CN103992255B - Method for preparing high-purity xanthophylls with calendula officinalis - Google Patents
Method for preparing high-purity xanthophylls with calendula officinalis Download PDFInfo
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- CN103992255B CN103992255B CN201410208386.5A CN201410208386A CN103992255B CN 103992255 B CN103992255 B CN 103992255B CN 201410208386 A CN201410208386 A CN 201410208386A CN 103992255 B CN103992255 B CN 103992255B
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- lutein
- pot marigold
- xanthophylls
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Abstract
The invention relates to a method for preparing high-purity xanthophylls with calendula officinalis, belonging to the technical field of phytochemistry. The method comprises the steps of a. weighing 1 part of calendula officinalis, 2-7 parts of petroleum ether and 1-3 parts of sodium hydroxide ethanol solution in parts by weight, heating up for 1-3 hours at 30-70 DEG C under the protection of nitrogen, then adding deionized water till crystallizing and dissolving out the xanthophylls, and filtering to obtain crude xanthophylls; and b. dissolving the crude xanthophylls by chloroform, sampling by a polyamide chromatographic column, eluting by water, then gradient eluting by methyl alcohol-water, mixing the streams, and concentrating to obtain the high-purity xanthophylls. The method has the beneficial effects of being simple and feasible, low in cost, and high in purity and yield of obtained xanthophylls.
Description
Technical field
The invention belongs to technical field of phytochemistry is and in particular to a kind of pot marigold prepares the side of high purity lutein
Method.
Background technology
Lutein (lutein) also known as " Lutein ", belong to oxygen containing tetraterpenes carotenoid, are veterinary antibiotics, flower
The natural being widely present in the plants such as grass, has and good resists cell and the organ that free radical causes in human body
The ability damaged, can prevent coronary heart disease because body aging causes, the disease such as cardiovascula arteriosclerosis and tumour.In addition, lutein
It is one of only two Carotenoids in eyes, for eyes such as the senile eyeball retina macular disease of prevention, cataract
Portion's disease has functions that uniqueness.Lutein is in bright-coloured yellow, water insoluble, is soluble in the organic solvents such as chloroform, oxolane,
There is fast light, hot, sour, alkali, the features such as colorability is strong.There is food, the doctor of double effects (hyperchromic and health care) as one kind
Medicine additive, lutein is more and more paid close attention to by people in the industries such as food, medicine, cosmetics.
There are 3 chiral centres in the structure of lutein, therefore there are multiple isomers, chemical synthesis is relatively difficult.At present,
Lutein mostlys come from plant extract, contains abundant lutein in pot marigold, is the main plant that lutein extracts in recent years
Goods and materials source.Plant Lutein is many to be existed with lutein ester form, and free lutein can directly absorbed by the body utilize, and leaf is yellow
Plain ester then could must be absorbed after being hydrolyzed into free lutein in vivo.Therefore, in the extraction process of lutein, adopt soap more
Change mode, lutein ester is changed into free state.
The lutein preparation of existing report mainly adopts solvent extraction, the saponification method again through recrystallization.Chinese patent (Shen
Please numbers 200810195251.4) lutein is carried out using n-hexane-acetone-methanol double solvents in " Xanthophyll extraction process "
Extract, then saponification is carried out by alcoholic caustic potash, product is washed with deionized, and is centrifuged to obtain crude product, then uses
Oxolane/deionized water system is recrystallized, and gained crystal washs through deionized water or ethanol again, dry that lutein is brilliant
Body.The method has that time-consuming, solvent-oil ratio big, solvent is not easily recycled.Chinese patent (application number
200510111767.2) adopt macroporous absorbent resin purification leaf yellow in " preparation method of fatty acid ester of lutein and lutein "
Element, is eluted using petroleum ether-methanol system, but because petroleum ether poor with methyl alcohol intersolubility so that column chromatography effect is undesirable.
Chinese patent (application number 200810184478.9) " method extracting lutein ester type compound from marigold ", using silica gel
Refined lutein ester, but silica gel mostly is single use, and production cost is big, and lutein ester has part to damage after silica gel absorption
Lose.In sum, the problem existing for prior art, proposes easy and simple to handle, low cost, with short production cycle, product purity high
Lutein new method for extracting, be improve pot marigold plant resources utilization rate, realize lutein large-scale industrialized production urgently
The key issue solving.
Content of the invention
It is an object of the invention to provide a kind of method that pot marigold prepares high purity lutein, the method simple possible,
Low cost, gained lutein purity is high, high income.
The technical solution used in the present invention is a kind of method that pot marigold prepares high purity lutein, walks including following
Rapid:
A, by weight, takes 1 part of pot marigold, 2～7 parts of petroleum ether and 1～3 part of NaOH ethanol solution, in nitrogen
Heat 1～3 hour under conditions of 30 DEG C～70 DEG C under protection, be subsequently added deionized water and separate out to lutein crystal, filter,
Obtain lutein crude product；
B, by described lutein crude product with chloroform dissolve, be splined on polyamide chromatography post, first wash with water, again with methanol-
Water gradient elution, merges stream part, concentrates, obtains final product high purity lutein.
Particularly preferred, during with methanol-water gradient elution, using methyl alcohol: the eluant, eluent of water=50～100:50～0 is entering
Row wash-out.
Preferably, the petroleum ether in described step a selects in n-hexane, acetone, ethyl acetate or oxolane one
Plant and be replaced.
Preferably, the concentration of NaOH ethanol solution is 0.05～0.2g/ml in described step a.
Preferably, described NaOH ethanol solution selects sodium hydrate methanol solution, NaOH propanol solution, hydrogen
One of potassium oxide methanol solution, potassium hydroxide-ethanol solution or potassium hydroxide propanol solution are replaced.
Preferably, in described step a after filtration, adding the processing step of washing.
Preferably, described step b Lutein crude product is with, after chloroform dissolving, mixing sample with appropriate polyamide, after being dried, then
It is splined on polyamide chromatography post.
The present invention also provides the lutein that a kind of described method preparing high purity lutein is obtained.
The beneficial effects of the present invention is: the present invention, using extracting the method being carried out with saponification simultaneously, is simplified operation, and leads to
Cross nitrogen protection in case the oxidation Decomposition of uppermost leaf flavine, farthest extract the lutein in pot marigold；In the present invention first
The refined of lutein is carried out using polyamide, forms the selective absorption effect of hydrogen bond using itself and lutein, remove recklessly
Radish element and other impurities, reaches the purpose obtaining high purity lutein.Lutein preparation method of the present invention avoids to be tied again
The shortcoming that time-consuming for brilliant method of purification, solvent load is big, solves lutein because water insoluble, disperses on macroporous absorbent resin
The difficult problem of difference, absorption；Compared with silica gel, polyamide repeats and utilizes, and economy is strong, and gained lutein of the present invention
Product purity is high, high income, can be used for industrialized production.
Specific embodiment
For making those skilled in the art understand production technology and the technique effect of the present invention in detail, produced with specific below
Example is being further described application and the technique effect of the present invention.
Embodiment 1:
A, by weight, takes the hydroxide that 1 part of the pot marigold, 5 parts of petroleum ether and the concentration that are crushed to 20 mesh are 0.1g/ml
2 parts of sodium ethoxide solution, heats 2 hours under nitrogen protection under conditions of 50 DEG C, is subsequently added deionized water and ties to lutein
Partial crystallization goes out, and filters, obtains filter cake, wash with water once, is dried, obtains lutein crude product；
B, by described lutein crude product with chloroform dissolve, add 1 times of weight of lutein crude product polyamide mix after, do
Dry, it is splined on the polyamide chromatography post of preprocessed mistake, first washes with water, remove highly polar material, again with methanol: water=50:
50 eluant, eluent is eluted, and subsequently with methyl alcohol: the eluant, eluent of water=100:50 is eluted, each stream part collects 30ml, adopts
With tlc tracking and monitoring eluent composition, merge 10～30 stream parts, reduced pressure concentration, obtain final product high purity lutein.After testing, leaf
The purity of flavine is 95%, and the yield of lutein is 90%.
Embodiment 2:
A, by weight, takes the NaOH that 1 part of the pot marigold, 2 parts of acetone and the concentration that are crushed to 40 mesh are 0.2g/ml
3 parts of methanol solution, heats 3 hours under conditions of 30 DEG C under nitrogen protection, is subsequently added deionized water to lutein crystal
Separate out, filter, obtain filter cake, wash with water once, be dried, obtain lutein crude product；
B, by described lutein crude product with chloroform dissolve, add 2 times of weight of lutein crude product polyamide mix after, do
Dry, it is splined on the polyamide chromatography post of preprocessed mistake, first washes with water, remove highly polar material, again with methanol: water=75:
50 eluant, eluent is eluted, and is subsequently eluted with methyl alcohol, and each stream part collects 30ml, using tlc tracking and monitoring eluent
Composition, merges 15～35 stream parts, reduced pressure concentration, obtains final product high purity lutein.After testing, the purity of lutein is 94%, leaf
The yield of flavine is 91%.
Embodiment 3:
A, by weight, takes the hydrogen that 1 part of the pot marigold, 7 parts of ethyl acetate and the concentration that are crushed to 60 mesh are 0.05g/ml
1 part of potassium oxide ethanol solution, heats 1 hour under nitrogen protection under conditions of 70 DEG C, is subsequently added deionized water yellow to leaf
Element crystallization separates out, and filters, obtains filter cake, wash with water once, is dried, obtains lutein crude product；
B, by described lutein crude product with chloroform dissolve, add 2 times of weight of lutein crude product polyamide mix after, do
Dry, it is splined on the polyamide chromatography post of preprocessed mistake, first washes with water, remove highly polar material, again with methanol: water=75:
50 eluant, eluent is eluted, and subsequently with methyl alcohol: the eluant, eluent of water=100:50 is eluted, each stream part collects 30ml, adopts
With tlc tracking and monitoring eluent composition, merge 10～30 stream parts, reduced pressure concentration, obtain final product high purity lutein.After testing, leaf
The purity of flavine is 93%, and the yield of lutein is 91%.
Embodiment 4:
A, by weight, takes the hydrogen that 1 part of the pot marigold, 6 parts of oxolane and the concentration that are crushed to 40 mesh are 0.08g/ml
1 part of potassium oxide propanol solution, heats 2 hours under nitrogen protection under conditions of 60 DEG C, is subsequently added deionized water yellow to leaf
Element crystallization separates out, and filters, obtains filter cake, wash with water once, is dried, obtains lutein crude product；
B, by described lutein crude product with chloroform dissolve, add 1.5 times of weight of lutein crude product polyamide mix after, do
Dry, it is splined on the polyamide chromatography post of preprocessed mistake, first washes with water, remove highly polar material, again with methanol: water=100:
50 eluant, eluent is eluted, and is subsequently eluted with methyl alcohol, and each stream part collects 30ml, using tlc tracking and monitoring eluent
Composition, merges 15～35 stream parts, reduced pressure concentration, obtains final product high purity lutein.After testing, the purity of lutein is 95%, leaf
The yield of flavine is 89.6%.
Finally it should be noted that above example is only in order to illustrative and not limiting technical scheme, although reference
Above-described embodiment has been described in detail to the present invention, it will be appreciated by those skilled in the art that still can carry out to the present invention
Modification or equivalent, any modification or partial replacement without departing from the spirit and scope of the present invention, it all should be covered
In scope of the presently claimed invention.
Claims (6)
1. a kind of pot marigold prepare lutein method it is characterised in that: comprise the following steps:
A, by weight, takes 1 part of pot marigold, 2～7 parts of petroleum ether and 1～3 part of NaOH ethanol solution, in nitrogen protection
Under under conditions of 30 DEG C～70 DEG C heat 1～3 hour, be subsequently added deionized water to lutein crystal separate out, filter, obtain leaf
Flavine crude product；
B, described lutein crude product chloroform is dissolved, be splined on polyamide chromatography post, first wash with water, again with methanol-water ladder
Degree wash-out, merges stream part, concentrates, obtains final product lutein.
2. a kind of pot marigold according to claim 1 prepare lutein method it is characterised in that: in described step a
Petroleum ether be replaced from one of n-hexane, acetone, ethyl acetate or oxolane.
3. a kind of pot marigold according to claim 1 prepare lutein method it is characterised in that: in described step a
The concentration of NaOH ethanol solution is 0.05～0.2g/ml.
4. a kind of pot marigold according to claim 3 prepare lutein method it is characterised in that: described NaOH
Ethanol solution selects sodium hydrate methanol solution, NaOH propanol solution, potassium hydroxide methanol solution, ethanolic potassium hydroxide molten
One of liquid or potassium hydroxide propanol solution are replaced.
5. a kind of pot marigold according to claim 1 prepare lutein method it is characterised in that: in described step a
After filtration, add the processing step of washing.
6. a kind of pot marigold according to claim 1 prepare lutein method it is characterised in that: in described step b
Lutein crude product is with, after chloroform dissolving, mixing sample with appropriate polyamide, after being dried, then being splined on polyamide chromatography post.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410208386.5A CN103992255B (en) | 2014-05-17 | 2014-05-17 | Method for preparing high-purity xanthophylls with calendula officinalis |
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| CN103992255B true CN103992255B (en) | 2017-01-18 |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1793123A (en) * | 2005-12-27 | 2006-06-28 | 成都枫澜科技有限公司 | Process for preparing lutein crystic by drying flower of marigold |
| WO2007098520A1 (en) * | 2006-03-02 | 2007-09-07 | Omnica Gmbh | Process for the manufacture of a composition containing at least one xanthophyll |
| CN101774955A (en) * | 2009-12-08 | 2010-07-14 | 江苏省农业科学院 | Method for preparing high-content trans-lutein crystals from dried marigold flower pellets |
| CN102408368A (en) * | 2011-11-15 | 2012-04-11 | 威海天泓农业科技有限公司 | Method for preparing xanthophyll from calendula extract |
| CN102558008A (en) * | 2011-09-08 | 2012-07-11 | 黑龙江省嘉宝生物技术开发有限公司 | Preparation method for lutein |
-
2014
- 2014-05-17 CN CN201410208386.5A patent/CN103992255B/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1793123A (en) * | 2005-12-27 | 2006-06-28 | 成都枫澜科技有限公司 | Process for preparing lutein crystic by drying flower of marigold |
| WO2007098520A1 (en) * | 2006-03-02 | 2007-09-07 | Omnica Gmbh | Process for the manufacture of a composition containing at least one xanthophyll |
| CN101774955A (en) * | 2009-12-08 | 2010-07-14 | 江苏省农业科学院 | Method for preparing high-content trans-lutein crystals from dried marigold flower pellets |
| CN102558008A (en) * | 2011-09-08 | 2012-07-11 | 黑龙江省嘉宝生物技术开发有限公司 | Preparation method for lutein |
| CN102408368A (en) * | 2011-11-15 | 2012-04-11 | 威海天泓农业科技有限公司 | Method for preparing xanthophyll from calendula extract |
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