CN102617674A - Preparation method of scopolin monomer in anisodus tanguticus root - Google Patents
Preparation method of scopolin monomer in anisodus tanguticus root Download PDFInfo
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- CN102617674A CN102617674A CN201210066768XA CN201210066768A CN102617674A CN 102617674 A CN102617674 A CN 102617674A CN 201210066768X A CN201210066768X A CN 201210066768XA CN 201210066768 A CN201210066768 A CN 201210066768A CN 102617674 A CN102617674 A CN 102617674A
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Abstract
The invention relates to a preparation method of scopolin monomer in anisodus tanguticus root, which comprises the following steps: (1) pulverizing anisodus tanguticus root, and screening to obtain anisodus tanguticus root powder; (2) extracting the anisodus tanguticus root powder with an ethanol solution, filtering to obtain a filtrate, and concentrating the filtrate under reduced pressure to obtain an extract; (3) dissolving the extract in deionized water, and extracting with n-butanol to obtain the extracted solution; (4) passing the extracted solution through a nonpolar macroporous resin, eluting with deionized water, and eluting with the ethanol solution to obtain the scopolin-containing eluate; (5) concentrating the eluate under reduced pressure, dissolving in methanol, passing through a silicagel column, and eluting with a chloroform/methanol mixed solution to obtain a purified scopolin eluate; and (6) treating the purified scopolin eluate with a semipreparative liquid chromatograph, and drying to constant weight under reduced pressure, thereby obtaining the white powdery scopolin monomer. The invention is simple and quick, and has the advantage of low cost; and the product purity is higher than 95%.
Description
Technical field
The present invention relates to a kind of preparation method of monomeric compound, relate in particular to the monomeric preparation method of scopolin in a kind of anisodamine root.
Background technology
Anisodamine (
Scopolia tangutica) perennial Solanaceae herbage, one of China's Tibetan medicine kind commonly used.Scopolin belongs to coumarin substances, have antimycotic, suppress the septic effect of trees, also have tyraminase, the anti-inflammatory of inhibition simultaneously, dispel the wind, pain relieving, the spasmolysis of eliminating the phlegm, antitumor isoreactivity.At present, scopolin has obtained to use widely at field of medicaments.
Summary of the invention
Technical problem to be solved by this invention provides the monomeric preparation method of scopolin in a kind of anisodamine root easy, quick, with low cost.
For addressing the above problem, the monomeric preparation method of scopolin in a kind of anisodamine root of the present invention may further comprise the steps:
⑴ after pulverizing, crossing 10 ~ 80 mesh sieves, obtain anisodamine root powder with the anisodamine root;
⑵ use mass concentration with said anisodamine root powder is that 20 ~ 95% ethanolic soln extracts, and through filtering filtrating, this filtrating gets medicinal extract through concentrating under reduced pressure; The mass volume ratio of said anisodamine root powder and said ethanolic soln is 1:10 ~ 1:30;
⑶ use 2 ~ 10 times of deionized water dissolvings of its quality with said medicinal extract, and use n-butanol extraction, obtains extraction liquid;
⑷ non-polar macroporous resin on the said extraction liquid is earlier used the deionized water wash-out, and using 2 ~ 15 times of bed volume, mass concentration then is 10 ~ 60% ethanolic soln wash-out, obtains containing the elutriant of scopolin;
⑸ said elutriant is behind concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 2 ~ 5 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Use the chloroform/methanol mixing solutions of 1 ~ 5 times of bed volume to carry out wash-out again, obtain the scopolin elutriant of purifying;
⑹ prepare the scopolin elutriant of said purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through drying under reduced pressure.
The extraction temperature of said step ⑵ is 50 ~ 80 ℃, extraction time 1 ~ 4 time, each 0.5 ~ 2.5 h.
The chloroform/methanol mixing solutions is meant chloroform and the methyl alcohol volume ratio blended solution by 1:1 ~ 10:1 among the said step ⑸.
The preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol among the said step ⑹, and flow velocity is 5 ~ 25 mL/min; The volume ratio of methyl alcohol and water is 15:85 ~ 50:50 in the said methanol.
The present invention compared with prior art has the following advantages:
1, the present invention combines post stripping technique, preparation liquid phase separation techniques effectively; And partly prepare liquid phase have separation efficiency height, analysis speed fast, detect characteristics such as sensitivity and applied range, when each component flows out, because testing process is nondestructive from detector; Eluant through detecting can collect successively; Removing desolvates processes pure article, has therefore not only obtained the higher monomeric compound of purity, and has shortened the time of extraction separation; Thereby reduced the energy consumption in the technological process, reduced production cost.
2, shortcut and simple of the present invention is easy to implement.
Embodiment
Embodiment 1The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 10 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 20% ethanolic soln extracting temperature is to extract under 50 ℃, the condition of extraction time 1 time, time 0.5 h with anisodamine root powder, and through filtering filtrating, this filtrating warp is evaporated to constant weight for 40 ℃ and gets medicinal extract.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:10.
⑶ use 2 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 2 times of bed volume, mass concentration then is 10% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 40 ℃ of concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 2 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Chloroform/methanol mixing solutions with 1 times of bed volume carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 1:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 40 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 5mL/min, and it is 96% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 15:85 in the methanol.
Embodiment 2The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 80 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 95% ethanolic soln extracting temperature is to extract under 80 ℃, the condition of extraction time 4 times, each 2.5 h with anisodamine root powder, and through filtering filtrating, this filtrating warp is evaporated to constant weight for 80 ℃ and gets medicinal extract.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:30.
⑶ use 10 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 15 times of bed volume, mass concentration then is 60% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 80 ℃ of concentrating under reduced pressure (the concentrating under reduced pressure condition please be provided); Obtain the scopolin crude extract; This scopolin crude extract is used 5 times of dissolve with methanol of its quality earlier; Go up silicagel column then, the chloroform/methanol mixing solutions with 5 times of bed volumes carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 10:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 80 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 25 mL/min, and it is 95% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 50:50 in the methanol.
Embodiment 3The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 20 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 70% ethanolic soln extracting temperature is to extract under 60 ℃, the condition of extraction time 2 times, each 1 h with anisodamine root powder, and through filtering filtrating, this filtrating warp is evaporated to constant weight for 50 ℃ and gets medicinal extract.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:15.
⑶ use 5 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 4 times of bed volume, mass concentration then is 20% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 50 ℃ of concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 3 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Chloroform/methanol mixing solutions with 3 times of bed volumes carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 2:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 50 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 10 mL/min, and it is 97% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 20:80 in the methanol.
Embodiment 4The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 40 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 40% ethanolic soln extracting temperature is to extract under 60 ℃ ℃, the condition of extraction time 3 times, each 1.5 h with anisodamine root powder, and through filtering filtrating, this filtrating warp is evaporated to constant weight for 60 ℃ and gets medicinal extract.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:20.
⑶ use 6 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 6 times of bed volume, mass concentration then is 30% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 60 ℃ of concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 4 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Chloroform/methanol mixing solutions with 4 times of bed volumes carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 6:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 60 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 15 mL/min, and it is 98% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 25:75 in the methanol.
Embodiment 5The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 60 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 50% ethanolic soln extracting temperature is to extract under 70 ℃, the condition of extraction time 2 times, each 2h with anisodamine root powder, and through filtering filtrating, this filtrating warp is evaporated to constant weight for 70 ℃ and gets medicinal extract.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:20.
⑶ use 8 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 8 times of bed volume, mass concentration then is 40% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 70 ℃ of concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 4 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Chloroform/methanol mixing solutions with 2 times of bed volumes carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 4:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 70 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 5 mL/min, and it is 99% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 20:80 in the methanol.
Embodiment 6The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 10 ~ 80 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 60% ethanolic soln extracting temperature is to extract under 65 ℃, the condition of extraction time 2 times, each 1.5 h with anisodamine root powder, and through filtering filtrating, this filtrating gets medicinal extract through being evaporated to constant weight.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:25.
⑶ use 6 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 10 times of bed volume, mass concentration then is 50% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 65 ℃ of concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 4 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Chloroform/methanol mixing solutions with 3 times of bed volumes carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 10:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 65 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 10 mL/min, and it is 96% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 30:70 in the methanol.
Embodiment 7The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 80 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 30% ethanolic soln extracting temperature is to extract under 75 ℃, the condition of extraction time 2 times, each 2 h with anisodamine root powder, and through filtering filtrating, this filtrating warp is evaporated to constant weight for 75 ℃ and gets medicinal extract.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:30.
⑶ use 9 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 10 times of bed volume, mass concentration then is 40% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 75 ℃ of concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 3 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Chloroform/methanol mixing solutions with 4 times of bed volumes carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 6:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 75 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 10 mL/min, and it is 98% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 25:75 in the said methanol.
Embodiment 8The monomeric preparation method of scopolin in a kind of anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 50 mesh sieves, obtain anisodamine root powder with the anisodamine root.
⑵ to use mass concentration be 80% ethanolic soln extracting temperature is to extract under 70 ℃, the condition of extraction time 2 times, each 2.5 h with anisodamine root powder, and through filtering filtrating, this filtrating warp is evaporated to constant weight for 70 ℃ and gets medicinal extract.
Wherein: the mass volume ratio of anisodamine root powder and ethanolic soln (g/ml) is 1:20.
⑶ use 6 times of deionized water dissolvings of its quality with medicinal extract, and use n-butanol extraction, obtains extraction liquid.
⑷ non-polar macroporous resin on the extraction liquid is earlier used the deionized water wash-out, and using 10 times of bed volume, mass concentration then is 60% ethanolic soln wash-out, obtains containing the elutriant of scopolin.
⑸ elutriant is behind 70 ℃ of concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 2 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Chloroform/methanol mixing solutions with 2 times of bed volumes carries out wash-out again, obtains the scopolin elutriant of purifying.
Wherein: the chloroform/methanol mixing solutions is meant chloroform and methyl alcohol volume ratio (ml/ml) the blended solution by 8:1.
⑹ prepare the scopolin elutriant of purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through 65 ℃ of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol, and flow velocity is 20 mL/min, and it is 95% that HPLC detects purity; The volume ratio of methyl alcohol and water (ml/ml) is 40:60 in the methanol.
Claims (4)
1. the monomeric preparation method of scopolin in the anisodamine root may further comprise the steps:
⑴ after pulverizing, crossing 10 ~ 80 mesh sieves, obtain anisodamine root powder with the anisodamine root;
⑵ use mass concentration with said anisodamine root powder is that 20 ~ 95% ethanolic soln extracts, and through filtering filtrating, this filtrating gets medicinal extract through concentrating under reduced pressure; The mass volume ratio of said anisodamine root powder and said ethanolic soln is 1:10 ~ 1:30;
⑶ use 2 ~ 10 times of deionized water dissolvings of its quality with said medicinal extract, and use n-butanol extraction, obtains extraction liquid;
⑷ non-polar macroporous resin on the said extraction liquid is earlier used the deionized water wash-out, and using 2 ~ 15 times of bed volume, mass concentration then is 10 ~ 60% ethanolic soln wash-out, obtains containing the elutriant of scopolin;
⑸ said elutriant is behind concentrating under reduced pressure; Obtain the scopolin crude extract, this scopolin crude extract with 2 ~ 5 times of dissolve with methanol of its quality, is gone up silicagel column earlier then; Use the chloroform/methanol mixing solutions of 1 ~ 5 times of bed volume to carry out wash-out again, obtain the scopolin elutriant of purifying;
⑹ prepare the scopolin elutriant of said purifying with half preparative liquid chromatograph, to constant weight, promptly get white powder scopolin monomer through drying under reduced pressure.
2. the monomeric preparation method of scopolin in a kind of anisodamine root as claimed in claim 1 is characterized in that: the extraction temperature of said step ⑵ is 50 ~ 80 ℃, extraction time 1 ~ 4 time, each 0.5 ~ 2.5 h.
3. the monomeric preparation method of scopolin in a kind of anisodamine root as claimed in claim 1 is characterized in that: the chloroform/methanol mixing solutions is meant chloroform and the methyl alcohol volume ratio blended solution by 1:1 ~ 10:1 among the said step ⑸.
4. the monomeric preparation method of scopolin in a kind of anisodamine root as claimed in claim 1 is characterized in that: the preparation condition of half preparative liquid chromatograph is meant that moving phase is methanol among the said step ⑹, and flow velocity is 5 ~ 25 mL/min; The volume ratio of methyl alcohol and water is 15:85 ~ 50:50 in the said methanol.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104215717A (en) * | 2014-09-19 | 2014-12-17 | 成都中医药大学 | HPLC fingerprint detection method for anisodus tanguticus roots |
| CN110003197A (en) * | 2019-04-23 | 2019-07-12 | 南京久安源环保科技有限公司 | A kind of extraction process of tropane alkaloids |
| CN113717137A (en) * | 2021-09-05 | 2021-11-30 | 中国科学院兰州化学物理研究所 | Preparation method of high-purity hyoscyamine |
| CN114634539A (en) * | 2022-04-27 | 2022-06-17 | 中国科学院西北高原生物研究所 | Method for separating and preparing coumarin compound from anisodamine |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104215717A (en) * | 2014-09-19 | 2014-12-17 | 成都中医药大学 | HPLC fingerprint detection method for anisodus tanguticus roots |
| CN110003197A (en) * | 2019-04-23 | 2019-07-12 | 南京久安源环保科技有限公司 | A kind of extraction process of tropane alkaloids |
| CN110003197B (en) * | 2019-04-23 | 2021-08-06 | 南京久安源环保科技有限公司 | Extraction process of tropane alkaloids |
| CN113717137A (en) * | 2021-09-05 | 2021-11-30 | 中国科学院兰州化学物理研究所 | Preparation method of high-purity hyoscyamine |
| CN114634539A (en) * | 2022-04-27 | 2022-06-17 | 中国科学院西北高原生物研究所 | Method for separating and preparing coumarin compound from anisodamine |
| CN114634539B (en) * | 2022-04-27 | 2023-11-24 | 中国科学院西北高原生物研究所 | Method for separating and preparing coumarin compound from anisodamine |
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| CN102617674B (en) | 2014-08-20 |
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