CN102816155A - Preparation method of silymarin - Google Patents
Preparation method of silymarin Download PDFInfo
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Abstract
The invention relates to a preparation method of silymarin, in particular to a preparation method of high-purity silymarin. The preparation method comprises the steps of deoiling raw material; extracting with ethyl acetate by micro-boiling reflux extraction or static soaking extraction to obtain silymarin extractive solution; concentrating; preparing silymarin crude product precipitate; re-dissolving the crude product precipitate with ethanol solution, centrifuging to collect supernatant, and passing the supernatant through neutral alumina column for adsorption; eluting adsorbed silymarin with ethanol solution to obtain eluate; vacuum-concentrating the eluate to recover ethanol, and vacuum-drying to obtain silymarin finished product. The method has the advantages of simple operation, low preparation cost, easy industrialized production, and high product purity.
Description
Technical field
The present invention relates to a kind of preparation method of SLB, especially relate to a kind of preparation method of high purity SLB.
Background technology
SLB is the mixture of flavanolignanes compound; Comprise silibinin (silybin), dehydro-silibinin (dehydrosi-silybin), silybinomer (silybinomer), Isosilybin (isosilybin), Silychristin (silychristin), Silydianin compounds such as (silydianin), wherein silibinin is its main active ingredient.SLB is to be soluble in acetone, methyl alcohol, ethanol, is insoluble in chloroform, and water-fast medicine, SLB are widely used in the liver disease field, also has effects such as antitumor, treatment mellitus in addition.Along with the development of preparation technique, SLB will have more wide application prospect at field of medicaments.SLB still is the important source material of healthcare products and makeup.
Chinese patent publication number CN1463970A discloses day on December 31st, 2003, discloses a kind of preparation method of SLB; Silybum marianum seed to pulverize is a raw material, adopts supercritical carbon dioxide extraction method to extract silybum marianum seed oil, with the organic solvent extraction SLB; Extracting solution separates obtaining the high purity SLB under the supercritical co environment, this method has been simplified sepn process; Shortened extraction time, weak point is: this method adopts supercritical carbon dioxide extraction method, complicated operation; Preparation cost is high, is difficult to form commercial scale prodn.
Summary of the invention
The objective of the invention is to solve the deficiency that existing SLB preparation method complicated operation, preparation cost are high, be difficult to form commercial scale prodn, provide a kind of simple to operate, preparation cost is low, be prone to commercial scale prodn, the preparation method of SLB that product purity is high.
The technical solution adopted for the present invention to solve the technical problems is:
A kind of preparation method of SLB, described preparation method comprises the following steps:
1) raw material oil removing: Silymarin medicinal material squeezing oil removing, oil pump capacity is controlled at 28 ~ 33%, gets a Silymarin medicinal material blob of slag after squeezing finishes;
2) extract: a Silymarin medicinal material blob of slag place ethyl acetate solvent extract the SLB extracting solution, the volume of ETHYLE ACETATE is 4 ~ 6 times of Silymarin medicinal material blob of slag quality, extracts 65 ~ 75 ℃ of temperature, extraction time 1 ~ 2h, extraction time 2 times or 3 times;
3) concentrate: SLB extracting solution vacuum concentration is got liquid concentrator to proportion 0.94 ~ 0.96g/ml, the vacuum tightness of vacuum concentration is-0.08 ~-0.09Mpa, temperature is 50 ~ 80 ℃;
4) rough: the purified water that adds 18 ~ 22 times of liquid concentrator volumes in the liquid concentrator is disperseed; Jitter time 1 ~ 1.5h, 50 ~ 85 ℃ of temperature are disperseed to finish the back spinning and are got SLB bullion deposition; Centrifugal rotational speed is 4000 ~ 6000rpm, centrifugation time 20 ~ 30min;
5) absorption: the SLB bullion is precipitated with 94 ~ 96% dissolve with ethanol solution; The ethanolic soln consumption is 2 ~ 4 times of SLB bullion deposition quality; 45 ~ 55 ℃ of solvent temperatures, centrifugal impurity elimination got supernatant after dissolving finished, and centrifugal rotational speed is 4000 ~ 6000rpm; Centrifugation time 20 ~ 30min, supernatant cross the absorption of neutral alumina post;
6) wash-out: the SLB that the ethanolic soln wash-out of employing 94 ~ 96% is adsorbed on the neutral alumina post gets the SLB elutriant, and the ethanolic soln consumption is 4 ~ 6 times of RVs, and the ethanolic soln flow velocity is 0.8 ~ 4.5ml/min, and the ethanolic soln temperature is 25 ~ 50 ℃;
7) concentrate drying: SLB elutriant vacuum concentration to alcoholic strength≤5 ° liquid concentrator; Liquid concentrator vacuum-drying gets the SLB finished product then; The vacuum tightness of said vacuum concentration is-0.08 ~ 0.-09Mpa, and temperature is 50 ~ 80 ℃, said vacuum drying vacuum tightness is-0.08 ~-0.09Mpa; Temperature is 50 ~ 80 ℃, and be 1 ~ 3h time of drying.
The present invention is with Silymarin medicinal material squeezing oil removing, and oil yield is controlled at 28-33%, prevents that oil yield is too high to cause in the Silymarin medicinal material SLB to follow oil running off together, and the medicinal raw material SLB content that is used for extracting SLB is low, is unfavorable for subsequent extracted; Adopt ethyl acetate extraction, extraction efficiency is high, and cost is low; With the concentrated earlier ETHYLE ACETATE that reclaims of SLB extracting solution, reduced preparation cost, add purified water then in the liquid concentrator SLB is uniformly dispersed, a large amount of water-soluble impurities fully are dissolved in the purified water, and are centrifugal then that the SLB bullion precipitates; SLB bullion deposition is dissolved with dissolve with ethanol; The centrifugal then supernatant that gets, supernatant is used the ethanolic soln wash-out then through the neutral alumina column chromatography; Collect the SLB elutriant, the SLB elutriant gets high purity SLB finished product through vacuum concentration and vacuum-drying then.
As preferably, step 2) extract and adopt little refluxing extraction of boiling, extract 70 ~ 75 ℃ of temperature, extraction time 1 ~ 1.5h, extraction time are 2 times.Adopt the little refluxing extraction of boiling of comparatively high temps, extraction time is short, and extraction time can reduce, and extraction efficiency is high.
As preferably, step 2) extract and adopt static dipping to extract, extract 65 ℃ ~ 70 ℃ of temperature, extraction time 1.5 ~ 2h, extraction time are 3 times.Adopt the static dipping of lower temperature to extract, energy consumption reduces in the leaching process, can save preparation cost.
As preferably, dispersion process adopts mechanical stirring auxiliary in the step 4), mixing speed 40 ~ 100rpm, churning time 8 ~ 15min.The employing mechanical stirring is auxiliary, and SLB is fully disperseed, and prevents the polymerization of uniting, and removal of impurity is high, and the product gas purity of subsequent preparation is high.
As preferably, the particle diameter of neutral alumina is 20 ~ 200 orders in the step 5), and applied sample amount and neutral alumina mass ratio are 1:2 ~ 8, and the aspect ratio of post is 3 ~ 8:1, and the temperature control of chromatography process center pillar is at 20 ~ 40 ℃.The neutral alumina particle diameter is controlled at 20 ~ 200 orders, and specific surface area is big, high adsorption capacity, and the amount of applied sample amount and neutral alumina is controlled at 1:2 ~ 8, and the pillar aspect ratio is controlled at 3 ~ 8:1, advantages of good adsorption effect, the SLB adsorption rate is high, and product yield is high.
The invention has the beneficial effects as follows: 1) operational condition is gentle, and is simple to operate, is easy to commercial scale prodn; 2) extract the solvent recovery cycle utilization, utilization ratio is high, and preparation cost is low; 3) preparing method's good reliability, constant product quality, foreign matter content is low, and SLB purity is high.
Embodiment
Through specific embodiment, technical scheme of the present invention is further specified below.
Embodiment 1:
A kind of preparation method of SLB, described preparation method comprises the following steps:
1) raw material oil removing: the Silymarin medicinal material adopts oil press zhai squeezing oil removing to get a Silymarin medicinal material blob of slag, and oil pump capacity is controlled at the 28% (manufacturer of oil press zhai: Zhejiang Pan Feng machinofacture ltd; Model: 6YL-78; Rotating speed: 69-208rpm; Power: 5.5 kilowatts);
2) extract: a Silymarin medicinal material blob of slag place the static dipping of ethyl acetate solvent extract the SLB extracting solution, the volume of ETHYLE ACETATE is 6 times of Silymarin medicinal material blob of slag quality, extracts 65 ℃ of temperature, extraction time 1.5h, extraction time are 3 times;
3) concentrate: be-0.09Mpa that temperature is to be concentrated into proportion 0.94g/ml under 50 ℃ the condition to get liquid concentrator with the SLB extracting solution in vacuum tightness;
4) rough: as to add the purified water of 18 times of liquid concentrator volumes in the liquid concentrator, make SLB homodisperse in the liquid concentrator, jitter time 1.5h; Temperature is 50 ℃, adopts mechanical stirring auxiliary in the dispersion process, and mixing speed is 100rpm; Churning time 8min; Disperse to finish the back spinning and get SLB bullion deposition, centrifugal rotational speed is 6000rpm, centrifugation time 20min;
5) absorption: SLB bullion deposition is used 96% dissolve with ethanol solution, and the ethanolic soln consumption is 2 times of SLB bullion deposition quality, 45 ℃ of solvent temperatures; Centrifugal impurity elimination got supernatant after dissolving finished, and centrifugal rotational speed is 6000rpm, centrifugation time 20min; Supernatant is crossed the absorption of neutral alumina post, and the particle diameter of neutral alumina is 20 orders, and applied sample amount and neutral alumina mass ratio are 1:2; The aspect ratio of post is 3:1, and the temperature control of adsorption process center pillar is at 20 ℃;
6) wash-out: the SLB that the ethanolic soln wash-out of employing 94% is adsorbed on the neutral alumina post gets the SLB elutriant, and the ethanolic soln consumption is 4 times of RVs, and the ethanolic soln flow velocity is 0.8ml/min, and the ethanolic soln temperature is 20 ℃;
7) concentrate drying: the SLB elutriant in vacuum tightness is-0.09Mpa; Temperature is to be concentrated into 5 ° of alcoholic strengths (alcoholic strength adopts Ebullioscope in 20 ℃ of measurements) under 50 ℃ of conditions; In vacuum tightness be-0.09Mpa then; Temperature is that dry 3h gets the SLB finished product under 50 ℃ the condition, detects SLB finished product content according to the HPLC measuring method of the SLB content of 7.0 editions regulations of European Pharmacopoeia, and mobile phase A is a phosphoric acid: methyl alcohol: water=0.5:35:65 (v/v/v); Mobile phase B is a phosphoric acid: methyl alcohol: water=0.5:50:50 (v/v/v), and the detection wavelength is 288nm, 20 ~ 30 ℃ of column temperatures; Chromatographic column is 125mm * 4mm; (5 μ m) is weighting agent with octadecyl silane, and flow velocity is 0.8ml/min, and the yield and the purity of SLB finished product are seen table 1.
Embodiment 2:
A kind of preparation method of SLB, described preparation method comprises the following steps:
1) the Silymarin medicinal material adopts oil press zhai squeezing oil removing to get a Silymarin medicinal material blob of slag, and oil pump capacity is controlled at the 33% (manufacturer of oil press zhai: Zhejiang Pan Feng machinofacture ltd; Model: 6YL-78, rotating speed: 69-208rpm; Power: 5.5 kilowatts);
2) extract: a Silymarin medicinal material blob of slag places the little refluxing extraction of boiling of ethyl acetate solvent to get the SLB extracting solution, and the volume of ETHYLE ACETATE is 4 times of Silymarin medicinal material blob of slag quality, extracts 75 ℃ of temperature, and extraction time 1h, extraction time are 2 times;
3) concentrate: be-0.08Mpa that temperature is to be concentrated into proportion 0.96g/ml under 80 ℃ of conditions to get liquid concentrator with the SLB extracting solution in vacuum tightness;
4) rough: as to add the purified water of 22 times of liquid concentrator volumes in the liquid concentrator, make SLB homodisperse in the liquid concentrator, jitter time 1h; Temperature is 85 ℃, and dispersion process mid-early stage employing mechanical stirring is auxiliary, and mixing speed is 40rpm; Churning time 15min; Disperse to finish the back spinning and get SLB bullion deposition, centrifugal rotational speed is 4000rpm, centrifugation time 30min;
5) absorption: SLB bullion deposition is used 94% dissolve with ethanol solution, and the ethanolic soln consumption is 4 times of SLB bullion deposition quality, 55 ℃ of solvent temperatures; Centrifugal impurity elimination got supernatant after dissolving finished, and centrifugal rotational speed is 4000rpm, centrifugation time 30min; Supernatant is crossed the absorption of neutral alumina post, and the particle diameter of neutral alumina is 200 orders, and applied sample amount and neutral alumina mass ratio are 1:8; The aspect ratio of post is 8:1, and the temperature control of chromatography process center pillar is at 30 ℃;
6) wash-out: the SLB that the ethanolic soln wash-out of employing 96% is adsorbed on the neutral alumina post gets the SLB elutriant, and the ethanolic soln consumption is 6 times of RVs, and the ethanolic soln flow velocity is 4.5ml/min, and the ethanolic soln temperature is 40 ℃;
7) concentrate drying: the SLB elutriant in vacuum tightness is-0.08Mpa; Temperature is to be concentrated into 4 ° of alcoholic strengths (alcoholic strength adopts Ebullioscope in 20 ℃ of measurements) under 80 ℃ of conditions; Then at vacuum tightness-0.08Mpa; Temperature is that dry 1h gets the SLB finished product under 80 ℃ of conditions, detects SLB finished product content according to the HPLC measuring method of the SLB content of 7.0 editions regulations of European Pharmacopoeia, and mobile phase A is a phosphoric acid: methyl alcohol: water=0.5:35:65 (v/v/v); Mobile phase B is a phosphoric acid: methyl alcohol: water=0.5:50:50 (v/v/v), and the detection wavelength is 288nm, 20 ~ 30 ℃ of column temperatures; Chromatographic column is 125mm * 4mm; (5 μ m) is weighting agent with octadecyl silane, and flow velocity is 0.8ml/min, and the yield and the purity of SLB finished product are seen table 1.
Embodiment 3:
A kind of preparation method of SLB, described preparation method comprises the following steps:
1) the Silymarin medicinal material adopts oil press zhai squeezing oil removing to get a Silymarin medicinal material blob of slag, and oil pump capacity is controlled at the 30% (manufacturer of oil press zhai: Zhejiang Pan Feng machinofacture ltd, model: 6YL-78, rotating speed: 69-208rpm.Power: 5.5 kilowatts);
2) extract: a Silymarin medicinal material blob of slag place ethyl acetate solvent adopt static dipping extract the SLB extracting solution, the volume of ETHYLE ACETATE is 5 times of Silymarin medicinal material blob of slag quality, extracts 70 ℃ of temperature, extraction time 2h, extraction time are 3 times;
3) concentrate: be-0.085Mpa that temperature is to be concentrated into proportion 0.95g/ml under 65 ℃ of conditions to get liquid concentrator with the SLB extracting solution in vacuum tightness;
4) rough: as to add the purified water of 20 times of liquid concentrator volumes in the liquid concentrator, make SLB homodisperse in the liquid concentrator, jitter time 1.25h; Temperature is 65 ℃, and the employing mechanical stirring of dispersion process mid-early stage is auxiliary, and mixing speed is 70rpm; Churning time 10min; Disperse to finish the back spinning and get SLB bullion deposition, centrifugal rotational speed is 5000rpm, centrifugation time 25min;
5) absorption: SLB bullion deposition is used 95% dissolve with ethanol solution, and the ethanolic soln consumption is 3 times of SLB bullion deposition quality, 50 ℃ of solvent temperatures; Centrifugal impurity elimination got supernatant after dissolving finished, and centrifugal rotational speed is 5000rpm, centrifugation time 25min; Supernatant is crossed the absorption of neutral alumina post, and the particle diameter of neutral alumina is 100 orders, and applied sample amount and neutral alumina mass ratio are 1:5; The aspect ratio of post is 5:1, and the temperature control of chromatography process center pillar is at 30 ℃;
6) wash-out: the SLB that the ethanolic soln wash-out of employing 95% is adsorbed on the neutral alumina post gets the SLB elutriant, and the ethanolic soln consumption is 5 times of RVs, and the ethanolic soln flow velocity is 3ml/min, and the ethanolic soln temperature is 25 ℃;
7) concentrate drying: the SLB elutriant in vacuum tightness is-0.085Mpa; Temperature is to be concentrated into 3 ° of alcoholic strengths (alcoholic strength adopts Ebullioscope in 20 ℃ of measurements) under 65 ℃ of conditions; In vacuum tightness be-0.085Mpa then; Temperature is that dry 2h gets the SLB finished product under 65 ℃ of conditions, detects SLB finished product content according to the HPLC measuring method of the SLB content of 7.0 editions regulations of European Pharmacopoeia, and mobile phase A is a phosphoric acid: methyl alcohol: water=0.5:35:65 (v/v/v); Mobile phase B is a phosphoric acid: methyl alcohol: water=0.5:50:50 (v/v/v), and the detection wavelength is 288nm, 20 ~ 30 ℃ of column temperatures; Chromatographic column is 125mm * 4mm; (5 μ m) is weighting agent with octadecyl silane, and flow velocity is 0.8ml/min, and the yield and the purity of SLB finished product are seen table 1.
Embodiment 4:
A kind of preparation method of SLB, described preparation method comprises the following steps:
1) the Silymarin medicinal material adopts oil press zhai squeezing oil removing to get a Silymarin medicinal material blob of slag, and oil pump capacity is controlled at the 30% (manufacturer of oil press zhai: Zhejiang Pan Feng machinofacture ltd, model: 6YL-78, rotating speed: 69-208rpm.Power: 5.5 kilowatts);
2) extract: a Silymarin medicinal material blob of slag places the little refluxing extraction of boiling of ethyl acetate solvent to get the SLB extracting solution, and the volume of ETHYLE ACETATE is 5 times of Silymarin medicinal material blob of slag quality, extracts 70 ℃ of temperature, and extraction time 1.5h, extraction time are 2 times;
3) concentrate: be-0.085Mpa that temperature is to be concentrated into proportion 0.95g/ml under 65 ℃ of conditions to get liquid concentrator with the SLB extracting solution in vacuum tightness;
4) rough: as to add the purified water of 20 times of liquid concentrator volumes in the liquid concentrator, make SLB homodisperse in the liquid concentrator, jitter time 1.25h; Temperature is 65 ℃, and the employing mechanical stirring of dispersion process mid-early stage is auxiliary, and mixing speed is 70rpm; Churning time 10min; Disperse to finish the back spinning and get SLB bullion deposition, centrifugal rotational speed is 5000rpm, centrifugation time 25min;
5) absorption: SLB bullion deposition is used 95% dissolve with ethanol solution, and the ethanolic soln consumption is 3 times of SLB bullion deposition quality, 50 ℃ of solvent temperatures; Centrifugal impurity elimination got supernatant after dissolving finished, and centrifugal rotational speed is 5000rpm, centrifugation time 25min; Supernatant is crossed the absorption of neutral alumina post, and the particle diameter of neutral alumina is 100 orders, and applied sample amount and neutral alumina mass ratio are 1:5; The aspect ratio of post is 5:1, and the temperature control of chromatography process center pillar is at 25 ℃;
6) wash-out: the SLB that the ethanolic soln wash-out of employing 95% is adsorbed on the neutral alumina post gets the SLB elutriant, and the ethanolic soln consumption is 5 times of RVs, and the ethanolic soln flow velocity is 3ml/min, and the ethanolic soln temperature is 30 ℃;
7) concentrate drying: the SLB elutriant in vacuum tightness is-0.085Mpa; Temperature is to be concentrated into 3 ° of alcoholic strengths (alcoholic strength adopts Ebullioscope in 20 ℃ of measurements) under 65 ℃ of conditions; In vacuum tightness be-0.085Mpa then; Temperature is that dry 2h gets the SLB finished product under 65 ℃ of conditions, detects SLB finished product content according to the HPLC measuring method of the SLB content of 7.0 editions regulations of European Pharmacopoeia, and mobile phase A is a phosphoric acid: methyl alcohol: water=0.5:35:65 (v/v/v); Mobile phase B is a phosphoric acid: methyl alcohol: water=0.5:50:50 (v/v/v), and the detection wavelength is 288nm, 20 ~ 30 ℃ of column temperatures; Chromatographic column is 125mm * 4mm; (5 μ m) is weighting agent with octadecyl silane, and flow velocity is 0.8ml/min, and the yield and the purity of SLB finished product are seen table 1.
Claims (5)
1. the preparation method of a SLB is characterized in that, described preparation method comprises the following steps:
The raw material oil removing: Silymarin medicinal material squeezing oil removing gets a Silymarin medicinal material blob of slag, and oil pump capacity is controlled at 28 ~ 33%;
Extract: a Silymarin medicinal material blob of slag place ethyl acetate solvent extract the SLB extracting solution, the volume of ETHYLE ACETATE is 4 ~ 6 times of Silymarin medicinal material blob of slag quality, extracts 65 ~ 75 ℃ of temperature, extraction time 1 ~ 2h, extraction time 2 times or 3 times;
Concentrate: SLB extracting solution vacuum concentration is got liquid concentrator to proportion 0.94 ~ 0.96g/ml, the vacuum tightness of vacuum concentration is-0.08 ~-0.09Mpa, temperature is 50 ~ 80 ℃;
Rough: the purified water that adds 18 ~ 22 times of liquid concentrator volumes in the liquid concentrator is disperseed, jitter time 1 ~ 1.5h, and 50 ~ 85 ℃ of temperature are disperseed to finish the back spinning and are got SLB bullion deposition, and centrifugal rotational speed is 4000 ~ 6000rpm, centrifugation time 20 ~ 30min;
Absorption: the SLB bullion is precipitated with 94 ~ 96% dissolve with ethanol solution; The ethanolic soln consumption is 2 ~ 4 times of SLB bullion deposition quality; 45 ~ 55 ℃ of solvent temperatures, centrifugal impurity elimination got supernatant after dissolving finished, and centrifugal rotational speed is 4000 ~ 6000rpm; Centrifugation time 20 ~ 30min, supernatant cross the absorption of neutral alumina post;
Wash-out: the SLB that the ethanolic soln wash-out of employing 94 ~ 96% is adsorbed on the neutral alumina post gets the SLB elutriant, and the ethanolic soln consumption is 4 ~ 6 times of RVs, and the ethanolic soln flow velocity is 0.8 ~ 4.5ml/min, and the ethanolic soln temperature is 25 ~ 50 ℃;
Concentrate drying: SLB elutriant vacuum concentration to alcoholic strength≤5 ° liquid concentrator; Liquid concentrator vacuum-drying gets the SLB finished product then; The vacuum tightness of said vacuum concentration is-0.08 ~-0.09Mpa, temperature is 50 ~ 80 ℃, said vacuum drying vacuum tightness is-0.08 ~-0.09Mpa; Temperature is 50 ~ 80 ℃, and be 1 ~ 3h time of drying.
2. the preparation method of a kind of SLB according to claim 1 is characterized in that step 2) extract and adopt little refluxing extraction of boiling, extract 70 ~ 75 ℃ of temperature, extraction time 1 ~ 1.5h, extraction time are 2 times.
3. the preparation method of a kind of SLB according to claim 1 is characterized in that step 2) extract and adopt static dipping to extract, extract 65 ℃ ~ 70 ℃ of temperature, extraction time 1.5 ~ 2h, extraction time are 3 times.
4. according to the preparation method of claim 1 or 2 or 3 described a kind of SLBs, it is characterized in that dispersion process adopts mechanical stirring auxiliary in the step 4), mixing speed is 40 ~ 100rpm, and churning time is 8 ~ 15min.
5. according to the preparation method of claim 1 or 2 or 3 described a kind of SLBs; It is characterized in that the particle diameter of neutral alumina is 20 ~ 200 orders in the step 5), applied sample amount and neutral alumina mass ratio are 1:2 ~ 8; The aspect ratio of post is 3 ~ 8:1, and the temperature control of chromatography process center pillar is at 20 ~ 40 ℃.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103012384A (en) * | 2012-12-13 | 2013-04-03 | 三原润禾植化有限公司 | Method for extracting silymarin from silybum marianum |
| CN106474194A (en) * | 2016-12-16 | 2017-03-08 | 宁波沪信药物技术有限公司 | Combination of two kinds of plant amedica and application thereof |
| CN106589052A (en) * | 2017-01-16 | 2017-04-26 | 江苏中兴药业有限公司 | Method for degreasing and dewatering silybum marianum seed kernel protein coarse powder |
| CN107087480A (en) * | 2016-02-18 | 2017-08-25 | 四川利君精华制药股份有限公司 | A kind of medicinal milk thistle cultivation technique and silymarin extracting method |
| CN107663200A (en) * | 2016-07-29 | 2018-02-06 | 内蒙古昶辉生物科技股份有限公司 | A kind of silymarin gradient extracting method using ethyl acetate |
| CN108578263A (en) * | 2018-06-20 | 2018-09-28 | 吉林农业科技学院 | Silymarin Skin whitening care cosmetics |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101381363A (en) * | 2007-09-06 | 2009-03-11 | 天津大学 | Method for extracting macroporous adsorption resin and separating hepadestal from alkaline water |
-
2012
- 2012-07-27 CN CN201210261514.3A patent/CN102816155B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101381363A (en) * | 2007-09-06 | 2009-03-11 | 天津大学 | Method for extracting macroporous adsorption resin and separating hepadestal from alkaline water |
Non-Patent Citations (1)
| Title |
|---|
| 任冰如等: "水飞蓟素提取和水飞蓟宾纯化的研究", 《时珍国医国药》, vol. 23, no. 3, 31 March 2012 (2012-03-31), pages 655 - 656 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103012384A (en) * | 2012-12-13 | 2013-04-03 | 三原润禾植化有限公司 | Method for extracting silymarin from silybum marianum |
| CN103012384B (en) * | 2012-12-13 | 2015-06-17 | 三原润禾植化有限公司 | Method for extracting silymarin from silybum marianum |
| CN107087480A (en) * | 2016-02-18 | 2017-08-25 | 四川利君精华制药股份有限公司 | A kind of medicinal milk thistle cultivation technique and silymarin extracting method |
| CN107663200A (en) * | 2016-07-29 | 2018-02-06 | 内蒙古昶辉生物科技股份有限公司 | A kind of silymarin gradient extracting method using ethyl acetate |
| CN106474194A (en) * | 2016-12-16 | 2017-03-08 | 宁波沪信药物技术有限公司 | Combination of two kinds of plant amedica and application thereof |
| CN106589052A (en) * | 2017-01-16 | 2017-04-26 | 江苏中兴药业有限公司 | Method for degreasing and dewatering silybum marianum seed kernel protein coarse powder |
| CN108578263A (en) * | 2018-06-20 | 2018-09-28 | 吉林农业科技学院 | Silymarin Skin whitening care cosmetics |
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| CN102816155B (en) | 2014-12-03 |
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