CN1365980A - Process for preparing high-purity rhodioloside - Google Patents
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- CN1365980A CN1365980A CN 02100489 CN02100489A CN1365980A CN 1365980 A CN1365980 A CN 1365980A CN 02100489 CN02100489 CN 02100489 CN 02100489 A CN02100489 A CN 02100489A CN 1365980 A CN1365980 A CN 1365980A
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Abstract
A process for preparing high-purity rhodioloside from natural rhodiola rosea by high-speed counter-current chromatography includes extracting by high-speed counter-current chromatography and purifying twice to obtain high-purity product. Its advantages are high purity (98%), and high output rate, and saving solvent.
Description
Technical field:
The present invention relates to a kind of method of from rhodiola root of natural plant, separating the highly purified rhodioloside of preparation (Salidroside).
Background technology:
Crassulaceae rhodiola (Rhodiola L.) plant is perennial herb or semishrub plant, kind surplus the global rhodiola about 90, China has nearly 80 kinds approximately, and major part is born in height above sea level 3500 to limestone, grouan, water river, mountain region or the mountain valley rock of 5000m.Root of Kirilow Rhodiola has removing heat from the lung to relieve cough, hemostasis, ends the effect of being with all herbal medicine.Ancient times are also as the strengthening by means of tonics medicine.In recent years, it is found that Root of Kirilow Rhodiola not only has the strengthening by means of tonics effect of genseng, Radix Et Caulis Acanthopanacis Senticosi, and more be better than this two kinds of medicines in some aspects that strong as the genseng excitation, Radix Et Caulis Acanthopanacis Senticosi can cause constipation, and Root of Kirilow Rhodiola there is not above-mentioned side effect." toxicological evaluation of food safety procedure " according to the health ministry promulgation, China Preventive Medicial Science Institute, Beijing Medical University, Capital Medical College have carried out the food safety toxicology test, and the result proves nontoxic, no mutagenesis of Root of Kirilow Rhodiola and aberration inducing effect.Pharmacological testing proof Root of Kirilow Rhodiola has following main effect: (1) anti-aging effects: the old and feeble early stage mouse gavaging Root of Kirilow Rhodiola powder 1-2g/kg that gave for 14 monthly ages, every day 1 time, continuous 6 weeks, can obviously reduce the lipid peroxide (LPO) in blood, liver and the testis and lipofuscin (LPF) content of testis, its action intensity is better than genseng; (2) to immune influence: Root of Kirilow Rhodiola can improve the Turnover of Mouse Peritoneal Macrophages phagocytic function.Radix Rhodiolae polysaccharide does not have obvious influence to normal mouse peripheral white blood cell and thymic weight, but can promote normal mouse spleen lymphocyte to transform and raising NK cell killing activity.(3) to cardiovascular influence: experimental results show that subcutaneous injection Radix Rhodiolae glucoside 200mg/ml at the body frog heart, frog heart shrinkage amplitude is obviously increased,, illustrate that rhodioloside has tangible cardiotonic than increasing by 128.6% before the administration.(4) to the influence of blood system: the Root of Kirilow Rhodiola crude extract hemopoietic progenitor cell of deficiency of blood disease mouse and each blood ingredient spinosity of peripheral blood are increased sharply give birth to, protection and repairing effect.(5) to the influence of endocrine system: Root of Kirilow Rhodiola can strengthen rabbit suprarenal gland function, the endocrine function of excited mouse rutting sedson and excited mouse and rat ovary.(6) radiation resistance: Root of Kirilow Rhodiola has its marrow polychromatic erythrocyte micronucleus production rate of reduction to the mouse of x-ray bombardment damage, suppresses the effect that lipid peroxide forms.(7) antitumor action: rhodioloside has certain restraining effect to leukemia cell (K562) growth.Root of Kirilow Rhodiola can suppress the speed of growth and the splitting ability of vitro culture people laryngeal cancer cell, promotes glycogen synthetic, plays certain laryngeal cancer cell of preventing and grows and proliferation function.(8) oxygen lack resistant function: under normal oxygen or the anoxia condition, Root of Kirilow Rhodiola medicinal extract is oral, can obviously improve the hypoxia-bearing capability of mouse cardiac muscle; Root of Kirilow Rhodiola crude extract drug administration by injection can obviously improve mouse normal pressure hypoxia-bearing capability.(9) antifatigue effect: clinical pharmacology studies show that, rhodiola rosea formulated product all can improve trial volunteer's muscle power and intelligence, work capacity index, the error of performance rate is reduced, and the efficient in the time of improving the literal check and correction reduces heart rate and makes blood pressure recover normal.Rhodioloside (Salidroside) is the main effective constituent in the Root of Kirilow Rhodiola.The multistep column chromatography is mainly adopted in the preparation of report rhodioloside in the document.And mainly utilize crystallization and preparation type high pressure liquid chromatography to finish when preparing high-purity product, operate often more loaded down with trivial details because solid state adhesion body or carrier to absorption, the sex change of sample, cause the purity of product and the rate of recovery lower.High speed adverse current chromatogram (High-speedCountercurrent Chromatography, HSCCC) be a kind of successive that developed recently gets up need not the solid support thing efficiently, liquid liquid distribution chromatography isolation technique fast, have characteristics such as fractional dose is big, sample free of losses, rate of recovery height, isolating environment mitigation, saving solvent, be widely used in the preparation separation and the purifying of field chemical substances such as biology, medicine, environmental protection.Goal of the invention:
The objective of the invention is to adopt high-speed countercurrent chromatography to prepare the rhodioloside of purity more than 98%.
Summary of the invention:
Basic technology route of the present invention is:
(1) with 70% acetone-water solution lixiviate Root of Kirilow Rhodiola, after vat liquor boils off acetone, obtains the Root of Kirilow Rhodiola crude extract.
(2) preliminary purification of rhodioloside: the Root of Kirilow Rhodiola crude extract is carried out initial gross separation with the high speed adverse current chromatogram partition method.Collection contains the component of rhodioloside, solvent evaporated.
(3) rhodioloside is refining: again (2) obtained component is made purity with the high speed adverse current chromatogram partition method and be higher than 98% the high-purity product of rhodioloside.
High-speed countercurrent chromatography carries out preliminary purification to rhodioloside, and available solvent system mainly contains three.All is stationary phase mutually, is moving phase mutually down.No. one solvent system is made of three components, the A component can be selected fatty ester classes such as ethyl acetate, propyl acetate, isopropyl acetate, n-butyl acetate for use, the B component can be selected Fatty Alcohol(C12-C14 and C12-C18) such as propyl carbinol, isopropylcarbinol, the trimethyl carbinol for use, the C component is a water, ethyl acetate-n-butanol-water system, the volume ratio of A, B, C are 0.5-2: 2-10: 2-10.No. two solvent system is made of four components, the A component can be selected from fatty ester classes such as ethyl acetate, propyl acetate, isopropyl acetate, n-butyl acetate, B, C component can be selected from Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as methyl alcohol, ethanol, propyl alcohol, Virahol, acetone, propyl carbinol, isopropylcarbinol, the trimethyl carbinol, the D component is a water, ethyl acetate-propyl carbinol-methanol-water system, the volume ratio of A, B, C, D are 0.5-5: 10-100: 0.5-5: 10-100.No. three solvent system is made of two components, and the A component can be selected from Fatty Alcohol(C12-C14 and C12-C18) such as propyl carbinol, isopropylcarbinol, the trimethyl carbinol, and the B component is a water, preferred propyl carbinol and water, and its volume ratio is 1-100: 1-100.
High-speed countercurrent chromatography mainly contains three to rhodioloside refining solvent system.All is stationary phase mutually, is moving phase mutually down.No. one solvent system is made of three components, the A component can be selected from halohydrocarbon such as chloroform, methylene dichloride, tetracol phenixin, the B component can be selected from Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as methyl alcohol, ethanol, propyl alcohol, acetone, the C component is a water, preferred chloroform-methanol-aqueous systems, the volume ratio of A, B, C is 2-15: 2-25: 1-15.No. two solvent system is made of four components, the A component can be selected from halohydrocarbon such as chloroform, methylene dichloride, tetracol phenixin, B, C component can be selected from Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as methyl alcohol, ethanol, propyl alcohol, Virahol, acetone, propyl carbinol, isopropylcarbinol, the trimethyl carbinol, the D component is a water, preferred chloroform-Virahol-methanol-water system, the volume ratio of A, B, C, D is 2-10: 0.5-5: 2-10: 1-10.No. three solvent system is made of five components, A, C component can be selected from halohydrocarbon such as chloroform, methylene dichloride, tetracol phenixin, B, D component can be selected from Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as methyl alcohol, ethanol, propyl alcohol, Virahol, acetone, propyl carbinol, isopropylcarbinol, the trimethyl carbinol, the E component is a water, preferred methylene dichloride-Virahol-chloroform-methanol-aqueous systems, the volume ratio of A, B, C, D, E is 0.5-2: 0.5-2: 1-10: 2-10: 1-10.
It is to carry out under 15 ℃-30 ℃ that experiment is suitable in room temperature.
Rhodioloside purity with this law preparation can reach more than 98%.This law be applicable to variously contain the natural phant of rhodioloside, the extract of natural phant is the highly purified rhodioloside of feedstock production.Be applicable to that the counter current chromatograph that adopts various models separates the preparation rhodioloside, preparing rhodioloside with high-speed countercurrent chromatography can be continuous, efficiently, liquid liquid distribution chromatography separates fast, has characteristics such as fractional dose is big, sample free of losses, rate of recovery height, isolating environment mitigation, saving solvent.
Embodiment 1
Adopt ethyl acetate-n-butanol-water and chloroform-methanol-Virahol-water two solvent systems to prepare purity and be higher than 98% rhodioloside: use half countercurrent chromatography instrument, is furnished with the NS-1007 pump, the 20ml sampling valve, the tetrafluoroethylene post, column volume is 240ml, the 8823A-UV UV-detector, Yokogawa 3057 potable recording instrument.Before the sample introduction, be full of whole pillar with stationary phase earlier, the adjustment engine speed is 800rpm, flow velocity with 2.0ml/min pumps into moving phase in the post, treat that whole system is set up running balance after, by the sampling valve sample introduction, then according to the detector uv atlas, the receiving target composition.The preparation of rhodioloside is carried out in two steps: (1) is that ethyl acetate-n-butanol-water of 1: 2: 3 is miscible in separating funnel with volume ratio, shakes up the back standing demix, gets its upper solution (going up phase) and is stationary phase, and lower floor's solution (following phase) is moving phase.The crude extract 100mg that obtains with 1: 1 upper and lower phase mixed solution 20ml dissolving separates, and collects the component that contains rhodioloside, evaporate to dryness.(2) be 5: 6: 0.5 with volume ratio: chloroform-methanol-Virahol of 4-water is miscible in separating funnel, shakes up the back standing demix, gets its upper solution (going up phase) and is stationary phase, and lower floor's solution (following phase) is moving phase.Separate with gained sample in 1: 1 the upper and lower phase mixed solution 2ml dissolving (1), collect the component peaks of rhodioloside, lyophilize.Obtain white rhodioloside solid, analyze through HPLC, its purity reaches more than 98%.
Embodiment 2
Adopt ethyl acetate-isopropylcarbinol-acetone-water and chloroform-methanol-water two solvent systems to prepare purity and be higher than 98% rhodioloside: use half countercurrent chromatography instrument, is furnished with the NS-1007 pump, the 20ml sampling valve, the tetrafluoroethylene post, column volume is 240ml, the 8823A-UV UV-detector, Yokogawa 3057 potable recording instrument.Before the sample introduction, be full of whole pillar with stationary phase earlier, the adjustment engine speed is 800rpm, flow velocity with 2.0ml/min pumps into moving phase in the post, treat that whole system is set up running balance after, by the sampling valve sample introduction, then according to the detector uv atlas, the receiving target composition.The preparation of rhodioloside is carried out in two steps: (1) is 5: 40: 1 with volume ratio: ethyl acetate-isopropylcarbinol of 60-acetone-water is miscible in separating funnel, shake up the back standing demix, get its upper solution (going up phase) and be stationary phase, lower floor's solution (following phase) is moving phase.The crude extract 200mg that obtains with 1: 1 upper and lower phase mixed solution 20ml dissolving separates, and collects the component that contains rhodioloside, evaporate to dryness.(2) be that chloroform-methanol-water of 7: 13: 8 is miscible in separating funnel with volume ratio, shake up the back standing demix, get its upper solution (going up phase) and be stationary phase, lower floor's solution (following phase) is moving phase.Separate with gained sample in 1: 1 the upper and lower phase mixed solution 2ml dissolving (1), collect the component peaks of rhodioloside, lyophilize.Obtain white rhodioloside solid, analyze through HPLC, its purity reaches 98.23%.
Embodiment 3
Adopt n-butanol-water and methylene dichloride-Virahol-chloroform-methanol-water two solvent systems to prepare purity and be higher than 98% rhodioloside: use half countercurrent chromatography instrument, is furnished with the NS-1007 pump, the 20ml sampling valve, the tetrafluoroethylene post, column volume is 240ml, the 8823A-UV UV-detector, Yokogawa 3057 potable recording instrument.Before the sample introduction, be full of whole pillar with stationary phase earlier, the adjustment engine speed is 800rpm, flow velocity with 2.0ml/min pumps into moving phase in the post, treat that whole system is set up running balance after, by the sampling valve sample introduction, then according to the detector uv atlas, the receiving target composition.The preparation of rhodioloside is carried out in two steps: (1) is that 45: 53 n-butanol-water is miscible in separating funnel with volume ratio, shakes up the back standing demix, gets its upper solution (going up phase) and is stationary phase, and lower floor's solution (following phase) is moving phase.The crude extract 150mg that obtains with 1: 1 upper and lower phase mixed solution 20ml dissolving separates, and collects the component that contains rhodioloside, evaporate to dryness.(2) be 1: 1: 4 with volume ratio: methylene dichloride-Virahol-chloroform-methanol-water was miscible in separating funnel in 7: 5, shook up the back standing demix, got its upper solution (going up phase) and was stationary phase, and lower floor's solution (following phase) is moving phase.Separate with gained sample in 1: 1 the upper and lower phase mixed solution 2ml dissolving (1), collect the component peaks of rhodioloside, lyophilize.Obtain white rhodioloside solid, analyze through HPLC, its purity reaches 98.02%.Embodiment 4
Adopt ethyl acetate-propyl carbinol-methanol-water and chloroform-methanol-water two solvent systems to prepare purity and be higher than 98% rhodioloside: use half countercurrent chromatography instrument, is furnished with the NS-1007 pump, the 20ml sampling valve, the tetrafluoroethylene post, column volume is 240ml, the 8823A-UV UV-detector, Yokogawa 3057 potable recording instrument.Before the sample introduction, be full of whole pillar with stationary phase earlier, the adjustment engine speed is 800rpm, flow velocity with 2.0ml/min pumps into moving phase in the post, treat that whole system is set up running balance after, by the sampling valve sample introduction, then according to the detector uv atlas, the receiving target composition.The preparation of rhodioloside is carried out in two steps: (1) is 1: 5: 0.5 with volume ratio: 6 ethyl acetate-propyl carbinol-methanol-water is miscible in separating funnel, shake up the back standing demix, get its upper solution (going up phase) and be stationary phase, lower floor's solution (following phase) is moving phase.The crude extract 100mg that obtains with 1: 1 upper and lower phase mixed solution 20ml dissolving separates, and collects the component that contains rhodioloside, evaporate to dryness.(2) be that chloroform-methanol-water of 13: 23: 13 is miscible in separating funnel with volume ratio, shake up the back standing demix, get its upper solution (going up phase) and be stationary phase, lower floor's solution (following phase) is moving phase.Separate with gained sample in 1: 1 the upper and lower phase mixed solution 2ml dissolving (1), collect the component peaks of rhodioloside, lyophilize.Obtain white rhodioloside solid, analyze through HPLC, its purity reaches more than 98%.
Embodiment 5
Adopt ethyl acetate-positive butyl ester-water and chloroform-isopropylcarbinol-methanol-water two solvent systems to prepare purity and be higher than 98% rhodioloside: use half countercurrent chromatography instrument, is furnished with the NS-1007 pump, the 20ml sampling valve, the tetrafluoroethylene post, column volume is 240ml, the 8823A-UV UV-detector, Yokogawa 3057 potable recording instrument.Before the sample introduction, be full of whole pillar with stationary phase earlier, the adjustment engine speed is 800rpm, flow velocity with 2.0ml/min pumps into moving phase in the post, treat that whole system is set up running balance after, by the sampling valve sample introduction, then according to the detector uv atlas, the receiving target composition.The preparation of rhodioloside is carried out in two steps: (1) is that ethyl acetate-positive butyl ester-water of 1: 4: 5 is miscible in separating funnel with volume ratio, shakes up the back standing demix, gets its upper solution (going up phase) and is stationary phase, and lower floor's solution (following phase) is moving phase.The crude extract 150mg that obtains with 1: 1 upper and lower phase mixed solution 20ml dissolving separates, and collects the component that contains rhodioloside, evaporate to dryness.(2) be 7: 3: 6 with volume ratio: chloroform-isopropylcarbinol of 4-methanol-water is miscible in separating funnel, shakes up the back standing demix, gets its upper solution (going up phase) and is stationary phase, and lower floor's solution (following phase) is moving phase.Separate with gained sample in 1: 1 the upper and lower phase mixed solution 2ml dissolving (1), collect the component peaks of rhodioloside, lyophilize.Obtain white rhodioloside solid, analyze through HPLC, its purity reaches 98.53%.
Claims (7)
1. the preparation method of a high-purity rhodioloside is characterized in that: it is to adopt the high-speed countercurrent chromatography preparation, and its basic technology route is:
(1) with 70% acetone-water solution lixiviate Root of Kirilow Rhodiola, after vat liquor boils off acetone, obtains crude extract;
(2) preliminary purification of rhodioloside: crude extract is carried out initial gross separation with the high speed adverse current chromatogram partition method, collect the component that contains rhodioloside, solvent evaporated;
(3) rhodioloside is refining: again (2) obtained component is made the pure product of highly purified rhodioloside with the high speed adverse current chromatogram partition method.
2. the preparation method of a kind of high-purity rhodioloside according to claim 1, it is characterized in that: high-speed countercurrent chromatography carries out preliminary purification to rhodioloside, available solvent system is made of three components, the A component can be selected fatty ester classes such as ethyl acetate, propyl acetate, isopropyl acetate, n-butyl acetate for use, the B component can be selected Fatty Alcohol(C12-C14 and C12-C18) such as propyl carbinol, isopropylcarbinol, the trimethyl carbinol for use, the C component is a water, ethyl acetate-n-butanol-water system, the volume ratio of A, B, C are 0.5-2: 2-10: 2-10.
3. the preparation method of a kind of high-purity rhodioloside according to claim 1, it is characterized in that: high-speed countercurrent chromatography carries out preliminary purification to rhodioloside, solvent system is made of four components, the A component can be selected from ethyl acetate, propyl acetate, isopropyl acetate, fatty ester classes such as n-butyl acetate, B, the C component can be selected from methyl alcohol, ethanol, propyl alcohol, Virahol, acetone, propyl carbinol, isopropylcarbinol, Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as the trimethyl carbinol, the D component is a water, ethyl acetate-propyl carbinol-methanol-water system, A, B, C, the volume ratio of D is 0.5-5: 10-100: 0.5-5: 10-100.
4. the preparation method of a kind of high-purity rhodioloside according to claim 1, it is characterized in that: high-speed countercurrent chromatography carries out preliminary purification to rhodioloside, solvent system is made of two components, the A component can be selected from Fatty Alcohol(C12-C14 and C12-C18) such as propyl carbinol, isopropylcarbinol, the trimethyl carbinol, the B component is a water, preferred propyl carbinol and water, its volume ratio is 1-100: 1-100.
5. the preparation method of a kind of high-purity rhodioloside according to claim 1, it is characterized in that: high-speed countercurrent chromatography is made of three components rhodioloside refining solvent system, the A component can be selected from halohydrocarbon such as chloroform, methylene dichloride, tetracol phenixin, the B component can be selected from Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as methyl alcohol, ethanol, propyl alcohol, acetone, the C component is a water, preferred chloroform-methanol-aqueous systems, the volume ratio of A, B, C is 2-15: 2-25: 1-15.
6. the preparation method of a kind of high-purity rhodioloside according to claim 1, it is characterized in that: high-speed countercurrent chromatography is made of four components rhodioloside refining solvent system, the A component can be selected from halohydrocarbon such as chloroform, methylene dichloride, tetracol phenixin, B, C component can be selected from Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as methyl alcohol, ethanol, propyl alcohol, Virahol, acetone, propyl carbinol, isopropylcarbinol, the trimethyl carbinol, the D component is a water, preferred chloroform-Virahol-methanol-water system, the volume ratio of A, B, C, D is 2-10: 0.5-5: 2-10: 1-10.
7. the preparation method of a kind of high-purity rhodioloside according to claim 1, it is characterized in that: high-speed countercurrent chromatography is made of five components rhodioloside refining solvent system, A, the C component can be selected from chloroform, methylene dichloride, halohydrocarbon such as tetracol phenixin, B, the D component can be selected from methyl alcohol, ethanol, propyl alcohol, Virahol, acetone, propyl carbinol, isopropylcarbinol, Fatty Alcohol(C12-C14 and C12-C18) or aliphatic ketones such as the trimethyl carbinol, the E component is a water, preferred methylene dichloride-Virahol-chloroform-methanol-aqueous systems, A, B, C, D, the volume ratio of E is 0.5-2: 0.5-2: 1-10: 2-10: 1-10.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101928638B (en) * | 2009-06-23 | 2013-04-17 | 湖北中烟工业有限责任公司 | Rhodiola rosea extract and application thereof as tobacco product additive |
| CN105924481A (en) * | 2016-06-29 | 2016-09-07 | 陈阿梅 | Extracting method for salidroside |
| CN106117280A (en) * | 2016-06-29 | 2016-11-16 | 陈阿梅 | The isolation and purification method of rhodioside |
| CN106117281A (en) * | 2016-06-29 | 2016-11-16 | 陈阿梅 | The method extracting rhodioside from Radix Rhodiolae |
-
2002
- 2002-02-06 CN CN 02100489 patent/CN1365980A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101928638B (en) * | 2009-06-23 | 2013-04-17 | 湖北中烟工业有限责任公司 | Rhodiola rosea extract and application thereof as tobacco product additive |
| CN105924481A (en) * | 2016-06-29 | 2016-09-07 | 陈阿梅 | Extracting method for salidroside |
| CN106117280A (en) * | 2016-06-29 | 2016-11-16 | 陈阿梅 | The isolation and purification method of rhodioside |
| CN106117281A (en) * | 2016-06-29 | 2016-11-16 | 陈阿梅 | The method extracting rhodioside from Radix Rhodiolae |
| CN106117281B (en) * | 2016-06-29 | 2018-11-06 | 陈阿梅 | The method that rhodioside is extracted from rhodiola root |
| CN105924481B (en) * | 2016-06-29 | 2018-11-06 | 陈阿梅 | A kind of extracting method of rhodioside |
| CN106117280B (en) * | 2016-06-29 | 2018-11-06 | 陈阿梅 | The isolation and purification method of rhodioside |
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