic technique that adopts is extracted the method for preparing the high-purity activity monomer peonol from paniculate swallowwort root.
Background technology
Paeonol (paeonol) have tangible antisepsis and anti-inflammation, antalgic and sedative, hypotensive, suppress atherosclerosis, promote pharmacologically actives such as platelet aggregation and raise immunity.The root bark of tree peony, the Radix Cynanchi Paniculati Chinese medicines such as (former plant are Cynanchum plant Radix Cynanchi Paniculati Cynanchum paniculatum (Bge.) Kitag.) that are rich in Paeonol are widely used in diseases such as treatment thrombopenic purpura, bacillary dysentery and headache clinically.
From plant, extract Paeonol and adopt steam distillation usually: with high-temperature vapor Paeonol is taken out of to distillate earlier usually, use the Paeonol in the extracted with diethyl ether distillate then, drying and steaming remove ether again, with ethanol crude product is carried out recrystallization and obtains pure product at last, the yield of Paeonol is about 1%.This method has significant disadvantages: extraction rate is slow, and energy consumption is big, and preparation section is loaded down with trivial details, and yield is low, and owing to using big water gaging to bring sewage handling problem etc.Recently also have supercritical technology is applied to report in the extraction process of Paeonol, advantages such as the temperature of extraction is low though this method has, environmental friendliness because to the having relatively high expectations of equipment, increase preparation cost and are difficult to industrialization.
Ultrasound assisted extraction technique is a kind of emerging technology of natural product extraction.Ultrasonic wave has " cavitation phenomenon ", " mechanical vibration " and characteristics such as " heat effect ", " cavitation phenomenon " can produce moment several thousand pressure, make micro-bubble compression, the explosion of extracting in the medium, fragmentation is extracted the cell walls of raw material, quicken the stripping of natural medicinal component, " mechanical vibration " and " heat effect " have further strengthened the diffusion of stripping composition, make medicinal component in extracting medium, reach concentration balance fast, can shorten extraction time greatly, improving the quality of products, is a kind of up-and-coming technology of natural product extraction.Do not see the patent documentation report that adopts ultrasonic extraction to prepare Paeonol by retrieval as yet.
Summary of the invention
The object of the present invention is to provide a kind of preparation technology simple, be easy to purifying, extraction rate is fast, the extraction yield height, and equipment requirements is low, and the Paeonol that is fit to suitability for industrialized production extracts the preparation method.
To achieve these goals, the technical solution used in the present invention is: get Radix Cynanchi Paniculati dry root powder and add (with sherwood oil immersion Radix Cynanchi Paniculati dry root powder) in the sherwood oil, adopt supersound extraction, ultrasonic frequency is 2000,5000 or 6000Hz, extract more than 1 hour or 1 hour, can get paeonol content up to 88.3% extracting solution, need not post separates, extracting solution refrigeration crystallization gets the Paeonol crude product, make solvent recrystallization purifying Paeonol crude product with ethanol again, promptly get high purity Paeonol monomer after the drying.
The liquid-solid mass ratio of paniculate swallowwort root powder and sherwood oil is preferably 8～10 in the leaching process: 1, and the time of extraction is preferably 2～4 hours; The refrigerating temperature of extracting solution refrigeration crystallization (getting the Paeonol crude product) is generally 2～5 ℃; The paniculate swallowwort root powder can be crushed to 10～50 orders and acquire by paniculate swallowwort root was dried 4～6 hours at 40～60 ℃; Because the target monomer peonol has volatility, the temperature of oven dry is unsuitable too high, and the time is unsuitable long; Simultaneously, at preparation amount hour, the order number of pulverizing is bigger, can improve extraction efficiency; When preparation amount is big, adopt less order number for preventing the charing of raw material over-heat at the bottom; The recrystallization condition can be to be solvent with 60～80% (V/V, i.e. volumetric concentration) ethanol usually, and liquid-solid mass ratio is 2～4: 1, and 60～90 ℃ of temperature, leave standstill crystallization at 10～30 minutes heat-up times; For two above-mentioned step crystallisation processs, the complete required time of crystallization can be determined by the capillary gas chromatography to mother liquor, be generally 4～8 hours.Described drying conditions is that vacuum-drying got final product in 1～3 hour under the normal temperature.
The present invention has following advantage:
1. the yield height is easy to purifying.The present invention is the raw material Petroleum ether extraction with Radix Cynanchi Paniculati dry root powder, and extracting solution shows that through capillary gas chromatography, capillary gas chromatography/mass spectroscopy the content of Paeonol wherein is up to 88.3%; The petroleum ether extract foreign matter content that the Radix Cynanchi Paniculati dry root is described is low, very is easy to purifying.Because raw material of the present invention is selected the root of Radix Cynanchi Paniculati for use, the content of Paeonol very high (then content is low for the leaf of other plant or Radix Cynanchi Paniculati etc.) in the petroleum ether extract of paniculate swallowwort root, can not obtain high-purity monomer so that do not need to carry out the post separation, this is rare in monomer preparation of natural product.
2. preparation technology is simple.Produce Paeonol with the traditional method steam distillation and compare, using ultrasound extractive technique of the present invention is extracted the Paeonol in the Radix Cynanchi Paniculati dry root, and extraction rate is fast, and it is low to extract temperature, the extraction yield height, and energy consumption is low, does not make water can not bring sewage handling problem.
3. cost is low, is fit to suitability for industrialized production.The solvent of selecting opposed polarity for use the then content of Paeonol is low, need the post separating step, select then price height of the solvent of identical polar such as normal hexane for use, the present invention selects for use sherwood oil as extracting solvent, and solvent toxicity is little, and is recyclable, little to environmental influence, need not the column separation process direct crystallization and can obtain high purity Paeonol monomer, low for equipment requirements, application prospect is extensive.
Description of drawings
Fig. 1 is capillary gas chromatography (GC) figure of paniculate swallowwort root petroleum ether extract; Wherein X-coordinate be retention time (minute), ordinate zou is the electrical signal that detector responded, be generally the volt (V); Peak A is a Paeonol among the figure.
Embodiment
Embodiment of the invention PetroChina Company Limited. ether extracting solution has carried out capillary gas chromatography, gas chromatography/mass spectrometry analysis, and analysis condition is: chromatographic condition: Varian CP-3800; HP-5 quartz capillary column (30m * 0.25mm i.d.); Temperature programming: the speed with 8 ℃/min rises to 235 ℃ from 35 ℃; Vaporizer temperature: 200 ℃; FID temperature: 250 ℃; Air pressure: 200kpa; Hydrogen pressure: 150kpa; Carrier gas (N2) flow velocity: 1ml/min, splitting ratio: 30: 1; Sample size: 2 μ l.
GC-MS condition: U.S. Finigan Trace GC-MS instrument, HP-5 quartz capillary column (30m * 0.25mm i.d.); Carrier gas: He; Temperature programming is the same; Splitting ratio: 100: 1; Sample size: 0.6 μ l.Electron-bombardment (EI ion source, ion energy 70eV, 250 ℃ of ion source temperatures, mass scanning scope: 11amu～401amu.
The range of frequency of commercially available ultrasonic apparatus does not influence the associated viscera of having die to the stability of compound in the raw material substantially.
Embodiment 1
The root of 500g Radix Cynanchi Paniculati was dried by the fire 4 hours down at 60 ℃, be crushed to 10 orders, medicinal powder is put into the reaction vessel of ultrasonic extraction device, adds 30～60 ℃ of sherwood oils of 8 times of amount boiling ranges, supersound extraction 2 hours (ultrasonic frequency 5000Hz).Extracting solution after filtering refrigerates 4 hours down at 2 ℃, gets light yellow crystal, is the Paeonol crude product.Add 80% ethanol of 2 times of amounts, 80 ℃ of controlled temperature heated 10 minutes, filtered, and left standstill crystallization 5 hours, got nearly clear crystal.Crystal vacuum-drying at normal temperatures got Paeonol elaboration, Paeonol yield 1.24% in 2 hours.
Embodiment 2
The root of 500g Radix Cynanchi Paniculati was dried by the fire 4 hours down at 50 ℃, be crushed to 30 orders, medicinal powder is put into the reaction vessel of ultrasonic extraction device, adds 30～60 ℃ of sherwood oils of 9 times of amount boiling ranges, supersound extraction 3 hours (ultrasonic frequency 5000Hz).Extracting solution after filtering refrigerates 6 hours down at 3 ℃, gets light yellow crystal, is the Paeonol crude product.Add 80% ethanol of 3 times of amounts, 80 ℃ of controlled temperature heated 10 minutes, filtered, and left standstill crystallization 4 hours, got nearly clear crystal.Crystal vacuum-drying at normal temperatures got Paeonol elaboration, Paeonol yield 1.31% in 2 hours.
Embodiment 3
The root of 500g Radix Cynanchi Paniculati was dried by the fire 4 hours down at 40 ℃, be crushed to 50 orders, medicinal powder is put into the reaction vessel of ultrasonic extraction device, adds 30～60 ℃ of sherwood oils of 10 times of amount boiling ranges, supersound extraction 4 hours (ultrasonic frequency 5000Hz).Extracting solution after filtering refrigerates 5 hours down at 2 ℃, gets light yellow crystal, is the Paeonol crude product.Add 80% ethanol of 4 times of amounts, 80 ℃ of controlled temperature heated 10 minutes, filtered, and left standstill crystallization 5 hours, got nearly clear crystal.Crystal vacuum-drying at normal temperatures got Paeonol elaboration, Paeonol yield 1.35% in 2 hours.
Embodiment 4
The root of 500g Radix Cynanchi Paniculati was dried by the fire 6 hours down at 40 ℃, be crushed to 20 orders, medicinal powder is put into the reaction vessel of ultrasonic extraction device, adds 60～90 ℃ of sherwood oils of 15 times of amount boiling ranges, supersound extraction 8 hours (ultrasonic frequency 2000Hz).Extracting solution after filtering refrigerates 8 hours down at 4 ℃, gets light yellow crystal, is the Paeonol crude product.Add 60% ethanol of 4 times of amounts, 60 ℃ of controlled temperature heated 30 minutes, filtered, and left standstill crystallization 7 hours, got nearly clear crystal.Crystal vacuum-drying at normal temperatures got Paeonol elaboration, Paeonol yield 1.41% in 1 hour.
Embodiment 5
The root of 500g Radix Cynanchi Paniculati was dried by the fire 8 hours down at 40 ℃, be crushed to 40 orders, medicinal powder is put into the reaction vessel of ultrasonic extraction device, adds 60～90 ℃ of sherwood oils of 6 times of amount boiling ranges, supersound extraction 1 hour (ultrasonic frequency 6000Hz).Extracting solution after filtering refrigerates 4 hours down at 5 ℃, gets light yellow crystal, is the Paeonol crude product.Add 70% ethanol of 4 times of amounts, 90 ℃ of controlled temperature heated 10 minutes, filtered, and left standstill crystallization 8 hours, got nearly clear crystal.Crystal vacuum-drying at normal temperatures got Paeonol elaboration, Paeonol yield 1.22% in 3 hours.
Claims (5)
1. method that from Radix Cynanchi Paniculati, prepares the reactive monomer Paeonol, it is characterized in that: get Radix Cynanchi Paniculati dry root powder and add in the sherwood oil, adopt supersound extraction, ultrasonic frequency is 2000Hz, 5000Hz or 6000Hz, extract more than 1 hour or 1 hour, extracting solution refrigeration crystallization gets the Paeonol crude product, makes solvent recrystallization with ethanol again, promptly gets high purity Paeonol monomer after the drying.
2. according to the described method for preparing the reactive monomer Paeonol from Radix Cynanchi Paniculati of claim 1, it is characterized in that: described paniculate swallowwort root powder and the liquid-solid mass ratio of sherwood oil are 8-10: 1.
3. according to the described method for preparing the reactive monomer Paeonol from Radix Cynanchi Paniculati of claim 1, it is characterized in that: described paniculate swallowwort root powder is that paniculate swallowwort root is crushed to the 10-50 order after 4-6 hour and obtains 40-60 ℃ of oven dry.
4. according to the described method that from Radix Cynanchi Paniculati, prepares the reactive monomer Paeonol of claim 1, it is characterized in that: described recrystallization condition is to be solvent with 60-80%V/V ethanol, and liquid-solid mass ratio is 2-4: 1, and temperature 60-90 ℃, 10-30 minute heat-up time, leave standstill crystallization.
5. according to the described method for preparing the reactive monomer Paeonol from Radix Cynanchi Paniculati of claim 1, it is characterized in that: described refrigerating temperature is 2-5 ℃.
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| Application Number | Priority Date | Filing Date | Title |
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| CN 200410020402 CN1285556C (en) | 2004-04-14 | 2004-04-14 | Method for preparing active monomer peonol from paniculate swallowwort root |
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| CN 200410020402 CN1285556C (en) | 2004-04-14 | 2004-04-14 | Method for preparing active monomer peonol from paniculate swallowwort root |
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| CN1683300A CN1683300A (en) | 2005-10-19 |
| CN1285556C true CN1285556C (en) | 2006-11-22 |
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