CN101380356A - Tibetan medicine Duyiwei total flavone extract and extraction method and use thereof - Google Patents
Tibetan medicine Duyiwei total flavone extract and extraction method and use thereof Download PDFInfo
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- CN101380356A CN101380356A CNA2008102280707A CN200810228070A CN101380356A CN 101380356 A CN101380356 A CN 101380356A CN A2008102280707 A CNA2008102280707 A CN A2008102280707A CN 200810228070 A CN200810228070 A CN 200810228070A CN 101380356 A CN101380356 A CN 101380356A
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Abstract
The invention belongs to the technical field of medicine, and provides a Tibetan pharmaceutical, lamiophlomis rotata total flavone extractive as well as an extracting method and the application thereof. The method uses Tibetan pharmaceutical lamiophlomis rotata as raw material, uses ethanol prepared by alkalescence solution with different pH values as solvent, and adopts a backflow method for extracting. After two steps of decontamination and the separation and enrichment of macropore resin, the total flavone extractive with the purity being 50 to 95 percent can be obtained from extracting solution. In the process of separation and enrichment, after the two steps of decontamination and the separation and enrichment of macropore resin, a sample with high purity can be obtained and the purity of the total flavone in the sample can be 95 percent at most, wherein, the percentage is higher than the number reported in documents. The invention also provides the application of the total flavone as pain killer medicine and stanch medicine. The paper optimizes and improves the extracting method so as to increase the transfer rate of effective ingredient, improve the utilization rate of medicinal materials and save a great amount of cost effectively, thus having high economical benefit.
Description
Technical field
The invention belongs to medical technical field, relate to Tibetan medicine Duyiwei total flavone extract and extracting method thereof and purposes.
Background technology
Radix Lamiophlomidis Rotatae [Lamiophlomis rotata (Benthl) kudo] is one of national folks such as China Tibetan, illiteracy, Nahsi medical herbs commonly used, effect with hemostasis, analgesia detumescence, blood circulation promoting and blood stasis dispelling, benefit marrow, circulation of qi promoting, reunion of fractured tendons and bones, the clinical edge of a knife pain behind the multiple surgical operation, hemorrhage that is mainly used in, exogenous injury, muscles and bones is sprained, diseases such as rheumatic arthralgia.
Up to the present, the known chemical composition mainly contains flavonoid, iridoids, triterpene saponin etc. in the bibliographical information Radix Lamiophlomidis Rotatae, discovers, contained total flavonoid composition has the effect of tangible pain easing and hemostasis.Common lamiophlomis root preparation comprises Radix Lamiophlomidis Rotatae capsule, Radix Lamiophlomidis Rotatae sheet, Duyiwei soft capsule etc.Preparation technology's method of present commercially available common lamiophlomis root preparation is outmoded, all is the preparations that are prepared from through simple extraction back gained crude extract by the Radix Lamiophlomidis Rotatae medical material, and active constituent content is low, and day clothes dosage is big.CN1559550A discloses Radix Lamiophlomidis Rotatae extract novel form and preparation method thereof, adopts that decocting boils, concentrates, exsiccant method prepares its extract, and the prepared extract active constituent content of the method is low, and taking dose is big.For reducing taking dose, improving drug effect, reach safe, effective, controlled purpose, the present invention adopts new method that Radix Lamiophlomidis Rotatae is carried out extraction separation, obtain more highly purified extract, to improve active constituent content in the preparation, reduced taking dose, improve curative effect.
For the separation and concentration of natural product, macroreticular resin absorbing method is a kind of method of very effective suitable suitability for industrialized production.This method begins to carry out remove impurity from sample treatment, remove alcohol insoluble matter impurity through the hot ethanol dissolution method, after petroleum ether extraction weeding of grease solubility impurity, the sample upper prop carries out the sample that separation and concentration obtains higher degree after above-mentioned two step remove impurity, total flavones purity is higher than the finding bibliographical information up to 95%.
Summary of the invention
The object of the present invention is to provide a kind of total flavones that from Tibet medicine lamivphlomis root, extracts and extracting method and purposes.
The objective of the invention is to be achieved through the following technical solutions:
The extracting method of Duyiwei total flavone comprises following processing step: 1. get drying, the Radix Lamiophlomidis Rotatae medical material of pulverizing is doubly measured alcoholic solution 40-100 ℃ of water-bath reflux, extract, 2-4 time that concentration is 5%-95% with 6-10, filters, and filtrate concentrates.2. get above-mentioned concentrate,, put cold with 50-70% alcoholic solution heating for dissolving.Remove by filter alcohol insoluble matter impurity, keep filtrate, remove ethanol, keeping sample solution.3. get above-mentioned sample solution and add water and heating for dissolving, put coldly,, keep on the water layer macroporous resin column and adsorb, leave standstill 12h with petroleum ether extraction 2-4 weeding of grease soluble components.4. use 0%-15% alcoholic solution eluting macroporous resin column colourless to eluent, eluent is collected with the alcoholic solution eluting of 10%-95% in the back, reclaims ethanol, steams to the extractum shape, and vacuum drying is pulverized, Radix Lamiophlomidis Rotatae extract.
The step 1. ethanol extraction solution of described 5%-95% can be weakly alkaline solutions such as ammonia, calcium hydroxide, the sodium carbonate preparation of 7.5-10 with pH value.
Low polar macroporous resin such as D-101 resin etc. during the 3. described macroporous resin of step can be.
Content of total flavone is between 50%-95% in the extract of step described in 4..
Described Radix Lamiophlomidis Rotatae extract is as the analgesia and the application of haemostatic medicament: with the total flavones is active component, is equipped with pharmaceutic adjuvant, can be prepared into any dosage form on the pharmaceutics with known method.
The present invention has investigated optimum extraction process, first high spot reviews the alcoholic solution of weak caustic solutions such as the ammonia of different pH value, calcium hydroxide, sodium carbonate preparations to extracting result's influence.The result shows that the alcoholic solution of different weak base and the preparation of different pH value solution all has very big influence to extracting the result, the rate of transform approximately from 57% be increased to 91%, extraction ratio improves 60% approximately.With extracting by investigating selected extracting method, the extraction ratio of total flavones and the rate of transform all are higher than the finding bibliographical information in the resulting extract.
This method is convenient and swift, is fit to big production.Because the optimization of extracting method improves, and has improved the rate of transform of effective ingredient, and then has improved the utilization rate of medical material, has saved a large amount of production costs effectively, has very high economic benefit.
The specific embodiment
Embodiment 1:
Get Radix Lamiophlomidis Rotatae medical material 2kg, pulverize, cross 20 mesh sieves, the volume fraction that adds the 20000ml pH value and be 9 aqua calcis preparation is 5% alcoholic solution, and reflux, extract, 1 hour is filtered and also preserved filtrate, and repetitive operation 4 times merges secondary filtrate, and filtrate is concentrated.Get above-mentioned concentrate, with 50% ethanol heating for dissolving, put coldly, remove by filter insoluble impurities, filtrate is revolved and is boiled off ethanol.Get the above-mentioned steaming liquid that revolves, use water dissolution, use petroleum ether extraction four times, keep water layer.Handle the macroporous resin column of (to adorn post behind the 95% soak with ethanol 12h, again with 95% an ethanol elution 2-4 volume, the back is eluted to eluent with distilled water does not have the alcohol flavor) on the mother solution well, flow velocity 1ml/min.It is colourless to be eluted to eluent with a large amount of distilled water, with 5 volumes of 10% ethanol elution, collects 10% alcoholic acid eluent, concentrates and drying, gets Radix Lamiophlomidis Rotatae purification thing, and general flavone content is about 55%.
Embodiment 2:
Get Radix Lamiophlomidis Rotatae medical material 2kg, pulverize, cross 20 mesh sieves, the volume fraction that adds the 20000ml pH value and be 8 aqua calcis preparation is 10% alcoholic solution, and reflux, extract, 1 hour is filtered and also preserved filtrate, and repetitive operation 4 times merges four times filtrate, and filtrate is concentrated.Get above-mentioned concentrate, with 60% ethanol heating for dissolving, put coldly, remove by filter insoluble impurities, filtrate is revolved and is boiled off ethanol.Get the above-mentioned steaming liquid that revolves, use water dissolution, use the petroleum ether extraction secondary, keep water layer.Handle the macroporous resin column of (to adorn post behind the 95% soak with ethanol 12h, again with 95% an ethanol elution 2-4 volume, the back is eluted to eluent with distilled water does not have the alcohol flavor) on the mother solution well, flow velocity 1ml/min.It is colourless to be eluted to eluent with a large amount of distilled water, takes off 5 volumes with 30% ethanol, collects 30% alcoholic acid eluent, concentrates and drying, gets Radix Lamiophlomidis Rotatae purification thing, and general flavone content is about 66%.
Embodiment 3:
Get Radix Lamiophlomidis Rotatae medical material 2kg, pulverize, cross 20 mesh sieves, the volume fraction that adds the 20000ml pH value and be 8 ammonia spirit preparation is 30% alcoholic solution, and reflux, extract, 1 hour is filtered and also preserved filtrate, and repetitive operation 4 times merges four times filtrate, and filtrate is concentrated.Get above-mentioned concentrate, with 70% ethanol heating for dissolving, put coldly, remove by filter insoluble impurities, filtrate is revolved and is boiled off ethanol.Get the above-mentioned steaming liquid that revolves, with water dissolution (the about 5mgml of flavones content
-1), use petroleum ether extraction three times, keep water layer.Handle the macroporous resin column of (to adorn post behind the 95% soak with ethanol 12h, again with 95% an ethanol elution 2-4 volume, the back is eluted to eluent with distilled water does not have the alcohol flavor) on the mother solution well, flow velocity 1ml/min.It is colourless to be eluted to eluent with a large amount of distilled water, with 5 volumes of 30% ethanol elution, collects 30% alcoholic acid eluent, concentrates and drying, gets Radix Lamiophlomidis Rotatae purification thing, and general flavone content is about 64%.
Embodiment 4:
Get Radix Lamiophlomidis Rotatae medical material 2kg, pulverize, cross 20 mesh sieves, the volume fraction that adds the 20000ml pH value and be 9 aqua calcis preparation is 50% alcoholic solution, and reflux, extract, 1 hour is filtered and also preserved filtrate, and repetitive operation 4 times merges four times filtrate, and filtrate is concentrated.Get above-mentioned concentrate, with 50% ethanol heating for dissolving, put coldly, remove by filter insoluble impurities, filtrate is revolved and is boiled off ethanol.Get the above-mentioned steaming liquid that revolves, with water dissolution (the about 5mgml of flavones content
-1), use petroleum ether extraction three times, keep water layer.Handle the macroporous resin column of (to adorn post behind the 95% soak with ethanol 12h, again with 95% an ethanol elution 2-4 volume, the back is eluted to eluent with distilled water does not have the alcohol flavor) on the mother solution well, flow velocity 1ml/min.It is colourless that alcoholic solution with 5% is eluted to eluent, with 5 volumes of 50% ethanol elution, collects 50% alcoholic acid eluent, concentrates and drying, gets Radix Lamiophlomidis Rotatae purification thing, and general flavone content is about 74%.
Embodiment 5:
Get Radix Lamiophlomidis Rotatae medical material 2kg, pulverize, cross 20 mesh sieves, the volume fraction that adds the 20000ml pH value and be 9 aqua calcis preparation is 70% alcoholic solution, and reflux, extract, 1 hour is filtered and also preserved filtrate, and repetitive operation 4 times merges four times filtrate, and filtrate is concentrated.Get above-mentioned concentrate, with 60% ethanol heating for dissolving, put coldly, remove by filter insoluble impurities, filtrate is revolved and is boiled off ethanol.Get the above-mentioned steaming liquid that revolves, with water dissolution (the about 5mgml of flavones content
-1), use petroleum ether extraction four times, keep water layer.Handle the macroporous resin column of (to adorn post behind the 95% soak with ethanol 12h, again with 95% an ethanol elution 2-4 volume, the back is eluted to eluent with distilled water does not have the alcohol flavor) on the mother solution well, flow velocity 1ml/min.It is colourless to be eluted to eluent with 10% alcoholic solution, with 5 volumes of 70% ethanol elution, collects 70% alcoholic acid eluent, concentrates and drying, gets Radix Lamiophlomidis Rotatae purification thing, and general flavone content is about 82%.
Embodiment 6:
Get Radix Lamiophlomidis Rotatae medical material 2kg, pulverize, cross 20 mesh sieves, the volume fraction that adds the 20000ml pH value and be 10 aqua calcis preparation is 90% alcoholic solution, and reflux, extract, 1 hour is filtered and also preserved filtrate, and repetitive operation 4 times merges four times filtrate, and filtrate is concentrated.Get above-mentioned concentrate, with 70% ethanol heating for dissolving, put coldly, remove by filter insoluble impurities, filtrate is revolved and is boiled off ethanol.Get the above-mentioned steaming liquid that revolves, with water dissolution (the about 5mgml of flavones content
-1), use petroleum ether extraction four times, keep water layer.Handle the macroporous resin column of (to adorn post behind the 95% soak with ethanol 12h, again with 95% an ethanol elution 2-4 volume, the back is eluted to eluent with distilled water does not have the alcohol flavor) on the mother solution well, flow velocity 1ml/min.It is colourless that alcoholic solution with 15% is eluted to eluent, with 5 volumes of 95% ethanol elution, collects 95% alcoholic acid eluent, concentrates and drying, gets Radix Lamiophlomidis Rotatae purification thing, and general flavone content is about 88%.
Embodiment 7:
Get Radix Lamiophlomidis Rotatae medical material 2kg, pulverize, cross 20 mesh sieves, the volume fraction that adds the 20000ml pH value and be 10 sodium carbonate liquor preparation is 90% alcoholic solution, and reflux, extract, 1 hour is filtered and also preserved filtrate, and repetitive operation 4 times merges four times filtrate, and filtrate is concentrated.Get above-mentioned concentrate, with 70% ethanol heating for dissolving, put coldly, remove by filter insoluble impurities, filtrate is revolved and is boiled off ethanol.Get the above-mentioned steaming liquid that revolves, with water dissolution (the about 5mgml of flavones content
-1), use petroleum ether extraction four times, keep water layer.Handle the macroporous resin column of (to adorn post behind the 95% soak with ethanol 12h, again with 95% an ethanol elution 2-4 volume, the back is eluted to eluent with distilled water does not have the alcohol flavor) on the mother solution well, flow velocity 1ml/min.It is colourless that alcoholic solution with 15% is eluted to eluent, with 5 volumes of 95% ethanol elution, collects 95% alcoholic acid eluent, concentrates and drying, gets Radix Lamiophlomidis Rotatae purification thing, and general flavone content is about 92%.
Embodiment 8:
The active screening of Duyiwei total flavone effective kind part
Adopt water extraction method to obtain that extract F1 (the 1g extract is equivalent to raw medicinal herbs 4.0g), alkaline alcohol solution extraction method obtain extract F2 (the 1g extract is equivalent to raw medicinal herbs 3.0g), macroporous resin separation and purification method obtains purification thing F3 (the 1g extract is equivalent to raw medicinal herbs 20.9g).Adopt hot plate method and writhing method test model to its pharmacology screening active ingredients that eases pain.
1), acetic acid twisting method
The group one, get kunming mice (20 ± 2g) 50, random packet, experimental mice give water extraction method respectively and obtain extract F1, the alkaline alcohol solution extraction method obtains extract F2 and macroporous resin separation and purification method obtains purification thing F3, wherein F1290mgkg
-1, F2390mgkg
-1, F3 56mgkg
-1Positive drug matched group and solvent control group mice give aspirin 100mgkg respectively
-1With with volume distilled water, 10mlkg
-1The volume gastric infusion, successive administration 5 days.
Measure behind the last administration 30min, record is turned round the body number of times in the 15min.
The group two, get kunming mice (20 ± 2g) 50, male and female half and half are divided into 5 groups at random, the macroporous resin separation and purification method that experimental mice gives high, medium and low three dosage respectively obtains purification thing F3, is respectively 112mgkg
-1, 56mgkg
-1, 28mgkg
-1Positive drug matched group and solvent control group mice give aspirin 100mgkg respectively
-1With with volume distilled water, 10mlkg
-1The volume gastric infusion, successive administration 5 days.Measure behind the last administration 30min, record is turned round the body number of times in the 15min.
Experimental data represents with meansigma methods ± standard deviation, and significance test adopts one factor analysis of variance between the group of measurement data, relatively adopts the t check in twos, and P<0.05 is for there being significant difference, and P<0.01 is for there being significant differences, the results are shown in Table one, table two.
Acetic acid twisting method experimental result, positive control medicine aspirin has showed tangible analgesic activities under institute's amount of reagent, with the matched group comparing difference highly significant (P<0.01) is arranged after the administration.
Experiment, the different process of the clinical equivalent dosage that tries have all showed analgesic activities in various degree after extracting the administration of Radix Lamiophlomidis Rotatae composition, and wherein F2 and F3 and matched group comparing difference have highly significant (P<0.01), and F1 has significance (P<0.05).Result of the test, the used dosage of Radix Lamiophlomidis Rotatae F3 component testing is lower, and analgesic activity is strong and stable.
Experiment has all showed analgesic activities in various degree behind the Radix Lamiophlomidis Rotatae F3 different experiments dosed administration, and wherein high dose and middle dosage and matched group comparing difference have highly significant (P<0.01), and low dosage has significance (P<0.05).
2), hot plate test
Group one, choose pain threshold 50 of the female kunming mices of 5-30s, be divided into 5 groups at random, experimental mice does not give water extraction method and obtains extract F1, and the alkaline alcohol solution extraction method obtains extract F2, obtain purification thing F3, wherein F1290mgkg with macroporous resin separation and purification method
-1, F2390mgkg
-1, F356mgkg
-1Positive drug matched group and solvent control group mice give aspirin 100mgkg respectively
-1With with volume distilled water, 10mlkg
-1The volume gastric infusion, successive administration 5 days.
Measure behind the last administration 30min, lick the indicator reaction of metapedes, the time that mice reacts bitterly to hot plate after the observation administration for " pain " with mice.
Group two, choose pain threshold 50 of the female kunming mices of 5-30s, be divided into 5 groups at random, the macroporous resin separation and purification method that experimental mice gives high, medium and low three dosage respectively obtains purification thing F3, is respectively 112mgkg
-1, 56mgkg
-1, 28mgkg
-1Positive drug matched group and solvent control group mice give aspirin 100mgkg respectively
-1With with volume distilled water, 10mlkg
-1The volume gastric infusion, successive administration 5 days.
Measure behind the last administration 30min, lick the indicator reaction of metapedes, the time that mice reacts bitterly to hot plate after the observation administration for " pain " with mice.
Experimental data represents with meansigma methods ± standard deviation, and significance test adopts one factor analysis of variance between the group of measurement data, relatively adopts the t check in twos, and P<0.05 is for there being significant difference, and P<0.01 is for there being significant differences, the results are shown in Table three, table four.
The hot plate method experimental result, positive control medicine aspirin has showed tangible analgesic activities under institute's amount of reagent, with the matched group comparing difference highly significant (P<0.01) is arranged behind the medicine.
Experiment, the different process of the clinical equivalent dosage that tries have all showed analgesic activities in various degree after extracting the administration of Radix Lamiophlomidis Rotatae composition, and wherein F2 and F3 and matched group comparing difference have highly significant (P<0.01), and F1 has significance (P<0.05).Result of the test, the used dosage of Radix Lamiophlomidis Rotatae F3 component testing is lower, and analgesic activity is strong and stable.
Experiment has all showed analgesic activities in various degree behind the Radix Lamiophlomidis Rotatae F3 different experiments dosed administration, and wherein high dose and middle dosage and matched group comparing difference have significance and highly significant (P<0.01), low dosage unknown significance.
Table 1: different extraction processes get Radix Lamiophlomidis Rotatae extract writhing method analgesic activities experimental result
Group | Dosage (mgkg -1) | Example number (n) | Turn round the body number of times |
The solvent contrast | —— | 10 | 25.5±5.5 |
F1 | 290 | 10 | 19±5.3 * |
F2 | 390 | 10 | 15.4±3.3 ** |
F3 | 56 | 10 | 16±4.5 ** |
Aspirin | 100 | 10 | 9.1±2.3 ** |
Annotate: compare with the solvent matched group
*P<0.05,
*P<0.01.
Table 2: not commensurability Radix Lamiophlomidis Rotatae purification thing writhing method analgesic activities experimental result
Group | Dosage (mgkg -1) | Example number (n) | Turn round the body number of times |
The solvent contrast | —— | 10 | 24.3±5.3 |
Low dosage | 28 | 10 | 19.6±3.6 * |
Middle dosage | 56 | 10 | 16.6±3.5 ** |
High dose | 112 | 10 | 14.5±4.0 ** |
Aspirin | 100 | 10 | 9.7±2.0 ** |
Annotate: compare with the solvent matched group
*P<0.05,
*P<0.01.
Table 3: different extraction processes get Radix Lamiophlomidis Rotatae extract hot plate method analgesic activities experimental result
Group | Dosage (mgkg -1) | Example number (n) | The pain response time |
The solvent contrast | —— | 10 | 10.57±3.2 |
F1 | 290 | 10 | 13.87±2.6 * |
F2 | 390 | 10 | 16.41±3.8 ** |
F3 | 56 | 10 | 15.69±2.7 ** |
Aspirin | 100 | 10 | 20.89±2.87 ** |
Annotate: compare with the solvent matched group
*P<0.05,
*P<0.01.
Table 4: not commensurability Radix Lamiophlomidis Rotatae purification thing hot plate method analgesic activities experimental result
Group | Dosage (mgkg -1) | Example number (n) | The pain response time |
The solvent contrast | —— | 10 | 25.5±5.5 |
Low dosage | 28 | 10 | 19±5.3 |
Middle dosage | 56 | 10 | 15.4±3.3 ** |
High dose | 112 | 10 | 16±4.5 ** |
Aspirin | 100 | 10 | 9.1±2.3 ** |
Annotate: compare with the solvent matched group
*P<0.05,
*P<0.01.
Claims (7)
1, Tibetan medicine Duyiwei total flavone extract is characterized in that: content of total flavone is between 50%-95% in the described extractive of general flavone.
2, Duyiwei total flavone extract according to claim 1 is characterized in that: this extractive of general flavone can be made acceptable clinically preparation with pharmaceutically acceptable carrier.
3, a kind of preparation method of Tibetan medicine Duyiwei total flavone extract as claimed in claim 1, it is characterized in that: it comprises the steps:
1. get the Radix Lamiophlomidis Rotatae medical material of drying, pulverizing, doubly measure with 6-10, concentration is the alcoholic solution of 5%-95%, and 40-100 ℃ of water-bath reflux, extract, 2-4 time filtered, and filtrate concentrates;
2. get above-mentioned concentrate,, put coldly, remove by filter alcohol insoluble matter impurity, keep filtrate, remove ethanol, keeping sample solution with 50-70% alcoholic solution heating for dissolving;
3. get above-mentioned sample solution and add an amount of and heating for dissolving of water, put coldly,, keep on the water layer macroporous resin column and adsorb, leave standstill 12h with 2-4 weeding of grease soluble components of petroleum ether extraction;
4. use 0%-15% alcoholic solution eluting macroporous resin column colourless to eluent, eluent is collected with the ethanol elution of 10%-95% in the back, reclaims ethanol, steams to the extractum shape, and vacuum drying is pulverized, Radix Lamiophlomidis Rotatae extract.
4, the preparation method of Tibetan medicine Duyiwei total flavone extract as claimed in claim 3 is characterized in that: the 3. described macroporous resin of step hangs down polar macroporous resin in being.
5, the preparation method of Tibetan medicine Duyiwei total flavone extract as claimed in claim 3 is characterized in that: the preferred D-101 resin of described macroporous resin.
6, the preparation method of Tibetan medicine Duyiwei total flavone extract as claimed in claim 3 is characterized in that: the alcoholic solution of step described in 1. is for being that the weak caustic solutions such as ammonia, calcium hydroxide, sodium carbonate of 7.5-10 are prepared with pH value.
7, Duyiwei total flavone extract and its preparation application in preparation analgesia and hemostasis class medicine.
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Cited By (2)
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CN101904894B (en) * | 2009-06-05 | 2012-11-07 | 天津药物研究院 | Application of lamiophlomis rotate total glycosides in preparing medicines |
CN105511264A (en) * | 2015-12-24 | 2016-04-20 | 浙江中控软件技术有限公司 | Arene extraction operation optimizing method, device and system |
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CN100450502C (en) * | 2004-09-29 | 2009-01-14 | 广州陈李济药厂 | Active extract of lamtophlomis rotata and its preparing method and use |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101904894B (en) * | 2009-06-05 | 2012-11-07 | 天津药物研究院 | Application of lamiophlomis rotate total glycosides in preparing medicines |
CN105511264A (en) * | 2015-12-24 | 2016-04-20 | 浙江中控软件技术有限公司 | Arene extraction operation optimizing method, device and system |
CN105511264B (en) * | 2015-12-24 | 2018-07-06 | 浙江中控软件技术有限公司 | Aromatics Extractive Project operation optimization method, apparatus and system |
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Effective date of registration: 20201222 Address after: 110016 No. 103, Wenhua Road, Shenhe District, Liaoning, Shenyang Patentee after: SHENYANG PHARMACEUTICAL University Patentee after: Shenyang Boling Medical Technology Co.,Ltd. Address before: 110016 No. 103, Wenhua Road, Shenhe District, Liaoning, Shenyang Patentee before: SHENYANG PHARMACEUTICAL University |
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