CN102276618A - Method for preparing high-purity ellagic acid - Google Patents
Method for preparing high-purity ellagic acid Download PDFInfo
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- CN102276618A CN102276618A CN2011102642729A CN201110264272A CN102276618A CN 102276618 A CN102276618 A CN 102276618A CN 2011102642729 A CN2011102642729 A CN 2011102642729A CN 201110264272 A CN201110264272 A CN 201110264272A CN 102276618 A CN102276618 A CN 102276618A
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Abstract
The invention relates to a method for preparing high-purity ellagic acid. The method comprises the following steps of: crushing Chinese gall serving as an extraction raw material, extracting by using alkali-containing ethanol aqueous solution, suction-filtering extracting solution, concentrating under reduced pressure until filter liquor does not contain alcohol, dispersing in water, and separating dispersing solution by using a macroporous resin column and preparation high liquid chromatogram to prepare the high-purity ellagic acid. The method is stable, and the content of the high-purity ellagic acid in a product is high and is over 98 percent.
Description
Technical field
The present invention relates to a kind of preparation method of high purity ellagic acid, be specifically related to a kind of method of using post separation and high performance liquid phase preparation fast.
Background technology
Ellagic acid (English name: ellagic acid, chemical name: 2,3,7,8-tetrahydroxy benzopyrano-5,4,3-cde benzopyran-5,10-dione), also be a kind of plant polyphenol compounds, extensively be present in the fruits such as various natural mushy fruits, nut.It induces canceration and other multiple cancerations that the obvious suppression effect is arranged to chemical substance.On mechanism, this product is a kind of antioxidant, it can with harmful combined with radical in the human body, have brute force and go the canceration effect, can be anti-ageing, increase immunity of organism, also have step-down, sedative effect, various bacteria, virus are had the good restraining effect.Therefore this product has the laudatory title of " star of gram cancer ", " carcinogens scavenging agent ".It can be used as food supplement, and research, exploitation this product have higher economic value and range of application widely.States such as present America and Europe are in great demand, so the exploitation of this product is significant.
Ellagic acid is the dimerization derivative of gallic acid, is a kind of polyphenol dilactone, is trans gallic acid tannin structure.Pure ellagic acid is a kind of yellow needle-like crystal, and fusing point (pyridine) is slightly soluble in water, alcohol greater than 360 ℃, is dissolved in alkali, pyridine, is insoluble to ether.Molecular formula is C
14H
6O
8
At present, the high performance liquid preparative chromatography work that is used for the high-load ellagic acid of mass preparation yet there are no report.
Summary of the invention
The preparation method who the purpose of this invention is to provide a kind of high purity ellagic acid, this method can realize the preparation of high purity ellagic acid.
For achieving the above object, the present invention adopts following technical scheme:
A kind of preparation method of high purity ellagic acid, it is characterized in that comprising the steps: with the Turkey-galls pulverizing medicinal materials, extract 2-4 time with containing the alkali aqueous ethanolic solution, each 1-3h, suction filtration, merging filtrate, concentrating under reduced pressure does not have alcohol, is scattered in the water, dispersion liquid passes through macroporous resin column earlier, wash with water to neutrality, washing lotion discards, and uses the eluent wash-out again, collect elutriant, concentrating under reduced pressure, the dry powder that gets adopt preparative high performance liquid chromatography to separate the highly purified ellagic acid of preparation again, and the content of measuring the product ellagic acid through HPLC is more than 98%.
The described alkali aqueous ethanolic solution volume percent that contains is 60-80%, and adopting sodium hydroxide or sodium hydrogen carbonate solution to regulate pH is 8 ~ 9.
Described extracting method is a kind of in microwave-assisted extraction, heating and refluxing extraction or the supersound extraction.
The optional AB-8 of described macroporous resin model, LSA-21, HPD-400 etc.
Described eluent is a 50-80% ethanol, adopts hydrochloric acid to regulate pH3-5.
Described preparative high performance liquid chromatography condition is: being stationary phase with the reversed-phase bonded silica, is moving phase with acetonitrile-1% trifluoroacetic acid (52 ~ 65:35 ~ 48).
Beneficial effect of the present invention is:
(1) integrated artistic of the present invention is simple to operate, and feasibility is strong;
(2) the present invention is a separation means with preparation type high performance liquid phase, can obtain purity at the ellagic acid more than 98%, and the single needle disengaging time is short, is fit to very much large batch of preparation, prepares the recyclable utilization of solvent simultaneously, can realize batch preparations;
(3) the present invention uses the macroporous resin removal of impurities earlier before preparative high-performance liquid chromatographic, can prolong the work-ing life of chromatographic column.
Now the present invention will be further described in conjunction with the embodiments, and embodiment only limits to illustrate the present invention, but not limitation of the invention.
Embodiment
Embodiment 1:
With the Turkey-galls pulverizing medicinal materials, get 1kg, with 80% aqueous ethanolic solution (sodium hydroxide transfer alkali to pH8) heating and refluxing extraction 4 times, each 1h, suction filtration, merging filtrate, concentrating under reduced pressure does not have alcohol, be scattered in the water, dispersion liquid by the LSA-21 macroporous resin column, washes with water to neutrality earlier, and washing lotion discards, use 4L60% ethanol (hydrochloric acid is regulated pH3) wash-out again, collect elutriant, concentrating under reduced pressure, the dry powder that gets is used 75% dissolve with ethanol, be made into the solution that concentration is 50mg/ml, through 0.45 μ m micro-filtrate membrane filtration, the preparative high performance liquid chromatography preparative column is a filler with the C18 bonding mutually, and sampling volume is 25ml, with acetonitrile-1% trifluoroacetic acid (52:48) is moving phase, the control flow velocity is 50ml/min, and the UV-detector monitoring and setting is 254nm, online detection, collection contains the high purity flow point of ellagic acid, is concentrated into to do that promptly to get content be 98.4% ellagic acid.
Embodiment 2:
With the Turkey-galls pulverizing medicinal materials, get 1kg, with 70% aqueous ethanolic solution (sodium hydroxide transfer alkali to pH8) supersound extraction 1 time, each 3h, suction filtration, merging filtrate, concentrating under reduced pressure does not have alcohol, be scattered in the water, dispersion liquid by the HPD-400 macroporous resin column, washes with water to neutrality earlier, and washing lotion discards, use 5L70% ethanol (hydrochloric acid is regulated pH5) wash-out again, collect elutriant, concentrating under reduced pressure, the dry powder that gets is used 75% dissolve with ethanol, be made into the solution that concentration is 100mg/ml, through 0.45 μ m micro-filtrate membrane filtration, the preparative high performance liquid chromatography preparative column is a filler with the C18 bonding mutually, and sampling volume is 25ml, with acetonitrile-1% trifluoroacetic acid (65:35) is moving phase, the control flow velocity is 100ml/min, and the UV-detector monitoring and setting is 254nm, online detection, collection contains the high purity flow point of ellagic acid, is concentrated into to do that promptly to get content be 99.3% ellagic acid.
Embodiment 3:
With the Turkey-galls pulverizing medicinal materials, get 1kg, extract 3 times with 60% aqueous ethanolic solution (sodium bicarbonate is transferred alkali to pH9) microwave-assisted, each 1.5h, suction filtration, merging filtrate, concentrating under reduced pressure does not have alcohol, be scattered in the water, dispersion liquid by the AB-8 macroporous resin column, washes with water to neutrality earlier, and washing lotion discards, use 5L50% ethanol (hydrochloric acid is regulated pH3) wash-out again, collect elutriant, concentrating under reduced pressure, the dry powder that gets is used 75% dissolve with ethanol, be made into the solution that concentration is 80mg/ml, through 0.45 μ m micro-filtrate membrane filtration, the preparative high performance liquid chromatography preparative column is a filler with the C18 bonding mutually, and sampling volume is 30ml, with acetonitrile-1% trifluoroacetic acid (55:45) is moving phase, the control flow velocity is 250ml/min, and the UV-detector monitoring and setting is 254nm, online detection, collection contains the high purity flow point of ellagic acid, is concentrated into to do that promptly to get content be 98.7% ellagic acid.
Embodiment 4:
With the Turkey-galls pulverizing medicinal materials, get 2kg, with 75% aqueous ethanolic solution (sodium bicarbonate transfer alkali to pH8) heating and refluxing extraction 2 times, each 2h, suction filtration, merging filtrate, concentrating under reduced pressure does not have alcohol, be scattered in the water, dispersion liquid by the AB-8 macroporous resin column, washes with water to neutrality earlier, and washing lotion discards, use 10L65% ethanol (hydrochloric acid is regulated pH4) wash-out again, collect elutriant, concentrating under reduced pressure, the dry powder that gets is used 75% dissolve with ethanol, be made into the solution that concentration is 120mg/ml, through 0.45 μ m micro-filtrate membrane filtration, the preparative high performance liquid chromatography preparative column is a filler with the C18 bonding mutually, and sampling volume is 50ml, with acetonitrile-1% trifluoroacetic acid (58:42) is moving phase, the control flow velocity is 300ml/min, and the UV-detector monitoring and setting is 254nm, online detection, collection contains the high purity flow point of ellagic acid, is concentrated into to do that promptly to get content be 98.9% ellagic acid.
Embodiment 5:
With the Turkey-galls pulverizing medicinal materials, get 2kg, with 70% ethanol (sodium hydroxide transfer alkali to pH9) aqueous solution supersound extraction 2 times, each 3h, suction filtration, merging filtrate, concentrating under reduced pressure does not have alcohol, be scattered in the water, dispersion liquid by the LSA-21 macroporous resin column, washes with water to neutrality earlier, and washing lotion discards, use 10L80% ethanol (hydrochloric acid is regulated pH5) wash-out again, collect elutriant, concentrating under reduced pressure, the dry powder that gets is used 75% dissolve with ethanol, be made into the solution that concentration is 100mg/ml, through 0.45 μ m micro-filtrate membrane filtration, the preparative high performance liquid chromatography preparative column is a filler with the C18 bonding mutually, and sampling volume is 40ml, with acetonitrile-1% trifluoroacetic acid (60:40) is moving phase, the control flow velocity is 350ml/min, and the UV-detector monitoring and setting is 254nm, online detection, collection contains the high purity flow point of ellagic acid, is concentrated into to do that promptly to get content be 99.3% ellagic acid.
Claims (4)
1. the preparation method of a high purity ellagic acid, it is characterized in that comprising the steps: with the Turkey-galls pulverizing medicinal materials, extract 2-4 time with containing the alkali aqueous ethanolic solution, each 1-3h, suction filtration, merging filtrate, concentrating under reduced pressure does not have alcohol, is scattered in the water, dispersion liquid passes through macroporous resin column earlier, wash with water to neutrality, washing lotion discards, and uses the eluent wash-out again, collect elutriant, concentrating under reduced pressure, the dry powder that gets adopt preparative high performance liquid chromatography to separate the highly purified ellagic acid of preparation again, and the content of measuring the product ellagic acid through HPLC is more than 98%.
2. according to the preparation method of the described a kind of high purity ellagic acid of claim 1, it is characterized in that the described alkali aqueous ethanolic solution volume percent that contains is 60-80%, adopting sodium hydroxide or sodium hydrogen carbonate solution to regulate pH is 8 ~ 9.
3. according to the preparation method of the described a kind of high purity ellagic acid of claim 1, it is characterized in that described eluent is a 50-80% ethanol, adopt hydrochloric acid to regulate pH3-5.
4. according to the preparation method of the described a kind of high purity ellagic acid of claim 1, it is characterized in that described preparative high performance liquid chromatography condition is: being stationary phase with the reversed-phase bonded silica, is moving phase with acetonitrile-1% trifluoroacetic acid (52 ~ 65:35 ~ 48).
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| CN2011102642729A CN102276618A (en) | 2011-09-08 | 2011-09-08 | Method for preparing high-purity ellagic acid |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102702217A (en) * | 2012-06-19 | 2012-10-03 | 湖南农业大学 | Method for preparing ellagic acid high-purity products by using waste materials of tannic acid production from gallnut as raw materials |
| CN104628731A (en) * | 2015-01-27 | 2015-05-20 | 中国农业科学院兰州畜牧与兽药研究所 | Method for extracting peganum harmala alkaloid under microwave assistance |
| CN114605427A (en) * | 2022-03-25 | 2022-06-10 | 大连理工大学盘锦产业技术研究院 | Method for extracting and preparing raspberry ellagic acid |
-
2011
- 2011-09-08 CN CN2011102642729A patent/CN102276618A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102702217A (en) * | 2012-06-19 | 2012-10-03 | 湖南农业大学 | Method for preparing ellagic acid high-purity products by using waste materials of tannic acid production from gallnut as raw materials |
| CN102702217B (en) * | 2012-06-19 | 2013-07-03 | 湖南农业大学 | Method for preparing ellagic acid high-purity products by using waste materials of tannic acid production from gallnut as raw materials |
| CN104628731A (en) * | 2015-01-27 | 2015-05-20 | 中国农业科学院兰州畜牧与兽药研究所 | Method for extracting peganum harmala alkaloid under microwave assistance |
| CN104628731B (en) * | 2015-01-27 | 2017-02-22 | 中国农业科学院兰州畜牧与兽药研究所 | Method for extracting peganum harmala alkaloid under microwave assistance |
| CN114605427A (en) * | 2022-03-25 | 2022-06-10 | 大连理工大学盘锦产业技术研究院 | Method for extracting and preparing raspberry ellagic acid |
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