CN1245415C - Extraction of panax notoginseng leaf saponine - Google Patents
Extraction of panax notoginseng leaf saponine Download PDFInfo
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- CN1245415C CN1245415C CN 02158727 CN02158727A CN1245415C CN 1245415 C CN1245415 C CN 1245415C CN 02158727 CN02158727 CN 02158727 CN 02158727 A CN02158727 A CN 02158727A CN 1245415 C CN1245415 C CN 1245415C
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Abstract
The present invention relates to a method for extracting notoginseng stem leaf saponins. Effective components in notoginseng leaves are separated and purified by strong polar macroporous adsorbent resin; in the present invention, notoginseng stem leaves are used as raw materials, and water is used as an extraction solvent; high quality notoginseng saponin extracts can be separated from notoginseng extract liquor and purified only by a simple one-step technology of adsorption-desorption. The following is the content of each monomeric saponin in notoginseng stem leaf saponins in the product: Rg1 is equal to or more than 5%; Rb1 is equal to or more than 30%; R1 is equal to or more than 15%; the content of total saponins is equal to or more than 90%. The present invention has the advantages of little saponin loss, simple manufacturing process, no use of toxic organic solvent and low cost in lump-sum investment; the present invention is suitable for mass industrial production.
Description
Affiliated technical field
In the present invention relates to the extraction of pharmaceutically active ingredient with separate the extracting method of saponin of Radix Notoginseng leaf particularly.Utilize strong polar macroporous adsorption resin that the effective constituent of Sanchi Leaf is carried out separation and purification, having of the effective constituent saponin of Radix Notoginseng leaf silt hemostasis of extracting in the Sanchi Leaf, the effects such as analgesic therapy of invigorating blood circulation can be used for treating cardiovascular and cerebrovascular diseases.
Background technology
Pseudo-ginseng [Panax pseudoginseng var notooginseng (Burk.) Hoo ﹠amp; Tweng or Panaxnotooginseng (Burk.) F.H. has another name called Radix Notoginseng, pseudo-ginseng, mountain seven, invaluable] be distributed in the very low ranges such as Yunnan Province of China mountain of papers and Guangxi Zhuang Autonomous Region.Pseudo-ginseng is the per nnial herb of Araliaceae Araliaceae Panax Panax, it is China's tradition rare traditional Chinese medicine, used historical nearly 600 years, cultivation history is more than 400 years, main product is in Yunnan, in Guangxi, also there is a small amount of plantation in Hunan and Sichuan, eats the homology plant as a kind of doctor, all be considered to have since ancient times nourishing, strong, enrich blood, effect such as Repercusion analgesia, styptic powder silt.Modern study finds that the major function of pseudo-ginseng is prevention and treatment cardiovascular and cerebrovascular diseases, and hepatopathy and cancer are also had curative effect preferably.Since to the particular requirement of ecotope, the existing very little part area that only is distributed near the China of tropic of Cancer west and south.Along with lasting expansion and the Ecological environment worsening of market to the pseudo-ginseng demand, the pseudo-ginseng wild resource is day by day deficient.Some area is listed pseudo-ginseng in " the precious and plant register of frequently endangering " as Tibet, and the medicinal material that substitutes of seeking pseudo-ginseng also is trend of the times.
In recent years pharmacological research shows, the notoginseng haulm saponin(e has similar pharmacological action to the Radix Notoginseng saponin(e: calm the nerves, step-down, analgesia, anti-inflammatory, effect such as antitumor, its toxicity is lower, and safety range is bigger, so the effect of saponin of Radix Notoginseng leaf and effect are attracted attention day by day.The tool preliminary investigation, pseudo-ginseng 5.4 * 10 is planted in Yunnan Province at present
4m
2The about 1500t of notoginseng haulm gathers every year, but only there is 5% cauline leaf to be utilized, most of resource is dropped, existing market is that medicine seven leaf mind tranquilizing tablets of development of raw materials etc. are the primary extract of saponin of Radix Notoginseng leaf with the notoginseng haulm, tea electuary, makeup, nutritious prod etc. are the lower product of the hierarchy of skill, therefore further carry out the saponin of Radix Notoginseng leaf deep level development is had profound significance and wide prospect.
The method that the extraction arasaponin is generally adopted from notoginseng haulm has alcohol extracting method, alcohol extracting-resin method, water extracting alcohol to carry-resin method at present, and gained leaching thing (extract) purity is not high, the dark yellow or brown of color.Wei Jiasong etc. are raw material with the notoginseng haulm through water boil, filtration, adding settling agent, handle to extract through ethanol, methyl alcohol, ether again and obtain the Radix Notoginseng total arasaponins product (novel technology for extracting of pseudo-ginseng stem and leaf total saponins.Guangxi Medical College's journal, 1991; 8 (2): 148-150); Employing alumina column chromatographies such as Paci, Different concentrations of alcohol wash-out, acetone treatment have obtained the higher saponin(e product (Total saponinextraction from Panax Ginseng_laves and flowers are extracted with alxohol and the residuepassed through alumina.GB 1378278 CH584233) of purity.Geng Jialing etc. by the Sanchi Leaf water extraction, concentrate, absorption with macroporous adsorbent resin, wash-out, combination resin decolouring, dry product (development and utilization of Folium Notoginseng glycoside. Yunnan University of Traditional Chinese Medicine's journal, 2001; 9 (4) 7-8).Above-mentioned preparation method is by the cooperation of clarification, decolouring or chromatography, decolouring, though obtained having the arasaponin product of higher degree, technology is comparatively loaded down with trivial details.Every increase by one procedure can make product loss about 5% in the traditional Chinese medicine extraction process.Therefore we can say, though above technology has obtained the product of higher degree, is the cost that drops to productive rate.Therefore how when obtaining high purity product, to reduce the loss of compound components of panax notoginseng, also become the problem that medical producer generally is concerned about.
By thin-layer chromatography, high performance liquid chromatography the saponin constituent in Sanchi Leaf and the Radix Notoginseng has been carried out analyzing relatively, the results are shown in Figure 1,2.The result shows; The main effective constituent basically identical of Sanchi Leaf and Radix Notoginseng, but each composition shared ratio in total saponins has certain variation, only with regard to Rg1, R1, four kinds of main effective constituents of Re, Rb1, in the Radix Notoginseng based on Rg1, R1 composition, in the Sanchi Leaf based on the Rb1 composition.Different basic substances has also just determined the special emphasis of they pharmacological actions.Thus, Sanchi Leaf can replace pseudo-ginseng to be used as medicine aspect some disease of treatment.
Summary of the invention
The extracting method that the purpose of this invention is to provide a kind of saponin of Radix Notoginseng leaf.The present invention adopts water extraction, macroporous resin adsorption, wash-out, exsiccant simple production technology both can obtain high purity, high yield, steady quality, the compound white saponin of Radix Notoginseng leaf product that coloury ginsenoside Rg1, Rb1 and arasaponin R1 are formed, with it is the Chinese medicine preparation that raw material is made, and will satisfy the requirement of modernized Chinese medicine fully.Saponin(e of the present invention loss is little, technology simply, is not used toxic organic solvent, " adsorption-desorption " single stage method only, and the one-time investment cost is low, be easy to industrialized production.
The present invention includes following step:
1) Sanchi Leaf is pulverized, 1-24h is extracted in the water heating, filter clear aqueous solution; Institute's water is 10 ℃-100 ℃.
2) strong polar macroporous adsorbent resin column (the ADS-3 resin is synthesized by Nankai University's polymer) is equipped with in the clear aqueous solution feeding, with the water washing of pH2-8, the ethanolic soln wash-out of 10%-95%; The flow velocity of absorption, washing, desorb be 0.5-5 bed volume/hour; The flow velocity of preferred absorption, washing, desorb be 0.5-2.5 bed volume/hour.
3) stripping liquid promptly gets white products through concentrating under reduced pressure, vacuum-drying.
Described resin is that strong polarity primary amine groups polymeric adsorbent is the ADS-3 resin; The volume ratio of described raw material weight and resin is 1: 2～10 (grams per milliliters), preferred 1: 2～5; Described resin column footpath and post height ratio are 1: 1～20.
The preparation method of described strong polarity primary amine groups polymeric adsorbent:
Synthesizing of ADS-3 resin: oil phase system: the reaction monomers divinylbenzene, vinylbenzene is pore-creating agent with toluene, gasoline, liquid wax etc., 0.5%-1%BPO is an initiator, is mixed; Aqueous phase system: get 4-6 doubly to the water of oil phase, add the aqueous phase system that 0.5%-1% dispersion agent (gelatin or polyvinyl alcohol) is formed.
The preparation of St-DVB Archon: water is warming up to 45 ℃, stirs dispersion agent is dissolved fully, adds the methyne orchid, stops to stir; Add oil phase in aqueous phase, stir (100-300 rev/min), be warming up to 78 ℃-80 ℃ then, reacted 1-2 hour,, be warming up to 85 ℃ of reactions 3 hours, be warming up to 90-95 ℃ and boiled ball 6 hours with same heat-up rate to suitable particle size; Go out ball, hot wash, dry, the sherwood oil extracting, dry naturally.
The preparation of chlorine ball: get the gained Archon, add chloromethyl ether or ethylene dichloride, swelling 12 hours, cryosel is bathed and is added catalyst S nCl down
4, sampling is surveyed cl content to 1%-20% in the reaction process, goes out ball, and washing, ethanol extracting are dried about 8 hours naturally.
The amination of chlorine ball: get gained chlorine ball with ethylene dichloride or ethanol equal solvent swelling, stir and add the 5-50g urotropine down, transfer PH7-10 with 20%NaOH, in 40 ℃ of reactions 6-12 hour, add ammoniacal liquor then and continue reaction 1-2 hour, add concentrated hydrochloric acid again in 45 ℃ of reactions 2-4 hour, go out ball, with buck, be washed to neutrality.Promptly making skeletal density is 1.00-1.30, and water content is 50-65%, and specific surface area is 100-600m
2/ g, granularity is the 30-120 order, mean pore size is the ADS-3 resin of 4-40nm.
The advantage that the present invention compared with prior art has is: the present invention is according to the constructional feature of the composition and the saponin of Radix Notoginseng leaf of Sanchi Leaf ingredient, synthetic decolouring, the desalination function polymeric adsorbent of having---strong polarity primary amine groups polymeric adsorbent (ADS-3), its synthetic method is seen embodiment 1.Only promptly obtain the composite prod of each monomer saponin of high purity Sanchi Leaf by " adsorption-desorption " single stage method simple production technology, reached when making Chinese medicine pseudo-ginseng active principle obtain making with extra care purifying, do not influence again its be used for disease prevention and when treatment specific aim and many targets property, kept the Chinese medicine characteristic well; Compare with traditional solvent extration, technology is simple, do not use toxicity and volatile organic solvent in the technical process, and safe and reliable, production cost is lower.
The present invention compares with other polymeric adsorbent or chromatography, does not need being used of solvent extraction or desalination bleaching resin, has simplified production technique greatly, has improved productive rate, and a step can obtain that color and luster is good, content is high, stay-in-grade product.Main effective constituent contains Rg1 〉=5%, Rb
1〉=30% and Panax Notoginseng saponin R
1〉=15% (HLPC test), total saponin content 〉=90% (UV records).
The arasaponin that the present invention extracts not only can be used for prevention and treatment cardiovascular and cerebrovascular diseases, especially with the result of treatment the best to cerebrovascular disease, and can be used for other hemorrhage and extravasated blood treatment of diseases.The intermediate that the present invention extracts can be made oral preparations and injection, also can replace pseudo-ginseng to be used as medicine, for Chinese medicine the modernization exploitation a new small stream footpath is provided.
Description of drawings
The thin-layer chromatogram of Fig. 1 Sanchi Leaf and root (1.Rg1, R1, Rb1 reference substance; 2. Folium Notoginseng total arasaponins; 3. Radix Notoginseng total saponins).
The high-efficient liquid phase chromatogram of Fig. 2 Radix Notoginseng and leaf (1.Rg1,2.Re, 3.R1,4.Rb1), A are the HLPC figure of Radix Notoginseng, the HLPC figure that B is Sanchi Leaf.
Embodiment
Synthesizing of ADS-3 resin: the preparation of oil phase system: take by weighing reaction monomers divinylbenzene 80g, vinylbenzene 20g is a pore-creating agent with 150% toluene and liquid wax (1: 1), and 1%BPO is an initiator, is mixed; The configuration of aqueous phase system: get 5 times of water, add the aqueous phase system that 1% gelatin or polyvinyl alcohol are formed to oil phase.Experimentation is as follows:
The preparation water of step 1:St-DVB Archon is warming up to 45 ℃, under stirring dispersion agent is dissolved fully, drips 6 methyne orchids, stops to stir.Add oil phase in aqueous phase, regulate and stir (250 rev/mins) to suitable particle size, the speed with 1 ℃/2min is warming up to 78 ℃-80 ℃ then, reacts 2 hours, with same heat-up rate, is warming up to 85 ℃ of reactions 3 hours, is warming up to 90-95 ℃ and boils ball 6 hours.Go out ball, hot wash, dry, the sherwood oil extracting, dry naturally.
Step 2: step 1 gained Archon 50g is got in the preparation of chlorine ball, adds 100ml chloromethyl ether, 100ml ethylene dichloride by a certain percentage, swelling 12 hours, and cryosel is bathed and is added catalyzer (SnCl down
4) about 20ml, sampling is surveyed cl content to specialized range (1%-20%) in the reaction process, goes out ball, and washing, ethanol extracting are dried about 8 hours naturally.
Step 3: step 2 gained chlorine ball 50g is got in the amination of chlorine ball, with ethylene dichloride, ethanol equal solvent swelling, stir and add an amount of 25g urotropine down, regulate PH10 with 20%NaOH, in 40 ℃ of reactions 12 hours, add ammoniacal liquor then and continue reaction 2 hours, add the capacity concentrated hydrochloric acid again in 45 ℃ of reactions 4 hours, go out ball, with buck, be washed to neutrality.
Promptly making skeletal density by above step is 1.00-1.30, and water content is 50-70%, and specific surface area is 100-600m
2/ g, granularity is the 30-120 order, mean pore size is the ADS-3 resin of 4-40nm.Reaction formula is as follows:
20 gram Sanchi Leafs are pulverized, 40 ℃ of hot water extraction, extracting solution is concentrated into 100ml, filtering clear aqueous solution.The aqueous solution that obtains is fed the resin column (post footpath 15mm is equipped with the 50ml resin) that the ADS-3 resin is housed, with the water washing of 100ml, the alcohol desorption of 200ml 70%.The flow velocity of absorption, washing, desorb be 1 times of bed volume/hour.Stripping liquid promptly gets white powder saponin of Radix Notoginseng leaf extract 1.79g through concentrating under reduced pressure, vacuum-drying, pulverizing, and productive rate is 8.94%.Analyze through Waters484 type High Performance Liquid Chromatography, the result is: product purity is Rg
16.27%, Rb
132.0% and R
115.6%.UV analyzes, and total saponin content is 91.4%.
20 gram Sanchi Leafs are pulverized, extracted under the room temperature, be concentrated into 120ml, filtering clear aqueous solution.The aqueous solution that obtains is fed the resin column (post footpath 15mm is equipped with the 80ml resin) that the ADS-3 resin is housed, with the water washing of 160ml, with the alcohol desorption of 300ml 50%.The flow velocity of absorption, washing, desorb be 0.5 times of bed volume/hour.Stripping liquid promptly gets white powder arasaponin extract 1.72g through concentrating under reduced pressure, vacuum-drying, pulverizing, and productive rate is 8.71%.Analyze through Waters484 type High Performance Liquid Chromatography, the result is: product purity is the ginsenoside Rg
16.89%, Rb
132.8% and R
116.1%.UV analyzes, and total saponin content is 94.2%.
20 gram Sanchi Leafs are pulverized, and boiling water extraction is concentrated into 100-120ml, and concentrated solution was placed 12 hours, filter clear aqueous solution.The aqueous solution that obtains is fed the resin column (post footpath 15mm is equipped with the 80ml resin) that the ADS-3 resin is housed, with the water washing of 160ml, with the alcohol desorption of 300ml 70%.The flow velocity of absorption, washing, desorb be 1 times of bed volume/hour.Stripping liquid promptly gets white powder arasaponin extract 1.81g through concentrating under reduced pressure, vacuum-drying, pulverizing, and productive rate is 9.04%.Analyze through Waters484 type High Performance Liquid Chromatography, the result is: product purity is Rg
16.12%, Rb
130.5% and R
115.3%.UV analyzes, and total saponin content is 91.0%.
Embodiment 5
The 10kg Sanchi Leaf is pulverized, 40 ℃ of hot water extraction, extracting solution is concentrated into 60L, filter clear aqueous solution.The aqueous solution that obtains is fed the resin column (post footpath 500mm is equipped with the 30L resin) that the ADS-3 resin is housed, with the water washing of 60L, with the alcohol desorption of 120L 50%, the flow velocity of absorption, washing, desorb be 1 times of bed volume/hour.Stripping liquid promptly gets white powder saponin of Radix Notoginseng leaf extract 792g through concentrating under reduced pressure, vacuum-drying, pulverizing, and productive rate is 7.92%.Analyze through Waters484 type High Performance Liquid Chromatography, the result is: product purity is the ginsenoside Rg
16.06%, Rb
130.2% and Panax Notoginseng saponin R
115.1%.UV analyzes, and total saponin content is 90.5%.
Claims (5)
1, a kind of extracting method of saponin of Radix Notoginseng leaf is characterized in that it comprises the steps:
1) Sanchi Leaf is pulverized, 1-24h is extracted in the water heating, filter clear aqueous solution;
2) clear aqueous solution is fed in the resin column that strong polarity primary amine groups polymeric adsorbent is housed adsorb the water washing of pH2-8, the ethanolic soln desorb of 10-95%; The flow velocity of absorption, washing, desorb be 0.5-2.5 bed volume/hour;
3) stripping liquid promptly gets white products through concentrating under reduced pressure, vacuum-drying, and products obtained therefrom comprises ginsenoside Rg1 〉=5%, Rb
1〉=30% and Panax Notoginseng saponin R
1〉=15%; Folium Notoginseng total arasaponins content 〉=90%.
2, the extracting method of saponin of Radix Notoginseng leaf according to claim 1 is characterized in that the described institute of step 1) water is 10 ℃-100 ℃.
3, the extracting method of saponin of Radix Notoginseng leaf according to claim 1, the volume that it is characterized in that described raw material weight and resin are 1: 2～5, grams per milliliter.
4, the extracting method of saponin of Radix Notoginseng leaf according to claim 1 is characterized in that described resin column footpath and post height ratio are 1: 1～20.
5, the extracting method of saponin of Radix Notoginseng leaf according to claim 1 is characterized in that the preparation method of described strong polarity primary amine groups polymeric adsorbent comprises the steps:
The oil phase system: the reaction monomers divinylbenzene, vinylbenzene is pore-creating agent with toluene, gasoline or liquid wax, 0.5%-1%BPO is an initiator, is mixed; Aqueous phase system: get 4-6 doubly to the water of oil phase, add 0.5%-1% dispersion agent gelatin or polyvinyl alcohol and form aqueous phase system;
The preparation of Archon: water is warming up to 45 ℃, stirs dispersion agent is dissolved fully, adds the methyne orchid, stops to stir; Add oil phase in aqueous phase, stir, 100-300 rev/min, to suitable particle size, be warming up to 78 ℃-80 ℃ then, reacted 1-2 hour, with same heat-up rate, be warming up to 85 ℃ of reactions 3 hours, be warming up to 90-95 ℃ and boiled ball 6 hours; Go out ball, hot wash, dry, the sherwood oil extracting, dry naturally;
The preparation of chlorine ball: get the gained Archon, add chloromethyl ether or ethylene dichloride, swelling 12 hours, cryosel is bathed and is added catalyst S nCl down
4, sampling is surveyed cl content to 1%-20% in the reaction process, goes out ball, and washing, ethanol extracting 8 hours are dried naturally;
The amination of chlorine ball: get gained chlorine ball with ethylene dichloride or alcohol solvent swelling, stir and add the 5-50g urotropine down, transfer PH7-10 with 20%NaOH,, add ammoniacal liquor then and continue reaction 1-2 hour in 40 ℃ of reactions 6-12 hour, add 45 ℃ of reactions of concentrated hydrochloric acid 2-4 hour again, go out ball, with buck, be washed to neutrality, promptly making skeletal density is 1.00-1.30, water content is 50-65%, and specific surface area is 100-600m
2/ g, granularity is the 30-120 order, mean pore size is the strong polarity primary amine groups polymeric adsorbent of 4-40nm.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02158727 CN1245415C (en) | 2002-12-26 | 2002-12-26 | Extraction of panax notoginseng leaf saponine |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 02158727 CN1245415C (en) | 2002-12-26 | 2002-12-26 | Extraction of panax notoginseng leaf saponine |
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|---|---|
| CN1424321A CN1424321A (en) | 2003-06-18 |
| CN1245415C true CN1245415C (en) | 2006-03-15 |
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ID=4753172
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 02158727 Expired - Fee Related CN1245415C (en) | 2002-12-26 | 2002-12-26 | Extraction of panax notoginseng leaf saponine |
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Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1771978B (en) * | 2004-11-09 | 2011-06-08 | 成都华神集团股份有限公司制药厂 | Notoginseng triol-saponin composition and its preparation and use |
| CN1919250B (en) * | 2005-08-24 | 2011-08-10 | 天津天士力制药股份有限公司 | Traditional Chinese medicinal formulation for treating cardiovascular and cerebrovascular disease |
| CN101829549B (en) * | 2010-04-02 | 2012-11-07 | 南开大学 | Uniform-hole amine resin and preparation and application method thereof |
| CN102391346B (en) * | 2011-08-08 | 2016-01-20 | 上海市奉贤区中心医院 | A kind of volatile oil saponins compound and uses thereof |
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2002
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