CN109503538A - The method of purification of anthocyanidin in treaster - Google Patents
The method of purification of anthocyanidin in treaster Download PDFInfo
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- CN109503538A CN109503538A CN201811581048.0A CN201811581048A CN109503538A CN 109503538 A CN109503538 A CN 109503538A CN 201811581048 A CN201811581048 A CN 201811581048A CN 109503538 A CN109503538 A CN 109503538A
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- treaster
- anthocyanidin
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0096—Purification; Precipitation; Filtration
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Steroid Compounds (AREA)
Abstract
The present invention relates to a kind of methods of purification of anthocyanidin in treaster, comprising: (1) rinses treaster well, drain, cryogenic freezing pulverizes and sieves, and obtains grape ground-slag；(2) extracting solution I is added into grape ground-slag, control temperature carries out ultrasound extraction for the first time, and extracting solution II is added, and control temperature carries out second of ultrasound extraction, and extracting solution III is added, and control temperature carries out third time ultrasound extraction；(3) leaching liquor is filtered, is centrifuged, refilters, obtain clear liquid, as oenine crude liquid；(4) column chromatography is used, separation and purification treatment is carried out to oenine crude liquid by macroporous absorbent resin.
Description
Technical field
The invention belongs to natural component extractive technique fields, and in particular to the method for purification of anthocyanidin in a kind of treaster.
Background technique
Anthocyanidin (anthocyanidins), also known as anthocyanidin, it is water-soluble in plant to be that nature one kind is widely present in
Property natural pigment, be that coloured back obtained by anthocyanin (anthocyains) hydrolysis is first.It is main in water fruits and vegetables, flowers
Present-color material is largely associated therewith.Under the conditions of plant cell vacuole different pH value, it is in riotous profusion that anthocyanidin makes petal that the five colours be presented
Confused color.Known cyanine is known as more than 20 kinds, important in food to have 6 kinds, i.e. pelargonidin, cyanidin, delphinium
Pigment, paeonidin, morning glory pigment and malvidin.The anthocyanidin of nature all exists with glycoside forms, referred to as pattern
Glycosides, few free anthocyanidin exist.In terms of anthocyanidin is mainly used for food color, it can also be used to dyestuff, medicine, cosmetics
Etc..
Solvent extraction is the general extraction methods of anthocyanidin, and solvent more options methanol, ethyl alcohol, acetone, water or mixing are molten
Agent etc..The anthocyanidin of non-acylation is degraded in extraction process in order to prevent, and certain density hydrochloric acid is often added in Extraction solvent
Or formic acid, but when being concentrated by evaporation, these acid will lead to all or part of hydrolysis of anthocyanidin of acylation again.In addition, for
It may need to be extracted using organic solvent such as n-hexane, petroleum ether, ether etc. containing the sample of liposoluble constituent in extract
It takes.Traditional solvent extraction process extraction time is long, and production efficiency is lower, and hot solvent be easy to cause anthocyanidin degradation and life
Manage active reduction.
Although at present there are many about anthocyanidin extraction and purification process, these methods are for extracting treaster
In anthocyanidin when, extract and purification effect it is unsatisfactory.
Summary of the invention
To solve problems of the prior art, the present invention provides a kind of method of purification of anthocyanidin in treaster, presses
According to sequencing the following steps are included:
Step (1): treaster being rinsed well, is drained, and cryogenic freezing pulverizes and sieves, and obtains grape ground-slag；
Step (2): extracting solution I being added into grape ground-slag, and control temperature carries out ultrasound extraction for the first time, extracting solution is added
II, control temperature carry out second of ultrasound extraction, and extracting solution III is added, and control temperature carries out third time ultrasound extraction；
Step (3): leaching liquor is filtered, and centrifugation refilters, obtains clear liquid, as oenine crude liquid；
Step (4): column chromatography is used, oenine crude liquid is carried out by macroporous absorbent resin to isolate and purify place
Reason.
Preferably, in step (2), the extracting solution I is the ethanol solution containing 0.1% hydrochloric acid.
In any of the above-described scheme preferably, in step (2), the condition of ultrasound extraction for the first time are as follows: with 100W ultrasound
Wave handles 1-2min, extracts 20-30min at 35-40 DEG C.
In any of the above-described scheme preferably, in step (2), the extracting solution II is the methanol containing 0.02% hydrochloric acid
Solution.
In any of the above-described scheme preferably, in step (2), the condition of second of ultrasound extraction are as follows: vortex oscillation
20S, 100W ultrasonication 2-3min.
In any of the above-described scheme preferably, in step (2), the extracting solution III's the preparation method comprises the following steps: by methanol and
Water is mixed by equal proportion, and the pH of mixed liquor is adjusted to 2.0 to get extracting solution III with phosphoric acid.
In any of the above-described scheme preferably, in step (2), the condition of third time ultrasound extraction are as follows: vortex oscillation
10S, 100W ultrasonic wave ice-water bath handle 2-3min.
In any of the above-described scheme preferably, in step (1), the concrete operations of cryogenic freezing are as follows: with liquid nitrogen cryopreservation in-
80 DEG C of refrigerators.
In any of the above-described scheme preferably, in step (1), it is 40 mesh that the sieve pore of sieve is selected in sieving.
In any of the above-described scheme preferably, in step (4), the aperture of the macroporous absorbent resin is 12-16nm.
The method of purification of anthocyanidin in treaster provided by the invention, using in ultrasonic technology assisted extraction treaster
Anthocyanidin and it is purified by macroreticular resin absorbing method, the oenine purity after purification is higher, this method has
The saving time, low energy consumption, recovery rate is high and is easy to the advantages of being mass produced.
Specific embodiment
In order to be further understood that summary of the invention of the invention, the present invention is elaborated below in conjunction with specific embodiment.
Embodiment one
Step (1): treaster being rinsed well, is drained, and crushed 40 mesh after -80 DEG C of refrigerators, freeze-drying with liquid nitrogen cryopreservation
The sieve in aperture obtains grape ground-slag；
Step (2): being added the ethanol solution containing 0.1% hydrochloric acid according to solid-liquid ratio 1:5 into grape ground-slag, super with 100W
Sonicated 1-2min extracts 20min at 35 DEG C, isometric methanol solution containing 0.02% hydrochloric acid, vortex oscillation
50% isometric methanol solution (solution passes through phosphorus acid for adjusting pH to 2) is then added in 20S, 100W ultrasonication 2min,
Vortex oscillation 10S, 100W ultrasonic wave ice-water bath handles 2min；
Step (3): leaching liquor is filtered, and centrifugation refilters, obtains clear liquid, as oenine crude liquid；
Step (4): using column chromatography, by the macroporous absorbent resin in the aperture 12-16nm to oenine crude liquid into
Row separation and purification treatment.
Embodiment two
Step (1): treaster being rinsed well, is drained, and crushed 40 mesh after -80 DEG C of refrigerators, freeze-drying with liquid nitrogen cryopreservation
The sieve in aperture obtains grape ground-slag；
Step (2): being added the ethanol solution containing 0.1% hydrochloric acid according to solid-liquid ratio 1:6 into grape ground-slag, super with 100W
Sonicated 1min extracts 25min at 38 DEG C, isometric methanol solution containing 0.02% hydrochloric acid, vortex oscillation 20S,
100W ultrasonication 2min is then added 50% isometric methanol solution (solution passes through phosphorus acid for adjusting pH to 2), is vortexed
10S is vibrated, 100W ultrasonic wave ice-water bath handles 2min；
Step (3): leaching liquor is filtered, and centrifugation refilters, obtains clear liquid, as oenine crude liquid；
Step (4): using column chromatography, by the macroporous absorbent resin in the aperture 12-16nm to oenine crude liquid into
Row separation and purification treatment.
Embodiment three
Step (1): treaster being rinsed well, is drained, and crushed 40 mesh after -80 DEG C of refrigerators, freeze-drying with liquid nitrogen cryopreservation
The sieve in aperture obtains grape ground-slag；
Step (2): being added the ethanol solution containing 0.1% hydrochloric acid according to solid-liquid ratio 1:7 into grape ground-slag, super with 100W
Sonicated 1min extracts 25min at 38 DEG C, isometric methanol solution containing 0.02% hydrochloric acid, vortex oscillation 20S,
100W ultrasonication 2min is then added 50% isometric methanol solution (solution passes through phosphorus acid for adjusting pH to 2), is vortexed
10S is vibrated, 100W ultrasonic wave ice-water bath handles 2min；
Step (3): leaching liquor is filtered, and centrifugation refilters, obtains clear liquid, as oenine crude liquid；
Step (4): using column chromatography, by the macroporous absorbent resin in the aperture 12-16nm to oenine crude liquid into
Row separation and purification treatment.
Example IV
Step (1): treaster being rinsed well, is drained, and crushed 40 mesh after -80 DEG C of refrigerators, freeze-drying with liquid nitrogen cryopreservation
The sieve in aperture obtains grape ground-slag；
Step (2): being added the ethanol solution containing 0.1% hydrochloric acid according to solid-liquid ratio 1:7 into grape ground-slag, super with 100W
Sonicated 2min extracts 30min at 40 DEG C, isometric methanol solution containing 0.02% hydrochloric acid, vortex oscillation 20S,
100W ultrasonication 3min is then added 50% isometric methanol solution (solution passes through phosphorus acid for adjusting pH to 2), is vortexed
10S is vibrated, 100W ultrasonic wave ice-water bath handles 3min；
Step (3): leaching liquor is filtered, and centrifugation refilters, obtains clear liquid, as oenine crude liquid；
Step (4): using column chromatography, by the macroporous absorbent resin in the aperture 12-16nm to oenine crude liquid into
Row separation and purification treatment.
Embodiment five
Step (1): treaster being rinsed well, is drained, and crushed 40 mesh after -80 DEG C of refrigerators, freeze-drying with liquid nitrogen cryopreservation
The sieve in aperture obtains grape ground-slag；
Step (2): being added the ethanol solution containing 0.1% hydrochloric acid according to solid-liquid ratio 1:8 into grape ground-slag, super with 100W
Sonicated 2min extracts 30min at 35-40 DEG C, isometric methanol solution containing 0.02% hydrochloric acid, vortex oscillation
50% isometric methanol solution (solution passes through phosphorus acid for adjusting pH to 2) is then added in 20S, 100W ultrasonication 3min,
Vortex oscillation 10S, 100W ultrasonic wave ice-water bath handles 3min；
Step (3): leaching liquor is filtered, and centrifugation refilters, obtains clear liquid, as oenine crude liquid；
Step (4): using column chromatography, by the macroporous absorbent resin in the aperture 12-16nm to oenine crude liquid into
Row separation and purification treatment.
Experimental result
It is compared using the method for method and the prior art in embodiment one, is all made of the experiment such as embodiment one kind
Condition is tested, as a result as shown in the table.
1 distinct methods of table send out anthocyanidin crude product recovery rate and purity
As seen from the above table, anthocyanidin is extracted by using the method for embodiment one kind, is had compared with prior art
There are good crude product recovery rate and crude product purity.
Crude product made from above-mentioned four kinds different extracting solutions is further purified by column chromatography, as a result such as following table institute
Show.
Purity of the anthocyanidin after column chromatography purifies under 2 distinct methods of table
As seen from the above table, anthocyanidin is extracted by using the method for embodiment one kind, and made from the prior art
Crude product, which is compared, has good extraction effect, has obtained the higher anthocyanidin of purity.
It will be apparent to those skilled in the art that the method for purification of anthocyanidin includes aforementioned present invention in treaster of the invention
The summary of the invention and specific embodiment part of specification, as space is limited and to keep specification concise without these combining structure
At each scheme describe one by one.All within the spirits and principles of the present invention, any modification, equivalent substitution, improvement and etc. done,
It should all be included in the protection scope of the present invention.
Claims (10)
1. the method for purification of anthocyanidin in a kind of treaster, according to sequencing the following steps are included:
Step (1): treaster being rinsed well, is drained, and cryogenic freezing pulverizes and sieves, and obtains grape ground-slag；
Step (2): extracting solution I being added into grape ground-slag, and control temperature carries out ultrasound extraction for the first time, extracting solution II is added,
It controls temperature and carries out second of ultrasound extraction, extracting solution III is added, control temperature carries out third time ultrasound extraction；
Step (3): leaching liquor is filtered, and centrifugation refilters, obtains clear liquid, as oenine crude liquid；
Step (4): using column chromatography, carries out separation and purification treatment to oenine crude liquid by macroporous absorbent resin.
2. the method for purification of anthocyanidin in treaster according to claim 1, which is characterized in that described to mention in step (2)
Taking liquid I is the ethanol solution containing 0.1% hydrochloric acid.
3. the method for purification of anthocyanidin in treaster according to claim 3, which is characterized in that in step (2), for the first time
The condition of ultrasound extraction are as follows: use 100W ultrasonication 1-2min, extract 20-30min at 35-40 DEG C.
4. the method for purification of anthocyanidin in treaster according to claim 1, which is characterized in that described to mention in step (2)
Taking liquid II is the methanol solution containing 0.02% hydrochloric acid.
5. the method for purification of anthocyanidin in treaster according to claim 4, which is characterized in that in step (2), second
The condition of ultrasound extraction are as follows: vortex oscillation 20S, 100W ultrasonication 2-3min.
6. the method for purification of anthocyanidin in treaster according to claim 1, which is characterized in that described to mention in step (2)
Liquid III's the preparation method comprises the following steps: first alcohol and water is mixed by equal proportion is taken, the pH of mixed liquor is adjusted to 2.0 to get mentioning with phosphoric acid
Take liquid III.
7. the method for purification of anthocyanidin in treaster according to claim 6, which is characterized in that in step (2), third time
The condition of ultrasound extraction are as follows: vortex oscillation 10S, 100W ultrasonic wave ice-water bath handles 2-3min.
8. the method for purification of anthocyanidin in treaster according to claim 1, which is characterized in that in step (1), low temperature cold
The concrete operations of jelly are as follows: with liquid nitrogen cryopreservation in -80 DEG C of refrigerators.
9. the method for purification of anthocyanidin in treaster according to claim 1, which is characterized in that in step (1), cross and screen
It is 40 mesh with the sieve pore of sieve.
10. the method for purification of anthocyanidin in treaster according to claim 1, which is characterized in that described in step (4)
The aperture of macroporous absorbent resin is 12-16nm.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811581048.0A CN109503538A (en) | 2018-12-24 | 2018-12-24 | The method of purification of anthocyanidin in treaster |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811581048.0A CN109503538A (en) | 2018-12-24 | 2018-12-24 | The method of purification of anthocyanidin in treaster |
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| CN109503538A true CN109503538A (en) | 2019-03-22 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111704598A (en) * | 2020-08-04 | 2020-09-25 | 河南白云牧港生物科技有限公司 | Method for extracting anthocyanin from Chinese yam root bark |
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| CN107556283A (en) * | 2017-10-19 | 2018-01-09 | 阜康市天鼎生物科技有限公司 | A kind of process of the extraction of the efficient low-consume from grape pip OPC |
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2018
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Patent Citations (3)
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| CN102659743A (en) * | 2012-05-08 | 2012-09-12 | 李丹 | Extraction rectification method of anthocyanin in mulberry |
| CN107556283A (en) * | 2017-10-19 | 2018-01-09 | 阜康市天鼎生物科技有限公司 | A kind of process of the extraction of the efficient low-consume from grape pip OPC |
| CN107556282A (en) * | 2017-10-19 | 2018-01-09 | 阜康市天鼎生物科技有限公司 | A kind of overcritical method from extracting proanthocyanidin from grape seeds |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111704598A (en) * | 2020-08-04 | 2020-09-25 | 河南白云牧港生物科技有限公司 | Method for extracting anthocyanin from Chinese yam root bark |
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Application publication date: 20190322 |