CN105669432B - A kind of method of comprehensive extraction carnosic acid carnosol and ursolic acid - Google Patents
A kind of method of comprehensive extraction carnosic acid carnosol and ursolic acid Download PDFInfo
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- CN105669432B CN105669432B CN201610133858.4A CN201610133858A CN105669432B CN 105669432 B CN105669432 B CN 105669432B CN 201610133858 A CN201610133858 A CN 201610133858A CN 105669432 B CN105669432 B CN 105669432B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
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- 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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Abstract
The invention discloses a kind of method of comprehensive extraction carnosic acid carnosol and ursolic acid.Methods described is extracted using rosemary flower or leaf as raw material using organic solvent, and obtained Rosmarinus officinalis extract content is 40 ~ 45%, and the ratio of carnosic acid content and carnosol content is 4 in Rosmarinus officinalis extract:1~6:1.It the described method comprises the following steps：Organic solvent extraction, decolorization filtering, be concentrated under reduced pressure, ethanol redissolve filtering, be concentrated under reduced pressure.The yield of Rosmarinus officinalis extract can be substantially improved in methods described, improve the ratio of carnosic acid content and carnosol content in extract, reduce content of the carnosol in extract, strengthen the overall antioxygenic property of extract.
Description
Technical field
The invention belongs to plant component extraction technical field, and in particular to the comprehensive extraction carnosic acid carnosol of one kind and
The method of ursolic acid.
Background technology
Rosemary, Labiatae shrub.It can be extracted with the anti-oxidant of excellent anti-oxidation characteristics in the flower and leaf of rosemary
Agent, Rosemary Oil and ursolic acid.Rosemary antioxidant, it is widely used in medicine, fried food, rich oil food and each quasi-grease
Fresh-keeping guarantee the quality；Rosemary essence is usually used in the daily chemical industries such as spices, air freshener, driving ants and sterilization, desinsection
Product.Black bearberry, there is the various biological effects such as calmness, anti-inflammatory, antibacterial, anti-diabetic, antiulcer, reduction blood glucose, also have
Obvious anti-oxidation function, thus it is widely used as medicine and cosmetic material.
The major function of rosemary is the National 863 planning item anti-oxidant, University Of Science and Technology Of Tianjin undertakes, numbering
2007AA100401 achievement in research shows, the mg/mL dosage of Rosmarinus officinalis extract 3 can significantly improve completely in drosophila body SOD and
CAT vigor, reduce MDA contents.Rosmarinus officinalis extract can improve activities of antioxidant enzymes in drosophila body, anti-lipid peroxidation,
There is anti-aging.Rosmarinic acid and carnosic acid in rosemary extract solution have very strong parent with natural alicyclic organic
And property, therefore, rosemary is often combined with alicyclic organic is made congealed fat product.In general cleaning supplies are after cleaning, the work(of skin care
Can property composition can largely be flush with water loss, the active ingredient of rosemary affine with congealed fat while also with skin epidermis
Compatibility is produced, this compatibility has surmounted the compatibility with water, and therefore, during cleaning, the major part of rosemary has
Effect composition still is able to be absorbed by the skin, and plays oxidation resistant effect.In addition, the strong anti-oxidation of Rosmarinus officinalis extract can have
Effect stimulates scalp blood circulation, sterilizing and itch-relieving, therefore extensive utilization hair care products.
According to national standard, the method for country's extraction Rosmarinus officinalis extract is to use ethanol or CO2Supercritical extract.It is external
There is the method using organic solvent extraction Rosmarinus officinalis extract.At present, China is in country's mark on Rosmarinus officinalis extract
Organic solvent extraction item is added in standard, will be issued and implemented in the near future.
In ethanol extraction process, carnosic acid easily changes into carnosol in extract solution, extracts what is obtained by ethanol
Rosmarinus officinalis extract content is 30 ~ 35%, and the ratio of carnosic acid content and carnosol content is 1 in Rosmarinus officinalis extract:1~
2:1.And the oxidation resistance of carnosic acid is stronger than carnosol, therefore to ensure that carnosic acid is as few as possible in extraction process
Ground is converted into carnosol.
By above-mentioned analysis, the existing method for extracting Rosmarinus officinalis extract using ethanol has following deficiency：One
It is that extract yield is not high；Second, the ratio of carnosic acid content and carnosol content is relatively low in extract, carnosol contains
Measure of a relatively high, cause the overall antioxygenic property of extract to reduce.
The content of the invention
In order to overcome, extract yield existing for existing extraction Rosmarinus officinalis extract method is not high, carnosol content is higher
The problems such as, the present invention provides a kind of method of comprehensive extraction carnosic acid carnosol and ursolic acid.Methods described can be from fan
Carnosic acid, carnosol and ursolic acid repeatedly are extracted in fragrant flower and leaf, and the yield of extract can be substantially improved, is carried
The ratio of carnosic acid content and carnosol content in high extract, reduce content of the carnosol in extract, enhancing
The overall antioxygenic property of extract.
To realize above-mentioned target, the present invention uses following technical scheme：
It is a kind of it is comprehensive extraction carnosic acid carnosol and ursolic acid method, methods described using rosemary flower or leaf as
Raw material, extracted using organic solvent, obtained Rosmarinus officinalis extract content is 40 ~ 45%, Salvia japonica in Rosmarinus officinalis extract
The ratio of acid content and carnosol content is 4:1~6:1.
The organic solvent includes acetone, ethyl acetate and petroleum ether, preferably by acetone as organic solvent.
A kind of method of comprehensive extraction carnosic acid carnosol and ursolic acid, the described method comprises the following steps：
1）Organic solvent extracts.X grams of rosemary cured leaf is taken, 40 mesh sieves are crossed after crushing, puts into reactor, is changed according to fan
It is fragrant:Organic solvent=1:3~1:5 mass ratio adds organic solvent, is extracted under the conditions of 40~45 DEG C, extracts 1h every time, carry altogether
Take 2 times；
2）Decolorization filtering.Proper amount of active carbon is added into extract solution, after stirring 30min, crosses 500 mesh filter clothes；
3）It is concentrated under reduced pressure.By filtrate decompression, it is concentrated to dryness it；
4）Ethanol redissolves filtering.According to rosemary:Ethanol=1:3~1:5 mass ratio adds the second that content is 70~80%
Alcohol redissolves, and stirs 30min, filtering, and filter residue drying content is 30~40% ursolic acid, and yield is 10~11%；
5）It is concentrated under reduced pressure：After filtrate is concentrated under reduced pressure under the conditions of 60 DEG C, 500 mesh filter clothes are crossed, filter residue dries to obtain rat-tail
Oxalic acid and carnosol, content are 40~45%, and yield is 10~11%.
The advantages of the present invention are：By combined extraction method of the present invention, can obtain high content,
And carnosic acid content and the higher Rosmarinus officinalis extract of carnosol content ratio, while obtain the ursolic acid of high content.
The colors of the two products is shallower, smell is thin, can be widely applied for the fields such as food, medicine, cosmetics.At present at home
Relevant report is yet there are no, therefore the method for the invention is forward-looking and innovative.
Brief description of the drawings
The invention will be further described with reference to the accompanying drawings and examples.
Fig. 1 is the method flow diagram of a kind of comprehensive extraction carnosic acid carnosol and ursolic acid of the present invention.
Embodiment
Embodiment 1
It is as follows referring to Fig. 1, technical process：
1）Organic solvent extracts.100 grams of rosemary cured leaf is taken, 40 mesh sieves are crossed after crushing, puts into reactor, is changed according to fan
It is fragrant:Acetone=1:3~1:5 mass ratio adds acetone, is extracted under the conditions of 40~45 DEG C, extracts 1h every time, extracts 2 times altogether；
2）Decolorization filtering.Proper amount of active carbon is added into extract solution, after stirring 30min, crosses 500 mesh filter clothes；
3）It is concentrated under reduced pressure.By filtrate decompression, it is concentrated to dryness it；
4）Ethanol redissolves filtering.According to rosemary:Ethanol=1:3~1:5 mass ratio adds the second that content is 70~80%
Alcohol redissolves, and stirs 30min, filtering, and filter residue drying content is 30~40% ursolic acid, and yield is 10~11%；
5）It is concentrated under reduced pressure：After filtrate is concentrated under reduced pressure under the conditions of 60 DEG C, 500 mesh filter clothes are crossed, filter residue dries to obtain rat-tail
Oxalic acid and carnosol, content are 40~45%, and yield is 10~11%.
Comparative example
In the Rosmarinus officinalis extract that the Rosmarinus officinalis extract obtained by the method for the invention obtains with ethanol extraction method
Active ingredient is to such as table 1.
The Contrast on effect of the method for the invention of table 1 and ethanol extraction method
| Active ingredient | This method Rosmarinus officinalis extract | Ethanol extraction method Rosmarinus officinalis extract |
| Total antioxidation composition（%） | 45% | 34% |
| Carnosic acid | 37% | 18% |
| Carnosol | 8% | 16% |
| Carnosic acid/carnosol ratio | 4.6 | 1.1 |
It can be seen from Table 1 that compared with existing ethanol extraction method, the method for the invention can greatly improve fan and change
The yield of fragrant extract, the ratio of lifting carnosic acid content and carnosol content, has obvious advantage.
Finally it should be noted that：Obviously, above-described embodiment is only intended to clearly illustrate example of the present invention, and simultaneously
The non-restriction to embodiment.For those of ordinary skill in the field, can also do on the basis of the above description
Go out other various forms of changes or variation.There is no necessity and possibility to exhaust all the enbodiments.And thus drawn
Among the obvious changes or variations of stretching is still in protection scope of the present invention.
Claims (1)
1. a kind of method of comprehensive extraction carnosic acid carnosol and ursolic acid, it is characterised in that：Methods described includes following
Step：
1) organic solvent extracts：X grams of rosemary cured leaf is taken, 40 mesh sieves are crossed after crushing, is put into reactor, according to rosemary:Have
Solvent=1:3~1:5 mass ratio adds organic solvent, is extracted under the conditions of 40~45 DEG C, extracts 1h every time, extract 2 altogether
It is secondary；
The organic solvent includes acetone, ethyl acetate and petroleum ether；
2) decolorization filtering：Proper amount of active carbon is added into extract solution, after stirring 30min, crosses 500 mesh filter clothes；
3) it is concentrated under reduced pressure：By filtrate decompression, it is concentrated to dryness it；
4) ethanol redissolves filtering：According to rosemary:Ethanol=1:3~1:5 mass ratio adds the ethanol that content is 70~80%
Redissolve, stir 30min, filtering, filter residue drying content is 30~40% ursolic acid, and yield is 10~11%；Depressurize dense
Contracting：After filtrate is concentrated under reduced pressure under the conditions of 60 DEG C, 500 mesh filter clothes are crossed, filter residue is dried to obtain carnosic acid and carnosol, contained
Measure as 40~45%, yield is 10~11%.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111440184A (en) * | 2018-01-30 | 2020-07-24 | 北京联合大学 | Method for preparing high-purity carnosol |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107513095B (en) * | 2017-09-18 | 2020-01-31 | 中南林业科技大学 | Preparation method of rosemary extracts |
| CN108671579B (en) * | 2018-04-23 | 2020-09-22 | 北京金脉长文化发展有限公司 | A subcritical method for preparing herba Rosmarini officinalis extract |
| CN109880693A (en) * | 2019-01-18 | 2019-06-14 | 范志祥 | A kind of anti-oxidant fermentation process of high omega-3 fatty acid content nutritional oil |
| CN110256239B (en) * | 2019-07-02 | 2022-03-25 | 晨光生物科技集团股份有限公司 | Low-chroma carnosic acid and preparation method thereof |
| CN110551168A (en) * | 2019-07-19 | 2019-12-10 | 湖南先伟实业有限公司 | method for separating and purifying ursolic acid from rosemary |
| CN110283226B (en) * | 2019-08-06 | 2021-07-06 | 桂林莱茵生物科技股份有限公司 | Method for extracting antioxidant component in rosemary |
| CN114702378B (en) * | 2022-05-10 | 2024-08-13 | 南京泛成生物科技有限公司 | Method for preparing rosemary extract by using aqueous two-phase extraction method |
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| WO2001010885A2 (en) * | 1999-08-10 | 2001-02-15 | Regents Of The University Of Minnesota | Birch bark processing and the isolation of natural products from birch bark |
| CN101040901A (en) * | 2007-04-12 | 2007-09-26 | 云南龙润药业有限公司 | Rosmarinus officinalis extract and its preparing process and application |
| CN102286059A (en) * | 2011-09-08 | 2011-12-21 | 南京泽朗医药科技有限公司 | Method for extracting ursolic acid, carnosic acid and rosmarinic acid from rosmarinus officinalis |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103467561B (en) * | 2013-09-30 | 2016-02-17 | 桂林茗兴生物科技有限公司 | A kind of method extracting ursolic acid in Rosmarinus officinalis |
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Patent Citations (3)
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| WO2001010885A2 (en) * | 1999-08-10 | 2001-02-15 | Regents Of The University Of Minnesota | Birch bark processing and the isolation of natural products from birch bark |
| CN101040901A (en) * | 2007-04-12 | 2007-09-26 | 云南龙润药业有限公司 | Rosmarinus officinalis extract and its preparing process and application |
| CN102286059A (en) * | 2011-09-08 | 2011-12-21 | 南京泽朗医药科技有限公司 | Method for extracting ursolic acid, carnosic acid and rosmarinic acid from rosmarinus officinalis |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111440184A (en) * | 2018-01-30 | 2020-07-24 | 北京联合大学 | Method for preparing high-purity carnosol |
| CN111440184B (en) * | 2018-01-30 | 2021-08-27 | 北京联合大学 | Method for preparing high-purity carnosol |
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