CN103610708A - Preparation technology of low-acidity and high-purity terpene lactone extract in gingko root and bark - Google Patents
Preparation technology of low-acidity and high-purity terpene lactone extract in gingko root and bark Download PDFInfo
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Abstract
The invention discloses a preparation technology of a low-acidity and high-purity terpene lactone extract in gingko root and bark. The technology comprises the following steps: by taking gingko root and bark as raw materials, crushing into coarse powder; adding high-concentration ethanol to extract, concentrating, adding water to dilute, adsorbing by polyamide adsorption resin and eluting; concentrating an eluate, recrystallizing by ethanol, and separating the obtained coarse crystal by high-performance liquid chromatography, so as to prepare the terpene lactone extract, wherein the total lactone content is greater than or equal to 95%, and the total ginkgo acid content is smaller than or equal to 1ppm. By adopting the method disclosed by the invention, the defects of the existing production technology are overcome, and the method has the characteristics of being stable and controllable in production technology, simple and convenient to operate, high and stable in product quality, high in product yield, low in production cost and the like; the gingko root and bark can be changed into precious resources, so as to fully exert the economical value.
Description
Technical field
The preparation technology who the present invention relates to low sour high-purity terpene lactones extract in a kind of Cortex Ginkgo, belongs to Chinese medicine preparation technical field.
Background technology
Folium Ginkgo terpene lactones is distinctive important activity compound in a class Folium Ginkgo and Cortex Ginkgo, sesquiterpene lactones and diterpenoid-lactone, consists of, and main component comprises ginkalide A, ginkalide B, ginkalide C, bilobalide J and bilobalide.Ginkgoic acid (GA) is the toxic and side effects composition in Folium Ginkgo extract, has the effects such as sensitization, cytotoxicity and immunotoxicity, and human health is existed to potential hazard, is mainly present in Folium Ginkgo, ginkgo nut and Cortex Ginkgo; Germany started in 1997 strictly to limit that in gingko leaf preparation, GA level is below 5ppm, and European Pharmacopoeia has been continued to use the GA limit requirement of 5ppm in GBE standard, and Chinese Pharmacopoeia version in 2010 also limits GA content in GBE should be below 10ppm.
Folium Ginkgo terpene lactones has anticoagulant, suppresses thrombosis, protects the effects such as vascular endothelial cell, coronary artery dilator, is strong platelet activating factor (PAF) antagonist.In bilobalide, each lactone role is different, wherein the PAF(platelet activating factor of ginkalide B) the activity of the anti-PAF of selectivity the strongest, be secondly ginkalide A and ginkalide C; Ginkalide A has angst resistance effect, and ginkalide B and C do not have angst resistance effect; Bilobalide is nervous system, psychotic medicine, and the moronism phenomenon occurring is with age had to unusual curative effect, is also used for the treatment of neuropathy, encephalopathy and myelopathy, symptom comprises: paraesthesia, collapse from physical exhaustion or peralytic dementia, and improper neural reflex, amyotrophy, muscle spasm, trembles, superficiality or the imbalance of degree of depth sensitivity, headache and extremity pain, language imbalance, vision and audition imbalance, profound dizzy, nervous disorder and shortage centrality, hypomnesis and disorientation etc.
Folium Ginkgo terpene lactones extract is except as pharmaceutical raw material, also by a large amount of exploitations for health product and food, be used as abroad a kind of good dietary supplement and use in a large number, therefore at home, in recent years, on domestic and international market, the demand of terpene lactones extract is constantly increased.And the terpene lactones extract of the overwhelming majority derives from Folium Ginkgo in the market, less for the exploitation of lactone extract in Cortex Ginkgo.
Because Determination of ginkgolides is high compared with content in Cortex Ginkgo, and Terpene Lactones in Extract Ginkgo biloba L content reaches 6-12%, therefore the preparation of most terpene lactones extract all from Folium Ginkgo or Folium Ginkgo extract separation obtain, relevant bibliographical information is also a lot, but the cost of material of Folium Ginkgo or extract is higher.Because terpene lactones total content in Cortex Ginkgo is only about 0.1-0.2%, generally by common people, regarded as waste disposal, and the terpene lactones extract price of purity >=90% is tens thousand of to 100,000 yuan of per kilograms on market, the cheap Cortex Ginkgo of take is prepared high-purity terpene lactones extract as raw material industrialization and is had larger potential market.
Through retrieval, document and the patent about Cortex Ginkgo terpene lactones extract, prepared are at present less, for example in document < < Cortex Ginkgo, in terpene lactones Study on extraction > >, only having investigated the Extraction technique that root bark lactone content is measured, is not large production technology.In the preparation technology of part Study report, adopt water, alkaline soak or reflux, extract, as the extracting method of patent 97107809.2 < < bilobalides and the preparation > > that contains bilobalide, the extraction process for purification > > of a 201110071505.3 < < bilobalide and 201210116022.5 < < extract separating bilobalide A, B, C, J, the technique > > of M and bilobalide, because Folium Ginkgo terpene lactones polarity is less, be insoluble in water, be soluble in ethanol, the organic solvents such as methanol, therefore adopt the lactone rate of transform of extraction process by water far below alcohol extraction process, extraction efficiency is lower, and potass extraction also can destroy the wherein higher bilobalide of content.Part Study also has for GA wherein, the separation of GC monomer, as mono-kind of patent 201010294667.9 < < extracts ginkalide A from ginkgo root bark, the processing technology > > of C is separated from Cortex Ginkgo with 201110067186.9 < <, the method > > of purification ginkalide C, it is relatively complicated that monomer is prepared separated technique, other terpene lactones compositions have been lost simultaneously, production cost is far above the preparation cost that mixes lactone, large production adopts organic solvent extraction to have relatively high expectations to production equipment, there is certain hidden danger in safety, and lactone GA, the market demand that the market demand of GC monomer exploitation can not show a candle to lactone extract is large, be not suitable for preparation in enormous quantities.
Summary of the invention
The object of the invention is to: utilize cheap Cortex Ginkgo raw material, provide that a kind of stable processing technique is controlled, easy and simple to handle, the finished product rate of transform is high, product quality is high and the preparation technology of stable, production cost is lower high-purity Semen Ginkgo terpene lactones, Cortex Ginkgo is turned waste into wealth, give full play to its economic worth.
To achieve these goals, the technical solution used in the present invention comprises:
The invention provides the preparation technology of low sour high-purity terpene lactones extract in a kind of Cortex Ginkgo, take Cortex Ginkgo as raw material, Cortex Ginkgo is pulverized, and adds alcoholic solution and extracts; Extracting solution is concentrated, and thin up, through polycaprolactam adsorption and desorption by resin; Collect absorption residual liquid and water elution liquid, concentrated, with ethyl alcohol recrystallization; Separated through high performance liquid chromatography, obtain terpene lactones extract, its total lactone content >=95%, total ginkgolic acids content≤1ppm, the finished product rate of transform is high, and the permanent stability of technique is good.
Concrete steps of the present invention are as follows:
Step 1, ethanol extraction: get the Cortex Ginkgo after pulverizing, adding the mass fraction that 10-15 doubly measures is 60-80% ethanol water reflux, extract, 2-3 time, and extracting solution is concentrated into without alcohol, obtains concentrated solution; Wherein ethanol content < 5%.
Because fibre composition in root bark is more, degree of grinding is different can directly affect extraction efficiency, and therefore the root bark after pulverizing of the present invention is clearly: be crushed to coarse powder, cross 24 mesh sieves.
The 60-80% ethanol water reflux, extract, that described 10-15 doubly measures 2-3 time, optimum condition is for by 70% ethanol water heating and refluxing extraction of 12 times of amounts 3 times.
Step 2, polycaprolactam resin purification: concentrated solution adds purified water, and to be diluted to density be 1.0-1.1g/mL(50 ℃), upper polycaprolactam resin, adds the water elution of 3-4 times of column volume, collects absorption residual liquid and water elution liquid, concentrated, obtains thick paste.
It is 1.01-1.03 g/mL(50 ℃ that described upper prop liquid is preferably diluted to density).
Described polyamide granularity is 100-200 order.
The consumption optimum condition of described washing is the purified water eluting that adds 3 times of column volumes.
Gained thick paste density is 1.2-1.5 g/mL(50 ℃), optimum condition is 1.3-1.4 g/mL.
Step 3, the preparation of coarse crystallization: it is 20-40% that thick paste adds a certain amount of ethanol to solution concentration, and 60 ℃ of heating in water bath dissolve it completely, filters, and filtrate is put refrigerator cold-storage, recrystallization; After crystallization, mother solution repetitive operation again, obtains coarse crystallization;
Described ethanol water optimum condition is 30% ethanol water.
Described refrigerator cold-storage condition is 0-4 ℃, preserves 8-12h; Preferably recrystallization refrigerator cold-storage condition is 0-2 ℃.
Preferably mother solution recrystallization number of times is 3 times.
Step 4, preparation separation: coarse crystallization is dissolved with appropriate methanol-water, separated through high performance liquid chromatography, repeat sample introduction, esteratic site flow point in merging, concentrating under reduced pressure, is dried, and obtains the terpene lactones extract of purity >=95%.
Described appropriate methanol-water dissolves, and optimum condition is to add the methanol aqueous solution that mass fraction is 60-80%, and tepidarium heating, makes it in supersaturation dissolved state.
Described high performance liquid chromatography is separated, and optimum condition is for adopting C18 preparative hplc post, and mobile phase is 30-50% methanol-water, ultraviolet detection wavelength is 218nm, and flow velocity is 200-500mL/min, and sample size is 50-100mL/ time, repeat sample introduction, collect five lactone flow points between BB to GB.
One of the preferred drying under reduced pressure of described drying mode, lyophilization or microwave drying.
The preparation technology of low sour high-purity terpene lactones extract in Cortex Ginkgo of the present invention, in step 1, adopt 60-80% ethanol water as extracting solvent, guaranteeing that lactone extracts completely in situation, abandoned entering of the large polar component of part, reduced interference, this is also that research technique does not need one of principal element adopting organic solvent extraction.
Step 2 adopts polycaprolactam resin to carry out purification, can remove part liposoluble constituent, to reduce its interference to recrystallization process, especially the known toxicity composition ginkgoic acid in root bark has been carried out to effective removal, for guaranteeing that Product quality and safety has played good control action.
Step 3 is by the several recrystallization of low alcoholic degree ethanol, and the total lactone rate of transform in gained coarse crystallization reaches more than 80%, and total lactone content reaches 95% left and right, has reached good recrystallization effect.
Step 4 adopts high performance liquid chromatography separated, collection from BB to GB at the lactone flow point of 5 interior compositions, separation requirement is much lower more than separating monomer just, mobile phase methanol-the water adopting can repeat to recycle, significantly reduced production cost, preparation amount can reach production requirement more than feather weight, meets and produces expection.
The preparation technology of low sour high-purity terpene lactones extract in a kind of Cortex Ginkgo that the present invention proposes, tool has the following advantages:
1. the high-purity Semen Ginkgo terpene lactones extract of producing by the present invention, total lactone content >=95%, total ginkgolic acids content≤1ppm, product quality is high and stable;
2. the finished product rate of transform of the present invention is high, and as total lactone rate of transform reaches more than 80%, total lactone content reaches more than 95%;
3. the inventive method is without the need for machine solvent extraction, have production technology safely, stablize controlledly, easy and simple to handle, production cost is lower, good in economic efficiency advantage.
specific embodiments:
The following examples, for further illustrating and describe the present invention, but and do not mean that the present invention shows fully in this.The arbitrarily concrete numerical value that in embodiment, value is scope of the present invention, is and can implements.
The bilobalide content assaying method that this research adopts is shown in the relevant item of < < Chinese Pharmacopoeia > > Folium Ginkgo extract; The chromatographic condition of high performance liquid chromatogram separation is as follows:
Chromatographic column: Agilent C18 pursuit preparative hplc post;
Mobile phase: 30-50% methanol-water;
Ultraviolet detection wavelength: 218nm;
Flow velocity: 200-500mL/min;
Sample size: 50-100mL/ time.
Embodiment 1
Cortex Ginkgo, roguing, is crushed to coarse powder (crossing 24 mesh sieves), get Cortex Ginkgo coarse powder 100kg, adding mass fraction is 60% ethanol 1000kg, heating and refluxing extraction 2 times, merge extracted twice liquid, be evaporated to without alcohol (ethanol content is less than 5%), obtain concentrated solution; Being diluted with water to 50 ℃ of lower densities is 1.0g/mL, and 100 order polycaprolactam resin absorptioies on diluent, with the purified water eluting of 3 times of column volumes, are collected absorption residual liquid and water elution liquid, are evaporated to density 1.25g/mL(50 ℃), obtain thick paste; Adding a certain amount of ethanol to solution concentration is that 20%, 60 ℃ of heating in water bath dissolves it completely, filters, and filtrate is put rapidly refrigerator cold-storage 8h, recrystallization, and its refrigerator cold-storage temperature is 0-4 ℃; After recrystallization, mother solution, again according to above-mentioned recrystallization method recrystallization 3 times repeatedly, merges all crystallizations, obtains coarse crystallization; Coarse crystallization is separated through high performance liquid chromatography, repeats sample introduction, merges five lactone flow points collecting between BB to GB, and concentrated, drying under reduced pressure (60 ℃/0.08MPa), obtains high-purity Semen Ginkgo terpene lactones extract.The total lactone rate of transform of product is 80.7%, and total lactone content is 96.2%, and total ginkgolic acids content is 0.52ppm.
Embodiment 2
Get Cortex Ginkgo coarse powder 100kg, add 80% ethanol 1200kg, heating and refluxing extraction 3 times, merge extracted twice liquid, be evaporated to without alcohol, being diluted with water to 50 ℃ of lower densities is 1.05g/mL, 200 order polycaprolactam resin absorptioies on diluent, with the purified water eluting of 4 times of column volumes, collect absorption residual liquid and water elution liquid, be evaporated to density 1.42g/mL(50 ℃), adding a certain amount of ethanol to solution concentration is that 40%, 60 ℃ of heating in water bath dissolves it completely, filters, filtrate is put rapidly refrigerator cold-storage 12h, recrystallization.After recrystallization, mother solution recrystallization 3 times repeatedly again, merges all crystallizations, obtains coarse crystallization.Coarse crystallization is separated through high performance liquid chromatography, repeats sample introduction, merges five lactone flow points collecting between BB to GB, and concentrated, drying under reduced pressure, obtains high-purity Semen Ginkgo terpene lactones extract.Total lactone rate of transform is 86.1%, and total lactone content is 97.1%, and total ginkgolic acids content is 0.37ppm.
Embodiment 3
Get Cortex Ginkgo coarse powder 500kg, add 70% ethanol 7500kg, heating and refluxing extraction 3 times, merge extracted twice liquid, be evaporated to without alcohol, being diluted with water to 50 ℃ of lower densities is 1.10g/mL, 300 order polycaprolactam resin absorptioies on diluent, with the purified water eluting of 4 times of column volumes, collect absorption residual liquid and water elution liquid, be evaporated to density 1.31g/mL(50 ℃), adding a certain amount of ethanol to solution concentration is that 30%, 60 ℃ of heating in water bath dissolves it completely, filters, filtrate is put rapidly refrigerator cold-storage 10h, recrystallization.After recrystallization, mother solution recrystallization 3 times repeatedly again, merges all crystallizations, obtains coarse crystallization.Coarse crystallization is separated through high performance liquid chromatography, repeats sample introduction, merges five lactone flow points collecting between BB to GB, and concentrated, drying under reduced pressure (60 ℃/0.08MPa), obtains high-purity Semen Ginkgo terpene lactones extract.Total lactone rate of transform is 84.3%, and total lactone content is 95.8%, and total ginkgolic acids content is 0.69ppm.
Embodiment 4
Get Cortex Ginkgo coarse powder 500kg, add 75% ethanol 6000kg, heating and refluxing extraction 3 times, merge extracted twice liquid, be evaporated to without alcohol, being diluted with water to 50 ℃ of lower densities is 1.04g/mL, 100 order polycaprolactam resin absorptioies on diluent, with the purified water eluting of 4 times of column volumes, collect absorption residual liquid and water elution liquid, be evaporated to density 1.29g/mL(50 ℃), adding a certain amount of ethanol to solution concentration is that 30%, 60 ℃ of heating in water bath dissolves it completely, filters, filtrate is put rapidly refrigerator cold-storage 10h, recrystallization.After recrystallization, mother solution recrystallization 3 times repeatedly again, merges all crystallizations, obtains coarse crystallization.Coarse crystallization is separated through high performance liquid chromatography, repeats sample introduction, merges five lactone flow points collecting between BB to GB, and concentrated, drying under reduced pressure, obtains high-purity Semen Ginkgo terpene lactones extract.Total lactone rate of transform is 85.3%, and total lactone content is 96.4%, and total ginkgolic acids content is 0.28ppm.
Embodiment 5
Get Cortex Ginkgo coarse powder 500kg, add 75% ethanol 5500kg, heating and refluxing extraction 3 times, merge extracted twice liquid, be evaporated to without alcohol, being diluted with water to 50 ℃ of lower densities is 1.07g/mL, 200 order polycaprolactam resin absorptioies on diluent, with the purified water eluting of 4 times of column volumes, collect absorption residual liquid and water elution liquid, be evaporated to density 1.35g/mL(50 ℃), adding a certain amount of ethanol to solution concentration is that 30%, 60 ℃ of heating in water bath dissolves it completely, filters, filtrate is put rapidly refrigerator cold-storage 10h, recrystallization.After recrystallization, mother solution recrystallization 3 times repeatedly again, merges all crystallizations, obtains coarse crystallization.Coarse crystallization is separated through high performance liquid chromatography, repeats sample introduction, merges five lactone flow points collecting between BB to GB, and concentrated, drying under reduced pressure (60 ℃/0.08MPa), obtains high-purity Semen Ginkgo terpene lactones extract.Total lactone rate of transform is 84.6%, and total lactone content is 95.8%, and total ginkgolic acids content is 0.74ppm.
Embodiment 6
Preparation method according to the extraction process for purification > > of a number of patent application 201110071505.3 < < bilobalide is measured the rate of transform that makes finished product, the content of lactone.Specific as follows:
Get after Cortex Ginkgo is pulverized and cross 40 mesh sieves, take 50kg, add sodium acetate solution 200L, soak 3 hours, filter, discard filtrate, obtain filtering residue; Filtering residue adds 50-70 ℃ of hot water lixiviate 3 times, each heating water 300L, and extraction time is 4 hours/time, filters, and obtains lixiviating solution; Lixiviating solution is concentrated into 1/10 of cumulative volume, obtains concentrated solution; Concentrated solution dissolves with 95% ethanol water of 4 times of amounts, stirs 40min, filters, and filtrate recycling ethanol, to alcoholic degree < 5%, obtains without alcohol concentrated solution; Concentrated solution ethyl acetate extraction 3 times, the ratio of ethyl acetate and concentrated solution is 1:2, combining extraction liquid; Extract is concentrated, and drying under reduced pressure (60 ℃/0.08MPa), obtains lactone extract.Recording total lactone content is 78.4%, and total lactone rate of transform is 56.8%.Result demonstration, it is lower that the method is prepared the lactone extract rate of transform, and total lactone content is not high.
Claims (8)
1. a preparation technology for low sour high-purity terpene lactones extract in Cortex Ginkgo, the Cortex Ginkgo of take through pulverizing is raw material, adds alcoholic solution and extracts; Extracting solution is concentrated, and thin up, through polycaprolactam adsorption and desorption by resin; Collect absorption residual liquid and water elution liquid, concentrated, add alcoholic solution recrystallization; Separated through high performance liquid chromatography again, obtain low sour high-purity terpene lactones extract, its total lactone content >=95%, total ginkgolic acids content≤1ppm; Concrete preparation process is as follows: 1) get the Cortex Ginkgo after pulverizing, add 60-80% ethanol water reflux, extract, 2-3 time, extracting solution is concentrated into without alcohol, obtains concentrated solution; 2) concentrated solution adds purified water to be diluted to 50 ℃ of lower densities is 1.0-1.1g/mL, upper polycaprolactam resin, and washing, collects absorption residual liquid and water elution liquid, concentrated, obtains thick paste; 3) thick paste adds a certain amount of ethanol water, and 60 ℃ of heating in water bath dissolve it completely, filters, and filtrate is put refrigerator cold-storage, recrystallization; After crystallization, mother solution repetitive operation again, obtains coarse crystallization; 4) coarse crystallization is dissolved with appropriate methanol-water, separated through high performance liquid chromatography, repeats sample introduction, esteratic site flow point in merging, and concentrating under reduced pressure, is dried, and obtains the low sour terpene lactones extract of purity >=95%.
2. preparation technology according to claim 1, is characterized in that the 60-80% ethanol water described in step 1) is: per kilogram Cortex Ginkgo adds 10-15 60-80% ethanol water doubly, reflux, extract.
3. preparation technology according to claim 1, is characterized in that being concentrated into without alcohol described in step 1) is: be concentrated into ethanol content and be less than 5%.
4. preparation technology according to claim 1, is characterized in that step 2) described polyamide granularity is 100-200 order; The consumption of described washing is 3-4 times of column volume; Described thick paste is that 50 ℃ of lower densities are 1.2-1.5 g/mL.
5. preparation technology according to claim 1, is characterized in that a certain amount of ethanol water described in step 3) is: adding a certain amount of ethanol to solution concentration is 20-40%; Described filtrate is put refrigerator cold-storage: filtrate is put refrigerator 0-4 ℃, Cryoprecipitation 8-12h.
6. preparation technology according to claim 1, it is characterized in that after the crystallization described in step 3) mother solution again repetitive operation be: after crystallization, mother solution is concentrated, then the 20-40% ethanol water recrystallization of doubly measuring with 20-30, operates 3 times.
7. preparation technology according to claim 1, is characterized in that the coarse crystallization described in step 4) is dissolved as with appropriate methanol-water: the methanol aqueous solution of a certain amount of 60-80% of adding of coarse crystallization, tepidarium heating, makes it in supersaturation dissolved state.
8. preparation technology according to claim 1, it is characterized in that being separated into through high performance liquid chromatography described in step 4): adopt C18 preparative hplc post, mobile phase is 30-50% methanol-water, ultraviolet detection wavelength is 218nm, flow velocity is 200-500mL/min, sample size is 50-100mL/ time, repeats sample introduction, collects five lactone flow points between BB to GB.
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| CN105287657A (en) * | 2015-08-04 | 2016-02-03 | 浙江康恩贝制药股份有限公司 | Ginkgo biloba extract for treating epilepsy and application of ginkgo biloba extract for treating epilepsy |
| CN106727746A (en) * | 2017-04-07 | 2017-05-31 | 浙江新昌天然保健品有限公司 | The preparation method of low sour water soluble ginkgo leaf extract |
| WO2020199568A1 (en) * | 2019-03-29 | 2020-10-08 | 浙江康恩贝制药股份有限公司 | Compound separated from root bark of ginkgo biloba and use thereof |
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| CN102627656A (en) * | 2012-04-19 | 2012-08-08 | 曹明成 | Process for extraction and separation of ginkgolides A, B, C, J, M and bilobalide |
| CN102659808A (en) * | 2012-04-23 | 2012-09-12 | 成都百裕科技制药有限公司 | Extraction separation method of ginkgolides |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102627656A (en) * | 2012-04-19 | 2012-08-08 | 曹明成 | Process for extraction and separation of ginkgolides A, B, C, J, M and bilobalide |
| CN102659808A (en) * | 2012-04-23 | 2012-09-12 | 成都百裕科技制药有限公司 | Extraction separation method of ginkgolides |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105287657A (en) * | 2015-08-04 | 2016-02-03 | 浙江康恩贝制药股份有限公司 | Ginkgo biloba extract for treating epilepsy and application of ginkgo biloba extract for treating epilepsy |
| CN106727746A (en) * | 2017-04-07 | 2017-05-31 | 浙江新昌天然保健品有限公司 | The preparation method of low sour water soluble ginkgo leaf extract |
| WO2020199568A1 (en) * | 2019-03-29 | 2020-10-08 | 浙江康恩贝制药股份有限公司 | Compound separated from root bark of ginkgo biloba and use thereof |
| CN111747914A (en) * | 2019-03-29 | 2020-10-09 | 浙江康恩贝制药股份有限公司 | Compound separated from ginkgo root bark and application thereof |
| GB2597145A (en) * | 2019-03-29 | 2022-01-19 | Zhejiang Conba Pharm Co Ltd | Compound separated from root bark of Ginkgo biloba and use thereof |
| GB2597145B (en) * | 2019-03-29 | 2022-06-15 | Zhejiang Conba Pharm Co Ltd | Compound separated from root bark of Ginkgo biloba and use thereof |
| CN111747914B (en) * | 2019-03-29 | 2023-01-13 | 浙江康恩贝制药股份有限公司 | Compound separated from ginkgo root bark and application thereof |
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