CN103183586B - A kind of method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract - Google Patents
A kind of method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract Download PDFInfo
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- CN103183586B CN103183586B CN201110450592.3A CN201110450592A CN103183586B CN 103183586 B CN103183586 B CN 103183586B CN 201110450592 A CN201110450592 A CN 201110450592A CN 103183586 B CN103183586 B CN 103183586B
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Abstract
The invention discloses a kind of method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract, including step: the extraction of (1) rhododendron molle (bl.) g.don；(2) silica gel chromatography；(3) Reverse phase chromatography.The present invention is a kind of Simplified flowsheet preparing Chinese azalea extract VI, can be greatly enhanced the yield of Chinese azalea extract VI, can be used for the industrially prepared of Chinese azalea extract VI.
Description
Technical field
The present invention relates to the preparation method of a kind of Chinese azalea extract VI, particularly relate to a kind of method that Chinese azalea extract VI is prepared in separation from rhododendron molle (bl.) g.don extract.
Background technology
Rhododendron molle (bl.) g.donRhododendronmolleG..Don is ericad, is distributed in China Yangtze river basin to various places, south, is grown in hillside, shrubbery or thick grass, have dispel the wind, cough-relieving, the effect such as dissipating blood stasis and pain relieving, for anemofrigid-damp arthralgia, traumatic injury, anal fistula, tinea skin ulcer.
The compounds that Chinese azalea extract VI is present in rhododendron molle (bl.) g.don, composition main during wherein diterpene-kind compound is rhododendron molle (bl.) g.don, document reports that this type of diterpene-kind compound has good insecticidal action (Scientia Agricultura Sinica, 1982, (2): 55-62).At present, having not seen the relevant report of the preparation technology of Chinese azalea extract VI, therefore, the deficiency of Chinese azalea extract VI separation means is the main cause limiting its medical usage.Chinese azalea extract VI structural formula is as follows.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of method that Chinese azalea extract VI is prepared in separation from rhododendron molle (bl.) g.don extract, loaded down with trivial details to solve preparation means in prior art, the technical problem that productivity is extremely low.
For solving above-mentioned technical problem, the present invention method that Chinese azalea extract VI is prepared in separation from rhododendron molle (bl.) g.don extract, including step:
(1) extraction of rhododendron molle (bl.) g.don
Rhododendron molle (bl.) g.don is ground into coarse powder, and respectively with 6-10 times of volume, volume ratio is that the alcohol-water of 0%-95% extracts backflow 2-3 time, and each 1-2 hour, decompression and solvent recovery obtained extractum A.
(2) silica gel chromatography step
By step (1) gained extractum A 100-200 mesh column chromatography silica gel pillar layer separation, and with volume ratio as 10:1 ~ chloroform-methanol of 1:1 carries out eluting, eluent is made TLC inspection and knows, merge the stream part containing Chinese azalea extract VI, decompression and solvent recovery, obtain extractum B.Extractum B is used tlc silica gel pillar layer separation again, and with chloroform-methanol 5:1 ~ 3:1 gradient elution, collects eluent, and make TLC inspection knowledge, merge the stream part containing Chinese azalea extract VI, recycling design, obtain extractum C.
(3) anti-phase C18Chromatographic purification step
The extractum C reversed-phase silica gel column chromatography of step (2) gained is separated, respectively with methanol-water solution eluting that volume ratio is 20%, 30%, 40%, each fractions 6-10BV, eluent is made TLC inspection and is known, merge the stream part containing Chinese azalea extract VI, decompression and solvent recovery, obtains the Chinese azalea extract VI of purification.
The method using the present invention extracts (2) silica gel chromatography (3) Reverse phase chromatography through (1) rhododendron molle (bl.) g.don successively, can be greatly enhanced yield, and therefore, the method is a kind of Simplified flowsheet preparing Chinese azalea extract VI, can be used for the industrially prepared of Chinese azalea extract VI.
Accompanying drawing explanation
Fig. 1 is Chinese azalea extract VI1H-NMR schemes.
Fig. 2 is Chinese azalea extract VI13C-NMR schemes.
Fig. 3 is the DEPT figure of Chinese azalea extract VI.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is described in further details.
The preparation of embodiment 1 Chinese azalea extract VI
Rhododendron molle (bl.) g.don medical material 1kg, is ground into coarse powder after going the removal of impurity, refluxes 3 times with the Aqua pure extracts of 10,10,6 times, and each 2 hours, united extraction liquid, it was 45g that recovered under reduced pressure obtains extractum A.
By extractum A 100-200 mesh column chromatography silica gel pillar layer separation, (silica gel is 100-200 mesh column chromatography silica gel, extractum sample and silica gel weight are than for 1:30, silicagel column specification Φ 100*1000mm), and with volume ratio as 10:1 ~ chloroform-methanol of 1:1 carries out eluting, by eluent thin-layer silicon offset plate (GF254) point sample, the chloroform-methanol with volume ratio as 7:3:0.5-aqueous solution develops the color with the sulphuric acid that volume ratio is 10%-ethanol solution after launching, and recovered under reduced pressure contains the part of Chinese azalea extract VI, obtains extractum B about 3g.By extractum B again with tlc silica gel pillar layer separation (extractum sample and silica gel weight than for 1:100, silicagel column specification Φ 60*600mm), and with chloroform-methanol 5:1 ~ 3:1 gradient elution, collect eluent, by eluent thin-layer silicon offset plate (GF254) point sample, the chloroform-methanol with volume ratio as 7:3:0.5-aqueous solution develops the color with the sulphuric acid that volume ratio is 10%-ethanol solution after launching, and recovered under reduced pressure contains the part of Chinese azalea extract VI, obtains extractum C about 1.2g.By the anti-phase C of extractum C18Silica gel column chromatography separates (extractum sample and C18Silica gel weight is than for 1:50, silicagel column specification Φ 60*600mm), with the methanol-water solution eluting that volume ratio is 20%, 30%, 40%, each fractions 10BV, eluent is made TLC inspection and is known, merges the stream part containing Chinese azalea extract VI, decompression and solvent recovery, obtains the Chinese azalea extract VI0.25g of purification.
Final gained Chinese azalea extract VI identifies [Phytochemistry, 2004,67 (11): 1903-1906] through NMR method known to routine, and detects [Kromasil-C through ELSD18Post (4.6mm*250mm), atomization temperature is 40 DEG C, and evaporating temperature is 60 DEG C, and flowing is the water-methanol solution of volume ratio 30:70 mutually, flow velocity 1.5mL min-1, sample size 10 μ l, column temperature 25 DEG C] content is more than 98%, and its yield is 0.025%.
The preparation of embodiment 2 Chinese azalea extract VI
Rhododendron molle (bl.) g.don medical material 1kg, is ground into coarse powder after going the removal of impurity, extracts backflow 3 times with the ethanol-water solutions that volume ratio is 70% of 8,8,6 times, and each 1.5 hours, united extraction liquid, it was 55g that recovered under reduced pressure obtains extractum A.
By extractum A 100-200 mesh column chromatography silica gel pillar layer separation, (silica gel is 100-200 mesh column chromatography silica gel, extractum sample and silica gel weight are than for 1:40, silicagel column specification Φ 100*1000mm), and with volume ratio as 10:1 ~ chloroform-methanol of 1:1 carries out eluting, by eluent thin-layer silicon offset plate (GF254) point sample, the chloroform-methanol with volume ratio as 7:3:0.5-aqueous solution develops the color with the sulphuric acid that volume ratio is 10%-ethanol solution after launching, and recovered under reduced pressure contains the part of Chinese azalea extract VI, obtains extractum B about 5.2g.By extractum B again with tlc silica gel pillar layer separation (extractum sample and silica gel weight than for 1:100, silicagel column specification Φ 60*600mm), and with chloroform-methanol 5:1 ~ 3:1 gradient elution, collect eluent, by eluent thin-layer silicon offset plate (GF254) point sample, the chloroform-methanol with volume ratio as 7:3:0.5-aqueous solution develops the color with the sulphuric acid that volume ratio is 10%-ethanol solution after launching, and recovered under reduced pressure contains the part of Chinese azalea extract VI, obtains extractum C about 1.5g.By the anti-phase C of extractum C18Silica gel column chromatography separates (extractum sample and C18Silica gel weight is than for 1:50, silicagel column specification Φ 60*600mm), with the methanol-water solution eluting that volume ratio is 20%, 30%, 40%, each fractions 8BV, eluent is made TLC inspection and is known, merges the stream part containing Chinese azalea extract VI, decompression and solvent recovery, obtains the Chinese azalea extract VI0.43g of purification.
Final gained Chinese azalea extract VI identifies [Phytochemistry, 2004,67 (11): 1903-1906] through NMR method known to routine, and detects [Kromasil-C through ELSD18Post (4.6mm*250mm), atomization temperature is 40 DEG C, and evaporating temperature is 60 DEG C, and flowing is the water-methanol solution of volume ratio 30:70 mutually, flow velocity 1.5mL min-1, sample size 10 μ l, column temperature 25 DEG C] content is more than 98%, and its yield is 0.043%.
The preparation of embodiment 3 Chinese azalea extract VI
Rhododendron molle (bl.) g.don medical material 1kg, is ground into coarse powder after going the removal of impurity, is that 95% extraction refluxes 2 times with the concentration ratio of 8,8 times, and each 1 hour, united extraction liquid, it was 58g that recovered under reduced pressure obtains extractum A.
By extractum A 100-200 mesh column chromatography silica gel pillar layer separation, (silica gel is 100-200 mesh column chromatography silica gel, extractum sample and silica gel weight are than for 1:50, silicagel column specification Φ 100*1000mm), and with volume ratio as 10:1 ~ chloroform-methanol of 1:1 carries out eluting, by eluent thin-layer silicon offset plate (GF254) point sample, the chloroform-methanol with volume ratio as 7:3:0.5-aqueous solution develops the color with the sulphuric acid that volume ratio is 10%-ethanol solution after launching, and recovered under reduced pressure contains the part of Chinese azalea extract VI, obtains extractum B about 6.1g.By extractum B again with tlc silica gel pillar layer separation (extractum sample and silica gel weight than for 1:100, silicagel column specification Φ 60*600mm), and with chloroform-methanol 5:1 ~ 3:1 gradient elution, collect eluent, by eluent thin-layer silicon offset plate (GF254) point sample, the chloroform-methanol with volume ratio as 7:3:0.5-aqueous solution develops the color with the sulphuric acid that volume ratio is 10%-ethanol solution after launching, and recovered under reduced pressure contains the part of Chinese azalea extract VI, obtains extractum C about 1.6g.By the anti-phase C of extractum C18Silica gel column chromatography separates (extractum sample and C18Silica gel weight is than for 1:50, silicagel column specification Φ 60*600mm), with the methanol-water solution eluting that volume ratio is 20%, 30%, 40%, each fractions 6BV, eluent is made TLC inspection and is known, merges the stream part containing Chinese azalea extract VI, decompression and solvent recovery, obtains the Chinese azalea extract VI0.43g of purification.
Final gained Chinese azalea extract VI identifies [Phytochemistry, 2004,67 (11): 1903-1906] through NMR method known to routine, and detects [Kromasil-C through ELSD18Post (4.6mm*250mm), atomization temperature is 40 DEG C, and evaporating temperature is 60 DEG C, and flowing is the water-methanol solution of volume ratio 30:70 mutually, flow velocity 1.5mL min-1, sample size 10 μ l, column temperature 25 DEG C] content is more than 98%, and its yield is 0.043%.
More than test result indicate that, this method is used for preparing Chinese azalea extract VI, and technique is simple, and yield is more than 2/10000ths, and therefore, the present invention can be used for the industrially prepared of Chinese azalea extract VI.
Claims (4)
1. the method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract, it is characterised in that: include step:
1. the extraction of rhododendron molle (bl.) g.don: rhododendron molle (bl.) g.don is ground into coarse powder, respectively with 6-10 times of volume, volume ratio is that the alcohol-water of 0%-95% extracts backflow 2-3 time, and each 1-2 hour, decompression and solvent recovery obtained extractum A；
2. silica gel chromatography step: by step 1. gained extractum A 100-200 mesh column chromatography silica gel pillar layer separation, and with volume ratio as 10:1～the chloroform-methanol of 1:1 carries out eluting, eluent is made TLC inspection know, merge the stream part containing Chinese azalea extract VI, decompression and solvent recovery, obtain extractum B, extractum B is used tlc silica gel pillar layer separation again, and with chloroform-methanol 5:1～3:1 gradient elution, collect eluent, and make TLC inspection knowledge, merge the stream part containing Chinese azalea extract VI, recycling design, obtains extractum C；
The most anti-phase C18Chromatographic purification step: the extractum C reversed-phase silica gel column chromatography of step 2. gained is separated, respectively with methanol-water solution eluting that volume ratio is 20%, 30%, 40%, each fractions 6-10BV, eluent is made TLC inspection and is known, merge the stream part containing Chinese azalea extract VI, decompression and solvent recovery, obtains the Chinese azalea extract VI of purification.
2. the method as claimed in claim 1 preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract, it is characterised in that: described step 1. in, rhododendron molle (bl.) g.don is extracted with the ethanol solution that volumetric concentration is 70% of 6-10 times and refluxes 2-3 time, each 1-2 hour.
3. the method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract as claimed in claim 1, it is characterized in that: in described silica gel chromatography step, silica gel is 100-200 mesh column chromatography silica gel or tlc silica gel, and extractum sample and silica gel weight are than for 1:30～1:100.
4. the method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract as claimed in claim 1, it is characterised in that: in described Reverse phase chromatography step, extractum sample and C18Reverse phase silica gel weight ratio is 1:30～1:50.
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| CN104788291B (en) * | 2015-03-25 | 2017-04-05 | 漯河医学高等专科学校 | The antitumor drug and method for application of the detached diterpene-kind compound of Flos Rhododendri Mollis |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101385768A (en) * | 2007-09-10 | 2009-03-18 | 华中科技大学同济医学院附属协和医院 | Chinese azalea root extract, preparation method and use thereof in preparing medicine for treating chronic glomerulus nephritis |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101385768A (en) * | 2007-09-10 | 2009-03-18 | 华中科技大学同济医学院附属协和医院 | Chinese azalea root extract, preparation method and use thereof in preparing medicine for treating chronic glomerulus nephritis |
Non-Patent Citations (2)
| Title |
|---|
| Diterpenoids from the Flowers of Rhododendron molle;Shao-Nong Chen等;《J. Nat. Prod.》;20041231;第67卷;1903-1906 * |
| 羊踯躅果实中的二萜化合物;李灿军等;《化学学报》;20031231;第61卷(第7期);1153-1156 * |
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