CN101780030A - Ginkgo flavone aglycone solid dispersion and preparation method thereof - Google Patents
Ginkgo flavone aglycone solid dispersion and preparation method thereof Download PDFInfo
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- CN101780030A CN101780030A CN 201010119803 CN201010119803A CN101780030A CN 101780030 A CN101780030 A CN 101780030A CN 201010119803 CN201010119803 CN 201010119803 CN 201010119803 A CN201010119803 A CN 201010119803A CN 101780030 A CN101780030 A CN 101780030A
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Abstract
The invention relates to a ginkgo flavone aglycone solid dispersion and a preparation method thereof. The solid dispersion adopts ginkgo flavone aglycone as active ingredient, is added with polymer carrier material, antioxidant and antisticking agent according to the proportion of 1: (0.2-15): (0-5): (0.2-15), and is prepared by a melting method, a coprecipitation method, a solvent dispersion method, a solvent melting method or a grinding method. The polymer carrier material is one or more in povidones, polyethylene glycols, poloxamers, polyoxyethylene stearic acid, hydroxymethyl propyl celluloses and low-viscosity Eudragit; the antioxidant is one or more in vitamin E, vitamin C or edetate disodium; the antisticking agent is one or more in talcum powder, micropowder silica gel, magnesium stearate or other auxiliary materials which can be taken as the antisticking agents. The ginkgo flavone aglycone solid dispersion can improve the solubility of medicine, leads the solubility to be 5-500 times higher than that of raw medicine, accelerates the dissolution rate of the medicine, and remarkably improves the dissolution rate in a dissolution medium within 45min in an accumulated way.
Description
Technical field
The invention belongs to medical technical field, be specifically related to ginkgo flavone aglycone solid dispersion and preparation method thereof.
Background technology
Folium Ginkgo is the leaf of Ginkgoaceae Ginkgo plant Ginkgo biloba (Ginkgo biloba L.).Semen Ginkgo originates in China, is present in ground such as the Tian Mu Shan Mountain, China Zhejiang, Dabie Mountain with wild species.Flavone compound in the Folium Ginkgo has only after the glucosidase of intestinal microbial population decomposes usually there not to be active glucosides combining form to exist, and forms just biologically active of ginkgo flavone aglycone.The glucosides type gingkgo flavonoids that is decomposed by intestinal microbial population is not difficult for being absorbed, and directly goes into intestinal from bile secretion and excretes.Many studies show that, ginkgo flavone aglycone have multiple biological activity, and it is antibiotic except that utilizing, the effects such as antiinflammatory, mutation, blood pressure lowering, heat-clearing and toxic substances removing, calmness, diuresis, in antioxidation, anticancer, anti-cancer, suppress aspect such as lipase remarkable result is also arranged.The preparation that contains ginkgetin of listing has Folium Ginkgo etc. at present, but the active component oral absorption in these preparations is poor, and bioavailability is low.Water insoluble and the aqueous medium of ginkgo flavone aglycone is so it is low because of its slightly solubility drug loading to make injection; And make oral formulations because of its slightly solubility, and medicine external speed in water is slower, and bioavailability is low.
The patent of Southern Yangtze University application No. 200510095762.5 " a kind of preparation method of flavone aglycone micro capsule " is to be core with isoflavone genin or ginkgo flavone aglycone, be mixed the flavone aglycone micro capsule of manufacturing as the wall material with maltodextrin etc. respectively with gelatin, lactalbumin or soybean protein isolate.This patented technology does not still solve the systemic problem of its body.
Summary of the invention
The object of the present invention is to provide ginkgo flavone aglycone solid dispersion, solid dispersions technique is applied to ginkgo flavone aglycone,, and overcome the problem of aging that solid dispersion occurs easily with raising medicine stability, dissolubility and dissolution rate.
Another purpose of the present invention is to provide the preparation method of ginkgo flavone aglycone solid dispersion, enables to use in multiple dosage form.
The inventor proposes a kind of new medical substance, i.e. ginkgo flavone aglycone at absorption characteristic in the medical value of ginkgetin and the body thereof.It is to extract from the Folium Ginkgo medical material by prior art to obtain ginkgo flavone aglycone, and the effective ingredient of this medical material is hydrolyzed, and makes glycoside material wherein slough glycosyl, generates to have more bioactive aglycon.
The ginkgo flavone aglycone solid dispersion that the inventor provides is that the employing ginkgo flavone aglycone is an active component, add polymer carrier, antioxidant and antiplastering aid, ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid are according to 1: (0.2～15): (0～5): the ratio of (0.2～15) is made.
Above-mentioned polymer carrier is polyvidone class, polyethylene glycols, poloxamer (alpha-hydro-omega-hydroxypoly oxygen ethylene polyoxyethylene polyoxypropylene block copolymer) class, Myrj 45, hydroxypropyl methylcellulose class, low viscosity Eudragit[butyl methacrylate-Dimethylaminoethyl Methacrylate-methyl methacrylate (1: 2: 1) copolymer] in one or more; Above-mentioned antioxidant is that vitamin E, vitamin C or disodium edetate and other can be used as one or more in the adjuvant of antioxidant; Above-mentioned antiplastering aid is that Pulvis Talci, micropowder silica gel, magnesium stearate and other can be used as one or more in the adjuvant of antiplastering aid.
The preparation method of the ginkgo flavone aglycone solid dispersion that the inventor provides is to adopt fusion method, or coprecipitation, or the solvent dispersion method, or the solvent fusion method, or polishing prepares.
Above-mentioned fusion method is with behind the carrier material heating and melting, add ginkgo flavone aglycone, the mass ratio that makes ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid is 1: (0.2～15): (0～5): (0.2～15), after stirring fusion, be tiled in fused mass on the steel plate or on the surface plate, place 1～6h at-10 ℃～-70 ℃ and make it quenching and solidify, place exsiccator then, at room temperature dry 1～6 day, pulverize, sieving promptly gets ginkgo flavone aglycone solid dispersion.
Above-mentioned coprecipitation is to get ginkgo flavone aglycone and carrier material, according to ginkgo flavone aglycone, macromolecular material, the mass ratio of antioxidant and antiplastering aid is 1: (0.2～15): (0～5): (0.2～15), add the organic solvent dehydrated alcohol, dichloromethane, ethyl acetate, ether, in acetone and the methanol one or more, the mass ratio of ginkgo flavone aglycone and organic solvent is 1: (1～100), stirring is dissolved carrier material and ginkgo flavone aglycone fully, oven dry, rotary evaporation, spray drying or freeze-drying remove and desolvate, after continuing to place dry a period of time, pulverized 60～120 mesh sieves and promptly got ginkgo flavone aglycone solid dispersion.
Above-mentioned solvent dispersion method is to get ginkgo flavone aglycone, add the organic solvent dehydrated alcohol, dichloromethane, ethyl acetate, ether, one or more of acetone and methanol, the mass ratio of ginkgo flavone aglycone and organic solvent is 1: (1～100), stirring is dissolved ginkgo flavone aglycone fully, add carrier material, make ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid mass ratio are 1: (0.2～15): (0～5): (0.2～15), oven dry, rotary evaporation, spray drying or freeze-drying remove and desolvate, solid transfer continues dry 10～30h to the vacuum drying baker, dry thing is crossed 60～120 mesh sieves and promptly got ginkgo flavone aglycone solid dispersion after grinding.
Above-mentioned solvent fusion method is to get ginkgo flavone aglycone, add the organic solvent dehydrated alcohol, dichloromethane, ethyl acetate, ether, one or more of acetone and methanol, the mass ratio of ginkgo flavone aglycone and organic solvent is 1: (1～100), stirring is dissolved ginkgo flavone aglycone fully, join in an amount of melting carrier material, make ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid mass ratio are 1: (0.2～15): (0～5): (0.2～15), mixing, remove and desolvate, cooling curing, solid transfer continues dry 10～30h to the vacuum drying baker, dry thing is crossed 60～120 mesh sieves and promptly got ginkgo flavone aglycone solid dispersion after grinding.
Above-mentioned polishing is to get ginkgo flavone aglycone and carrier material, making ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid mass ratio is 1: (0.2～15): (0～5): (0.2～15), mixing, put in the mortar and grind, rotating speed 100～600r/min, milling time 10～60min takes out, and crosses 60～120 mesh sieves and promptly gets ginkgo flavone aglycone solid dispersion.
The prepared ginkgo flavone aglycone solid dispersion of above-mentioned each method can prepare one or more dosage forms in tablet, capsule, granule, drop pill, gel, eye drop, Eye ointments or the injection according to the method for pharmaceutics.Wherein tablet and capsule can add fluidizer and lubricant, comprise Pulvis Talci, sodium lauryl sulphate, magnesium stearate, Stepanol MG, micropowder silica gel or their mixture, and consumption is 0.1%～5% of a drug quality; Can add disintegrating agent, comprise dried starch 5%～20%, carboxymethyl starch sodium 1%～6%, polyvinylpolypyrrolidone 0.5%～6% or low-substituted hydroxypropyl cellulose 2%～5%; Also can add other adjuvants, comprise starch, pregelatinized Starch, lactose, microcrystalline Cellulose, dextrin or their mixture, consumption accounts for 15%～60% of drug quality.
Ginkgo flavone aglycone solid dispersion of the present invention confirms through test, can increase the dissolubility of medicine, accelerates the dissolution rate of medicine.The dissolubility of medicine in water improves 5～500 times than crude drug, and 45min accumulative total stripping percentage rate obviously improves in dissolution medium.Second method mensuration in the Chinese Pharmacopoeia version appendix in 2005 press in the dissolution in vitro test that the present invention adopts, and dissolution medium is a distilled water, rotating speed 50～100r/min, 37 ± 5 ℃ of temperature.The result shows that its external stripping is all right, has clear improvement than crude drug; The dissolution in vitro test is contrast with homemade ginkgo flavone aglycone sheet, measure ginkgo flavone aglycone solid dispersion of the present invention in external stripping situation, the result shows that the external accumulative total of solid dispersion 45min of the present invention stripping percentage rate is 80%～100%, be significantly increased than crude drug, compare better effects if with homemade ginkgo flavone aglycone sheet.
Description of drawings
Fig. 1 is for being the external stripping curve (n=6) of the solid dispersion of carrier with Macrogol 4000 and antiplastering aid, Fig. 2 is for being the external stripping curve (n=6) of the solid dispersion of carrier with poloxamer 188 and antiplastering aid, Fig. 3 is the external stripping curve (n=6) of the solid dispersion of carrier with PVPK30 and antiplastering aid for the present invention, Fig. 4 is the external stripping curve (n=6) of the solid dispersion of carrier with hydroxypropyl methylcellulose E5 and antiplastering aid for the present invention, and Fig. 5 is the external stripping curve (n=6) of the solid dispersion of carrier with Eudragit E100 and antiplastering aid for the present invention.
Described " n=6 " is meant sample dissolution test determinations of each different prescription, the dissolution curve drawn of the meansigma methods that obtains for 6 times with 6 sample parallel assays respectively, and adopting what represent for 6 times is meaning on the statistics.
Among above-mentioned each figure :-◆-for adding micropowder silica gel,--■--is the adding Pulvis Talci ,-▲-for adding magnesium stearate.
The specific embodiment
Prescription and concrete preparation method to ginkgo flavone aglycone solid dispersion is illustrated below, but is not limited to listed embodiment.
Embodiment 1
Get 10g Macrogol 4000 and 0.5g Pulvis Talci mixing, heating makes the Macrogol 4000 fusion, add the 1g ginkgo flavone aglycone, mixing is poured fused mass on the steel plate into rapidly and is tiled, and puts-20 ℃ of refrigerators, freezing 8 hours, transfer to and continue at room temperature dry 24～48 hours in the vacuum drying oven, take out and grind, cross 80 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.This solid dispersion 45min accumulative total dissolution rate is 80.67% ± 1.62%.
Embodiment 2
Get 5g Macrogol 4000 and 5g micropowder silica gel mixing, heating makes the Macrogol 4000 fusion, add the 1g ginkgo flavone aglycone, mixing is poured fused mass on the steel plate into rapidly and is tiled, and puts-20 ℃ of refrigerators, freezing 8 hours, transfer to and continue at room temperature dry 24～48 hours in the vacuum drying oven, take out and grind, cross 80 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.This solid dispersion 45min accumulative total stripping percentage rate is 86.75% ± 2.34%.
Embodiment 3
Get 10g poloxamer 188 and 5g micropowder silica gel mixing, heating makes the Macrogol 4000 fusion, add the 1g ginkgo flavone aglycone, mixing is poured fused mass on the steel plate into rapidly and is tiled, and puts-20 ℃ of refrigerators, freezing 8 hours, transfer to and continue at room temperature dry 24～48 hours in the vacuum drying oven, take out and grind, cross 80 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.This solid dispersion 45min accumulative total dissolution rate is 89.64% ± 1.37%.
Embodiment 4
Get the 1g ginkgo flavone aglycone, 10g polyvinylpyrrolidone (PVP) K30 and 0.5g micropowder silica gel are put in the beaker, add dehydrated alcohol 30mL, stir ginkgo flavone aglycone and PVP K30 are dissolved fully.Be transferred to after the spray drying and continue at room temperature dry 24h in the vacuum drying oven, take out and grind, cross 80 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.The external accumulative total of this solid dispersion 45min dissolution rate is 85.99% ± 1.84%.
Embodiment 5
Get the 5g ginkgo flavone aglycone, 5g PVP K30 and 5g Pulvis Talci are put in the beaker, add dehydrated alcohol 75mL, ethyl acetate 75mL, and stirring is dissolved ginkgo flavone aglycone and PVPK30 fully.Be transferred to behind the oven drying and continue at room temperature dry 24h in the vacuum drying oven, take out and grind, cross 80 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.The external accumulative total of this solid dispersion 45min stripping percentage rate is 81.25% ± 2.07%.
Embodiment 6
Get the 1g ginkgo flavone aglycone, 10g hydroxypropyl methylcellulose E5 and 0.5g micropowder silica gel are put in the beaker, add dehydrated alcohol 30mL, stir ginkgo flavone aglycone and hydroxypropyl methylcellulose E5 are dissolved fully.Make the solvent evaporate to dryness in baking oven for heating more than 70 ℃, be transferred to and continue at room temperature dry 24h in the vacuum drying oven, take out and grind, cross 80 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.The external accumulative total of this solid dispersion 45min dissolution rate is 90.47% ± 1.79%.
Embodiment 7
The weight ratio of getting 10g polyethylene glycol 6000 and Macrogol 2000 0 is 1: 1 a mixture, 0.5g Pulvis Talci mixing, and heating makes the Polyethylene Glycol fusion.Get the 1g ginkgo flavone aglycone and add dehydrated alcohol 40mL, ethyl acetate 20mL, stirring is dissolved ginkgo flavone aglycone fully, and solution adds in the fusion carrier material, mixing, remove and desolvate, fused mass is poured on the steel plate tiled rapidly, put-20 ℃ of refrigerators, freezing 4～8 hours, transfer to and continue at room temperature dry 24～48h in the vacuum drying oven, take out and grind, cross 80 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.The external accumulative total of this solid dispersion 45min dissolution rate is 90.27% ± 2.05%.
Embodiment 8
Get the 1g ginkgo flavone aglycone, 10g Eudragit E100 and 0.5g micropowder silica gel are put in the beaker, add dehydrated alcohol 15mL, ethyl acetate 15mL, and stirring is dissolved ginkgo flavone aglycone fully.Baking oven for heating makes the solvent evaporate to dryness, is transferred to then to continue at room temperature dry 24h in the vacuum drying oven, takes out and grinds, and crosses 80 mesh sieves and promptly gets ginkgo flavone aglycone solid dispersion.The external accumulative total of this solid dispersion 45min dissolution rate is 93.45% ± 1.69%.
Claims (9)
1. ginkgo flavone aglycone solid dispersion, it is characterized in that this dispersion is that the employing ginkgo flavone aglycone is an active component, add polymer carrier, antioxidant and antiplastering aid, ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid are according to 1: (0.2～15): (0～5): the ratio of (0.2～15) is made.
2. ginkgo flavone aglycone solid dispersion as claimed in claim 1 is characterized in that described polymer carrier is one or more among polyvidone class, polyethylene glycols, poloxamer class, Myrj 45, hydroxypropyl methylcellulose class, the low viscosity Eudragit; Described antioxidant is one or more in vitamin E, vitamin C or the disodium edetate; Described antiplastering aid is that Pulvis Talci, micropowder silica gel, magnesium stearate and other can be used as one or more in the adjuvant of antiplastering aid.
3. the method for preparing the described ginkgo flavone aglycone solid dispersion of claim 1 is characterized in that ginkgo flavone aglycone solid dispersion is to adopt fusion method, or coprecipitation, or the solvent dispersion method, or the solvent fusion method, or polishing prepares.
4. method as claimed in claim 3, it is characterized in that described fusion method is with behind the carrier material heating and melting, add ginkgo flavone aglycone, the mass ratio that makes ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid is 1: (0.2～15): (0～5): (0.2～15), after stirring fusion, be tiled in fused mass on the steel plate or on the surface plate, place 1～6h at-10 ℃～-70 ℃ and make it quenching curing, place exsiccator then, at room temperature dry 1～6 day, pulverize, sieving promptly gets ginkgo flavone aglycone solid dispersion.
5. method as claimed in claim 3, it is characterized in that described coprecipitation is to get ginkgo flavone aglycone and carrier material, according to ginkgo flavone aglycone, macromolecular material, the mass ratio of antioxidant and antiplastering aid is 1: (0.2～15): (0～5): (0.2～15), add the organic solvent dehydrated alcohol, dichloromethane, ethyl acetate, ether, in acetone and the methanol one or more, the mass ratio of ginkgo flavone aglycone and organic solvent is 1: (1～100), stirring is dissolved carrier material and ginkgo flavone aglycone fully, oven dry, rotary evaporation, spray drying or freeze-drying remove and desolvate, after continuing to place drying, pulverize 60～120 mesh sieves, promptly got ginkgo flavone aglycone solid dispersion.
6. method as claimed in claim 3, it is characterized in that described solvent dispersion method is to get ginkgo flavone aglycone, add the organic solvent dehydrated alcohol, dichloromethane, ethyl acetate, ether, one or more of acetone and methanol, the mass ratio of ginkgo flavone aglycone and organic solvent is 1: (1～100), stirring is dissolved ginkgo flavone aglycone fully, add carrier material, make ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid mass ratio are 1: (0.2～15): (0～5): (0.2～15), oven dry, rotary evaporation, spray drying or freeze-drying remove and desolvate, solid transfer continues dry 10～30h to the vacuum drying baker, dry thing is crossed 60～120 mesh sieves and promptly got ginkgo flavone aglycone solid dispersion after grinding.
7. method as claimed in claim 3, it is characterized in that described solvent fusion method is to get ginkgo flavone aglycone, add the organic solvent dehydrated alcohol, dichloromethane, ethyl acetate, ether, one or more of acetone and methanol, the mass ratio of ginkgo flavone aglycone and organic solvent is 1: (1～100), stirring is dissolved ginkgo flavone aglycone fully, join in the melting carrier material, make ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid mass ratio are 1: (0.2～15): (0～5): (0.2～15), mixing, remove and desolvate, cooling curing, solid transfer continues dry 10～30h to the vacuum drying baker, dry thing is crossed 60～120 mesh sieves and promptly got ginkgo flavone aglycone solid dispersion after grinding.
8. method as claimed in claim 3, it is characterized in that described polishing is to get ginkgo flavone aglycone and carrier material, making ginkgo flavone aglycone, macromolecular material, antioxidant and antiplastering aid mass ratio is 1: (0.2～15): (0～5): (0.2～15), mixing, put in the mortar and grind, rotating speed 100～600r/min, milling time 10～60min, take out, cross 60～120 mesh sieves and promptly get ginkgo flavone aglycone solid dispersion.
9. method as claimed in claim 3, it is characterized in that the prepared ginkgo flavone aglycone solid dispersion of described each method, can prepare one or more dosage forms in tablet, capsule, granule, drop pill, gel, eye drop, Eye ointments or the injection according to the method for pharmaceutics.
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| CN102204892A (en) * | 2011-05-06 | 2011-10-05 | 贵州大学 | Gingko flavanone aglycone dropping pills and preparation method thereof |
| CN105982869A (en) * | 2015-02-03 | 2016-10-05 | 山东新时代药业有限公司 | Anhydroicaritin tablet |
| CN111208041A (en) * | 2020-01-10 | 2020-05-29 | 万邦德制药集团有限公司 | Preparation method of ginkgo leaf dripping pills |
| CN111603447A (en) * | 2020-06-17 | 2020-09-01 | 新疆维吾尔自治区药物研究所 | Tilianin solid dispersion and preparation method thereof |
| CN114469898A (en) * | 2022-01-21 | 2022-05-13 | 贵州医科大学附属医院 | Preparation method of nanocapsule for improving oral bioavailability of ginkgetin aglycone |
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| CN111603447A (en) * | 2020-06-17 | 2020-09-01 | 新疆维吾尔自治区药物研究所 | Tilianin solid dispersion and preparation method thereof |
| CN114469898A (en) * | 2022-01-21 | 2022-05-13 | 贵州医科大学附属医院 | Preparation method of nanocapsule for improving oral bioavailability of ginkgetin aglycone |
| CN114469898B (en) * | 2022-01-21 | 2022-11-04 | 贵州医科大学附属医院 | Preparation method of nanocapsule for improving oral bioavailability of ginkgetin aglycone |
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