CN103467558A - Method for preparing pomolic acid - Google Patents
Method for preparing pomolic acid Download PDFInfo
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- CN103467558A CN103467558A CN201310422860XA CN201310422860A CN103467558A CN 103467558 A CN103467558 A CN 103467558A CN 201310422860X A CN201310422860X A CN 201310422860XA CN 201310422860 A CN201310422860 A CN 201310422860A CN 103467558 A CN103467558 A CN 103467558A
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- pomolic acid
- ethanol
- pomolic
- extract
- extraction
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
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- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a method for preparing pomolic acid. The method is characterized by comprising the following steps of supercritical extraction, polyamide column chromatography, alumina column chromatography, recrystallizing and the like. The method is mild in conditions, an adverse effect of local high temperature on the product activity in the traditional method is avoided, the process is reasonable, rapid extraction, separation and purification can be realized, and the method is suitable for large-scale production.
Description
Technical field
The invention belongs to natural medicine field, be specifically related to a kind of preparation method of pomolic acid.
Background technology
Pomolic acid (Pomolic acid) is to separate a kind of triterpenoids obtained from the root of Labiatae (Labiatae) garden burnet Sanguisorba officinalis L., is colourless needle, mp.293-295 ℃, molecular weight 472.71, molecular formula C
30h
48o
4, structural formula is:
Pharmacological research shows, pomolic acid has cytotoxic activity, to the ED50 of P388, is 2.9 μ g/mL; There is anti-microbial effect, the MIC of streptococcus aureus, Streptococcus mutans and Pseudomonas aeruginosa is respectively to 25 μ g/mL, 12.5～25 μ g/mL, 25 μ g/mL.
In prior art, the technique report that is applicable to prepare in a large number pomolic acid is not yet arranged.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of pomolic acid, adopt supercritical CO
2the steps such as extraction, polyamide column chromatography, alumina column chromatography and recrystallization are separated and are obtained crying highly purified pomolic acid from the root of garden burnet, and the pomolic acid purity of the method extraction is high, be produced on a large scale.
The present invention is achieved by the following technical solutions:
A kind of preparation method of pomolic acid is characterized in that comprising the following steps:
1) supercritical extraction: the root herb of getting garden burnet is pulverized, and puts into supercritical CO
2in extraction kettle, then add appropriate organic solvent as entrainment agent, pass into CO
2, at extracting pressure 20-35MPa, extracted CO under extraction temperature 30-50 ℃ of condition
2flow velocity is 10-30L/h, is extracted 1-3h, collects extract;
2) polyamide column chromatography: extract is added in polyamide resin column, and coutroi velocity 0.5-1.5BV/h, first wash with water to colourless, then use the 30-90% ethanol gradient elution, collects elutriant, is concentrated into relative density 1.08-1.12, obtains the pomolic acid crude extract;
3) alumina column chromatography: the acidic alumina absorption that the pomolic acid crude extract is doubly measured with 3-4, oven drying at low temperature below 50 ℃, dry column-packing, the organic solvent gradient elution, collect the flow point containing the high-content pomolic acid, is evaporated to small volume, and crystallization, obtain coarse-grain;
4) recrystallization: by coarse-grain methanol aqueous solution recrystallization, obtain highly purified pomolic acid monomeric compound.
Ethanol or acetone soln that the described entrainment agent of step (1) is 60-90%, add-on is the 5-15% that is equivalent to raw material weight.
The described organic solvent of step (3) is ethyl acetate-ethanol, ethanol, and the ethyl acetate-ethanol volume ratio is 1:2.
Characteristics of the present invention are: the inventive method adopts supercritical fluid extraction; mild condition, avoided the disadvantageous effect of traditional method localized hyperthermia to Product Activity, and technique is reasonable; can realize rapid extraction, separation, purifying, be a kind of method that is suitable for large-scale production.
Embodiment
Below in conjunction with specific embodiment, the invention will be further described, and the following example is intended to describe for example the present invention, rather than limit by any way the present invention.
Embodiment 1:
The root herb of garden burnet is pulverized, is got 5kg and drop in the supercritical extraction tank, add ethanolic soln that volume percent is 80% as entrainment agent, add-on be the 0.3kg(raw material weight 6%), at extracting pressure 25MPa, 45 ℃ of extraction temperature, CO
2extract 2h under flow 18L/h condition, obtain the root extract of garden burnet, extract disperses with hot water, upper polyamide resin column, flow velocity 1.0BV/h, first wash with water to water lotion colourless, use again 30% ethanol elution, finally use 80% ethanol elution, collect 80% ethanol eluate, it is 1.08 that elutriant is evaporated to relative density, obtain the pomolic acid crude extract, by pomolic acid crude extract dissolve with methanol, with the acidic alumina of 3 times of amounts, mix, in 50 ℃ of oven drying at low temperatures, the dry method upper prop, use successively ethyl acetate-ethanol (1:2), ethanol elution, thin-layer chromatography checks, collect high-content pomolic acid flow point, be evaporated to small volume, crystallization, by 80% methanol aqueous solution recrystallization for coarse-grain, obtain 532mg pomolic acid monomeric compound, its content is 98.7%.
Embodiment 2:
The root herb of garden burnet is pulverized, is got 5kg and drop in the supercritical extraction tank, add ethanolic soln that volume percent is 70% as entrainment agent, add-on be the 0.6kg(raw material weight 12%), at extracting pressure 20MPa, 35 ℃ of extraction temperature, CO
2extract 1h under flow 20L/h condition, obtain the root extract of garden burnet, extract disperses with hot water, upper polyamide resin column, flow velocity 1.5BV/h, first wash with water to water lotion colourless, use again 30% ethanol elution, finally use 90% ethanol elution, collect 90% ethanol eluate, it is 1.10 that elutriant is evaporated to relative density, obtain the pomolic acid crude extract, by pomolic acid crude extract dissolve with methanol, with the acidic alumina of 3 times of amounts, mix, in 45 ℃ of oven drying at low temperatures, the dry method upper prop, with using successively ethyl acetate-ethanol (1:2), ethanol elution, thin-layer chromatography checks, collect high-content pomolic acid flow point, be evaporated to small volume, crystallization, by 80% methanol aqueous solution recrystallization for coarse-grain, obtain 529mg pomolic acid monomeric compound, its content is 98.0%.
Embodiment 3:
The root herb of garden burnet is pulverized, is got 5kg and drop in the supercritical extraction tank, add acetone soln that volume percent is 90% as entrainment agent, add-on be the 0.75kg(raw material weight 15%), at extracting pressure 32MPa, 30 ℃ of extraction temperature, CO
2extract 3h under flow 10L/h condition, obtain the root extract of garden burnet, extract disperses with hot water, upper polyamide resin column, flow velocity 1.2BV/h, first wash with water to water lotion colourless, use again 30% ethanol elution, finally use 70% ethanol elution, collect 70% ethanol eluate, it is 1.12 that elutriant is evaporated to relative density, obtain the pomolic acid crude extract, by pomolic acid crude extract dissolve with methanol, with the acidic alumina of 3 times of amounts, mix, in 40 ℃ of oven drying at low temperatures, the dry method upper prop, use successively ethyl acetate-ethanol (1:2), ethanol elution, thin-layer chromatography checks, collect high-content pomolic acid flow point, be evaporated to small volume, crystallization, by 80% methanol aqueous solution recrystallization for coarse-grain, obtain 533mg pomolic acid monomeric compound, its content is 98.2%.
Embodiment 4:
The root herb of garden burnet is pulverized, is got 5kg and drop in the supercritical extraction tank, add acetone soln that volume percent is 60% as entrainment agent, add-on be the 0.5kg(raw material weight 10%), at extracting pressure 35MPa, 50 ℃ of extraction temperature, CO
2extract 2h under flow 30L/h condition, obtain the root extract of garden burnet, extract disperses with hot water, upper polyamide resin column, flow velocity 0.5BV/h, first wash with water to water lotion colourless, use again 40% ethanol elution, finally use 90% ethanol elution, collect 90% ethanol eluate, it is 1.11 that elutriant is evaporated to relative density, obtain the pomolic acid crude extract, by pomolic acid crude extract dissolve with methanol, with the acidic alumina of 4 times of amounts, mix, in 45 ℃ of oven drying at low temperatures, the dry method upper prop, use successively ethyl acetate-ethanol (1:2), ethanol elution, thin-layer chromatography checks, collect high-content pomolic acid flow point, be evaporated to small volume, crystallization, by 80% methanol aqueous solution recrystallization for coarse-grain, obtain 509mg pomolic acid monomeric compound, its content is 97.8%.
Claims (3)
1. the preparation method of a pomolic acid is characterized in that comprising the following steps:
1) supercritical extraction: the root herb of getting garden burnet is pulverized, and puts into supercritical CO
2in extraction kettle, then add appropriate organic solvent as entrainment agent, pass into CO
2, at extracting pressure 20-35MPa, extracted CO under extraction temperature 30-50 ℃ of condition
2flow velocity is 10-30L/h, is extracted 1-3h, collects extract;
2) polyamide column chromatography: extract is added in polyamide resin column, and coutroi velocity 0.5-1.5BV/h, first wash with water to colourless, then use the 30-90% ethanol gradient elution, collects elutriant, is concentrated into relative density 1.08-1.12, obtains the pomolic acid crude extract;
3) alumina column chromatography: the acidic alumina absorption that the pomolic acid crude extract is doubly measured with 3-4, oven drying at low temperature below 50 ℃, dry column-packing, the organic solvent gradient elution, collect the flow point containing the high-content pomolic acid, is evaporated to small volume, and crystallization, obtain coarse-grain;
4) recrystallization: by coarse-grain methanol aqueous solution recrystallization, obtain highly purified pomolic acid monomeric compound.
2. the preparation method of a kind of pomolic acid according to claim 1, is characterized in that, ethanol or acetone soln that the described entrainment agent of step (1) is 60-90%, and add-on is the 5-15% that is equivalent to raw material weight.
3. the preparation method of a kind of pomolic acid according to claim 1, is characterized in that, the described organic solvent of step (3) is ethyl acetate-ethanol, ethanol, and the ethyl acetate-ethanol volume ratio is 1:2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310422860XA CN103467558A (en) | 2013-09-17 | 2013-09-17 | Method for preparing pomolic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310422860XA CN103467558A (en) | 2013-09-17 | 2013-09-17 | Method for preparing pomolic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103467558A true CN103467558A (en) | 2013-12-25 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310422860XA Pending CN103467558A (en) | 2013-09-17 | 2013-09-17 | Method for preparing pomolic acid |
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| CN (1) | CN103467558A (en) |
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2013
- 2013-09-17 CN CN201310422860XA patent/CN103467558A/en active Pending
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Application publication date: 20131225 |