CN102731361A - Method for rapidly enriching astaxanthin and ester thereof from Euphausia superba - Google Patents

Method for rapidly enriching astaxanthin and ester thereof from Euphausia superba Download PDF

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CN102731361A
CN102731361A CN2012102491189A CN201210249118A CN102731361A CN 102731361 A CN102731361 A CN 102731361A CN 2012102491189 A CN2012102491189 A CN 2012102491189A CN 201210249118 A CN201210249118 A CN 201210249118A CN 102731361 A CN102731361 A CN 102731361A
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astaxanthin
ester
powder
acetone
white
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CN102731361B (en
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刘代成
孙晓昀
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Shandong Normal University
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Shandong Normal University
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Abstract

The method discloses a method for rapidly enriching astaxanthin and ester of the astaxanthin from Euphausia superba, which comprises the steps of: adding white vitamin E (VE) powder into n-hexane, cyclohexane, petroleum ether or 6# gasoline extract of dry Euphausia superba, stirring and adsorbing for 5s for adsorbing the astaxanthin and the ester of the astaxanthin in the extract; eluting the red VE powder obtained by separation by acetone until the VE powder becomes white to obtain red paste; treating red VE dried paste by silica gel column chromatography to obtain astaxanthin ester eluate and VE eluate; respectively evaporating the astaxanthin ester eluate and the VE eluate for removing solvent to obtain astaxanthin ester and VE liquid, wherein the part which does not move downwards during column top elution is the astaxanthin; and taking out the astaxanthin part, extracting by acetone, and evaporating for removing acetone to obtain the astaxanthin. The method for rapidly enriching the astaxanthin and the ester of the astaxanthin from the Euphausia superba is rapid in adsorption and good in effect, and can be applied to a laboratory or industrial production.

Description

A kind of from krill the method for fast enriching astaxanthin and ester thereof
Technical field
The present invention relates to a kind of from krill the method for fast enriching astaxanthin and ester thereof.
Background technology
Krill (Euphausia superba) has another name called large krill, lives in the waters, the Antarctica of Antarctic Ocean.Live with the mode of trooping, density reaches 10,000~30,000/m sometimes 3They possibly be animal species the most successful on the earth, hundred million tons of nearly 5-50 (because of the methods of evaluation difference has than big-difference).Annual about 100,000 tons of krill fishery.Main fishery country is a Japan and Polish.Mainly be used as cooking in Japan, world's elswhere is then as animal-feed and bait.
Natural astaxanthin exists with esterified form more than 90%, and is more stable.Preparation, storage and the application of product are all carried out with the form of astaxanthin ester mostly.Krill contains astaxanthin and astaxanthin and lipid acid bonded astaxanthin ester; Astaxanthin and astaxanthin ester are applied in aquaculture; Get into behind the animal body and can directly be stored in the tissue, make the skin of some hydrocoles and muscle health occur and chromatic colour, make feather, skin, pin, the beak of birds, beasts and eggs and fowl present healthy golden yellow and red without modification or biochemical conversion; At present be used as foodstuff additive and be used for the painted of food, fresh-keeping and nutrition.
Astaxanthin is a kind of good inhibitor, is playing an important role aspect the generation of inhibitor cancellation radical, and the resistance of oxidation of astaxanthin is than β-Hu Luobusu and V EMuch higher times.
Astaxanthin has the effect that promotes growth and breeding, can promote the production breeding of fish, promotes the fish-egg fertilization, reduces the mortality ratio of fetal development, accelerates individual growth, increases ripe speed and fecundity, can also improve the laying rate of poultry.
Astaxanthin can enhancing immunity and is had antitumous effect, but the generation of enhancing antibody, the enhance immune function, the activity that also can regulate portion gene suppresses the transfer of malignant tumour, has effectively preventing or slows down the effect of cancer.Experimentation on animals shows that astaxanthin has prophylactic effect to oral cancer and bladder cancer.At the inhibition liver cancer obvious effects is arranged also.Through being suppressed tumorigenic effect, nude mice epidermis description of test astaxanthin is inhibition to tumor proliferation.
Astaxanthin can effectively prevent amphiblestroid oxidation and photoreceptor cells injury through hemato encephalic barrier, can be used for prevention and treatment AMD, improves retinal function.Astaxanthin also have the neuroprotective system especially brain and spinal cord receive the effect of oxidative damage, can effectively treat central nervous system diseases such as ischemic repetition perfusion injury, Spinal injury, parkinsonism, senile dementia.
Along with progressively going deep into of astaxanthin biological functional study and pharmacological effect test, astaxanthin is widely used in medicine, makeup and high-grade nutrient health care food industries.Add astaxanthin in the makeup and can play effects such as anti-ageing, sun-proof, be used for lipstick and can keep painted for a long time and be beneficial to skin health.
The raw material of astaxanthin preparation has animal materials such as shrimp, crab, shrimp shell, shrimp protein, also useful haematococcus pulvialis or red Fife's yeast, rhodotorula glutinis BF-6 fermentation.The Roche Holding Ag of Switzerland produces the astaxanthin of content 5-10% with chemical synthesis.The preparation of astaxanthin has the edible oil extraction method; The organic solvent extraction method is common has acetone, ethanol, sherwood oil, chloroform, normal hexane etc., and all kinds of SOLVENTS extraction effect is different, also have with the carbon dioxide upercritical fluid extraction method etc.Gained is the mixture of astaxanthin and ester, phosphatide and triglyceride etc. behind the removal extraction agent.Desire prepares astaxanthin and ester also will use other solvents or additive method further to extract enrichment, no matter prepared in laboratory or industrial production, technology is all comparatively complicated.
Summary of the invention
To above-mentioned prior art, the invention provides a kind of very effectively method of fast enriching astaxanthin and ester thereof from krill.
The present invention realizes through following technical scheme:
A kind of from krill the method for fast enriching astaxanthin and ester thereof, step is following:
(1) gets 1 kilogram of dried krill, add 6 liters of normal hexanes or sherwood oil or 6# gasoline, stir and extract 1~3h, cross and filter filtrating, repeat this process twice again, 3 times filtratings are merged;
(2) add 2~20g white V by 600~1000ml filtrating EPowder (white V EPowder is a product conventional on the market, contains V E50%,, silica gel 50%) ratio in filtrating, add white V EPowder stirs simultaneously, and less than 5 seconds, the redness in the filtrating is by white V EPowder adsorbs rapidly, pours out liquid and gets red V EPowder; Or: with white V EThe gradation of powder equivalent adds, and after each absorption is accomplished, isolates the V that adsorbed EAdd again behind the powder, then with the V of multiple adsorb EPowder combines;
(3) with red V EPowder is eluted to white with acetone, and its ratio is the red V of every 1ml EPowder adds 3~5ml acetone, crosses to filter elutriant, and same elution process repeats 1~2 time, merges elutriant, and acetone evaporated is removed, and must contain the red paste of astaxanthin and ester thereof;
(4) red paste is dissolved in sherwood oil, uses 3 * 30cm then 2Silica gel column chromatography successively with sherwood oil: ETHYLE ACETATE=10:1,8:1, three kinds of elutriants of 1:1 (V/V) wash out astaxanthin ester, steam desolventize astaxanthin ester, wherein the colourless liquid of each interband is collected in together, steam desolventize V E, take out the astaxanthin band that the top stays simultaneously, wash astaxanthin with acetone, remove acetone through steaming and get astaxanthin.
In the said step (3), will filter resulting white V EPowder is drying to obtain " wash-out-exsiccant white V EPowder " (gained white V EV in the powder EContent is lower than 50%); In the said step (4), colourless liquid is through steaming except that getting V behind most of solvent ELiquid is with V ELiquid joins " wash-out-exsiccant white V EPowder " in, with V EAbsorption after the drying, can be used for adsorbing use next time.
Of the present invention from krill the method for fast enriching astaxanthin and ester thereof, adsorb fast, effective, can and can be applicable to suitability for industrialized production in laboratory applications.
Embodiment
Below in conjunction with embodiment the present invention is further described.
Embodiment 1
The krill 100g that does adds the 600ml normal hexane and stirs and extract 3h, pours out and with 80 order screen coarse filtration extracting solutions, uses the same method and repeat to extract 2 times, extracts altogether 3 times, and merging coarse filtration liquid and essence filter filtrating.
Get 1000ml filtrating, to wherein adding 20gV EThe white V of content 50% EPowder stirred for 5 seconds, visible white V EPowder becomes redness rapidly, and solution is because white V simultaneously EThe quick absorption of powder is become faint yellow by redness.After liquid leaves standstill, liquid is poured out, got red V EPowder.To red V E(V) adds 3~5 times of acetone (V) in the powder, and stirring wash-out 5~10 minutes filters, and same elution process repeats 2 times again, merges elutriant and gets red acetone solution, steams except that acetone gets red paste and (filters the V of gained white EPowder content is lower than 50%V EPowder, the dry 17.5g that gets).Paste is dissolved in sherwood oil, adorns 3 * 30cm with wet method 2Silicagel column is used sherwood oil: ETHYLE ACETATE=10:1 successively behind the application of sample, 8:1,1:1 wash out 2 astaxanthin ester bands, steams the solvent that removes in the astaxanthin ester band of collecting and gets astaxanthin ester.With the top not the astaxanthin of the redness under the wash-out partly take out, wash astaxanthin with acetone, steam and remove wherein that acetone gets astaxanthin, altogether astaxanthin and astaxanthin ester 0.5g, the elutriant between each colour band that does not contain color is merged, steaming desolventize 3.5gV ELiquid.With 3.5gV ELiquid joins the aforementioned white V that obtains EAmong the powder 17.5g, mix dry white V thoroughly EPowder can be used for adsorbing repeated use next time.
Embodiment 2
The normal hexane process for extracting adds the V of 2g white with embodiment 1 in 1000ml filtrating EPowder stirs, and redness is rapidly by V in the liquid EPowder absorption reddens, and pours out liquid and gets red V EPowder behind the acetone wash-out, detect to be known through tlc analysis through the column chromatography wash-out again, absorption mainly be astaxanthin, astaxanthin account for 90% and astaxanthin ester account for about 10%, altogether astaxanthin and astaxanthin ester 0.55g.
Embodiment 3
White V EThe preparation solvent for use of krill extracting solution is a 6# gasoline before the powder absorption, and other is with embodiment 1, altogether astaxanthin and astaxanthin ester 0.53g.
Embodiment 4
White V EThe preparation solvent for use of krill extracting solution is a sherwood oil before the powder absorption, and other is with embodiment 1, altogether astaxanthin and astaxanthin ester 0.49g.

Claims (2)

1. the method for fast enriching astaxanthin and ester thereof from a krill, it is characterized in that: step is following:
(1) gets 1 kilogram of dried krill, add 6 liters of normal hexanes or sherwood oil or 6# gasoline, stir and extract 1~3h, cross and filter filtrating, repeat this process twice again, 3 times filtratings are merged;
(2) add 2~20g white V by 600~1000ml filtrating EThe ratio of powder adds white V in filtrating EPowder stirs simultaneously, and the redness in the filtrating is by white V EPowder adsorbs rapidly, pours out liquid and gets red V EPowder; Or: with white V EThe gradation of powder equivalent adds, and after each absorption is accomplished, isolates the V that adsorbed EAdd again behind the powder, then with the V of multiple adsorb EPowder combines;
(3) with red V EPowder is eluted to white with acetone, and its ratio is the red V of every 1ml EPowder adds 3~5ml acetone, crosses to filter elutriant, and same elution process repeats 1~2 time, merges elutriant, and acetone evaporated is removed, and must contain the red paste of astaxanthin and ester thereof;
(4) red paste is dissolved in sherwood oil, then with silica gel column chromatography successively with sherwood oil: ETHYLE ACETATE=10:1,8:1; Three kinds of elutriants of 1:1 wash out the astaxanthin ester band; Steaming desolventize astaxanthin ester, after wash-out is accomplished, take out the astaxanthin band that the top stays; Wash astaxanthin with acetone, remove acetone through steaming and get astaxanthin.
2. according to claim 1 a kind of from krill the method for fast enriching astaxanthin and ester thereof, it is characterized in that: the specification of said silica gel column chromatography is 3 * 30cm 2
CN201210249118.9A 2012-07-18 2012-07-18 Method for rapidly enriching astaxanthin and ester thereof from Euphausia superba Expired - Fee Related CN102731361B (en)

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Cited By (5)

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Publication number Priority date Publication date Assignee Title
CN103830113A (en) * 2014-02-08 2014-06-04 中国海洋大学 Astaxanthin lipstick and making method thereof
CN103864656A (en) * 2014-03-03 2014-06-18 山东师范大学 Method for preparing astaxanthin monoester rich in astaxanthin odd-numbered fatty acid monoester
CN109053520A (en) * 2018-09-19 2018-12-21 广东海洋大学 Astaxanthin extraction and the method isolated and purified in a kind of rhodotorula mucilaginosa
CN111440106A (en) * 2020-05-06 2020-07-24 云南爱尔康生物技术有限公司 Method for adsorbing and separating natural astaxanthin ester
CN113185438A (en) * 2021-04-28 2021-07-30 云南爱尔康生物技术有限公司 Preparation method of high-purity astaxanthin ester from haematococcus pluvialis

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CN103830113A (en) * 2014-02-08 2014-06-04 中国海洋大学 Astaxanthin lipstick and making method thereof
CN103830113B (en) * 2014-02-08 2015-12-02 中国海洋大学 A kind of astaxanthin lip pomade and preparation method thereof
CN103864656A (en) * 2014-03-03 2014-06-18 山东师范大学 Method for preparing astaxanthin monoester rich in astaxanthin odd-numbered fatty acid monoester
CN103864656B (en) * 2014-03-03 2016-05-11 山东师范大学 The method of astaxanthin one ester of astaxanthin odd-numbered fatty acid one ester is rich in preparation
CN109053520A (en) * 2018-09-19 2018-12-21 广东海洋大学 Astaxanthin extraction and the method isolated and purified in a kind of rhodotorula mucilaginosa
CN109053520B (en) * 2018-09-19 2020-09-01 广东海洋大学 Method for extracting, separating and purifying astaxanthin in rhodotorula mucilaginosa
CN111440106A (en) * 2020-05-06 2020-07-24 云南爱尔康生物技术有限公司 Method for adsorbing and separating natural astaxanthin ester
CN113185438A (en) * 2021-04-28 2021-07-30 云南爱尔康生物技术有限公司 Preparation method of high-purity astaxanthin ester from haematococcus pluvialis

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