CN106349320A - Method for extracting asiatic acid from centella - Google Patents
Method for extracting asiatic acid from centella Download PDFInfo
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- CN106349320A CN106349320A CN201610726877.8A CN201610726877A CN106349320A CN 106349320 A CN106349320 A CN 106349320A CN 201610726877 A CN201610726877 A CN 201610726877A CN 106349320 A CN106349320 A CN 106349320A
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- asiatic acid
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- herba centellae
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- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
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Abstract
The invention discloses a method for extracting asiatic acid from centella. The method comprises the following steps: 1) pulverizing centella, extracting with a 60-70 v% ethanol solution under reflux, filtering the extracting solution, recovering the solvent from the filtrate, adding 40-50-DEG C for dissolution, filtering, and dissolving the filter residue in a 50-60 v% ethanol solution to obtain a crude extract; 2) adding a rare-earth salt into the crude extract, and mixing and stirring uniformly to obtain a mixed solution; and 3) passing the mixed solution through an X-5 macroporous resin column, washing with water to a colorless state, eluting with 20-30 v% ethanol, carrying out thin-layer chromatography tracking detection, collecting the ethanol eluate containing the target component, recovering the ethanol, and drying to obtain the asiatic acid. The asiatic acid extracted by the method has the advantages of high purity and high yield.
Description
Technical field
The invention belongs to technical field of biological extraction and in particular to a kind of from Herba Centellae extract asiatic acid method.
Background technology
Herba Centellae (centella asiatica (l.) urban) is Umbelliferae Herba Centellae tree plant, because its leaf exactly likes horse
Shoes or half copper coin, so also known as Herba Calthae Membranaceae, Herba Glechomae 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 Chinese medicine to for oral administration of Herba Centellae and
The existing bimillennium history of external, is recorded by Shennong's Herbal one book earliest.Record according to Compendium of Material Medica, Herba Centellae bitter in the mouth,
Pungent, cold in nature, nontoxic, return liver,spleen,kidney, stomach, its effect is promoting blood circulation, reducing swelling and alleviating pain, and has heat-clearing and toxic substances removing, diuresis etc..Herba Centellae
Chemical composition mainly have triterpeness, flavonoid, polyacetylene alkenes and volatile oil etc..Triterpeness mainly have triterpene saponin, such as
Asiaticoside, asiaticoside etc., and triterpene acids, such as asiatic acid, Madecassic acid etc..The chemical composition of Herba Centellae
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 Madecassic acid, they belong to the pentacyclic triterpene acids of Ursane, have treatment skin
Wound, the multiple pharmacological effect such as antiinflammatory, antidepressant, antitumor and repairing nerve damage, protection cardiovascular and cerebrovascular vessel.Asiatic acid is general
First use extract by solvents, then adopt organic solvent to extract, finally cross silica gel chromatographic column, with petroleum ether-acetone system eluting.So
And 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 extraction is long-pending
The purity of snow oxalic acid is also less.
Content of the invention
Present invention solves the technical problem that being to provide a kind of method extracting asiatic acid from Herba Centellae, the method is extracted
The asiatic acid yield obtaining is big, and purity is high.
The technical scheme that the present invention provides is to provide a kind of method extracting asiatic acid from Herba Centellae, walks including following
Rapid:
1) Herba Centellae is pulverized, with 60～70v% ethanol solution reflux, extract, extracting solution is filtered, filtrate recycling design,
Plus 40 again～50 DEG C of water dissolutioies, filter, filtering 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 elution containing target component, reclaim ethanol, be dried, obtain Herba Centellae
Acid.
Step 1) in, the consumption of ethanol is 10～20 times of Herba Centellae weight, reflux, extract, 1～3 time, 1～3h every time.
Volumetric concentration is 60～70% ethanol triterpene substance that can fully dissolve in Herba Centellae, 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 hydrophilic, but hydrophilic 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 filtering 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 chloride, rare earth sulfate or rare earth nitrate.Rare earth chloride is permissible
It is lanthanum chloride, cerium chloride, praseodymium chloride, Neodymium chloride, samarium trichloride, Europium chloride, Gadolinium trichloride, terbium chloride, Dysprosium trichloride, Holmium trichloride, chlorination
Erbium, thulium chloride, Ytterbium trichloride, lutecium chloride, Scium chloride (Sc4Cl12) and Yttrium chloride(Y2Cl6)；Rare earth sulfate can be lanthanum sulfate, cerous sulfate, Dipraseodymium trisulfate,
Dineodymium trisulfate, samarium sulphate, europium sulfate, Digadolinium trisulfate, sulphuric acid terbium, Dysprosium sesquisulfate, sulphuric acid holmium, erbium sulfate, thulium sulfate, Ytterbium Sulfate, sulphuric acid lutecium,
Scium sulfate (Sc2(SO4)3) and Yttrium sesquisulfate；Rare earth nitrate can be Lanthanum (III) nitrate, cerous nitrate, praseodymium nitrate, neodymium nitrate, samaric nitrate, europium nitrate, nitric acid
Gadolinium, Terbium nitrate (Tb(NO3)3), Dysprosium trinitrate, holmium nitrate, Erbium trinitrate, thulium nitrate, Ytterbium(III) nitrate., lutecium nitrate, Scium nitrate(Sc(NO3)3) and Yttrium trinitrate.
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 macroporous 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 macroporous resin, to reach absorption
Effect.
In order to ensure the crosslinking of rare earth element and macroporous 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 Madecassic acid compares asiatic acid on point
Many hydroxyls, coordination ability is higher.Therefore, in eluting, asiatic acid is first eluted.Using volumetric concentration be 20～
30% ethanol preferentially by asiatic acid eluting, and can not be mixed into Madecassic acid.Ethanol elution speed is 2～2.5bv/h
It is advisable.
Compared with prior art, this method carries out adsorption and desorption, the asiatic acid yield of extraction for target component
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 percent is percentage by volume.
Embodiment 1
1) Herba Centellae is pulverized, 60% ethanol solution reflux, extract, of 10 times of Herba Centellae gross weight of addition 1 time, each 1h, will
Extracting solution filter, filtrate recycling design, then plus 40 DEG C of water dissolutioies, filter, filtering 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 target component and washes
De- liquid, reclaims ethanol, is dried, obtains asiatic acid.
Through hlpc analysis, the response rate of asiatic acid is more than 95.16%, high purity more than 99.50%.
Embodiment 2
1) Herba Centellae is pulverized, 70% ethanol solution reflux, extract, of 20 times of Herba Centellae gross weight of addition 3 times, each 3h, will
Extracting solution merge, filter, filtrate recycling design, then plus 50 DEG C of water dissolutioies, filter, filtering 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 target component
Eluent, reclaims ethanol, is dried, obtains asiatic acid.
Through hlpc analysis, the response rate of asiatic acid is more than 95.08%, high purity more than 99.58%.
Embodiment 3
1) Herba Centellae is pulverized, 65% ethanol solution reflux, extract, of 15 times of Herba Centellae gross weight of addition 2 times, each 2h, will
Extracting solution merge, filter, filtrate recycling design, then plus 45 DEG C of water dissolutioies, filter, filtering 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 target component
Eluent, reclaims ethanol, is dried, obtains asiatic acid.
Through hlpc analysis, the response rate of asiatic acid is more than 95.42%, high purity more than 99.63%.
Embodiment 4
1) Herba Centellae is pulverized, 70% ethanol solution reflux, extract, of 10 times of Herba Centellae gross weight of addition 3 times, each 1h, will
Extracting solution merge, filter, filtrate recycling design, then plus 50 DEG C of water dissolutioies, filter, filtering residue is dissolved in 50v% ethanol solution, obtains
Crude extract；
2) add the Erbium trichloride 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 target component
Eluent, reclaims ethanol, is dried, obtains asiatic acid.
Through hlpc analysis, the response rate of asiatic acid is more than 95.40%, high purity more than 99.59%.
Claims (6)
1. from Herba Centellae extract asiatic acid method it is characterised in that: comprise the following steps:
1) Herba Centellae is pulverized, with 60～70v% ethanol solution reflux, extract, extracting solution is filtered, filtrate recycling design, then plus
40～50 DEG C of water dissolutioies, filter, filtering 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
Eluting, thin layer chromatography tracing detection, collect the ethanol elution containing target component, reclaim ethanol, be dried, obtain asiatic acid.
2. according to claim 1 from Herba Centellae extract asiatic acid method it is characterised in that: step 1) in, second
The consumption of alcohol is 10～20 times of Herba Centellae weight, reflux, extract, 1～3 time, 1～3h every time.
3. according to claim 1 from Herba Centellae extract asiatic acid method it is characterised in that: step 2) in, institute
Stating rare-earth salts is rare earth chloride, rare earth sulfate or rare earth nitrate.
4. according to claim 1 from Herba Centellae extract asiatic acid method it is characterised in that: step 2) in, institute
The consumption stating rare-earth salts is the 0.1～0.5% of crude extract weight.
5. according to claim 1 from Herba Centellae extract asiatic acid method it is characterised in that: step 3) in, mix
Conjunction liquid upper prop speed is 0.5～0.8bv/h.
6. according to claim 1 from Herba Centellae extract asiatic acid method it is characterised in that: step 3) in, second
Alcohol elution speed is 2～2.5bv/h.
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Cited By (4)
| 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 |
| CN107840868A (en) * | 2017-11-29 | 2018-03-27 | 陶坤秀 | The extracting method of asiatic acid |
| CN109320579A (en) * | 2018-10-30 | 2019-02-12 | 天峨县科学技术情报研究所 | The extracting method of Gotu Kola P.E |
| CN109320580A (en) * | 2018-10-30 | 2019-02-12 | 天峨县科学技术情报研究所 | A method of extracting asiatic acid from centella |
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| CN101200487A (en) * | 2007-11-27 | 2008-06-18 | 浙江大学 | Method for preparing asiatic centella total saponins by using macroporous adsorption resin |
| WO2009089365A2 (en) * | 2008-01-11 | 2009-07-16 | Shanghai Institute Of Pharmaceutical Industry (Sipi) | Therapeutic formulations based on asiatic acid and selected salts thereof |
| 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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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101200487A (en) * | 2007-11-27 | 2008-06-18 | 浙江大学 | Method for preparing asiatic centella total saponins by using macroporous adsorption resin |
| WO2009089365A2 (en) * | 2008-01-11 | 2009-07-16 | Shanghai Institute Of Pharmaceutical Industry (Sipi) | Therapeutic formulations based on asiatic acid and selected salts thereof |
| 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 |
Cited By (5)
| 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 |
| CN107840868A (en) * | 2017-11-29 | 2018-03-27 | 陶坤秀 | The extracting method of asiatic acid |
| CN107739399B (en) * | 2017-11-29 | 2020-05-05 | 陶坤秀 | Method for extracting madecassic acid |
| CN109320579A (en) * | 2018-10-30 | 2019-02-12 | 天峨县科学技术情报研究所 | The extracting method of Gotu Kola P.E |
| CN109320580A (en) * | 2018-10-30 | 2019-02-12 | 天峨县科学技术情报研究所 | A method of extracting asiatic acid from centella |
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