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
- Publication number
- 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
- Authority
- CN
- China
- Prior art keywords
- extract
- silica gel
- extractum
- chinese azalea
- don
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Landscapes
- Medicines Containing Plant Substances (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
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.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110450592.3A CN103183586B (en) | 2011-12-29 | 2011-12-29 | A kind of method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110450592.3A CN103183586B (en) | 2011-12-29 | 2011-12-29 | A kind of method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103183586A CN103183586A (en) | 2013-07-03 |
| CN103183586B true CN103183586B (en) | 2016-08-03 |
Family
ID=48675068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110450592.3A Expired - Fee Related CN103183586B (en) | 2011-12-29 | 2011-12-29 | A kind of method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103183586B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
-
2011
- 2011-12-29 CN CN201110450592.3A patent/CN103183586B/en not_active Expired - Fee Related
Patent 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 |
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 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103183586A (en) | 2013-07-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101709059B (en) | Chinese magnoliavine fruit monomer composition separation preparation method | |
| CN102976909B (en) | Method for extracting and purifying 6-gingerol from ginger | |
| CN104031013B (en) | A kind of utilize the isolated and purified method preparing salvianolic acid B and rosmarinic acid of high speed adverse current chromatogram | |
| CN103145677B (en) | Method for separating active ingredients from aquilaria sinensis lamina by utilizing high-speed countercurrent chromatography | |
| CN102924416B (en) | Method for separating and purifying monomeric compounds from ash bark | |
| CN104003963B (en) | A kind of method for separating and preparing of cnidium lactone | |
| CN102351819A (en) | Extraction, purification and preparation method of high-purity salvianolic acid B | |
| CN113181254B (en) | Application of apricot flower bee pollen in extraction of phenol amine compound and method for extracting phenol amine compound from apricot flower bee pollen | |
| CN103570779A (en) | Method for preparing glycyrrhizin by simulated moving bed separation | |
| CN106967137A (en) | A kind of method that macroreticular resin is combined preparative liquid chromatography separating high-purity oleuropein | |
| CN102824394B (en) | Method for synchronously extracting and separating icariin and icarisid II from herba epimedii | |
| CN104829666A (en) | Method for preparing high purity baicalin from radix scutellariae | |
| CN102180938A (en) | Method for preparing capilliposide | |
| CN110526952A (en) | The preparation method of flavonoid glycoside is extracted in a kind of coarse brake fern | |
| CN1289470C (en) | Process for rapid preparation of high pure pharmaceutical matters from patrinia villosa juss | |
| CN104193758B (en) | A kind of preparation method who extracts wedelolactone class monomeric compound from eclipta | |
| CN105111061B (en) | A kind of preparation method of active compound for anti tumor | |
| CN103183586B (en) | A kind of method preparing Chinese azalea extract VI from rhododendron molle (bl.) g.don extract | |
| CN107721857A (en) | A kind of method that high-purity chlorogenic acid is prepared from Gynura procumbens (Lour.) Merr | |
| CN103083392B (en) | A kind of method at tool isoamylene radical chromocor position in separation and concentration Radix Sophorae Tonkinensis | |
| CN102108072B (en) | Method for preparing senkyunolide I from extract of Chinese angelica | |
| CN104140391A (en) | Method for separating and purifying highly pure Euphorbia factor from moleplant seed | |
| CN103183651B (en) | A kind of method preparing Rhodojaponin III from rhododendron molle (bl.) g.don extract | |
| CN103739648A (en) | Preparation method for mussaendoside U | |
| CN103626829A (en) | Method for separating and preparing lupeol from diospyros rhombifolia hemsl. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20200102 Address after: 201203 Shanghai city Pudong New Area Cailun Road No. 1200 Patentee after: Shanghai University of Traditional Chinese Medicine Address before: 201203 Shanghai city Pudong New Area Cailun Road No. 781 room 423 Patentee before: SHANGHAI ZHANGJIANG ENGINEERING RESEARCH CENTER OF MODERN PREPARATION TECHNOLOGY OF TCM |
|
| TR01 | Transfer of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160803 Termination date: 20211229 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |