CN109503334A - A kind of preparation process preparing 99% resveratrol of purity from polygonum cuspidate - Google Patents
A kind of preparation process preparing 99% resveratrol of purity from polygonum cuspidate Download PDFInfo
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- CN109503334A CN109503334A CN201811570311.6A CN201811570311A CN109503334A CN 109503334 A CN109503334 A CN 109503334A CN 201811570311 A CN201811570311 A CN 201811570311A CN 109503334 A CN109503334 A CN 109503334A
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- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/004—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by obtaining phenols from plant material or from animal material
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- C07—ORGANIC CHEMISTRY
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- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/685—Processes comprising at least two steps in series
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- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/82—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by solid-liquid treatment; by chemisorption
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- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/84—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by crystallisation
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- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/22—Preparation of oxygen-containing organic compounds containing a hydroxy group aromatic
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Abstract
The invention discloses a kind of from polygonum cuspidate prepares the preparation process of 99% resveratrol of purity, brewer yeast, carbohydrase, black mold are added in polygonum cuspidate powder after infiltration, in 28~50 DEG C of container, ferment at constant temperature 6~for 24 hours, so that the analog of resveratrol is converted to resveratrol；The material fermented is carried out you and stays compressed cryogenic seepage flow；Then by concentration and recovery ethyl alcohol, dissolution impurity elimination, alumina column chromatography, crystallization and recrystallization, the resveratrol that purity is 99% or more is obtained.The purity of resveratrol is increased to 99% or more by the present invention, product yield is increased to 1.2% or more from 0.5%-0.9%, and resveratrol product whiteness is reached 80 degree or more, improve product quality, really it is applied to industrial production, the production cycle can be shortened, improves production efficiency.
Description
Technical field
The invention belongs to biochemical fields, are the technique that resveratrol is extracted from polygonum cuspidate specifically.
Background technique
Resveratrol is the stronger polyphenol compound of activity, is a kind of important phytoalexin, to inhibit cancer cell,
Reduce blood lipid, prevention and cure of cardiovascular disease, it is anti-oxidant, delay senescence the effects of it is obvious, be called after taxol again
One new green anticancer drug.
Resveratrol is found for the first time in nineteen thirty-nine, is found for the first time the 1970s containing this substance in grape, later
It is found that also containing this ingredient in the plants such as polygonum cuspidate, peanut, mulberry fruit.Natural resveratrol is a kind of active skull cap components,
It can be divided in plant (such as Chinese medicine polygonum cuspidate) in the form of 2 kinds of free state (cis-, trans-) and glucosides reference state (cis-, trans-)
Cloth and biosynthesis, and all have antioxygenic effect.
Most of resveratrol manufacturing enterprise, the country uses polygonum cuspidate to extract for raw material at present, the process route used
It is: Rhizoma Polygoni Cuspidati life → object conversion → alcohol extracting concentration → activity carbon decoloring or extraction → dry column column chromatography (silica gel or aluminium oxide) →
Crystallization and recrystallization.The final products resveratrol yield of this process route generally only have 0.5-0.9%, color slightly cream colour or
Canescence, whiteness at 70 degree or so, sell as 98% resveratrol in the market in 97-98% by the purity of resveratrol.Its
Price and 99% has biggish gap, how to improve yield and product content, at the same product colour whiteness be increased to 80 degree with
On.It is that those skilled in the art and enterprise expect to solve the problems, such as.
Summary of the invention
It, will be white object of the present invention is to be intended to provide a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate
The purity of veratryl alcohol is increased to 99% or more, and product yield is increased to 1.2% or more from 0.5%-0.9%, and by white black false hellebore
Alcohol product whiteness reaches 80 degree or more, improves product quality, is really applied to industrial production, can shorten the production cycle, improves life
Produce efficiency.
To realize the above-mentioned technical purpose, The technical solution adopted by the invention is as follows:
A kind of preparation process preparing 99% resveratrol of purity from polygonum cuspidate, includes the following steps:
(1) enzymatic conversion: add water infiltration polygonum cuspidate powder；The polygonum cuspidate powder after infiltration is placed in temperature control 28~50 with specific enzyme
DEG C container in, ferment at constant temperature 6~for 24 hours makes the analog of resveratrol be converted to resveratrol, and specific enzyme is brewer yeast+sugar
Change enzyme+black mold；
(2) adverse current compressed cryogenic leaks: the giant knotweed materials fermented are uniformly packed into leakage column, diameter height ratio 1:4-5, Zong Gongjia
Enter 3~5 times of polygonum cuspidate weight of ethyl acetate and petroleum ether mix reagent, slowly by polygonum cuspidate layer, obtains effusion；
(3) concentration and recycling ethyl alcohol；By polygonum cuspidate effusion concentration and recovery reagent to no reagent, medicinal extract is obtained；
(4) impurity elimination is dissolved；Medicinal extract is dissolved using 60-80% alcohol at normal temperature, filtering obtains filtrate；
(5) it chromatographs: by filtrate into alumina chromatographic column, after whole liquid into after complete alumina column, then with 80-95% second
Alcohol elution, until when detecting no resveratrol；
(6) crystallization and recrystallization；
(7) crystallization low-temperature vacuum drying is obtained into finished product, resveratrol >=99%.
Preferably, brewer yeast, carbohydrase, black mold proportion be 2:2:1.
Preferably, the weight proportion of ethyl acetate and petroleum ether is 6-4:1.
Preferably as a kind of one kind for the preparation process for preparing 99% resveratrol of purity from polygonum cuspidate of the present invention, in step
(1) polygoni cuspidati,radix powder is dried before, and be crushed to 90% or more to pass through 20 meshes.
Preferably as a kind of another kind for the preparation process for preparing 99% resveratrol of purity from polygonum cuspidate of the present invention, described
The feed ratio of specific enzyme and the polygonum cuspidate powder is 1:99-101.
Another as a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate of the present invention is preferred, described
The feed ratio of polygonum cuspidate powder and the water is 10:2-3.
Another preferred, step as a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate of the present invention
(1) fermentation temperature in is 45 °, ferment at constant temperature 15 hours.
Another as a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate of the present invention is preferred, in step
Suddenly in (5), by filtrate into alumina chromatographic column, when own liquid outflow, starts Fractional Collections, from flow out it is red to black liquor when
Replace alumina column；After whole liquid into after complete alumina column, then with 80-95% ethanol elution is used, until detecting no white Chenopodiaceae
Until when reed alcohol.
The utility model has the advantages that (1) improves the yield of 98% resveratrol of finished product, yield is increased to from 0.5~0.9%
1.2% or more, compared to improving 0.3~0.7%, i.e., same raw material per ton can obtain 99% 3~7kg of resveratrol more, create new
4800~10200 yuan of value.(2) color for improving 99% resveratrol product eliminates the ecru of common variety institute band
To canescence, final products whiteness is made to reach 80% or more high-quality white veratryl alcohol.(3) reduce and extract this step, simplify
Production operation and production link, shortening the production cycle 23% improves labor safety so that mass production is easy to control and realizes
With protection.
Specific embodiment
In order to make those skilled in the art that the present invention may be better understood, below with reference to embodiment to the technology of the present invention
Scheme further illustrates.
Embodiment 1
(1) dry polygoni cuspidati,radix 500kg is taken, is crushed to through 20 mesh >=90%；
(2) enzymatic conversion: adding water 150kg to infiltrate polygonum cuspidate powder, and 2kg brewer yeast, 2kg carbohydrase, 1kg black mold to infiltration is added
It in polygonum cuspidate powder afterwards, stirs evenly, is placed in temperature control in 45 DEG C of container, ferment at constant temperature 15 hours, makes resveratrol
Analog is converted to resveratrol；
(3) adverse current compressed cryogenic leaks: the giant knotweed materials fermented are uniformly packed into leakage column, and diameter height ratio 1:4 is added in total
The ethyl acetate and petroleum ether mix reagent that 4 times of polygonum cuspidate weight obtain effusion slowly by polygonum cuspidate layer；Wherein ethyl acetate and
The proportion of petroleum ether is 6:1；
(4) concentration and recycling ethyl alcohol；By polygonum cuspidate effusion concentration and recovery reagent to no reagent, medicinal extract is obtained；
(5) impurity elimination is dissolved；Medicinal extract is dissolved using 70% alcohol at normal temperature, is stirred 30 minutes, filtering obtains filtrate；
(6) chromatograph: by filtrate into alumina chromatographic column, own liquid starts Fractional Collections when flowing out, red to black from flowing out
Alumina column is replaced when color liquid；After whole liquid into after complete alumina column, then with 85% ethanol elution, until detection does not have
Until when resveratrol；
(7) crystallization and recrystallization: crystallize when the eluent on alumina column is concentrated into determining alcohol to 45% with again
Crystallization, 20 degree stand 10 hours, then filter, and recrystallize；
(8) crystallization low-temperature vacuum drying is obtained into product 6.15kg, is 99.3% through detection Resveratrol content, whiteness 82
Degree.
Embodiment 2
(1) dry polygoni cuspidati,radix 500kg is taken, is crushed to through 20 mesh >=90%；
(2) enzymatic conversion: adding water 145kg to infiltrate polygonum cuspidate powder, and 2kg brewer yeast, 2kg carbohydrase, 1kg black mold to infiltration is added
It in polygonum cuspidate powder afterwards, stirs evenly, is placed in temperature control in 42 DEG C of container, ferment at constant temperature 17 hours, makes resveratrol
Analog is converted to resveratrol；
(3) adverse current compressed cryogenic leaks: the giant knotweed materials fermented are uniformly packed into leakage column, and diameter height ratio 1:5 is added in total
The ethyl acetate and petroleum ether mix reagent that 5 times of polygonum cuspidate weight obtain effusion slowly by polygonum cuspidate layer；Wherein ethyl acetate and
The proportion of petroleum ether is 4:1；
(4) concentration and recycling ethyl alcohol；By polygonum cuspidate effusion concentration and recovery reagent to no reagent, medicinal extract is obtained；
(5) impurity elimination is dissolved；Medicinal extract is dissolved using 70% alcohol at normal temperature, is stirred 30 minutes, filtering obtains filtrate；
(6) chromatograph: by filtrate into alumina chromatographic column, own liquid starts Fractional Collections when flowing out, red to black from flowing out
Alumina column is replaced when color liquid；After whole liquid into after complete alumina column, then with 85% ethanol elution, until detection does not have
Until when resveratrol；
(7) crystallization and recrystallization: crystallize when the eluent on alumina column is concentrated into determining alcohol to 38% with again
Crystallization, 20 degree stand 15 hours, then filter, and recrystallize；
(8) crystallization low-temperature vacuum drying is obtained into product 6.15kg, is 99.3% through detection Resveratrol content, whiteness 82
Degree.
Above to it is provided by the invention it is a kind of from polygonum cuspidate prepare 99% resveratrol of purity preparation process carried out in detail
It is thin to introduce.The explanation of specific embodiment is merely used to help understand method and its core concept of the invention.It should be pointed out that for
For those skilled in the art, without departing from the principle of the present invention, if can also be carried out to the present invention
Dry improvement and modification, these improvements and modifications also fall within the scope of protection of the claims of the present invention.
Claims (5)
1. a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate, which comprises the steps of:
(1) enzymatic conversion: add water infiltration polygonum cuspidate powder；The polygonum cuspidate powder after infiltration is placed in temperature control at 28~50 DEG C with specific enzyme
In container, ferment at constant temperature 6~for 24 hours makes the analog of resveratrol be converted to resveratrol, specific enzyme be brewer yeast, carbohydrase,
Black mold；
(2) adverse current compressed cryogenic leaks: the giant knotweed materials fermented are uniformly packed into leakage column, and tiger is added in diameter height ratio 1:4-5 in total
The ethyl acetate and petroleum ether mix reagent that 3~5 times of cane weight obtain effusion slowly by polygonum cuspidate layer；
(3) concentration and recycling ethyl alcohol；By polygonum cuspidate effusion concentration and recovery reagent to no reagent, medicinal extract is obtained；
(4) impurity elimination is dissolved；Medicinal extract is dissolved using 60-80% alcohol at normal temperature, filtering obtains filtrate；
(5) it chromatographs: by filtrate into alumina chromatographic column, after whole liquid into after complete alumina column, then being washed with 80-95% ethyl alcohol
It is de-, until when detecting no resveratrol；
(6) crystallization and recrystallization；
(7) crystallization low-temperature vacuum drying is obtained into finished product, resveratrol >=99%.
2. a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate according to claim 1, feature exist
In polygoni cuspidati,radix powder being dried before the step (1), and be crushed to 90% or more to pass through 20 meshes.
3. a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate according to claim 1, feature exist
In the feed ratio of the specific enzyme and the polygonum cuspidate powder is 1:99-101.
4. a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate according to claim 1, feature exist
In the feed ratio of the polygonum cuspidate powder and the water is 10:2-3.
5. a kind of preparation process for preparing 99% resveratrol of purity from polygonum cuspidate according to claim 1, feature exist
In in step (5), by filtrate into alumina chromatographic column, own liquid starts Fractional Collections when flowing out, red to black from flowing out
Alumina column is replaced when liquid；After whole liquid into after complete alumina column, then with 80-95% ethanol elution is used, until detection does not have
Until when having a resveratrol.
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| CN201811570311.6A CN109503334B (en) | 2018-12-21 | 2018-12-21 | Preparation process for preparing resveratrol with purity of 99% from polygonum cuspidatum |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110066834A (en) * | 2019-04-12 | 2019-07-30 | 长沙市惠瑞生物科技有限公司 | A kind of extracting method of resveratrol |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102242159A (en) * | 2011-05-16 | 2011-11-16 | 张家界湘汇生物有限责任公司 | Method for improving resveratrol content in giant knotweed by two-step microbial conversion |
| CN102250969A (en) * | 2011-05-16 | 2011-11-23 | 张家界湘汇生物有限责任公司 | Process for preparing high-purity resveratrol from giant knotweed |
| CN104388478A (en) * | 2014-11-24 | 2015-03-04 | 苏州嘉禧萝生物科技有限公司 | Method for improving yield of resveratrol through fermentation of aspergillus niger |
| CN107497134A (en) * | 2017-07-24 | 2017-12-22 | 张家界湘汇生物有限责任公司 | The new method for extracting of effective ingredients in plant |
-
2018
- 2018-12-21 CN CN201811570311.6A patent/CN109503334B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102242159A (en) * | 2011-05-16 | 2011-11-16 | 张家界湘汇生物有限责任公司 | Method for improving resveratrol content in giant knotweed by two-step microbial conversion |
| CN102250969A (en) * | 2011-05-16 | 2011-11-23 | 张家界湘汇生物有限责任公司 | Process for preparing high-purity resveratrol from giant knotweed |
| CN104388478A (en) * | 2014-11-24 | 2015-03-04 | 苏州嘉禧萝生物科技有限公司 | Method for improving yield of resveratrol through fermentation of aspergillus niger |
| CN107497134A (en) * | 2017-07-24 | 2017-12-22 | 张家界湘汇生物有限责任公司 | The new method for extracting of effective ingredients in plant |
Non-Patent Citations (1)
| Title |
|---|
| SHUANG JIN 等: "Biotransformation of polydatin to resveratrol in Polygonum cuspidatum roots by highly immobilized edible Aspergillus niger and Yeast", 《BIORESOURCE TECHNOLOGY》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110066834A (en) * | 2019-04-12 | 2019-07-30 | 长沙市惠瑞生物科技有限公司 | A kind of extracting method of resveratrol |
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