CN101805347A - Method for extracting bergapten from radix angelicae pubescentis - Google Patents
Method for extracting bergapten from radix angelicae pubescentis Download PDFInfo
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- CN101805347A CN101805347A CN200910232661A CN200910232661A CN101805347A CN 101805347 A CN101805347 A CN 101805347A CN 200910232661 A CN200910232661 A CN 200910232661A CN 200910232661 A CN200910232661 A CN 200910232661A CN 101805347 A CN101805347 A CN 101805347A
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- bergapton
- elutriant
- silica gel
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Abstract
The invention relates to a method for separating and purifying bergapten. The processing steps include that radix angelicae pubescentis raw material is smashed into 60-100 meshes, 70-80% ethanol is used for reflux extraction, extract is added with active carbon with 0.5-1% of weight of raw material for stirring and destaining at the constant temperature of 40-50 DEG C, destaining solution is pumped into silica gel middle-pressure column subject to pre-treatment, 9-4:1 petroleum ether/ethyl acetate mixed liquor is used for eluting, eluent is collected in 500ml of each part, TLC detection is carried out, identical components are merged, bergapten eluent is obtained, 2-4 times volume of 70-80% methyl alcohol is used for flash melting at 40-50 DEG C, standing is carried out, crystal is filtered out, the process is repeated for 2-3 times, and drying in the shade is carried out, thus obtaining the product. By adopting the invention to produce bergapten, technology is simple, energy consumption is less, and purity is higher.
Description
Technical field:
The present invention relates to the extraction and purification process of bergapton, particularly a kind of method of using refluxing extraction, silica gel column chromatography, precipitation extraction purifying bergapton.
Background technology:
Bergapton (Bergapten)
Another name: bergapten, Citrus bergamia lactone, Buddha's hand alcohol methyl ether, Buddha's hand alkene
Chemical name: 4-methoxyfuro[3,2-g] chromen-7-one
Molecular formula: C
12H
8O
4
Molecular weight: 216.18952
Compositional classification: furocoumarin(e) class
Physical properties: bergapton is the needle crystal for white band mercerising, fusing point 188-190 ℃.Be soluble in chloroform, be slightly soluble in benzene, vinyl acetic monomer and ethanol, water insoluble.Sublimability is arranged.Reflection blue fluorescence under the ultra-violet lamp.
Pharmacological action: bergapton has optical activity to skin, and effect is only second to 8-methoxypsoralen.Kill the mollusk effect, be mainly used in and kill oncomelania.Certain blood coagulation resisting function and anastalsis to antiheparin arranged.Rabbit there is the property a crossed hypotensive activity.Also has antimicrobial acivity.Have anti-inflammatory, analgesic pharmacological action.
The report that extracts bergapton from levisticum separately is almost nil.General method normally adopts chromatography or chromatography to extract total coumarins, then with different eluent separation certain compositions wherein.Usually used chromatography has silica gel column chromatography and alumina column chromatography, and alkali alumina can make some tonka bean camphors rotten, so aluminum oxide is not fine to the coumarins suitability.Extract though steam distillation is used for tonka bean camphor, volatile small molecules tonka-bean is have limitation.High performance liquid chromatography also generally is used to separate the tonka bean camphor composition in recent years, but is not fine to the few coumarins extraction effect of ester group.
Summary of the invention:
The object of the invention is to report that a kind of technology is simple, and energy consumption is lower, solvent load economizes, residual less, toxicity is low, the bergapton method for making of based on very high purity.
The object of the present invention is achieved like this:
1. refluxing extraction: it is 60～100 orders that levisticum is pulverized, and use alcohol reflux, filters, must extracting solution;
2. decolouring: add gac in the above-mentioned elutriant, stir decolouring 1.5～2 hours, get destainer;
3. silica gel column chromatography: above-mentioned destainer subtracted pump into compression leg in the pretreated silica gel, with 9～4: 1 petrol ether/ethyl acetate mixed solution wash-out merges the bergapton elutriant;
4. crystallization: behind the above-mentioned elutriant concentrating under reduced pressure with an amount of methyl alcohol at 40～50 ℃ of thermosols, leave standstill and separate out bergapton, leach bergapton, repeat 2～4 times, dry in the shade, promptly.
The method of said extracted bergapton is characterized in that described refluxing extraction step alcohol concn is 70～80%, and consumption is 10～20 times of raw material weight, and extraction time is 3～5 hours.
The method of said extracted bergapton is characterized in that described decolouring step condition is 40～50 ℃ of constant temperature, and activated carbon dosage is 0.5～1% of a raw materials quality.
The method of said extracted bergapton is characterized in that described silica gel elution step elution speed is 60ml/min, and every 500ml collects an elutriant, discerns respectively component with TLC, merges to obtain Foshan mandarin orange lactone elutriant.
The method of said extracted bergapton is characterized in that described crystallisation step methyl alcohol is 70～80% methyl alcohol, and each consumption is 2～3 times of amounts of column volume.
There is following advantage in the present invention: silica gel column chromatography is the method for the separation coumarin substances of comparative maturity, has both saved energy consumption, and the similar coumarins of isolating construction well again is particularly to the furocoumarin(e) class; Press the rapid column chromatography technology in the employing, good separating effect, with short production cycle, and can realize that continuous production silica gel can use more than 2～6 months repeatedly, so consumption is few, saves big the mixing silica gel and adorn the post operation of labour intensity, has improved work efficiency; Because bergapton content in raw material is very low, it still is not high enough that silica gel separates back content, so the methyl alcohol periodic crystallisation can further improve content, and crystallization separates out product with the refrigerative mode, the loss of having avoided concentrated volatilization to cause.
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:
Embodiment 1:
It is 60 orders that levisticum is pulverized, get 10kg (bergapton content 0.0046%) and added the 100L70% alcohol reflux 3 hours, filter the 104L extracting solution, add 50g gac constant temperature and stir decolouring for 40 ℃, destainer pumps into compression leg in the pretreated silica gel, keep flow velocity 60ml/min wash-out with 9: 1 petrol ether/ethyl acetate mixed solutions, collect elutriant by every part of 500ml, TLC discerns each and forms branch, merges and contains bergapton section elutriant, and elutriant uses 10L70% methyl alcohol at 40 ℃ of thermosols, leave standstill, leach crystallization, repeat crystallization 2 times, dry in the shade needle finished product 2.95g (bergapton content 98.4%).
Embodiment 2:
It is 80 orders that levisticum is pulverized, get 10kg (bergapton content 0.0045%) and added the 150L74% alcohol reflux 4 hours, filter the 155L extracting solution, add 60g gac constant temperature and stir decolouring for 45 ℃, destainer pumps into compression leg in the pretreated silica gel, keep flow velocity 60ml/min wash-out with 8: 1 petrol ether/ethyl acetate mixed solutions, collect elutriant by every part of 500ml, TLC discerns each and forms branch, merges and contains bergapton section elutriant, and elutriant uses 12L73% methyl alcohol at 45 ℃ of thermosols, leave standstill, leach crystallization, repeat crystallization 3 times, dry in the shade needle finished product 3.08g (bergapton content 98.1%).
Embodiment 3:
It is 100 orders that levisticum is pulverized, get 10kg (bergapton content 0.0048%) and added the 180L75% alcohol reflux 5 hours, filter the 185L extracting solution, add 80g gac constant temperature and stir decolouring for 50 ℃, destainer pumps into compression leg in the pretreated silica gel, keep flow velocity 60ml/min wash-out with 7: 1 petrol ether/ethyl acetate mixed solutions, collect elutriant by every part of 500ml, TLC discerns each and forms branch, merges and contains bergapton section elutriant, and elutriant uses 15L75% methyl alcohol at 50 ℃ of thermosols, leave standstill, leach crystallization, repeat crystallization 4 times, dry in the shade needle finished product 3.14g (bergapton content 98.8%).
Embodiment 4:
It is 100 orders that levisticum is pulverized, get 10kg (bergapton content 0.0046%) and added the 200L80% alcohol reflux 5 hours, filter the 206L extracting solution, add 100g gac constant temperature and stir decolouring for 46 ℃, destainer pumps into compression leg in the pretreated silica gel, keep flow velocity 60ml/min wash-out with 4: 1 petrol ether/ethyl acetate mixed solutions, collect elutriant by every part of 500ml, TLC discerns each and forms branch, merges and contains bergapton section elutriant, and elutriant uses 10L80% methyl alcohol at 50 ℃ of thermosols, leave standstill, leach crystallization, repeat crystallization 4 times, dry in the shade needle finished product 3.05g (bergapton content 99.0%).
Claims (5)
1. method of extracting bergapton from levisticum is characterized in that comprising following step:
1. refluxing extraction: it is 60～100 orders that levisticum is pulverized, and use alcohol reflux, filters, must extracting solution;
2. decolouring: add gac in the above-mentioned elutriant, stir decolouring 1.5～2 hours, get destainer;
3. silica gel column chromatography: above-mentioned destainer subtracted pump into compression leg in the pretreated silica gel, with 9～4: 1 petrol ether/ethyl acetate mixed solution wash-out merges the bergapton elutriant;
4. crystallization: behind the above-mentioned elutriant concentrating under reduced pressure with an amount of methyl alcohol at 40～50 ℃ of thermosols, leave standstill and separate out bergapton, leach bergapton, repeat 2～4 times, dry in the shade, promptly.
2. according to the method for the described extraction bergapton of claim 1, it is characterized in that described refluxing extraction step alcohol concn is 70～80%, consumption is 10～20 times of raw material weight, and extraction time is 3～5 hours.
3. according to the method for the described extraction bergapton of claim 1, it is characterized in that described decolouring step condition is 40～50 ℃ of constant temperature, activated carbon dosage is 0.5～1% of a raw materials quality.
4. according to the method for the described extraction bergapton of claim 1, it is characterized in that described silica gel elution step elution speed is 60ml/min, every 500ml collects an elutriant, discerns respectively component with TLC, merges to obtain Foshan mandarin orange lactone elutriant.
5. according to the method for the described extraction bergapton of claim 1, it is characterized in that described crystallisation step methyl alcohol is 70～80% methyl alcohol, each consumption is 2～3 times of amounts of column volume.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910232661A CN101805347A (en) | 2009-12-04 | 2009-12-04 | Method for extracting bergapten from radix angelicae pubescentis |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910232661A CN101805347A (en) | 2009-12-04 | 2009-12-04 | Method for extracting bergapten from radix angelicae pubescentis |
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| CN101805347A true CN101805347A (en) | 2010-08-18 |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102657240A (en) * | 2012-04-21 | 2012-09-12 | 中国农业科学院生物技术研究所 | Bioactivator capable of inhibiting activity of ring rot pathogen and application thereof |
| CN105660635A (en) * | 2016-03-01 | 2016-06-15 | 湖南农业大学 | Application of Angelica pubescens Maxim. f. Biserrata Shan et Yuan extract in reducing of phytotoxicity of herbicide to crops |
| CN105709228A (en) * | 2016-03-10 | 2016-06-29 | 张长青 | Medicine composition used for treating myocardial ischemia and preparation method thereof |
| CN106719856A (en) * | 2017-02-06 | 2017-05-31 | 青岛大学 | A kind of extractive of pubescent angelica root coumarin preparation method and applications with killing activity of pine wood nematode |
| CN107383040A (en) * | 2017-07-05 | 2017-11-24 | 浙江大学 | A kind of method that bergamot element is isolated and purified from early fragrant shaddock oil vacuole layer |
| CN109705077A (en) * | 2017-10-26 | 2019-05-03 | 江苏康缘药业股份有限公司 | A kind of coumarin kind compound and its preparation method and application |
-
2009
- 2009-12-04 CN CN200910232661A patent/CN101805347A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102657240A (en) * | 2012-04-21 | 2012-09-12 | 中国农业科学院生物技术研究所 | Bioactivator capable of inhibiting activity of ring rot pathogen and application thereof |
| CN102657240B (en) * | 2012-04-21 | 2014-04-30 | 中国农业科学院生物技术研究所 | Bioactivator capable of inhibiting activity of ring rot pathogen and application thereof |
| CN105660635A (en) * | 2016-03-01 | 2016-06-15 | 湖南农业大学 | Application of Angelica pubescens Maxim. f. Biserrata Shan et Yuan extract in reducing of phytotoxicity of herbicide to crops |
| CN105709228A (en) * | 2016-03-10 | 2016-06-29 | 张长青 | Medicine composition used for treating myocardial ischemia and preparation method thereof |
| CN106719856A (en) * | 2017-02-06 | 2017-05-31 | 青岛大学 | A kind of extractive of pubescent angelica root coumarin preparation method and applications with killing activity of pine wood nematode |
| CN106719856B (en) * | 2017-02-06 | 2019-11-12 | 青岛大学 | A kind of extractive of pubescent angelica root coumarin preparation method and applications with killing activity of pine wood nematode |
| CN107383040A (en) * | 2017-07-05 | 2017-11-24 | 浙江大学 | A kind of method that bergamot element is isolated and purified from early fragrant shaddock oil vacuole layer |
| CN109705077A (en) * | 2017-10-26 | 2019-05-03 | 江苏康缘药业股份有限公司 | A kind of coumarin kind compound and its preparation method and application |
| CN109705077B (en) * | 2017-10-26 | 2022-09-02 | 江苏康缘药业股份有限公司 | Coumarin compound and preparation method and application thereof |
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Application publication date: 20100818 |