CN103007199A - Preparation method of zedoary volatile oil clathrate - Google Patents
Preparation method of zedoary volatile oil clathrate Download PDFInfo
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- CN103007199A CN103007199A CN2012105807130A CN201210580713A CN103007199A CN 103007199 A CN103007199 A CN 103007199A CN 2012105807130 A CN2012105807130 A CN 2012105807130A CN 201210580713 A CN201210580713 A CN 201210580713A CN 103007199 A CN103007199 A CN 103007199A
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- volatile oil
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- 239000000341 volatile oil Substances 0.000 title claims abstract description 57
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 235000003405 Curcuma zedoaria Nutrition 0.000 title abstract 6
- 240000009138 Curcuma zedoaria Species 0.000 title abstract 6
- 239000001812 curcuma zedoaria berg. rosc. Substances 0.000 title abstract 6
- 235000019509 white turmeric Nutrition 0.000 title abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 62
- 239000000084 colloidal system Substances 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 17
- 238000003756 stirring Methods 0.000 claims abstract description 12
- 238000005406 washing Methods 0.000 claims abstract description 12
- 239000003921 oil Substances 0.000 claims abstract description 10
- 239000008213 purified water Substances 0.000 claims abstract description 10
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 8
- 238000005303 weighing Methods 0.000 claims abstract description 8
- 239000000706 filtrate Substances 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 239000000843 powder Substances 0.000 claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 239000007788 liquid Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 6
- 238000004321 preservation Methods 0.000 claims description 6
- 238000011010 flushing procedure Methods 0.000 claims description 5
- 238000001556 precipitation Methods 0.000 claims description 5
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 abstract description 10
- 239000000839 emulsion Substances 0.000 abstract description 6
- 239000000047 product Substances 0.000 abstract description 6
- 229920000858 Cyclodextrin Polymers 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 239000001116 FEMA 4028 Substances 0.000 abstract description 3
- 235000011175 beta-cyclodextrine Nutrition 0.000 abstract description 3
- 229960004853 betadex Drugs 0.000 abstract description 3
- 238000001816 cooling Methods 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000002002 slurry Substances 0.000 abstract 1
- 230000001954 sterilising effect Effects 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 description 26
- 239000000243 solution Substances 0.000 description 9
- 239000003814 drug Substances 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 238000004659 sterilization and disinfection Methods 0.000 description 4
- 239000000470 constituent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 238000005286 illumination Methods 0.000 description 3
- 238000005498 polishing Methods 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 1
- 230000002785 anti-thrombosis Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 229940030999 antipsoriatics Drugs 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000036737 immune function Effects 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000010681 turmeric oil Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Abstract
The invention relates to a preparation method of a zedoary volatile oil clathrate. The preparation method particularly comprises the steps of: weighing purified water a of 10 times of zedoary oil; weighing zedoary oil, and adding ethanol of 1/5 times of zedoary oil in volume to obtain b; sterilizing a colloid mill by using 75% ethanol at first, controlling the rotating speed at 1,500-3,500rpm, adding b into the colloid mill, washing the slurry in the colloid mill by using a till the discharged water is colorless to obtain c; weighing beta-cyclodextrin of 6 times of zedoary oil, adding the rest of a, mixing, heating to dissolve, and cooling to 40-50 DEG C to obtain d; slowly adding c to d, stirring at the speed of 1,000-2,000 rpm while adding, continuously stirring for 30-45min after c is completely added, placing in an environment of 0-4 DEG C, refrigerating and standing for 12h; then filtering to dry, washing and precipitating by using a small amount of ethanol, and discarding a filtrate to obtain a volatile oil clathrate; and baking the volatile oil clathrate at 50+/-5 DEG C to prepare fine powder. According to the operational steps of the preparation method, the raw materials are firstly emulsified by the colloid mill, and then an emulsion and beta-CD (beta-cyclodextrin) are in clathration by using a saturated aqueous solution method, thus the clathration time is obviously shortened, the utilization rate and the clathration rate of volatile oil are obviously improved, and the preparation method has the advantages of high production efficiency and stable product quality.
Description
Technical field
The present invention relates to the enclose processing technique field of Chinese crude drug active ingredient volatile extract, specifically a kind of preparation method of Rhizoma Curcumae volatile oil clathrate.
Background technology
All contain volatile oil in the several kinds of Chinese medicinal materials, but volatile oil itself is unstable, it is not treated, Direct spraying adds that its effective ingredient easily volatilizees in the product that the granule method makes, oxidation, the loss amount of volatile oil is larger, the product of making can directly have influence on pharmaceutically-active performance, causes the curative effect of medicine to descend; Because differing of storage requirement also can cause different batches product quality heterogeneity.Increasing at present volatile oil stability and covering volatile oil penetrating odor method commonly used is that (β-cyclodextrin, β-CD) carry out enclose makes the liquid medicine powdered to the employing beta-schardinger dextrin-, is convenient to make various dosage form.Volatile oil can reduce the volatilization of volatile ingredient behind enclose, reduce the zest of medicine, overcomes the uppity shortcoming of dosage, the stability of Effective Raise product quality, thereby stability and the curative effect of raising medicine.
Oleum Curcumae is the volatile oil that obtains through water vapour distillation in the Traditional Chinese medicine Rhizoma curcumae, has antitumor, antibiotic, antiviral, antithrombotic, protects the liver, anti-psoriasis and strengthen the multiple pharmacological effect such as immunologic function.Multiple aromatic turmeric oil preparation now successful be applied to clinical.Oleum Curcumae has water insoluble, and bioavailability is poor, the shortcomings such as bitter in the mouth, and when it was directly added the solid preparation made in granule such as capsule, granule, volatile oil highly volatile and Odor stimulation be large, it is oral to be not easy to, and this has just limited the application of Oleum Curcumae.Can rectify smelly taste masking and form clathrate with cyclodextrin, prevent the volatilization of Oleum Curcumae, strengthen the stability of Oleum Curcumae, increase its water solublity, improve its bioavailability.
The method of inclusion essential oil mainly contains polishing, saturated water solution method, ultrasonic method etc., and inclusion essential oil degree and the utilization rate of saturated water solution method are higher, are better than other two kinds of methods, therefore generally adopt saturated water solution method in actual production.
The production method of Oleum Curcumae inclusion complex has saturated water solution method, and polishing is also arranged, and all can form stable clathrate.Saturated water solution method is after preferred: β-CD: oil (g:ml) be 8:1, and the enclose temperature is 40 ℃, and the enclose time is 90min～120min, cold preservation more than 20 hours sucking filtration obtain clathrate, place the shady and cool drying of ventilating, obtain the Oleum Curcumae clathrate.Press an appendix X of Pharmacopoeia of the People's Republic of China D determination of volatile oil method and detect, the inclusion essential oil rate is 90.90%, and the volatile oil utilization rate is 66.67%.Hebei Yi Ling Pharmaceutical Group adopts the Oleum Curcumae in the foster positive capsule of polishing preparation, press β-CD: Oleum Curcumae (g:m1): 8:1, add 5 times the water yield, continuously grinding 100min, get clathrate, sucking filtration is used a small amount of petroleum ether again to doing, 50 ℃～55 ℃ vacuum dryings 4 hours get volatile oil clathrate compound.Inclusion rate between 62.2%～63.7%, average inclusion rate 62.9%.
Summary of the invention:
The purpose of this invention is to provide that a kind of volatile oil utilization rate is high, inclusion rate is high and the preparation method of the Rhizoma Curcumae volatile oil clathrate that the enclose time is short.
The preparation method of a kind of Rhizoma Curcumae volatile oil clathrate of the present invention, enclose controlled condition is set is: the ratio of Oleum Curcumae and beta-schardinger dextrin-(weight/volume) is 1: 6,40 ℃～50 ℃ of enclose temperature, enclose time 30min～45 min, and detailed process and step are as follows:
(1) take by weighing the purified water a of 10 times of amounts of Oleum Curcumae (volume), for subsequent use;
(2) get Oleum Curcumae, add the dissolve with ethanol of 1/5 times of amount of Oleum Curcumae volume, get Oleum Curcumae dissolve with ethanol liquid b, for subsequent use;
(3) with reference to the colloid mill description, with an amount of 75% ethanol colloid mill is carried out disinfection first, control colloid mill rotating speed 1500～3500rpm, again b is passed in the colloid mill, with the serosity in a flushing colloid mill, be colourless to the water outlet of washing colloid mill, this crosses Oleum Curcumae dissolve with ethanol liquid that colloid mill obtains, and to be emulsion form be c;
(4) get the beta-schardinger dextrin-(g/ml) of 6 times of amounts of Oleum Curcumae, add purified water remaining among a, after the heating for dissolving, be cooled to 40 ℃～50 ℃, get the saturated aqueous solution d of beta-schardinger dextrin-;
(5) c is slowly added among the d, the limit edged stirs, and mixing speed is 1000～2000rpm, adds rear continuation and stirs 30min～45 min, places 0 ℃～4 ℃ environment cold preservations again, leaves standstill 12 hours;
(6) then sucking filtration is to doing, and with a small amount of washing with alcohol precipitation, filtrate discards, and gets volatile oil clathrate compound again;
(7) with the volatile oil inclusion complex 50 ± 5 ℃ of oven dry, be ground into fine powder.
The Rhizoma Curcumae volatile oil clathrate that said method makes detects by 2010 editions one appendix X D of Pharmacopoeia of the People's Republic of China determination of volatile oil method, and volatile oil oil utilization rate reaches more than 85%, and inclusion rate is more than 95%.
Through influence factor's the effects, the Oleum Curcumae clathrate that the Oleum Curcumae preparation method of patent of the present invention obtains is not degraded.
The preparation method of Rhizoma Curcumae volatile oil clathrate of the present invention, controlled condition is set is: the ratio of Oleum Curcumae and beta-schardinger dextrin-volume is 1: 6,40 ℃～50 ℃ of enclose temperature, enclose time 30min～45 min, adopt first on the operating procedure by colloid mill emulsifying, again with emulsion and the β-CD preparation method with the saturated water solution method enclose, its enclose time obviously shortens, and the utilization rate of volatile oil and inclusion rate all obviously improve, have advantages of that production efficiency is high, constant product quality, be fit to large-scale production.
The specific embodiment
The invention will be further described below by following examples, and it will help to understand the present invention, but do not limit content of the present invention.
Embodiment 1
With the preparation method of a kind of Rhizoma Curcumae volatile oil clathrate of the present invention, it is example that the 2kg/ that feeds intake criticizes Rhizoma Curcumae volatile oil, and its operating process and step are as follows:
(1) the purified water a that to take by weighing 10 times of amounts of Oleum Curcumae volume be 20L, for subsequent use;
(2) get Oleum Curcumae, the dissolve with ethanol that 1/5 times of amount of adding Oleum Curcumae volume is 0.4L gets Oleum Curcumae dissolve with ethanol liquid b, and is for subsequent use;
(3) with reference to the colloid mill description, with an amount of 75% ethanol colloid mill is carried out disinfection first, control colloid mill rotating speed 1500rpm, be that Oleum Curcumae dissolve with ethanol liquid drops in the colloid mill again with b, with the serosity in the 2L-3L a flushing colloid mill, be colourless to the water outlet of washing colloid mill, this crosses Oleum Curcumae dissolve with ethanol liquid that colloid mill obtains, and to be emulsion form be c;
(4) beta-schardinger dextrin-(g:ml) that to get 6 times of amounts of Oleum Curcumae be 12L adds remaining purified water a, mixes, be heated to 55 ℃ of dissolvings after, be cooled to 50 ℃, get the saturated aqueous solution d of beta-schardinger dextrin-;
(5) c is namely crossed the Oleum Curcumae dissolve with ethanol liquid that colloid mill obtains and slowly add among the d, the limit edged stirs, and mixing speed is 1000rpm, adds rear continuation and stirs 36 min, places 0 ℃～4 ℃ environment cold preservations again, leaves standstill 12 hours;
(6) then sucking filtration is to doing, and with a small amount of washing with alcohol precipitation, filtrate discards, and gets volatile oil clathrate compound again;
(7) with the volatile oil inclusion complex 50 ± 5 ℃ of oven dry, be ground into fine powder, cross 80 mesh sieves.
The Oleum Curcumae clathrate that the method preparation that colloid mill emulsifying-saturated water solution method in the present embodiment combines obtains, pressing 2010 editions one appendix X D of Pharmacopoeia of the People's Republic of China determination of volatile oil method detects, volatile oil oil utilization rate is 88.9%, and inclusion rate is 97.0%.And through the thin layer chromatography check, prove that Oleum Curcumae main constituent behind enclose is substantially constant, through factors influencing such as oxidation, illumination heat stability, the clathrate stable in properties, through the checking of technique repeatability, repeatability is good.
Embodiment 2
With the preparation method of a kind of Rhizoma Curcumae volatile oil clathrate of the present invention, it is example that the 3kg/ that feeds intake criticizes Rhizoma Curcumae volatile oil, and its operating process and step are as follows:
(1) the purified water a that to take by weighing 10 times of amounts of Oleum Curcumae volume be 30L, for subsequent use;
(2) get Oleum Curcumae, the dissolve with ethanol that 1/5 times of amount of adding Oleum Curcumae volume is 0.6L gets Oleum Curcumae dissolve with ethanol liquid b, and is for subsequent use;
(3) with reference to the colloid mill description, with an amount of 75% ethanol colloid mill is carried out disinfection first, control colloid mill rotating speed 2900rpm, be that Oleum Curcumae dissolve with ethanol liquid drops in the colloid mill again with b, with the serosity in the 2L-3L a flushing colloid mill, be colourless to the water outlet of washing colloid mill, this crosses Oleum Curcumae dissolve with ethanol liquid that colloid mill obtains, and to be emulsion form be c;
(4) beta-schardinger dextrin-(g:ml) that to get 6 times of amounts of Oleum Curcumae be 18L adds remaining purified water a, mixes, be heated to 45 ℃ of dissolvings after, be cooled to 40 ℃, get the saturated aqueous solution d of beta-schardinger dextrin-;
(5) c is namely crossed the Oleum Curcumae dissolve with ethanol liquid that colloid mill obtains and slowly add among the d, the limit edged stirs, and mixing speed is 1500rpm, adds rear continuation and stirs 30 min, places 2 ℃～4 ℃ environment cold preservations again, leaves standstill 12 hours;
(6) then sucking filtration is to doing, and with a small amount of washing with alcohol precipitation, filtrate discards, and gets volatile oil clathrate compound again;
(7) with the volatile oil inclusion complex 50 ± 5 ℃ of oven dry, be ground into fine powder, cross 80 mesh sieves.
The method that colloid mill emulsifying-saturated water solution method in this enforcement combines prepares the Oleum Curcumae clathrate, presses 2010 editions one appendix X D of Pharmacopoeia of the People's Republic of China determination of volatile oil method and detects, and volatile oil oil utilization rate is 85.3%, and inclusion rate is 95.2%.And through the thin layer chromatography check, prove that Oleum Curcumae main constituent behind enclose is substantially constant, through factors influencing such as oxidation, illumination heat stability, the clathrate stable in properties, through the checking of technique repeatability, repeatability is good.
Embodiment 3
With the preparation method of a kind of Rhizoma Curcumae volatile oil clathrate of the present invention, it is example that the 1kg/ that feeds intake criticizes Rhizoma Curcumae volatile oil, and its operating process and step are as follows:
(1) the purified water a that to take by weighing 10 times of amounts of Oleum Curcumae volume be 10L, for subsequent use;
(2) get Oleum Curcumae, the dissolve with ethanol that 1/5 times of amount of adding Oleum Curcumae volume is 0.2L gets Oleum Curcumae dissolve with ethanol liquid b, and is for subsequent use;
(3) with reference to the colloid mill description, with an amount of 75% ethanol colloid mill is carried out disinfection first, control colloid mill rotating speed 3500rpm, be that Oleum Curcumae dissolve with ethanol liquid drops in the colloid mill again with b, with the serosity in the 1L-1.5L a flushing colloid mill, be colourless to the water outlet of washing colloid mill, this crosses Oleum Curcumae dissolve with ethanol liquid that colloid mill obtains, and to be emulsion form be c;
(4) beta-schardinger dextrin-(g:ml) that to get 6 times of amounts of Oleum Curcumae be 6L adds remaining purified water a, mixes, be heated to 50 ℃ of dissolvings after, be cooled to 45 ℃, get the saturated aqueous solution d of beta-schardinger dextrin-;
(5) the saturated aqueous solution liquid of c namely being crossed the β-CD of 45 ℃ of Oleum Curcumae dissolve with ethanols that colloid mill obtains slowly adds to i.e. 45 ℃ the saturated aqueous solution of β-CD of d() in, the limit edged stirs, mixing speed is 2000rpm, add rear continuation and stir 45 min, place again 1 ℃～3 ℃ environment cold preservations, left standstill 12 hours;
(6) then sucking filtration is to doing, and with a small amount of washing with alcohol precipitation, filtrate discards, and gets volatile oil clathrate compound again;
(7) with the volatile oil inclusion complex 50 ± 5 ℃ of oven dry, be ground into fine powder, cross 80 mesh sieves.
The Rhizoma Curcumae volatile oil clathrate that the method that colloid mill emulsifying-saturated water solution method in this enforcement combines prepares, pressing 2010 editions appendix X of Pharmacopoeia of the People's Republic of China D determination of volatile oil method detects, volatile oil oil utilization rate is 92.9%, and inclusion rate is 98.0%.And through the thin layer chromatography check, prove that Oleum Curcumae main constituent behind enclose is substantially constant, through factors influencing such as oxidation, light illumination heat stability, the clathrate stable in properties, through the checking of technique repeatability, repeatability is good.
Claims (2)
1. the preparation method of a Rhizoma Curcumae volatile oil clathrate is characterized in that enclose controlled condition is: the ratio of Oleum Curcumae and beta-schardinger dextrin-volume is 1: 6,40 ℃～50 ℃ of enclose temperature, enclose time 30min～60 min, and detailed process and step are as follows:
(1) take by weighing the purified water a of ten times of amounts of Oleum Curcumae volume, for subsequent use;
(2) get Oleum Curcumae, add the dissolve with ethanol of 1/5 times of amount of volume, get Oleum Curcumae dissolve with ethanol liquid b, for subsequent use;
(3) first with an amount of 75% ethanol by behind the colloid mill, control colloid mill rotating speed 1500～3500rpm passes into b in the colloid mill again, with the serosity in a flushing colloid mill, be colourless to the water outlet of washing colloid mill and end, then must cross the Oleum Curcumae dissolve with ethanol liquid c of colloid mill;
(4) get the beta-schardinger dextrin-(g/ml) of 6 times of amounts of Oleum Curcumae, add remaining a, after the heating for dissolving, be cooled to 40 ℃～50 ℃, get the saturated aqueous solution d of beta-schardinger dextrin-;
(5) c is slowly added among the d, the limit edged stirs, and mixing speed is 1000～2000rpm, adds rear continuation and stirs 30min～45min, places 0 ℃～4 ℃ environment cold preservations again, leaves standstill 12 hours;
(6) then sucking filtration is to doing, and with a small amount of washing with alcohol precipitation, filtrate discards, and gets volatile oil clathrate compound again;
(7) with the volatile oil inclusion complex 50 ± 5 ℃ of oven dry, be ground into fine powder.
2. according to the preparation method of claims 1 described Rhizoma Curcumae volatile oil clathrate, it is characterized in that: the Rhizoma Curcumae volatile oil clathrate that makes detects by 2010 editions one appendix X D of Pharmacopoeia of the People's Republic of China determination of volatile oil method, volatile oil oil utilization rate reaches more than 85%, and inclusion rate is more than 95%.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105963633A (en) * | 2016-05-10 | 2016-09-28 | 四川省人民医院 | Composition containing volatile oil of curcuma rhizomes for treating psoriasis and preparation method of emulsifiable paste preparation thereof |
| CN106237343A (en) * | 2016-08-30 | 2016-12-21 | 铜陵翔宇商贸有限公司 | Rhizoma Curcumae volatile oil beta cyclodextrin is combined clathrate and preparation method thereof |
| CN106860876A (en) * | 2017-03-14 | 2017-06-20 | 胡江宇 | Oil of zedoary turmeric sustained release inclusion compound and preparation method thereof |
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| CN1586604A (en) * | 2004-07-30 | 2005-03-02 | 张正生 | Zedoary injection preparation and its preparing method |
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- 2012-12-28 CN CN201210580713.0A patent/CN103007199B/en active Active
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| CN1586604A (en) * | 2004-07-30 | 2005-03-02 | 张正生 | Zedoary injection preparation and its preparing method |
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| 王艳等: "莪术油环糊精包合物的制备工艺研究", 《天津中医药大学学报》 * |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105963633A (en) * | 2016-05-10 | 2016-09-28 | 四川省人民医院 | Composition containing volatile oil of curcuma rhizomes for treating psoriasis and preparation method of emulsifiable paste preparation thereof |
| CN106237343A (en) * | 2016-08-30 | 2016-12-21 | 铜陵翔宇商贸有限公司 | Rhizoma Curcumae volatile oil beta cyclodextrin is combined clathrate and preparation method thereof |
| CN106860876A (en) * | 2017-03-14 | 2017-06-20 | 胡江宇 | Oil of zedoary turmeric sustained release inclusion compound and preparation method thereof |
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| CN103007199B (en) | 2018-10-23 |
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