CN104592341A - Method for extracting asiaticoside and madecassoside from centella - Google Patents
Method for extracting asiaticoside and madecassoside from centella Download PDFInfo
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Abstract
The invention discloses a method for extracting asiaticoside and madecassoside from centella. The method comprises the following operation steps: (1) adding a 50%-90% ethanol solution (v/v) into dry centella, extracting, after filtering an extracting solution, carrying out reduced pressure concentration to remove ethanol, adding water to dilute concentrated liquid, and carrying out centrifugal filtration to obtain a centella total saponin water solution; (2) filtering the centella total saponin water solution by virtue of a resin column, respectively washing the resin column by virtue of water, 15%-30% ethanol (v/v) and 50%-80% ethanol (v/v), and fractionally collecting eluant; and (3) concentrating eluant of 50%-80% ethanol (v/v), adding activated carbon, carrying out decolonization to obtain column loading liquid, filtering the column loading liquid, adding the column loading liquid in a preparative chromatography, fractionally collecting eluant containing madecassoside and asiaticoside by taking methanol/water as a moving phase, and concentrating and drying to obtain purified products. The method has the beneficial effects that the technical process is simple, the operability is strong, the extraction efficiency is high, and the purities of the prepared asiaticoside and madecassoside are high; the method is applicable to industrial production.
Description
Technical field
The invention belongs to active pharmaceutical ingredients extraction and separation technology field, specifically, relate to the extracting and developing preparation method of high-purity asiaticoside, asiaticoside.
Background technology
Herba Centellae is the umbelliferous dry herb of dicotyledons or whole herb with root.Various places on the south extensive distribution and the Yangtze valley are that herbal medicine is commonly used in area among the people, Guangdong, and it uses history for two thousand years.Modern medicine study shows, Herba Centellae total glycosides has effect of the diseases such as Cure of depression, skin wound, stomach ulcer, infectious hepatitis, tetter and meningococcal meningitis.The main active ingredient of Herba Centellae is Herba Centellae total glycosides, comprises the triterpene compounds such as centella asiatica glucoside, asiaticoside and Asaiticoside B.Wherein, centella asiatica glucoside has been widely used in fields such as medicine, makeup, and thus research high efficiency extraction separation Herba Centellae total glycosides and centella asiatica glucoside product application are worth significantly.
At present published from Herba Centellae prepare simultaneously high-purity asiaticoside, asiaticoside method few, patent CN 102477063 discloses the method that preparative high performance liquid chromatography instrument is separated Asaiticoside B in Herba Centellae extract and asiaticoside, cyclodextrin is added in moving phase, sterling is obtained again with the cyclodextrin that organic solvent extraction is removed in solvent, the method complicated operation, cost is high, not easily suitability for industrialized production.Patent CN 102532244 A discloses the method preparing high-purity asiaticoside, centella asiatica glucoside sterling is obtained by the method for extraction, decolouring, recrystallization, but adopt multiple organic solvent to extract Herba Centellae extract medicinal extract in technique, consumption of organic solvent is many, easily causes secondary pollution.Patent CN 101948501 A discloses a kind of preparation method of asiaticoside, extracting solution is through macroporous resin column layer, activated carbon decolorizing, crystallization, macroporous resin chromatography again, and finally obtain more than 98% purity asiaticoside, this process cycle is long, complex process, cost is high.
The present invention adopts the technique of alcohol extracting-macroporous resin adsorption separation-dynamic axial compression preparative chromatography to prepare centella asiatica glucoside, asiaticoside, and simple operations is strong, is applicable to suitability for industrialized production.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of simple, strong operability, applicable suitability for industrialized production extraction separation and purification from Herba Centellae and obtains the method for high-purity asiaticoside, asiaticoside.
Technical scheme of the present invention is as follows:
From Herba Centellae, extract a method for centella asiatica glucoside, asiaticoside, comprise the steps:
(1) Herba Centellae 50 ~ 90% ethanol (v/v) heat extraction 1 ~ 3 time, each 30 ~ 180 min, and united extraction liquid is evaporated to density 1.01 ~ 1.15 g/ml, then thin up, and centrifuging obtains upper prop liquid a;
(2) upper prop liquid a is entered macroporous resin column, washed resin is closely colourless to effluent liquid, 15 ~ 30% ethanol (v/v) and 50 ~ 80% ethanol (v/v) are used to wash post more respectively, collect 50 ~ 80% ethanol (v/v) elutriant, be concentrated into density 1.01 ~ 1.05 g/ml, add 3 ~ 5% activated carbon decolorizings, filtered while hot obtains upper prop liquid b;
The upper prop liquid b system of (3) 1 ~ 10% volume ratios, for chromatographic column, adopts 40 ~ 70% methyl alcohol (v/v) wash-out, and point two sections of collections, first paragraph is asiaticoside component, and second segment is centella asiatica glucoside component, and namely concentrate drying obtains product respectively.
In above-mentioned preparation method:
In step (1), the consumption of 50 ~ 90% ethanol (v/v) is 5 ~ 20 times of raw material weight, preferably 9 ~ 12 times.
In step (1), described thin up, amount of water is 2 ~ 15 times of concentrated solution volume, preferably 4 ~ 8 times.
In step (2), described macroporous resin is low-pole macroporous resin, preferred model AB-8, HPD100, D101 or D130.
In step (2), water consumption is 3 ~ 5 times of resin column volume, and the consumption of 15 ~ 30% ethanol (v/v) is 2 ~ 4 times of resin column volume, and the consumption of 50 ~ 80% ethanol (v/v) is 2 ~ 5 times of resin column volume.
In step (3), described preparative chromatography, its filler is C18 bonded silica gel filler.
In step (3), the consumption of 40 ~ 70% methyl alcohol (v/v) is 3 ~ 5 times of column volume.
Concentrated described in aforesaid method and be dryly that employing is existing prepares operation identical in centella asiatica glucoside, asiaticoside method.
The present invention take Herba Centellae as starting raw material, and adopt aqueous ethanolic solution to extract, the operational path of macroporous resin column chromatography separation and purification, decolouring, preparative chromatography separation and purification, realizes the preparation of high-purity asiaticoside, asiaticoside.Tool of the present invention has the following advantages:
1, take macroporous resin as sorbent material, aqueous ethanolic solution gradient elution, cost is low, recoverable;
2, by preparative chromatography, highly purified centella asiatica glucoside, asiaticoside can be prepared simultaneously;
3, technological process is simple, workable, is applicable to suitability for industrialized production.
Accompanying drawing explanation
Fig. 1 is the process flow sheet extracting high-purity asiaticoside, asiaticoside from Herba Centellae.
Embodiment
embodiment 1:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is pulverized, as in extractor, add the micro-refluxing extraction of boiling of 70% ethanol (v/v) of 10 times of raw material weights, first time extracts 120min, leach liquid, add 70% ethanol (v/v) of 10 times of raw material weights again, refluxing extraction 60min, united extraction liquid;
Extracting solution is evaporated to density 1.05 g/ml, add 4 times of water dilutions, centrifuging, obtains upper prop liquid a, enters D101 macroporous resin column, be washed to elutriant closely colourless, use 3 column volume 20% ethanol (v/v) and 4 column volume 50% ethanol (v/v) wash-outs again, collect 50% ethanol (v/v) elutriant, be evaporated to density 1.03 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 10% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 50% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.74g, asiaticoside 3.27g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 94.86%, and asiaticoside content is 97.20%.
embodiment 2:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is pulverized, as in extractor, add the micro-refluxing extraction of boiling of 70% ethanol (v/v) of 12 times of raw material weights, first time extracts 90min, leach liquid, add 70% ethanol (v/v) of 10 times of raw material weights again, refluxing extraction 90min, united extraction liquid;
Extracting solution is evaporated to density 1.10 g/ml, add 6 times of water dilutions, centrifuging, obtains upper prop liquid a, enters D130 macroporous resin column, be washed to elutriant closely colourless, use 4 column volume 20% ethanol (v/v) and 5 column volume 50% ethanol (v/v) wash-outs again, collect 50% ethanol (v/v) elutriant, be evaporated to density 1.04 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 8% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 50% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.94g, asiaticoside 3.30g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 93.23%, and asiaticoside content is 96.82%.
embodiment 3:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is pulverized, as in extractor, add the micro-refluxing extraction of boiling of 70% ethanol (v/v) of 10 times of raw material weights, first time extracts 120min, leach liquid, add 70% ethanol (v/v) of 8 times of raw material weights again, refluxing extraction 60min, united extraction liquid;
Extracting solution is evaporated to density 1.15 g/ml, add 8 times of water dilutions, centrifuging, obtains upper prop liquid a, enters D101 macroporous resin column, be washed to elutriant closely colourless, use 3 column volume 20% ethanol (v/v) and 5 column volume 60% ethanol (v/v) wash-outs again, collect 60% ethanol (v/v) elutriant, be evaporated to density 1.05 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 6% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 60% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.65g, asiaticoside 3.13g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 96.95%, and asiaticoside content is 98.33%.
embodiment 4:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is as in extractor, add the micro-refluxing extraction of boiling of 70% ethanol (v/v) of 12 times of raw material weights, first time extracts 90min, leach liquid, add 70% ethanol (v/v) of 10 times of raw material weights again, refluxing extraction 60min, united extraction liquid;
Extracting solution is evaporated to density 1.13 g/ml, add 5 times of water dilutions, centrifuging, obtains upper prop liquid a, enters AB-8 macroporous resin column, be washed to elutriant closely colourless, use 3 column volume 20% ethanol (v/v) and 5 column volume 60% ethanol (v/v) wash-outs again, collect 60% ethanol (v/v) elutriant, be evaporated to density 1.02 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 10% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 50% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.80g, asiaticoside 3.25g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 95.74%, and asiaticoside content is 97.21%.
embodiment 5:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is as in extractor, add the micro-refluxing extraction of boiling of 70% ethanol (v/v) of 9 times of raw material weights, first time extracts 120min, leach liquid, add 50% ethanol (v/v) of 9 times of raw material weights again, refluxing extraction 60min, united extraction liquid;
Extracting solution is evaporated to density 1.08 g/ml, add 4 times of water dilutions, centrifuging, obtains upper prop liquid a, enters D101 macroporous resin column, be washed to elutriant closely colourless, use 3 column volume 20% ethanol (v/v) and 4 column volume 50% ethanol (v/v) wash-outs again, collect 50% ethanol (v/v) elutriant, be evaporated to density 1.04 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 7% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 50% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.56g, asiaticoside 3.04g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 94.63%, and asiaticoside content is 96.21%.
embodiment 6:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is as in extractor, add the micro-refluxing extraction of boiling of 90% ethanol (v/v) of 9 times of raw material weights, first time extracts 90min, leach liquid, second time adds 60% ethanol (v/v) of 9 times of raw material weights again, and refluxing extraction 90min, leaches liquid, add 60% ethanol (v/v) of 8 times of raw material weights for the third time again, united extraction liquid;
Extracting solution is evaporated to density 1.10 g/ml, add 6 times of water dilutions, centrifuging, obtains upper prop liquid a, enters HPD100 macroporous resin column, be washed to elutriant closely colourless, use 4 column volume 30% ethanol (v/v) and 5 column volume 50% ethanol (v/v) wash-outs again, collect 50% ethanol (v/v) elutriant, be evaporated to density 1.03 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 9% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 50% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.82g, asiaticoside 3.27g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 97.23%, and asiaticoside content is 98.19%.
embodiment 7:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is as in extractor, add the micro-refluxing extraction of boiling of 80% ethanol (v/v) of 12 times of raw material weights, first time extracts 120min, leach liquid, add 60% ethanol (v/v) of 10 times of raw material weights again, refluxing extraction 90min, united extraction liquid;
Extracting solution is evaporated to density 1.10 g/ml, add 4 times of water dilutions, centrifuging, obtains upper prop liquid a, enters D130 macroporous resin column, be washed to elutriant closely colourless, use 4 column volume 25% ethanol (v/v) and 5 column volume 55% ethanol (v/v) wash-outs again, collect 55% ethanol (v/v) elutriant, be evaporated to density 1.04 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 10% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 50% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.73g, asiaticoside 3.32g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 97.26%, and asiaticoside content is 98.14%.
embodiment 8:
The preparation of Herba Centellae total glycosides crude product: 500g Herba Centellae is as in extractor, add the micro-refluxing extraction of boiling of 70% ethanol (v/v) of 11 times of raw material weights, first time extracts 180min, leach liquid, add 50% ethanol (v/v) of 10 times of raw material weights again, refluxing extraction 90min, united extraction liquid;
Extracting solution is evaporated to density 1.10 g/ml, add 5 times of water dilutions, centrifuging, obtains upper prop liquid a, enters D101 macroporous resin column, be washed to elutriant closely colourless, use 4 column volume 25% ethanol (v/v) and 5 column volume 60% ethanol (v/v) wash-outs again, collect 60% ethanol (v/v) elutriant, be evaporated to density 1.03 g/ml, add 3% activated carbon decolorizing, filtered while hot obtains upper prop liquid b;
The upper prop liquid b of 8% volume enters APS2004-50 type dynamic axial compression preparative chromatography, with 50% methyl alcohol (v/v) wash-out, according to on-line ultraviolet detection display, collect asiaticoside, centella asiatica glucoside elutriant respectively, concentrating under reduced pressure, 70 DEG C of dry 4h obtain sterling centella asiatica glucoside 3.68g, asiaticoside 3.17g.
According to the content assaying method of 2010 editions pharmacopeia Herba Centellae total glycosidess, through HPLC analyzing and testing, centella asiatica glucoside content is 96.57%, and asiaticoside content is 97.38%.
Claims (8)
1. from Herba Centellae, extract a method for centella asiatica glucoside, asiaticoside, it is characterized in that comprising the steps:
(1) Herba Centellae 50 ~ 90% ethanol (v/v) heat extraction 1 ~ 3 time, each 30 ~ 180 min, and united extraction liquid is evaporated to density 1.01 ~ 1.15 g/ml, then thin up, and centrifuging obtains upper prop liquid a;
(2) upper prop liquid a is entered macroporous resin column, washed resin is closely colourless to effluent liquid, 15 ~ 30% ethanol (v/v) and 50 ~ 80% ethanol (v/v) are used to wash post more respectively, collect 50 ~ 80% ethanol (v/v) elutriant, be concentrated into density 1.01 ~ 1.05 g/ml, add 3 ~ 5% activated carbon decolorizings, filtered while hot obtains upper prop liquid b;
The upper prop liquid b system of (3) 1 ~ 10% volume ratios, for chromatographic column, adopts 40 ~ 70% methyl alcohol (v/v) wash-out, and point two sections of collections, first paragraph is asiaticoside component, and second segment is centella asiatica glucoside component, and namely concentrate drying obtains product respectively.
2. method according to claim 1, is characterized in that: in step (1), and the consumption of 50 ~ 90% ethanol (v/v) is 5 ~ 20 times of raw material weight.
3. method according to claim 1, is characterized in that: in step (1), described thin up, and amount of water is 2 ~ 15 times of concentrated solution volume.
4. method according to claim 1, is characterized in that: in step (2), and described macroporous resin is low-pole macroporous resin.
5. method according to claim 1, is characterized in that: the model of described low-pole macroporous resin is AB-8, HPD100, D101 or D130.
6. method according to claim 1, it is characterized in that: in step (2), water consumption is 3 ~ 5 times of resin column volume, and the consumption of 15 ~ 30% ethanol (v/v) is 2 ~ 4 times of resin column volume, and the consumption of 50 ~ 80% ethanol (v/v) is 2 ~ 5 times of resin column volume.
7. method according to claim 1, is characterized in that: in step (3), and the filler of described preparative chromatography is C18 bonded silica gel filler.
8. method according to claim 1, is characterized in that: in step (3), and the consumption of 40 ~ 70% methyl alcohol (v/v) is 3 ~ 5 times of column volume.
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106074264A (en) * | 2016-07-05 | 2016-11-09 | 上海相宜本草化妆品股份有限公司 | A kind of additive and comprise the cosmetics of this additive |
| CN106336448A (en) * | 2016-08-25 | 2017-01-18 | 桂林益天成生物科技有限公司 | Method for extracting madecassic acid from herba centellae |
| CN106380504A (en) * | 2016-08-25 | 2017-02-08 | 桂林益天成生物科技有限公司 | Method for extraction of madecassoside from Centella asiatica |
| CN106977579A (en) * | 2017-04-28 | 2017-07-25 | 南宁馨艺荣生物科技有限公司 | A kind of technique that madecassoside is extracted from centella |
| CN107903296A (en) * | 2017-11-29 | 2018-04-13 | 陶坤秀 | The extracting method of madecassoside |
| CN107936081A (en) * | 2017-11-29 | 2018-04-20 | 陶坤秀 | The extracting method of asiaticosid |
| CN108395464A (en) * | 2017-02-08 | 2018-08-14 | 桂林三金药业股份有限公司 | A method of preparing asiaticosid, madecassoside and Asaiticoside B from centella |
| CN112657231A (en) * | 2020-12-24 | 2021-04-16 | 西安蓝晓科技新材料股份有限公司 | Purification process of panax notoginseng saponins |
| CN114014904A (en) * | 2021-11-19 | 2022-02-08 | 湘南学院 | Method for rapidly preparing high-content asiaticoside from asiatic pennywort herb raw material |
| CN115894597A (en) * | 2022-11-03 | 2023-04-04 | 广州好肌肤科技有限公司 | Extraction process and application of madecassoside with multiple repair effects |
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106074264A (en) * | 2016-07-05 | 2016-11-09 | 上海相宜本草化妆品股份有限公司 | A kind of additive and comprise the cosmetics of this additive |
| CN106336448A (en) * | 2016-08-25 | 2017-01-18 | 桂林益天成生物科技有限公司 | Method for extracting madecassic acid from herba centellae |
| CN106380504A (en) * | 2016-08-25 | 2017-02-08 | 桂林益天成生物科技有限公司 | Method for extraction of madecassoside from Centella asiatica |
| CN106380504B (en) * | 2016-08-25 | 2018-01-26 | 桂林益天成生物科技有限公司 | The method that madecassoside is extracted from centella |
| CN108395464A (en) * | 2017-02-08 | 2018-08-14 | 桂林三金药业股份有限公司 | A method of preparing asiaticosid, madecassoside and Asaiticoside B from centella |
| CN106977579A (en) * | 2017-04-28 | 2017-07-25 | 南宁馨艺荣生物科技有限公司 | A kind of technique that madecassoside is extracted from centella |
| CN106977579B (en) * | 2017-04-28 | 2019-05-07 | 南宁馨艺荣生物科技有限公司 | A kind of technique for extracting madecassoside from centella |
| CN107936081A (en) * | 2017-11-29 | 2018-04-20 | 陶坤秀 | The extracting method of asiaticosid |
| CN107903296A (en) * | 2017-11-29 | 2018-04-13 | 陶坤秀 | The extracting method of madecassoside |
| CN107903296B (en) * | 2017-11-29 | 2021-01-26 | 桂林融通科技有限公司 | Method for extracting madecassoside |
| CN112657231A (en) * | 2020-12-24 | 2021-04-16 | 西安蓝晓科技新材料股份有限公司 | Purification process of panax notoginseng saponins |
| CN114014904A (en) * | 2021-11-19 | 2022-02-08 | 湘南学院 | Method for rapidly preparing high-content asiaticoside from asiatic pennywort herb raw material |
| CN115894597A (en) * | 2022-11-03 | 2023-04-04 | 广州好肌肤科技有限公司 | Extraction process and application of madecassoside with multiple repair effects |
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