CN102887935A - Method for extracting suaveolic acid A - Google Patents
Method for extracting suaveolic acid A Download PDFInfo
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- CN102887935A CN102887935A CN2012103664950A CN201210366495A CN102887935A CN 102887935 A CN102887935 A CN 102887935A CN 2012103664950 A CN2012103664950 A CN 2012103664950A CN 201210366495 A CN201210366495 A CN 201210366495A CN 102887935 A CN102887935 A CN 102887935A
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- suaveolic
- acid
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- methanol
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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
Abstract
The invention discloses a method for extracting suaveolic acid A. The method is characterized by comprising steps as follows: getting the aboveground part of head-shaped suaveolens as the raw material; crushing the tissue, and carrying out enzymolysis by virtue of cellulose, so as to obtain the raw material subjected to enzymolysis; carrying out supercritical CO2 extraction; separating and collecting to obtain triterpenes extractive; then purifying by high-pressure silica gelcolumn chromatography; collecting fraction of the suaveolic acid A; concentrating in a pressure reducing way; and recrystallizing to obtain the suaveolic acid A. The method disclosed by the invention is simple in operation, suitable for large-scale production, low in energy consumption, low in pollution and short in production period, and is an environment-friendly production technology.
Description
Technical field
The invention belongs to the Chemistry for Chinese Traditional Medicine technical field, relate to a kind of method of extracting suaveolic acid A.
Background technology
Suaveolic acid A(Asprellic acid A), molecular formula is C
30H
48O
5, molecular weight is 488.71, colourless prism, mp.298-304 ℃.Suaveolic acid A is from Labiatae (Labiatae) head bee saage
Hyptis capitataJacq. separate in the over-ground part and obtain a kind of triterpene compound.Pharmacological research shows that suaveolic acid A has cytotoxic activity, and A-549, HCT-8, P388 are cytotoxic activity.Its ED50 (μ g/ml) is followed successively by 5.9,4.2,6.7.
In the prior art, there is not yet the production technique report of preparation suaveolic acid A.
Summary of the invention
The purpose of this invention is to provide a kind of method of extracting suaveolic acid A.
For achieving the above object, the present invention is by the following technical solutions:
(1) take head bee saage over-ground part as raw material, the shape of cutting into chunks is put into high-speed tissue mashing machine, and after rotating speed was to keep 5min under the 18000rpm condition, it was for subsequent use to cross 60 mesh sieves;
(2) raw material is according to solid-liquid ratio 1:12-18(g/ml) ratio add aqueous ethanolic solution after, add again 0.5% cellulase, enzymolysis 15-20min under ultrasonic power 500W, 41 ℃ of conditions obtains the enzymolysis raw material;
(3) with carrying out supercritical fluid extraction in the enzymolysis raw material input extraction kettle, in extraction kettle, pump into CO
2And entrainment agent, extracting pressure is 28-45MPa, extraction temperature is 35-55 ℃, and extraction time 1-3h, parsing pressure is 6-8MPa, resolution temperature is 28-36 ℃, collects extract;
(4) with gained extract dissolve with methanol, the dry method loading is to the high pressure purification by silica gel column chromatography, and methylene chloride-methanol solvent systems gradient elution is collected suaveolic acid A flow point, concentrating under reduced pressure, and cooling crystallization gets coarse-grain;
(5) coarse-grain is obtained suaveolic acid A with recrystallizing methanol.
The aqueous ethanolic solution volume percent is 85% in the described step (2)
Entrainment agent is the aqueous ethanolic solution of 85-95% in the described step (3), and consumption is the 1ml/g crude drug, CO
2Flow is 2-3.5ml/g crude drug/min.
High pressure silica gel column chromatography described in the described step (4), silica gel order number is 200 orders, and post is pressed and is 3-5MPa, and column internal diameter is 50-200mm, and the chromatography column blade diameter length ratio is 1:8-18.
The volume ratio of methylene chloride-methanol is 1:1-1:7 described in the described step (4).
Methyl alcohol described in the described step (5) is 90% methanol aqueous solution.
The invention has the beneficial effects as follows: the present invention is simple to operate, weak point consuming time, and yield is high, easily large-scale production; Adopt the high pressure chromatography column, applied sample amount is large, and is with short production cycle, and resolution is good, and product purity is high.
Embodiment:
Further specify the present invention below in conjunction with embodiment, but the scope of protection of present invention is not limited to following embodiment.
Embodiment 1:
Take head bee saage over-ground part as raw material, be cut into section shape about 1cm, put into high-speed tissue mashing machine, after rotating speed is to keep 5min under the 18000rpm condition, it is for subsequent use to cross 60 mesh sieves, take by weighing 1kg, according to solid-liquid ratio 1:18(g/ml) ratio add 85% aqueous ethanolic solution after, add again 0.5% cellulase, enzymolysis 20min under ultrasonic power 500W, 41 ℃ of conditions, obtain the enzymolysis raw material, drop in the extraction kettle and carry out supercritical fluid extraction, in extraction kettle, pump into CO
2And entrainment agent, entrainment agent is 95% aqueous ethanolic solution, consumption is the 1ml/g crude drug, CO
2Flow is 3ml/g crude drug/min, extracting pressure is 28MPa, extraction temperature is 55 ℃, extraction time 3h, and parsing pressure is 6MPa, resolution temperature is 28 ℃, collect extract, with gained extract dissolve with methanol, the dry method loading is to high pressure silica gel (silica gel order number is 200 orders) column chromatography purification, post is pressed and is 4.5MPa, column internal diameter is 50mm, and the chromatography column blade diameter length ratio is 1:15, and methylene chloride-methanol is 1:1 by volume, 1:4, the 1:7 gradient elution, collect suaveolic acid A flow point, concentrating under reduced pressure, cooling crystallization gets coarse-grain, coarse-grain obtains suaveolic acid A with 90% recrystallizing methanol, and content is 90.8%.
Embodiment 2:
Take head bee saage over-ground part as raw material, be cut into section shape about 1cm, put into high-speed tissue mashing machine, after rotating speed is to keep 5min under the 18000rpm condition, it is for subsequent use to cross 60 mesh sieves, take by weighing 1kg, according to solid-liquid ratio 1:12(g/ml) ratio add 85% aqueous ethanolic solution after, add again 0.5% cellulase, enzymolysis 20min under ultrasonic power 500W, 41 ℃ of conditions, obtain the enzymolysis raw material, drop in the extraction kettle and carry out supercritical fluid extraction, in extraction kettle, pump into CO
2And entrainment agent, entrainment agent is 85% aqueous ethanolic solution, consumption is the 1ml/g crude drug, CO
2Flow is 2ml/g crude drug/min, extracting pressure is 42MPa, extraction temperature is 35 ℃, extraction time 1.5h, and parsing pressure is 8MPa, resolution temperature is 28 ℃, collect extract, with gained extract dissolve with methanol, the dry method loading is to high pressure silica gel (silica gel order number is 200 orders) column chromatography purification, post is pressed and is 4MPa, column internal diameter is 200mm, and the chromatography column blade diameter length ratio is 1:12, and methylene chloride-methanol is 1:1 by volume, 1:3, the 1:7 gradient elution, collect suaveolic acid A flow point, concentrating under reduced pressure, cooling crystallization gets coarse-grain, coarse-grain obtains suaveolic acid A with 90% recrystallizing methanol, and content is 92.1%.
Embodiment 3:
Take head bee saage over-ground part as raw material, be cut into section shape about 1cm, put into high-speed tissue mashing machine, after rotating speed is to keep 5min under the 18000rpm condition, it is for subsequent use to cross 60 mesh sieves, take by weighing 1kg, according to solid-liquid ratio 1:15(g/ml) ratio add 85% aqueous ethanolic solution after, add again 0.5% cellulase, enzymolysis 15min under ultrasonic power 500W, 41 ℃ of conditions, obtain the enzymolysis raw material, drop in the extraction kettle and carry out supercritical fluid extraction, in extraction kettle, pump into CO
2And entrainment agent, entrainment agent is 90% aqueous ethanolic solution, consumption is the 1ml/g crude drug, CO
2Flow is 3.5ml/g crude drug/min, extracting pressure is 45MPa, extraction temperature is 55 ℃, extraction time 1h, and parsing pressure is 7MPa, resolution temperature is 36 ℃, collect extract, with gained extract dissolve with methanol, the dry method loading is to high pressure silica gel (silica gel order number is 200 orders) column chromatography purification, post is pressed and is 3.5MPa, column internal diameter is 100mm, and the chromatography column blade diameter length ratio is 1:8, and methylene chloride-methanol is 1:1 by volume, 1:3, the 1:7 gradient elution, collect suaveolic acid A flow point, concentrating under reduced pressure, cooling crystallization gets coarse-grain, coarse-grain obtains suaveolic acid A with 90% recrystallizing methanol, and content is 93.3%.
Embodiment 4:
Take head bee saage over-ground part as raw material, be cut into section shape about 1cm, put into high-speed tissue mashing machine, after rotating speed is to keep 5min under the 18000rpm condition, it is for subsequent use to cross 60 mesh sieves, take by weighing 1kg, according to solid-liquid ratio 1:16(g/ml) ratio add 85% aqueous ethanolic solution after, add again 0.5% cellulase, enzymolysis 18min under ultrasonic power 500W, 41 ℃ of conditions, obtain the enzymolysis raw material, drop in the extraction kettle and carry out supercritical fluid extraction, in extraction kettle, pump into CO
2And entrainment agent, entrainment agent is 90% aqueous ethanolic solution, consumption is the 1ml/g crude drug, CO
2Flow is 2.5ml/g crude drug/min, extracting pressure is 35MPa, extraction temperature is 48 ℃, extraction time 2h, and parsing pressure is 6.5MPa, resolution temperature is 35 ℃, collect extract, with gained extract dissolve with methanol, the dry method loading is to high pressure silica gel (silica gel order number is 200 orders) column chromatography purification, post is pressed and is 5MPa, column internal diameter is 100mm, and the chromatography column blade diameter length ratio is 1:18, and methylene chloride-methanol is 1:1 by volume, 1:3, the 1:7 gradient elution, collect suaveolic acid A flow point, concentrating under reduced pressure, cooling crystallization gets coarse-grain, coarse-grain obtains suaveolic acid A with 90% recrystallizing methanol, and content is 92.6%.
Claims (6)
1. method of extracting suaveolic acid A is characterized in that may further comprise the steps:
(1) take head bee saage over-ground part as raw material, the shape of cutting into chunks is put into high-speed tissue mashing machine, and after rotating speed was to keep 5min under the 18000rpm condition, it was for subsequent use to cross 60 mesh sieves;
(2) raw material is according to solid-liquid ratio 1:12-18(g/ml) ratio add aqueous ethanolic solution after, add again 0.5% cellulase, enzymolysis 15-20min under ultrasonic power 500W, 41 ℃ of conditions obtains the enzymolysis raw material;
(3) with carrying out supercritical fluid extraction in the enzymolysis raw material input extraction kettle, in extraction kettle, pump into CO
2And entrainment agent, extracting pressure is 28-45MPa, extraction temperature is 35-55 ℃, and extraction time 1-3h, parsing pressure is 6-8MPa, resolution temperature is 28-36 ℃, collects extract;
(4) with gained extract dissolve with methanol, the dry method loading is to the high pressure purification by silica gel column chromatography, and methylene chloride-methanol solvent systems gradient elution is collected suaveolic acid A flow point, concentrating under reduced pressure, and cooling crystallization gets coarse-grain;
(5) coarse-grain is obtained suaveolic acid A with recrystallizing methanol.
2. a kind of method of extracting suaveolic acid A as claimed in claim 1 is characterized in that the aqueous ethanolic solution volume percent is 85% in the described step (2).
3. a kind of method of extracting suaveolic acid A as claimed in claim 1 is characterized in that entrainment agent is the aqueous ethanolic solution of 85-95% in the described step (3), and consumption is the 1ml/g crude drug, CO
2Flow is 2-3.5ml/g crude drug/min.
4. a kind of method of extracting suaveolic acid A as claimed in claim 1 is characterized in that high pressure silica gel column chromatography described in the described step (4), and silica gel order number is 200 orders, and post is pressed and is 3-5MPa, and column internal diameter is 50-200mm, and the chromatography column blade diameter length ratio is 1:8-18.
5. a kind of method of extracting suaveolic acid A as claimed in claim 1, the volume ratio that it is characterized in that methylene chloride-methanol described in the described step (4) is 1:1-1:7.
6. a kind of method of extracting suaveolic acid A as claimed in claim 1 is characterized in that methyl alcohol described in the described step (5) is 90% methanol aqueous solution.
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| Application Number | Priority Date | Filing Date | Title |
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| CN2012103664950A CN102887935A (en) | 2012-09-28 | 2012-09-28 | Method for extracting suaveolic acid A |
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| CN2012103664950A CN102887935A (en) | 2012-09-28 | 2012-09-28 | Method for extracting suaveolic acid A |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106589043A (en) * | 2015-10-16 | 2017-04-26 | 复旦大学 | Application of aryl substitute acryl triterpenoids to preparation of anticomplement drugs |
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2012
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| DE102004048265A1 (en) * | 2004-10-04 | 2006-04-06 | Lothar Sellin | Expandable and contractable device comprises expandable and contractable base containing a substance, which excites due to radiation and a presentation of the base in in vivo events is obtained by picture forming procedures |
| CN1765204A (en) * | 2005-11-18 | 2006-05-03 | 华南理工大学 | Triterpene glucoside natural sweet taste inhibitor, its extraction method and application |
| CN101817863A (en) * | 2009-11-18 | 2010-09-01 | 青海清华博众生物技术有限公司 | Method for extracting ursolic acid from sea-buckthorn |
| CN101708215A (en) * | 2009-11-27 | 2010-05-19 | 沈阳农业大学 | Method for extracting triterpenes from schisandra chinansis |
| CN102329366A (en) * | 2011-07-26 | 2012-01-25 | 苏州宝泽堂医药科技有限公司 | Method for extracting arundoin from imperata cylindrica |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106589043A (en) * | 2015-10-16 | 2017-04-26 | 复旦大学 | Application of aryl substitute acryl triterpenoids to preparation of anticomplement drugs |
| CN106589043B (en) * | 2015-10-16 | 2019-02-26 | 复旦大学 | Aryl substituted acryl triterpene compound is preparing the purposes in anticomplement medicament |
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Application publication date: 20130123 |