CN107698572A - A kind of extracting method of silymarin - Google Patents

A kind of extracting method of silymarin Download PDF

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Publication number
CN107698572A
CN107698572A CN201610609504.2A CN201610609504A CN107698572A CN 107698572 A CN107698572 A CN 107698572A CN 201610609504 A CN201610609504 A CN 201610609504A CN 107698572 A CN107698572 A CN 107698572A
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extractor
extraction
ethyl acetate
extract solution
silybum marianum
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CN201610609504.2A
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Chinese (zh)
Inventor
张成亮
马亚琼
赵永强
徐旭
贾洪涛
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Inner Mongolia Changhui Biotechnology Co Ltd
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Inner Mongolia Changhui Biotechnology Co Ltd
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Priority to CN201610609504.2A priority Critical patent/CN107698572A/en
Publication of CN107698572A publication Critical patent/CN107698572A/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)

Abstract

The application is related to a kind of extracting method of silymarin, it is characterised in that including：Silybum marianum seed is immersed in the scheduled time in ethyl acetate；Silybum marianum seed is taken out from ethyl acetate, hulling machine is added, silybum marianum seed is shelled；Milk thistle shell is fitted into the extractor of pot group type gradient extraction equipment, ethyl acetate and diluent are added in the extractor；Gradient extraction is carried out to milk thistle shell, obtains the first extract solution of silymarin；First extract solution is carried out to be concentrated to give milk thistle concentrate；Aqueous alkali is added into the concentrate to be stirred, and is then staticly settled and be dry, pulverize sieving, and then obtains silymarin.The mode of gradient extraction has been used using application scheme, the recovery rate of extraction silymarin has been improved, reduces energy consumption and production cost.

Description

A kind of extracting method of silymarin
Technical field
The present embodiments relate to a kind of production method, more particularly to a kind of production method of silymarin.
Background technology
Silymarin is the mixture of flavanolignan's class compound, and source is composite family Silybum plant milk thistle The seed of (Silybum marianum).Its main component includes legalon, Isosilybin, dehydro-silibinin, fine grinding The Flavonoid substances such as Ji booth and silydianin.Silymarin has hepatic cholagogic effect, is mainly used in the treatment of hepatopathy.Secondly, It also has obvious anti peroxidation of lipid, radioresistance, removes the effect such as free radical, anti-gastric-ulcer.In reducing blood lipid, preventing and treating artery congee Sample hardening, prevention cerebral ischemia, anti-platelet aggregation etc. have good effect.It is nontoxic, without teratogenesis and mutagenesis.
The extracting method of silymarin mainly has two kinds at present, and one kind is organic solvent extraction, and one kind is that alkali carries acid is heavy Method.Wherein in the prior art, the step of organic solvent extraction generally use is first to crush silybum marianum seed, by overcritical After fluid extraction proposes grease, then extracted with ethyl acetate, extract solution passes through supercritical CO2Abstraction impurity removal matter, and then obtain water Fly silibin.The problem of this method, is after crushing silybum marianum seed, thoroughly can not extract wherein grease, will be to follow-up silymarin DNA purity produce certain influence；Another technology is after silybum marianum seed is first shelled, then enters and entered using milk thistle shell The extraction of row silymarin, the grease in silybum marianum seed is avoided to influence, but this method needs individually shelling, then milk thistle Shell will soften, and the program such as immersion can just carry out the extraction of silymarin, great increased abstraction process, increased extraction time Cost and financial cost.
The content of the invention
The invention provides a kind of extracting method of silymarin, and grease in silybum marianum seed can be avoided to carry silymarin The influence taken, while the recovery rate of silymarin can be improved, the extraction efficiency that not only ensure that DNA purity but also improved.
The extracting method of silymarin of the present invention is specific as follows：
A kind of extracting method of silymarin, it is characterised in that including：
Silybum marianum seed is immersed in the scheduled time in ethyl acetate；
Silybum marianum seed is taken out from ethyl acetate, hulling machine is added, silybum marianum seed is shelled；
Milk thistle shell is fitted into the extractor of pot group type gradient extraction equipment, ethyl acetate and diluent are added into the extraction In tank；
Gradient extraction is carried out to milk thistle shell, obtains the first extract solution of silymarin；
First extract solution is carried out to be concentrated to give milk thistle concentrate；
Aqueous alkali is added into the concentrate to be stirred, and is then staticly settled and be dry, pulverize sieving；
Wherein, pot group type gradient extraction equipment includes the first extractor, the second extractor and the 3rd extractor, in each extractor For Steam pressure control in 0.1-0.18Mpa, Extracting temperature is 40-65 DEG C, and gradient extraction includes the extraction of first order gradient and second Gradient extracts two subgradient extraction process.
Wherein, by silybum marianum seed and 99% ethyl acetate according to weight 1:The proportioning mixing immersion 1-2 of (0.9-1.1) is small When, milk thistle shell is fully softened and separated with silybum marianum seed.
Preferably, silybum marianum seed and ethyl acetate are according to weight 1:1 proportioning mixing, soak time are 1 hour
Silybum marianum seed is separated with ethyl acetate using filter, the silybum marianum seed of epidermis softening is sent into hulling machine is taken off Shell, the operating ambient temperature of hulling machine is 20-50 DEG C, and humidity is more than 70%.
The extraction of two subgradients specifically includes：
（1）First order gradient extraction step, the mixture of milk thistle shell and ethyl acetate is separately added into the first extractor, second Extractor and the 3rd extractor；Standby, second of extract solution of the first extractor after the filtering of first extractor first time extract solution Add water or ethyl acetate；Then extracted using the second extract solution of the first extractor as the first time of the second extractor molten Agent, the first extract solution filtering of the second extractor are standby；The third time extract solution of first extractor is added into water or ethyl acetate, As the solvent of second of extraction of the second extractor, water is added in second of extract solution of the second extractor or ethyl acetate is made The solvent extracted for the first time of the 3rd extractor, the first extract solution filtering of the 3rd extractor are standby；
（2）Second level gradient extraction step, merge the first extractor in the extraction of first order gradient, the second extractor and the 3rd carries The first extract solution in tank is taken into the 3rd extractor, water is then added or ethyl acetate carries out first time extraction；3rd is carried Take the first extract solution of tank standby after filtering, by the second extract solution of the 3rd extractor into the second extractor, then add water , will be standby after the first extract solution filtering of the second extractor or ethyl acetate carries out first time extraction, by the of the 3rd extractor Extract solution adds water or ethyl acetate three times, as the solvent of second of extraction of the second extractor, then by the second extractor The second extract solution add water or ethyl acetate, as the extractant of the first extractor extraction for the first time, by the first extractor It is standby after the filtering of first extract solution.
The first extract solution in the first extractor, the second extractor and the 3rd extractor in merging second circulation, is obtained First extract；
Reclaim ethyl acetate, the Extraction solvent as subsequent extracted；
Drying or natural drying carry out the milk thistle shell after gradient extraction, make its drying.
In the extraction of first order gradient, the water or the volume of ethyl acetate that add in extractor are the 3- of this extracting liquid volume 4 times.
In the gradient extraction of the second level, the water or the volume of ethyl acetate that add in extractor are the 2- of this extracting liquid volume 3 times.
The volume of aqueous alkali is 3-10 times of the volume of concentrate, the species of the aqueous alkali be potassium hydroxide, One or more combination in sodium hydroxide, saleratus and sodium acid carbonate, the concentration of the aqueous alkali is 0.3%- 1.0%；Drying temperature is 50-70 DEG C, and drying time is 7-12 hours.
Preferably, the volume of the aqueous alkali is 5-7 times of the volume of concentrate, and the concentration of the aqueous alkali is 0.46%。
It is can be seen that from above-mentioned introduction using the method for the invention, silybum marianum seed can be soaked first, make water Fly Ji shell softened in advance and fully contacted with ethyl acetate, then carry out silymarin extraction, due to ethyl acetate with Grease is immiscible, and silybum marianum seed can equally carry out the extraction of grease after immersion, and milk thistle shell is had ethyl acetate soft Change and contact, the process for eliminating softening and immersion, improve the whole efficiency for extracting silymarin；Extracted simultaneously using gradient Mode, in the case where not increasing extraction time, add the recovery rate and purity of silymarin.
【Brief description of the drawings】
Fig. 1 is the flow chart of present invention extraction silymarin.
Fig. 2 is step S40 specific execution flow chart.
Fig. 3 is present invention extraction silymarin and the data comparison figure of prior art.
【Embodiment】
For problems of the prior art, a kind of extracting method of silymarin, grease pair in silybum marianum seed can be avoided The influence of silymarin extraction, while the recovery rate of silymarin can be improved, the extraction that not only ensure that DNA purity but also improved Efficiency.
In order that the object, technical solutions and advantages of the present invention are clearer, below in conjunction with the accompanying drawings with specific embodiment pair The present invention is described in detail.
Fig. 1 is the flow chart of present invention extraction silymarin, as shown in figure 1, including implementation in detail below.
Step S10, silybum marianum seed is immersed in the scheduled time in ethyl acetate；
In this step, by silybum marianum seed and 99% ethyl acetate according to weight 1:The proportioning mixing immersion 1-2 of (0.9-1.1) Hour, milk thistle shell is fully softened and separated with silybum marianum seed, preferable silybum marianum seed is with ethyl acetate according to weight 1:1 Proportioning mixing, soak time are 1.5 hours.Due in advance contacting silybum marianum seed with ethyl acetate, avoid follow-up individually soft The step of changing milk thistle shell, while milk thistle shell can be made fully to be contacted with ethyl acetate.
Step S20, silybum marianum seed is taken out from ethyl acetate, adds hulling machine, silybum marianum seed is shelled；
In the step, silybum marianum seed is separated with ethyl acetate by filter, ethyl acetate is collected into containers for future use, will The silybum marianum seed of epidermis softening is sent into hulling machine and shelled, and collects milk thistle shell.Because milk thistle shell has softened, therefore shell Process is also relatively easy to.The 40-50% of the weight of milk thistle shell than generally accounting for silybum marianum seed weight before shelling is wherein collected into, is taken off The working environment of shell maintains the temperature at 20-50 DEG C, and humidity is maintained at more than 70%, to ensure the soft state of milk thistle shell.
Step S30, milk thistle shell is fitted into the extractor of pot group type gradient extraction equipment, by ethyl acetate and dilution Agent is added in the extractor；
Step S40, gradient extraction is carried out to milk thistle shell, obtains the first extract solution of silymarin
Wherein pot group type gradient extraction equipment includes the first extractor, the second extractor and the 3rd extractor, in each extractor For Steam pressure control in 0.1-0.18Mpa, Extracting temperature is 40-65 DEG C, and gradient extraction includes the extraction of first order gradient and second Gradient extracts two subgradient extraction process.
This step is extracted using second order gradient, i.e., milk thistle shell is carried out twice in extractor group, it is noted that this Invention is illustrated with second order gradient extraction, in actual extracting operation, can be selected according to specific extraction of substance and technological process Select the extraction of one-level gradient or multistage gradient extraction.
Step S50, first extract solution is carried out being concentrated to give milk thistle concentrate；
The step is concentrated extract solution using the methods of negative pressure rectifying, obtains silymarin concentrate.
Step S60, aqueous alkali is added into the concentrate to be stirred, and is then staticly settled and be dry, pulverize sieving； In this step, the volume of the aqueous alkali is 3-10 times of the volume of concentrate；Preferably 5-7 times, the buck is molten The species of liquid is the one or more combination in potassium hydroxide, sodium hydroxide, saleratus and sodium acid carbonate；The aqueous alkali Concentration be 0.3%-1.0%, preferred concentration 0.46%.
Drying temperature in the step is 50-70 DEG C, and drying time is 7-12 hours.
In wherein step S40 second order gradient extraction as shown in Fig. 2
Comprise the following steps that：
Step S41, first order gradient extraction step, the mixture of milk thistle shell and ethyl acetate is separately added into the first extraction Tank, the second extractor and the 3rd extractor；It is standby after the filtering of first extractor first time extract solution, second of the first extractor Extract solution adds water or ethyl acetate；Then extracted the second extract solution of the first extractor as the first time of the second extractor Solvent, the second extractor the first extract solution filtering it is standby；The third time extract solution of first extractor is added into water or acetic acid Ethyl ester, as the solvent of second of extraction of the second extractor, water or acetic acid are added in second of extract solution of the second extractor The solvent that ethyl ester extracts as the first time of the 3rd extractor, the first extract solution filtering of the 3rd extractor are standby；
The water or the volume of ethyl acetate that wherein add three times in extractor are 3-4 times that works as time extracting liquid volume.
Step S42, second level gradient extraction step, the first extractor, the second extraction in the gradient extraction of the merging first order Then the first extract solution in tank and the 3rd extractor adds water or ethyl acetate carry for the first time into the 3rd extractor Take；Will be standby after the first extract solution filtering of the 3rd extractor, by the second extract solution of the 3rd extractor into the second extractor, Then add water or ethyl acetate carries out first time extraction, will be standby after the first extract solution filtering of the second extractor, then will Second extract solution of the second extractor is added in the first extractor, adds water or ethyl acetate carries out first time extraction, by the 3rd It is standby after the first extract solution filtering of extractor.
The volume for adding the water added three times in extractor or ethyl acetate is work as time extracting liquid volume 2-3 times.
Step S43, first merged in the first extractor in second circulation, the second extractor and the 3rd extractor is extracted Liquid, obtain first extract；
Step S44, ethyl acetate, the Extraction solvent as subsequent extracted are reclaimed；
Step S45, drying or natural drying carry out the milk thistle shell after gradient extraction, make its drying.
Wherein dried milk thistle shell may be used as him and use, and such as produce feed.
Based on above-mentioned extracting method, relevant comparative's embodiment of actual feed operation is as follows：
100 tons of milk thistle seeds shell through hulling machine, using common extracting mode, can obtain 3.9 tons of silymarin, usage time is 13.5 hours.
If the mode extracted using the softening in advance in the present invention and gradient, is equally 100 tons of milk thistle seeds, extraction Time is 14 hours or so, and the concentrate drying time is identical, finally gives silymarin as 4.60 tons.
As shown in figure 3, in the case where materials and output silymarin are essentially identical, the present invention uses specific data comparison Softening in advance and gradient extracting method can greatly improve extracted amount and recovery rate, be extracted as with 100 tons of milk thistle seeds Example, each extraction process whenabouts consumption is substantially the same, but is improved in unit mass milk thistle seed, silymarin Extracted amount, therefore production efficiency is greatly improved, while the energy consumption of specific yield is reduced, meet current energy-saving and emission-reduction National policy.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all essences in the present invention God any modification, equivalent substitution and improvements done etc., should be included within the scope of protection of the invention with principle.

Claims (10)

  1. A kind of 1. extracting method of silymarin, it is characterised in that including：
    Step S10, silybum marianum seed is immersed in the scheduled time in ethyl acetate；
    Step S20, silybum marianum seed is taken out from ethyl acetate, adds hulling machine, silybum marianum seed is shelled；
    Step S30, milk thistle shell is fitted into the extractor of pot group type gradient extraction equipment, ethyl acetate and diluent is added In the extractor；
    Step S40, gradient extraction is carried out to milk thistle shell, obtains the first extract solution of silymarin；
    Step S50, first extract solution is carried out being concentrated to give milk thistle concentrate；
    Step S60, aqueous alkali is added into the concentrate to be stirred, and is then staticly settled and be dry, pulverize sieving；
    In wherein step S30, pot group type gradient extraction equipment includes the first extractor, the second extractor and the 3rd extractor;Step In rapid S40, for Steam pressure control in 0.1-0.18Mpa, Extracting temperature is 40-65 DEG C in each extractor, and gradient extraction includes First order gradient is extracted and the second gradient extracts two subgradient extraction process.
  2. 2. extracting method according to claim 1, it is characterised in that
    Step S10 is specifically, by silybum marianum seed and 99% ethyl acetate according to weight 1:The proportioning mixing immersion of (0.9-1.1) 1-2 hours, milk thistle shell is fully softened and separated with silybum marianum seed.
  3. 3. extracting method according to claim 1, it is characterised in that
    Step S20 is specifically, separated silybum marianum seed with ethyl acetate using filter, by the silybum marianum seed feeding of epidermis softening Hulling machine is shelled, and the operating ambient temperature of hulling machine is 20-50 DEG C, and humidity is more than 70%.
  4. 4. extracting method according to claim 2, it is characterised in that
    Silybum marianum seed is with ethyl acetate according to weight 1:1 proportioning mixing, soak time are 1.5 hours.
  5. 5. according to any described extracting methods of claim 1-3, it is characterised in that step S40 two subgradients extraction is specific Including：Step S41, first order gradient extraction step, the mixture of milk thistle shell and ethyl acetate is separately added into the first extraction Tank, the second extractor and the 3rd extractor；It is standby after the filtering of first extractor first time extract solution, second of the first extractor Extract solution adds water or ethyl acetate；Then extracted the second extract solution of the first extractor as the first time of the second extractor Solvent, the second extractor the first extract solution filtering it is standby；The third time extract solution of first extractor is added into water or acetic acid Ethyl ester, as the solvent of second of extraction of the second extractor, water or acetic acid are added in second of extract solution of the second extractor The solvent that ethyl ester extracts as the first time of the 3rd extractor, the first extract solution filtering of the 3rd extractor are standby；
    Step S42, second level gradient extraction step, merge the first extractor in the extraction of first order gradient, the second extractor and Then the first extract solution in 3rd extractor adds water or ethyl acetate carries out first time extraction into the 3rd extractor；Will It is standby after the first extract solution filtering of 3rd extractor, by the second extract solution of the 3rd extractor into the second extractor, then Add water or ethyl acetate carries out first time extraction, will be standby after the first extract solution filtering of the second extractor, by the 3rd extraction The third time extract solution of tank adds water or ethyl acetate, as the solvent of second of extraction of the second extractor, then by second Second extract solution of extractor adds water or ethyl acetate, and as the extractant of the first extractor extraction for the first time, first is carried Take the first extract solution of tank standby after filtering.
  6. 6. extracting method according to claim 4, it is characterised in that after step S32, in addition to：
    Step S43, the first extract solution in the first extractor in merging second circulation, the second extractor and the 3rd extractor, Obtain first extract；
    Step S44, ethyl acetate, the Extraction solvent as subsequent extracted are reclaimed；
    Step S45, drying or natural drying carry out the milk thistle shell after gradient extraction, make its drying.
  7. 7. the extracting method according to Claims 2 or 3, it is characterised in that in step S41, add extractor in water or The volume of ethyl acetate is 3-4 times of this extracting liquid volume.
  8. 8. the extracting method according to Claims 2 or 3, it is characterised in that in step S42, add extractor in water or The volume of ethyl acetate is 2-3 times of this extracting liquid volume.
  9. 9. extracting method according to claim 1, it is characterised in that the volume of aqueous alkali described in step S60 is institute State the volume of concentrate 3-10 times, the species of the aqueous alkali is potassium hydroxide, sodium hydroxide, saleratus and sodium acid carbonate In one or more combination, the concentration of the aqueous alkali is 0.3%-1.0%；Drying temperature is 50-70 DEG C, drying time For 7-12 hours.
  10. 10. extracting method according to claim 9, it is characterised in that the volume of the aqueous alkali is the concentrate 5-7 times of volume, the concentration of the aqueous alkali is 0.46%.
CN201610609504.2A 2016-07-29 2016-07-29 A kind of extracting method of silymarin Pending CN107698572A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105623839A (en) * 2016-01-27 2016-06-01 白心亮 Method for extracting silybum marianum oil
JP2020535132A (en) * 2017-09-22 2020-12-03 エウロメッド・エセ・ア Oazami extract with improved solubility

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102079745A (en) * 2009-12-01 2011-06-01 白心亮 Production method of silymarin

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102079745A (en) * 2009-12-01 2011-06-01 白心亮 Production method of silymarin

Non-Patent Citations (2)

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Title
史劲松 等: "水飞蓟素提取工艺的改进和探讨", 《中国野生植物资源》 *
王沛: "《药物制剂设备》", 31 January 2016 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105623839A (en) * 2016-01-27 2016-06-01 白心亮 Method for extracting silybum marianum oil
CN105623839B (en) * 2016-01-27 2019-08-30 内蒙古昶辉生物科技股份有限公司 A method of extracting Silybum Marianum Gaertn Seed Oil
JP2020535132A (en) * 2017-09-22 2020-12-03 エウロメッド・エセ・ア Oazami extract with improved solubility
US11819528B2 (en) 2017-09-22 2023-11-21 Euromed, S.A. Enhanced solubility of milk thistle extract

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Application publication date: 20180216