CN1245361C - Extracting process for epimedium total flavone - Google Patents
Extracting process for epimedium total flavone Download PDFInfo
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- CN1245361C CN1245361C CN 200310116004 CN200310116004A CN1245361C CN 1245361 C CN1245361 C CN 1245361C CN 200310116004 CN200310116004 CN 200310116004 CN 200310116004 A CN200310116004 A CN 200310116004A CN 1245361 C CN1245361 C CN 1245361C
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- 229930003944 flavone Natural products 0.000 title claims abstract description 29
- 235000011949 flavones Nutrition 0.000 title claims abstract description 29
- 241000893536 Epimedium Species 0.000 title claims abstract description 14
- 235000018905 epimedium Nutrition 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 title abstract description 19
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 title abstract description 5
- 150000002212 flavone derivatives Chemical class 0.000 title abstract description 5
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 title abstract description 5
- 230000008569 process Effects 0.000 title description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 87
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000000706 filtrate Substances 0.000 claims abstract description 27
- 239000011347 resin Substances 0.000 claims abstract description 20
- 229920005989 resin Polymers 0.000 claims abstract description 20
- 238000010828 elution Methods 0.000 claims abstract description 17
- 238000005516 engineering process Methods 0.000 claims abstract description 16
- 238000003756 stirring Methods 0.000 claims abstract description 9
- 239000003513 alkali Substances 0.000 claims abstract description 3
- 150000002213 flavones Chemical class 0.000 claims description 24
- 239000007788 liquid Substances 0.000 claims description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 15
- 238000000605 extraction Methods 0.000 abstract description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract description 9
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 239000003960 organic solvent Substances 0.000 abstract description 5
- 238000000746 purification Methods 0.000 abstract description 5
- 239000000047 product Substances 0.000 abstract description 4
- 230000008901 benefit Effects 0.000 abstract description 3
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 3
- 229910000272 alkali metal oxide Inorganic materials 0.000 abstract 1
- 239000003480 eluent Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 238000000926 separation method Methods 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000007728 cost analysis Methods 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 230000000274 adsorptive effect Effects 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 208000029078 coronary artery disease Diseases 0.000 description 2
- 229930003935 flavonoid Natural products 0.000 description 2
- -1 flavonoid compound Chemical class 0.000 description 2
- 235000017173 flavonoids Nutrition 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- TZJALUIVHRYQQB-UHFFFAOYSA-N Icarin Chemical compound C1=CC(OC)=CC=C1C1=C(OC2C(C(O)C(O)C(C)O2)O)C(=O)C2=C(O)C=C(OC3C(C(O)C(O)C(CO)O3)O)C(CC=C(C)C)=C2O1 TZJALUIVHRYQQB-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 238000004847 absorption spectroscopy Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 229930002875 chlorophyll Natural products 0.000 description 1
- 235000019804 chlorophyll Nutrition 0.000 description 1
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 1
- 239000002398 materia medica Substances 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- HUAUNKAZQWMVFY-UHFFFAOYSA-M sodium;oxocalcium;hydroxide Chemical compound [OH-].[Na+].[Ca]=O HUAUNKAZQWMVFY-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The present invention discloses a novel technology for extracting total flavone of epimedium herb. Medicinal materials (namely epimedium herb) are decocted with water and are filtered, filtrate is concentrated, ethanol is added, sufficient stirring is carried out, the solution is placed and is filtered, alkali or alkali oxide is added in filtrate, the pH value reaches 7 to 9, filtration is carried out, the filtrate is regulated to be neutral, ethanol is recovered, residue is eluted with water until eluent is yellowish through a pretreated resin column, 70% of ethanol is used for elution, and total flavone is obtained by recovering ethanol. The present invention uses water as extraction solvent and adopts a resin column purification method. The present invention has the advantages of economy, environmental protection, reduced reduce production cost and avoidance of the use of unsafe factors of organic solvent, such as ethyl acetate, methanol, etc. in production. The technology of the present invention replaces existing technological organic solvent repeated extraction methods, and the purity of products is improved to more than 70%. The technological method also has the advantages of convenience and no need of complex devices, and is suitable for industrialization production.
Description
Technical field:
The present invention discloses a kind of Herba Epimedii total flavones novel technology for extracting, relates to Chinese medicinal materials efficient part extraction process technology field.
Background technology:
About the report of the extraction and separation method of flavonoid compound in the Herba Epimedii, great majority are to adopt classic methods, and promptly decocting boils (or ethanol-extracted), and ethyl acetate (or propyl carbinol) is method of extraction repeatedly.Because the organic solvent large usage quantity, method is more numerous and diverse, has limited it and can only use in the laboratory, uses and be difficult to be generalized in the production.
In recent years, the report about the extracting method of Herba Epimedii total flavones mainly contains following several pieces.
(1) Wang Changli report " Herba Epimedii total flavones extraction and separation process " (Chinese patent medicine 1996; 18 (5): 1), water mentioned that two kinds of technologies of alcohol extracting compare after, the conclusion that obtains is, from the practicality and the Financial cost analysis of industrialized production, thinks that extraction process by water is better than alcohol extraction process, but to concrete separation purification method report not.
(2) Wang Chengjun report " research of epimedium total flavone extracting process " (basic unit's Chinese materia medica magazine 2002; 16 (5): what adopt 3) is 1 hour method of 25 times of amount 80% alcohol reflux, this kind method since the alcohol concn that adopts than higher, may bring oil-soluble impuritieses such as chlorophyll in the extract into, for the separation and purification of back has increased difficulty, and also exist some drawbacks from practicality and Financial cost analysis, its method to separation and purification is not reported simultaneously, and the purity of the Herba Epimedii total flavones that obtains is unknown number.
(3) Ma Huiping report " research of Herba Epimedii total flavones extraction and separation process " (West China pharmaceutical journal 2002; 17 (10): 1), preferred best preparation technology adopts 10 times of amount 70% extraction using alcohols 3 times, and each 1.5 hours, acid-base precipitation separated then, again through the method for methyl alcohol purifying.This kind method is more loaded down with trivial details, and because of using extraction using alcohol methyl alcohol purifying, not only cost increases, and methyl alcohol is bigger to the harm of human body, and is also dangerous.The purity of the total flavones that obtains only reaches 58%.
Summary of the invention:
The present invention discloses a kind of Herba Epimedii total flavones novel technology for extracting, and classics and existing process method have been carried out improvement and perfect, content of total flavone is reached more than 70%, and method is easier, is applicable to suitability for industrialized production.
Technical solution of the present invention may further comprise the steps: get epimedium herb, add 20～35 times of water gagings, decoct 2～3 times, each 1～2 hour, filter, filtrate is concentrated into relative density and is about about 1.05, add ethanol (making determining alcohol reach 50～80%), fully stir, placed 12～24 hours, filter, add alkali or basic oxide in the filtrate, make pH value reach 7～9, filter, filtrate transfers to neutrality, reclaim ethanol, the resin column of residue by anticipating, water are eluted to water elution liquid and are faint yellow, use the ethanol elution of 3～4 times of (resin bed volumes) 70% instead, reclaim ethanol and get total flavones.
Novel technology for extracting of the present invention is compared advantage with existing separating technology and is mainly shown the following aspects.
(1) adopt cheap water for extracting solvent, through removal of impurity treating processes, adopt more advanced resin column purification process, practicality and Financial cost analysis from suitability for industrialized production, this technology is better than other technology, both reduce the cost of product, avoided organic solvents such as use ethyl acetate, methyl alcohol again, overcome the unsafe factor in producing.
(2) from the product purity analysis, the organic solvent that this technology has replaced existing technology with the method for removal of impurities, resin column purifying is method of extraction repeatedly, and the purity of product is brought up to more than 70%, and this is that document was not reported.
(3) from the environmental angle analysis, the extraction solvent of this process using is cheap water and a spot of ethanol, and is both economical, meets environmental protection requirement again, and the health that ensures producers is benefited.
(4) this processing method is easy, need not complex apparatus, is suitable for suitability for industrialized production.
(5) Herba Epimedii total flavones that adopts this prepared is through ultraviolet absorption spectroscopy, and itself and icarin and medicinal material have on all four ultraviolet absorpting spectrum, and its LC-MS collection of illustrative plates shows that it contains the main flavonoid compound in the epimedium herb.Pharmacodynamic experiment studies show that, it is the main active substances of treatment coronary heart disease in the epimedium herb, can be and clinically provides quality controllable, treats the new drug of coronary heart disease safely and effectively.
Embodiment:
The following example is intended to further describe for example the present invention, rather than limit the present invention by any way, under the prerequisite that does not deviate from the spirit and principles in the present invention, any change or change that those of ordinary skills that the present invention did are realized easily all will fall within the claim scope that awaits the reply of the present invention.
Embodiment 1
Get epimedium herb, add 20 times of water gagings, decoct 3 times, each 1 hour, filter, filtrate is concentrated into relative density and is about 1.05 (50 ℃), add ethanol (making determining alcohol reach 50%), fully stir, placed 24 hours, filter, add sodium hydroxide in the filtrate, make pH value reach 8.5, filter, filtrate transfers to neutrality, reclaim ethanol, the macroporous adsorbent resin D301 post of residue by anticipating, water is eluted to water elution liquid and is faint yellow, use the ethanol elution of 3～4 times of (resin bed volumes) 70% instead, reclaim ethanol and get total flavones.The total flavones yield is 2.5%, purity 72.01%.
Embodiment 2
Get epimedium herb, add 25 times of water gagings, decoct 2 times, each 1.5 hours, filter, filtrate is concentrated into relative density and is about 1.04 (55 ℃), add ethanol (making determining alcohol reach 60%), fully stir, placed 16 hours, filter, add lime in the filtrate, make pH value reach 7.5, filter, filtrate transfers to neutrality, reclaim ethanol, the macroporous adsorbent resin D301 post of residue by anticipating, water is eluted to water elution liquid and is faint yellow, use the ethanol elution of 3～4 times of (resin bed volumes) 70% instead, reclaim ethanol and get total flavones.The total flavones yield is 2.9%, purity 69.80%.
Embodiment 3
Get epimedium herb, add 30 times of water gagings, decoct 2 times, each 2 hours, filter, filtrate is concentrated into relative density and is about 1.05 (50 ℃), add ethanol (making determining alcohol reach 70%), fully stir, placed 12 hours, filter, add soda-lime in the filtrate, make pH value reach 8, filter, filtrate transfers to neutrality, reclaim ethanol, the ZTC-flavones adsorption resin column of residue by anticipating, water is eluted to water elution liquid and is faint yellow, use the ethanol elution of 3～4 times of (resin bed volumes) 70% instead, reclaim ethanol and get total flavones.The total flavones yield is 2.7%, purity 70.40%.
Embodiment 4
Get epimedium herb, add 25 times of water gagings, decoct 2 times, each 1.5 hours, filter, filtrate is concentrated into relative density and is about 1.06 (50 ℃), add ethanol (making determining alcohol reach 80%), fully stir, placed 12 hours, filter, add calcium hydroxide in the filtrate, make pH value reach 8.5, filter, filtrate transfers to neutrality, reclaim ethanol, the ZTC-flavones adsorption resin column of residue by anticipating, water is eluted to water elution liquid and is faint yellow, use the ethanol elution of 3～4 times of (resin bed volumes) 70% instead, reclaim ethanol and get total flavones.The total flavones yield is 3.0%, purity 73.22%.
Embodiment 5
Get epimedium herb, add 30 times of water gagings, decoct 2 times, each 1.5 hours, filter, filtrate is concentrated into relative density and is about 1.03 (50 ℃), add ethanol (making determining alcohol reach 50%), fully stir, placed 16 hours, filter, add yellow soda ash in the filtrate, make pH value reach 9, filter, filtrate transfers to neutrality, reclaim ethanol, the HPD-600 macroporous adsorptive resins of residue by anticipating, water is eluted to water elution liquid and is faint yellow, use the ethanol elution of 3～4 times of (resin bed volumes) 70% instead, reclaim ethanol and get total flavones.The total flavones yield is 3.0%, purity 71.04%.
Embodiment 6
Get epimedium herb, add 20 times of water gagings, decoct 2 times, each 1.5 hours, filter, filtrate is concentrated into relative density and is about 1.04 (50 ℃), add ethanol (making determining alcohol reach 60%), fully stir, placed 14 hours, filter, add calcium oxide in the filtrate, make pH value reach 8, filter, filtrate transfers to neutrality, reclaim ethanol, the HPD-600 macroporous adsorptive resins of residue by anticipating, water is eluted to water elution liquid and is faint yellow, use the ethanol elution of 3～4 times of (resin bed volumes) 70% instead, reclaim ethanol and get total flavones.The total flavones yield is 3.3%, purity 71.43%.
Claims (1)
1, a kind of Herba Epimedii total flavones novel technology for extracting, comprise following processing step: get epimedium herb, add 20～35 times of water gagings, decoct 2～3 times, each 1～2 hour, filter, it is 1.03～1.06 that filtrate is concentrated into relative density, adds ethanol and makes determining alcohol reach 50～80%, fully stir, placed 12～24 hours, and filtered, add alkali or basic oxide in the filtrate, make pH value reach 7～9, filter, filtrate transfers to neutrality, reclaims ethanol, the resin column of residue by anticipating, water is eluted to water elution liquid and is faint yellow, uses the ethanol elution of 3～4 times of resin bed volumes 70% instead, reclaims ethanol and gets total flavones.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200310116004 CN1245361C (en) | 2003-12-29 | 2003-12-29 | Extracting process for epimedium total flavone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200310116004 CN1245361C (en) | 2003-12-29 | 2003-12-29 | Extracting process for epimedium total flavone |
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| Publication Number | Publication Date |
|---|---|
| CN1554624A CN1554624A (en) | 2004-12-15 |
| CN1245361C true CN1245361C (en) | 2006-03-15 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200310116004 Expired - Fee Related CN1245361C (en) | 2003-12-29 | 2003-12-29 | Extracting process for epimedium total flavone |
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| CN (1) | CN1245361C (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1295224C (en) * | 2004-11-11 | 2007-01-17 | 中国药科大学 | Process for preparing epimedium total flavone for injection |
| CN112075657B (en) * | 2020-08-27 | 2022-09-16 | 重庆中烟工业有限责任公司 | Preparation method and application of tobacco stem extract |
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- 2003-12-29 CN CN 200310116004 patent/CN1245361C/en not_active Expired - Fee Related
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| Publication number | Publication date |
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| CN1554624A (en) | 2004-12-15 |
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| ASS | Succession or assignment of patent right |
Owner name: JILIN NORTHEAST TIGERS HERBAL MEDICINE CO., LTD. Effective date: 20050909 |
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| TA01 | Transfer of patent application right |
Effective date of registration: 20050909 Address after: 130021 No. 1745 worker peasant Road, Jilin, Changchun Applicant after: Jilin Academy of Traditional Chinese Medicine Co-applicant after: Jilin northeast tiger vegetable Medicine Co., Ltd. Address before: 130021 No. 1745 worker peasant Road, Jilin, Changchun Applicant before: Jilin Academy of Traditional Chinese Medicine |
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Address after: 130021 Changchun workers and peasants Road, Jilin, No. 1745 Patentee after: Jilin Academy of Traditional Chinese Medicine Patentee after: Antu Wangmin Changfu Agricultural Development Co., Ltd. Address before: 130021 Changchun workers and peasants Road, Jilin, No. 1745 Patentee before: Jilin Academy of Traditional Chinese Medicine Patentee before: Jilin northeast tiger vegetable Medicine Co., Ltd. |
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| CF01 | Termination of patent right due to non-payment of annual fee | ||
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Granted publication date: 20060315 Termination date: 20171229 |