CN106749487A - A kind of method that separating ursolic acid is extracted from seabuckthorn fruit peel - Google Patents
A kind of method that separating ursolic acid is extracted from seabuckthorn fruit peel Download PDFInfo
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- CN106749487A CN106749487A CN201611152998.2A CN201611152998A CN106749487A CN 106749487 A CN106749487 A CN 106749487A CN 201611152998 A CN201611152998 A CN 201611152998A CN 106749487 A CN106749487 A CN 106749487A
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- ethanol
- fruit peel
- seabuckthorn fruit
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
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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
- 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
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- Health & Medical Sciences (AREA)
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- Medicines Containing Plant Substances (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Preparation Of Fruits And Vegetables (AREA)
Abstract
The present invention relates to a kind of method that separating ursolic acid is extracted from seabuckthorn fruit peel, methods described step is as follows：1) seabuckthorn fruit peel, degreasing, drying, meal；2) extracted with ethanol, collect ethanol extract, be concentrated into without alcohol taste；3) seabuckthorn fruit peel is adsorbed without macroporous resin column on alcohol concentrate, is first washed with water to efflux clarification, then with ethanol elution, collected whole ethanol eluates；4) ethanol eluate is concentrated into without alcohol, and filtering takes filter residue；5) filter residue is washed 3~4 times, is dried, and obtains ursolic acid extract.
Description
Technical field
The present invention relates to a kind of extracting method of effective ingredients in plant, more particularly to one kind extracts activity from seabuckthorn fruit peel
The method of composition ursolic acid.
Background technology
Sea-buckthorn is a kind of machaka for being born in 800~3500 meters of height above sea level or arbor, belongs to Elaeangnaceae.For integration of drinking and medicinal herbs is planted
Thing, Leaves of Hippophae L, really containing abundant nutriment and bioactivator, in recent years, with the continuous increasing of people's health care consciousness
By force, the research and development of the health product based on sea-buckthorn is also gradually taken seriously, the sea-buckthorn class product for occurring in the market
There are sea-buckthorn young tea leaves, Seabuckthorn Oil, sea-buchthorn juice beverage etc., species is various.Because sea-buckthorn is mostly wild, resource is relatively deficient, and sea-buckthorn has
Effect position and composition rationally using particularly important.
Current China's Seabuckthorn Enterprise in producing sea-buckthorn juice seabuckthorn seeds, sea-buckthorn pulp can make full use of and seabuckthorn fruit peel is big
Part but goes out of use.According to analysis seabuckthorn fruit peel contain vitamin C than Hippophae Rhamnoides L. juice more horn of plenty, vitamin E, carrotene with
And composition the effects such as biological flavone, protein and dietary fiber, its comprehensive utilization value has a high potential.
Ursolic acid has the various biological effects, bear such as calmness, anti-inflammatory, antibacterial, anti-diabetic, antiulcer, reduction blood sugar
Tartaric acid also has obvious anti-oxidation function, thus is widely used as medicine and cosmetic material.
In seabuckthorn fruit peel study of active components, useful seabuckthorn fruit peel extracts the report of ursolic acid and oleanolic acid, such as China
Extracted using ethanol in the text of research one of seabuckthorn fruit peel chemical composition, upper silicagel column, chloroform, ethyl acetate, third are then used respectively
Ketone, ethanol elution obtains 4 parts, by silicagel column on chloroform portion eluent, with petroleum ether and ethyl acetate mixed solvent ladder
Degree wash-out, merges 49-56 parts of part, there is Precipitation, the precipitation for obtaining, with obtaining ursolic acid after recrystallizing methanol.Above-mentioned side
Method is eluted using strong organic solvent, and needs post twice, it is impossible to big production.Chinese patent：200910216298.9 " it is a kind of from
The method that ursolic acid is extracted in sea-buckthorn " describes one kind and ursolic acid is extracted from seabuckthorn fruit peel using CO_2 supercritical technology
With the method for oleanolic acid, this method slightly carries for seabuckthorn fruit peel ursolic acid, not yet determines ursolic acid content.
Chinese patent 200910233824.2：" a kind of preparation method of ursolic acid " describes a kind of using macroreticular resin point
The method for extracting ursolic acid from fresh glossy privet leaf from technology, the ursolic acid purity that this method is extracted is higher.
Chinese patent 201110127055.5 " a kind of method for extracting ursolic acid as raw material with Folium Forsythia " describes one kind
The method that ursolic acid is extracted using crystallisation.
The preparation method of current ursolic acid is a lot of, but most of complex process, and yield is relatively low, and production cost is higher, no
It is suitable for mass production.
The present invention is separated with the extraction that seabuckthorn fruit peel carries out ursolic acid as raw material, seabuckthorn fruit peel sea-buckthorn squeezed the juice after taking seed
Using macroreticular resin isolation technics separating and preparing ursolic acid after slightly carrying, energy resource consumption is few, and low production cost, yield is greatly improved.
Seabuckthorn fruit peel is fully used, so as to reduce waste, sea-buckthorn is made the best use of everything.
The content of the invention
It is a primary object of the present invention to provide a kind of method of the ursolic acid that high level is obtained from seabuckthorn fruit peel, should
Method process is simple, low cost, it is adaptable to the extraction of ursolic acid in seabuckthorn fruit peel.
The method that the present invention provides extraction separating ursolic acid in a kind of seabuckthorn fruit peel, methods described step is as follows：
1) seabuckthorn fruit peel, degreasing, drying, meal；
2) extracted with ethanol, collect ethanol extract, be concentrated into without alcohol taste；
3) seabuckthorn fruit peel is adsorbed without macroporous resin column on alcohol concentrate, is first washed with water to efflux clarification, then use
Ethanol elution, collects whole ethanol eluates；
4) ethanol eluate is concentrated into without alcohol, and filtering takes filter residue；
5) filter residue is washed 3~4 times, is dried, and obtains ursolic acid extract.
Step 1) described in seabuckthorn fruit peel squeeze the juice dry pericarp after remove seed for sea-buchthorn fresh fruit；The degreasing is by fructus hippophae
Peel oil removing in skin；The drying is to dry the seabuckthorn fruit peel after degreasing, Shi Shui Fen≤15%；The meal is for after degreasing
Seabuckthorn fruit peel is crushed, and crosses 40 mesh sieves.
Step 2) described in extracting method be that refluxing extraction or Ultrasonic Heating are extracted；The concentration of alcohol during extraction is
60%~95%.
Step 3) described in use ethanol elution, ethanol eluate concentration be 10%~95%.
Preferably, method of the present invention, step is as follows：
1) seabuckthorn fruit peel, degreasing is dried, meal.
2) seabuckthorn fruit peel meal is placed in ultrasonic extraction tank, by 1:8~1:20 feed liquid mass volume ratio is to extraction
The ethanol solution that mass concentration is 60%~95% is added in tank, regulation Extracting temperature is 10~80 DEG C, and ultrasonic extraction 1~3 is small
When, extraction time is 1~3 time, merges extract solution and is concentrated under reduced pressure into without ethanol.
3) will be adsorbed in macroporous resin column on seabuckthorn fruit peel extract concentrated solution, be eluted to outflow with purified water first
Liquid achromaticity and clarification, removes impurity, is then eluted with 70%~95% ethanol solution, collects 70%~95% whole ethanol elutions
Liquid.
4) ethanol eluate is concentrated with external circulation vacuum concentrator, solution to be concentrated is concentrated into without alcohol, and filtering takes filter
Slag.
5) filter residue is washed 3~4 times, is dried, and obtains ursolic acid extract.
It is furthermore preferred that method of the present invention, step is as follows：
1) seabuckthorn fruit peel, degreasing is dried, meal；
2) medicinal material coarse powder is placed in ultrasonic extraction tank, by 1:8~1:10 feed liquid mass volume ratio is in extractor
The ethanol solution that mass concentration is 70%~90% is added, regulation Extracting temperature is 60~80 DEG C, and ultrasonic extraction 1~3 hour is carried
Number of times is taken for 1~3 time, is merged extract solution and is concentrated under reduced pressure into without ethanol.
3) will be adsorbed in macroporous resin column on seabuckthorn fruit peel extract concentrated solution, be eluted to outflow with purified water first
Liquid achromaticity and clarification, removes impurity.Then eluted with 80%~95% ethanol solution, collect 80%~95% whole ethanol elutions
Liquid.
4) ethanol eluate is concentrated with external circulation vacuum concentrator, solution to be concentrated is concentrated into without ethanol, and filtering takes
Filter residue.
5) filter residue is washed 3~4 times, is dried, and obtains ursolic acid extract.
Most preferably, method of the present invention, step is as follows：
To be dried by remove seed of squeezing the juice, degreasing, the 10 kilograms of seabuckthorn fruit peel meal and 80 kilogram of 85% ethanol after meal are mixed
Close, with multifunction ultrasonic extractor in 80 DEG C of ultrasonic extractions 1.5 hours, above method repeats to extract 3 times, merges three extractions
Liquid, is concentrated under reduced pressure into without ethanol in less than 70 DEG C, is adsorbed in macroporous resin column on the solution, is eluted to purified water first
Efflux achromaticity and clarification, then 85% ethanol elution is used, all 85% ethanol eluates are collected, carried out with external circulation vacuum concentrator
Concentration, to be concentrated to without ethanol, filtering takes filter residue, washes 3~4 times, and filter residue and drying obtains ursolic acid extract.
Wherein described degreasing, can use extraction, such as carry out degreasing to seabuckthorn fruit peel using CO_2 supercritical technology
Treatment, specifically using following methods：
Seabuckthorn fruit peel uses CO_2 supercritical technology oil and grease extracting, wherein 29~32MPa of extracting pressure, extraction temperature
45~55 DEG C, CO2 flow 20L/h, 2.5~3h of extraction time.Extracted by this condition, oil extraction rate is 4.80%.
With the seabuckthorn fruit peel after degreasing feed intake ursolic acid recovery rate be higher than without the seabuckthorn fruit peel of degreasing feed intake gained bear
Tartaric acid recovery rate 15%.
Be measured by the content to ursolic acid composition in seabuckthorn fruit peel extract of the present invention, ursolic acid content for >=
60%, far above prior art, while cost is substantially reduced, yield is greatly improved.
Compared to the prior art, major advantage is as follows for the present invention：
1. energy resource consumption is few, and low production cost, product content is high.
2. process is simple, it is easy to operate, is adapted to large-scale production.
3. completely, without ethanol residual, Product Safety is high for solvent recovery.
Specific embodiment：
The present invention is further illustrated below by way of example, but not as limitation of the present invention.
Embodiment 1
Take the seabuckthorn fruit peel of 10Kg drying defatteds, meal, plus 80 kilogram of 85% ethanol multifunction ultrasonic extractor in
70 DEG C of ultrasonic extractions 1.5 hours, extract twice again by the above process, merge extract solution twice, are concentrated under reduced pressure into less than 70 DEG C
Without ethanol, then will be adsorbed in macroreticular resin on the concentrate, purifying is washed to efflux clarification, then is washed with 85% ethanol
It is de-, collect 85% whole ethanol eluates；Concentrated with external circulation vacuum concentrator, be concentrated into without alcohol, filtering is taken filter
Slag, washes 3~4 times, and filter residue and drying obtains final product seabuckthorn fruit peel ursolic acid extract 0.5Kg, and ursolic acid content is 65% after testing.
Embodiment 2
Take the seabuckthorn fruit peel of 20Kg drying defatteds, meal, plus 100 kilogram of 85% ethanol multifunction ultrasonic extractor in
70 DEG C of ultrasonic extractions 1.5 hours, extract twice again by the above process, merge extract solution twice, are concentrated under reduced pressure into less than 70 DEG C
Without ethanol, then will be adsorbed in macroreticular resin on the concentrate, purifying is washed to efflux clarification, then is washed with 85% ethanol
It is de-, collect 85% whole ethanol eluates；Concentrated with external circulation vacuum concentrator, be concentrated into without alcohol, filtering is taken filter
Slag, washes 3~4 times, and filter residue and drying obtains final product seabuckthorn fruit peel ursolic acid extract 0.98Kg, and ursolic acid content is 61% after testing.
Claims (8)
1. a kind of method that separating ursolic acid is extracted in seabuckthorn fruit peel, it is characterised in that methods described step is as follows：
1) seabuckthorn fruit peel, degreasing, drying, meal；
2) extracted with ethanol, collect ethanol extract, be concentrated into without alcohol taste；
3) seabuckthorn fruit peel is adsorbed without macroporous resin column on alcohol concentrate, is first washed with water to efflux clarification, then use ethanol
Wash-out, collects whole ethanol eluates；
4) ethanol eluate is concentrated into without alcohol, and filtering takes filter residue；
5) filter residue is washed 3~4 times, is dried, and obtains ursolic acid extract.
2. method according to claim 1, it is characterised in that step 1) described in seabuckthorn fruit peel squeeze the juice for sea-buchthorn fresh fruit
Dry pericarp after seed；The degreasing is to remove peel oil in seabuckthorn fruit peel；The drying is by the seabuckthorn fruit peel after degreasing
Dry, Shi Shui Fen≤15%；The meal be degreasing after seabuckthorn fruit peel crushed, cross 40 mesh sieves.
3. method according to claim 1, it is characterised in that step 2) described in extracting method be refluxing extraction or ultrasound
Heating extraction；The concentration of alcohol during extraction is 60%~95%.
4. method according to claim 1, it is characterised in that step 3) described in use ethanol elution, ethanol eluate
Concentration is 10%~95%.
5. method according to claim 1, it is characterised in that step is as follows：
1) seabuckthorn fruit peel, degreasing is dried, meal.
2) seabuckthorn fruit peel meal is placed in ultrasonic extraction tank, by 1:8~1:20 feed liquid mass volume ratio is in extractor
The ethanol solution that mass concentration is 60%~95% is added, regulation Extracting temperature is 10~80 DEG C, and ultrasonic extraction 1~3 hour is carried
Number of times is taken for 1~3 time, is merged extract solution and is concentrated under reduced pressure into without ethanol.
3) will be adsorbed in macroporous resin column on seabuckthorn fruit peel extract concentrated solution, first with purified water be eluted to efflux without
Color is clarified, and removes impurity, is then eluted with 70%~95% ethanol solution, collects 70%~95% whole ethanol eluates.
4) ethanol eluate is concentrated with external circulation vacuum concentrator, solution to be concentrated is concentrated into without alcohol, and filtering takes filter residue.
5) filter residue is washed 3~4 times, is dried, and obtains ursolic acid extract.
6. method according to claim 1, it is characterised in that step is as follows：
1) seabuckthorn fruit peel, degreasing is dried, meal；
2) medicinal material coarse powder is placed in ultrasonic extraction tank, by 1:8~1:10 feed liquid mass volume ratio is added in extractor
Mass concentration is 70%~90% ethanol solution, and regulation Extracting temperature is 60~80 DEG C, ultrasonic extraction 1~3 hour, extracts secondary
Number is 1~3 time, merges extract solution and is concentrated under reduced pressure into without ethanol.
3) will be adsorbed in macroporous resin column on seabuckthorn fruit peel extract concentrated solution, first with purified water be eluted to efflux without
Color is clarified, and removes impurity.Then eluted with 80%~95% ethanol solution, collect 80%~95% whole ethanol eluates.
4) ethanol eluate is concentrated with external circulation vacuum concentrator, solution to be concentrated is concentrated into without ethanol, and filtering takes filter
Slag.
5) filter residue is washed 3~4 times, is dried, and obtains ursolic acid extract.
7. method according to claim 1, it is characterised in that step is as follows：
To be dried by remove seed of squeezing the juice, degreasing, 10 kilograms of seabuckthorn fruit peel meal and 80 kilogram of 85% ethanol mixing after meal,
With multifunction ultrasonic extractor in 80 DEG C of ultrasonic extractions 1.5 hours, above method repeats to extract 3 times, merges No. three extract solutions,
It is concentrated under reduced pressure into without ethanol in less than 70 DEG C, is adsorbed in macroporous resin column on the solution, is eluted to stream with purified water first
Go out liquid achromaticity and clarification, then use 85% ethanol elution, collect all 85% ethanol eluates, carried out with external circulation vacuum concentrator dense
Contracting, to be concentrated to without ethanol, filtering takes filter residue, washes 3~4 times, and filter residue and drying obtains ursolic acid extract.
8. method according to claim 1, it is characterised in that wherein described degreasing, uses following methods：Seabuckthorn fruit peel is adopted
Use CO_2 supercritical technology oil and grease extracting, wherein 29~32MPa of extracting pressure, 45~55 DEG C of extraction temperature, CO2 flows
20L/h, 2.5~3h of extraction time, are extracted by this condition, and oil extraction rate is 4.80%.
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| CN201611152998.2A CN106749487A (en) | 2016-12-14 | 2016-12-14 | A kind of method that separating ursolic acid is extracted from seabuckthorn fruit peel |
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| CN201611152998.2A CN106749487A (en) | 2016-12-14 | 2016-12-14 | A kind of method that separating ursolic acid is extracted from seabuckthorn fruit peel |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109045082A (en) * | 2018-09-07 | 2018-12-21 | 中北大学 | A kind of extraction process of sea-buckthorn phenolic acid |
| CN109111496A (en) * | 2018-10-23 | 2019-01-01 | 青海清华博众生物技术有限公司 | The method for extraction and purification of triterpenic acid and triterpenic acid and triterpenoid saponin and application in sea-buckthorn |
| CN117683150A (en) * | 2023-12-12 | 2024-03-12 | 陕西海翔高原生物科技有限公司 | Sea buckthorn fruit peel polysaccharide and preparation method and application thereof |
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| CN101810696A (en) * | 2010-04-28 | 2010-08-25 | 武汉大学 | Total triterpenoids of apples and method for preparing same |
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2016
- 2016-12-14 CN CN201611152998.2A patent/CN106749487A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101810696A (en) * | 2010-04-28 | 2010-08-25 | 武汉大学 | Total triterpenoids of apples and method for preparing same |
Non-Patent Citations (2)
| Title |
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| 刘园园 等: "新疆中亚沙棘浆果化学成分的分离纯化", 《新疆医科大学学报》 * |
| 路平 等: "中国沙棘果皮化学成分的研究", 《沙棘》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109045082A (en) * | 2018-09-07 | 2018-12-21 | 中北大学 | A kind of extraction process of sea-buckthorn phenolic acid |
| CN109045082B (en) * | 2018-09-07 | 2021-08-20 | 中北大学 | Extraction process of seabuckthorn phenolic acid |
| CN109111496A (en) * | 2018-10-23 | 2019-01-01 | 青海清华博众生物技术有限公司 | The method for extraction and purification of triterpenic acid and triterpenic acid and triterpenoid saponin and application in sea-buckthorn |
| CN117683150A (en) * | 2023-12-12 | 2024-03-12 | 陕西海翔高原生物科技有限公司 | Sea buckthorn fruit peel polysaccharide and preparation method and application thereof |
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