CN102617674B - 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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- CN102617674B CN102617674B CN201210066768.XA CN201210066768A CN102617674B CN 102617674 B CN102617674 B CN 102617674B CN 201210066768 A CN201210066768 A CN 201210066768A CN 102617674 B CN102617674 B CN 102617674B
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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 preparation method of scopolin monomer in a kind of anisodamine root.
Background technology
Anisodamine (
scopolia tangutica) perennial Solanaceae herbaceous plant, one of conventional Tibetan medicine kind of China.Scopolin belongs to coumarin substances, have antimycotic, suppress trees rotten effects, also there is monoamine oxidase, the anti-inflammatory of inhibition simultaneously, dispel the wind, pain relieving, the spasmolysis of eliminating the phlegm, antitumor isoreactivity.At present, scopolin obtains a wide range of applications at field of medicaments.
Summary of the invention
Technical problem to be solved by this invention is to provide the preparation method of scopolin monomer in a kind of anisodamine root easy, quick, with low cost.
For addressing the above problem, the preparation method of scopolin monomer in a kind of anisodamine root of the present invention, comprises the following steps:
By anisodamine root through pulverizing, crossing after 10 ~ 80 mesh sieves, obtain anisodamine root powder;
(2) the ethanolic soln that is 20 ~ 95% by described anisodamine root powder by mass concentration extracts, and obtains after filtration filtrate, and this filtrate obtains medicinal extract through concentrating under reduced pressure; The mass volume ratio of described anisodamine root powder and described ethanolic soln is 1:10 ~ 1:30;
(3) 2 ~ 10 times of deionized water dissolvings by its quality by described medicinal extract, and with n-butanol extraction, be extracted liquid;
(4) non-polar macroporous resin on described extraction liquid, first uses deionized water wash-out, then uses the ethanolic soln wash-out that 2 ~ 15 times of bed volume, mass concentration are 10 ~ 60%, obtains the elutriant that contains scopolin;
(5) described elutriant is after concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 2 ~ 5 times of dissolve with methanol of its quality, then goes up silicagel column, use again the chloroform/methanol mixing solutions of 1 ~ 5 times of bed volume to carry out wash-out, obtain the scopolin elutriant of purifying;
(6) the scopolin elutriant of described purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through drying under reduced pressure.
Described step extraction temperature is (2) 50 ~ 80 DEG C, extraction time 1 ~ 4 time, each 0.5 ~ 2.5 h.
Described step (5) middle chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 1:1 ~ 10:1 with methyl alcohol.
Described step (6) in the preparation condition of half preparative liquid chromatograph refer to that moving phase is methanol/water, flow velocity is 5 ~ 25 mL/min; In described methanol/water, the volume ratio of methyl alcohol and water is 15:85 ~ 50:50.
The present invention compared with prior art has the following advantages:
1, the present invention is by post isolation technique, the combination effectively of preparation liquid phase separation techniques, and partly prepare liquid phase and have that separation efficiency is high, analysis speed is fast, detect the features such as sensitive and applied range, in the time that each component flows out from detector, because testing process is nondestructive, can collect successively through the eluant detecting, except sterling is made in desolventizing, therefore not only obtained the higher monomeric compound of purity, and shorten and extracted the time separating, thereby reduce the energy consumption in technological process, reduced production cost.
2, the present invention is fast and simple, easy to implement.
Embodiment
embodiment 1a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 10 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 20% by anisodamine root powder by mass concentration is to extract under 50 DEG C, the condition of extraction time 1 time, time 0.5 h extracting temperature, obtains after filtration filtrate, and this filtrate is evaporated to constant weight through 40 DEG C and obtains medicinal extract.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:10.
(3) 2 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 10% by 2 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 40 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 2 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 1 times of bed volume again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 1:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 40 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 5mL/min, HPLC detection purity is 96%; In methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 15:85.
embodiment 2a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 80 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 95% by anisodamine root powder by mass concentration is to extract under 80 DEG C, the condition of extraction time 4 times, each 2.5 h extracting temperature, obtains after filtration filtrate, and this filtrate is evaporated to constant weight through 80 DEG C and obtains medicinal extract.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:30.
(3) 10 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 60% by 15 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 80 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 5 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 5 times of bed volumes again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 10:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 80 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 25 mL/min, HPLC detection purity is 95%; In methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 50:50.
embodiment 3a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 20 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 70% by anisodamine root powder by mass concentration is to extract under 60 DEG C, the condition of extraction time 2 times, each 1 h extracting temperature, obtains after filtration filtrate, and this filtrate is evaporated to constant weight through 50 DEG C and obtains medicinal extract.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:15.
(3) 5 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 20% by 4 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 50 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 3 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 3 times of bed volumes again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 2:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 50 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 10 mL/min, HPLC detection purity is 97%; In methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 20:80.
embodiment 4a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 40 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 40% by anisodamine root powder by mass concentration is to extract under 60 DEG C DEG C, the condition of extraction time 3 times, each 1.5 h extracting temperature, obtains after filtration filtrate, and this filtrate is evaporated to constant weight through 60 DEG C and obtains medicinal extract.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:20.
(3) 6 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 30% by 6 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 60 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 4 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 4 times of bed volumes again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 6:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 60 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 15 mL/min, HPLC detection purity is 98%; In methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 25:75.
embodiment 5a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 60 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 50% by anisodamine root powder by mass concentration extracts extracting under the condition that temperature is 70 DEG C, extraction time 2 times, each 2h, obtains after filtration filtrate, and this filtrate is evaporated to constant weight through 70 DEG C and obtains medicinal extract.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:20.
(3) 8 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 40% by 8 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 70 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 4 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 2 times of bed volumes again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 4:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 70 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 5 mL/min, HPLC detection purity is 99%; In methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 20:80.
embodiment 6a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 10 ~ 80 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 60% by anisodamine root powder by mass concentration is to extract under 65 DEG C, the condition of extraction time 2 times, each 1.5 h extracting temperature, obtains after filtration filtrate, and this filtrate obtains medicinal extract through being evaporated to constant weight.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:25.
(3) 6 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 50% by 10 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 65 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 4 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 3 times of bed volumes again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 10:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 65 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 10 mL/min, HPLC detection purity is 96%; In methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 30:70.
embodiment 7a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 80 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 30% by anisodamine root powder by mass concentration is to extract under 75 DEG C, the condition of extraction time 2 times, each 2 h extracting temperature, obtains after filtration filtrate, and this filtrate is evaporated to constant weight through 75 DEG C and obtains medicinal extract.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:30.
(3) 9 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 40% by 10 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 75 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 3 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 4 times of bed volumes again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 6:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 75 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 10 mL/min, HPLC detection purity is 98%; In described methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 25:75.
embodiment 8a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 50 mesh sieves, obtain anisodamine root powder.
(2) the ethanolic soln that is 80% by anisodamine root powder by mass concentration is to extract under 70 DEG C, the condition of extraction time 2 times, each 2.5 h extracting temperature, obtains after filtration filtrate, and this filtrate is evaporated to constant weight through 70 DEG C and obtains medicinal extract.
Wherein: the mass volume ratio (g/ml) of anisodamine root powder and ethanolic soln is 1:20.
(3) 6 times of deionized water dissolvings by its quality by medicinal extract, and with n-butanol extraction, be extracted liquid.
(4) non-polar macroporous resin on extraction liquid, first uses deionized water wash-out, and the ethanolic soln wash-out that is then 60% by 10 times of bed volume, mass concentration, obtains the elutriant that contains scopolin.
(5) elutriant is after 70 DEG C of concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 2 times of dissolve with methanol of its quality, then goes up silicagel column, carry out wash-out with the chloroform/methanol mixing solutions of 2 times of bed volumes again, obtain the scopolin elutriant of purifying.
Wherein: chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 8:1 (ml/ml) with methyl alcohol.
(6) the scopolin elutriant of purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through 65 DEG C of drying under reduced pressure.
Wherein: the preparation condition of half preparative liquid chromatograph refers to that moving phase is methanol/water, and flow velocity is 20 mL/min, HPLC detection purity is 95%; In methanol/water, the volume ratio of methyl alcohol and water (ml/ml) is 40:60.
Claims (4)
1. a preparation method for scopolin monomer in anisodamine root, comprises the following steps:
By anisodamine root through pulverizing, crossing after 10 ~ 80 mesh sieves, obtain anisodamine root powder;
(2) the ethanolic soln that is 20 ~ 95% by described anisodamine root powder by mass concentration extracts, and obtains after filtration filtrate, and this filtrate obtains medicinal extract through concentrating under reduced pressure; The mass volume ratio of described anisodamine root powder and described ethanolic soln is 1:10 ~ 1:30;
(3) 2 ~ 10 times of deionized water dissolvings by its quality by described medicinal extract, and with n-butanol extraction, be extracted liquid;
(4) non-polar macroporous resin on described extraction liquid, first uses deionized water wash-out, then uses the ethanolic soln wash-out that 2 ~ 15 times of bed volume, mass concentration are 10 ~ 60%, obtains the elutriant that contains scopolin;
(5) described elutriant is after concentrating under reduced pressure, obtain scopolin crude extract, this scopolin crude extract is first used 2 ~ 5 times of dissolve with methanol of its quality, then goes up silicagel column, use again the chloroform/methanol mixing solutions of 1 ~ 5 times of bed volume to carry out wash-out, obtain the scopolin elutriant of purifying;
(6) the scopolin elutriant of described purifying is prepared with half preparative liquid chromatograph, to constant weight, obtained white powder scopolin monomer through drying under reduced pressure.
2. the preparation method of scopolin monomer in a kind of anisodamine root as claimed in claim 1, is characterized in that: described step extraction temperature is (2) 50 ~ 80 DEG C extraction time 1 ~ 4 time, each 0.5 ~ 2.5 h.
3. the preparation method of scopolin monomer in a kind of anisodamine root as claimed in claim 1, is characterized in that: described step (5) middle chloroform/methanol mixing solutions refers to the solution that chloroform mixes by the volume ratio of 1:1 ~ 10:1 with methyl alcohol.
4. the preparation method of scopolin monomer in a kind of anisodamine root as claimed in claim 1, is characterized in that: described step (6) in the preparation condition of half preparative liquid chromatograph refer to that moving phase is methanol/water, flow velocity is 5 ~ 25 mL/min; In described methanol/water, the volume ratio of methyl alcohol and water is 15:85 ~ 50:50.
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CN104215717B (en) * | 2014-09-19 | 2015-07-15 | 成都中医药大学 | HPLC fingerprint detection method for anisodus tanguticus roots |
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 |
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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