CN104337859A - Licoflavone self-microemulsion composition and preparation method thereof - Google Patents
Licoflavone self-microemulsion composition and preparation method thereof Download PDFInfo
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- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
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- A61K36/48—Fabaceae or Leguminosae (Pea or Legume family); Caesalpiniaceae; Mimosaceae; Papilionaceae
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Abstract
The invention discloses a licoflavone self-microemulsion composition and a preparation method thereof. The composition is prepared from the following components in percentage by weight: 1-10 percent of licoflavone, 10-40 percent of an oil phase, 40-90 percent of an emulsifier and 1-40 percent of a co-emulsifier. The licoflavone self-microemulsion composition is prepared from a reasonable formula of licoflavone, an oil phase, the emulsifier and the co-emulsifier by a certain process, the solubility and dissolving speed of licoflavone can be effectively improved, the drug stability can be improved, the bioavailability of the drug can be improved, the cost is low, and the process is simple. The composition can be dispersed into an oral liquid preparation directly or by a water-based medium, is suitable for application and industrial production of soft capsules, hard capsules or enteric capsules and other oral solid preparations.
Description
Technical field
The present invention relates to field of medicaments, be specifically related to a kind of licoflavone self-emulsion composition and preparation method thereof.
Background technology
Licoflavone is one of most important active component in Chinese crude drug Radix Glycyrrhizae, has found, containing 150 multiple compounds, to belong to tens large classes such as flavonoid, flavonols, osajin, chalcones, flavanone, dihydrochalcone-type respectively.Research show licoflavone have significantly antibacterial, antiviral, antitumor, antioxidation, the effect such as to protect the liver.Research in recent years shows again, licoflavone can peroxide activator enzyme body biological acceptor PPAR-Y (peroxisome proliferator activated receptor-Y), thus play prevention and alleviate the metabolic syndrome symptoms such as diabetes, abdominal obesity, hypertension, there is wide developmental research and application prospect.Due to licoflavone water solublity extreme difference, cause it to dissolve from conventional formulation and rate of release very slow, be unfavorable for drug absorption, thus have impact on the oral administration biaavailability of medicine.
Self-emulsifying drug delivery system (self-emulsifying drug delivery system, SEDDS) be by oil phase, surfactant (surfactant, SA), the oral administration solid that forms of cosurfactant (cosurfactant, CoSA) or liquid preparation.The topmost feature of this medicine-releasing system be exactly preparation can in gastrointestinal tract or adapt circumstance temperature (being often referred to 37 DEG C) and gentle agitation, it is the Emulsion of about 5 μm that spontaneous emulsification forms particle diameter.When containing hydrophilic surfactant active (HLB > 12) ratio higher (> 40%) or use cosurfactant simultaneously, the fine emulsion that particle diameter is less than 100nm can be obtained under mild agitation, be referred to as self-micro-emulsification medicine-releasing system (self-microemulsifying drug delivery system, SMEDDS).In self microemulsifying preparation, medicine is present in the little oil droplet that self-emulsifying microemulsion formed with dissolved state, therefore the process in leaching of insoluble drug no longer becomes the rate-limiting step of its body absorption.It effectively can increase medicine and gastrointestinal contact area, promotes dissolution rate and the permeability of medicine, thus substantially increases the bioavailability of medicine.SEDDS preparation not only can improve the dissolubility of insoluble drug and fat-soluble medicine, promotes the infiltration rate of medicine and degree, improves the bioavailability of medicine, and the hydrolysis of water unstable medicine and medicine also can be avoided gastrointestinal pessimal stimulation simultaneously.Its physical stability is good, and volume is little, taking convenience, preparation are simple, is oral delivery form more better than emulsion.
Summary of the invention
The object of this invention is to provide a kind of licoflavone self-emulsion composition and preparation method thereof, said composition directly or can be dispersed into oral liquid by aqueous medium, is also applicable to application and the suitability for industrialized production of the oral dosage forms such as soft capsule, hard capsule or enteric coated capsule.
For achieving the above object, the technical scheme that the present invention takes is:
A kind of licoflavone self-emulsion composition, comprises the component of following weight percentage:
Wherein, described oil phase is one or more mixture in oleic acid polyethyleneglycol glyceride, linoleic acid polyethyleneglycol glyceride, medium chain triglyceride, ethyl oleate, isopropyl myristate.
Wherein, described emulsifying agent is one or more mixture in polyoxyethylene hydrogenated Oleum Ricini, polyoxyethylene castor oil, polyoxyethylene sorbitan monoleate, polysorbate 85, Labraso.
Wherein, described co-emulsifier is one or more mixture in Macrogol 200, PEG400, Macrogol 600, TC, 1,2-PD.
For solving the problem, the embodiment of the present invention additionally provides a kind of licoflavone self-emulsion composition preparation method, comprises the steps:
S1, take each raw material for standby by recipe quantity;
S2, the emulsifying agent getting recipe quantity are mixed homogeneously with co-emulsifier, and it is for subsequent use to be heated to 30 DEG C ~ 60 DEG C insulations;
S3, get the licoflavone of recipe quantity, point to join gradually in described step S2 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S4, continue at heat-retaining condition under in the licoflavone solution of step S3 gained, add the oil phase of recipe quantity, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
Wherein, licoflavone self-emulsion composition prepared by the present invention can reach more than 90% during dissolution in vitro 10min in water, 0.1mol/L hydrochloric acid, pH6.8 phosphate buffer; the licoflavone self-emulsion composition got prepared by the present invention is appropriate; add 20 times of (or more than 20 times) agitation and dilutions in the water of its volume; carry out particle size determination with laser particle analyzer to gained diluent, mean diameter is at below 100nm.
The present invention has following beneficial effect:
Licoflavone self-emulsion composition of the present invention is by the reasonable formula to licoflavone raw material, oil phase, emulsifying agent, co-emulsifier and be prepared from by certain technique, effectively can improve dissolubility and the dissolution rate of licoflavone, increase medicine stability, improve the bioavailability of medicine, and cost is low, technique is simple.Said composition directly or can be dispersed into oral liquid by aqueous medium, is also applicable to application and the suitability for industrialized production of the oral dosage forms such as soft capsule, hard capsule or enteric coated capsule.
Detailed description of the invention
In order to make objects and advantages of the present invention clearly understand, below in conjunction with embodiment, the present invention is further elaborated.Should be appreciated that specific embodiment described herein only in order to explain the present invention, be not intended to limit the present invention.
Embodiments provide a kind of licoflavone self-emulsion composition, comprise the component of following weight percentage:
Described oil phase is one or more mixture in oleic acid polyethyleneglycol glyceride, linoleic acid polyethyleneglycol glyceride, medium chain triglyceride, ethyl oleate, isopropyl myristate; Described emulsifying agent is one or more mixture in polyoxyethylene hydrogenated Oleum Ricini, polyoxyethylene castor oil, polyoxyethylene sorbitan monoleate, polysorbate 85, Labraso; Described co-emulsifier is one or more mixture in Macrogol 200, PEG400, Macrogol 600, TC, 1,2-PD.
The embodiment of the present invention additionally provides a kind of licoflavone self-emulsion composition preparation method, comprises the steps:
S1, take each raw material for standby by recipe quantity;
S2, the emulsifying agent getting recipe quantity are mixed homogeneously with co-emulsifier, and it is for subsequent use to be heated to 30 DEG C ~ 60 DEG C insulations;
S3, get the licoflavone of recipe quantity, point to join gradually in described step S2 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S4, continue at heat-retaining condition under in the licoflavone solution of step S3 gained, add the oil phase of recipe quantity, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
Wherein, licoflavone self-emulsion composition prepared by the present invention can reach more than 90% during dissolution in vitro 10min in water, 0.1mol/L hydrochloric acid, pH6.8 phosphate buffer; the licoflavone self-emulsion composition got prepared by the present invention is appropriate; add 20 times of (or more than 20 times) agitation and dilutions in the water of its volume; carry out particle size determination with laser particle analyzer to gained diluent, mean diameter is at below 100nm.
Embodiment 1
Prescription:
Preparation method:
S11, take each raw material for standby by recipe quantity;
S12,150g polyoxyethylene hydrogenated Oleum Ricini, 150g polyoxyethylene sorbitan monoleate and 90g PEG400 to be stirred and make it mix homogeneously, and it is for subsequent use to be heated to 60 DEG C of insulations;
S13, extracting liquorice flavone 30g, point to join gradually in described step S12 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S14, continue at 60 DEG C insulation and stirring condition under in the licoflavone solution of above-mentioned steps S13 gained, add oleic acid polyethyleneglycol glyceride 80g, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
Embodiment 2
Prescription:
Preparation method:
S21, take each raw material for standby by recipe quantity;
S22,250g polyoxyethylene castor oil and 70g TC stirred make it mix homogeneously, and it is for subsequent use to be heated to 60 DEG C of insulations;
S23, extracting liquorice flavone 30g, point to join gradually in described step S22 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S24, continue at 60 DEG C of heat-retaining conditions under in the licoflavone solution of above-mentioned steps S23 gained, add medium chain triglyceride 150g, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
Embodiment 3
Prescription:
Preparation method:
S31, take each raw material for standby by recipe quantity:
S32, the 1,2-PD of 260g polyoxyethylene sorbitan monoleate and 70g stirred makes it mix homogeneously, and it is for subsequent use to be heated to 60 DEG C of insulations:
S33, extracting liquorice flavone 30g, point to join gradually in described step S32 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S34, continue at 60 DEG C of heat-retaining conditions under in the licoflavone solution of above-mentioned steps S33 gained, add isopropyl myristate 140g, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
Embodiment 4
Prescription:
Preparation method:
S41, take each raw material for standby by recipe quantity;
S42,280g polyoxyethylene castor oil and 90g PEG400 stirred make it mix homogeneously, and it is for subsequent use to be heated to 60 DEG C of insulations;
S43, extracting liquorice flavone 30g, point to join gradually in described step S42 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S44, continue at 60 DEG C of heat-retaining conditions under in the licoflavone solution of above-mentioned steps S43 gained, add linoleic acid polyethyleneglycol glyceride 100g, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
Embodiment 5
Prescription:
Preparation method:
S51, take each raw material for standby by recipe quantity;
S52,140g polyoxyethylene castor oil, 140g polyoxyethylene sorbitan monoleate and 70g TC to be stirred and make it mix homogeneously, and it is for subsequent use to be heated to 60 DEG C of insulations;
S53, extracting liquorice flavone 30g, point to join gradually in described step S52 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S54, continue at 60 DEG C of heat-retaining conditions under in the licoflavone solution of above-mentioned steps S53 gained, add medium chain triglyceride 120g, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
Embodiment 6
Prescription:
Preparation method:
S61, take each raw material for standby by recipe quantity;
S62,240g polysorbate 85 and 80g PEG400 stirred make it mix homogeneously, and it is for subsequent use to be heated to 60 DEG C of insulations;
S63, extracting liquorice flavone 30g, point to join gradually in described step S62 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S64, continue at 60 DEG C of heat-retaining conditions under in the licoflavone solution of above-mentioned steps S63 gained, add isopropyl myristate 150g, Keep agitation, until form stable clear solution, is cooled to room temperature, obtains final product.
For proving the beneficial effect of a kind of licoflavone self-emulsion composition of the present invention and preparation technology thereof, invention has been following test:
Test example 1 the invention provides the emulsion droplet size size measurement after licoflavone self-emulsion composition generation self emulsifying.
Get each 0.5ml of licoflavone self-emulsion composition that the embodiment of the present invention 1 to 6 is obtained, join in 37 DEG C of 50ml purified water respectively, stir 5min by magnetic agitation with the speed of 50r/min, get diluent appropriate, measure size with laser particle analyzer.
Table 1 licoflavone provided by the invention self-emulsion composition external self emulsifying particle size determination result
Test example 2 the invention provides licoflavone self-emulsion composition dissolution determination.
Get each 6g of licoflavone self-emulsion composition that the embodiment of the present invention 1 to 6 is obtained, be packaged in (about 1.0g/ grain) in hollow hard capsules, measure according to " Chinese Pharmacopoeia " version in 2010 two annex X C dissolution method first method (basket method) pertinent regulations.With purified water 900ml for dissolution medium, rotating speed 100r/min, bath temperature 37 DEG C ± 0.5 DEG C, respectively at the 5th, 10,20,30,45,60min sampling, each 5ml, supplements the blank dissolution medium of synthermal same volume simultaneously.By institute's sample thief with 0.45 μm of filtering with microporous membrane, discard just filtrate, precision measures subsequent filtrate 1ml, puts in 10ml measuring bottle, adds 10%KOH solution 0.5ml, adds 70% ethanol dilution to scale, shake up, as need testing solution after placing 5min; It is appropriate that another precision takes licoflavone reference substance, is also quantitatively diluted to the solution of every ml containing 10 μ g, product solution in contrast with 70% dissolve with ethanol.Get above-mentioned two kinds of solution, according to spectrophotography (" Chinese Pharmacopoeia " version in 2010 two annex IVA), at 336nm wavelength, place measures trap respectively, calculates the dissolution of every capsules.
The dissolution determination result of table 2 licoflavone self-emulsion composition provided by the invention capsule
Test example 3 the invention provides licoflavone self-emulsion composition dissolution determination.
Get each 6g of licoflavone self-emulsion composition that the embodiment of the present invention 1 to 6 is obtained, be packaged in (about 1.0g/ grain) in hollow hard capsules, measure according to " Chinese Pharmacopoeia " version in 2010 two annex X C dissolution method first method (basket method) pertinent regulations.With 0.1mol/L hydrochloric acid, (get 9ml hydrochloric acid and be diluted with water to 1000ml, mixing, to obtain final product.) 900ml is dissolution medium, rotating speed 100r/min, bath temperature 37 DEG C ± 0.5 DEG C, respectively at the 5th, 10,20,30,45,60min sampling, each 5ml, supplements the blank dissolution medium of synthermal same volume simultaneously.By institute's sample thief with 0.45 μm of filtering with microporous membrane, discard just filtrate, precision measures subsequent filtrate 1ml, puts in 10ml measuring bottle, adds 10%KOH solution 0.5ml, adds 70% ethanol dilution to scale, shake up, as need testing solution after placing 5min; It is appropriate that another precision takes licoflavone reference substance, is also quantitatively diluted to the solution of every ml containing 10 μ g, product solution in contrast with 70% dissolve with ethanol.Get above-mentioned two kinds of solution, according to spectrophotography (" Chinese Pharmacopoeia " version in 2010 two annex IVA), at 336nm wavelength, place measures trap respectively, calculates the dissolution of every capsules.
The dissolution determination result of table 3 licoflavone self-emulsion composition provided by the invention capsule
Test example 4 the invention provides licoflavone self-emulsion composition dissolution determination.
Get each 6g of licoflavone self-emulsion composition that the embodiment of the present invention 1 to 6 is obtained, be packaged in (about 1.0g/ grain) in hollow hard capsules, measure according to " Chinese Pharmacopoeia " version in 2010 two annex X C dissolution method first method (basket method) pertinent regulations.With pH6.8 phosphate buffered solution, (pH6.8 phosphate buffered solution: get 0.2mol/L potassium dihydrogen phosphate 250ml, adds 0.2mol/L sodium hydroxide solution 118ml, is diluted with water to 1000ml, shakes up, to obtain final product.) 900ml is dissolution medium, rotating speed 100r/min, bath temperature 37 DEG C ± 0.5 DEG C, respectively at the 5th, 10,20,30,45,60min sampling, each 5ml, supplements the blank dissolution medium of synthermal same volume simultaneously.By institute's sample thief with 0.45 μm of filtering with microporous membrane, discard just filtrate, precision measures subsequent filtrate 1ml, puts in 10ml measuring bottle, adds 10%KOH solution 0.5ml, adds 70% ethanol dilution to scale, shake up, as need testing solution after placing 5min; It is appropriate that another precision takes licoflavone reference substance, is also quantitatively diluted to the solution of every ml containing 10 μ g, product solution in contrast with 70% dissolve with ethanol.Get above-mentioned two kinds of solution, according to spectrophotography (" Chinese Pharmacopoeia " version in 2010 two annex IVA), at 336nm wavelength, place measures trap respectively, calculates the dissolution of every capsules.
The drug release determination result of table 4 licoflavone self-emulsion composition provided by the invention capsule
The above is only the preferred embodiment of the present invention; it should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention; can also make some improvements and modifications, these improvements and modifications also should be considered as protection scope of the present invention.
Claims (5)
1. a licoflavone self-emulsion composition, is characterized in that, comprises the component of following weight percentage:
2. licoflavone self-emulsion composition according to claim 1, it is characterized in that, described oil phase is one or more mixture in oleic acid polyethyleneglycol glyceride, linoleic acid polyethyleneglycol glyceride, medium chain triglyceride, ethyl oleate, isopropyl myristate.
3. licoflavone self-emulsion composition according to claim 1, it is characterized in that, described emulsifying agent is one or more mixture in polyoxyethylene hydrogenated Oleum Ricini, polyoxyethylene castor oil, polyoxyethylene sorbitan monoleate, polysorbate 85, Labraso.
4. licoflavone self-emulsion composition according to claim 1, it is characterized in that, described co-emulsifier is one or more mixture in Macrogol 200, PEG400, Macrogol 600, TC, 1,2-PD.
5. a licoflavone self-emulsion composition preparation method, is characterized in that, comprises the steps:
S1, recipe quantity is taken each raw material for standby;
S2, the emulsifying agent getting recipe quantity are mixed homogeneously with co-emulsifier, and it is for subsequent use to be heated to 30 DEG C ~ 60 DEG C insulations;
S3, get the licoflavone of recipe quantity, point to join gradually in described step S2 for several times and to have mixed and in blended emulsifier be incubated, limit edged stir also Keep agitation until licoflavone all dissolves;
S4, continue at heat-retaining condition under in the licoflavone solution of step S3 gained, add the oil phase of recipe quantity, Keep agitation, until form stable clear solution, is cooled to room temperature, gets product.
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104814920A (en) * | 2015-05-13 | 2015-08-05 | 朱敏 | Yellow-removing whitening mask solution, manufacturing method and yellow-removing whitening mask |
| CN107890433A (en) * | 2017-11-08 | 2018-04-10 | 常州武城服饰有限公司 | A kind of preparation method of licoflavone composition for cosmetics |
| CN109820743A (en) * | 2019-03-13 | 2019-05-31 | 广州玮弘祺生物科技有限公司 | A kind of water solubility licoflavone composition and its preparation method and application |
| CN110420187A (en) * | 2019-09-06 | 2019-11-08 | 成都中医药大学 | A kind of licoflavone Solid Self-microemulsion |
| CN111135142A (en) * | 2020-01-16 | 2020-05-12 | 兰州大学 | Isoliquiritigenin nanoemulsion and preparation method thereof |
| CN111840223A (en) * | 2019-04-22 | 2020-10-30 | 上海现代药物制剂工程研究中心有限公司 | Alisol A self-microemulsion composition and preparation method thereof |
| CN112353759A (en) * | 2019-07-25 | 2021-02-12 | 中国医学科学院药物研究所 | Phenanthroindolizidine alkaloid derivative nano self-emulsifying composition and preparation method thereof |
| CN113274304A (en) * | 2021-05-12 | 2021-08-20 | 江苏海洋大学 | High-purity licorice flavone micro-emulsion composition and preparation method thereof |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104814920A (en) * | 2015-05-13 | 2015-08-05 | 朱敏 | Yellow-removing whitening mask solution, manufacturing method and yellow-removing whitening mask |
| CN107890433A (en) * | 2017-11-08 | 2018-04-10 | 常州武城服饰有限公司 | A kind of preparation method of licoflavone composition for cosmetics |
| CN109820743A (en) * | 2019-03-13 | 2019-05-31 | 广州玮弘祺生物科技有限公司 | A kind of water solubility licoflavone composition and its preparation method and application |
| CN109820743B (en) * | 2019-03-13 | 2021-07-27 | 广州玮弘祺生物科技有限公司 | Water-soluble licoflavone composition and preparation method and application thereof |
| CN111840223A (en) * | 2019-04-22 | 2020-10-30 | 上海现代药物制剂工程研究中心有限公司 | Alisol A self-microemulsion composition and preparation method thereof |
| CN112353759A (en) * | 2019-07-25 | 2021-02-12 | 中国医学科学院药物研究所 | Phenanthroindolizidine alkaloid derivative nano self-emulsifying composition and preparation method thereof |
| CN110420187A (en) * | 2019-09-06 | 2019-11-08 | 成都中医药大学 | A kind of licoflavone Solid Self-microemulsion |
| CN111135142A (en) * | 2020-01-16 | 2020-05-12 | 兰州大学 | Isoliquiritigenin nanoemulsion and preparation method thereof |
| CN113274304A (en) * | 2021-05-12 | 2021-08-20 | 江苏海洋大学 | High-purity licorice flavone micro-emulsion composition and preparation method thereof |
| CN113274304B (en) * | 2021-05-12 | 2022-05-31 | 江苏海洋大学 | High-purity licorice flavone micro-emulsion composition and preparation method thereof |
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