CN106380504B - The method that madecassoside is extracted from centella - Google Patents
The method that madecassoside is extracted from centella Download PDFInfo
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- CN106380504B CN106380504B CN201610726896.0A CN201610726896A CN106380504B CN 106380504 B CN106380504 B CN 106380504B CN 201610726896 A CN201610726896 A CN 201610726896A CN 106380504 B CN106380504 B CN 106380504B
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- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
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Abstract
The invention discloses a kind of method that madecassoside is extracted from centella, it is characterised in that：Comprise the following steps：1) centella is crushed, with 60~70v% ethanol solution refluxing extractions, extract solution filtered, filtrate recycling design, then add 40~50 DEG C of water dissolvings, obtain crude extract；2) rare-earth salts mixing is added toward crude extract, stirs evenly, obtain mixed liquor；3) by the model macroporous resin columns of X on mixed liquor 5, first it is washed to colourless, then it is 35~45v% ethanol elutions with volumetric concentration, thin-layer chromatography tracing detection, collects the ethanol eluate of the composition containing asiaticosid, then with the ethanol elution that volumetric concentration is 50~60%, thin-layer chromatography tracing detection, the ethanol eluate of hydroxyl asiaticosid is collected, reclaim ethanol, dry, obtain madecassoside.The madecassoside purity that the present invention extracts is high, and yield is big.
Description
Technical field
The invention belongs to technical field of biological extraction, and in particular to a kind of side that madecassoside is extracted from centella
Method.
Background technology
Centella (Centella asiatica (L.) Urban) is Umbelliferae centella tree plant, because its leaf exactly likes horse
Shoes or half of copper coin, so also known as membranaceous marshmarigold herb, Longtube Ground Ivy Herb etc., it is among the people also to there is place to be called pennyroyal mint, marchantia grass etc..Accumulated snow
Applicating history of the grass in the traditional medicine field of many countries and regions is long, China's traditional Chinese medicine to for oral administration of centella and
External application has bimillennium history, earliest quilt《Sheng Nong's herbal classic》One book is recorded.According to《Compendium of Materia Medica》Record, centella bitter,
It is pungent, it is cold in nature, it is nontoxic, return liver,spleen,kidney, stomach, its effect is promoting blood circulation, swelling and pain relieving, and has clearing heat and detoxicating, diuresis etc..Centella
Chemical composition mainly have triterpenes, flavonoids, polyyne alkenes and volatile oil etc..Triterpenes mainly has triterpene saponin, such as
Asiaticosid, madecassoside etc., and triterpene acids, such as asiatic acid, brahmic acid.The chemical composition of centella
In, Triterpene saponins are that research is earliest, the most deep major class component of biological activity research.Asiatic centella total saponins are mainly by accumulating
Asiaticoside and madecassoside composition, they belong to the pentacyclic triterpene saponin of Ursane, be centella pharmacological activity most
Main component.And madecassoside typically first uses extract by solvents, then carried out using the less macroreticular resin of average pore size
Purifying, such as HPD-100 (average pore size is 8.5~9.0nm), HPD-300 (average pore size is 5.0~5.5nm), due to macropore tree
Absorption and screening specific aim of the fat to target component are not very strong, and many impurity can be adsorbed onto resin voids in adsorption process
In, and when desorbing, because hole is smaller, target component can not desorb completely, therefore, the receipts of madecassoside after purification
Rate and purity is not high.
The content of the invention
Present invention solves the technical problem that it is to provide a kind of method that madecassoside is extracted from centella, this method
It is big to extract obtained madecassoside yield, purity is high.
Technical scheme provided by the invention be to provide it is a kind of from centella extract madecassoside method, including with
Lower step：
1) centella is crushed, with 60~70v% ethanol solution refluxing extractions, extract solution filtered, filtrate recycling design,
Again plus 40~50 DEG C of water dissolve, and obtain crude extract；
2) rare-earth salts mixing is added toward crude extract, stirs evenly, obtain mixed liquor；
3) by X-5 models macroporous resin column on mixed liquor, first it is washed to colourless, is then 35~45v% with volumetric concentration
Ethanol elution, thin-layer chromatography tracing detection collect the ethanol eluate of the composition containing asiaticosid, then with volumetric concentration be 50~
60% ethanol elution, thin-layer chromatography tracing detection, the ethanol eluate of collection hydroxyl asiaticosid, by madecassoside
Eluent reclaims ethanol, dries, obtains madecassoside.
In step 1), the dosage of ethanol is 10~20 times of centella weight, refluxing extraction 1~3 time, every time 1~3h.
Volumetric concentration is that 60~70% ethanol can fully dissolve the triterpene substance in centella, including Triterpene saponins
With triterpene acid.Because asiaticoside hydrophily is strong, particularly saponin(e is more due to being often combined with their molecule
Number glycan molecule, hydroxy number is more, can show certain hydrophily, but hydrophily is not strong, is slightly soluble in water, and triterpene acids
Polarity is smaller, it is impossible to soluble in water.Therefore asiaticoside can be helped to dissolve using 40~50 DEG C of warm water, centella acid
It is insoluble in water, to reach the purpose for removing Triterpene acids.
In step 2), the rare-earth salts is rare earth-iron-boron, rare earth sulfate or rare earth nitrades.Rare earth-iron-boron can be with
It is lanthanum chloride, cerium chloride, praseodymium chloride, neodymium chloride, samarium trichloride, Europium chloride, gadolinium chloride, terbium chloride, dysprosium chloride, holmium chloride, chlorination
Erbium, thulium chloride, ytterbium chloride, lutecium chloride, scandium chloride and yttrium chloride；Rare earth sulfate can be lanthanum sulfate, cerous sulfate, praseodymium sulfate,
Dineodymium trisulfate, samarium sulphate, europium sulfate, Digadolinium trisulfate, sulfuric acid terbium, dysprosium sulfate, sulfuric acid holmium, erbium sulfate, thulium sulfate, ytterbium sulfate, sulfuric acid lutetium,
Scandium sulfate and yttrium sulfate；Rare earth nitrades can be lanthanum nitrate, cerous nitrate, praseodymium nitrate, neodymium nitrate, samaric nitrate, europium nitrate, nitric acid
Gadolinium, terbium nitrate, dysprosium nitrate, holmium nitrate, erbium nitrate, thulium nitrate, ytterbium nitrate, lutecium nitrate, scandium nitrate and yttrium nitrate.
Rare earth element can form coordinate bond with the oxygen atom on hydroxyl on madecassoside and asiaticosid, carboxyl
With, formed chemical affinity, according to hsab theory, because rare earth is hard acid, asiaticosid and madecassoside are soft
Alkali, therefore, both combinations are not especially firm.
Rare-earth salts accounts for the 0.1~0.5% of mixed liquor gross weight.Now, rare-earth salts fully can be coordinated with target component.
In step 3), X-5 models macroreticular resin is non-polar resin, and particle diameter is 0.3~1.25mm, specific surface area 500
~600m2/ g, average pore size are 29~30nm.Its aperture is far longer than the molecular particle size of Hydroxy asiaticosid.And rare earth
Ligancy it is larger, with its carry out coordinate bond and oxygen-containing functional group number often do not reach its highest ligancy, therefore rare earth
Also crosslinking can be produced with the C in macroreticular resin, to reach the effect of absorption.Upper prop speed is that 0.5~0.8BV/h is advisable.
In order to ensure the crosslinking of rare earth element and macroreticular resin, the upper prop speed of mixed liquor is smaller, and effect is better, through application
People's many experiments, mixed liquor upper prop speed are 0.5~0.8BV/h, and cross-linking effect is best.
Due to rare earth element and asiaticosid and madecassoside combination very built on the sand, and asiaticosid and hydroxyl
The affinity of asiaticosid and ethanol is extremely strong, it is easy to is eluted by ethanol solution.Again due on three sites of asiaticosid
There is hydroxyl, these three sites are all that coordination atom is coordinated with rare earth atom, and madecassoside compares madecassoside
More hydroxyls, coordination ability are stronger.Therefore, in elution, asiaticosid is first eluted, and is washed after madecassoside
Take off.Use volumetric concentration preferentially can be eluted madecassoside for 35~45% ethanol, elution speed be 2~
2.5BV/h it is advisable.Volumetric concentration is used to elute madecassoside completely for 50~60% ethanol elution again,
Elution speed is advisable with 2~3BV/h.
Compared with prior art, this method carries out adsorption and desorption, the madecassoside of extraction for target component
High income is up to more than 95%, high purity more than 99.5%.
Embodiment
The present invention is further elaborated for specific examples below, but not as a limitation of the invention.
Following percentage is percentage by volume.
Embodiment 1
1) centella is crushed, adds the 60% ethanol solution refluxing extraction 1 time, each 1h of 10 times of centella gross weight, will
Extract solution filters, and by filtrate recycling design, then adds 40 DEG C of water dissolvings, removes filter residue, produce crude extract；
2) mixing of its lanthanum chloride of weight 0.1% is added toward crude extract, stirs evenly, obtain mixed liquor；
3) it is 0.5BV/h by X-5 models macroporous resin column on mixed liquor, upper prop speed, is first washed to colourless, then uses body
Product concentration is 35v% ethanol elutions, elution speed 2BV/h, thin-layer chromatography tracing detection, collects the second of the composition containing asiaticosid
Alcohol eluen；Then with the ethanol elution that volumetric concentration is 50%, elution speed is 2BV/h thin-layer chromatography tracing detections, is collected
The ethanol eluate of hydroxyl asiaticosid, madecassoside eluent is reclaimed into ethanol, dried, obtain madacasso grass
Glycosides.
Analyzed through HLPC, the rate of recovery of madecassoside is more than 95.24%, high purity more than 99.50%.
Embodiment 2
1) centella is crushed, adds the 70% ethanol solution refluxing extraction 3 times, each 3h of 20 times of centella gross weight, will
Extract solution merges, filtering, by filtrate recycling design, then adds 50 DEG C of water dissolvings, removes filter residue, produce crude extract；
2) mixing of its cerous sulfate of weight 0.5% is added toward crude extract, stirs evenly, obtain mixed liquor；
3) it is 0.8BV/h by X-5 models macroporous resin column on mixed liquor, upper prop speed, is first washed to colourless, then uses body
Product concentration is 45v% ethanol elutions, elution speed 2.5BV/h, thin-layer chromatography tracing detection, collects the composition containing asiaticosid
Ethanol eluate；Then with the ethanol elution that volumetric concentration is 60%, elution speed is 3BV/h thin-layer chromatography tracing detections, is received
Collect the ethanol eluate of hydroxyl asiaticosid, madecassoside eluent is reclaimed into ethanol, dried, obtain madacasso grass
Glycosides.
Analyzed through HLPC, the rate of recovery of madecassoside is more than 95.33%, high purity more than 99.58%.
Embodiment 3
1) centella is crushed, adds the 65% ethanol solution refluxing extraction 2 times, each 2h of 15 times of centella gross weight, will
Extract solution merges, filtering, by filtrate recycling design, then adds 45 DEG C of water dissolvings, removes filter residue, produce crude extract；
2) mixing of its praseodymium nitrate of weight 0.2% is added toward crude extract, stirs evenly, obtain mixed liquor；
3) it is 0.6BV/h by X-5 models macroporous resin column on mixed liquor, upper prop speed, is first washed to colourless, then uses body
Product concentration is 40v% ethanol elutions, elution speed 2.2BV/h, thin-layer chromatography tracing detection, collects the composition containing asiaticosid
Ethanol eluate；Then with the ethanol elution that volumetric concentration is 55%, elution speed is 2.5BV/h thin-layer chromatography tracing detections,
The ethanol eluate of hydroxyl asiaticosid is collected, madecassoside eluent is reclaimed into ethanol, dries, obtains madacasso
Careless glycosides.
Analyzed through HLPC, the rate of recovery of madecassoside is more than 95.18%, high purity more than 99.55%.
Embodiment 4
1) centella is crushed, adds the 70% ethanol solution refluxing extraction 3 times, each 1h of 10 times of centella gross weight, will
Extract solution merges, filtering, by filtrate recycling design, then adds 50 DEG C of water dissolvings, removes filter residue, produce crude extract；
2) mixing of its erbium chloride of weight 0.1% is added toward crude extract, stirs evenly, obtain mixed liquor；
3) it is 0.5BV/h by X-5 models macroporous resin column on mixed liquor, upper prop speed, is first washed to colourless, then uses body
Product concentration is 45v% ethanol elutions, elution speed 2BV/h, thin-layer chromatography tracing detection, collects the second of the composition containing asiaticosid
Alcohol eluen；Then with the ethanol elution that volumetric concentration is 60%, elution speed is 2BV/h thin-layer chromatography tracing detections, is collected
The ethanol eluate of hydroxyl asiaticosid, madecassoside eluent is reclaimed into ethanol, dried, obtain madacasso grass
Glycosides.
Analyzed through HLPC, the rate of recovery of madecassoside is more than 95.09%, high purity more than 99.63%.
Claims (4)
1. the method for madecassoside is extracted from centella, it is characterised in that：Comprise the following steps：
1) centella is crushed, with 60~70v% ethanol solution refluxing extractions, extract solution filtered, filtrate recycling design, then added
40~50 DEG C of water dissolvings, obtain crude extract；
2) lanthanum chloride, cerous sulfate, praseodymium nitrate or the erbium chloride of its weight 0.1~0.5% are added toward crude extract, stirs evenly, is mixed
Close liquid；
3) by X-5 models macroporous resin column on mixed liquor, first it is washed to colourless, is then 35~45v% ethanol with volumetric concentration
Elution, thin-layer chromatography tracing detection, the ethanol eluate of the composition containing asiaticosid is collected, then with volumetric concentration be 50~60%
Ethanol elution, thin-layer chromatography tracing detection, the ethanol eluate of collection hydroxyl asiaticosid, by madecassoside eluent
Ethanol is reclaimed, dries, obtains madecassoside.
2. the method according to claim 1 that madecassoside is extracted from centella, it is characterised in that：Step 1)
In, the dosage of ethanol is 10~20 times of centella weight, refluxing extraction 1~3 time, every time 1~3h.
3. the method according to claim 1 that madecassoside is extracted from centella, it is characterised in that：Step 3)
In, mixed liquor upper prop speed is 0.5~0.8BV/h.
4. the method according to claim 1 that madecassoside is extracted from centella, it is characterised in that：Step 3)
In, 35~45v% ethanol elutions speed is 2~2.5BV/h, and 50~60v% ethanol elution speed is 2~3BV/h.
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107903296B (en) * | 2017-11-29 | 2021-01-26 | 桂林融通科技有限公司 | Method for extracting madecassoside |
| CN112957379B (en) * | 2021-02-20 | 2022-04-08 | 上海珈凯生物科技有限公司 | Method for extracting centella asiatica extract |
| CN114989239B (en) * | 2022-07-05 | 2023-04-18 | 广西昌洲天然药业有限公司 | Method for separating madecassoside from centella and computer storage medium |
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