CN101974006A - Method for extracting podophyllotoxin from umbrella leaf - Google Patents
Method for extracting podophyllotoxin from umbrella leaf Download PDFInfo
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- CN101974006A CN101974006A CN201010510896XA CN201010510896A CN101974006A CN 101974006 A CN101974006 A CN 101974006A CN 201010510896X A CN201010510896X A CN 201010510896XA CN 201010510896 A CN201010510896 A CN 201010510896A CN 101974006 A CN101974006 A CN 101974006A
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Abstract
The invention relates to a method for extracting podophyllotoxin from umbrella leaves, comprising the following steps of: using the umbrella leaves as raw materials; ultrasonically extracting 75-85 percent of methanol; decompressing and condensing to obtain extract; ultrasonically extracting by using ethyl acetate; concentrating an extracting solution; placing crystals; dissolving the crystals by using absolute ethyl alcohol; refluxing and decoloring by adding active carbon; filtering, extracting an organic solvent; concentrating, crystallizing; and recrystallizing and drying absolute methanol to obtain the podophyllotoxin. The invention has simple technical operation and low cost.
Description
Technical field:
The present invention relates to a kind of method of from unmrellaleaf, extracting podophyllotoxin, especially a kind of technology that adopts the purification podophyllotoxin of methanol extraction, ethyl acetate extraction, activated carbon decolorizing, recrystallization.
Background technology:
Podophyllotoxin: 5R-5,8,8a, 9-tetrahydrochysene-9-hydroxyl-5-(3,4, the 5-2,4,5-trimethoxyphenyl) furans (3 ', 4 ': 6,7) naphtho--[2,3-d]-1, dioxane alkene-6 (5aH)-ketone between 3-.Be soluble in chloroform, acetone, ethyl acetate and benzene, dissolve in ethanol, ether, water insoluble.Podophyllotoxin at pointed condyloma, multiple shallow epitheliomatosis (as multiple shallow or wetting property basal cell carcinoma, squamous cell epithelioma and basal squamous cell epithelioma), anterior epithelium cornea knurl keratosis, seborrheic keratosis, day photosensitiveness angling and post-radiation keratosis, childhood papilloma of larynx, wart (verruca vulgaris, verruca filiformis).Podophyllotoxin can effectively suppress simplexvirus, suppresses the cell mitotic division in mid-term, is used for the toxicity venereal disease.
Unmrellaleaf is the root stock of Berberidaceae unmrellaleaf platymiscium unmrellaleaf (Diphylleia sinensis) Diphylleia sinensis Li.Mainly contain podophyllotoxin lignans and flavonoid etc.Wherein podophyllotoxin content about 7.5%.
The existing technology of extracting podophyllotoxin has:
Patent (application number 200410052833.9) " a kind of improvement technology that from Chinese podophyllum root, prepares podophyllotoxin ", this patent is to be raw material with the Chinese podophyllum root, pulverizes, volume fraction is 90% ethanolic soln, 70 ℃ of refluxing extraction 3 times, and united extraction liquid, concentrating under reduced pressure gets the red-brown soup compound; At the red-brown soup compound, add sherwood oil, stirring fully extracts it, and standing demix discards lower floor's brown liquid, the upper strata weak yellow liquid is left standstill crystallization, centrifuging gets white extremely faint yellow needle-like crystal, and this is the podophyllotoxin crude product, then use column chromatography and purifying, obtain the podophyllotoxin elaboration.
Patent (application number 200910047696.2) " a kind of method that from Chinese podophyllum root, prepares high-purity podophyllotoxin ", this patent be divided into raw material with alcohols extract medicinal extract again through extracting to such an extent that podophyllotoxin crude product and podophyllotoxin crude product high-pressure column chromatography two portions are formed, concrete steps are: with the Chinese podophyllum root rhizome after micronizing, under the ultrasonic wave condition, extract three times with the alcoholic solvent heating, merge No. three times extracting solution, united extraction liquid concentrates alcoholic solvent, and obtaining proportion is the sorrel medicinal extract of 1.0-1.2; The water that adds 1-2 times of medicinal extract volume again obtains podophyllotoxin alcohol water; Podophyllotoxin alcohol water merges three times methylene dichloride phase with isopyknic dichloromethane extraction three times, concentratedly obtains the faint yellow podophyllotoxin crude product that purity is 40%-50%; Faint yellow podophyllotoxin crude product is with dissolving, and last sample to silica gel is 300-400 purpose high-pressure column, with the mixing elutriant wash-out of acetone+dichloromethane solvent, collects the product section elutriant, and behind the thickening filtration, oven dry promptly obtains the podophyllotoxin elaboration.
This patent of patent (application number 200710018473.4) " a kind of podophyllotoxin extraction separation novel process " is that solvent refluxing extracts the podophyllotoxin in the podophyllotoxin vegetable cell with alcohol, get podophyllotoxin alcohol medicinal extract, be that solvent carries out refluxing extraction to podophyllotoxin alcohol medicinal extract then with benzene, place behind the phegma concentrating under reduced pressure and spend the night, separate out yellow powder shape crystal, incline to mother liquor and continue and place, get faint yellow needle-like crystal, adopt benzene-ethanol that faint yellow needle-like crystal is carried out recrystallization, get the solvent adduct of colourless acicular crystal podophyllotoxin-benzene, with the solvent adduct thermal degradation of podophyllotoxin-benzene, the desolventizing reaction takes place generate the white powder podophyllotoxin.
As mentioned above, the existing podophyllotoxin technology of extracting exists organic reagent dosage big and poisonous, operate complicatedly, and target component loses big problem.
Summary of the invention:
The technical problem to be solved in the present invention provides a kind of method of extracting podophyllotoxin from unmrellaleaf, and this technology cost is low, and treatment capacity is big.
The objective of the invention is to be achieved through the following technical solutions:
A kind of method of extracting podophyllotoxin from unmrellaleaf is characterized in that comprising following steps:
1) extracts: unmrellaleaf is crushed to the 20-80 order, add 6-9 times of 75-85% methanol solution, supersound extraction 2-3 time was extracted 1-2 hour at every turn, united extraction liquid concentrate medicinal extract, again with 3-5 times of ethyl acetate supersound extraction 2-3 time, the each extraction 1-2 hour filtered, and filtrate is concentrated into the 1/10-1/5 of original volume, place crystallization, get crude product after the filtration;
2) purifying: above-mentioned crude product dissolves with anhydrous methanol, adds the proper amount of active carbon reflux decolour, filters, and add 1-3 and doubly measure organic solvent, centrifugation, organic layer concentrates, and places crystallization;
3) recrystallization: above-mentioned crystallization is added an amount of anhydrous methanol be back to dissolving fully, concentrate, put cold crystallization, repeat 3-5 time, be drying to obtain the podophyllotoxin product.
Described step 2) activated carbon dosage in is the 0.3-1% of medicinal material.
Described step 2) organic solvent in is a chloroformic solution.
The relative methyl alcohol alcohol of ethyl acetate have better solvability to podophyllotoxin, extracts podophyllotoxin with ethyl acetate from methyl alcohol medicinal extract and can remove plurality of impurities; Whole process solvent for use kind is less, is easy to reclaim.
So production technique of the present invention is simple, cost is low, and podophyllotoxin purity reaches more than 86%, and output is big, and the cycle is short, is easy to realize industrialization.
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:
Unmrellaleaf is crushed to 20 orders, gets 1kg and packs in the flask, adds 6 times of amount 85% methanol solutions, supersound extraction 3 times was extracted 1 hour at every turn, united extraction liquid concentrate medicinal extract, medicinal extract is measured the ethyl acetate supersound extraction 2 times with 4 times again, extracts suction filtration 1.5 hours at every turn, filtrate is concentrated into 1/6 of original volume, place crystallization, get crude product after the filtration, dissolve with the 300ml anhydrous methanol in the above-mentioned crude product, add the 3g gac, backflow 1h filters, and filtrate adds the 2L chloroform, centrifugation, organic layer concentrates, and places crystallization, and above-mentioned crystallization is added 200ml anhydrous methanol backflow dissolving, concentrate, put cold crystallization, repeat 3 times, leach crystallization, vacuum-drying gets podophyllotoxin 38g, content 91.2%.
Embodiment 2:
Unmrellaleaf is crushed to 40 orders, get 1kg and pack in the flask, add 8 times of amount 80% methanol solutions, supersound extraction 2 times, the each extraction 2 hours, united extraction liquid concentrate medicinal extract, medicinal extract is used 3 times of ethyl acetate supersound extraction 3 times again, extracts 2 hours at every turn, filter, filtrate is concentrated into 1/5 of original volume, places crystallization, gets crude product after the filtration; With the dissolving of 300ml anhydrous methanol, add the 5g gac, backflow 1h in the above-mentioned crude product, filter, filtrate adds 3L chloroform, centrifugation, organic layer concentrates, and places crystallization, and above-mentioned crystallization is added 180ml anhydrous methanol backflow dissolving, concentrate, put cold crystallization, repeat 4 times, leach crystallization, vacuum-drying gets podophyllotoxin 28g, content 89.6%.
Embodiment 3:
Unmrellaleaf is crushed to 80 orders, gets 2kg and packs in the flask, adds 7 times of amount 70% methanol solutions, supersound extraction 3 times was extracted 2 hours at every turn, united extraction liquid concentrate medicinal extract, medicinal extract is used 5 times of ethyl acetate supersound extraction 2 times again, extracts 2 hours at every turn, filters, filtrate is concentrated into 1/8 of original volume, places crystallization, gets crude product after the filtration, with the dissolving of 900ml anhydrous methanol, add the 10g gac, backflow 1h in the above-mentioned crude product, filter, filtrate adds 4.5L chloroform, centrifugation, organic layer concentrates, and places crystallization, and above-mentioned crystallization is added 400ml anhydrous methanol backflow dissolving, concentrate, put cold crystallization, repeat 5 times, leach crystallization, vacuum-drying gets podophyllotoxin 62g, content 88.4%.
Embodiment 4:
Unmrellaleaf is crushed to 60 orders, gets 2kg and packs in the flask, adds 9 times of amount 75% methanol solutions, supersound extraction 3 times was extracted 1.5 hours at every turn, united extraction liquid concentrate medicinal extract, medicinal extract is used 4 times of ethyl acetate supersound extraction 3 times again, extracts 1 hour at every turn, filters, filtrate is concentrated into 1/10 of original volume, places crystallization, gets crude product after the filtration, with the dissolving of 800ml anhydrous methanol, add the 8g gac, backflow 1h in the above-mentioned crude product, filter, filtrate adds 6L chloroform, centrifugation, organic layer concentrates, and places crystallization, and above-mentioned crystallization is added 500ml anhydrous methanol backflow dissolving, concentrate, put cold crystallization, repeat 4 times, leach crystallization, vacuum-drying gets podophyllotoxin 73g, content 86.2%.
Embodiment 5:
Unmrellaleaf is crushed to 50 orders, gets 3kg and packs in the flask, adds 9 times of amount 85% methanol solutions, supersound extraction 2 times was extracted 2 hours at every turn, united extraction liquid concentrate medicinal extract, medicinal extract is used 5 times of ethyl acetate supersound extraction 2 times again, extracts 1.5 hours at every turn, filters, filtrate is concentrated into 1/10 of original volume, places crystallization, gets crude product after the filtration, with the dissolving of 2.5L anhydrous methanol, add the 12g gac, backflow 1h in the above-mentioned crude product, filter, filtrate adds 12L chloroform, centrifugation, organic layer concentrates, and places crystallization, and above-mentioned crystallization is added 1L anhydrous methanol backflow dissolving, concentrate, put cold crystallization, repeat 5 times, leach crystallization, vacuum-drying gets podophyllotoxin 88g, content 93.8%.
Claims (3)
1. method of extracting podophyllotoxin from unmrellaleaf is characterized in that comprising following steps:
1) extracts: unmrellaleaf is crushed to the 20-80 order, add 6-9 times of 75-85% methanol solution, supersound extraction 2-3 time was extracted 1-2 hour at every turn, united extraction liquid concentrate medicinal extract, again with 3-5 times of ethyl acetate supersound extraction 2-3 time, the each extraction 1-2 hour filtered, and filtrate is concentrated into the 1/10-1/5 of original volume, place crystallization, get crude product after the filtration;
2) purifying: above-mentioned crude product dissolves with anhydrous methanol, adds the proper amount of active carbon reflux decolour, filters, and add 1-3 and doubly measure organic solvent, centrifugation, organic layer concentrates, and places crystallization;
3) recrystallization: above-mentioned crystallization is added an amount of anhydrous methanol be back to dissolving fully, concentrate, put cold crystallization, repeat 3-5 time, be drying to obtain the podophyllotoxin product.
2. from unmrellaleaf, extract the method for podophyllotoxin according to claim 1, it is characterized in that described step 2) in activated carbon dosage be the 0.3-1% of medicinal material.
3. from unmrellaleaf, extract the method for podophyllotoxin according to claim 1, it is characterized in that described step 2) in organic solvent be chloroformic solution.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201010510896XA CN101974006A (en) | 2010-10-19 | 2010-10-19 | Method for extracting podophyllotoxin from umbrella leaf |
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| CN201010510896XA CN101974006A (en) | 2010-10-19 | 2010-10-19 | Method for extracting podophyllotoxin from umbrella leaf |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107383041A (en) * | 2017-07-17 | 2017-11-24 | 长沙爱扬医药科技有限公司 | A kind of method that podophyllotoxin and Hyperoside are extracted from Dysosma versipellis |
| CN109745286A (en) * | 2019-03-21 | 2019-05-14 | 甘肃百草生物科技有限公司 | A kind of preparation method of 0.5% podophyllotoxin tincture |
| CN110141589A (en) * | 2019-06-20 | 2019-08-20 | 贺州学院 | A kind of unmrellaleaf extract and its preparation method and application |
-
2010
- 2010-10-19 CN CN201010510896XA patent/CN101974006A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107383041A (en) * | 2017-07-17 | 2017-11-24 | 长沙爱扬医药科技有限公司 | A kind of method that podophyllotoxin and Hyperoside are extracted from Dysosma versipellis |
| CN109745286A (en) * | 2019-03-21 | 2019-05-14 | 甘肃百草生物科技有限公司 | A kind of preparation method of 0.5% podophyllotoxin tincture |
| CN110141589A (en) * | 2019-06-20 | 2019-08-20 | 贺州学院 | A kind of unmrellaleaf extract and its preparation method and application |
| CN110141589B (en) * | 2019-06-20 | 2021-10-15 | 贺州学院 | Folium kaempferiae extract and preparation method and application thereof |
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Application publication date: 20110216 |