CN105476962A - Acanthopanax leave flavone lipidosome and preparation method thereof - Google Patents
Acanthopanax leave flavone lipidosome and preparation method thereof Download PDFInfo
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- CN105476962A CN105476962A CN201510881942.XA CN201510881942A CN105476962A CN 105476962 A CN105476962 A CN 105476962A CN 201510881942 A CN201510881942 A CN 201510881942A CN 105476962 A CN105476962 A CN 105476962A
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Abstract
The invention provides acanthopanax leave flavone lipidosome and a preparation method thereof, belonging to the technical field of traditional Chinese medicines. The preparation method comprises the following steps: dissolving soyabean lecithin, cholesterol and acanthopanax leave general flavone into a reaction solvent to obtain a mixed solution, carrying out decompression on the mixed solution to remove the reaction solvent, carrying out vacuum drying, adding with PBS solution, and carrying out reaction for 0.5-3 h at 35-65 DEG C to obtain the acanthopanax leave flavone lipidosome. The invention further provides the acanthopanax leave flavone lipidosome obtained by the preparation method. The preparation method is simple, the raw materials are easily available, and the prepared acanthopanax leave flavone lipidosome has good bioavailability.
Description
Technical field
The invention belongs to technical field of Chinese medicines, be specifically related to a kind of Folium Acanthopanacis Senticosi flavone liposome and preparation method thereof.
Background technology
In Folium Acanthopanacis Senticosi, main pharmacodynamics composition is Folium Acanthopanacis Senticosi flavone, and its significant therapeutical effect and less toxic and side effects are subject to the favor of doctor and patient.In treatment cardiovascular and cerebrovascular disease and disease of immune system, there is good development prospect, but yet there are no listing about the related preparations of Folium Acanthopanacis Senticosi flavone at present, so the cry of exploitation this product new formulation is day by day urgent.The main component of Folium Acanthopanacis Senticosi flavone has hyperin, Quercetin, Quercitroside, rutin etc., its dissolubility is all very little, it is made to there is very serious body absorption problem, oral administration biaavailability is low, limit the performance of its curative effect to a certain extent, be therefore prepared into the Folium Acanthopanacis Senticosi flavone liposome that oral absorption is good, bioavailability is high and there is good application prospect.Liposome is that one is made up of one or more layers both sexes bilayer, and inside comprises the microcapsule bubble of aqueous areas.It has a lot of biological characteristics, the biocompatibility of such as liposome, can also hydrophilic medicament be loaded in the inside of liposome and show that loading hydrophobic drug, liposome can also isolate medicine and external environment condition at outside phospholipid, the activity of guarantee medicine, different size liposome can also be prepared by the preparation method of change liposome.Liposome can arrive blood circulation by Mucosa Barrier fast, it can improve the bioavailability of medicine, the preparation technology of liposome is simple simultaneously, preparation cost is less, use conventional production equipment and process conditions simple and easy to control, the mechanization degree of production is high, and production charge property is strong, repeatability is better, than being easier to put goods on the market and obtaining economic benefit.Folium Acanthopanacis Senticosi flavone is selected to be model drug, conventional film dispersion method is adopted to prepare liposome, and preliminary study is carried out to the pharmacokinetics of liposome and pharmacodynamics, expect that opening up one can improve the new formulation of Folium Acanthopanacis Senticosi flavone oral and prepare the technique of liposome, therefore has certain novelty and stronger practicality.
Summary of the invention
The object of this invention is to provide a kind of Folium Acanthopanacis Senticosi flavone liposome and preparation method thereof, this preparation method Folium Acanthopanacis Senticosi flavone liposome that is simple, that prepare has higher bioavailability.
The invention provides a kind of preparation method of Folium Acanthopanacis Senticosi flavone liposome, comprise;
Soybean phospholipid, cholesterol and Folium Acanthopanacis Senticosi total flavones are dissolved in reaction dissolvent, obtain mixed solution, by mixed solution decompression removing reaction dissolvent, vacuum drying, then add PBS solution, at 35 ~ 65 DEG C, react 0.5 ~ 3h, obtain Folium Acanthopanacis Senticosi flavone liposome.
Preferably, described soybean phospholipid and the mass ratio of cholesterol are (3-10): 1.
Preferably, the mass ratio of described soybean phospholipid and manyprickle acanthopanax general flavone is (1-7): 1.
Preferably, described reaction dissolvent is dehydrated alcohol.
Preferably, the described vacuum drying time is 55-65min.
Preferably, the pH value of described PBS solution is 6 ~ 8.
Preferably, the quality (mg) of described soybean phospholipid: PBS solution volume (ml) is (24-40): 5.
The Folium Acanthopanacis Senticosi flavone liposome that the present invention also provides above-mentioned preparation method to obtain.
Beneficial effect of the present invention
The invention provides a kind of preparation method of Folium Acanthopanacis Senticosi flavone liposome, the method is dissolved in reaction dissolvent by soybean phospholipid, cholesterol and Folium Acanthopanacis Senticosi total flavones, obtain mixed solution, by mixed solution decompression removing reaction dissolvent, vacuum drying, then add PBS solution, at 35 ~ 65 DEG C, react 0.5 ~ 3h, obtain Folium Acanthopanacis Senticosi flavone liposome.Preparation method of the present invention is simple, raw material is easy to get, and the Folium Acanthopanacis Senticosi flavone liposome prepared has good bioavailability.
The Folium Acanthopanacis Senticosi flavone liposome that the present invention also provides above-mentioned preparation method to obtain, experimental result shows: the apparent partition coefficients of the Folium Acanthopanacis Senticosi flavone liposome that the present invention prepares increases to some extent than Folium Acanthopanacis Senticosi flavone, 1.51 times are increased in water and medium, 1.67 times are increased in pH1.2 hydrochloric acid medium, 1.37 times are increased in pH7.4PBS medium, increase by 1.4 times in pH7.8PBS medium, in pH8.0PBS medium, increase by 1.42 times; Compared with Folium Acanthopanacis Senticosi extract, blood drug level and the pharmacokinetic parameters of the hyperin after Folium Acanthopanacis Senticosi flavone liposome gavage in rat body all significantly increase, and illustrate that the bioavailability of Folium Acanthopanacis Senticosi flavone liposome is higher than Folium Acanthopanacis Senticosi extract.
Detailed description of the invention
The invention provides a kind of preparation method of Folium Acanthopanacis Senticosi flavone liposome, comprise;
Soybean phospholipid, cholesterol and Folium Acanthopanacis Senticosi total flavones are dissolved in reaction dissolvent, described reaction dissolvent is preferably dehydrated alcohol, obtain mixed solution, by mixed solution preferably constant temperature decompression removing reaction dissolvent at 38-42 DEG C, one deck yellow transparent thin film is formed inside bottle wall, vacuum drying, described drying time is preferably 55-65min, then PBS solution is added, the pH value of described PBS solution is preferably 6 ~ 8, finally water-bath 0.5 ~ 3h at 35 ~ 65 DEG C, obtains Folium Acanthopanacis Senticosi flavone liposome.
According to the present invention, the extracting method referenced patent application number of described Folium Acanthopanacis Senticosi total flavones is the Chinese patent of 200610016620.X.
According to the present invention, described is not particularly limited the amount of reaction dissolvent, adds according to addition well known in the art, and described soybean phospholipid and the mass ratio of cholesterol are preferably (3-10): 1, are more preferably (3-5): 1; The mass ratio of described soybean phospholipid and manyprickle acanthopanax general flavone is preferably (1-7): 1; Be more preferably (3-5): 1; The quality (mg) of described soybean phospholipid: PBS solution volume preferably (ml) is (24-40): 5.
The Folium Acanthopanacis Senticosi flavone liposome that the present invention also provides above-mentioned preparation method to obtain.
Below in conjunction with specific embodiment, the present invention is elaborated.
Embodiment 1
Precision takes soybean phospholipid 160mg, cholesterol 16mg and Folium Acanthopanacis Senticosi flavone 32mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH6.8PBS solution, 45 DEG C of water-bath normal pressure hydration 2h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 69.05%.
Folium Acanthopanacis Senticosi flavone liposome embodiment 1 prepared carries out apparent partition coefficients mensuration, and concrete grammar is:
Classical fask oscillating method is adopted to measure the Determination of oil-water partition coefficient of Folium Acanthopanacis Senticosi flavone liposome and Folium Acanthopanacis Senticosi flavone, select n-octyl alcohol-aqueous systems, prepare pH1.2 hydrochloric acid solution respectively, pH7.4, pH7.8, the PBS solution of pH8.0, take Folium Acanthopanacis Senticosi flavone respectively and Folium Acanthopanacis Senticosi flavone liposome is appropriate, use pH1.2 hydrochloric acid solution respectively, pH7.4, pH7.8, the PBS solution of pH8.0 and water dissolution, be diluted to 10mL, add the water saturation n-octyl alcohol solution of 10mL more respectively, 37 DEG C of isothermal vibration 12h, the centrifugal 15min of 3500r/min, draw lower floor's aqueous phase and measure general flavone content, and calculate Determination of oil-water partition coefficient, experimental result shows: the apparent partition coefficients of the Folium Acanthopanacis Senticosi flavone liposome that embodiment 1 prepares increases to some extent than Folium Acanthopanacis Senticosi flavone, 1.51 times are increased in water and medium, 1.67 times are increased in pH1.2 hydrochloric acid medium, 1.37 times are increased in pH7.4PBS medium, 1.4 times are increased in pH7.8PBS medium, 1.42 times are increased in pH8.0PBS medium.
Embodiment 2
Precision takes soybean phospholipid 160mg, cholesterol 32mg and Folium Acanthopanacis Senticosi flavone 32mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH6.8PBS solution, 65 DEG C of water-bath normal pressure hydration 2h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 53.51%.
Embodiment 3
Precision takes soybean phospholipid 96mg, cholesterol 19.2mg and Folium Acanthopanacis Senticosi flavone 32mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH6.8PBS solution, 45 DEG C of water-bath normal pressure hydration 2h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 50.57%.
Embodiment 4
Precision takes soybean phospholipid 160mg, cholesterol 32mg and Folium Acanthopanacis Senticosi flavone 32mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH6.8PBS solution, 45 DEG C of water-bath normal pressure hydration 0.5h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 52.16%.
Embodiment 5
Precision takes soybean phospholipid 160mg, cholesterol 32mg and Folium Acanthopanacis Senticosi flavone 32mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH8PBS solution, 35 DEG C of water-bath normal pressure hydration 3h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 46.69%.
Embodiment 6
Precision takes soybean phospholipid 160mg, cholesterol 53mg and Folium Acanthopanacis Senticosi flavone 32mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH8PBS solution, 45 DEG C of water-bath normal pressure hydration 2h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 48.33%.
Embodiment 7
Precision takes soybean phospholipid 96mg, cholesterol 19.2mg and Folium Acanthopanacis Senticosi flavone 96mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH6.8PBS solution, 45 DEG C of water-bath normal pressure hydration 2h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 47.26%.
Embodiment 8
Precision takes soybean phospholipid 160mg, cholesterol 32mg and Folium Acanthopanacis Senticosi flavone 23mg, adds in 10mL dehydrated alcohol, and vibration is dissolved, in yellow transparent solution, in 40 DEG C of constant temperature decompression removing dehydrated alcohol, inside bottle wall, form one deck yellow transparent thin film, vacuum drying 1h, add 20mLpH8PBS solution, 45 DEG C of water-bath normal pressure hydration 2h, obtain Folium Acanthopanacis Senticosi flavone liposome, and measuring envelop rate is 47.33%.
Measure Determination of Hyperoside in rat body
1 medication and sample collecting
12 healthy Wista male rats, be divided into 2 groups at random, the i.e. Folium Acanthopanacis Senticosi flavone liposome group for preparing of Folium Acanthopanacis Senticosi flavone group and embodiment 8, often organize 6, fasting 16h before experiment, freely feed water, respectively more than gavage two groups of medicines (Folium Acanthopanacis Senticosi total flavones 200mg/kg).After gavage 0,5,10,15,30,45,60,120,180,240,300,360min gets blood in orbital vein and is about 0.5mL, is placed in the 1.5mLEP pipe scribbling heparin, the centrifugal 10min of 4000rpm, Aspirate supernatant, obtain rat plasma sample, preserve in-20 DEG C of refrigerators, for subsequent use.
2LC/MS chromatographic condition
Chromatographic column: DiamoLeapsil
tMc18 post (100 × 2.1mm, 2.7 μm); Mobile phase: A is phase methanol, and B phase is 0.5% acetic acid aqueous solution, isocratic elution (20%A ~ 80%B); Flow velocity 0.5mL/min; Column temperature: 28 DEG C.
Ion source: use ESI ionization source negative ion mode, adopt many reaction detection pattern (MRM) to detect.Source temperature is 120 DEG C, taper hole voltage 31V, capillary voltage 2.50kV, desolventizing temperature degree 400 DEG C, and taper hole gas and desolventizing gas are nitrogen, and flow velocity is respectively 50L/h and 800L/h, and argon is as collision gas.
The process of 3 plasma samples
Precision measures 200 μ L blood plasma, add 400 μ L methanol, (daiazi is internal standard substance matter to add interior mark liquid 5 μ L in addition, mass concentration is 10 μ g/mL) vortex concussion 1min protein precipitation, centrifugal 10 minutes of 4 DEG C of 12000r/min, pipette supernatant in 1.5mL centrifuge tube, 0.45 μm of organic membrane filtration, obtains rat plasma sample.
The preparation of 4 hyperin reference substance solution
Get hyperin mark product 3.50mg, accurately weighed, add dissolve with methanol, by methanol constant volume to 25mL.Draw reference substance respectively appropriate, and add mark liquid in corresponding daiazi, dilution obtains the hyperin reference substance solution that concentration is followed successively by 12.36,2.472,1.236,0.2472,0.1236,0.02472,0.01236 μ g/mL successively.
The determination of 5 tandem mass spectrum parameters
Hyperin and daiazi quota ion mass spectrometry parameters are in table 1, and table 1 is the ion pair of determinand and MS/MS instrument parameter when analyzing under MRM pattern.
Table 1
aquota ion pair,
bqualitative ion pair
The foundation of 6 directrix curves, linear, detection limit (LOD) and quantitative limit (LOQ)
The each 5 μ L of accurate absorption 4 hyperin reference substance series concentration, injection liquid matter combined instrument, adopt internal standard method to set up the standard curve of hyperin, result equation of linear regression is Y=37613.9X-6175.3; R
2=0.9986.Good in 35ng/mL ~ 0.35mg/mL scope internal linear relation.The concentration of sample when LOD is S/N=3, the concentration of sample when LOQ is S/N=10.LOD and LOQ is respectively: 10ng/mL and 35ng/mL.
7 measure and calculate the concentration of hyperin in rat serum.In rat serum, hyperin concentration v. time data sees the following form 2,3, and table 2 is shown over time for Folium Acanthopanacis Senticosi flavone group blood drug level, table 3 be Folium Acanthopanacis Senticosi flavone liposome group blood drug level over time.
Table 2
Table 3
The comparison of 8 each administration group pharmacokinetic parameters
The blood concentration-time data machine curve fitting as calculated of the hyperin of Folium Acanthopanacis Senticosi flavone, Folium Acanthopanacis Senticosi flavone liposome, dominant dynamic parameters is shown in Table 4:
Table 4
As can be seen from Table 4, Folium Acanthopanacis Senticosi flavone liposome group is compared with Folium Acanthopanacis Senticosi flavone group, the area under the drug-time curve of Folium Acanthopanacis Senticosi flavone liposome group, maximumly reach peak concentration, average residence time has significant difference, after Folium Acanthopanacis Senticosi flavone Oral Administration in Rats hyperin area under the drug-time curve, maximumly reach peak concentration, maximum peak time, average residence time be respectively (34.87 ± 2.7) μ g/mL*min, (210.24 ± 10.3) μ g/mL*min, (30.89 ± 4.3) min, (334.42 ± 75.36) min.And in Folium Acanthopanacis Senticosi flavone liposome hyperin area under the drug-time curve, maximumly reach peak concentration, maximum peak time, average residence time be respectively 40.22 ± 2.8) μ g/mL*min, (349.34 ± 12.5) μ g/mL*min, (30.47 ± 2.1) min, (640.35 ± 84.26) min.Statistical result shows that Folium Acanthopanacis Senticosi flavone liposome can improve the bioavailability of Folium Acanthopanacis Senticosi flavone, and Folium Acanthopanacis Senticosi flavone oral is absorbed to be increased.
Claims (8)
1. a preparation method for Folium Acanthopanacis Senticosi flavone liposome, is characterized in that, comprises;
Soybean phospholipid, cholesterol and Folium Acanthopanacis Senticosi total flavones are dissolved in reaction dissolvent, obtain mixed solution, by mixed solution decompression removing reaction dissolvent, vacuum drying, then add PBS solution, at 35 ~ 65 DEG C, react 0.5 ~ 3h, obtain Folium Acanthopanacis Senticosi flavone liposome.
2. the preparation method of a kind of Folium Acanthopanacis Senticosi flavone liposome according to claim 1, it is characterized in that, described soybean phospholipid and the mass ratio of cholesterol are (3-10): 1.
3. the preparation method of a kind of Folium Acanthopanacis Senticosi flavone liposome according to claim 1, is characterized in that, the mass ratio of described soybean phospholipid and manyprickle acanthopanax general flavone is (1-7): 1.
4. the preparation method of a kind of Folium Acanthopanacis Senticosi flavone liposome according to claim 1, it is characterized in that, described reaction dissolvent is dehydrated alcohol.
5. the preparation method of a kind of Folium Acanthopanacis Senticosi flavone liposome according to claim 1, it is characterized in that, the described vacuum drying time is 55-65min.
6. the preparation method of a kind of Folium Acanthopanacis Senticosi flavone liposome according to claim 1, is characterized in that, the pH value of described PBS solution is 6 ~ 8.
7. the preparation method of a kind of Folium Acanthopanacis Senticosi flavone liposome according to claim 1, is characterized in that, the quality (mg) of described soybean phospholipid: PBS solution volume (ml) is (24-40): 5.
8. the Folium Acanthopanacis Senticosi flavone liposome that obtains of the preparation method of claim 1-7 described in any one.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN112402315A (en) * | 2020-11-24 | 2021-02-26 | 长春中医药大学 | Preparation method and application of essence |
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| CN1813834A (en) * | 2006-03-03 | 2006-08-09 | 中国科学院长春应用化学研究所 | Method for preparing total flavone extract of many prickle acanthopanax |
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| CN104983761A (en) * | 2015-06-15 | 2015-10-21 | 中国科学院长春应用化学研究所 | Acanthopanax senticosus leaf general flavone phospholipid complex and preparing method and preparation thereof |
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| CN1813834A (en) * | 2006-03-03 | 2006-08-09 | 中国科学院长春应用化学研究所 | Method for preparing total flavone extract of many prickle acanthopanax |
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Application publication date: 20160413 |