CN106336448A - Method for extracting madecassic acid from herba centellae - Google Patents
Method for extracting madecassic acid from herba centellae Download PDFInfo
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- CN106336448A CN106336448A CN201610728085.4A CN201610728085A CN106336448A CN 106336448 A CN106336448 A CN 106336448A CN 201610728085 A CN201610728085 A CN 201610728085A CN 106336448 A CN106336448 A CN 106336448A
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- ethanol
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- ethyl alcohol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
Abstract
The invention discloses a method for extracting madecassic acid from herba centellae. The method includes the following steps of firstly, smashing herba centellae, conducting reflux extraction through an ethyl alcohol solution with volume concentration of 60-70 v%, filtering an extraction solution, recovering solvent from filtrate, adding water at 40-50 DEG C for dissolving and filtering, and dissolving filter residues in an ethyl alcohol solution with volume concentration of 50-60 v% to obtain a crude extraction solution; secondly, adding rare-earth salts to the crude extraction solution to be mixed and evenly stirred to obtain mixed liquid; thirdly, applying the mixed liquid to an X-5 type macroporous resin column, conducting water washing till being colorless, conducting eluting through ethyl alcohol with volume concentration of 20-30 v%, conducting thin layer chromatography tracking and detecting, collecting ethyl alcohol eluent containing asiatic acid, conducting eluting through ethyl alcohol with volume concentration of 40-50 %, conducting thin layer chromatography tracking and detecting, collecting ethyl alcohol eluent containing madecassic acid, recovering ethyl alcohol, and conducting drying to obtain madecassic acid. The extracted madecassic acid is high in purity and high in yield.
Description
Technical field
The invention belongs to technical field of biological extraction and in particular to a kind of from centella extract brahmic acid side
Method.
Background technology
Centella (centella asiatica (l.) urban) is Umbelliferae centella tree plant, because its leaf exactly likes horse
Shoes or half copper coin, so also known as membranaceous marshmarigold herb, Longtube Ground Ivy Herb etc., among the people also have place to be called pennyroyal mint, marchantia grass etc..Accumulated snow
Applicating history in the traditional medicine field of many countries and regions for the grass is long, China's traditional Chinese medicine to for oral administration of centella and
The existing bimillennium history of external application, is recorded by Shennong's Herbal one book earliest.Record according to Compendium of Material Medica, centella bitter,
Pungent, cold in nature, 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 etc..The chemical composition of centella
In, triterpene acid is that research is earliest, a biological activity research big class component the most deep.Asiatic centella triterpenoid acid
Mainly it is made up of asiatic acid and brahmic acid, they belong to the pentacyclic triterpene acids of Ursane, have treatment skin
Wound, anti-inflammatory, antidepression, the antitumor and multiple pharmacological effect such as repairing nerve damage, protection cardiovascular and cerebrovascular.Brahmic acid
Typically first use extract by solvents, then adopt organic solvent to extract, finally cross silica gel chromatographic column, washed with petroleum ether-acetone system
De-.But said method is not only loaded down with trivial details, organic solvent is not readily separated, and the loss of target component is larger, and yield is relatively low, and extracts
Brahmic acid purity also less.
Content of the invention
Present invention solves the technical problem that being to provide a kind of method extracting brahmic acid from centella, the method
Extract the brahmic acid yield obtaining big, purity is high.
The present invention provide technical scheme be provide a kind of from centella extract brahmic acid method, including with
Lower step:
1) centella is pulverized, with 60～70v% ethanol solution refluxing extraction, extract is filtered, filtrate recycling design,
Plus 40 again～50 DEG C of water dissolves, filter, filter residue is dissolved in 50～60v% ethanol solution, obtains crude extract；
2) add rare-earth salts mixing toward crude extract, stir evenly, obtain mixed liquor；
3) by x-5 model macroporous resin column on mixed liquor, first it is washed to colourless, then use volumetric concentration to be 20～30v%
Ethanol elution, thin-layer chromatography tracing detection, collect the ethanol eluate containing asiatic acid, then be 40～50% with volumetric concentration
Ethanol elution, thin-layer chromatography tracing detection, collect the ethanol eluate of hydroxyl asiatic acid, by brahmic acid eluent
Reclaim ethanol, be dried, obtain brahmic acid.
Step 1) in, the consumption of ethanol is 10～20 times of centella weight, refluxing extraction 1～3 time, 1～3h every time.
Volumetric concentration is 60～70% ethanol triterpene substance that can fully dissolve in centella, including Triterpene saponins
With triterpene acid.Due to being often combined with most glycan molecules in the molecule of asiaticoside, hydroxy number is many, can show
Certain hydrophily, but hydrophily is not strong, is slightly soluble in water, and triterpene acids polarity less it is impossible to soluble in water.Therefore adopt
Asiatic centella total saponins can be helped to dissolve with 40～50 DEG C of warm water, asiatic centella triterpenoid acid does not dissolve in hot water, by filtrate mistake
Filter, takes filter residue to be dissolved in ethanol, can reach the purpose removing asiatic centella total saponins.
Step 2) in, described rare-earth salts is rare earth-iron-boron, rare earth sulfate or rare earth nitrades.Rare earth-iron-boron is permissible
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.
Oxygen atom on hydroxyl on rare earth element and triterpene acid, carboxyl formed coordinate bond and, form chemistry affine
Power, according to hsab theory, because rare earth is hard acid, asiatic centella triterpenoid acids is soft base, and therefore, both combinations are not special
Infirm.
The consumption of described rare-earth salts is the 0.1～0.5% of crude extract weight.Now, rare earth element can be with triterpene acids thing
Matter is fully coordinated.
Step 3) in, x-5 model macroreticular resin is non-polar resin, and particle diameter is 0.3～1.25mm, and specific surface area is 500
～600m2/ g, average pore size is 29～30nm.Its aperture is far longer than the molecular particle size of triterpene acid, and aperture is bigger, cuts
The material staying is fewer, and impurity is fewer.And the ligancy of rare earth is larger, with triterpene acid carry out coordinate bond and oxygen-containing sense
Group's number does not often reach its highest ligancy, and therefore rare earth also can produce crosslinking with the c in macroreticular resin, to reach absorption
Effect.
In order to ensure the crosslinking of rare earth element and macroreticular resin, the upper prop speed of mixed liquor is less, and effect is better, through application
People's many experiments, mixed liquor upper prop speed is 0.5～0.8bv/h, and cross-linking effect is best.
Due to rare earth element and triterpene acid combination very built on the sand, and triterpene acid and ethanol is affine
Power is extremely strong, is smoothly eluted triterpene acid from resin column using ethanol solution.Again due to three positions of asiatic acid
There is hydroxyl, these three sites are all that coordination atom is coordinated with rare earth atom, and brahmic acid compares asiatic acid on point
Many hydroxyls, coordination ability is higher.Therefore, in wash-out, asiatic acid is first eluted, and is washed after brahmic acid
Take off.Asiatic acid can preferentially be eluted by the ethanol being 20～30% using volumetric concentration, and is not mixed into brahmic acid,
Ethanol elution speed is advisable for 2～2.5bv/h.Then the ethanol solution being 40～50% using volumetric concentration can be by madacasso
Oxalic acid elutes, and elution speed is advisable with 2～3bv/h.
Compared with prior art, this method carries out adsorption and desorption, the brahmic acid of extraction for target component
Yield up to more than 95%, high purity more than 99.5%.
Specific 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 pulverized, 60% ethanol solution refluxing extraction of 10 times of centella gross weight of addition 1 time, each 1h, will
Extract filter, filtrate recycling design, then plus 40 DEG C of water dissolves, filter, filter residue is dissolved in 50v% ethanol solution, is slightly carried
Liquid；
2) add the lanthanum chloride of its weight 0.1% to mix toward crude extract, stir evenly, obtain mixed liquor；
3) by x-5 model macroporous resin column on mixed liquor, upper prop speed is 0.5bv/h, is first washed to colourless, then uses body
Long-pending concentration is 20v% ethanol elution, and elution speed is 2bv/h, thin-layer chromatography tracing detection, collects the ethanol containing asiatic acid and washes
De- liquid；The ethanol elution being 40% with volumetric concentration again, elution speed is 2bv/h, and thin-layer chromatography tracing detection collects hydroxyl
The ethanol eluate of asiatic acid, brahmic acid eluent is reclaimed ethanol, is dried, obtains brahmic acid.
Through hlpc analysis, the rate of recovery of brahmic acid is more than 95.20%, high purity more than 99.51%.
Embodiment 2
1) centella is pulverized, 70% ethanol solution refluxing extraction of 20 times of centella gross weight of addition 3 times, each 3h, will
Extract merge, filter, filtrate recycling design, then plus 50 DEG C of water dissolves, filter, filter residue is dissolved in 60v% ethanol solution, obtains
Crude extract；
2) add the cerous sulfate of its weight 0.5% to mix toward crude extract, stir evenly, obtain mixed liquor；
3) by x-5 model macroporous resin column on mixed liquor, upper prop speed is 0.8bv/h, is first washed to colourless, then uses body
Long-pending concentration is 30v% ethanol elution, and elution speed is 2.5bv/h, and thin-layer chromatography tracing detection collects the ethanol containing asiatic acid
Eluent；The ethanol elution being 50% with volumetric concentration again, elution speed is 3bv/h, and thin-layer chromatography tracing detection is collected and contained hydroxyl
The ethanol eluate of base asiatic acid, brahmic acid eluent is reclaimed ethanol, is dried, obtains brahmic acid.
Through hlpc analysis, the rate of recovery of brahmic acid is more than 95.13%, high purity more than 99.53%.
Embodiment 3
1) centella is pulverized, 65% ethanol solution refluxing extraction of 15 times of centella gross weight of addition 2 times, each 2h, will
Extract merge, filter, filtrate recycling design, then plus 45 DEG C of water dissolves, filter, filter residue is dissolved in 55v% ethanol solution, obtains
Crude extract；
2) add the praseodymium nitrate of its weight 0.3% to mix toward crude extract, stir evenly, obtain mixed liquor；
3) by x-5 model macroporous resin column on mixed liquor, upper prop speed is 0.6bv/h, is first washed to colourless, then uses body
Long-pending concentration is 25v% ethanol elution, and elution speed is 2.2bv/h, and thin-layer chromatography tracing detection collects the ethanol containing asiatic acid
Eluent；The ethanol elution being 45% with volumetric concentration again, elution speed is 2.5bv/h, thin-layer chromatography tracing detection, and collection contains
The ethanol eluate of brahmic acid, brahmic acid eluent is reclaimed ethanol, is dried, obtains brahmic acid.
Through hlpc analysis, the rate of recovery of brahmic acid is more than 95.15%, high purity more than 99.60%.
Embodiment 4
1) centella is pulverized, 70% ethanol solution refluxing extraction of 10 times of centella gross weight of addition 3 times, each 1h, will
Extract merge, filter, filtrate recycling design, then plus 50 DEG C of water dissolves, filter, filter residue is dissolved in 50v% ethanol solution, obtains
Crude extract；
2) add the erbium chloride of its weight 0.1% to mix toward crude extract, stir evenly, obtain mixed liquor；
3) by x-5 model macroporous resin column on mixed liquor, upper prop speed is 0.8bv/h, is first washed to colourless, then uses body
Long-pending concentration is 20v% ethanol elution, and elution speed is 2.5bv/h, and thin-layer chromatography tracing detection collects the ethanol containing asiatic acid
Eluent；The ethanol elution being 40% with volumetric concentration again, elution speed is 3bv/h, and thin-layer chromatography tracing detection is collected and contained hydroxyl
The ethanol eluate of base asiatic acid, brahmic acid eluent is reclaimed ethanol, is dried, obtains brahmic acid.
Through hlpc analysis, the rate of recovery of brahmic acid is more than 95.35%, high purity more than 99.56%.
Claims (6)
1. from centella extract brahmic acid method it is characterised in that: comprise the following steps:
1) centella is pulverized, with 60～70v% ethanol solution refluxing extraction, extract is filtered, filtrate recycling design, then plus
40～50 DEG C of water dissolves, filter, filter residue are dissolved in 50～60v% ethanol solution, obtain crude extract；
2) add rare-earth salts mixing toward crude extract, stir evenly, obtain mixed liquor；
3) by x-5 model macroporous resin column on mixed liquor, first it is washed to colourless, then use volumetric concentration to be 20～30v% ethanol
Wash-out, thin-layer chromatography tracing detection, collect the ethanol eluate containing asiatic acid, then the ethanol being 40～50% with volumetric concentration
Wash-out, thin-layer chromatography tracing detection, collect the ethanol eluate of hydroxyl asiatic acid, brahmic acid eluent is reclaimed
Ethanol, is dried, obtains brahmic acid.
2. according to claim 1 from centella extract brahmic acid method it is characterised in that: step 1)
In, the consumption of ethanol is 10～20 times of centella weight, refluxing extraction 1～3 time, 1～3h every time.
3. according to claim 1 from centella extract asiatic acid method it is characterised in that: step 2) in, institute
Stating rare-earth salts is rare earth-iron-boron, rare earth sulfate or rare earth nitrades.
4. according to claim 1 from centella extract brahmic acid method it is characterised in that: step 2)
In, the consumption of described rare-earth salts is the 0.1～0.5% of crude extract weight.
5. according to claim 1 from centella extract brahmic acid method it is characterised in that: step 3)
In, mixed liquor upper prop speed is 0.5～0.8bv/h.
6. according to claim 1 from centella extract brahmic acid method it is characterised in that: step 3)
In, 20～30v% ethanol elution speed is 2～2.5bv/h, and the ethanol elution speed of 40～50v% is 2～3bv/h.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107739399A (en) * | 2017-11-29 | 2018-02-27 | 陶坤秀 | The extracting method of brahmic acid |
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| CN101948501A (en) * | 2010-09-01 | 2011-01-19 | 桂林莱茵生物科技股份有限公司 | Preparation method of hydroxyl asiaticoside |
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| CN102477063A (en) * | 2010-11-24 | 2012-05-30 | 上海医药工业研究院 | Method for preparing high-purity madecassoside and asiaticoside B |
| CN104592341A (en) * | 2014-12-30 | 2015-05-06 | 广州白云山汉方现代药业有限公司 | Method for extracting asiaticoside and madecassoside from centella |
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| CN101948501A (en) * | 2010-09-01 | 2011-01-19 | 桂林莱茵生物科技股份有限公司 | Preparation method of hydroxyl asiaticoside |
| CN102443036A (en) * | 2010-10-09 | 2012-05-09 | 苏州宝泽堂医药科技有限公司 | Method for purifying asiatic acid in asiatic pennywort herb |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107739399A (en) * | 2017-11-29 | 2018-02-27 | 陶坤秀 | The extracting method of brahmic acid |
| CN107739399B (en) * | 2017-11-29 | 2020-05-05 | 陶坤秀 | Method for extracting madecassic acid |
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