CN1583735A - Enrichment of ligusticum lactone and its preparations - Google Patents
Enrichment of ligusticum lactone and its preparations Download PDFInfo
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- CN1583735A CN1583735A CN 03153586 CN03153586A CN1583735A CN 1583735 A CN1583735 A CN 1583735A CN 03153586 CN03153586 CN 03153586 CN 03153586 A CN03153586 A CN 03153586A CN 1583735 A CN1583735 A CN 1583735A
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- ligustilide
- oil
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- ligusticum wallichii
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- 238000002360 preparation method Methods 0.000 title claims description 22
- WMBOCUXXNSOQHM-FLIBITNWSA-N (Z)-3-butylidenephthalide Chemical compound C1=CC=C2C(=C/CCC)/OC(=O)C2=C1 WMBOCUXXNSOQHM-FLIBITNWSA-N 0.000 title 1
- IQVQXVFMNOFTMU-FLIBITNWSA-N (Z)-ligustilide Chemical compound C1CC=CC2=C1C(=C/CCC)/OC2=O IQVQXVFMNOFTMU-FLIBITNWSA-N 0.000 claims abstract description 95
- IQVQXVFMNOFTMU-DHZHZOJOSA-N Z-ligustilide Natural products C1CC=CC2=C1C(=C/CCC)\OC2=O IQVQXVFMNOFTMU-DHZHZOJOSA-N 0.000 claims abstract description 95
- 239000003921 oil Substances 0.000 claims abstract description 90
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 21
- 239000003208 petroleum Substances 0.000 claims abstract description 19
- 239000007901 soft capsule Substances 0.000 claims abstract description 18
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000741 silica gel Substances 0.000 claims abstract description 10
- 229910002027 silica gel Inorganic materials 0.000 claims abstract description 10
- 239000007902 hard capsule Substances 0.000 claims abstract description 8
- 238000009835 boiling Methods 0.000 claims abstract description 6
- 239000007788 liquid Substances 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 29
- 241000112528 Ligusticum striatum Species 0.000 claims description 28
- 238000005516 engineering process Methods 0.000 claims description 14
- 238000000194 supercritical-fluid extraction Methods 0.000 claims description 10
- 238000012545 processing Methods 0.000 claims description 7
- 239000002994 raw material Substances 0.000 claims description 7
- 240000008415 Lactuca sativa Species 0.000 claims description 6
- 235000012045 salad Nutrition 0.000 claims description 6
- 238000000605 extraction Methods 0.000 claims description 5
- 239000008273 gelatin Substances 0.000 claims description 5
- 229920000159 gelatin Polymers 0.000 claims description 5
- 235000019866 hydrogenated palm kernel oil Nutrition 0.000 claims description 5
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000007598 dipping method Methods 0.000 claims description 3
- 238000006424 Flood reaction Methods 0.000 claims description 2
- 239000002775 capsule Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 235000019198 oils Nutrition 0.000 abstract 6
- 150000002170 ethers Chemical class 0.000 abstract 4
- 238000005406 washing Methods 0.000 abstract 2
- 241000244365 Ligusticum sinense Species 0.000 abstract 1
- 238000004806 packaging method and process Methods 0.000 abstract 1
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 1
- 239000008158 vegetable oil Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 description 9
- 239000013558 reference substance Substances 0.000 description 8
- 229960001866 silicon dioxide Drugs 0.000 description 8
- 238000004128 high performance liquid chromatography Methods 0.000 description 6
- 201000006474 Brain Ischemia Diseases 0.000 description 4
- 206010008120 Cerebral ischaemia Diseases 0.000 description 4
- 206010008118 cerebral infarction Diseases 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- UIAGMCDKSXEBJQ-IBGZPJMESA-N 3-o-(2-methoxyethyl) 5-o-propan-2-yl (4s)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound COCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC(C)C)[C@H]1C1=CC=CC([N+]([O-])=O)=C1 UIAGMCDKSXEBJQ-IBGZPJMESA-N 0.000 description 3
- 241000699666 Mus <mouse, genus> Species 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229960000715 nimodipine Drugs 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 230000003727 cerebral blood flow Effects 0.000 description 2
- 230000003203 everyday effect Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 230000029058 respiratory gaseous exchange Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- 208000019300 CLIPPERS Diseases 0.000 description 1
- 238000012449 Kunming mouse Methods 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 208000021930 chronic lymphocytic inflammation with pontine perivascular enhancement responsive to steroids Diseases 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The present invention discloses a process for enrichment of ligustilide, which comprises the following steps: (1) Preparing crude vegetable oils from Ligusticum chuanxiong Hort; (2) adding petroleum ethers in 5-fold volume of the curde oil, whose boiling range is 30-60 deg.C or 60-90 deg.C; (3) Packaging and short column with D: H ratio of 1:1.3-1:1.5 using silica gel with 80-200 mesh in 1.6- to 2-fold volume of the curde oil to process said petroleum ether solutio; (4) after all the solution has passed through said column, washing the column with petroleum ethers in 1- to 2-fold volume of the curde oil; (5) Washing the column again with petroleum ethers in 12- to 16-fold volume of the curde oil, collecting the eluate, concentrating to remove completely the ethers, thereby giving the ligustilide oil, which can be used for preparing soft capsules and liquid hard capsules. The advantages of the present invention are: The ligustilide yeild is high and amounts to 50-60% in the ligustilide oils after enrichment. While the energy and production cost is low. Moreover, the operation process and equipment is simple, thus applicable for industrial scale production.
Description
Technical field
The present invention relates to a kind of technology and preparation thereof of enrichment Z-ligustilide, refer to especially a kind ofly from Ligusticum wallichii, to extract, the technology and the preparation thereof of enrichment Z-ligustilide, belong to modern Chinese traditional medicine field.
Background technology
Z-ligustilide is one of main effective constituent in the Ligusticum wallichii, has anti-cerebral ischemia and improves cerebral blood flow (CBF), is used for the treatment of the various symptoms that caused by cerebral ischemia.
Because the pure product of Z-ligustilide are unstable, all use at present with the form of Rhizoma Chuanxiong oil, the method of Rhizoma Chuanxiong oil used water steam distillation obtains, Z-ligustilide content can reach more than 50% in the Rhizoma Chuanxiong oil that obtains from Ligusticum wallichii, but because production process needs long steam heating (reaching several days) energy consumption very big, gained Rhizoma Chuanxiong oil collecting amount is very low, and the yield of Z-ligustilide is lower.The also available CO of Rhizoma Chuanxiong oil
2Supercritical extraction method extracts, but Z-ligustilide content in the gained Rhizoma Chuanxiong oil is used the HPLC internal mark method determination with Z-ligustilide reference substance (purity reaches more than 98%), and its content has only 5～9%, and slightly oily with the Ligusticum wallichii of 85% ethanol room temperature dipping gained, its Z-ligustilide content only is 14%～18%.Therefore, study a kind of simplely, the process of enriching that can make Z-ligustilide content reach the ligustilide oil more than 50% has Practical significance.
Summary of the invention
The technology that the purpose of this invention is to provide a kind of enrichment Z-ligustilide.
Another object of the present invention provides the pharmaceutical preparation that is rich in Z-ligustilide.
For achieving the above object, the present invention is by the following technical solutions:
A kind of technology of enrichment Z-ligustilide comprises the steps:
(1) the preparation Ligusticum wallichii is slightly oily;
(2) overstriking oil 5 times of amounts, boiling ranges are the sherwood oil of 30～60 ℃ or 60 ℃～90 ℃, must petroleum ether solution;
(3) with 80～200 purpose silica gel of～2 times of amounts of thick oily 1.6 times of amounts, dress up short column, diameter and aspect ratio are 1: 1.3～1: the 1.5 above-mentioned petroleum ether solution of processing;
(4) after petroleum ether solution flows to end, wash post with the sherwood oil of 1～2 times of amount of thick oil in post;
(5) wash post with the sherwood oil of thick oily 12～16 times of amounts, collect elutriant, be concentrated into sherwood oil to the greatest extent, promptly get ligustilide oil.
The described method of the thick oil of Ligusticum wallichii for preparing of step (1) is for flooding Ligusticum wallichii or CO with 85% ethanol room temperature
2Supercritical extraction obtains slightly oil of Ligusticum wallichii.
Described 85% ethanol room temperature dipping is meant that the raw material that will contain Z-ligustilide floods 3 times through four times of amount 85% ethanol room temperatures, obtains slightly oil of Ligusticum wallichii.
Described CO
2Supercritical extraction is meant and will contains the raw material of Z-ligustilide through CO
2Supercritical extraction, extraction conditions is: pressure 34.5MPa, 60 ℃ of temperature, properties-correcting agent ethanol 0.3ml, 3 hours extraction time, the Rhizoma Chuanxiong oil that obtains.
Present method is utilized following principle enrichment Z-ligustilide: silica gel adsorption, the applied sample amount of overload.With common upper column quantity down can not the wash-out Z-ligustilide low polarity solvent, can separate eliminating than the more weak impurity of Z-ligustilide absorption, the wash-out Z-ligustilide, but can not adsorb stronger impurity than Z-ligustilide by wash-out, thus reach the purpose of purification enrichment Z-ligustilide.
With the ligustilide oil 25%～50% (its Z-ligustilide content 50%～60%) of enrichment processing back gained, plam oil 3%～6%, hydrogenated palm kernel oil 3%～6%, phosphatidase 12 %～4% and salad oil 42%～59%.Being mixed with soft capsule content, is rubber with glycerine-gelatin, is pressed into soft capsule, and every soft capsule contains Z-ligustilide and is not less than 25mg and every soft capsule and contains Z-ligustilide and be not less than 50mg.
With the ligustilide oil 20～80% (its Z-ligustilide content 50%～60%) of enrichment processing back gained, fat-soluble excipient such as salad oil 80～20%, can becomes liquid hard capsule, and every hard capsule contains Z-ligustilide and is not less than 50mg.
The test of pesticide effectiveness shows that this product has anti-cerebral ischemia, is used for the treatment of the various symptoms that caused by cerebral ischemia.
Advantage of the present invention is: the ligustilide oil of back gained is handled in enrichment, and through being standard with the Z-ligustilide reference substance, HPLC measures, and the content of Z-ligustilide reaches 50～60% in the ligustilide oil.Energy low consumption, all technological process except that enrichment process, all is at room temperature to operate; Solvent for use and silica gel can be recycled, and cost is low; Z-ligustilide yield height; Technological operation is simple; Required equipment is simple, is suitable for industrialized production.
Be described further below in conjunction with preferable embodiment.
Embodiment
Embodiment 1, be the technology of raw material enrichment Z-ligustilide with the Ligusticum wallichii
One, material and method
1, material:
Ligusticum wallichii: purchase in Tianjin medicinal material company
Ethanol: purchase in Tianjin grain distillery
Silica gel: purchase in Haiyang Chemical Plant, Qingdao
Sherwood oil: purchase in Tianjin Milky Way chemical reagent work
The Z-ligustilide reference substance: Ligusticum wallichii by silicagel column, obtains oily matter through alcohol extracting, reaches Z-ligustilide reference substance more than 98% obtaining content on the preparation HPLC, meets the requirement of reference substance.
2, method:
(1) Ligusticum wallichii is flooded 3 times through four times of amount 85% ethanol room temperatures, obtain slightly oil of Ligusticum wallichii;
(2) overstriking oil 5 times of amounts, boiling ranges are 60～90 ℃ sherwood oil, get petroleum ether solution;
(3) with 100～200 purpose silica gel of thick oily 1.8 times of amounts, dress up short column, diameter and aspect ratio are 1: 1.3 above-mentioned petroleum ether solution of processing;
(4) after petroleum ether solution flows to end, wash post with the sherwood oil of 1.5 times of amounts of thick oil in post;
(5) wash post with the sherwood oil of thick oily 12 times of amounts, collect elutriant, be concentrated into sherwood oil to the greatest extent, promptly get ligustilide oil.
Two, detection and result:
Through being standard with the Z-ligustilide reference substance, HPLC measures, C
18Post; Moving phase is 64% methyl alcohol-1% Glacial acetic acid; The detection wavelength is 272nm.The content of Z-ligustilide reaches 15～17% in the thick oil of Ligusticum wallichii, Z-ligustilide yield 90～95%; The content of Z-ligustilide reaches 50～60% in the ligustilide oil, Z-ligustilide yield 85%.
Embodiment 2, be the technology of raw material enrichment Z-ligustilide with the Ligusticum wallichii
One, material and method
1, material: with embodiment 1.
2, method:
(1) Ligusticum wallichii is flooded 3 times through four times of amount 85% ethanol room temperatures, obtain slightly oil of Ligusticum wallichii;
(2) overstriking oil 5 times of amounts, boiling ranges are 30～60 ℃ sherwood oil, get petroleum ether solution;
(3) with 80～100 purpose silica gel of thick oily 2 times of amounts, dress up short column, diameter and aspect ratio are 1: 1.5 above-mentioned petroleum ether solution of processing;
(4) after petroleum ether solution flows to end, wash post with the sherwood oil of 2 times of amounts of thick oil in post;
(5) wash post with the sherwood oil of thick oily 16 times of amounts, collect elutriant, be concentrated into sherwood oil to the greatest extent, promptly get ligustilide oil.
Two, detection and result:
Through being standard with the Z-ligustilide reference substance, HPLC measures, and the content of Z-ligustilide reaches 17% in the thick oil of Ligusticum wallichii, Z-ligustilide yield 90～95%; The content of Z-ligustilide reaches 50～55% in the ligustilide oil, Z-ligustilide yield 85%.
Embodiment 3, with CO
2The thick oil of the Ligusticum wallichii of supercritical extraction method gained is the technology of raw material enrichment Z-ligustilide
One, material and method
1, material: with embodiment 1.
2, method
(1) with Ligusticum wallichii CO
2Supercritical extraction, CO
2The supercritical extraction condition is: pressure 34.5MPa, and 60 ℃ of temperature, properties-correcting agent ethanol 0.3ml, 3 hours extraction time, the Ligusticum wallichii that obtains is oil slightly;
(2) overstriking oil 5 times of amounts, boiling ranges are 60～90 ℃ of sherwood oils, get petroleum ether solution;
(3) with 100～200 purpose silica gel of thick oily 1.8 times of amounts, dress up short column, diameter and aspect ratio are 1: 1.4 above-mentioned petroleum ether solution of processing;
(4) after petroleum ether solution flows to end, wash post with the sherwood oil of 2 times of amounts of thick oil in post;
(5) wash post with the sherwood oil of thick oily 14 times of amounts, collect elutriant, be concentrated into sherwood oil to the greatest extent, promptly get ligustilide oil.
Two, detection and result:
Through being standard with the Z-ligustilide reference substance, HPLC measures, and the content of Z-ligustilide reaches 8.8% in the thick oil of Ligusticum wallichii; The content of Z-ligustilide reaches 58% in the ligustilide oil, Z-ligustilide yield 80%.
Embodiment 4, be rich in the preparation of Z-ligustilide
One, prescription: ligustilide oil 50%, plam oil 3%, hydrogenated palm kernel oil 3%, phosphatidase 12 % phosphatide and salad oil 42%.
Two, preparation method:
Being mixed with soft capsule content with formulation, is rubber with glycerine-gelatin, is pressed into soft capsule, and specification is every dress 0.2g content, and every soft capsule contains Z-ligustilide and is not less than 50mg.
Consumption and usage: every day 2 times, each 1.(fixing tentatively)
Embodiment 5, be rich in the preparation of Z-ligustilide
One, prescription: ligustilide oil 25%, plam oil 6%, hydrogenated palm kernel oil 6%, phosphatidase 14 % phosphatide and salad oil 59%.
Two, preparation method:
Being mixed with soft capsule content with formulation, is rubber with glycerine-gelatin, is pressed into soft capsule, and specification is every dress 0.2g content, and every soft capsule contains Z-ligustilide and is not less than 25mg.
Consumption and usage: every day 2 times, each 1.(fixing tentatively)
Embodiment 6, be rich in the preparation of Z-ligustilide
One, prescription: ligustilide oil 25%, plam oil 6%, hydrogenated palm kernel oil 6%, phosphatidase 14 % phosphatide and salad oil 59%.
Two, preparation method:
Being mixed with soft capsule content with formulation, is rubber with glycerine-gelatin, is pressed into soft capsule, and specification is every dress 0.4g content, and every soft capsule contains Z-ligustilide and is not less than 50mg.
Embodiment 7, be rich in the preparation of Z-ligustilide
One, prescription: ligustilide oil 40%, excipient 60%.
Two, preparation method:
Ligustilide oil and fat-soluble excipient are mixed, and can is in hard capsule case, and employing joint filling material (HPMC
5cps5%, PVA1%, ethanol 34%, water 60%) the capsule shell suit place is carried out once or secondary seals, be prepared into liquid hard capsule, every hard capsule contains Z-ligustilide and is not less than 50mg.
Embodiment 8, pharmacodynamic experiment
One, material and method:
1, animal: choose 51 of 22～27g kunming mices, male and female have concurrently, are divided into 5 groups at random, are respectively normal control group, nimodipine control group, ligustilide oil group.
2, method: nimodipine is selected intraperitoneal administration, each dosage group selection gastric infusion of Z-ligustilide, and blank group gives the water with volume.Each is organized the mouse administration and breaks end fast at the ear rear portion with clipper after 1 hour, and clocks immediately.Continue the time of breathing of dehiscing behind the record mouse broken end.
Two, result: can obviously prolong after nimodipine contrast, each dosage group mouse administration of Z-ligustilide and continue the time of breathing of dehiscing.
Claims (9)
1, a kind of technology of enrichment Z-ligustilide is characterized in that this technology comprises the steps:
(1) the preparation Ligusticum wallichii is slightly oily;
(2) overstriking oil 5 times of amounts, boiling ranges are the sherwood oil of 30～60 ℃ or 60～90 ℃, must petroleum ether solution;
(3) with 80～200 purpose silica gel of～2 times of amounts of thick oily 1.6 times of amounts, dress up short column, diameter and aspect ratio are 1: 1.3～1: the 1.5 above-mentioned petroleum ether solution of processing;
(4) after petroleum ether solution flows to end, wash post with the sherwood oil of 1～2 times of amount of thick oil in post;
(5) wash post with the sherwood oil of thick oily 12～16 times of amounts, collect elutriant, be concentrated into sherwood oil to the greatest extent, promptly get ligustilide oil.
2, the technology of a kind of enrichment Z-ligustilide according to claim 1 is characterized in that: described step (1) prepares the method for the thick oil of Ligusticum wallichii for Ligusticum wallichii is flooded or CO with 85% ethanol room temperature
2Supercritical extraction obtains slightly oil of Ligusticum wallichii.
3, the technology of a kind of enrichment Z-ligustilide according to claim 2 is characterized in that: described 85% ethanol room temperature dipping is meant that the raw material that will contain Z-ligustilide floods 3 times through four times of amount 85% ethanol room temperatures, obtains slightly oil of Ligusticum wallichii.
4, the technology of a kind of enrichment Z-ligustilide according to claim 2 is characterized in that: described CO
2Supercritical extraction is meant and will contains the raw material of Z-ligustilide through CO
2Supercritical extraction, extraction conditions is: pressure 34.5MPa, 60 ℃ of temperature, properties-correcting agent ethanol 0.3ml, 3 hours extraction time, the Rhizoma Chuanxiong oil that obtains.
5, a kind of preparation that is rich in Z-ligustilide, it is characterized in that: said preparation is a soft capsule, with glycerine-gelatin is rubber, this soft capsule content contains the ligustilide oil 25～50% after the enrichment basically, plam oil 3%～6%, hydrogenated palm kernel oil 3%～6%, phosphatidase 12 %～4% and salad oil 42%～59%.
6, a kind of preparation that is rich in Z-ligustilide is characterized in that: said preparation is a liquid hard capsule, and this capsule 's content contains the ligustilide oil 20～80% after the enrichment basically, fat-soluble excipient 80～20%.
7, preparation according to claim 5 is characterized in that: every of described soft capsule contains Z-ligustilide and is not less than 25mg.
8, preparation according to claim 5 is characterized in that: every of described soft capsule contains Z-ligustilide and is not less than 50mg.
9, preparation according to claim 6 is characterized in that: every of described liquid hard capsule contains Z-ligustilide and is not less than 50mg.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03153586 CN1247564C (en) | 2003-08-18 | 2003-08-18 | Enrichment of ligusticum lactone and its preparations |
| CNB200510105552XA CN1321638C (en) | 2003-08-18 | 2003-08-18 | Ligustilide oil and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03153586 CN1247564C (en) | 2003-08-18 | 2003-08-18 | Enrichment of ligusticum lactone and its preparations |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB200510105552XA Division CN1321638C (en) | 2003-08-18 | 2003-08-18 | Ligustilide oil and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1583735A true CN1583735A (en) | 2005-02-23 |
| CN1247564C CN1247564C (en) | 2006-03-29 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB200510105552XA Expired - Fee Related CN1321638C (en) | 2003-08-18 | 2003-08-18 | Ligustilide oil and its preparation |
| CN 03153586 Expired - Fee Related CN1247564C (en) | 2003-08-18 | 2003-08-18 | Enrichment of ligusticum lactone and its preparations |
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| Application Number | Title | Priority Date | Filing Date |
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| CNB200510105552XA Expired - Fee Related CN1321638C (en) | 2003-08-18 | 2003-08-18 | Ligustilide oil and its preparation |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1321638C (en) * | 2003-08-18 | 2007-06-20 | 天津药物研究院 | Ligustilide oil and its preparation |
| CN102872175A (en) * | 2012-08-24 | 2013-01-16 | 天津中医药大学 | Ligusticum chuanxiong hort extract and preparation method and application thereof |
| CN105079059A (en) * | 2015-09-07 | 2015-11-25 | 宜诺(天津)医药工程有限公司 | Angelica sinensis extract and extraction method |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106138135B (en) * | 2016-08-18 | 2020-09-22 | 四川省中医药科学院 | Medicine for preventing and treating vascular cognitive disorder and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1035327C (en) * | 1992-09-30 | 1997-07-02 | 兰州大学 | Synthetic method for rhizoma ligustici internal ester |
| CN1102397C (en) * | 2000-03-01 | 2003-03-05 | 山东绿叶制药股份有限公司 | Chinese angelica root oil soft capsule and its preparing process |
| US20030165580A1 (en) * | 2002-03-04 | 2003-09-04 | Xinxian Zhao | Safe pharmaceutical composition for treatment and prevention of gynecological disease |
| JP2003289827A (en) * | 2002-04-02 | 2003-10-14 | Osaka Yakuhin Kenkyusho:Kk | Supplement containing japanese parsley extract |
| CN100391953C (en) * | 2003-06-03 | 2008-06-04 | 北京九龙制药有限公司 | Medicinal use and extraction of cis-ligusticum lactone |
| US20040247698A1 (en) * | 2003-06-04 | 2004-12-09 | Valenzuela Cortes Carmen Maria | Erectile Dysfunction Treatment |
| CN1321638C (en) * | 2003-08-18 | 2007-06-20 | 天津药物研究院 | Ligustilide oil and its preparation |
-
2003
- 2003-08-18 CN CNB200510105552XA patent/CN1321638C/en not_active Expired - Fee Related
- 2003-08-18 CN CN 03153586 patent/CN1247564C/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1321638C (en) * | 2003-08-18 | 2007-06-20 | 天津药物研究院 | Ligustilide oil and its preparation |
| CN102872175A (en) * | 2012-08-24 | 2013-01-16 | 天津中医药大学 | Ligusticum chuanxiong hort extract and preparation method and application thereof |
| CN105079059A (en) * | 2015-09-07 | 2015-11-25 | 宜诺(天津)医药工程有限公司 | Angelica sinensis extract and extraction method |
| CN105079059B (en) * | 2015-09-07 | 2020-03-31 | 宜诺(天津)医药工程有限公司 | Angelica sinensis extract and extraction method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1748676A (en) | 2006-03-22 |
| CN1247564C (en) | 2006-03-29 |
| CN1321638C (en) | 2007-06-20 |
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