CN1273961A - Process for extracting peonol with supercritical or liquid-state CO2 - Google Patents
Process for extracting peonol with supercritical or liquid-state CO2 Download PDFInfo
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- CN1273961A CN1273961A CN00114049A CN00114049A CN1273961A CN 1273961 A CN1273961 A CN 1273961A CN 00114049 A CN00114049 A CN 00114049A CN 00114049 A CN00114049 A CN 00114049A CN 1273961 A CN1273961 A CN 1273961A
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- extraction
- paeonol
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- carbon dioxide
- pressure
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- UILPJVPSNHJFIK-UHFFFAOYSA-N Paeonol Chemical compound COC1=CC=C(C(C)=O)C(O)=C1 UILPJVPSNHJFIK-UHFFFAOYSA-N 0.000 title claims abstract description 101
- 238000000034 method Methods 0.000 title claims abstract description 21
- 230000008569 process Effects 0.000 title description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 73
- 238000000605 extraction Methods 0.000 claims abstract description 73
- YLTGFGDODHXMFB-UHFFFAOYSA-N isoacetovanillon Natural products COC1=CC=C(C(C)=O)C=C1O YLTGFGDODHXMFB-UHFFFAOYSA-N 0.000 claims abstract description 50
- MLIBGOFSXXWRIY-UHFFFAOYSA-N paeonol Natural products COC1=CC=C(O)C(C(C)=O)=C1 MLIBGOFSXXWRIY-UHFFFAOYSA-N 0.000 claims abstract description 50
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 18
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 18
- 239000007788 liquid Substances 0.000 claims abstract description 9
- 239000002994 raw material Substances 0.000 claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 239000002245 particle Substances 0.000 claims abstract description 3
- 239000000284 extract Substances 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 3
- 238000000926 separation method Methods 0.000 abstract description 12
- 238000003795 desorption Methods 0.000 abstract 1
- 235000011089 carbon dioxide Nutrition 0.000 description 37
- 239000000047 product Substances 0.000 description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 240000005001 Paeonia suffruticosa Species 0.000 description 17
- 235000003889 Paeonia suffruticosa Nutrition 0.000 description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- 239000000341 volatile oil Substances 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 230000008859 change Effects 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 230000009467 reduction Effects 0.000 description 5
- 239000003814 drug Substances 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000012264 purified product Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 235000018185 Betula X alpestris Nutrition 0.000 description 1
- 235000018212 Betula X uliginosa Nutrition 0.000 description 1
- 241001233914 Chelidonium majus Species 0.000 description 1
- 241000123069 Ocyurus chrysurus Species 0.000 description 1
- 241000218201 Ranunculaceae Species 0.000 description 1
- 230000036592 analgesia Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229940126678 chinese medicines Drugs 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000013332 literature search Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明涉及采用超临界或液体二氧化碳提取高纯度丹皮酚的方法。以食品级二氧化碳为萃取剂,对经干燥、粉碎至合适粒度的含有丹皮酚的植物原料进行循环提取和分离,在萃取压力为10～32MPa、萃取温度为15～60℃、解析压力为5～10MPa、解析温度为30～70℃、二氧化碳流量为2～6公斤CO2/公斤原料·小时、萃取时间为0.5～1小时。所得产品为结晶状丹皮酚,其纯度可达95%以上,得率为2—2.6%。本方法的提取速度快,产品纯度和收率高,操作简便,二氧化碳循环使用,是一种高效、节资节能和对环境友好的提取分离方法。The invention relates to a method for extracting high-purity paeonol by supercritical or liquid carbon dioxide. Using food-grade carbon dioxide as the extraction agent, the plant raw materials containing paeonol that have been dried and crushed to a suitable particle size are cyclically extracted and separated. ～10MPa, desorption temperature 30～70℃, carbon dioxide flow rate 2～6 kg CO 2 /kg raw material·hour, extraction time 0.5～1 hour. The obtained product is crystalline paeonol with a purity of over 95% and a yield of 2-2.6%. The extraction speed of the method is fast, the product purity and yield are high, the operation is simple, the carbon dioxide is recycled, and it is a high-efficiency, resource-saving, energy-saving and environment-friendly extraction and separation method.
Description
The invention belongs to the method for from the plant material that contains Paeonol, extracting Paeonol, especially adopt method overcritical or Liquid carbon dioxide technology extraction Paeonol.
The root bark of tree peony is a Tree Peony Bark, is the dry root skin of Ranunculaceae machaka tree peony, and it is a conventional Chinese medicine, classifies them as middle product in the Shennong's Herbal, and its effective medicinal components is a Paeonol.Paeonol has tangible clearing away liver-fire and effects such as antibiotic, anti-inflammatory, step-down, analgesia, promotion platelet aggregation and anti-frightened spasmolysis.Paeonol also is rich in Chinese medicine materials such as paniculate swallowwort, Japanese birch bark, Brazilian rubia except that richness is stored in root bark of tree peony China and foreign countries.
From Chinese medicines such as the root bark of tree peony, extract Paeonol and normally adopt steam distillation.The method of being introduced in the 258-260 page or leaf of " natural medicinal component extraction separation and preparation " book is, earlier the Paeonol in the root bark of tree peony is taken out of the distillate that obtains containing Paeonol with high-temperature water vapor, use the Paeonol in the extracted with diethyl ether distillate then, drying and steaming remove ether again, with ethanol crude product is carried out recrystallization and obtains pure product at last, the yield of Paeonol is about 1%.Not only extraction rate is slow, yield is low for this method, extraction separation and purification step are many, but also owing to using a large amount of water to produce dirty amount greatly, extract the temperature height and energy consumption is big, and need to use organic solvent such as a large amount of ether and increased the danger of producing greatly.
The extraction of carrying out Chinese herbal medicine effective ingredients with overcritical or Liquid carbon dioxide is to obtain the new technology that develops rapidly in recent years.This technology is to utilize the carbonic acid gas that is in different pressure, state of temperature to have bigger difference in solubility to realize organic extraction separation to organism.Overcritical or Liquid carbon dioxide extract not only have flow process simple, extract temperature low, extract fully, carbonic acid gas to human and environment advantage such as harmless and reusable, and particularly the selectivity of extraction product is easy to come modulation by changing service temperature and pressure and other parameters.Therefore, people can realize that from the natural product of complexity directly extraction separation obtains highly purified certain compound by taking optimum process condition, thereby have opened up one newly on the way for the higher value application of natural product.According to literature search, up to the present, the method appearance that low temperature still of no use is overcritical or Liquid carbon dioxide extracts the high purity Paeonol.
The purpose of this invention is to provide the overcritical or Liquid carbon dioxide technology extraction separation high purity Paeonol from the Chinese medicine plant material of a kind of employing low temperature, improve the method for product yield simultaneously greatly.
The method of the overcritical or Liquid carbon dioxide extraction separation Paeonol that the present invention proposes, be utilize the carbonic acid gas be in different pressures and state of temperature has bigger poor solubility and an equal state to organism carbonic acid gas to different organism have again different dissolving poweies realize to organic extraction with separate, selecting suitable extraction operational condition is to realize the effectively key factor of extraction and separation and purification of Paeonol.
The present invention realizes as follows: be extraction agent with the food-grade carbon-dioxide, drying, the plant material that contains Paeonol that is crushed to suitable particle size circulated extract and separate, extracting pressure is that 10～32 MPa, extraction temperature are that 15～60 ℃, parsing pressure are that 5～10MPa, resolution temperature are that 30～70 ℃, carbon dioxide flow are 2～6 kilograms of CO
2/ kilogram raw material hour, extraction time are 0.5～1 hour.
Method of the present invention does not have special requirement to the plant material that contains Paeonol, is applicable to all kinds of plant materials that contain Paeonol.Adopt extraction separation of the present invention, need not to carry out the crystalline product that other aftertreatment can directly obtain Paeonol.
In the extraction separation process, operational condition parameters such as extracting pressure, extraction temperature, parsing pressure (particularly one-level parsing pressure), resolution temperature and extraction time have critical effect to the yield of product and the purity of Paeonol.But the flow of carbonic acid gas has direct influence to the extraction time, and flow is big more, and the required extraction time is short more, and flow is more little, and the required extraction time is long more.When regulating extracting pressure is that 11～16MPa, extraction temperature are 40～50 ℃, and parsing pressure is that 7～10MPa, resolution temperature are that 40～70 ℃, carbon dioxide flow are 4～6 kilograms of CO
2/ kilogram raw material hour, the extraction time, the purity of Paeonol can reach more than 96% when being 0.5～1 hour.The content of Paeonol adopts high pressure lipuid chromatography (HPLC) (HPLC) assay determination.
Method of the present invention has improved the yield of product greatly, general water vapor extraction method requires the extraction temperature more than 100 ℃, the yield of Paeonol can only reach 1～1.5%, and the present invention at room temperature gets final product high efficiency extraction, can make the yield of Paeonol bring up to 2～2.7% to same raw material, promptly yield increases by 80～100%.Extract at low temperature can be avoided Yin Re and some chemical transformation of causing, and high yield can be saved valuable Chinese medicine material resource greatly.
Simultaneously, the present invention has simplified the extraction separation purge process greatly, shortens extraction time.In the general water vapor extracting method, usually to use water more than 5～10 times of raw material volumes, through also dividing Paeonol in dried up after 6～8 hours the extraction through extracted with diethyl ether, ether remove is reclaimed in the steaming that continues, and with ethanol thick Paeonol product is carried out step such as recrystallization at last and just can obtain highly purified product.And can continuously obtain highly purified product as long as change temperature and pressure simply among the present invention, the purity of Paeonol can reach more than 95%, only extract fully and need 0.5～1 hour, the solvent for use carbonic acid gas is in the state of recycling, and the extraction of Paeonol and being separated in the same process is finished.
The present invention also plays a protective role to environment, and reduces the danger of production operation greatly.General water vapor extraction method will be discharged a large amount of waste water and certain ether and ethanol etc. to external world, the danger of also potential simultaneously organic solvent burning and blast.And whole extraction separation process is to finish in a totally enclosed system among the present invention, and the unique solvent that will use is a carbonic acid gas, and it is not nontoxic, do not fire, quick-fried and can be recycled.
Following examples describe the present invention in detail in conjunction with the accompanying drawings, and the root bark of tree peony raw material that uses among the embodiment is common commercially available prod.
Embodiment 1
10 kilograms of root bark of tree peony powders are dropped in the extraction kettle 5, by recirculated water the temperature of heat exchanger 4 and extraction kettle 5 is controlled at 40 ℃, open valve 17, allow the carbonic acid gas in the gas cylinder 1 16 enter 2 liquefaction of condensation hold tank by the road, after increasing apparatus 3 boosts to 15MPa, enter heat exchanger 4 and extraction kettle 5 again.In extraction kettle 5, carbonic acid gas fully contacts with the root bark of tree peony, in extraction temperature is 40 ℃, extracting pressure is the stable down extraction of 15MPa 1 hour, be dissolved with the carbonic acid gas of Paeonol, reduce pressure through reliever 6 and after the first step is resolved pressure 9MPa, enter first step resolver 7, by recirculated water the temperature of resolver 7 is controlled at 50 ℃, in resolver 7 because the reduction of pressure and the change of temperature, the less Paeonol of solubleness is separated out from carbonic acid gas, get product 236 grams from product collector 11, wherein the Paeonol weight percentage is 96.5%.And the bigger volatile matter continuation of solubleness enters second stage resolver 8 after making pressure further reduce to second stage parsing pressure 5.5MPa with carbonic acid gas through reliever 9, the temperature of resolver 8 is controlled at 60 ℃ by recirculated water, separate out volatile oil this moment, get volatile oil product 11 grams from product collector 10.Thereby the carbonic acid gas after the parsing realizes that by pipeline 16 return condensed hold tanks it recycles behind valve 14 and under meter 15.
Embodiment 2
10 kilograms of root bark of tree peony powders are dropped in the extraction kettle 5, by recirculated water the temperature of heat exchanger 4 and extraction kettle 5 is controlled at 20 ℃, open valve 17, allow the carbonic acid gas in the gas cylinder 1 16 enter 2 liquefaction of condensation hold tank by the road, after increasing apparatus 3 boosts to 11MPa, enter heat exchanger 4 and extraction kettle 5 again.In extraction kettle 5, carbonic acid gas fully contacts with the root bark of tree peony, in extraction temperature is 20 ℃, extracting pressure is the stable down extraction of 11MPa 1 hour, be dissolved with the carbonic acid gas of Paeonol, reduce pressure through reliever 6 and after the first step is resolved pressure 8MPa, enter first step resolver 7, by recirculated water the temperature of resolver 7 is controlled at 45 ℃, in resolver 7 because the reduction of pressure and the change of temperature, the less Paeonol of solubleness is separated out from carbonic acid gas, get product 203 grams from product collector 11, wherein the Paeonol weight percentage is 81.1%.And the bigger volatile matter continuation of solubleness enters second stage resolver 8 after making pressure further reduce to second stage parsing pressure 5.5MPa with carbonic acid gas through reliever 9, the temperature of resolver 8 is controlled at 60 ℃ by recirculated water, separate out volatile oil this moment, get volatile oil product 19 grams from product collector 10.Thereby the carbonic acid gas after the parsing realizes that by pipeline 16 return condensed hold tanks it recycles behind valve 14 and under meter 15.
Embodiment 3
10 kilograms of root bark of tree peony powders are dropped in the extraction kettle 5, by recirculated water the temperature of heat exchanger 4 and extraction kettle 5 is controlled at 35 ℃, open valve 17, allow the carbonic acid gas in the gas cylinder 1 16 enter 2 liquefaction of condensation hold tank by the road, after increasing apparatus 3 boosts to 22MPa, enter heat exchanger 4 and extraction kettle 5 again.In extraction kettle 5, carbonic acid gas fully contacts with the root bark of tree peony, in extraction temperature is 35 ℃, extracting pressure is the stable down extraction of 22MPa 1 hour, be dissolved with the carbonic acid gas of Paeonol, reduce pressure through reliever 6 and after the first step is resolved pressure 9MPa, enter first step resolver 7, by recirculated water the temperature of resolver 7 is controlled at 55 ℃, in resolver 7 because the reduction of pressure and the change of temperature, the less Paeonol of solubleness is separated out from carbonic acid gas, get product 248 grams from product collector 11, wherein the Paeonol weight percentage is 95.2%.And the bigger volatile matter continuation of solubleness enters second stage resolver 8 after making pressure further reduce to second stage parsing pressure 5.0MPa with carbonic acid gas through reliever 9, the temperature of resolver 8 is controlled at 60 ℃ by recirculated water, separate out volatile oil this moment, get volatile oil product 31 grams from product collector 10.Thereby the carbonic acid gas after the parsing realizes that by pipeline 16 return condensed hold tanks it recycles behind valve 14 and under meter 15.
Embodiment 4
10 kilograms of root bark of tree peony powders are dropped in the extraction kettle 5, by recirculated water the temperature of heat exchanger 4 and extraction kettle 5 is controlled at 40 ℃, open valve 17, allow the carbonic acid gas in the gas cylinder 1 16 enter 2 liquefaction of condensation hold tank by the road, after increasing apparatus 3 boosts to 18MPa, enter heat exchanger 4 and extraction kettle 5 again.In extraction kettle 5, carbonic acid gas fully contacts with the root bark of tree peony, in extraction temperature is 40 ℃, extracting pressure is the stable down extraction of 18MPa 1 hour, be dissolved with the carbonic acid gas of Paeonol, reduce pressure through reliever 6 and after the first step is resolved pressure 9MPa, enter first step resolver 7, by recirculated water the temperature of resolver 7 is controlled at 50 ℃, in resolver 7 because the reduction of pressure and the change of temperature, the less Paeonol of solubleness is separated out from carbonic acid gas, get product 241 grams from product collector 11, wherein the Paeonol weight percentage is 95.5%.And the bigger volatile matter continuation of solubleness enters second stage resolver 8 after making pressure further reduce to second stage parsing pressure 5.5MPa with carbonic acid gas through reliever 9, the temperature of resolver 8 is controlled at 50 ℃ by recirculated water, separate out volatile oil this moment, get volatile oil product 29 grams from product collector 10.Thereby the carbonic acid gas after the parsing realizes that by pipeline 16 return condensed hold tanks it recycles behind valve 14 and under meter 15.
Embodiment 5
10 kilograms of root bark of tree peony powders are dropped in the extraction kettle 5, by recirculated water the temperature of heat exchanger 4 and extraction kettle 5 is controlled at 55 ℃, open valve 17, allow the carbonic acid gas in the gas cylinder 1 16 enter 2 liquefaction of condensation hold tank by the road, after increasing apparatus 3 boosts to 25MPa, enter heat exchanger 4 and extraction kettle 5 again.In extraction kettle 5, carbonic acid gas fully contacts with the root bark of tree peony, in extraction temperature is 55 ℃, extracting pressure is the stable down extraction of 25MPa 1 hour, be dissolved with the carbonic acid gas of Paeonol, reduce pressure through reliever 6 and after the first step is resolved pressure 8.5MPa, enter first step resolver 7, by recirculated water the temperature of resolver 7 is controlled at 60 ℃, in resolver 7 because the reduction of pressure and the change of temperature, the less Paeonol of solubleness is separated out from carbonic acid gas, get product 219 grams from product collector 11, wherein the Paeonol weight percentage is 91.2%.And the bigger volatile matter continuation of solubleness enters second stage resolver 8 after making pressure further reduce to second stage parsing pressure 6MPa with carbonic acid gas through reliever 9, the temperature of resolver 8 is controlled at 60 ℃ by recirculated water, separate out volatile oil this moment, get volatile oil product 19 grams from product collector 10.Thereby the carbonic acid gas after the parsing realizes that by pipeline 16 return condensed hold tanks it recycles behind valve 14 and under meter 15.
Claims (3)
1, a kind of method that adopts overcritical or Liquid carbon dioxide to extract Paeonol, with the food-grade carbon-dioxide is extraction agent, drying, the plant material that contains Paeonol that is crushed to suitable particle size circulated extract and separate, it is characterized in that: extracting pressure is that 10～32MPa, extraction temperature are that 15～60 ℃, parsing pressure are that 5～10MPa, resolution temperature are that 30～70 ℃, carbon dioxide flow are 2～6 kilograms of CO
2/ kilogram raw material hour, extraction time are 0.5～1 hour.
2, method according to claim 1 is characterized in that: extracting pressure is that 11～16MPa, extraction temperature are 40～50 ℃, and parsing pressure is that 7～10MPa, resolution temperature are that 40～70 ℃, carbon dioxide flow are 4～6 kilograms of CO
2/ kilogram raw material hour, extraction time are 0.5～1 hour.
3, method according to claim 1 and 2 is characterized in that: need not to carry out the crystalline product that other aftertreatment can directly obtain Paeonol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00114049A CN1273961A (en) | 2000-01-28 | 2000-01-28 | Process for extracting peonol with supercritical or liquid-state CO2 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00114049A CN1273961A (en) | 2000-01-28 | 2000-01-28 | Process for extracting peonol with supercritical or liquid-state CO2 |
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| Publication Number | Publication Date |
|---|---|
| CN1273961A true CN1273961A (en) | 2000-11-22 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN00114049A Pending CN1273961A (en) | 2000-01-28 | 2000-01-28 | Process for extracting peonol with supercritical or liquid-state CO2 |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1981819B (en) * | 2005-12-14 | 2011-07-20 | 天津天士力制药股份有限公司 | Tree-peony root bark component, its preparation, making method and use |
| CN102499913A (en) * | 2011-10-31 | 2012-06-20 | 广西亿康药业股份有限公司 | Preparation method for refined and purified paeonol preparation |
| CN113730440A (en) * | 2021-09-14 | 2021-12-03 | 康博士日化集团有限公司 | Antibacterial composition and oral care product containing same |
| CN115251380A (en) * | 2021-04-30 | 2022-11-01 | 上海其然生物科技有限公司 | Method and application of preparing antioxidant from arbor tissue by alcohol soaking method |
-
2000
- 2000-01-28 CN CN00114049A patent/CN1273961A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1981819B (en) * | 2005-12-14 | 2011-07-20 | 天津天士力制药股份有限公司 | Tree-peony root bark component, its preparation, making method and use |
| CN102499913A (en) * | 2011-10-31 | 2012-06-20 | 广西亿康药业股份有限公司 | Preparation method for refined and purified paeonol preparation |
| CN115251380A (en) * | 2021-04-30 | 2022-11-01 | 上海其然生物科技有限公司 | Method and application of preparing antioxidant from arbor tissue by alcohol soaking method |
| CN113730440A (en) * | 2021-09-14 | 2021-12-03 | 康博士日化集团有限公司 | Antibacterial composition and oral care product containing same |
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