CN108440359A - One kind extracting astaxanthin from haematococcus pluvialis（Oil）Method - Google Patents
One kind extracting astaxanthin from haematococcus pluvialis（Oil）Method Download PDFInfo
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- CN108440359A CN108440359A CN201810391035.0A CN201810391035A CN108440359A CN 108440359 A CN108440359 A CN 108440359A CN 201810391035 A CN201810391035 A CN 201810391035A CN 108440359 A CN108440359 A CN 108440359A
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- astaxanthin
- haematococcus pluvialis
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Abstract
The present invention provides one kind and extracting astaxanthin from haematococcus pluvialis（Oil）Method, concrete technology is：One, haematococcus pluvialis powder is taken, organic solvent is added, depressurizes circumfluence distillation several minutes；Two, extraction residue and extracting solution are separated by solid-liquid separation；Three, with the haematococcus pluvialis powder in residue alternative steps one, step 1 and step 2 operation are repeated in for several times；Four, merge the Astaxanthin extraction liquid obtained by step 2 and step 3, be concentrated under reduced pressure, obtain astaxanthin（Oil）, it is kermesinus sticky oil substance.Decompression water bath reflux method provided by the invention is easy to operate, and recovery rate is high, and production cost is low, is easy to industrialized production.
Description
Technical field
The invention belongs to the extraction of natural products and processing methods, relate generally to one kind and extracting shrimp blueness from haematococcus pluvialis
The method of plain (oil).
Background technology
Astaxanthin (English：Astaxanthin, also known as astaxanthin or astacin), chemical name 3,3'- dihydroxies
Base -4,4'- diketos-β, β '-carrotene.Its chemical constitution is similar to beta carotene.Astaxanthin is the one of carotenoids group
The highest level product of kind and carotenogenesis, beta carotene, lutein, canthaxanthin, lycopene etc. are all only
The intermediate product of carotenogenesis.Therefore, in nature, astaxanthin has strongest inoxidizability.
The production of astaxanthin has artificial synthesized and biological acquisition two ways.It is artificial synthesized be chemical method, be from
Astaxanthin is made in carrotene.Artificial synthesized astaxanthin is that the mixture of 3 kinds of structure astaxanthins is (left-handed to account for 25%, dextrorotation and account for
25%, meso 50% or so), few antioxidant activity, also because its stability is poor, biological safety is relatively low, and synthesis shrimp is green
Element cannot be directly used to the mankind.U.S. Food and Drug Administration (FDA) forbidden chemically synthesized astaxanthin enter food with
The market dietary supplements (Supplements).Currently, the biological origin of natural astaxanthin generally has 3 kinds：Processing of aquatic products work
The waste of industry, phaffiafhodozyma, microalgae (haematococcus pluvialis).Wherein, content astaxanthin is relatively low in waste, and extracts expense
It is higher, be not suitable for being mass produced.Natural astaxanthin in phaffiarhodozyma average content is also only 0.40%, saccharomycete
The astaxanthin in source is 100% dextrorotation (3R-3'R), only Partial Antioxidation activity.In contrast, Determination of Astaxanthin in Haematococcus Pluvialis
Content is 1.5%~3.0%, and the astaxanthin in algae source is 100% left-handed (3S-3'S) structure, has strongest biological activity,
It is counted as " concentrate " of natural astaxanthin.Therefore, natural astaxanthin is mainly extracted from haematococcus pluvialis and is obtained.
Currently, extracting astaxanthin from haematococcus pluvialis, it is generally divided into two steps：Broken wall and extraction.Broken wall mainly has
Following several method：Cryogenic milling process, such as a kind of side extracting astaxanthin from haematococcus pluvialis of application number 201610763156.4
Method etc.；Acid system broken wall method, the method that astaxanthin is extracted from haematococcus pluvialis such as application number 201610303101.5；It is high-pressure homogeneous
Broken wall method, such as a kind of method of the rapid extraction astaxanthin from haematococcus pluvialis of application number 201510345886.8；Air-flow crushing
Broken wall method, such as a kind of extracting methods of astaxanthin of application number 200710149906.X；Digest broken wall method, such as application number
201410732008.7 a kind of new process of Enzymatic Extraction Determination of Astaxanthin in Haematococcus Pluvialis.Extraction is mainly the following method：
Supercritical CO2Extraction, such as a kind of 201610057061.0 supercritical CO of application number2The method for extracting Astaxanthin In Haematococcus Pluvialis,
A kind of preparation method of 201010548303.9 haematococcus pluvialis extract of application number；Organic solvent extraction, such as application number
20122105621110.8 the method for preparing astaxanthin extract from haematococcus pluvialis powder, application number 201510277600.7 1
The production extracting method of kind natural astaxanthin；High pressure homogenization method method, as application number 201510345886.8 is a kind of red from rain life
The method of rapid extraction astaxanthin in ball algae；Oil extract method, if 201510251457.4 one kind of application number is from haematococcus pluvialis
The method for extracting astaxanthin.
Broken wall treatment is carried out to haematococcus pluvialis, easily causes the loss of astaxanthin, as acid system broken wall method, air-flow crushing are broken
Wall approach；Some shell-broken effects are preferable, because equipment requirement is higher, are unfavorable for amplification production, such as cryogenic milling process, high-pressure homogeneous broken wall
Method digests broken wall method.Supercritical CO2Extraction and high pressure homogenization method method are usually used in laboratory research, because of equipment input cost
It is higher, it is more difficult to industrialized production；The extraction effect of oil extract method is preferable, but because oil is difficult to reduce containing for astaxanthin due to removing
Amount, quality are difficult to be promoted；Organic solvent extraction production cost is relatively low, and method is easy, and recovery rate is higher, selects suitable organic
Solvent extraction post-processing is convenient.Therefore, organic solvent extractionprocess is more common in production.
Astaxanthin can be dissolved in various organic solvents, such as ethyl alcohol, methanol, ethyl acetate, acetone, chloroform, petroleum ether, molten
Solution property is reduced with polar increase.So the highly polar organic solvent in, such as ethyl alcohol, methanol, ethyl acetate, acetone
Deng extracting the effect of astaxanthin and bad.And heating condition can increase dissolving of the astaxanthin in highly polar organic solvent
Degree improves extraction efficiency, but astaxanthin is being exposed to air progress heating extraction, can accelerate the decomposition of astaxanthin.
Invention content
In order to solve the above technical problems, the present invention gives birth to red ball using organic solvent using decompression water bath reflux method from rain
Astaxanthin (oil) is extracted in algae.A method of it extracting astaxanthin (oil) from haematococcus pluvialis, is realized by following step：
(1) haematococcus pluvialis powder is taken, organic solvent is added, depressurizes circumfluence distillation several minutes；
(2) extraction residue and extracting solution are separated by solid-liquid separation by step (1) using filtering or centrifugation；
(3) with the haematococcus pluvialis powder in residue alternative steps (1), step (1) and step (2) operand are repeated in
It is secondary；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), be concentrated under reduced pressure, obtain astaxanthin
(oil) is kermesinus sticky oil substance.
Haematococcus pluvialis is broken wall or non-broken wall in step (1) of the present invention.
Highly polar organic solvent during organic solvent is in step (1) of the present invention, such as ethyl alcohol, methanol, ethyl acetate, third
Any one or a few in ketone.
Circumfluence distillation is depressurized in step (1) of the present invention, Extracting temperature is 40 DEG C~80 DEG C.
Circumfluence distillation is depressurized in step (1) of the present invention, extraction pressure is -0.01~-0.06MPa.
Ratio (the m of haematococcus pluvialis powder and organic solvent in step (1) of the present invention:V it is) 1:2~1:10.
It is depressurized in step (1) of the present invention circumfluence distillation several minutes, extraction time is 10min~120min.
With the haematococcus pluvialis powder in residue alternative steps (1) in step (3) of the present invention, it is repeated in step (1)
It is operated 2~6 times with step (2).
The beneficial effects of the present invention are：1. haematococcus pluvialis powder is without carrying out broken wall treatment；2. heating condition can increase
The solubility of astaxanthin in organic solvent improves extraction effect, reduces extraction time；3. reduced pressure has been ensured in fire-bar
The stability of astaxanthin under part；It, can be green by residue color intuitive judgment shrimp 4. the rate of transform of astaxanthin can reach 90% or more
The extraction effect of element；5. extracting method is simple and convenient to operate, it is easy to industrial production.
Specific implementation mode
To make the object, technical solutions and advantages of the present invention clearer, the present invention will be made below further detailed
Description.But not limitation of the present invention, scope of protection of the present invention is not limited thereto.
Content astaxanthin detection method refers in haematococcus pluvialis powder and astaxanthin (oil)《The red balls of GB/T 31520-2015
The measurement of astaxanthin --- liquid chromatography in algae》Method.
Embodiment 1
(1) 100g broken walls haematococcus pluvialis powder (content astaxanthin 2.46%) is taken, 1000mL methanol, 60 DEG C of decompressions are added
Circumfluence distillation, pressure are -0.01MPa, extraction time 10min；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 2 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 60 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 46.76g, and content astaxanthin 4.77%, the rate of transform is
90.61%；Residue color is off-white color.
Embodiment 2
(1) 100g broken walls haematococcus pluvialis powder (content astaxanthin 2.46%) is taken, 200mL ethyl alcohol, 70 DEG C of decompressions are added
Circumfluence distillation, pressure are -0.04MPa, extraction time 30min；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 6 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 70 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 44.76g, and content astaxanthin 4.98%, the rate of transform is
90.61%；Residue color is off-white color.
Embodiment 3
(1) 100g broken walls haematococcus pluvialis powder (content astaxanthin 2.46%) is taken, 500mL methanol, 80 DEG C of decompressions are added
Circumfluence distillation, pressure are -0.03MPa, extraction time 60min；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 4 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 80 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 43.65g, and content astaxanthin 5.37%, the rate of transform is
95.28%；Residue color is off-white color.
Embodiment 4
(1) it takes 100g broken walls haematococcus pluvialis powder (content astaxanthin 2.46%), is added 1000mL ethyl acetate, 50 DEG C
Circumfluence distillation is depressurized, pressure is -0.05MPa, extraction time 90min；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 2 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 50 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 44.10g, and content astaxanthin 5.22%, the rate of transform is
93.58%；Residue color is off-white color.
Embodiment 5
(1) 100g broken walls haematococcus pluvialis powder (content astaxanthin 2.46%) is taken, 200mL acetone, 40 DEG C of decompressions are added
Circumfluence distillation, pressure are -0.06MPa, extraction time 120min；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 6 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 40 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 42.85g, and content astaxanthin 5.51%, the rate of transform is
95.98%；Residue color is off-white color.
Embodiment 6
(1) the non-broken wall haematococcus pluvialis powders (content astaxanthin 2.17%) of 100g are taken, 500mL ethyl alcohol are added, 60 DEG C subtract
It is -0.04MPa, extraction time 120min to press circumfluence distillation, pressure；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 4 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 60 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 45.01g, and content astaxanthin 4.42%, the rate of transform is
91.68%；Residue color is off-white color.
Embodiment 7
(1) the non-broken wall haematococcus pluvialis powders (content astaxanthin 2.17%) of 100g are taken, 1000mL methanol are added, 70 DEG C subtract
It is -0.03MPa, extraction time 90min to press circumfluence distillation, pressure；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 2 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 70 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 45.23g, and content astaxanthin 4.33%, the rate of transform is
90.25%；Residue color is off-white color.
Embodiment 8
(1) it takes the non-broken wall haematococcus pluvialis powders (content astaxanthin 2.17%) of 100g, is added 200mL ethyl acetate, 40
DEG C decompression circumfluence distillation, pressure be -0.05MPa, extraction time 60min；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 6 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 40 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 44.89g, and content astaxanthin 4.48%, the rate of transform is
92.68%；Residue color is off-white color.
Embodiment 9
(1) the non-broken wall haematococcus pluvialis powders (content astaxanthin 2.17%) of 100g are taken, 500mL acetone are added, 50 DEG C subtract
It is -0.06MPa, extraction time 30min to press circumfluence distillation, pressure；
(2) step (1) is separated extraction residue and extracting solution using filtering or centrifugation；
(3) it with the haematococcus pluvialis powder in residue alternative steps (1), is repeated in step (1) and step (2) operates 4 times；
(4) merge the Astaxanthin extraction liquid obtained by step (2) and step (3), 50 DEG C of reduced pressures obtain astaxanthin
(oil) is kermesinus sticky oil substance.Astaxanthin (oil) weight is 45.88g, and content astaxanthin 4.29%, the rate of transform is
90.70%；Residue color is off-white color.
Claims (8)
1. one kind extracting astaxanthin from haematococcus pluvialis（Oil）Method, which is characterized in that the extraction astaxanthin（Oil）'s
Method includes the following steps：
（1）Haematococcus pluvialis powder is taken, organic solvent is added, depressurizes circumfluence distillation several minutes；
（2）Step（1）Using filtering or centrifugation, extraction residue and extracting solution are separated by solid-liquid separation；
（3）With residue alternative steps（1）In haematococcus pluvialis powder, be repeated in step（1）And step（2）Operation is for several times；
（4）Merge step（2）And step（3）The Astaxanthin extraction liquid of gained, is concentrated under reduced pressure, obtains astaxanthin（Oil）, it is
Kermesinus sticky oil substance.
2. a kind of according to claim 1 extract astaxanthin from haematococcus pluvialis（Oil）Method, it is characterised in that：It is described
Step（1）Middle haematococcus pluvialis is broken wall or non-broken wall.
3. a kind of according to claim 1 extract astaxanthin from haematococcus pluvialis（Oil）Method, it is characterised in that：It is described
Step（1）Middle organic solvent highly polar organic solvent in being, as in ethyl alcohol, methanol, ethyl acetate, acetone any one or it is several
Kind.
4. a kind of according to claim 1 extract astaxanthin from haematococcus pluvialis（Oil）Method, it is characterised in that：It is described
Step（1）Middle decompression circumfluence distillation, Extracting temperature are 40 DEG C~80 DEG C.
5. a kind of according to claim 1 extract astaxanthin from haematococcus pluvialis（Oil）Method, it is characterised in that：It is described
Step（1）Middle decompression circumfluence distillation, extraction pressure are -0.01~-0.06MPa.
6. a kind of according to claim 1 extract astaxanthin from haematococcus pluvialis（Oil）Method, it is characterised in that：It is described
Step（1）The ratio of middle haematococcus pluvialis powder and organic solvent（m:V）It is 1:2~1:10.
7. a kind of according to claim 1 extract astaxanthin from haematococcus pluvialis（Oil）Method, it is characterised in that：It is described
Step（1）Middle decompression circumfluence distillation several minutes, extraction time are 10min~120min.
8. a kind of according to claim 1 extract astaxanthin from haematococcus pluvialis（Oil）Method, it is characterised in that：It is described
Step（3）In with residue alternative steps（1）In haematococcus pluvialis powder, be repeated in step（1）And step（2）Operation 2~6
It is secondary.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108703978A (en) * | 2018-09-03 | 2018-10-26 | 艾苛密（上海）健康科技股份有限公司 | Deep layer repair function haematococcus pluvialis extract and preparation method thereof |
| CN112890067A (en) * | 2021-03-14 | 2021-06-04 | 云南爱尔康生物技术有限公司 | Colorful effervescent bead containing haematococcus pluvialis-derived astaxanthin and preparation method thereof |
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| CN101584752A (en) * | 2009-07-09 | 2009-11-25 | 山东轻工业学院 | Extraction and purification process for total flavonoids in Anchusa italica Retiz |
| CN102659652A (en) * | 2012-04-12 | 2012-09-12 | 西北农林科技大学 | Solid phase extraction method for extracting total astaxanthin from haematococcus pluvialis |
| CN103044304A (en) * | 2012-12-21 | 2013-04-17 | 宁波红龙生物科技有限公司 | Method for preparing astaxanthin extractive from haematococcus pluvialis powder |
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2018
- 2018-04-27 CN CN201810391035.0A patent/CN108440359A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101584752A (en) * | 2009-07-09 | 2009-11-25 | 山东轻工业学院 | Extraction and purification process for total flavonoids in Anchusa italica Retiz |
| CN102659652A (en) * | 2012-04-12 | 2012-09-12 | 西北农林科技大学 | Solid phase extraction method for extracting total astaxanthin from haematococcus pluvialis |
| CN103044304A (en) * | 2012-12-21 | 2013-04-17 | 宁波红龙生物科技有限公司 | Method for preparing astaxanthin extractive from haematococcus pluvialis powder |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108703978A (en) * | 2018-09-03 | 2018-10-26 | 艾苛密（上海）健康科技股份有限公司 | Deep layer repair function haematococcus pluvialis extract and preparation method thereof |
| CN112890067A (en) * | 2021-03-14 | 2021-06-04 | 云南爱尔康生物技术有限公司 | Colorful effervescent bead containing haematococcus pluvialis-derived astaxanthin and preparation method thereof |
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