CN102321060B - Method for extracting scopoletin from artemisia annua residues - Google Patents
Method for extracting scopoletin from artemisia annua residues Download PDFInfo
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- CN102321060B CN102321060B CN 201110311542 CN201110311542A CN102321060B CN 102321060 B CN102321060 B CN 102321060B CN 201110311542 CN201110311542 CN 201110311542 CN 201110311542 A CN201110311542 A CN 201110311542A CN 102321060 B CN102321060 B CN 102321060B
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- scopolactone
- acetone
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- herba artemisiae
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Abstract
The invention provides a method for extracting scopoletin. The method comprises the following process steps of: performing heating and refluxing extraction on artemisia annua residues from which artemisinin is extracted and which serves as the raw materials by using methanol, acetone, ethyl acetate or dichloromethane under the conditions of temperature of 53 DEG C and vapor pressure of 0.06 MPa, concentrating; separating by column chromatography; and crystallizing and the like. The artemisia annua residues serve as the raw materials, so the method can be in seamless connection with the production line of industrialized extraction of the artemisinin, investment of purchasing the raw materials is saved and the cost of the raw materials is greatly reduced. The method is easy to operate. By the method, the scopoletin can be effectively extracted; and the purity of the scopoletin in the obtained extracts is high.
Description
Technical field
The present invention relates to the Separation of Natural Products field of engineering technology, be specifically related to a kind of method of from the Herba Artemisiae annuae residue, extracting scopolactone.
Background technology
Scopolactone is the coumarin kind compound that nature extensively exists, and has reported and can extract acquisition from various plants, as Radix angelicae dahuricae, Radix Angelicae Sinensis, belladonna, Stem of Obtuseleaf Erycibe etc.Scopolactone can be regulated blood pressure, and different types of bacterium is had bacteriostatic activity, comprising intestinal bacteria, streptococcus aureus, streptococcus and Klebsiella Pneumoniae and Pseudomonas aeruginosa etc.Scopolactone has anti-inflammatory activity, can be used for treating disease of bronchus and asthma.Also have the hormone of adjusting thrombotonin, help anxiety reduction and dysthymia disorders.The applicant discovers that also scopolactone has tangible acaricidal activity to important agricultural evil mite such as carmine spider mite, panonychus citri, is a kind of vegetalitas acaricidal activity material that potential exploitation is worth that has.
But the synthesis technique of scopolactone is comparatively complicated, the cost height.Want to obtain a large amount of scopolactones have only from plant tissue extract comparatively economical.Though report and from various plants such as Radix angelicae dahuricae, Radix Angelicae Sinensis, belladonna, Stem of Obtuseleaf Erycibe, to extract acquisition also do not have ripe perfect industrial extraction method.The method of particularly extracting scopolactone from produce the later Herba Artemisiae annuae residue of Artemisinin yet there are no report.
Summary of the invention
The object of the present invention is to provide a kind of method of from the Herba Artemisiae annuae residue, extracting scopolactone.
A kind of method of extracting scopolactone from the Herba Artemisiae annuae residue of the present invention, realize by following steps successively:
(1) will extract the Herba Artemisiae annuae residue of Artemisinin and acetone in the ratio of mass volume ratio 1:4-1:8kg/ L refluxing extraction 4 times in extractor, acetone adds 1/4th of total amount at every turn, refluxing extraction 2-3h under 53 ℃ and 0.06MP vapour pressure at every turn, united extraction liquid;
(2) said extracted liquid is imported in the concentration tank under 60 ℃ of conditions vacuum concentration to there being the acetone flavor, the medicinal extract that obtains with etc. 80～120 purpose silica gel of quality stir, dry under 50 ℃ of conditions;
(3) with silicagel column on the above-mentioned silica gel that adsorbs extract, use sherwood oil: the mixed solvent wash-out of ethyl acetate volume ratio 7:1-5:1, Fractional Collections elutriant;
(4) elutriant that will contain target compound heats decrease temperature crystalline in the concentrated back importing crystallizer, and suction filtration fell the interior elutriant of crystallizer after crystallization was finished, and used the crystallization of petroleum ether gained then, got scopolactone.
Further, in the aforesaid method step (1), acetone can use methyl alcohol, ethyl acetate or methylene dichloride to substitute.
Further, in the aforesaid method, the silica gel activity is not less than 70%, and acetone, sherwood oil and ethyl acetate are analytical pure.
The gained scopolactone is launched with chloroform-methanol (volume ratio is 8:2) mixed solvent at the GF-254 silica-gel plate, do not develop the color under the natural light; Under the UV-light of 254 nm, R
fLocate to present single oval sapphirine fluorescence spot about=0.8, this spot presents stronger sapphirine fluorescence again under the UV-light of 365 nm.Recording its fusing point is: about 204 ℃, nucleus magnetic resonance POP data are consistent with document, determine that this material is scopolactone.
Advantage of the present invention is: use the Herba Artemisiae annuae residue that extracted Artemisinin to be raw material, can extract the production line slitless connection of Artemisinin with industrialization, saved and bought raw-material input, greatly reduce raw-material cost.Present method is simple to operate, can effectively extract scopolactone, extract obtained middle scopolactone purity height.
Embodiment
To be further detailed the present invention with specific embodiment below, but the present invention is not limited to any one or the similar example of these embodiment.
Embodiment 1
Disposable adding 900kg Herba Artemisiae annuae residue is in extractor, adding total amount in the extractor then is the acetone (analytical pure) of 16000L, dividing four times adds, each add-on is 4000L, behind the refluxing extraction 3h, filters and collects extracting solution under 53 ℃ and 0.06MP vapour pressure at every turn, extract altogether 4 times, extracting solution is imported in the concentration tank vacuum concentration under 60 ℃ of conditions (extracting solution of first and second time concentrates separately, three, four times extracting solution merge concentrate), reclaim acetone solvent; Obtain the 60kg crude extract, add 60kg 80～120 purpose silica gel mixed samples, 50 ℃ of following drying under reduced pressure, silicagel column on the dried silica gel is carried out column chromatography for separation, with sherwood oil (analytical pure): the mixed solvent wash-out of ethyl acetate (analytical pure) volume ratio 6:1, one-tenth branches different in elution process are come out by wash-out successively, so adopt the mode of Fractional Collections elutriant to carry out wash-out, to guarantee separating effect, determine that according to the thin-layer chromatography chromatogram target compound is at that section then; The Fractional Collections elutriant, the gained elutriant is 36000L altogether; Each elutriant reclaims solvent respectively, the elutriant that contains target compound is concentrated into to import in the crystallizer behind the 300L and leaves standstill crystallization, separate out a large amount of crystal in the reduction solvent along with temperature, suction filtration falls the elutriant in the crystallizer, use petroleum ether then, obtain the faint yellow coarse crystallization 1.25kg of scopolactone.
Embodiment 2
Disposable adding 900kg Herba Artemisiae annuae residue is in extractor, adding total amount in the extractor then is the methyl alcohol (analytical pure) of 16000L, dividing four times adds, each add-on is 4000L, behind the refluxing extraction 2h, filters and collects extracting solution under 53 ℃ and 0.06MP vapour pressure at every turn, extract altogether 4 times, extracting solution is imported in the concentration tank vacuum concentration under 60 ℃ of conditions (extracting solution of first and second time concentrates separately, three, four times extracting solution merge concentrate), reclaim methanol solvate; Obtain the 60kg crude extract, add 60kg 80～120 purpose silica gel mixed samples, 50 ℃ of following drying under reduced pressure, silicagel column on the dried silica gel is carried out column chromatography for separation, with sherwood oil (analytical pure): the mixed solvent wash-out of ethyl acetate (analytical pure) volume ratio 7:1, one-tenth branches different in elution process are come out by wash-out successively, so adopt the mode of Fractional Collections elutriant to carry out wash-out, to guarantee separating effect, determine that according to the thin-layer chromatography chromatogram target compound is at that section then; The Fractional Collections elutriant, the gained elutriant is 41000L altogether; Each elutriant reclaims solvent respectively, the elutriant that contains target compound is concentrated into to import in the crystallizer behind the 300L and leaves standstill crystallization, separate out a large amount of crystal in the reduction solvent along with temperature, suction filtration falls the elutriant in the crystallizer, use petroleum ether then, obtain the faint yellow coarse crystallization 1.23kg of scopolactone.
Embodiment 3
The method identical with embodiment 1 extracted scopolactone, the amount difference of used extraction solvent acetone (analytical pure) that different is, it is 12000L that acetone adds total amount: eluent is sherwood oil (analytical pure) during column chromatography: the mixed solvent of ethyl acetate (analytical pure) volume ratio 5:1.The faint yellow coarse crystallization of gained scopolactone is 1.22kg.
Embodiment 4
The method identical with embodiment 1 extracted scopolactone, and different is that used extraction solvent is ethyl acetate, and eluent is sherwood oil (analytical pure) during column chromatography: the mixed solvent of ethyl acetate (analytical pure) volume ratio 5:1.The faint yellow coarse crystallization of gained scopolactone is 1.19kg.
Embodiment 5
The method identical with example 1 extracted scopolactone, different is that used extraction solvent is methylene dichloride, the elutriant that contains target compound that will obtain after the column chromatography for separation is concentrated into to import in the crystallizer behind the 200L and leaves standstill crystallization, the dark foreign matter content of gained coarse crystallization color is more, and its quality is 1.27kg.
Claims (3)
1. method of extracting scopolactone from the Herba Artemisiae annuae residue is characterized in that realizing by following steps successively:
(1) will extract the Herba Artemisiae annuae residue of Artemisinin and acetone in the ratio of mass volume ratio 1:4-1:8kg/ L refluxing extraction 4 times in extractor, acetone adds 1/4th of total amount at every turn, refluxing extraction 2-3h under 53 ℃ and 0.06MP vapour pressure at every turn, united extraction liquid;
(2) said extracted liquid is imported in the concentration tank under 60 ℃ of conditions vacuum concentration to there being the acetone flavor, the medicinal extract that obtains with etc. 80～120 purpose silica gel of quality stir, dry under 50 ℃ of conditions;
(3) with silicagel column on the above-mentioned silica gel that adsorbs extract, use sherwood oil: the mixed solvent wash-out of ethyl acetate volume ratio 7:1-5:1, Fractional Collections elutriant;
(4) elutriant that contains target compound heats decrease temperature crystalline in the concentrated back importing crystallizer, and suction filtration fell the interior elutriant of crystallizer after crystallization was finished, and used the crystallization of petroleum ether gained then, got scopolactone.
2. a kind of method of extracting scopolactone from the Herba Artemisiae annuae residue according to claim 1 is characterized in that, in the step (1), acetone substitutes with methyl alcohol, ethyl acetate or methylene dichloride.
3. a kind of method of extracting scopolactone from the Herba Artemisiae annuae residue according to claim 1 is characterized in that the silica gel activity is not less than 70%, and acetone, sherwood oil and ethyl acetate are analytical pure.
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| Application Number | Priority Date | Filing Date | Title |
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| CN 201110311542 CN102321060B (en) | 2011-10-14 | 2011-10-14 | Method for extracting scopoletin from artemisia annua residues |
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| Application Number | Priority Date | Filing Date | Title |
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| CN 201110311542 CN102321060B (en) | 2011-10-14 | 2011-10-14 | Method for extracting scopoletin from artemisia annua residues |
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| CN102321060A CN102321060A (en) | 2012-01-18 |
| CN102321060B true CN102321060B (en) | 2013-07-03 |
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| CN 201110311542 Expired - Fee Related CN102321060B (en) | 2011-10-14 | 2011-10-14 | Method for extracting scopoletin from artemisia annua residues |
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| CN106070346A (en) * | 2016-05-31 | 2016-11-09 | 何广义 | A kind of have active substance and the application thereof gone out demodicid mite with drive demodicid mite effect |
| CN110845461B (en) * | 2019-12-20 | 2022-07-22 | 重庆大学 | Large-scale preparation method and application of high-purity scopoletin lactone |
| CN112336755B (en) * | 2020-12-09 | 2022-05-13 | 中国科学院西北高原生物研究所 | A Chinese medicinal composition comprising extract of Fujiu cattle and its application in preparing anticonvulsant |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1315324A (en) * | 2000-03-30 | 2001-10-03 | 科学与工业研究会 | Process for separating compound anisodus luridus from plant Artemisia annua |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| KR100792613B1 (en) * | 2005-10-25 | 2008-01-09 | 경북대학교 산학협력단 | Methods for increasing coumarin and scopoletin contents in Artemisia Capillaris, and the method for extraction of coumarin and scopoletin having increased contents |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1315324A (en) * | 2000-03-30 | 2001-10-03 | 科学与工业研究会 | Process for separating compound anisodus luridus from plant Artemisia annua |
Non-Patent Citations (2)
| Title |
|---|
| CHROMONES AND FLAVANONES FROM ARTEMISIA CAMPESTRIS;JOAO M.J.Vasconcelos,et al.;《Phytochemistry》;19981231;第49卷(第5期);1421-1424 * |
| JOAO M.J.Vasconcelos,et al..CHROMONES AND FLAVANONES FROM ARTEMISIA CAMPESTRIS.《Phytochemistry》.1998,第49卷(第5期),1421-1424. |
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Application publication date: 20120118 Assignee: Yizailing Agriculture Science and Technology Co., Ltd., Hubei Assignor: Southwest University Contract record no.: 2014420000121 Denomination of invention: Method for extracting scopoletin from artemisia annua residues Granted publication date: 20130703 License type: Exclusive License Record date: 20140627 |
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