CN102847102A - Preparation method of zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate and preparation method of zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate injection - Google Patents
Preparation method of zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate and preparation method of zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate injection Download PDFInfo
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Abstract
The invention relates to a preparation method of a zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate and a preparation method of a zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate injection. The preparation method of the zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate comprises the following steps of weighing hydroxypropyl-beta-cyclodextrin of which the weight is 4-7 times the weight of zingiber corallinum hance essential oil, dissolving zingiber corallinum hance essential oil into absolute methanol or absolute DMF or absolute 1,4-dioxane to obtain a zingiber corallinum hance essential oil solution, mixing the zingiber corallinum hance essential oil solution and the hydroxypropyl-beta-cyclodextrin solution by stirring, carrying out stirring clathration in a water-bath having a temperature of 40 to 80 DEG C for 2 to 20 hours, cooling to a room temperature, and filtering by a filter membrane to obtain a zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate aqueous solution. The preparation method of the zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate injection comprises the following step of diluting the zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate aqueous solution by injection water into the zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate injection having a required concentration. The zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate and the zingiber corallinum hance essential oil/hydroxypropyl-beta-cyclodextrin clathrate injection avoid volatilization and oxidation deterioration of zingiber corallinum hance essential oil, and can stabilize zingiber corallinum hance essential oil content.
Description
Technical field
The present invention relates to relate to the pharmaceutical technology field, be specifically related to the preparation method of a kind of Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion and its injection.
Background technology
Rhizoma Zingiberis corallini is the rhizome of Zingiberaceae ginger, its phytomorph, Medicinal Materials Characters, microscopic features, physicochemical identification, thin layer chromatography and ultra-violet absorption spectrum have its distinctive diagnostic characteristics, for the formulation of discriminating, development and use and the quality standard of Rhizoma Zingiberis corallini medical material provides foundation.Rhizoma Zingiberis corallini is one of the doctor of Dai Nationality medicinal herbs most in use, also is the product of commonly using among the people in the areas such as Yunnan, Guizhou.Its bitter in the mouth, cold in nature, tower buries.Merit with stomach invigorating, removing food stagnancy.Be used for the treatment of the diseases such as food stagnation distension, epigastric pain, nausea and vomiting, hepatosplenomegaly and hot rheumatalgia.
Rhizoma Zingiberis corallini contains volatile ingredient terpinene-4-alcohol, β-bisabolence, Cedrene, 3-methoxyl group hydroxy-methyl cinnamate, 3,4-dimethoxy benzaldehyde, limonene and anthraquinone glycoside.Have detumescence, detoxifcation, antibiotic function, be used for the treatment of flu, cough, lumbago, diarrhoea.The pharmacological research of its volatile oil shows: autonomic movement, the gastrointestinal contractile response that antagonism histamine causes of the spastic contraction that the myenteron that suppress to exsomatize causes arranged and remove the enterospasm contraction that comospore graveoline, acetylcholine, sodium chloride etc. cause.Studies show that its 50 % ethanol immersion to common bacteria unrestraint effects such as staphylococcus aureuses, and several frequently seen fungus is had in various degree fungistatic effect.
The broad-spectrum antiseptic of Rhizoma Zingiberis corallini quintessence oil and unique bactericidal function make it that important effect be arranged in animal diseases control.But because Rhizoma Zingiberis corallini quintessence oil equally has very strong volatility with most of quintessence oils, and contain the preparation of volatile oil, because the volatile oil poor stability, volatile, often cause the volatile oil content in the medicine in effect duration to descend, affect product quality, simultaneously clinical efficacy be can not be guaranteed.At present in Chinese medicine is produced for the formulation method of volatile oil, mainly contain to contain directly be used as medicine after the pulverizing medicinal materials of volatile oil, volatile oil is used as medicine 3 kinds of modes after directly spraying into after extracting and processing with cyclodextrin inclusion technique, the volatile oil less stable that front 2 kinds of modes are used as medicine, the volatile oil stability that sprays into mode after particularly volatile oil extracts is the poorest, and the stability that adopts cyclodextrin inclusion technique to process rear volatile oil increases.
Inclusion technique means that a kind of molecule is wrapped up in the void structure of another kind of molecule, forms the technology of clathrate.This clathrate is comprised of host molecule and two kinds of components of enclosed molecule, and host molecule namely is the enclose material, has larger void structure, is enough to enclosed molecule (medicine) is accommodated in the inner, and forms a minute ascus.Enclose material commonly used has cyclodextrin, cholic acid, starch, cellulose, protein, nucleic acid etc.
HP-β-CD (Hydroxypropyl-beta-cyclodextrin; HP-β-CD) is a kind of hydroxyalkylation derivant of cycloheptaamylose.It is relevant preparation method in recent years, toxicological test, one of more thorough β-cdderivatives of range of application research.HP-β-CD not only can equally with β-CD have good envelope effect to chemical compound lot, improve by the stability of envelope material, and it also has the water solublity height and improves by the rate of release of envelope medicine and bioavailability in vivo.Therefore, HP-β-CD has some special good characteristics, and range of application is wider, pharmaceutically has most the application future.
Summary of the invention
Technical problem to be solved by this invention just provides a kind of Rhizoma Zingiberis corallini quintessence oil of avoiding the Rhizoma Zingiberis corallini quintessence oil volatilization, keeping the Rhizoma Zingiberis corallini quintessence oil stable content/hydroxypropyl-beta-cyclodextrin inclusion preparation method, and a kind of Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion injection preparation method is provided.
Technical scheme of the present invention is as follows:
Rhizoma Zingiberis corallini quintessence oil of the present invention/hydroxypropyl-beta-cyclodextrin inclusion preparation method: the HP-β-CD of getting 4-7 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 10-15 times of Rhizoma Zingiberis corallini quintessence oil weight, get Rhizoma Zingiberis corallini quintessence oil and be dissolved in absolute methanol or dehydrated alcohol or anhydrous dimethyl formamide (DMF) or anhydrous 1, in the solution that the 4-dioxane is made, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 40 ℃～80 ℃ water-baths, stirred enclose 2～20 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Rhizoma Zingiberis corallini quintessence oil of the present invention/hydroxypropyl-beta-cyclodextrin inclusion injection preparation method: the Rhizoma Zingiberis corallini quintessence oil that said method is made/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution is diluted to the injection desired concn with injection water, namely gets Rhizoma Zingiberis corallini quintessence oil hydroxypropyl-beta-cyclodextrin inclusion water solublity injection.
Technique effect of the present invention: the Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion that makes and injection have been avoided Rhizoma Zingiberis corallini quintessence oil volatilization, oxidation deterioration, can keep the Rhizoma Zingiberis corallini quintessence oil stable content.
The present invention adopts the saturated aqueous solution inclusion technique, take Rhizoma Zingiberis corallini quintessence oil and HP-β-CD proportioning, enclose temperature, mixing time as factor of influence, take the recovery rate (weight coefficient 0.2) of the inclusion rate (weight coefficient 0.8) of Rhizoma Zingiberis corallini quintessence oil and clathrate as evaluation index, carry out orthogonal test, screening obtains.
Wherein: inclusion rate=(essential oil content in the clathrate (g)/quintessence oil input amount (g)) * 100%
Recovery rate={ (weight of liquid weight-water (g) behind the enclose)/(HP-β-CD (g)+quintessence oil input amount (g)) } * 100%
The assay of Rhizoma Zingiberis corallini quintessence oil is measured according to two determination of volatile oil methods of " Chinese veterinary pharmacopoeia " version in 2005 in Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion provided by the invention.
The specific embodiment
The invention will be further described below in conjunction with embodiment:
Embodiment 1: the HP-β-CD of getting 4 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 15 times of Rhizoma Zingiberis corallini quintessence oil weight, getting Rhizoma Zingiberis corallini quintessence oil is dissolved in absolute methanol and makes solution, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 80 ℃ of water-baths, stirred enclose 2 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Embodiment 2: the HP-β-CD of getting 7 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 10 times of Rhizoma Zingiberis corallini quintessence oil weight, getting Rhizoma Zingiberis corallini quintessence oil is dissolved in and makes solution in the dehydrated alcohol, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 60 ℃ of water-baths, stirred enclose 15 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Embodiment 3: the HP-β-CD of getting 5 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 12 times of Rhizoma Zingiberis corallini quintessence oil weight, getting Rhizoma Zingiberis corallini quintessence oil is dissolved in absolute methanol and the dehydrated alcohol mixed solvent and makes solution, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 70 ℃ of water-baths, stirred enclose 15 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Embodiment 4: the HP-β-CD of getting 6 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 14 times of Rhizoma Zingiberis corallini quintessence oil weight, get Rhizoma Zingiberis corallini quintessence oil and be dissolved in dry DMF and anhydrous 1, make solution in the 4-dioxane mixed solvent, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 50 ℃ of water-baths, stirred enclose 20 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Embodiment 5: the HP-β-CD of getting 7 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 15 times of Rhizoma Zingiberis corallini quintessence oil weight, get Rhizoma Zingiberis corallini quintessence oil and be dissolved in anhydrous 1, make solution in the 4-dioxane, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 40 ℃ of water-baths, stirred enclose 20 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Embodiment 6: the HP-β-CD of getting 4 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 10 times of Rhizoma Zingiberis corallini quintessence oil weight, get Rhizoma Zingiberis corallini quintessence oil and be dissolved in absolute methanol and anhydrous 1, make solution in the 4-dioxane mixed solvent, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 60 ℃ of water-baths, stirred enclose 18 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Embodiment 7: the HP-β-CD of getting 5 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 12 times of Rhizoma Zingiberis corallini quintessence oil weight, getting Rhizoma Zingiberis corallini quintessence oil is dissolved in dehydrated alcohol and the dry DMF mixed solvent and makes solution, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 60 ℃ of water-baths, stirred enclose 20 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Embodiment 8: the HP-β-CD of getting 4 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 11 times of Rhizoma Zingiberis corallini quintessence oil weight, getting Rhizoma Zingiberis corallini quintessence oil is dissolved in and makes solution in the dry DMF, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 50 ℃ of water-baths, stirred enclose 15 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
Experiment 1: by two appendix items of version " Chinese veterinary pharmacopoeia " in 2005, method is measured Rhizoma Zingiberis corallini quintessence oil content in clathrate and the mixture under mensuration high temperature, high humidity and the strong illumination, the results are shown in following table.0-10 days test result shows that high temperature, high humidity, illumination have larger difference to the impact of Rhizoma Zingiberis corallini quintessence oil content before and after the enclose.Before the enclose, namely the content of Rhizoma Zingiberis corallini quintessence oil is between probation in the mixture, and content is very fast, wherein with high temperature for, may be relevant with the volatile character of volatile oil; Behind the enclose, Rhizoma Zingiberis corallini quintessence oil content reduces less between probation, and relative standard deviation RSD is all less than 5%.As seen, after the employing HP-β-CD was carried out enclose to Rhizoma Zingiberis corallini quintessence oil, its stability was greatly improved.
Experiment 2: antibacterial activity in vitro evaluation
The preparation tween 80 emulsified solution that contains the Rhizoma Zingiberis corallini quintessence oil of Rhizoma Zingiberis corallini quintessence oil 1.0%/clathrate aqueous solution and contain Rhizoma Zingiberis corallini quintessence oil 1.0% carries out external antibacterial Bactericidal test respectively, the results are shown in following table.The result shows: Rhizoma Zingiberis corallini quintessence oil clathrate aqueous solution all is better than the not Rhizoma Zingiberis corallini quintessence oil emulsified solution group of enclose to the fungistatic effect of escherichia coli, staphylococcus aureus.
Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion that the present invention makes and injection have the function of the bactericidal of broad-spectrum antiseptic and uniqueness in the treatment acute bacterial infections.
Claims (2)
1. the preparation method of a Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion, it is characterized in that: the HP-β-CD of getting 4-7 times of Rhizoma Zingiberis corallini quintessence oil weight is dissolved in the injection water of 10-15 times of Rhizoma Zingiberis corallini quintessence oil weight, get Rhizoma Zingiberis corallini quintessence oil and be dissolved in absolute methanol or dehydrated alcohol or anhydrous dimethyl formamide or anhydrous 1, in the solution that the 4-dioxane is made, after HP-β-CD solution and the mixing of Rhizoma Zingiberis corallini quintessence oil solution stirring, in 40 ℃～80 ℃ water-baths, stirred enclose 2～20 hours, be cooled to room temperature, membrane filtration gets Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution.
2. the preparation method of Rhizoma Zingiberis corallini quintessence oil/hydroxypropyl-beta-cyclodextrin inclusion injection, it is characterized in that: the Rhizoma Zingiberis corallini quintessence oil that the described method of claim 1 is made/hydroxypropyl-beta-cyclodextrin inclusion aqueous solution is diluted to the injection desired concn with injection water, namely gets Rhizoma Zingiberis corallini quintessence oil hydroxypropyl-beta-cyclodextrin inclusion water solublity injection.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103910911A (en) * | 2014-03-27 | 2014-07-09 | 华侨大学 | Preparation method of long-acting antibacterial edible film with sustained release effect |
| CN113289032A (en) * | 2021-06-02 | 2021-08-24 | 京津冀联创药物研究（北京）有限公司 | Cyclodextrin oil inclusion compound and preparation method thereof |
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2012
- 2012-08-16 CN CN2012102909363A patent/CN102847102A/en active Pending
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103910911A (en) * | 2014-03-27 | 2014-07-09 | 华侨大学 | Preparation method of long-acting antibacterial edible film with sustained release effect |
| CN103910911B (en) * | 2014-03-27 | 2016-10-05 | 华侨大学 | A kind of preparation method of the long acting antibiotic edible film having slow releasing function |
| CN113289032A (en) * | 2021-06-02 | 2021-08-24 | 京津冀联创药物研究（北京）有限公司 | Cyclodextrin oil inclusion compound and preparation method thereof |
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