CN106800502A - A kind of purposes of paradise green pepper and the method that 6 salad oils of separation are extracted from paradise green pepper - Google Patents
A kind of purposes of paradise green pepper and the method that 6 salad oils of separation are extracted from paradise green pepper Download PDFInfo
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- CN106800502A CN106800502A CN201611104828.7A CN201611104828A CN106800502A CN 106800502 A CN106800502 A CN 106800502A CN 201611104828 A CN201611104828 A CN 201611104828A CN 106800502 A CN106800502 A CN 106800502A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
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- 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
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- Y02P20/00—Technologies relating to chemical industry
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Abstract
The present invention provides a kind of purposes of paradise green pepper and the method for separating 6 salad oils is extracted from paradise green pepper, using paradise green pepper as the purposes for extracting 6 salad oils.The method is comprised the following steps:Raw material paradise green pepper is crushed, using subcritical abstraction, oil extractum is obtained;Oil extractum is dissolved using ethanol, then using solvent extraction, medicinal extract is concentrated into;Using post separation, according to thin layer spot, the eluent containing 6 salad oils is collected, crystallization is placed in concentration;Then crystallization is filtered crystallization using organic solvent dissolving, concentration, and 6 salad oils are obtained final product after drying.The present invention using paradise green pepper as extract 6 salad oils purposes, 6 salad oil contents in paradise green pepper raw material, 6 salad oil contents in than ginger raw material are higher by several times, and the content in paradise green pepper raw material is between 0.30% 0.42%, and the content in ginger is reported as 0.005%;Products obtained therefrom high income, stabilization, low cost.
Description
Technical field
The method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted the present invention relates to a kind of purposes of paradise green pepper and from paradise green pepper.
Background technology
Paradise green pepper, scientific name Zingiberaceae is Monocotyledonae Zingiber herbaceos perennial, is once widely used in
The substitute of pepper, paradise green pepper can be used as flavouring, can also treat cough, enteritis, bronchitis, syphilis, flu and rheumatism
Deng, and insecticide can be made.
Paradise green pepper is mainly used in extraction 6- paradols, for fat-reducing or as the substitute of condiment, and does not appear in the newspapers
Extracted from paradise green pepper and separate (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one.
Studies have reported that (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one have very strong anti-oxidant, anti-inflammatory, it is antitumor, suppress cell propagation, inducing cell
Tune is died and suppresses cancer cell invasion isoreactivity.
Ginger is mainly derived from for the research raw material of (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one at present, it is specific as follows:
Application number:A kind of 200910232593.3 preparation methods of (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one, it is main there is provided a kind of overcritical from ginger
The method that fluid extract prepares active ingredient (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one, using before conversion by ginger supercritical fluid extract with containing ethanol
After acid liquid mixing, it is heated to reflux, then separate, refine.The content of (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is about in former supercritical fluid extract
2.5%, by the content of (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one in extract after sour water reaction treatment of the invention up to 20%.Through silicagel column, middle pressure
Post separation, is purified with HPLC, collects main chromatographic peak, and 40-55 DEG C of evaporated under reduced pressure obtains final product (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one sterling.
Application number:The preparation method and its medical usage of a kind of 201110148248.9 salad oil extracts, process route
It is that ginger supercritical fluid extract or Rhizoma Zingiberis extract are extracted through containing the sour water heating and refluxing extraction of ethanol, acid liquid with ethyl acetate
Take, concentrate crosses silica gel chromatographic column, with petroleum ether and ethyl acetate gradient, obtain final product zingiberene phenolic composition.
Xu Mei rosy clouds et al. report high speed adverse current chromatogram binding silica gel column chromatography and separate 6-gingerol, the 8- prepared in rhizoma zingiberis
Gingerol, (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one, rhizoma zingiberis sample use ethyl acetate ultrasonic extraction, and extract is chosen wherein by silica gel column chromatography rough segmentation
Two cuts of A3 and A4 carry out high speed adverse current chromatogram separation.
In the prior art, there is not yet being reported paradise green pepper as the purposes for extracting (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one, and not yet introduce
Have and may adapt to industrialized production, the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted from paradise green pepper.
The content of the invention
As extracting the purposes of (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one, and provide a kind of technique easily upper behaviour it is an object of the invention to provide using paradise green pepper
Make, and be adapted to the method that separation (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted from paradise green pepper of industrialized production.
Technical scheme provided by the present invention is as follows:
One is using paradise green pepper as the purposes for extracting separation (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one.
Two be to provide a kind of green pepper from paradise in extract separate (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one method, comprise the following steps:
Step 1) extract
Raw material paradise green pepper is crushed to 60-100 mesh, using subcritical abstraction, oil extractum is obtained;
Step 2) extraction
By step 1) obtained by oil extractum using ethanol dissolve, then using solvent extraction, be concentrated into medicinal extract;
The solvent is n-hexane, petroleum ether, ethyl acetate, one kind of chloroform or any various mixing;
Step 3) post separation
The medicinal extract of step 2 gained is used into post separation, wherein, post separation includes pretreatment column and conventional post, according to thin layer
Spot, collects the eluent containing (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one, and crystallization is placed in concentration;
Step 4) crystallization
By step 3) obtained by crystallization dissolved using organic solvent, concentration adds petroleum ether, just under mechanical agitation
A kind of or any various mixing, places crystallization in hexane, ethyl acetate, then will crystallization filtering, obtain final product 6- zingiberenes after drying
Phenol;The organic solvent is acetone, ethyl acetate, methyl alcohol, ethanol or n-butanol.
Above-mentioned steps 2) in ethanol preferred mass concentration be 90%-95%.
Above-mentioned steps 2) in solvent most preferably n-hexane, petroleum ether and ethyl acetate mixed solvent, the n-hexane, stone
The mass ratio of oily ether and ethyl acetate is 8:5:1.
Above-mentioned steps 3) in pretreatment column preferred a diameter of 10-50cm, a height of 50cm;The conventional post is 20cm*
120cm。
Above-mentioned steps 3) in pretreatment column most preferably 20cm*50cm.
The preferred filler of above-mentioned pretreatment column and conventional post is silica gel, activated carbon, aluminum oxide, chromatograph packing material UniP
MM500, gel chromatography Sephadex LH-200, reverse-phase chromatography silica gel C18, resin cation 001*7, resin anion (R.A.) 201*
7th, in macropore polystyrene highly basic row resin anion (R.A.) D204, macroreticular resin Lx-8, macroreticular resin LSA-10 one kind or any
Various mixing.
The filler of above-mentioned pretreatment column is preferably gel chromatography Sephadex LH-200, and the filler of the conventional post is best
It is chromatograph packing material UniP MM500.
Above-mentioned steps 3) in post separation preferred eluting solvent for a kind of in petroleum ether, ethyl acetate, n-hexane, ethanol or
Any various mixing.
Above-mentioned steps 4) specific preferred scheme be:By step 3) obtained by crystallization using 6-8 times of quality measure it is organic molten
Agent is dissolved, and is concentrated into 0.3-0.8 times of quality of crystallization, and the 1-5 times of stone measured of concentrate quality is added under mechanical agitation
A kind of or any various mixing, places crystallization in oily ether, n-hexane, ethyl acetate, then will crystallization filtering, obtained final product after drying
(E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one;The organic solvent is acetone, ethyl acetate, methyl alcohol, ethanol or n-butanol.
Above-mentioned steps 4) optimal preferred scheme is:By step 3) obtained by crystallization using 7 times of quality amount ethanol dissolving,
0.5 times of crystallization amount is concentrated into, the petroleum ethers and ethyl acetate of 3 times of amounts of concentrate quality are added under mechanical agitation
Mixed liquor, places crystallization, then filters crystallization, and (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is obtained final product after drying;The churned mechanically speed is 1200r/
min;The mass ratio of the petroleum ether and ethyl acetate is 7.5:2.5.
Advantages of the present invention:
1st, after paradise green pepper raw material is made full use of sub-critical extraction (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one by the present invention, extracting slag can continue to extract 6-
Paradol, reduces cost of material indirectly.
2nd, present invention filler used and technique, are adapted to industrialized production.
3rd, using paradise green pepper as the purposes for extracting (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one, (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one contains the present invention in the paradise green pepper raw material for being used
Amount, be higher by several times than the (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one content in ginger raw material, the content in paradise green pepper raw material be 0.30%-0.42% it
Between, and the content in ginger is reported as 0.005%.
4th, products obtained therefrom high income of the present invention, stabilization, low cost.
Specific embodiment
Relative to Ginger P.E, (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one higher is contained in paradise green pepper, its raw material extracts slag and can also be used to extract
Another widely used 6- paradol, the exploitation of both compositions so that paradise green pepper raw material is fully utilized, gained are produced
Product low cost, high income, it is easy to isolate and purify.
Embodiment 1
1000kg raw materials are crushed to 60 mesh, using subcritical abstraction, obtain oil extractum, and extraction slag is used for carrying for 6- paradols
Take.
Above-mentioned medicinal extract is dissolved with 95% ethanol, then using the n-hexane and the mixed extractant solvent 2 of petroleum ether of equimultiple
Secondary, the volume ratio of its n-hexane and petroleum ether is 1:1, extract merges, and is concentrated into medicinal extract.
Pretreatment column a diameter of 10cm, a height of 50cm, filler used is aluminum oxide, and conventional column packing is silica gel and anti-phase
Chromatography silica gel C18, its ratio is 1:1, eluting solvent is n-hexane:Ethyl acetate=8:1, collect the wash-out containing active ingredient
Liquid, is concentrated into the 1/100 of eluent, places crystallization.
By above-mentioned crystallized sample, using 6 times of acetone solutions of crystalline quality after, be concentrated into 0.3 times of quality of crystallized sample,
Under mechanical agitation 800r/min speed, add 2 times of ethyl acetate of amount of concentrate, until solution is somewhat muddy, place 24h knots
Crystalline substance, crystallization filtering, is drying to obtain.Products obtained therefrom is 3kg, 98% salad oil.
Embodiment 2
1000kg raw materials are crushed to 100 mesh, using subcritical abstraction, obtain oil extractum, and extraction slag is used for carrying for 6- paradols
Take.
Above-mentioned medicinal extract is dissolved with 95% ethanol, then using 1.5 times of mixing of the petroleum ether and ethyl acetate of medicinal extract quality
The volume ratio of solvent extraction 2 times, its petroleum ether and ethyl acetate is 10:1, extract merges, and is concentrated into medicinal extract.
Pretreatment column a diameter of 20cm, a height of 50cm, filler used are activated carbon, and conventional column packing is chromatograph packing material
UniP MM500, eluting solvent is petroleum ether:Ethyl acetate=4:1, the eluent containing active ingredient is collected, it is concentrated into wash-out
The 1/10 of liquid, places crystallization.
By above-mentioned crystallized sample, after being dissolved using 10 times of ethyl acetate of crystalline quality, 0.8 times of crystallized sample is concentrated into
Quality, under mechanical agitation 1500r/min speed, adds 5 times of petroleum ethers of quality of concentrate, until solution is somewhat muddy, puts
24h crystallizations are put, crystallization filtering is drying to obtain.Products obtained therefrom is 3.5kg, 98.2% salad oil.
Embodiment 3
1000kg raw materials are crushed to 80 mesh, using subcritical abstraction, obtain oil extractum, and extraction slag is used for carrying for 6- paradols
Take.
Above-mentioned medicinal extract is dissolved with 95% ethanol, then using the n-hexane of equimultiple medicinal extract quality, petroleum ether and ethyl acetate
Mixed extractant solvent 2 times, the volume ratio of its n-hexane, petroleum ether and ethyl acetate is 8:5:1, extract merges, and is concentrated into
Medicinal extract.
Pretreatment column a diameter of 20cm, a height of 50cm, filler used is Sephadex LH-200, and conventional column packing is
Chromatograph packing material UniP MM500, eluting solvent is n-hexane:Petroleum ether:Ethanol=91:8:1, collect washing containing active ingredient
De- liquid, is concentrated into the 5/100 of eluent, places crystallization.
By above-mentioned crystallized sample, after being dissolved using 7 times of ethanol of crystalline quality, 0.4 times of quality of crystallized sample is concentrated into,
Under mechanical agitation 1200r/min speed, the petroleum ether of 1 times of quality of concentrate and the mixed solution of ethyl acetate are added, its ratio
Example is 7.5:2.5, until solution is somewhat muddy, 24h crystallizations are placed, crystallization filtering is drying to obtain.Products obtained therefrom is 4kg,
98.8% salad oil.
Embodiment 4
1000kg raw materials are crushed to 80 mesh, using subcritical abstraction, obtain oil extractum, and extraction slag is used for carrying for 6- paradols
Take.
Above-mentioned medicinal extract is dissolved with 95% ethanol, is then extracted 3 times using 0.8 times of ethyl acetate of medicinal extract quality, extract
Merge, be concentrated into medicinal extract.
Pretreatment column a diameter of 40cm, a height of 50cm, filler used are 001*7, and conventional column packing is reverse-phase chromatography silicon
Glue C18, eluting solvent is n-hexane:Petroleum ether:Ethanol=95:4.5:0.5, collect the eluent containing active ingredient, concentration
To the 8/100 of eluent, crystallization is placed.
By above-mentioned crystallized sample, after being dissolved using 8 times of methyl alcohol of crystalline quality, 0.45 times of matter of crystallized sample is concentrated into
Amount, under mechanical agitation 1000r/min speed, adds the n-hexane of 1.5 times of quality of concentrate and the mixed solution of ethyl acetate,
Its ratio is 3:2, until solution is somewhat muddy, 24h crystallizations are placed, crystallization filtering is drying to obtain.Products obtained therefrom is 3.8kg,
98.5% salad oil.
Embodiment 5
1000kg raw materials are crushed to 60 mesh, using subcritical abstraction, obtain oil extractum, and extraction slag is used for carrying for 6- paradols
Take.
Above-mentioned medicinal extract is dissolved with 95% ethanol, is then extracted 3 times using 0.6 times of chloroform of medicinal extract quality, and extract merges,
It is concentrated into medicinal extract.
Pretreatment column a diameter of 50cm, a height of 50cm, filler used are D204, and conventional column packing is chromatograph packing material UniP
MM500 and reverse-phase chromatography silica gel C18, eluting solvent is ethyl acetate:Ethanol=9.5:0.5, collect washing containing active ingredient
De- liquid, is concentrated into the 6/100 of eluent, places crystallization.
By above-mentioned crystallized sample, after being dissolved using 5 times of ethanol of crystalline quality, 0.72 times of matter of crystallized sample is concentrated into
Amount, under mechanical agitation 1000r/min speed, adds the n-hexane of 4 times of quality of concentrate and the mixed solution of ethyl acetate, its
Ratio is 1:3, until solution is somewhat muddy, 24h crystallizations are placed, crystallization filtering is drying to obtain.Products obtained therefrom is 3.6kg,
98.9% salad oil.
Embodiment 6
1000kg raw materials are crushed to 100 mesh, using subcritical abstraction, obtain oil extractum, and extraction slag is used for carrying for 6- paradols
Take.
Above-mentioned medicinal extract is dissolved with 95% ethanol, then using the chloroform and the mixed solvent of ethyl acetate of equimultiple medicinal extract quality
The volume ratio of extraction 2 times, its chloroform and ethyl acetate is 3:2, extract merges, and is concentrated into medicinal extract.
Pretreatment column a diameter of 30cm, a height of 50cm, filler used are Lx-8, and conventional column packing is chromatograph packing material UniP
MM500 and reverse-phase chromatography silica gel C18, eluting solvent is n-hexane:Petroleum ether:Ethanol=9:0.9:0.1, collect containing effectively into
The eluent for dividing, is concentrated into the 3/100 of eluent, places crystallization.
By above-mentioned crystallized sample, after being dissolved using 8 times of ethanol of crystalline quality, 0.5 times of quality of crystallized sample is concentrated into,
Under mechanical agitation 1300r/min speed, 3 times of ethyl acetate of quality of concentrate are added, until solution is somewhat muddy, placed
24h is crystallized, crystallization filtering, is drying to obtain.Products obtained therefrom is 3.5kg, 98.5% salad oil.
Claims (10)
1. paradise green pepper is used as the purposes for extracting (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one.
2. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted in a kind of green pepper from paradise, it is characterised in that comprised the following steps:
Step 1) extract
Raw material paradise green pepper is crushed to 60-100 mesh, using subcritical abstraction, oil extractum is obtained;
Step 2) extraction
By step 1) obtained by oil extractum using ethanol dissolve, then using solvent extraction, be concentrated into medicinal extract;The solvent is for just
Hexane, petroleum ether, ethyl acetate, one kind of chloroform or any various mixing;
Step 3) post separation
The medicinal extract of step 2 gained is used into post separation, wherein, post separation includes pretreatment column and conventional post, according to thin layer spot,
The eluent containing (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is collected, crystallization is placed in concentration;
Step 4) crystallization
By step 3) obtained by crystallization using organic solvent dissolve, concentration, under mechanical agitation add petroleum ether, just oneself
A kind of or any various mixing, places crystallization in alkane, ethyl acetate, then will crystallization filtering, obtain final product (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one after drying;
The organic solvent is acetone, ethyl acetate, methyl alcohol, ethanol or n-butanol.
3. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted in the green pepper from paradise according to claim 2, it is characterised in that the step
2) it is specifically:By step 1) obtained by oil extractum use mass concentration be 90%-95% ethanol dissolve, then using solvent extract
Take, be concentrated into medicinal extract;The solvent for n-hexane, petroleum ether and ethyl acetate mixed solvent, the n-hexane, petroleum ether and
The mass ratio of ethyl acetate is 8:5:1.
4. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted in the green pepper from paradise according to claim 2, it is characterised in that:The step
3) a diameter of 10-50cm of pretreatment column, a height of 50cm in;The conventional post is 20cm*120cm.
5. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted in the green pepper from paradise according to claim 4, it is characterised in that:The step
3) pretreatment column is 20cm*50cm in.
6. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted from paradise green pepper according to claim 2 or 4 or 5, it is characterised in that:Institute
The filler for stating pretreatment column and conventional post is silica gel, activated carbon, aluminum oxide, chromatograph packing material UniP MM500, gel chromatography
Sephadex LH-200, reverse-phase chromatography silica gel C18, resin cation 001*7, resin anion (R.A.) 201*7, macropore polystyrene
One kind or any various mixing in highly basic row resin anion (R.A.) D204, macroreticular resin Lx-8, macroreticular resin LSA-10.
7. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted in the green pepper from paradise according to claim 6, it is characterised in that:The pre- place
The filler for managing post is gel chromatography Sephadex LH-200, and the filler of the conventional post is chromatograph packing material UniP MM500.
8. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted from paradise green pepper according to claim 2 or 4 or 5, it is characterised in that:Institute
State step 3) in the eluting solvent of post separation be a kind of in petroleum ether, ethyl acetate, n-hexane, ethanol or any various mixed
Close.
9. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted in the green pepper from paradise according to claim 2, it is characterised in that the step
4) it is specifically:By step 3) obtained by crystallization dissolved using the organic solvent that 6-8 times of quality is measured, be concentrated into the 0.3-0.8 of crystallization
Times quality, adds a kind of in 1-5 times of petroleum ether measured, n-hexane, ethyl acetate of concentrate quality under mechanical agitation
Or any various mixing, crystallization is placed, then crystallization is filtered, obtain final product (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one after drying;The organic solvent is third
Ketone, ethyl acetate, methyl alcohol, ethanol or n-butanol.
10. the method for separating (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is extracted from paradise green pepper according to claim 2 or 9, it is characterised in that described
Step 4) optimum condition is:By step 3) obtained by crystallization using the ethanol dissolving of 7 times of quality amount, be concentrated into 0.5 times of crystallization
Amount, adds the petroleum ether and the mixed liquor of ethyl acetate of 3 times of amounts of concentrate quality under mechanical agitation, places crystallization,
Then crystallization is filtered, (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one is obtained final product after drying;The churned mechanically speed is 1200r/min;The petroleum ether and
The mass ratio of ethyl acetate is 7.5:2.5.
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107298642A (en) * | 2017-07-19 | 2017-10-27 | 重庆大学 | A kind of method for extraction and purification of 6 salad oil |
CN111013185A (en) * | 2019-11-19 | 2020-04-17 | 苏州永健生物医药有限公司 | Method for enriching characteristic phenols in alligator pepper |
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JPH09194318A (en) * | 1996-12-24 | 1997-07-29 | Kagaku Gijutsu Shinko Jigyodan | Termite control agent |
CN101735030A (en) * | 2009-12-08 | 2010-06-16 | 中国药科大学 | Method for preparing 6-shogaol |
CN103450808A (en) * | 2013-08-22 | 2013-12-18 | 山东省康福德实业有限公司 | Method for extracting ginger oleoresin by adopting subcritical fluid butane |
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2016
- 2016-12-05 CN CN201611104828.7A patent/CN106800502A/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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JPH09194318A (en) * | 1996-12-24 | 1997-07-29 | Kagaku Gijutsu Shinko Jigyodan | Termite control agent |
CN101735030A (en) * | 2009-12-08 | 2010-06-16 | 中国药科大学 | Method for preparing 6-shogaol |
CN103450808A (en) * | 2013-08-22 | 2013-12-18 | 山东省康福德实业有限公司 | Method for extracting ginger oleoresin by adopting subcritical fluid butane |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107298642A (en) * | 2017-07-19 | 2017-10-27 | 重庆大学 | A kind of method for extraction and purification of 6 salad oil |
CN107298642B (en) * | 2017-07-19 | 2020-09-22 | 重庆大学 | Extraction and purification method of 6-shogaol |
CN111013185A (en) * | 2019-11-19 | 2020-04-17 | 苏州永健生物医药有限公司 | Method for enriching characteristic phenols in alligator pepper |
CN111013185B (en) * | 2019-11-19 | 2022-01-04 | 苏州永健生物医药有限公司 | Method for enriching characteristic phenols in alligator pepper |
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