CN101759679A - Preparation method of high-purity rhododendrin - Google Patents
Preparation method of high-purity rhododendrin Download PDFInfo
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- CN101759679A CN101759679A CN200910234068A CN200910234068A CN101759679A CN 101759679 A CN101759679 A CN 101759679A CN 200910234068 A CN200910234068 A CN 200910234068A CN 200910234068 A CN200910234068 A CN 200910234068A CN 101759679 A CN101759679 A CN 101759679A
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Abstract
The invention relates to a preparation method of high-purity rhododendron, which comprises the following process steps: pulverizing raw materials into 20 to 40 meshes; adding saturated limewater; preserving the temperature between 60 and 70 DEG C for 1 to 2 hours; carrying out extraction; regulating the pH value to 5 to 6; using macroporous resin for enrichment; using water and ethanol solution for stepwise elution; using the polyamide resin for absorption; using water and ethanol solution for stepwise elution; back flowing acetone for saturated dissolution, adding aether which accounts for 0.1 to 0.2 percent of the solution weight; and still standing obtained materials for 12 to 16 hours for crystallization to obtain products. The rhododendron produced by the method of the invention has simple process, high purity and high yield.
Description
Technical field:
The present invention relates to the preparation purifying process of farrerol, particularly a kind of method for preparing the high purity farrerol.
Background technology:
Farrerol is the Flavonoid substances in the Rhododendron dauricum medicinal material, molecular formula C
17H
16O
5, molecular weight 300.31, yellow crystalline powder, odorless, tasteless.Fusing point 229-232 ℃.Water insoluble, be dissolved in ethanol, ether, be soluble in acetone.
Rhododendron dauricum (Folium Rhododendri Daurici) is the dry leave of Ericaceae rhododendron Folium Cuculus polioephalus Rhododendrondauricum L., is commonly called as azalea, Leaf of Korean Rhododendron, reaches that son is fragrant, landslide is sub, the backer is red.Begin to be stated from " the herbal medicine handbook is used in northeast always, hot, the hardship, cold in nature of its flavor, and the effect of have cough-relieving, eliminating the phlegm is used for the treatment of acute and chronic bronchitis.Wherein farrerol plays key effect, is called as " Chinese medicine eliminating phlegm and relieving cough anti-asthmatic "." 2005 editions first one of Chinese pharmacopoeia explicitly calls for the functional ingredient farrerol can not be lower than 0.08% to Rhododendron dauricum medicinal material, and main effect also has been described: cough-relieving, eliminate the phlegm.
The content of farrerol in plant is lower, and mostly its extracting method is: decocting boils, water extract-alcohol precipitation, extraction using alcohol, silica gel polyamide resin purifying.Decocting boils with extraction using alcohol has increased cost, and the impurity stripping is unfavorable for purifying more." analysis science newspaper " 2006 the 22nd volumes the 02nd phase Huang Qilin etc. has delivered " research of Quercetin and farrerol during the high performance liquid chromatography rapid determination is Rhododendron dauricum ", adopts 90% methanol extraction, high efficiency chromatography post to separate.This method only is fit to research, is difficult to industrialization.As Chinese patent (application number CN200410064550) " a kind of Rhododendron dahuricum extract and extracting method thereof " reported method, utilization extraction using alcohol, polyamide separation and purification, method is simple but product content is low.
Summary of the invention:
The objective of the invention is to be easy to realize industrialized production process for a kind of energy production high purity farrerol is provided.
The object of the present invention is achieved like this:
1) extract: behind the broken 20-40 order of Rhododendron dauricum raw material, add saturated limewater and extract 2-3 time, united extraction liquid is regulated pH to 5-6;
2) macroporous resin adsorption: said extracted liquid filters and carries out saturated absorption by macroporous resin column, and stepwise elution is collected the elutriant that contains farrerol and is evaporated to nothing alcohol, gets concentrated solution;
3) polyamide resin separation: above-mentioned concentrated solution adds the saturated absorption of polyamide resin column, and stepwise elution is collected the elutriant that contains farrerol and is evaporated to nothing alcohol, the dry crude extract that gets;
4) crystallization: crude extract is added the acetone saturated dissolving that refluxes, add ether and place crystallization, filter and promptly get the light yellow crystal product.
Described extraction conditions is: the each add-on of saturated limewater is 5-6 a times of material quantity, and 60-70 ℃ is incubated 1-2 hour.
Sour optional hydrochloric acid, sulfuric acid or the phosphoric acid that described adjusting pH is used a kind of.
The optional AB-8 of described macroporous resin, HZ830 or NKA-9's is a kind of
The elution step of described macroporous resin adsorption is: first 6-7 times of column volume washing impurity, and 4-5 times of column volume 20-30% ethanolic soln wash-out impurity again, last 4-6 times of column volume 50-70% ethanolic soln wash-out farrerol collected the farrerol elutriant.
The isolating elution step of described polymeric amide is: earlier with the ethanolic soln wash-out impurity of 4-5 times of column volume 30-40%, again with the ethanolic soln wash-out farrerol of 5-6 times of column volume 60-70%.
Described crystallization condition is: the ether add-on is the 1-2 ‰ of farrerol solution, and crystallization time is that 12-16 is little
In sum, there is following advantage in the present invention:
1) adopt saturated limewater to extract, acid is heavy, reduces the impurity stripping, reduces energy consumption
2) adopt macroporous resin adsorption, the enrichment farrerol has improved polyamide resin separation and purification effect.
3) macroporous resin and polymeric amide coupling, good impurity removing effect, the product content height, cost is low.
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:
Get the Rhododendron dauricum raw material of 100kg (farrerol content 1.1 ‰), be crushed to 20 orders, add the 500L saturated limewater and be heated to 60 ℃ of extractions 1 hour, extract twice, merge extracted twice liquid and add hydrochloric acid accent pH to 5, cross the AB-8 macroporous resin column absorption of column volume 20L, earlier wash impurity with 120L, use the ethanolic soln removal of impurities of 80L30% again, use 80L70% ethanolic soln wash-out farrerol at last, collect the farrerol elutriant and be evaporated to nothing alcohol.3L polymeric amide chromatography post absorption on the concentrated solution with the removal of impurities of 12L40% ethanolic soln, is used 18L60% ethanolic soln wash-out farrerol again, collects farrerol elutriant concentrating under reduced pressure, gets crude extract.Crude extract is with the acetone saturated dissolving that refluxes, and adds 2 ‰ ether and places crystallization 12 hours, filter, product 690 gram content 95%.
Embodiment 2:
Get the Rhododendron dauricum raw material of 100kg (farrerol content 1 ‰), be crushed to 40 orders, add the 600L saturated limewater and be heated to 60 ℃ of extractions 2 hours, extract twice, merge extracted twice liquid and add sulfuric acid accent pH to 5, cross the HZ830 macroporous resin column absorption of column volume 25L, earlier wash impurity with 170L, use the ethanolic soln removal of impurities of 125L20% again, use 150L60% ethanolic soln wash-out farrerol at last, collect the farrerol elutriant and be evaporated to nothing alcohol.3L polymeric amide chromatography post on the concentrated solution, saturated absorption with the removal of impurities of 15L30% ethanolic soln, is used 15L70% ethanolic soln wash-out farrerol again, collects farrerol elutriant concentrating under reduced pressure, gets crude extract.Crude extract is with the acetone saturated dissolving that refluxes, and adds 1 ‰ ether and places crystallization 14 hours, filter, product 670 gram content 96%.
Embodiment 3:
Get the Rhododendron dauricum raw material of 100kg (farrerol content 1 ‰), be crushed to 30 orders, add the 500L saturated limewater and be heated to 70 ℃ of stirring extractions 1.5 hours, extract twice, merge extracted twice liquid and add phosphoric acid accent pH to 5.5, cross the AB-8 macroporous resin column absorption of column volume 25L, earlier wash impurity with 150L, use the ethanolic soln removal of impurities of 120L30% again, use 140L70% ethanolic soln wash-out farrerol at last, collect the farrerol elutriant and be evaporated to nothing alcohol.3L polymeric amide chromatography post on the concentrated solution, saturated absorption with the removal of impurities of 15L40% ethanolic soln, is used 18L70% ethanolic soln wash-out farrerol again, collects farrerol elutriant concentrating under reduced pressure, gets crude extract.Crude extract is with the acetone saturated dissolving that refluxes, and adds 1.5 ‰ ether and places crystallization 16 hours, filter, product 680 gram content 95.5%.
Embodiment 4:
Get the Rhododendron dauricum raw material of 200kg (farrerol content 1 ‰), be crushed to 40 orders, add the 1300L saturated limewater and be heated to 60 ℃ of extractions 1.5 hours, extract twice, merge extracted twice liquid and add hydrochloric acid accent pH to 6, cross the HZ830 macroporous resin column absorption of column volume 50L, earlier wash impurity with 360L, use the ethanolic soln removal of impurities of 260L25% again, use 300L70% ethanolic soln wash-out farrerol at last, collect the farrerol elutriant and be evaporated to nothing alcohol.6L polymeric amide chromatography post on the concentrated solution, saturated absorption with the removal of impurities of 30L4% ethanolic soln, is used 30L70% ethanolic soln wash-out farrerol again, collects farrerol elutriant concentrating under reduced pressure, gets crude extract.Crude extract is with the acetone saturated dissolving that refluxes, and adds 2 ‰ ether and places crystallization 12 hours, filter, product 1350 gram content 95%.
Embodiment 5:
Get the Rhododendron dauricum raw material of 100kg (farrerol content 1 ‰), be crushed to 20 orders, add the 600L saturated limewater and be heated to 60 ℃ of extractions 1.5 hours, extract twice, merge extracted twice liquid and add sulfuric acid accent pH to 5.5, cross the NKA-9 macroporous resin column absorption of column volume 25L, earlier wash impurity with 180L, use the ethanolic soln removal of impurities of 125L30% again, use 170L70% ethanolic soln wash-out farrerol at last, collect the farrerol elutriant and be evaporated to nothing alcohol.3L polymeric amide chromatography post on the concentrated solution, saturated absorption with the removal of impurities of 15L40% ethanolic soln, is used 18L65% ethanolic soln wash-out farrerol again, collects farrerol elutriant concentrating under reduced pressure, gets crude extract.Crude extract is with the acetone saturated dissolving that refluxes, and adds 2 ‰ ether and places crystallization 15 hours, filter, product 665 gram content 96%.
Embodiment 6:
Get the Rhododendron dauricum raw material of 50kg (farrerol content 1 ‰), be crushed to 40 orders, add the 300L saturated limewater and be heated to 70 ℃ of extractions 2 hours, extract three times, united extraction liquid adds sulfuric acid and transfers pH to 6, crosses the NKA-9 macroporous resin column absorption of column volume 15L, earlier wash impurity with 60L, use the ethanolic soln removal of impurities of 70L30% again, use 80L50% ethanolic soln wash-out farrerol at last, collect the farrerol elutriant and be evaporated to nothing alcohol.1.5L polymeric amide chromatography post on the concentrated solution, saturated absorption with the removal of impurities of 7L30% ethanolic soln, is used 9L60% ethanolic soln wash-out farrerol again, collects farrerol elutriant concentrating under reduced pressure, gets crude extract.Crude extract is with the acetone saturated dissolving that refluxes, and adds 1.5 ‰ ether and places crystallization 16 hours, filter, product 320 gram content 97%.
Claims (7)
1. the preparation method of a high purity farrerol is characterized in that comprising following step:
1) extract: behind the broken 20-40 order of Rhododendron dauricum raw material, add saturated limewater and extract 2-3 time, united extraction liquid is regulated pH to 5-6;
2) macroporous resin adsorption: said extracted liquid filters and carries out saturated absorption by macroporous resin column, and stepwise elution is collected the elutriant that contains farrerol and is evaporated to nothing alcohol, gets concentrated solution;
3) polyamide resin separation: above-mentioned concentrated solution adds the saturated absorption of polyamide resin column, and stepwise elution is collected the elutriant that contains farrerol and is evaporated to nothing alcohol, the dry crude extract that gets;
4) crystallization: crude extract is added the acetone saturated dissolving that refluxes, add ether and place crystallization, filter and promptly get the light yellow crystal product.
2. according to the preparation method of the described farrerol of claim 1, it is characterized in that described extraction conditions is: the each add-on of saturated limewater is 5-6 a times of material quantity, and 60-70 ℃ is incubated 1-2 hour.
3. according to the preparation method of the described farrerol of claim 1, it is characterized in that a kind of of sour optional hydrochloric acid, sulfuric acid or phosphoric acid that described adjusting pH is used.
4. according to the preparation method of the described farrerol of claim 1, it is characterized in that the optional AB-8 of described macroporous resin, HZ830 or NKA-9's is a kind of
5. according to the preparation method of the described farrerol of claim 1, the stepwise elution step that it is characterized in that described macroporous resin adsorption is: first 6-7 times of column volume washing impurity, 4-5 times of column volume 10-30% ethanolic soln wash-out impurity again, last 4-6 times of column volume 50-70% ethanolic soln wash-out farrerol collected the farrerol elutriant.
6. according to the preparation method of the described farrerol of claim 1, it is characterized in that the isolating stepwise elution step of described polymeric amide is: earlier with the ethanolic soln wash-out impurity of 4-5 times of column volume 30-40%, again with the ethanolic soln wash-out farrerol of 5-6 times of column volume 50-60%.
7. according to the preparation method of the described farrerol of claim 1, it is characterized in that described crystallization condition is: the ether add-on is the 1-2 ‰ of farrerol solution, and crystallization time is 12-16 hour.
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| CN200910234068A CN101759679A (en) | 2009-11-20 | 2009-11-20 | Preparation method of high-purity rhododendrin |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102372755A (en) * | 2010-08-26 | 2012-03-14 | 苏州宝泽堂医药科技有限公司 | Preparation method of tiliroside |
| CN110372767A (en) * | 2019-04-04 | 2019-10-25 | 西北师范大学 | The method extracted from Rhododendron pizewalskii leaf and separate betuloside |
-
2009
- 2009-11-20 CN CN200910234068A patent/CN101759679A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102372755A (en) * | 2010-08-26 | 2012-03-14 | 苏州宝泽堂医药科技有限公司 | Preparation method of tiliroside |
| CN110372767A (en) * | 2019-04-04 | 2019-10-25 | 西北师范大学 | The method extracted from Rhododendron pizewalskii leaf and separate betuloside |
| CN110372767B (en) * | 2019-04-04 | 2023-03-24 | 西北师范大学 | Method for extracting and separating white rhododendron from rhododendron roseum leaves |
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Application publication date: 20100630 |