CN102362876A - Chinese redwood bark extract, preparation method thereof and purpose thereof - Google Patents
Chinese redwood bark extract, preparation method thereof and purpose thereof Download PDFInfo
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- CN102362876A CN102362876A CN2011103254364A CN201110325436A CN102362876A CN 102362876 A CN102362876 A CN 102362876A CN 2011103254364 A CN2011103254364 A CN 2011103254364A CN 201110325436 A CN201110325436 A CN 201110325436A CN 102362876 A CN102362876 A CN 102362876A
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Abstract
The invention discloses a Chinese redwood bark extract, a preparation method thereof and a purpose thereof. The preparation method comprises steps that: (1) Chinese redwood bark powder is extracted in an extracting agent for 2 to 24 hours under a temperature range from 25 DEG C to a reflux temperature; residue is removed by filtering, and an extract is obtained, wherein the extracting agent is a mixed solution of one or more components selected from water, methanol, ethanol, and ethyl acetate; (2) the extract is cooled and filtered; the filtrate is concentrated, such that a first concentrated liquid is obtained; (3) the first concentrated liquid is extracted by using ethyl acetate, and is defatted and dried by using ligroin or chloroform, such that the Chinese redwood bark extract is obtained; or the first concentrated liquid is processed through macroporous adsorption resin chromatography, a collected eluent is concentrated and dried, such that the Chinese redwood bark extract is obtained. The method provided by the invention is advantaged in simple operation, low cost, no requirement on special equipment, and suitability for industrialized productions. The Chinese redwood bark extract is rich in components of proanthocyanidin and polyphenol acids, and has strong free radical removing effects and anti-oxidant capacity.
Description
Technical field
The present invention relates to the field of Chinese medicines, be specifically related to a kind of Metasequoia glyptostroboides Hu et Cheng peel extract.
Background technology
Metasequoia glyptostroboides Hu et Cheng (Metasequoia glyptostroboides Hu et Cheng) is a Taxodiaceae metasequoia plant, is the autogenus plant, is the distinctive few survivors's species of China, is called as " living fossil ".The fossil of Metasequoia glyptostroboides Hu et Cheng finds that it is distributed widely in the Northern Hemisphere in the Cretaceous period in Mesozoic Era and the Cenozoic, but after the ice age in the 4th century, other kind of metasequoia is all become extinct.The botanist of the mid-40 in 20th century China in Hubei, some areas of having a common boundary of Sichuan and Hunan three provinces find Metasequoia glyptostroboides Hu et Cheng.The cultivation of Metasequoia glyptostroboides Hu et Cheng, reproduction technique maturation make Metasequoia glyptostroboides Hu et Cheng become domestic main afforestation seeds, and about abroad 50 countries and regions introducing and plantings.
According to " Chinese medicine resource will will " record, Metasequoia glyptostroboides Hu et Cheng has the effect of " dispeiling pathogenic wind and removing dampness is drawn together blood and relieving pain ", and leaf, fruit have the effect of heat-clearing and toxic substances removing, anti-inflammatory analgetic.The chemical constituent more complicated of Metasequoia glyptostroboides Hu et Cheng leaf contains compositions such as flavonoid, terpenoid (sesquiterpene, Ladanum type diterpene, abietane type diterpene and triterpene etc.), lignanoids and sterol.Metasequoia glyptostroboides Hu et Cheng leaf flavone has galangin (5; 6; 7-Trihydroxyflavone), Hesperidin (Hesperidin), apigenin (Apigenin), rutin-7 glucoside (Luteolin-7-glucoside), Tricetin (Tricetin-7-glucoside), kaempferol-3-rhamnoside (Kampferol-3-rhamnoside), myricetin-3-rhamnoside (Myricetin-3-rhamnoside), hinokiflavone (Hinokiflavon), isocryptomerin (Isocryptomerin), Oman's holder flavone (Amentoflavon), Oman's holder flavone-7 "; 4 "-dimethyl ether (Amentoflavon-7 "; 4 "-dimethylather), 7,4',4'''-Trimethylamentoflavone (Sciadopitysin), 2; 3-dihydroxy hinokiflavone (2; 3-Dihydrohinokiflavon), 2,3-dihydroxy 7,4',4'''-Trimethylamentoflavone (2,3-Dihydro sciadopitysin) etc.Also having volatile oil component in Metasequoia glyptostroboides Hu et Cheng leaf and the seed, is the oily liquids of main component with terpenes, sesquiterpene and containing oxygen derivative thereof, also has materials such as diphenyl methane.
About the Metasequoia glyptostroboides Hu et Cheng pharmacological research mainly is to the total flavones in the Metasequoia glyptostroboides Hu et Cheng leaf and the effect of volatile oil.The Metasequoia glyptostroboides Hu et Cheng total flavones has Chinese People's Anti-Japanese Military and Political College Mus platelet aggregation preferably with the effect, anti-experimental character myocardial hypertrophy and the ARR effect that improve hemorheological property and the ischemical reperfusion injury cardiac muscle is had protective effect; Synthetic inhibited to the inductive neonatal rat of type-1 insulin like growth factor (IGF1) cardiac muscle fibroblast proliferation and collagen is to the protective effect of cerebral ischemia.The Metasequoia glyptostroboides Hu et Cheng leaf volatile oil has antibiotic and antioxidant activity.And the research of relevant Metasequoia glyptostroboides Hu et Cheng bark does not appear in the newspapers.
Summary of the invention
The invention provides a kind of have the very strong free radical scavenging effect and the Metasequoia glyptostroboides Hu et Cheng peel extract of oxidation resistance.
The present invention also provides a kind of method for preparing of Metasequoia glyptostroboides Hu et Cheng peel extract, and this method is simple to operate, cost is low, is suitable for suitability for industrialized production.
The present invention findings reported in the literature bark Metasequoia Metasequoia leaf chemical composition is very different, which mainly contains catechin, epicatechin, epigallocatechin, epigallocatechin other monomers and proanthocyanidins its polymers, and chlorogenic acid and other polyphenolic acids ingredients.The oligomer of proanthocyanidin, especially proanthocyanidin (OPC) is a kind of antioxidant and free radical scavenger of strong effect, and oxidation resistance is 50 times of vitamin E, is ascorbic 20 times.Through clinical trial for many years; It is the medical product of main active with the proanthocyanidin that countries in the world are developed many; Like Pinus pinaste extract pycnogenol (Pycnogenol), Semen Vitis viniferae extract etc.; They are powerful antioxidants, have effects such as slow down aging, crease-resistant, antiallergic, radioprotective, control cardiovascular and cerebrovascular disease.
A kind of method for preparing of Metasequoia glyptostroboides Hu et Cheng peel extract comprises step:
(1) the Metasequoia glyptostroboides Hu et Cheng bark fines was extracted 2 hours~24 hours to reflux temperature in 25 ℃ in extractant, the filtering residue obtains extracting solution;
Described extractant is one or more the mixed solution in water, methanol, ethanol, acetone, the ethyl acetate;
(2) with the extracting solution cooled and filtered in the step (1), filtrating concentrates, and obtains once concentration liquid;
(3) with the once concentration liquid in the step (2) through ethyl acetate extraction, acetic acid ethyl acetate extract obtains the Metasequoia glyptostroboides Hu et Cheng peel extract through petroleum ether or chloroform defat and drying;
Perhaps, the once concentration liquid in the step (2) through macroporous adsorbent resin column chromatography, is collected eluent through concentrated and dry, obtain the Metasequoia glyptostroboides Hu et Cheng peel extract.
In order to reach better extraction effect, preferably:
In the step (1), described extractant is a kind of or water and methanol, ethanol, the acetone in water, methanol, ethanol, acetone, the ethyl acetate, a kind of mixed solution in the ethyl acetate.
In the step (1), the order number of described Metasequoia glyptostroboides Hu et Cheng bark fines is 20 orders~100 orders.
In the step (3), through ethyl acetate extraction 3 times, combined ethyl acetate extract after drying also concentrates, and obtains secondary concentration liquid with the once concentration liquid in the step (2), and secondary concentration liquid obtains the Metasequoia glyptostroboides Hu et Cheng peel extract through petroleum ether or chloroform defat and drying.
In the step (3), the eluent of described macroporous adsorbent resin column chromatography is that methanol, ethanol, acetone, concentration expressed in percentage by volume are that 10%~95% ethanol water, concentration expressed in percentage by volume are that 10%~95% aqueous acetone solution or concentration expressed in percentage by volume are 10%~95% methanol aqueous solution.
Proanthocyanidin and total polyphenols content are high in the described Metasequoia glyptostroboides Hu et Cheng peel extract; Have very strong free radical scavenging effect and oxidation resistance; Can be used for preparing antioxidant or free radical scavenger, also can be used for preparing medicine or prepare the application in the health food with defying age, beauty and skin care, antitumor and/or prevention and the effect of treatment cardiovascular disease with defying age, beauty and skin care, antitumor and/or prevention and the effect of treatment cardiovascular disease.
Compared with prior art, the present invention has following advantage:
Metasequoia glyptostroboides Hu et Cheng peel extract of the present invention contains more rich proanthocyanidin and polyphenol acids composition, has very strong free radical scavenging effect and oxidation resistance.
The method for preparing of Metasequoia glyptostroboides Hu et Cheng peel extract of the present invention is simple to operate, cost is low, need not special devices, is suitable for suitability for industrialized production.
Description of drawings
Fig. 1 removes the clearance rate-concentration curve of DPPH free radical activity for the Metasequoia glyptostroboides Hu et Cheng peel extract;
Fig. 2 removes the active clearance rate-concentration curve of hydroxy radical for the Metasequoia glyptostroboides Hu et Cheng peel extract;
Fig. 3 removes the active clearance rate-concentration curve of ultra-oxygen anion free radical for the Metasequoia glyptostroboides Hu et Cheng peel extract.
The specific embodiment
Embodiment 1
The preparation of Metasequoia glyptostroboides Hu et Cheng peel extract
1kg Metasequoia glyptostroboides Hu et Cheng bark coarse powder (40 order) extracted 5 hours for 50 ℃ with 25kg water, and the filtering residue obtains the 20L extracting solution, is cooled to 20 ℃, filtered.Filtrate and be evaporated to 1/5 of filtrating cumulative volume in 40 ℃; Obtain once concentration liquid, with ethyl acetate extraction 3 times, each ethyl acetate consumption for once concentration liquid long-pending 1/2; The combined ethyl acetate extract is used anhydrous sodium sulfate drying; Concentrating under reduced pressure obtains secondary concentration liquid to 1/5 of the acetic acid ethyl acetate extract cumulative volume then, in the petroleum ether (60 ℃-90 ℃ of boiling ranges) that impouring secondary concentration liquid triploid amasss under mechanical agitation.Staticly settle, filter, precipitate again with acetic acid ethyl dissolution, petroleum ether (60 ℃-90 ℃ of boiling ranges) deposition and purification, petroleum ether (60 ℃-90 ℃ of boiling ranges) washing in drying under reduced pressure below 40 ℃, obtains the Metasequoia glyptostroboides Hu et Cheng peel extract, and this Metasequoia glyptostroboides Hu et Cheng peel extract sample Famous Journalist makes SSW.The proanthocyanidin weight percentage of SSW is 35.6%, and the total polyphenols weight percentage is 48.3%.
Embodiment 2
The preparation of Metasequoia glyptostroboides Hu et Cheng peel extract
1kg Metasequoia glyptostroboides Hu et Cheng bark coarse powder (60 order) is 70% ethanol water reflux, extract, 3 hours with the 20kg mass percentage concentration, and the filtering residue obtains the 20L extracting solution, is cooled to 30 ℃, filters.Filtrating to be evaporated in 40 ℃ does not have the alcohol flavor, obtains once concentration liquid, adds water to 4L and makes suspendible; Suspension is with ethyl acetate extraction 3 times; Each ethyl acetate consumption is 1/2 of a suspension volume, and the combined ethyl acetate extract is used anhydrous sodium sulfate drying, and concentrating under reduced pressure is to 1/5 of the acetic acid ethyl acetate extract cumulative volume then; Obtain secondary concentration liquid, in the petroleum ether (60 ℃-90 ℃ of boiling ranges) that impouring secondary concentration liquid triploid amasss under mechanical agitation.Staticly settle, filter, precipitate again with acetic acid ethyl dissolution, petroleum ether (60 ℃-90 ℃ of boiling ranges) deposition and purification, petroleum ether (60 ℃-90 ℃ of boiling ranges) washing in drying under reduced pressure below 40 ℃, obtains the Metasequoia glyptostroboides Hu et Cheng peel extract, and this Metasequoia glyptostroboides Hu et Cheng peel extract sample Famous Journalist makes SSE1.The proanthocyanidin weight percentage of SSE1 is 44.9%, and the total polyphenols weight percentage is 59.2%.
Embodiment 3
The preparation of Metasequoia glyptostroboides Hu et Cheng peel extract
1kg Metasequoia glyptostroboides Hu et Cheng bark coarse powder (20 order) is 95% ethanol water reflux, extract, 2 hours with the 20kg mass percentage concentration, and the filtering residue obtains the 20L extracting solution, is cooled to 25 ℃, filters.Filtrating to be evaporated in 40 ℃ does not have the alcohol flavor, obtains once concentration liquid, adds water to 4L and makes suspendible; Suspension is with ethyl acetate extraction 3 times; Each ethyl acetate consumption is 1/2 of a suspension volume, and the combined ethyl acetate extract is used anhydrous sodium sulfate drying, and concentrating under reduced pressure is to 1/5 of the acetic acid ethyl acetate extract cumulative volume then; Obtain secondary concentration liquid, in the petroleum ether (60 ℃-90 ℃ of boiling ranges) that impouring secondary concentration liquid triploid amasss under mechanical agitation.Staticly settle, filter, precipitate again with acetic acid ethyl dissolution, petroleum ether (60 ℃-90 ℃ of boiling ranges) deposition and purification, petroleum ether (60 ℃-90 ℃ of boiling ranges) washing in drying under reduced pressure below 40 ℃, obtains the Metasequoia glyptostroboides Hu et Cheng peel extract, and this Metasequoia glyptostroboides Hu et Cheng peel extract sample Famous Journalist makes SSE2.The proanthocyanidin weight percentage of SSE2 is 46.1%, and the total polyphenols weight percentage is 41.7%.
Embodiment 4
The preparation of Metasequoia glyptostroboides Hu et Cheng peel extract
To be 70% ethanol water with the 20kg mass percentage concentration extracted 6 hours in 25 ℃ 1kg Metasequoia glyptostroboides Hu et Cheng bark coarse powder (80 order), and the filtering residue obtains the 20L extracting solution, is cooled to 28 ℃, filters, and filtrates and does not have the alcohol flavor in being evaporated to below 40 ℃, obtains once concentration liquid.D101 type macroporous adsorbent resin column chromatography on the once concentration liquid, earlier with the washing decontamination of 3 times of column volumes, the reuse concentration expressed in percentage by volume is that 60% ethanol water carries out eluting, differentiates no obvious speckle until thin layer chromatography.Collect eluent, being evaporated in 40 ℃ does not have the alcohol flavor, and lyophilization obtains the Metasequoia glyptostroboides Hu et Cheng peel extract, and this Metasequoia glyptostroboides Hu et Cheng peel extract sample Famous Journalist makes SSE3.The proanthocyanidin weight percentage of SSE3 is 62.8%, and the total polyphenols weight percentage is 65.7%.
Embodiment 5
The preparation of Metasequoia glyptostroboides Hu et Cheng peel extract
To be 70% ethanol water with the 20kg mass percentage concentration extracted 8 hours in 25 ℃ 1kg Metasequoia glyptostroboides Hu et Cheng bark coarse powder (100 order), and the filtering residue obtains the 20L extracting solution; Be cooled to 22 ℃; Filter, filtrate and do not have the alcohol flavor, obtain once concentration liquid in being evaporated to below 40 ℃.AB-8 type macroporous adsorbent resin column chromatography on the once concentration liquid, earlier with the washing decontamination of 3 times of column volumes, the reuse concentration expressed in percentage by volume is that 60% ethanol water carries out eluting, differentiates no obvious speckle until thin layer chromatography.Collect eluent, being evaporated in 40 ℃ does not have the alcohol flavor, and lyophilization obtains the Metasequoia glyptostroboides Hu et Cheng peel extract, and this Metasequoia glyptostroboides Hu et Cheng peel extract sample Famous Journalist makes SSE4.The proanthocyanidin weight percentage of SSE4 is 63.7%, and the total polyphenols weight percentage is 67.2%.
Embodiment 6
The antioxidation of Metasequoia glyptostroboides Hu et Cheng peel extract
1.1 1-diphenyl-2-trinitrophenyl-hydrazine (DPPH) free radical scavenging activity is measured:
In 96 well culture plates; The DPPH ethanol solution 100 μ L that add 0.5mM (mmol/L) with supply test agent solution (solvent is that mass percentage concentration is the aqueous solution of 2% dimethyl sulfoxide (DMSO)) 100 μ L; 40 ℃ of reactions of lucifuge 30min after the jolting; The reaction back is measured absorbance A with ELIASA in 492nm, as supplying the test agent group; (100 μ L dehydrated alcohol and 100 μ L mass percentage concentration are the mixed liquor of the aqueous solution of 2% DMSO to establish the blank solvent group simultaneously; All the other are with supplying test agent groups), matched group (100 μ L DPPH ethanol solutions and 100 μ L mass percentage concentration are the mixed liquor of the aqueous solution of 2% DMSO, and all the other are with supplying test agent groups).The DPPH free radical scavenging activity is represented with clearance rate, clearance rate %=(A
c-A
s)/(A
c-A
b) * 100%, A
c, A
s, A
bRepresent the absorbance of matched group, confession test agent group and blank solvent group respectively, the result sees Fig. 1.
2. hydroxy radical (OH) is removed determination of activity:
Build up hydroxy radical test kit description operation according to Nanjing; In the 5ml centrifuge tube, add the substrate working solution and supply each 0.2mL of test agent solution (solvent is that mass percentage concentration is the aqueous solution of 2% DMSO), mix back 37 ℃ of preheatings; Add behind reagent three 0.4mL of the hydroxy radical test kit of 37 ℃ of preheatings; In 37 ℃ of reaction 1min, add developer (Griess reagent) the 2mL cessation reaction of hydroxy radical test kit immediately, room temperature is placed 20min behind the mixing; Survey absorbance A in 550nm, as supplying the test agent group; Establish blank solvent group (the substrate working solution replaces with water, and need testing solution is that the aqueous solution of 2% DMSO replaces with mass percentage concentration, and all the other are with supplying the test agent group), matched group (do not add supply test agent solution, all the other are with supplying the test agent group) simultaneously.Hydroxyl radical free radical is removed activity and is represented clearance rate %=(A with clearance rate
c-A
s)/(A
c-A
b) * 100%, A
c, A
s, A
bRepresent the absorbance of matched group, confession test agent group and blank solvent group respectively, the result sees Fig. 2.
3. ultra-oxygen anion free radical (O
2 -) the removing determination of activity:
Build up inhibition and produce ultra-oxygen anion free radical test kit description operation according to Nanjing; In the 5mL centrifuge tube, add to suppress and reagent one 1mL that produces the ultra-oxygen anion free radical test kit, supply test agent solution (solvent is that mass percentage concentration is the aqueous solution of 2% DMSO) 50 μ L; Reagent four each 0.1mL of the reagent two of inhibition and generation ultra-oxygen anion free radical test kit, the reagent three that suppresses and produce the ultra-oxygen anion free radical test kit, inhibition and generation ultra-oxygen anion free radical test kit; Behind the mixing,, add and suppress and developer (Griess reagent) 2mL that produces the ultra-oxygen anion free radical test kit in 37 ℃ of reaction 40min; Mixing; After lucifuge was placed 10min, 550nm measured absorbance A, as supplying the test agent group; Establish blank solvent group (do not add and supply test agent solution, developer is that 25% glacial acetic acid aqueous solution replaces with mass percentage concentration, and all the other are with supplying the test agent group), matched group (do not add supply test agent solution, all the other are with supplying the test agent group) simultaneously.Ultra-oxygen anion free radical is removed activity and is represented clearance rate %=(A with clearance rate
c-A
s)/(A
c-A
b) * 100%, A
c, A
s, A
bRepresent the absorbance of matched group, confession test agent group and blank solvent group respectively, the result sees Fig. 3.
Visible by Fig. 1~3, Metasequoia glyptostroboides Hu et Cheng peel extract SSW, SSE1, SSE2 and SSE3 all have the DPPH of removing free radical, hydroxy radical (OH) and ultra-oxygen anion free radical (O
2 -) ability.Remove the DPPH free radical activity, SSE1, SSE2 and SSE3 are better than Pinus pinaste standard extract (PCG, Maritime Pine Extract meets USP standard); It is active to remove OH, and SSE1, SSE3 are better than PCG; Remove O
2 -SSE2, SSE3, SSW are better than PCG when activity, high concentration.
Claims (8)
1. the method for preparing of a Metasequoia glyptostroboides Hu et Cheng peel extract comprises step:
(1) the Metasequoia glyptostroboides Hu et Cheng bark fines was extracted 2 hours~24 hours to reflux temperature in 25 ℃ in extractant, the filtering residue obtains extracting solution;
Described extractant is one or more the mixed solution in water, methanol, ethanol, acetone, the ethyl acetate;
(2) with the extracting solution cooled and filtered in the step (1), filtrating concentrates, and obtains once concentration liquid;
(3) with the once concentration liquid in the step (2) through ethyl acetate extraction, petroleum ether or chloroform defat and drying obtain the Metasequoia glyptostroboides Hu et Cheng peel extract;
Perhaps, the once concentration liquid in the step (2) through macroporous adsorbent resin column chromatography, is collected eluent through concentrated and dry, obtain the Metasequoia glyptostroboides Hu et Cheng peel extract.
2. the method for preparing of Metasequoia glyptostroboides Hu et Cheng peel extract according to claim 1; It is characterized in that; In the step (1), described extractant is a kind of or water and methanol, ethanol, the acetone in water, methanol, ethanol, acetone, the ethyl acetate, a kind of mixed solution in the ethyl acetate.
3. the method for preparing of Metasequoia glyptostroboides Hu et Cheng peel extract according to claim 1 is characterized in that, in the step (1), the order number of described Metasequoia glyptostroboides Hu et Cheng bark fines is 20 orders~100 orders.
4. the method for preparing of Metasequoia glyptostroboides Hu et Cheng peel extract according to claim 1; It is characterized in that, in the step (3), with the once concentration liquid in the step (2) through ethyl acetate extraction 3 times; Combined ethyl acetate extract after drying also concentrates; Obtain secondary concentration liquid, secondary concentration liquid obtains the Metasequoia glyptostroboides Hu et Cheng peel extract through petroleum ether or chloroform defat and drying.
5. the method for preparing of Metasequoia glyptostroboides Hu et Cheng peel extract according to claim 1; It is characterized in that; In the step (3), the eluent of described macroporous adsorbent resin column chromatography is that methanol, ethanol, acetone, concentration expressed in percentage by volume are that 10%~95% ethanol water, concentration expressed in percentage by volume are that 10%~95% aqueous acetone solution or concentration expressed in percentage by volume are 10%~95% methanol aqueous solution.
6. according to the Metasequoia glyptostroboides Hu et Cheng peel extract of the method for preparing of each described Metasequoia glyptostroboides Hu et Cheng peel extract of claim 1~5 preparation.
7. the application of Metasequoia glyptostroboides Hu et Cheng peel extract according to claim 6 in preparation antioxidant or free radical scavenger.
8. Metasequoia glyptostroboides Hu et Cheng peel extract according to claim 6 has defying age, beauty and skin care, antitumor and/or prevention and the medicine of treatment cardiovascular disease effect or the application in the health food in preparation.
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CN106071071A (en) * | 2016-06-14 | 2016-11-09 | 中国林业科学研究院林产化学工业研究所 | A kind of Poplar Bark feed additive and preparation method thereof |
CN106621741A (en) * | 2016-12-19 | 2017-05-10 | 重庆医学检验试剂研究所 | Compound and application thereof in eliminating indoor dioxin pollution |
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CN105456549B (en) * | 2015-12-14 | 2019-09-06 | 河南科技学院 | A method of preparation has the polyphenol polymer of alpha-glucosaccharase enzyme inhibition activity from vine tea |
CN115418321B (en) * | 2022-10-09 | 2024-02-06 | 安徽利民生物科技股份有限公司 | Phellinus linteus mycelium liquid fermentation method for high production of hyperin |
CN116440179A (en) * | 2023-05-23 | 2023-07-18 | 北京大学 | Application of kaurene extract in preparation of anti-abdominal aortic aneurysm products |
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DE60037838T2 (en) * | 1999-04-23 | 2008-12-11 | Asahi Breweries, Ltd. | Process for the purification of proanthocyanidin oligomers |
CN1100097C (en) * | 1999-05-17 | 2003-01-29 | 中国科学院华南植物研究所 | Process for preparing proanthocyandin |
CN1246317C (en) * | 2003-12-11 | 2006-03-22 | 武汉工业学院 | Proanthocyan extraction process from rapeseed husk |
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Cited By (2)
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CN106071071A (en) * | 2016-06-14 | 2016-11-09 | 中国林业科学研究院林产化学工业研究所 | A kind of Poplar Bark feed additive and preparation method thereof |
CN106621741A (en) * | 2016-12-19 | 2017-05-10 | 重庆医学检验试剂研究所 | Compound and application thereof in eliminating indoor dioxin pollution |
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