CN102241716A - Preparation method for extracting swertiamarin from Swertia bimaculata - Google Patents
Preparation method for extracting swertiamarin from Swertia bimaculata Download PDFInfo
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- CN102241716A CN102241716A CN2011101410141A CN201110141014A CN102241716A CN 102241716 A CN102241716 A CN 102241716A CN 2011101410141 A CN2011101410141 A CN 2011101410141A CN 201110141014 A CN201110141014 A CN 201110141014A CN 102241716 A CN102241716 A CN 102241716A
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Abstract
The invention provides a preparation method for extracting swertiamarin from Swertia bimaculata, belonging to the technical field of natural product chemistry. The preparation method comprises: extracting dried Swertia bimaculata with an ethanol solution, filtering, concentrating under a pressure reduced condition, carrying out resin adsorption, eluting with ethanol, concentrating the eluate under a pressure reduced condition, decolorizing, and crystallizing and recrystallizing to obtain high-purity swertiamarin. Crystallization and recrystallization purifying processes of the swertiamarin are simple and easy to operate and have high purification degree.
Description
Technical field
The invention belongs to the technical field of natural product chemistry, be specifically related to a kind of preparation method who extracts the bitter glucoside of Herba Swertiae bimaculatae from Herba Swertiae bimaculatae.
Background technology
Herba Swertiae bimaculatae (False Chinese Swertia Herb), Latin is called Swertia davidi Franch, belongs to Gentianaceae (Gentian-aceae), and main product is in China, India, states such as Nepal.Perennial herb, upright.It is smooth that stem four ribs do not have marrow, and single leaf is to life, and stockless is lanceolar or long lanceolar.The flower both sexes, corolla lobe top tool purple speckle, two tawny blotch of middle part tool, calyx lobes is closely equal, and the every sliver base portion of corolla width of cloth shape has 1-2 body of gland, SHUIHUANGLIAN, Herba Swertiae davidi, river wind grass, Herba Swertiae davidi, the Herba Tripterospermi japonici etc. of being called among the people.The masses of Tujia are used for the treatment of diseases such as lung heat, jaundice, evil sore mange, acute enteritis.Clinical application Herba Swertiae bimaculatae preparation also has better curative effect to acute bacillary dysentery, and its extract has stronger killing action to gram-positive microorganism.
The Herba Swertiae bimaculatae herb has the effect that removing jaundice is fast, glutamate pyruvate transaminase lowering obvious and dwindle hepatomegaly, and isolating cyclenes acid terpenoid plays the cholinolytic function to organs such as rat preduodenal, uterus and spleens.These compositions may be to play drug effect by following two kinds of modes of action in human body or animal body: a kind of is direct effect, and another kind is that indirect action is also referred to as auxiliary nervous regulating effect.Directly effect is meant that the part effective constituent of Herba Swertiae bimaculatae enters in the body by absorbing or injecting, participate in the defence activity of body, to the restraining effect of synthesize of the main component teichoic acid of invasion germ cell walls, the inhibition germ breeds in vivo or the effect of direct killing pathogenic bacteria thereby reach; After indirect action is meant that other effective constituents of Herba Swertiae bimaculatae enter in the body, the rake cell that is distributed in liver, spleen and stomach end is played the physiological stimulation effect, thereby cause corresponding biorgan's secreting hormone, these hormones can stimulate local nerve to produce action potential, and then, finally cause the pallium activity by nerve conduction, promote the activity of hypophysis secretion body of gland, realize the general dysfunction of nervous regulation, reach the intrusion of resisting and engulfing bacterium.
Domesticly just have many scientific research institutions that the composition of Herba Swertiae bimaculatae is studied from the 1970s and 1980s in 20th century, Yan Jiu special emphasis major part was that the The Nomenclature Composition and Structure of Complexes of its extract chemical ingredients is identified at that time.Show that Herba Swertiae bimaculatae is separated to 3 kinds of compounds through silica gel and polyamide column chromatography as the separation of flavone component in Herba Swertiae bimaculatae such as Sun Hongfa with identifying in the literary composition, be accredited as different red careless glucoside, gentiopicroside and Oleanolic Acid respectively.Yu Ruisheng etc. 1984 carry out first silica gel column chromatography step process such as recrystallization again to separated product, can obtain compositions such as urson and xanthone.Report before this also from extracting method introduced polarity solvent and nonpolar solvent leaching process to the dissolving difference of effective constituent, have only the only a few people interested in the effect in Herba Swertiae bimaculatae pharmacological treatment field.
To the nineties; the research emphasis of Herba Swertiae bimaculatae turns on Herba Swertiae bimaculatae in people intravital cure the disease mechanism and anti-infective hepatitis test in animal body from separation, composition and the evaluation of effective constituent gradually; Hu Ruoqi etc. did the research of the bitter glucoside of Herba Swertiae bimaculatae to the influence of mouse hepatopathy reason morphology in 1991; studies show that the bitter glucoside of Herba Swertiae bimaculatae can protect liver cell effectively; prevent or alleviate hepatocellular injury, and can promote liver cell to repair.Ask in this phase, the structural research of Herba Swertiae bimaculatae effective constituent is more deep, the Tan Pei of the Chinese Academy of Medical Sciences etc., Shanghai Institute of Pharmaceutical Industry's hole moral cloud etc. have entered molecular level to the Herba Swertiae bimaculatae chemical constitution study, they have confirmed the difference of effective constituents such as secoiridoid glucoside and lignanoid respectively from the molecule field, for huge contribution has been made in the research of being engaged in this respect from now on.Since this century, the research of Herba Swertiae bimaculatae lays particular emphasis on from each concrete, trickle angle and analyzes result to the disease treatment of animal or human's class.Mainly be to adopt physics or chemical process and more advanced separation means from Herba Swertiae bimaculatae, to extract some micro-effective constituents, in conjunction with other medium-height grass the effective elements of the medicines, making efficient compound ball is protecting the liver, is falling fire and detoxifcation is tested targetedly the human or animal, the result shows that the bitter glucoside of the Herba Swertiae bimaculatae in the efficient compound ball can be absorbed by skin surface, the expansible capillary vessel of product after human body acid and enzyme decomposition, make the prosperous row of arteries, hepatitis is had excellent prevention and result of treatment.
Both at home and abroad aspects such as the content detection of the bitter glucoside of Herba Swertiae bimaculatae and pharmacology are studied, the bitter glucoside of Herba Swertiae bimaculatae that extracts higher degree is not on a small scale appeared in the newspapers.For this reason, we are raw material with the Herba Swertiae bimaculatae herb, adopt means such as column chromatography, crystallization and recrystallization to prepare the pure product of the bitter glucoside of Herba Swertiae bimaculatae on a large scale, prepare, be widely used in treating patients' such as lung heat, jaundice, evil sore mange, acute enteritis medicine as curing mainly medicine and other composition.
Summary of the invention
Purpose of the present invention will provide exactly that a kind of method is simple, cost is low, be convenient to suitability for industrialized production, the preparation method of products obtained therefrom purity height, the bitter glucoside of high purity Herba Swertiae bimaculatae that impurity is few.
The technical solution used in the present invention comprises: dry Herba Swertiae bimaculatae herb later with resin absorption, ethanol elution, elutriant is concentrated, decolours then through with ethanolic soln extraction, filtration, concentrating under reduced pressure, and crystallization and recrystallization make the bitter glucoside of high purity Herba Swertiae bimaculatae.
Therefore, the invention provides a kind of method of extracting the bitter glucoside of Herba Swertiae bimaculatae from Herba Swertiae bimaculatae, step comprises:
(1) pulverize dry Herba Swertiae bimaculatae, and with Herba Swertiae bimaculatae, 70% ethanol (kg)/volume ratio (V)=1 by weight: 1-3 mixes, heating and refluxing extraction;
(2) behind the filter cleaner, be evaporated to no ethanol flavor;
(3) go up macroporous adsorbent resin LSA-20 (Xi'an Lanxiao Sci-Tech Co., Ltd. provides) and carry out fractionation by adsorption, and with eluate concentrating under reduced pressure drying, wherein elutriant is an ethanolic soln, and eluate is concentrated, until obtaining dry thing;
(4) add 70% ethanol and carry out heating for dissolving, add activated carbon then and decolour, concentrate again until obtaining dry thing;
(5) add 90% ethanol and carry out heating for dissolving, add excessive sherwood oil then, the ambient temperature overnight crystallization, filter crystallisate, carry out recrystallization again and get the bitter glucoside of high purity Herba Swertiae bimaculatae.
In one embodiment, in the step 1 70% ethanol (regulating about pH6.0) with 0.1mol/L hydrochloric acid, preferably under 45 ℃, carry out heated and stirred and extract.
In one embodiment, the filtration procedure of step 2 is filtered through gauze, ceramic membrane filter.Wherein, preferably three layers of filtered through gauze 2 times, ceramic membrane filter 1 time.
In one embodiment, wherein in the step 3, the elutriant of LSA-20 chromatography column is the ethanolic soln of 60-70%.
In one embodiment, add excessive sherwood oil in the step 5.
In another embodiment, 70% ethanol, the activated carbon that are added in the step 4, its volume (V)/weight (kg) ratio=14-10: 1.
In another embodiment, the crystallization of step 6 and recrystallization temperature be 4 ℃ until room temperature.
Technique effect:
1, used raw material, equipment is common common raw material, equipment in the inventive method, has avoided in the commercial process having reduced production cost widely for the dependence of expensive raw materials, instrument;
2, the parting material that adopts in this purge process is macroporous adsorbent resin LSA-20, and its separation operation process is simple, and it is cheap, easy to control to be easy to get.
3, adopt crystallization and recrystallization to carry out purifying, technology is simple, easy handling, purification efficiency height.
4, the used reagent of the present invention is chemical reagent nontoxic, cheap, volume production, the routine techniques that can utilize sophisticated reagent to reclaim in the whole process, and this has greatly reduced to the environmental emission waste.
5, through long-felt, the present invention has determined to adopt the excessive sherwood oil of adding to carry out crystallization at ambient temperature, and the purity of the bitter glucoside of Herba Swertiae bimaculatae is the highest, can reach 90.17-92.53%.
Description of drawings
Fig. 1: extract the purity HPLC graphic representation of the bitter glucoside of Herba Swertiae bimaculatae from Herba Swertiae bimaculatae, wherein ordinate zou is represented peak area, and X-coordinate is represented disengaging time.
Fig. 2: the HPLC graphic representation of the bitter glucoside standard substance of Herba Swertiae bimaculatae, wherein ordinate zou is represented peak area, X-coordinate is represented disengaging time.
Embodiment
Below, the present invention will be further detailed with embodiment, but it is not limited to any or the similar example of these embodiment.
Embodiment 1: pulverize dry Herba Swertiae bimaculatae 100kg, add 70% ethanol 300L (regulating about pH6.0) with 0.1mol/L hydrochloric acid, 45 ℃ of heating and refluxing extraction 2h, twice of three layers of filtered through gauze, ceramic membrane filter, be evaporated to 50L (no ethanol flavor), macroporous adsorbent resin LSA-20 post on the concentrated solution obtains eluate with 70% ethanol elution then, eluate is concentrated into dried.Use 70% ethanol 50L heating for dissolving again, add the 5kg grain active carbon 30min that decolours, reconcentration is to doing; after the dehydrated alcohol 2L dissolving, reheat water mixing adds excessive sherwood oil; crystallizing at room temperature 24h then, filter crystallisate, carry out recrystallization again and obtain the bitter glucoside of high purity Herba Swertiae bimaculatae.
After testing, the Agilent1100 high performance liquid chromatograph, chromatographic column is Alltimal C18 post (250mm * 4.6mm, 5 μ m), moving phase is the aqueous solution of 45% methyl alcohol, 0.025% phosphoric acid; The detection wavelength is 237nm; Flow velocity is 1ml/min; Sample size is 20 μ L.The purity of sweet theine sample is 90.56%, result such as table 1 and shown in Figure 1.
Embodiment 2: pulverize dry Herba Swertiae bimaculatae 150kg, add 70% ethanol 400L (regulating about pH6.0) with 0.1mol/L hydrochloric acid, 45 ℃ of heating and refluxing extraction 2h, twice of three layers of filtered through gauze, ceramic membrane filter, be evaporated to 60L (no ethanol flavor), macroporous adsorbent resin LSA-20 post on the concentrated solution obtains eluate with 60% ethanol elution then, eluate is concentrated into dried.Use 70% ethanol 70L heating for dissolving again, add the 5kg grain active carbon 30min that decolours, reconcentration is to doing; after the dehydrated alcohol 4L dissolving, reheat water mixing adds excessive sherwood oil; crystallizing at room temperature 24h then, filter crystallisate, carry out recrystallization again and obtain the bitter glucoside of high purity Herba Swertiae bimaculatae.Method according to embodiment 1 is carried out purity detecting, and purity is 90.17%, and the result is as shown in table 1.
Embodiment 3: pulverize dry Herba Swertiae bimaculatae 200kg, add 70% ethanol 500L (regulating about pH6.0) with 0.1mol/L hydrochloric acid, 45 ℃ of heating and refluxing extraction 2h, twice of three layers of filtered through gauze, ceramic membrane filter, be evaporated to 90L (no ethanol flavor), macroporous adsorbent resin LSA-20 post on the concentrated solution obtains eluate with 70% ethanol elution then, eluate is concentrated into dried.Use 70% ethanol 90L heating for dissolving again, add the 8kg grain active carbon 30min that decolours, reconcentration is to doing; after the dehydrated alcohol 5L dissolving, reheat water mixing adds excessive sherwood oil; crystallizing at room temperature 24h then, filter crystallisate, carry out recrystallization again and obtain the bitter glucoside of high purity Herba Swertiae bimaculatae.Method according to embodiment 1 is carried out purity detecting, and purity is 92.53%, and the result is as shown in table 1.
Embodiment 4: pulverize dry Herba Swertiae bimaculatae 400kg, add 70% ethanol 700L (regulating about pH6.0) with 0.1mol/L hydrochloric acid, 45 ℃ of heating and refluxing extraction 2h, twice of three layers of filtered through gauze, ceramic membrane filter, be evaporated to 120L (no ethanol flavor), macroporous adsorbent resin LSA-20 post on the concentrated solution obtains eluate with 60% ethanol elution then, eluate is concentrated into dried.Use 70% ethanol 100L heating for dissolving again, add the 9kg grain active carbon 30min that decolours, reconcentration is to doing; after the dehydrated alcohol 6L dissolving, reheat water mixing adds excessive sherwood oil; crystallizing at room temperature 24h then, filter crystallisate, carry out recrystallization again and obtain the bitter glucoside of high purity Herba Swertiae bimaculatae.Method according to embodiment 1 is carried out purity detecting, and purity is 92.34%, and the result is as shown in table 1.
Table 1
In conjunction with above example, the present invention compares with existing technology and has the following advantages:
1. adopt ordinary method to be prepared, required equipment is simple, easy to operate, safety.
2. do not adopt ultrasonic operation or essences such as Enzymatic Extraction, chromatography to put forward technology, so the organic solvent loss is little, environment is not polluted.
Claims (6)
1. the invention provides a kind of method of extracting the bitter glucoside of Herba Swertiae bimaculatae from Herba Swertiae bimaculatae, step comprises:
(1) pulverize dry Herba Swertiae bimaculatae, and with Herba Swertiae bimaculatae, 70% ethanol (kg)/volume ratio (V)=1 by weight: 1-3 mixes, heating and refluxing extraction;
(2) behind the filter cleaner, be evaporated to no ethanol flavor;
(3) go up macroporous adsorbent resin LSA-20 (Xi'an Lanxiao Sci-Tech Co., Ltd. provides) and carry out fractionation by adsorption, and with eluate concentrating under reduced pressure drying, wherein elutriant is an ethanolic soln, and eluate is concentrated, until obtaining dry thing;
(4) add 70% ethanol and carry out heating for dissolving, add activated carbon then and decolour, concentrate again until obtaining dry thing;
(5) add 90% ethanol and carry out heating for dissolving, add excessive sherwood oil then, the ambient temperature overnight crystallization, filter crystallisate, carry out recrystallization again and get the bitter glucoside of high purity Herba Swertiae bimaculatae.
2. according to the method for claim 1, be 70% ethanol (regulating about pH6.0) in the step 1, under 45 ℃, carry out heated and stirred and extract with 0.1mol/L hydrochloric acid.
3. according to the method for claim 1 or 2, wherein filtration procedure is filtered through gauze, ceramic membrane filter in the step 2.Wherein be three layers of filtered through gauze 2 times, ceramic membrane filter 1 time.
4. according to the method for claim 3, wherein the elutriant of LSA-20 chromatography column is the ethanolic soln of 30-80% in the step 3.
5. according to the method for claim 4,70% ethanol, the activated carbon that is added in the step 4 wherein, its volume (V)/weight (kg) ratio=14-10: 1.
6. according to the method for claim 6, wherein in the step 6 crystallization and recrystallization temperature be 4 ℃ until room temperature.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103622985A (en) * | 2013-10-18 | 2014-03-12 | 中国人民解放军第四军医大学 | New function and application of amarogentin for treating pulmonary arterial hypertension |
| CN112691136A (en) * | 2021-02-25 | 2021-04-23 | 河南比福制药股份有限公司 | Swertia extract and application thereof in preparation of antidepressant drugs |
| CN112851727A (en) * | 2021-02-08 | 2021-05-28 | 西藏天虹科技股份有限责任公司 | Method for extracting swertiamarin |
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| CN1704086A (en) * | 2004-06-03 | 2005-12-07 | 昆明聚智达医药技术有限公司 | Method for preparing drug material of swertiamarin |
| JP2006124376A (en) * | 2004-09-30 | 2006-05-18 | Kyoko Kanemura | Hair growing and restoring agent |
| CN1966511A (en) * | 2005-11-16 | 2007-05-23 | 上海诺德生物实业有限公司 | Swertiamarin monomer separation and purification method |
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2011
- 2011-05-29 CN CN2011101410141A patent/CN102241716A/en active Pending
Patent Citations (3)
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| CN1704086A (en) * | 2004-06-03 | 2005-12-07 | 昆明聚智达医药技术有限公司 | Method for preparing drug material of swertiamarin |
| JP2006124376A (en) * | 2004-09-30 | 2006-05-18 | Kyoko Kanemura | Hair growing and restoring agent |
| CN1966511A (en) * | 2005-11-16 | 2007-05-23 | 上海诺德生物实业有限公司 | Swertiamarin monomer separation and purification method |
Non-Patent Citations (1)
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103622985A (en) * | 2013-10-18 | 2014-03-12 | 中国人民解放军第四军医大学 | New function and application of amarogentin for treating pulmonary arterial hypertension |
| CN112851727A (en) * | 2021-02-08 | 2021-05-28 | 西藏天虹科技股份有限责任公司 | Method for extracting swertiamarin |
| CN112851727B (en) * | 2021-02-08 | 2022-10-21 | 西藏天虹科技股份有限责任公司 | Method for extracting swertiamarin |
| CN112691136A (en) * | 2021-02-25 | 2021-04-23 | 河南比福制药股份有限公司 | Swertia extract and application thereof in preparation of antidepressant drugs |
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