CN102133260A - Preparation method and application of dalbergia wood active constituent with myocardial protection function - Google Patents
Preparation method and application of dalbergia wood active constituent with myocardial protection function Download PDFInfo
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- CN102133260A CN102133260A CN2011100589718A CN201110058971A CN102133260A CN 102133260 A CN102133260 A CN 102133260A CN 2011100589718 A CN2011100589718 A CN 2011100589718A CN 201110058971 A CN201110058971 A CN 201110058971A CN 102133260 A CN102133260 A CN 102133260A
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Abstract
The invention provides a dalbergia wood active constituent with a myocardial protection function. The active constituent mainly contains compounds such as dalbergin and the like. The preparation method of the active constituent comprises the following steps of: heating and extracting medicinal materials; concentrating; separating through a silica gel column; eluting; concentrating and drying eluent; continuously separating through preparative liquid chromatography; collecting the solution; and concentrating and drying the solution to obtain the active constituent. The dalbergia wood active constituent provided by the invention can be used for preparing medicaments for treating and preventing cardiovascular diseases. The method provided by the invention has reasonable design, can be used for quickly and accurately acquiring the active constituent, and can realize quality control of medicaments more easily in production.
Description
Technical field
The invention belongs to the field of Chinese medicines, relate to the Chinese medicine effective extract, be specifically related to a kind of preparation method and pharmaceutical applications thereof of the Lignum Dalbergiae Odoriferae active component with myocardium protecting action that extracts from Lignum Dalbergiae Odoriferae, this active component mainly contains chemical compounds such as purple dalbergin.
Background technology
Cardiovascular disease is first killer of harm humans health, in recent years, along with the variation of China's aged tendency of population and people's work, life, dietary structure and environment etc., the incidence rate of cardiovascular and cerebrovascular diseases such as coronary heart disease also increases year by year, and the people's physical and mental health in serious threat.In the natural product many active substances have resist myocardial ischemia, anoxia functions, some of them have been developed to treatment coronary heart disease and anginal new drug.Thereby from natural product, seek have resist myocardial ischemia, the active substance of anoxia physiologically active, be find, one of effective way of developing new drug.China's medicinal organism resource is very abundant, and its biological active substances is research and finds new drug guide chemicals, the natural treasure-house of developing new drug.At present, China extracts active substance from natural product, be used to be developed to treatment coronary heart disease, safety is good, toxicity is low new drug also seldom, from natural product, extract active substance, be developed to have and resist myocardial ischemia, be used for the treatment of coronary heart disease and anginal new drug, have significant application value and wide development prospect.
Lignum Dalbergiae Odoriferae is the dry duramen of leguminous plant Lignum Dalbergiae Odoriferae wingceltis Dalbergia odorifera T. Chen trunk and root.Suffering, temperature is returned liver, spleen channel.Have promoting flow of QI and blood, pain relieving, the hemostatic effect contains multiple flavones ingredient, belongs to having of isoflavone: formoononetin, Bao Di xyloquinone, the big legumin of 3'-methoxyl group; Belong to having of flavanone: liquiritigenin; Belong to having of chalcone derivative: isoliquiritin unit, 2'-O-methyl isoliquiritin unit; Belong to having of isoflavan: (3R)-donkey food grass phenol, 5'-methoxyl group donkey food grass phenol, 3', 8-dihydroxy donkey food grass phenol, dimpling sword-like leave Sha phenol of racemization, dextral sword-like leave Sha belongs to isoflavan, and different sword-like leave Sha of racemization belongs to isoflavan, the different yellow alkene of Lignum Dalbergiae Odoriferae; Belong to having of isoflavanone: (3R)-2', 3'-7-trihydroxy-4'-methoxyl group isoflavanone.Also contain two isoflavan constituents: (3R, 4R)-trans-2', 3', 7-trihydroxy-4'-Shen oxygen base-4[(3R)-2', 7-dihydroxy-4'-methoxyl group isoflavan-5'-yl] isoflavan, (3R, 4R)-and trans 2', 7-dihydroxy-4'-methoxyl group-4-[(3R)-and 2', 7-dihydroxy-4'-methoxyl group isoflavan-5'-yl] isoflavan, (3R, 4R)-trans-3' under, 7-dihydroxy-2', 4'-dimethoxy-4 ' [(3R) 2', 7-dihydroxy-4'-methoxyl group isoflavan-5'-yl] isoflavan, 7-hydroxyl-4'-methoxyl group-2', the 5'-dioxy-4-[(3R)-and 2', 7-dihydroxy-4'-methoxyl group isoflavan-5'-yl) isoflavan, (3R, 4R)-and trans-3', 7-dihydroxy-2', the 4'-dimethoxy-4 '-[(2S)-4', 5,7-trihydroxy flavanone-6-yl] isoflavan, 2,3-two deoxidations-2', 7-dihydroxy-4'-methoxyl group-3-[2', 7-dihydroxy-4'-methoxyl group isoflavan-6-yl] flavane, 2,3-two deoxidations-2', 7-dihydroxy-4'-methoxyl group-3-[2', 7-dihydroxy-4'-methoxyl group isoflavan-5' yl] flavane, 2,3-two deoxidations-2', 7-dihydroxy-4'-methoxyl group-3-(2', 7-dihydroxy-4'-methoxyl group isoflavan-5' yl) flavone.Contain the pterocarpan composition again: (-)-3-hydroxy-9-methoxypterocarpan, left-handed 9-O-methyl Unisem sweet pea Lignum pterocarpi indici phenol, left-handed white sweet clover Lignum pterocarpi indici phenol C and D, left-handed season perfume pterocarpin.Also contain cinnamyl phenol composition: dalbergia obtusifolia styrene, different dimpling sword-like leave Sha styrene.Contain 2-hydroxyl-3 again, 4-dimethoxy p-methyl, 2', 6-dihydroxy-4'-methoxyl group-2-aryl benzofuran.
Lignum Dalbergiae Odoriferae is a promoting blood circulation to remove blood stasis Chinese medicine, experiment shows that its syndrome of blood stasis animal capable that high molecular dextran is injected formed blood high viscosity syndrome significantly reduces whole blood viscosity, especially the whole blood viscosity effect is outstanding under the high shear rate to reduce, also can reduce plasma viscosity, but erythrocyte aggregation is not made significant difference, Lignum Dalbergiae Odoriferae also has the blood fat reducing effect, and it reduces syndrome of blood stasis animal blood viscosity may be relevant with its effect for reducing fat, and the mechanism of its effect for reducing blood fat is then with to suppress the HMG CoA-reductase relevant.2-hydroxyl-3,4-dimethoxy p-methyl, hydroxyl dalbergia obtusifolia styrene, different dimpling sword-like leave Sha styrene have test to show significantly anticoagulant of contained some composition in addition.In addition, Lignum Dalbergiae Odoriferae is that coronary disease II number side forms one of medicine, the modern pharmacology experiment shows that the single Lignum Dalbergiae Odoriferae can significantly promote recovery and the recovery after the arteriole contraction and the recovery of local microcirculation of the experimental microcirculation disturbance blood flow of mice mesentery, arteriolar contraction is stronger due to its antiadrenergic drug, to a little less than postponing the effect that blood arrheas.The remarkable hypotensive effect of coronary disease II tool, wherein Lignum Dalbergiae Odoriferae plays a role because of the receptor of inhibition angiotensin II.Lignum Dalbergiae Odoriferae has above obvious pharmacological action to cardiovascular system, therefore, isolates active component from Lignum Dalbergiae Odoriferae, and the modern Chinese medicine of developing the treatment cardiovascular disease has great importance.
Summary of the invention
The object of the present invention is to provide a kind of preparation method with Lignum Dalbergiae Odoriferae active component of myocardium protecting action, realize by following steps: will add ethyl acetate and ethanol after the Lignum Dalbergiae Odoriferae pulverizing medicinal materials, heating extraction gets extracting solution, extracting solution is condensed into extractum, and itself and silica gel mixed sample, with normal phase silicagel column it is separated, at first use petroleum ether and ethyl acetate as eluant, get eluent I, abandon it, use chloroform and methanol then instead as eluant, get eluent II, will get sample behind the eluent II concentrate drying; Continue to separate the sample that obtains with preparative liquid chromatography; The separation condition of preparative hplc: chromatographic column is a preparative column, and mobile phase is water and acetonitrile, gradient elution.
The preferred Lignum Dalbergiae Odoriferae active component of the present invention preparation method, realize by following steps: get the Lignum Dalbergiae Odoriferae medical material, it is pulverized the back, and to add volume ratio be ethyl acetate and the ethanol of 1:1, and reflux 1 hour is extracted 2 times, filtrate merge extracting solution.Extracting solution is condensed into extractum, and itself and silica gel mixed sample, with normal phase silicagel column it is separated, be that the petroleum ether of 50:1 and ethyl acetate are as the stream eluant at first with volume ratio, eluent I, abandon it, use chloroform that volume ratio is 10:1 and methanol then instead as eluant, get eluent II, will get sample behind the eluent II concentrate drying; Continue to separate the sample that obtains with preparative liquid chromatography: the separation condition of preparative hplc: chromatographic column is preparative column (ZORBAX SB C
18; 21.2mm
250mm, 7
), mobile phase is water A and acetonitrile B, the gradient elution program is as follows: during 0min, mobile phase A is 70% water, and Mobile phase B is 30% acetonitrile solution; During 45 min, mobile phase A is 20% water, and Mobile phase B is 80% acetonitrile solution; Flow velocity is 7ml/min, and column temperature is a room temperature; Separate through preparative liquid chromatography, collect solution in the 27.6-39.4min time period, solution obtains active component behind concentrate drying.This component mainly contains purple dalbergin, 3'-Hydroxymelanettin, stevenin and 2'-Hydroxymononetin.
Another object of the present invention provides the application of described Lignum Dalbergiae Odoriferae active component in the medicine of preparation treatment, angiocardiopathy preventing.Prove that through pharmacological evaluation Lignum Dalbergiae Odoriferae active component provided by the invention has protective effect to myocardial cell.
Lignum Dalbergiae Odoriferae active component of the present invention can be used as active component, adds the adjuvant of accepting on the pharmaceutics, makes preparation according to the preparation method of the preparation of putting down in writing on the pharmaceutics.
Described preparation comprises injection, drip liquid, injectable powder, granule, tablet, electuary, powder, oral liquid, sugar coated tablet, film coated tablet, enteric coated tablet, capsule, hard capsule, soft capsule, sucks agent, granule, pill, unguentum, sublimed preparation, spray, drop pill, disintegrating agent, oral cavity disintegration tablet, micropill etc.
Lignum Dalbergiae Odoriferae active component of the present invention and preparation thereof can be used in preparation treatment, angiocardiopathy preventing medicine.Preparation method provided by the invention is reasonable in design, can obtain effective ingredient rapidly and accurately, is easier to the quality control of medicine aborning.
The specific embodiment
Further describe flesh and blood of the present invention and beneficial effect below in conjunction with embodiment, this embodiment only is used to the present invention is described but not limitation of the present invention.
The preparation of embodiment one Lignum Dalbergiae Odoriferae active component
Ethyl acetate and ethanol will be added after the Lignum Dalbergiae Odoriferae pulverizing medicinal materials, heating extraction gets extracting solution, extracting solution is condensed into extractum, and itself and silica gel are mixed sample, it is separated with normal phase silicagel column, at first use petroleum ether and ethyl acetate as eluant, get eluent I, abandon it, use chloroform and methanol then instead as mobile phase, get eluent II, will get sample behind the eluent II concentrate drying; Continue to separate the sample that obtains with preparative liquid chromatography; The separation condition of preparative hplc: chromatographic column is a preparative column, and mobile phase is water and acetonitrile, gradient elution.
The preparation of embodiment two Lignum Dalbergiae Odoriferae active components
Get the Lignum Dalbergiae Odoriferae medical material, it is pulverized the back, and to add volume ratio be ethyl acetate and the ethanol of 1:1, and reflux 1 hour is extracted 2 times, filtrate merge extracting solution.Extracting solution is condensed into extractum, and itself and silica gel mixed sample, with normal phase silicagel column it is separated, be that the petroleum ether of 50:1 and ethyl acetate are as eluant at first with volume ratio, eluent I, abandon it, use chloroform that volume ratio is 10:1 and methanol then instead as eluant, get eluent II, will get sample behind the eluent II concentrate drying; Continue to separate the sample that obtains with preparative liquid chromatography: the separation condition of preparative hplc: chromatographic column is preparative column (ZORBAX SB C
18; 21.2mm
250mm, 7
), mobile phase is water A and acetonitrile B, the gradient elution program is as follows: during 0min, mobile phase A is 70% water, and Mobile phase B is 30% acetonitrile solution; During 45 min, mobile phase A is 20% water, and Mobile phase B is 80% acetonitrile solution; Flow velocity is 7ml/min, and column temperature is a room temperature; Separate through preparative liquid chromatography, collect solution in the 27.6-39.4min time period, solution obtains active component behind concentrate drying.
The preparation of embodiment three dropping pill formulations
Get Lignum Dalbergiae Odoriferae active component 0.5g and 10.5g Polyethylene Glycol-20000 mix homogeneously, heating and melting moves in the drop pill drip irrigation behind the change material, and in ℃ liquid paraffin of medicine liquid droplet to 6 ~ 8, oil removing makes 400 of drop pill.
The preparation of embodiment four lyophilized injectable powders
Get Lignum Dalbergiae Odoriferae active component 0.5g, glucose 4.5g, sodium thiosulfate 0.9g and distilled water 1000ml, behind the said components mix homogeneously, 400 of packing, lyophilization, promptly.
The active appraisal experiment of embodiment five Lignum Dalbergiae Odoriferae components
1. the Lignum Dalbergiae Odoriferae component is to H
2O
2The protective effect of injury of myocardium cell
In vitro culture H
9C
2Myocardial cell, culture fluid are that DMEM (high sugar)+10%FBS (G)+1% non essential amino acid+0.1% pair is anti-.The trophophase cell of taking the logarithm places on the 96 porocyte culture plates, behind constant temperature culture 24 h, adds 200 μ mol/mL H
2O
2Injury of myocardium cell 30 min, the Lignum Dalbergiae Odoriferae component that adds final concentration again and be 50 μ g/mL is hatched 24 h, adopts mtt assay to measure cell viability.The result shows that this component is to H
2O
2The protective rate of injury of myocardium cell is 10.5%.
2. the Lignum Dalbergiae Odoriferae component is to the protective effect of hypoxia-reoxygenation induced injured myocardium cell
In vitro culture H
9C
2Myocardial cell, culture fluid are that DMEM (high sugar)+10%FBS (G)+1% non essential amino acid+0.1% pair is anti-.The trophophase cell of taking the logarithm places on the 96 porocyte culture plates, behind constant temperature culture 24 h, cultivates 6 h in the anoxia cell.After anoxia finished, taking out the Tissue Culture Plate adding was the Lignum Dalbergiae Odoriferae component of 50 μ g/mL through the final concentration of sugar-free Hank ' s dilution, is hatching 6 h under normal condition of culture, gets cell culture supernatant and measures lactic acid dehydrogenase (LDH) content.The result shows that this component is 17.9% to the myocardial cell protection rate of anoxia reoxygenation injury.
Claims (6)
1. Lignum Dalbergiae Odoriferae active component that myocardium protecting action is arranged, it is characterized in that, obtain by following preparation process: will add ethyl acetate and ethanol after the Lignum Dalbergiae Odoriferae pulverizing medicinal materials, heating extraction gets extracting solution, extracting solution is condensed into extractum, and itself and silica gel mixed sample, with normal phase silicagel column it is separated, at first use petroleum ether and ethyl acetate as mobile phase, get eluent I, abandon it, change chloroform and methanol then as mobile phase, get eluent II, will get sample behind the eluent II concentrate drying; Continue to separate the sample that obtains with preparative liquid chromatography; The separation condition of preparative hplc: chromatographic column is a preparative column, and mobile phase is water and acetonitrile, and gradient elution is collected solution, and solution obtains active component behind concentrate drying; Mainly contain chemical compounds such as purple dalbergin in this active component.
2. a kind of Lignum Dalbergiae Odoriferae active component that myocardium protecting action is arranged according to claim 1; it is characterized in that; ethyl acetate and alcoholic acid volume ratio are 1:0.8 ~ 1.2, and the volume ratio of petroleum ether and ethyl acetate is 47 ~ 53:1, and the volume ratio of chloroform and methanol is 8 ~ 13:1.
3. a kind of Lignum Dalbergiae Odoriferae active component that myocardium protecting action is arranged according to claim 1, it is characterized in that, obtain by following preparation process: get the Lignum Dalbergiae Odoriferae medical material, it is pulverized back adding volume ratio is ethyl acetate and the ethanol of 1:1, reflux 1 hour, extract 2 times, filtrate merge extracting solution; Extracting solution is condensed into extractum, and itself and silica gel mixed sample, with normal phase silicagel column it is separated, be that the petroleum ether of 50:1 and ethyl acetate are as eluant at first with volume ratio, eluent I, abandon it, use chloroform that volume ratio is 10:1 and methanol then instead as eluant, get eluent II, will get sample behind the eluent II concentrate drying; Continue to separate the sample that obtains with preparative liquid chromatography: the separation condition of preparative hplc: chromatographic column is preparative column (ZORBAX SB C
18; 21.2mm
250mm, 7
), mobile phase is water A and acetonitrile B, the gradient elution program is as follows: 0min, 30%B; 45 min, 80%B; Flow velocity is 7ml/min, and column temperature is a room temperature; Separate through preparative liquid chromatography, collect solution in the 27.6-39.4min time period, solution obtains active component behind concentrate drying.
4. according to claim 1 or the 3 described a kind of application of Lignum Dalbergiae Odoriferae active component in the medicine of preparation treatment cardiovascular disease that myocardium protecting action is arranged.
5. application according to claim 4 is characterized in that, described medicine adds acceptable auxiliary on the pharmaceutics by the Lignum Dalbergiae Odoriferae active component, makes according to the formulation preparation method of putting down in writing on the pharmaceutics.
6. application according to claim 5 is characterized in that described preparation comprises liquid preparation or solid preparation.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110058971 CN102133260B (en) | 2011-03-11 | 2011-03-11 | Preparation method and application of dalbergia wood active constituent with myocardial protection function |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110058971 CN102133260B (en) | 2011-03-11 | 2011-03-11 | Preparation method and application of dalbergia wood active constituent with myocardial protection function |
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| CN102133260A true CN102133260A (en) | 2011-07-27 |
| CN102133260B CN102133260B (en) | 2013-03-13 |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101450106A (en) * | 2008-12-25 | 2009-06-10 | 浙江大学 | Traditional Chinese medicine composition with ischemic myocardium angiogenesis promoting function |
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2011
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101450106A (en) * | 2008-12-25 | 2009-06-10 | 浙江大学 | Traditional Chinese medicine composition with ischemic myocardium angiogenesis promoting function |
Non-Patent Citations (2)
| Title |
|---|
| 姜爱莉等: "降香抗氧化成分的提取及活性研究", 《精细化工》 * |
| 郭丽冰等: "降香中黄酮类化学成分研究（2）", 《中药材》 * |
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