CN101899077A - Extraction method and application of icariside I in Korean epimedium herb leaf - Google Patents
Extraction method and application of icariside I in Korean epimedium herb leaf Download PDFInfo
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Abstract
The invention relates to an extraction method and application of icariside I in Korean epimedium herb leaves. The extraction method not only can avoid low yield caused by the irreversible adsorption of a chromatographic column, but also can extract a large amount of high-purity icariside I. In the extraction method, content measurement is carried out by a high efficiency liquid chromatography, the quality extraction rate of the icariside I is more than 60 percent, the quality is easy to control, and the method is simple and rapid. In the invention, the research in the aspect of pharmacology is carried out on the icariside I and proves that the icariside I has a protective action for pituitrin-induced rat myocardial ischemia and is concretely shown as the action of inhabiting T waves and the action of inhabiting J point displacement change. The icariside I has the protective action for guinea-pig isolated hearts and is concretely shown as the action of increasing the coronary blood flow of guinea pigs. The icariside I obtained through the invention is used in preparing a medicament for treating heart diseases.
Description
Technical field
The present invention relates to the extracting method and the application of icariside I in the Herba Epimedii leaf.
Background technology
Herba Epimedii is Berberidaceae plant Herba Epimedii (Epim edium brevi2cornum Maximl), arrow leaf Herba Epimedii [E1 sagitta tum (Sieblet Zuecl) Maximl], pubescence Herba Epimedii (E1 pubescen sMax2iml), the dry aerial parts of Epimedium wushanense (E1 wushanense T1 S1 Ying) or Herba Epimedii (E1koreanam Nakai), the tool kidney invigorating and YANG supporting, strengthening the muscles and bones, the effect of dispelling rheumatism is usually used in treating the impotence erectile problem; it is dripping to urinate; weakness of the waist and knees and coronary heart disease; chronic tracheitis; diseases such as neurasthenia and poliomyelitis.
The modern chemistry composition Study shows, the effective constituent that mainly contains of Herba Epimedii is Herba Epimedii total flavones (icarin, icariside) and epimedium brevicornum polysaccharide, and the activeconstituents in its total flavones is considered to 8 flavonol and glycosides thereof with isopentene group (and deriveding group).
Modern pharmacology studies show that epimedium flavone has the adjusting body's immunity, strengthens the arrenotoky function, and vasodilation improves hemorheology, promotes the hemopoietic system function, anti-oxidant radiation, multiple efficacies such as osteoporosis.In recent years, the oral metabolism of icarin be studies show that under the effect of intestinal microflora, the icarin main metabolic becomes time glycosides and aglycon, the bioavailability of prototype is low.Icariside I is one of interior metabolism product of icarin, and Lenoble etc. have reported that icariside I has the good restraining effect to the PDE-25 enzyme.
At present, to existing a large amount of reports of research such as the separation and Extraction of the extraction process of Herba Epimedii total flavones and icarin, physico-chemical property, structural identifications, but very few to the Study on Extraction Method of icariside I.
Domestic Chang Yishui or ethanol are that (modern Chinese herbal medicine research and practice: Vol.18 (5) 2004 for Zhang Lin, Zhang Jin, 63-64) extract total flavones in the Herba Epimedii for solvent; (Zheng Xunhai etc., herbal medicine: Vol. (11) 2002,964-967) different chemical composition in the Herba Epimedii separated to adopt column chromatography.The external report (Lenoble, et al. " Compositions comprising icariside I and anhydroicaritin and methods for making the same " Unit States Patent 2002 (6399579)) that employing column chromatography separation and Extraction icariside is also arranged.The column chromatography separating purification flavonoid compound exists and causes the low shortcoming of productive rate by irreversible adsorption, and sepn process is very consuming time, consumption power, is unfavorable for a large amount of separation and Extraction of chromocor compound.Therefore, though very urgent to the research of each flavonoids in the Herba Epimedii, because the separation and Extraction difficulty, progress is very slow.
Summary of the invention
Because existing, the column chromatography separating purification flavonoid compound cause productive rate low in order to eliminate by irreversible adsorption, and sepn process is very consuming time, consumption power, the shortcoming that is unfavorable for a large amount of separation and Extraction of chromocor compound, the invention provides the extracting method and the application of icariside I in the Herba Epimedii leaf, not only can avoid because chromatographic column irreversible adsorption and cause productive rate low, and can extract highly purified icariside I in a large number, thereby promoted more its progress of research.
The extracting method that the purpose of this invention is to provide icariside I in the Herba Epimedii leaf, its step and condition are as follows:
A is 70% alcohol reflux 4 hours with the Herba Epimedii leaf with the volumetric concentration that is 15 times of its quality, leach ethanol extract, is 70% alcohol reflux 2 hours with the dregs of a decoction that refluxed with the volumetric concentration that is 10 times of Herba Epimedii leaf qualities, leaches ethanol extract, merges filtrate twice;
B filtrate 50 ℃ down decompression steam solvent, obtain extract, in the extract 5% of contained no more than its quality of moisture;
Resulting extract among the anhydrous alcohol solution step b that c usefulness Herba Epimedii leaf quality is 2 times, add concentrated hydrochloric acid, Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid was 1: 0.05～0.15,50 ℃ of heating in water bath 15～25 hours, room temperature is placed and is spent the night, and filters;
D filtrate is evaporated to 20% of its volume at 50 ℃, the distilled water that adds 2 times of Herba Epimedii leaf qualities is separated out precipitation, being deposited in 50 ℃ is that 20% ethanolic soln washs with volumetric concentration down, is deposited in 50 ℃ of following vacuum-dryings after the washing, obtains the icariside I powder.
Icariside I of the present invention has the provide protection of Pituitrin being brought out the rat heart muscle ischemic.It is in particular in the effect that can suppress the T ripple; Can suppress the effect of J point change in displacement.Confirm that also icariside I has provide protection to guinea pig isolated heart.It is in particular in the coronary flow that can increase cavy, specifically sees embodiment 8-9.
The application of icariside I in the Herba Epimedii leaf of the present invention, it is used for the cardiopathic medicine of preparation treatment.
Beneficial effect: the extracting method that the invention provides icariside I in the Herba Epimedii leaf, not only can avoid because chromatographic column irreversible adsorption and cause productive rate low, and can extract highly purified icariside I in a large number, thereby promoted more its progress of research.
The invention provides the extracting method of icariside I in the Herba Epimedii leaf.Through the high performance liquid chromatography assay, the quality extraction yield of icariside I is more than 60%, and is easy to control the quality, and method is easy fast.
The present invention has carried out the research of pharmacology aspect to icariside I, confirms that icariside I has the provide protection of Pituitrin being brought out the rat heart muscle ischemic.It is in particular in the effect that can suppress the T ripple; Can suppress the effect of J point change in displacement.Icariside I has provide protection to guinea pig isolated heart.It is in particular in the coronary flow that can increase cavy.The application of icariside I in the Herba Epimedii leaf of the present invention, it is used for the cardiopathic medicine of preparation treatment.
Description of drawings
The HPLC spectrogram of the determination of total flavonoids of Fig. 1 embodiment 1.
Fig. 2 is the scintigram of the interior icarin standard substance of the 200-600nm wavelength region of embodiment 2.
Fig. 3 is the typical curve of standard substance icarin under 270nm of embodiment 3.
Fig. 4 is the UV scanning figure of embodiment 4 resulting icariside I monomer 200-800nm.
Fig. 5 is the HPLC spectrogram of embodiment 5 resulting icariside Is.
Fig. 6 is the HPLC spectrogram of embodiment 6 resulting icariside Is.
Fig. 7 is the HPLC spectrogram of embodiment 7 resulting icariside Is.
Liquid-phase condition among above-mentioned Fig. 1, Fig. 5-Fig. 7 is as follows:
Gradient elution: wavelength 272nm, flow velocity: 1ml/min, column temperature: 30 ℃, chromatographic column: adopt ODS-C
18Filler chromatographic column (4.6 * 250mm, 5 μ m) Tianjin, island company
Embodiment
Embodiment 1
Taking by weighing Herba Epimedii leaf 5 grams, is 70% alcohol reflux 4 hours with the 75mL volumetric concentration, leaches ethanol extract, is 70% alcohol reflux 2 hours with the dregs of a decoction that refluxed with the volumetric concentration of 50mL, leach ethanol extract, merge filtrate twice, filtrate is fixed molten to 200mL.It is fixed molten to the volumetric flask of 25mL that precision is measured 0.2mL filtrate, and measuring absorbance under 270nm is 0.730; Get this solution of 10uL and survey its HPLC color atlas, the HPLC color atlas the results are shown in accompanying drawing 1.
Embodiment 2
Get 2.30mg icarin standard substance in the 25mL volumetric flask, fixed molten with methyl alcohol, its concentration is the icarin standardized solution of 0.092mg/mL.Carry out UV scanning under 200～600nm, 270nm is an icarin maximum absorbance value.The results are shown in accompanying drawing 2.
Embodiment 3
According to embodiment 2 preparation concentration is the icarin standardized solution of 0.092mg/mL.Get this standardized solution 1.0mL, 1.5mL, 2.0mL, 2.5mL, 3.0mL respectively in the volumetric flask of 5mL, methyl alcohol is fixed molten, be configured to the solution that concentration is respectively 0.0184mg/mL, 0.0276mg/mL, 0.0368mg/mL, 0.0460mg/mL, 0.0552mg/mL, measure its absorbance.Draw the typical curve of icarin concentration with respect to absorbancy.Can draw according to typical curve, the extraction yield of Herba Epimedii total flavones can reach 12% among the embodiment 1.The results are shown in accompanying drawing 3.
Embodiment 4
With mass content is the icariside I standardized solution that icariside I monomer configuration concentration more than 99% is respectively 0.0404mg/mL, 0.1212mg/mL, 0.2020mg/mL, 0.2828mg/mL, 0.3636mg/mL, gets 10uL respectively and carries out high performance liquid phase and investigate.With peak area concentration of standard solution is carried out linear regression, draw the working curve equation.The results are shown in accompanying drawing 4.
Mass content is that the monomeric preparation method of the icariside I more than 99% is as follows:
A is 5: 5: 4.5 by volume: 5.5 measure normal hexane, ethyl acetate, first alcohol and water respectively in the separating funnel of 1000mL, and fully concussion is left standstill, and placement is spent the night;
B is a moving phase down mutually being stationary phase mutually on clarifying, makes stationary phase be full of spiral tube with the flow velocity of 10mL/min, spiral tube is with the speed rotation of 1600rpm/min then, after stablizing 10min, pump into moving phase, make system reach fluid dynamic equilibrium with the speed of 1.0mL/min;
C selects sampling volume according to the sampling system of high speed adverse current chromatogram, with the strength of solution sample introduction of 1.0mg/mL, and following phased soln icariside I extract sample, the detector wavelength is 272nm, temperature is 10 ℃.Wherein said volume must not be less than 3mL;
The big peak of first appearance of d is not an icariside I, and the peak of second appearance is the icariside I monomer that extracts in the Herba Epimedii leaf, and solution colour is glimmering yellow, through lyophilize, gets the icariside I monomer powders.
Embodiment 5
A takes by weighing Herba Epimedii leaf 100 gram, is 70% alcohol reflux 4 hours with the 1500mL volumetric concentration, leaches ethanol extract, is 70% alcohol reflux 2 hours with the dregs of a decoction that refluxed with the mass concentration of 1000mL, leaches ethanol extract, merges filtrate twice;
B filtrate is reduced pressure down at 50 ℃ and is steamed solvent,, moisture contained in the extract can not be more than 5% of its quality;
The c extract of gained in the 200mL anhydrous alcohol solution b step, with resulting extract among the anhydrous alcohol solution step b of 2 times of Herba Epimedii leaf qualities, add concentrated hydrochloric acid, Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid is 1: 0.05,50 ℃ of heating in water bath 15 hours, room temperature is placed and is spent the night, and filters;
D filtrate is evaporated to 20% of original volume at 50 ℃, add 200mL distilled water and separate out precipitation, being deposited in 50 ℃ is 20% ethanolic soln washing four times with concentration down, uses 100mL at every turn, be deposited in 50 ℃ of following vacuum-dryings after the washing, obtain the icariside I extract.This extract is weighed as 5.6760 grams.Its HPLC color atlas the results are shown in accompanying drawing 5.
Embodiment 6
A takes by weighing Herba Epimedii leaf 100 gram, is 70% alcohol reflux 4 hours with the 1500mL mass concentration, leaches ethanol extract, is 70% alcohol reflux 2 hours with the dregs of a decoction that refluxed with the mass concentration of 1000mL, leaches ethanol extract, merges filtrate twice;
B filtrate is reduced pressure down at 50 ℃ and is steamed solvent, and moisture contained in the extract that obtains can not be more than 5% of its quality;
C adds concentrated hydrochloric acid with the extract of gained in the 200mL anhydrous alcohol solution b step, and Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid is 1: 0.15, and 50 ℃ of heating in water bath 25 hours, room temperature was placed and spent the night, and filters;
D filtrate is evaporated to 20% of original volume at 50 ℃, add 200mL distilled water and separate out precipitation, being deposited in 50 ℃ is 20% ethanolic soln washing four times with concentration down, uses 100mL at every turn, be deposited in 50 ℃ of following vacuum-dryings after the washing, obtain the icariside I extract.This extract is weighed as 5.3560 grams.Its HPLC color atlas the results are shown in accompanying drawing 6.
Embodiment 7
A takes by weighing Herba Epimedii leaf 100 gram, is 70% alcohol reflux 4 hours with the 1500mL volumetric concentration, leaches ethanol extract, is 70% alcohol reflux 2 hours with the dregs of a decoction that refluxed with the volumetric concentration of 1000mL, leaches ethanol extract, merges filtrate twice;
B filtrate is reduced pressure down at 50 ℃ and is steamed solvent, and moisture contained in the extract that obtains can not be more than 5% of its quality;
C adds concentrated hydrochloric acid with the extract of gained in the 200mL anhydrous alcohol solution b step, and Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid is 1: 0.1, and 50 ℃ of heating in water bath 20 hours, room temperature was placed and spent the night, and filters;
D filtrate is evaporated to 20% of original volume at 50 ℃, add 200mL distilled water and separate out precipitation, being deposited in 50 ℃ is 20% ethanolic soln washing four times with concentration down, uses 100mL at every turn, be deposited in 50 ℃ of following vacuum-dryings after the washing, obtain the icariside I extract.This extract weigh 6560 the gram.Its HPLC color atlas the results are shown in accompanying drawing 7.
Embodiment 8
Icariside brings out the provide protection of rat heart muscle ischemic to Pituitrin
With 40 of male Wistar rats (180g-220g), be divided into 4 groups at random, 10 every group, be respectively model control group icariside group, Composite Salvia Dropping Pill group.Composite Salvia Dropping Pill group and 1, No. 2 sample sets are irritated the corresponding medicine of stomach with the dosage of 200mg/kg, and once a day, totally 7 days, model control group was irritated the isopyknic distilled water of stomach.
30min after the administration in the 7th day, with 25% urethane (1.2g/kg) intraperitoneal injection of anesthesia, it is fixing to lie on the back, record standard II lead electrocardiogram with rat.Sublingual vein injection of pituitrin 0.5U/kg behind the 5min.In 10s, pushed away.(0s) and injection back the 15th before record is injected respectively, 30s and 1,2,5, the electrocardiogram(ECG of 10min is observed the variation of T ripple and J ripple.
Statistical procedures: data results with
T check between F check and group is carried out in expression.
1. icariside I is to the influence of T ripple.The results are shown in Table 1.
Conclusion: the T ripple of icariside I group behind injection PIT raised and all is starkly lower than model group, and icariside has the effect that suppresses the T ripple.
2. icariside I is to the influence of J ripple.The results are shown in Table 2.
Conclusion: the J point change in displacement of icariside I behind injection PIT all is starkly lower than model group, and the result shows that icariside I has the effect that suppresses J point change in displacement.
Embodiment 9
Icariside I is to the provide protection of guinea pig isolated heart
30 of healthy male guinea pigs, body weight is 350g-380g, and is after the abdominal injection vetanarcol 40mg/kg anesthesia, fixing, open the thoracic cavity, cut off Vena cava, aorta and heart surrounding tissue, after extracting heart rapidly and placing 4 ℃ of Krebs-Henseleit liquid (K-H liquid) to extrude the surplus blood of heart gently and suitably prune, aortic cannulation, place the Langendorf device for casting aortic perfusion of passing through, (K-H liquid composition following (g/L): NaCl 6.92, and KCl 0.35, CaCI for K-H liquid perfusion
22H
2O 0.38, KH
2PO
40.16, MgSO
40.29, NaHCO
32.1 glucose 2.0, pH 7.4) in the airtight perfusion bottle of packing into, emit a certain amount of perfusate down, go up the oxygen (95%O that links to each other and charge into respective amount with oxygen cylinder
2, 5%CO
2), firmly shake up.Ultra thermostat is kept 37 ℃ of perfusate constant temperature, drains air in the perfusion pipeline.Perfusion pressure is inserted the Glass tubing that communicates with atmosphere at the bottom of the perfusion bottle by one and is kept constant (perfusate identity distance heart 70cm).Clamp the apex of the heart with frog heart clip, be connected to tonotransducer, with BL-420 biological function experimental system recorded heart rate through pulley and spring assembly; Regulating the perfusate flow velocity, to make the heart coronary flow be 5-8ml/min, and cardiac perfusion tends towards stability after adapting to 10min, measures the per minute coronary flow, surveys 3min continuously, if be more or less the same, then get its mean value as administration before coronary flow.Give icariside (6mg/ml) and positive drug (cedilanid 0.8mg/ml) then respectively, administration volume 1mL, administration finishes interior per minute coronary flow of back continuously measured 10min and opening entry heartbeat, with coronary flow and the heart rate of its mean value after as administration.
Statistical procedures: data results with
T check between F check and group is carried out in expression.The results are shown in Table 3.
Conclusion: obviously increase before icariside I can make the isolated rat heart coronary flow than administration, have significant difference, icariside I has the effect that increases the rat heart coronary flow.
Table 3 is subjected to the influence of reagent thing to the guinea pig isolated heart coronary flow
| Group | Quantity (only) | After the preceding administration of coronary flow (ml/min) administration | After the preceding administration of heart rate (BPM) administration |
| |
10 10 | 6.64±0.67?7.72±0.71* 6.73±0.76?7.86±0.66* | 188.16±43.81 213.89±50.65 186.56±37.66 218.18±46.28 |
With before the administration relatively: * P＜0.05.
Claims (4)
1. the extracting method of icariside I in the Herba Epimedii leaf is characterized in that its step and condition are as follows:
A is 70% alcohol reflux 4 hours with the Herba Epimedii leaf with the volumetric concentration that is 15 times of its quality, leach ethanol extract, is 70% alcohol reflux 2 hours with the dregs of a decoction that refluxed with the volumetric concentration that is 10 times of Herba Epimedii leaf qualities, leaches ethanol extract, merges filtrate twice;
B filtrate 50 ℃ down decompression steam solvent, obtain extract, in the extract 5% of contained no more than its quality of moisture;
Resulting extract among the anhydrous alcohol solution step b that c usefulness Herba Epimedii leaf quality is 2 times, add concentrated hydrochloric acid, Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid was 1: 0.05～0.15,50 ℃ of heating in water bath 15～25 hours, room temperature is placed and is spent the night, and filters;
D filtrate is evaporated to 20% of its volume at 50 ℃, the distilled water that adds 2 times of Herba Epimedii leaf qualities is separated out precipitation, being deposited in 50 ℃ is that 20% ethanolic soln washs with volumetric concentration down, is deposited in 50 ℃ of following vacuum-dryings after the washing, obtains the icariside I powder.
2. the extracting method of icariside I in the Herba Epimedii leaf as claimed in claim 1, it is characterized in that, described step c, Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid is 1: 0.05,50 ℃ of heating in water bath 15 hours, remaining was with claim 1.
3. the extracting method of icariside I in the Herba Epimedii leaf as claimed in claim 1, it is characterized in that, described step c, Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid is 1: 0.15,50 ℃ of heating in water bath 25 hours, remaining was with claim 1.
4. the extracting method of icariside I in the Herba Epimedii leaf as claimed in claim 1, it is characterized in that, described step c, Herba Epimedii leaf quality gram: the volume mL of concentrated hydrochloric acid is 1: 0.10,50 ℃ of heating in water bath 20 hours, remaining was with claim 1.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106148449A (en) * | 2015-03-24 | 2016-11-23 | 北京珅奥基医药科技有限公司 | A kind of preparation method of icariside I |
| CN108976264A (en) * | 2017-09-25 | 2018-12-11 | 安徽金源药业有限公司 | A kind of kidney tonifying, benefiting essence-blood, radiation protection saussurea involucrata Herba Epimedii root of kirilow rhodiola Chinese medicine composition |
| CN115399405A (en) * | 2022-11-01 | 2022-11-29 | 四川合泰新光生物科技有限公司 | Application of baohuoside I glucan inclusion compound |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002013842A1 (en) * | 2000-08-15 | 2002-02-21 | Hauser, Inc. | Compositions comprising icariside i and anhydroicaritin and methods for making the same |
| CN101316573A (en) * | 2005-11-30 | 2008-12-03 | 株式会社太平洋 | Cosmetic composition containing hydrolysates of icariin |
-
2010
- 2010-06-23 CN CN2010102060314A patent/CN101899077A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002013842A1 (en) * | 2000-08-15 | 2002-02-21 | Hauser, Inc. | Compositions comprising icariside i and anhydroicaritin and methods for making the same |
| CN101316573A (en) * | 2005-11-30 | 2008-12-03 | 株式会社太平洋 | Cosmetic composition containing hydrolysates of icariin |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106148449A (en) * | 2015-03-24 | 2016-11-23 | 北京珅奥基医药科技有限公司 | A kind of preparation method of icariside I |
| CN106148449B (en) * | 2015-03-24 | 2020-12-25 | 北京珅奥基医药科技有限公司 | Preparation method of icariside I |
| CN108976264A (en) * | 2017-09-25 | 2018-12-11 | 安徽金源药业有限公司 | A kind of kidney tonifying, benefiting essence-blood, radiation protection saussurea involucrata Herba Epimedii root of kirilow rhodiola Chinese medicine composition |
| CN115399405A (en) * | 2022-11-01 | 2022-11-29 | 四川合泰新光生物科技有限公司 | Application of baohuoside I glucan inclusion compound |
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Application publication date: 20101201 |