CN105968168A - Common threewingnut root lactone armour extraction method - Google Patents
Common threewingnut root lactone armour extraction method Download PDFInfo
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- CN105968168A CN105968168A CN201610611187.8A CN201610611187A CN105968168A CN 105968168 A CN105968168 A CN 105968168A CN 201610611187 A CN201610611187 A CN 201610611187A CN 105968168 A CN105968168 A CN 105968168A
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- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
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Abstract
The invention discloses a common threewingnut root lactone armour extraction method. According to the method, root hearts, root peels, stems and leaves of a common threewingnut root plant serve as raw materials, the raw materials are subjected to multiple steps of crushing, soaking, percolation, extraction, silica gel column chromatography separation and purification, recrystallization and the like, common threewingnut root lactone armour with the purity as high as 99% or above can be extracted, the yield is 0.01% and 10-20 times higher than that of an extraction process reported by existing documents, and the method is an effective method for obtaining a great amount of common threewingnut root lactone armour and can lay a material foundation and provide a scientific basis for research on illuminating chemical ingredients in common threewingnut roots, pharmacologic actions and the like.
Description
Technical field
The invention belongs to Chinese medicine study technical field, be specifically related to the extracting method of a kind of wilforlide A.
Background technology
Radix Tripterygii Wilfordii (Tripterygium willfordii Hook.f) it is Celastraceae tripterygium plant, with full root or go dermatome xylem to be used as medicine.Radix Tripterygii Wilfordii has blood circulation promoting and blood stasis dispelling, heat-clearing and toxic substances removing, dispersing swelling and dissipating binds, expelling wind and removing dampness, the effect of parasite killing hemostasis, it is clinically used for treating rheumatoid arthritis, systemic lupus erythematosus (sle), nephritis, mandatory spondylitis etc., but it is very toxic, and its clinical effective dose is close with toxic dose, this makes the full medicine application of Radix Tripterygii Wilfordii fail so far to be widely popularized.In order to give full play to the medicinal efficacy of Radix Tripterygii Wilfordii, Chinese scholars has isolated tens kinds of chemical compositions from tripterygium plant, mainly has diterpene, triterpene, sesquiterpene, alkaloid, glycoside, saccharide and alcohols etc..
Summary of the invention
It is an object of the invention to provide the extracting method of a kind of wilforlide A, the purity of its gained wilforlide A is high, yield is big, can be that the researchs such as the chemical constitution of Triptolide compounds, pharmacological action provide material base.
For achieving the above object, the present invention adopts the following technical scheme that
A kind of extracting method of wilforlide A, it comprises the following steps:
1) Radix Tripterygii Wilfordii is pulverized, cross 20 mesh sieves, carry out percolation after adding soak with ethanol 24h of its 5 times of volumes of weight, then percolate is merged, is concentrated into original volume 1/10, obtain ethanol concentrated solution；
2) 1:1 adds water after mixing in gained ethanol concentrated solution by volume, then 1:1.5 adds ethyl acetate by volume, extract 4-6 time, then by the ethyl acetate solution merging being obtained by extraction, concentration, prepares dry powder through microwave drying；
3) after gained dry powder is added the dissolving of equal-volume chloroform, silica gel column chromatography is used to separate, eluting is carried out as eluant using chloroform, portion collected by every 500mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merge the concentrated solution containing identical component, microwave drying after recycling design, obtain and slightly promote powder；
4) gained is slightly promoted after powder adds equal-volume acetic acid ethyl dissolution, silica gel column chromatography is used to separate, ethyl acetate is mixed with petroleum ether 1:9 by volume and carries out eluting as eluant, portion collected by every 200mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merging the concentrated solution containing identical component, recycling design, to dry, obtains extract；
5) being added methylene chloride by gained extract after dissolving, in the mixed liquor of dichloromethane and ether, recrystallization 3-5 time, obtains colorless needle crystals, is wilforlide A (Wilforlide A).
Radix Tripterygii Wilfordii described in step 1) uses the radical center of Radix Tripterygii Wilfordii plant, root bark, stem and leaf.
Carrying out percolation with the ethanol of Radix Tripterygii Wilfordii weight 28-30 times volume in step 1), the every 500mL of percolate collects once, is concentrated to dryness, and adds and uses TLC that it is carried out qualitative detection after 1mL chloroform dissolves, until stopping percolation when being detected as feminine gender.
Step 2) in every time extraction need to shake 20 times, the ethyl acetate solution every time will collected after extraction concentrates, and uses TLC that it is carried out qualitative detection, until stopping extraction when being detected as feminine gender.
Step 2) power of described microwave drying is 500W, frequency is 2450MHz, and temperature is 60 DEG C, and drying time is 20min.
In step 3), dry powder is 1:120 with the weight ratio of silica gel column chromatography used silica gel；Use wet method upper prop.
The power of microwave drying described in step 3) is 500W, and frequency is 2450MHz, and temperature is 60 DEG C, and drying time is 10min.
In step 4), the thick weight ratio promoting powder and silica gel column chromatography used silica gel is 1:80；Use wet method upper prop.
The structural formula of gained wilforlide A is:
,
Colorless needle crystals, mp 319-321 DEG C, Liebermanin-Burchard reacting positive (reaction aubergine), molecular formula C30H46O3, MS, m/z:454(M+), 439,436,421,410,246(base peaks), 231,228,218,213,208,207,203,201,190,185,175,159,147,145,133,120,119,107,55.1H-NMR(CDCl3, 400MHz): 0.79(3H, S, H-24), 0.87(3H, S, H-28), 0.93(3H, S, H-26), 0.94(3H, S, H-25), 0.99(3H, S, H-23), 1.08 (3H, S, H-27), 1.21 (3H, S, H-30), 3.22(1H, dd, J=11.7,4.9Hz, H-3) 4.15(1H, d, J=5.4Hz, H-22), 5.30(1H, t, J=3.3Hz, H-12).13C-NMR(CDCl3null，100Hz): 38.6(C-1)，27.3(C-2)，78.9(C-3)，38.9(C-4)，55.3(C-5)，18.3(C-6)，33.3(C-7)，39.6(C-8)，47.5(C-9)，37.1(C-10)，23.6(C-10)，124.7(C-12)，140.3(C-13)，42.5(C-14)，24.3(C-15)，24.1(C-16) 35.3(C-17)，39.8((C-18)，43.5(C-19)，39.3(C-20)，33.9(C-21)，83.1(C-22)，28.1((C-23)，15.6(C-24)，15.7(C-25)，17.0(C-26)，25.3(C-27)，24.9(C-(C-28)，182.5(C-29)，21.0(C-30).IR(cm-1): 3500,2980,2950,2900,1760,1658,1490,1460,1380,1180,1100,956.
The remarkable advantage of the present invention is:By the inventive method prepare wilforlide A purity up to more than 99%, yield is ten thousand/, the extraction process reported than existing document improves 10-20 times, it is the effective ways of a kind of a large amount of acquisition wilforlide A, the wilforlide A extracted by National Institute for Food and Drugs Control for the standard substance as wilforlide A, this high efficiency not only illustrating the method and science, also it is chemical composition in Radix Tripterygii Wilfordii, pharmacological actions etc. are studied, Radix Tripterygii Wilfordii clinical practice and Radix Tripterygii Wilfordii medicine series quality control provide material base and scientific basis.
Detailed description of the invention
In order to make content of the present invention easily facilitate understanding, below in conjunction with detailed description of the invention, technical solutions according to the invention are described further, but the present invention is not limited only to this.
Embodiment 1
1) 10kg is pulverized containing root, stem, the Radix Tripterygii Wilfordii plant of leaf, cross 20 mesh sieves, after adding soak with ethanol 24h by the amount of 5 L/kg, being slowly added to ethanol by 28 L/kg amounts again and carry out percolation, the every 500mL of percolate collects once, is concentrated to dryness, adding uses TLC that it is carried out qualitative detection after 1mL chloroform dissolves, until stopping percolation when being detected as feminine gender, then percolate being merged, being concentrated into original volume 1/10, obtaining ethanol concentrated solution；
2) by volume 1:1 add water in gained ethanol concentrated solution mixing after, 1:1.5 adds ethyl acetate and extracts the most by volume, extraction need to shake 20 times every time, after extraction, the ethyl acetate solution collected is concentrated every time, use TLC that it is carried out qualitative detection, it is negative for detecting extract after extracting 4 times, stop extraction, then the ethyl acetate solution being obtained by extraction is merged, concentrates, preparing dry powder through microwave drying, the power of microwave drying is 500W, and frequency is 2450MHz, temperature is 60 DEG C, and drying time is 20min；
3) after gained dry powder is added the dissolving of equal-volume chloroform, silica gel column chromatography is used to separate, dry powder is 1:120 with the weight ratio of column chromatography used silica gel, wet method upper prop, eluting is carried out as eluant using chloroform, portion collected by every 500mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merge the concentrated solution containing identical component, microwave drying after recycling design, obtain and slightly promote powder, the power of microwave drying is 500W, frequency is 2450MHz, and temperature is 60 DEG C, and drying time is 10min；
4) gained is slightly promoted after powder adds equal-volume acetic acid ethyl dissolution, silica gel column chromatography is used to separate, the thick weight ratio promoting powder and column chromatography used silica gel is 1:80, wet method upper prop, mixes ethyl acetate with petroleum ether 1:9 by volume and carries out eluting as eluant, and portion collected by every 200mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merging the concentrated solution containing identical component, recycling design, to dry, obtains extract；
5) gained extract is added methylene chloride dissolving after, recrystallization 3 times in the mixed liquor of dichloromethane and ether, obtain the colorless needle crystals of 1.09g wilforlide A, its purity is 99.00%.
Embodiment 2
1) 10kg is pulverized containing root, stem, the Radix Tripterygii Wilfordii plant of leaf, cross 20 mesh sieves, after adding soak with ethanol 24h by the amount of 5 L/kg, being slowly added to ethanol by 29 L/kg amounts again and carry out percolation, the every 500mL of percolate collects once, is concentrated to dryness, adding uses TLC that it is carried out qualitative detection after 1mL chloroform dissolves, until stopping percolation when being detected as feminine gender, then percolate being merged, being concentrated into original volume 1/10, obtaining ethanol concentrated solution；
2) by volume 1:1 add water in gained ethanol concentrated solution mixing after, 1:1.5 adds ethyl acetate and extracts the most by volume, extraction need to shake 20 times every time, after extraction, the ethyl acetate solution collected is concentrated every time, use TLC that it is carried out qualitative detection, it is negative for detecting extract after extracting 5 times, stop extraction, then the ethyl acetate solution being obtained by extraction is merged, concentrates, preparing dry powder through microwave drying, the power of microwave drying is 500W, and frequency is 2450MHz, temperature is 60 DEG C, and drying time is 20min；
3) after gained dry powder is added the dissolving of equal-volume chloroform, silica gel column chromatography is used to separate, dry powder is 1:120 with the weight ratio of column chromatography used silica gel, wet method upper prop, eluting is carried out as eluant using chloroform, portion collected by every 500mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merge the concentrated solution containing identical component, microwave drying after recycling design, obtain and slightly promote powder, the power of microwave drying is 500W, frequency is 2450MHz, and temperature is 60 DEG C, and drying time is 10min；
4) gained is slightly promoted after powder adds equal-volume acetic acid ethyl dissolution, silica gel column chromatography is used to separate, the thick weight ratio promoting powder and column chromatography used silica gel is 1:80, wet method upper prop, mixes ethyl acetate with petroleum ether 1:9 by volume and carries out eluting as eluant, and portion collected by every 200mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merging the concentrated solution containing identical component, recycling design, to dry, obtains extract；
5) gained extract is added methylene chloride dissolving after, recrystallization 4 times in the mixed liquor of dichloromethane and ether, obtain the colorless needle crystals of 1.02g wilforlide A, its purity is 99.31%.
Embodiment 3
1) 10kg is pulverized containing root, stem, the Radix Tripterygii Wilfordii plant of leaf, cross 20 mesh sieves, after adding soak with ethanol 24h by the amount of 5 L/kg, being slowly added to ethanol by 30 L/kg amounts again and carry out percolation, the every 500mL of percolate collects once, is concentrated to dryness, adding uses TLC that it is carried out qualitative detection after 1mL chloroform dissolves, until stopping percolation when being detected as feminine gender, then percolate being merged, being concentrated into original volume 1/10, obtaining ethanol concentrated solution；
2) by volume 1:1 add water in gained ethanol concentrated solution mixing after, 1:1.5 adds ethyl acetate and extracts the most by volume, extraction need to shake 20 times every time, after extraction, the ethyl acetate solution collected is concentrated every time, use TLC that it is carried out qualitative detection, it is negative for detecting extract after extracting 6 times, stop extraction, then the ethyl acetate solution being obtained by extraction is merged, concentrates, preparing dry powder through microwave drying, the power of microwave drying is 500W, and frequency is 2450MHz, temperature is 60 DEG C, and drying time is 20min；
3) after gained dry powder is added the dissolving of equal-volume chloroform, silica gel column chromatography is used to separate, dry powder is 1:120 with the weight ratio of column chromatography used silica gel, wet method upper prop, eluting is carried out as eluant using chloroform, portion collected by every 500mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merge the concentrated solution containing identical component, microwave drying after recycling design, obtain and slightly promote powder, the power of microwave drying is 500W, frequency is 2450MHz, and temperature is 60 DEG C, and drying time is 10min；
4) gained is slightly promoted after powder adds equal-volume acetic acid ethyl dissolution, silica gel column chromatography is used to separate, the thick weight ratio promoting powder and column chromatography used silica gel is 1:80, wet method upper prop, mixes ethyl acetate with petroleum ether 1:9 by volume and carries out eluting as eluant, and portion collected by every 200mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merging the concentrated solution containing identical component, recycling design, to dry, obtains extract；
5) gained extract is added methylene chloride dissolving after, recrystallization 5 times in the mixed liquor of dichloromethane and ether, obtain the colorless needle crystals of 0.99g wilforlide A, its purity is 99.48%.
The purity of wilforlide A prepared by the inventive method is up to more than 99%, yield is ten thousand/, the extraction process reported than existing document improves 10-20 times, it is the effective ways of a kind of a large amount of acquisition wilforlide A, can be to illustrate the researchs such as chemical composition in Radix Tripterygii Wilfordii, pharmacological action to provide material base and scientific basis.
The foregoing is only presently preferred embodiments of the present invention, all impartial changes done according to scope of the present invention patent and modification, all should belong to the covering scope of the present invention.
Claims (8)
1. the extracting method of a wilforlide A, it is characterised in that: comprise the following steps:
1) Radix Tripterygii Wilfordii is pulverized, cross 20 mesh sieves, carry out percolation after adding soak with ethanol 24h of its 5 times of volumes of weight, then percolate is merged, is concentrated into original volume 1/10, obtain ethanol concentrated solution；
2) 1:1 adds water after mixing in gained ethanol concentrated solution by volume, then 1:1.5 adds ethyl acetate by volume, extract 4-6 time, then by the ethyl acetate solution merging being obtained by extraction, concentration, prepares dry powder through microwave drying；
3) after gained dry powder is added the dissolving of equal-volume chloroform, silica gel column chromatography is used to separate, eluting is carried out as eluant using chloroform, portion collected by every 500mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merge the concentrated solution containing identical component, microwave drying after recycling design, obtain and slightly promote powder；
4) gained is slightly promoted after powder adds equal-volume acetic acid ethyl dissolution, silica gel column chromatography is used to separate, ethyl acetate is mixed with petroleum ether 1:9 by volume and carries out eluting as eluant, portion collected by every 200mL eluent, use TLC that concentrated solution is carried out qualitative detection after concentrated, merging the concentrated solution containing identical component, recycling design, to dry, obtains extract；
5) being added methylene chloride by gained extract after dissolving, in the mixed liquor of dichloromethane and ether, recrystallization 3-5 time, obtains colorless needle crystals, is described wilforlide A.
The extracting method of wilforlide A the most according to claim 1, it is characterised in that: Radix Tripterygii Wilfordii described in step 1) uses the radical center of Radix Tripterygii Wilfordii plant, root bark, stem and leaf.
The extracting method of wilforlide A the most according to claim 1, it is characterized in that: step 1) carries out percolation with the ethanol of Radix Tripterygii Wilfordii weight 28-30 times volume, the every 500mL of percolate collects once, it is concentrated to dryness, adding uses TLC that it is carried out qualitative detection after 1mL chloroform dissolves, until stopping percolation when being detected as feminine gender.
The extracting method of wilforlide A the most according to claim 1, it is characterized in that: step 2) in every time extraction need to shake 20 times, after extraction, the ethyl acetate solution collected is concentrated every time, use TLC that it is carried out qualitative detection, until stopping extraction when being detected as feminine gender.
The extracting method of wilforlide A the most according to claim 1, it is characterised in that: step 2) power of described microwave drying is 500W, frequency is 2450MHz, and temperature is 60 DEG C, and drying time is 20min.
The extracting method of wilforlide A the most according to claim 1, it is characterised in that: in step 3), dry powder is 1:120 with the weight ratio of silica gel column chromatography used silica gel；Use wet method upper prop.
The extracting method of wilforlide A the most according to claim 1, it is characterised in that: the power of microwave drying described in step 3) is 500W, and frequency is 2450MHz, and temperature is 60 DEG C, and drying time is 10min.
The extracting method of wilforlide A the most according to claim 1, it is characterised in that: in step 4), the thick weight ratio promoting powder and silica gel column chromatography used silica gel is 1:80；Use wet method upper prop.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106706815A (en) * | 2017-03-17 | 2017-05-24 | 复旦大学附属中山医院 | Method for detecting content of traditional Chinese medicine composition three-vine capsule |
| CN106831937A (en) * | 2017-03-01 | 2017-06-13 | 桂林三棱生物科技有限公司 | A kind of method that use membrane separation technique prepares high-purity triptolide |
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| CN105198955A (en) * | 2015-10-26 | 2015-12-30 | 福建省医学科学研究院 | Extraction and purification method of 2 alpha-hydroxytriptonide |
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| CN105198955A (en) * | 2015-10-26 | 2015-12-30 | 福建省医学科学研究院 | Extraction and purification method of 2 alpha-hydroxytriptonide |
| CN105622710A (en) * | 2015-12-25 | 2016-06-01 | 福建省医学科学研究院 | Method for extracting and purifying 15-hydroxy triptonide |
Non-Patent Citations (3)
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| HONGQUAN DUAN ET AL: "Triterpenoids from Tripterygium wilfordii", 《PHYTOCHEMISTRY》 * |
| 罗都强: "雷公藤有效成分和杀虫活性及应用研究", 《中国优秀博士学位论文全文数据库（工程科技I辑）》 * |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106831937A (en) * | 2017-03-01 | 2017-06-13 | 桂林三棱生物科技有限公司 | A kind of method that use membrane separation technique prepares high-purity triptolide |
| CN106706815A (en) * | 2017-03-17 | 2017-05-24 | 复旦大学附属中山医院 | Method for detecting content of traditional Chinese medicine composition three-vine capsule |
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