CN102532083A - Preparation process for formononetin with high purity - Google Patents
Preparation process for formononetin with high purity Download PDFInfo
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- CN102532083A CN102532083A CN2010106038926A CN201010603892A CN102532083A CN 102532083 A CN102532083 A CN 102532083A CN 2010106038926 A CN2010106038926 A CN 2010106038926A CN 201010603892 A CN201010603892 A CN 201010603892A CN 102532083 A CN102532083 A CN 102532083A
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- formononetin
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- high purity
- macroporous resin
- crystallization
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Abstract
The invention relates to a preparation process for formononetin with high purity. The method is characterized in comprising the steps of using ethanol water solution as a solvent, carrying out ultrasonic-assisted extraction under the assist of microwaves, concentrating extraction liquid until alcohol smell disappears, adding ethyl acetate for extraction, carrying out desolvation on extraction liquid to obtain extract, dissolving the extract with 5% NaCO3 solution, filtering, precipitating with acid to obtain precipitate, dissolving the precipitate with methanol, purifying with macroporous resin, and then eluting with water and ethanol solution with different concentrations, concentrating eluent and crystallizing, filtering, recrystallizing with ethanol, and then drying crystal to obtain the product. A compound extracted by the method opens a new way for developing and applying new generation of antineoplastic agents with natural resources.
Description
Technical field:
The invention belongs to the extracted form natural plant field, relate to a kind of preparation technology of high purity Formononetin.
Background technology:
Red clover is inflorescence and the wounded in the battle branches and leaves of leguminous plants red clover, has antispastic, cough-relieving, the effect of Zhichuan.Herb contains isoflavones components such as Formononetin, genistein, daizeol, Trifolirhizin, pratensein.
Formononetin, 7-hydroxyl-4 '-methoxyl group NOVASOY 400, neochanin are soluble in methyl alcohol, ETHYLE ACETATE, ether, dilute alkaline soln, are insoluble in water.Antitumous effect is arranged, can prevent and treat mammary cancer, prostate cancer and colorectal carcinoma.Estrogen effect is arranged, can increase the weight of animal uterus such as mouse, in addition, the male albinism rat hyperlipidemia that TritonWR-1339 is caused has reducing blood lipid, regulating blood fat metabolism and improve atherosclerotic lesion.Clinical in diuretic(s).
At present, about the preparation technology of Formononetin seldom, be mostly traditional pure extracting method, and products obtained therefrom purity ground.Like Chinese patent (application number 200410013189.4) " a kind of preparation technology who prepares the red clover NOVASOY 400 from red clover "; This invention adopts the low-carbon alcohol thermal backflow to extract; Make hydrolysis treatment with acid again; Concentrate to increase temperature the activated silica gel powder or increase temperature the activatory activated alumina and adsorb, the filtering and concentrating elutriant is drying to obtain the red clover total isoflavones prepared product.This method column chromatography adsorptive capacity is little, and resolution factor is low, and separation obtains each monomer NOVASOY 400.
Chinese patent (application number 200610031716.3) " preparation method of Herba Trifolii Pratentis extract "; What adopt is the over-ground part of the red clover under the fresh state, through alcohol extracting, concentrate, leave standstill, promptly gets Herba Trifolii Pratentis extract after the deposition drying that obtains; This method technology is simple; Yield is low, and product purity is low, and specificity is poor.
Chinese patent (application number 200710061218.8) " a kind of Herba Trifolii Pratentis extract and preparation method thereof ", this patent discloses a kind of Herba Trifolii Pratentis extract and preparation method thereof, gets red clover; Use the aqueous ethanol refluxing extraction, filtrating concentrate medicinal extract, the medicinal extract depositing in water; Place, the centrifugal throw out that gets adds aqueous ethanol gradient alcohol precipitation respectively successively in throw out; Centrifugal, get corresponding alcohol concn supernatant, concentrate drying promptly gets extract powder.This method is the preparation of total isoflavone, can not obtain monomer product.
Summary of the invention:
To the deficiency of prior art, the problem that the present invention will solve provides a kind of preparation technology of high purity Formononetin.
A kind of preparation technology of high purity Formononetin, its technology may further comprise the steps:
(1) extract: the red clover medicinal herbs are pulverized, with the solvent that 3-8 doubly measures, microwave-assisted supersound extraction 1-2 time, each 1-2h filters and obtains extracting solution;
(2) extraction; Said extracted liquid concentrates does not have the alcohol flavor, adds the water suspendible, uses ethyl acetate extraction, obtains medicinal extract behind the extraction liquid precipitation, uses 5%NaCO
3The solution dissolving, the filtering insolubles, filtrating adds Acid precipitation, filters to obtain deposition;
(3) macroporous resin purification: above-mentioned deposition is used an amount of dissolve with methanol, through macroporous resin purification, water and different concentration ethanol eluant solution, collects elutriant;
(4) recrystallization: above-mentioned elutriant concentrates, and places crystallization, leaches crystallization and dissolves with alcohol reflux, puts cold crystallization, leaches crystallizing and drying and promptly gets Formononetin.
The solvent that uses in the said step (1) is the ethanolic soln of 80-90%, and microwave power is 25-30W, and ultrasonic frequency is 25KHz.
Acid is the hydrochloric acid of 1mol/L or the sulfuric acid of 0.5mol/L in the said step (2).
A kind of in the said step (3) among the optional D-101 of macroporous resin, AB-8, S-8, the HPD-100, ethanolic soln concentration is 10-80%.
In sum, the present invention puies forward the technology with Formononetin from red clover, has following advantage:
(1) microwave-assisted supersound extraction, the cycle is short, and extraction yield is high.
(2) 5%NaCO
3Add Acid precipitation after the solution dissolving, remove more impurity, purification effect is good.
(3) macroporous resin good separating effect can be recycled, and helps practicing thrift cost, but suitability for industrialized production.
To combine embodiment to further specify the present invention below, but the scope that the present invention requires to protect is not limited to following embodiment.
Embodiment:
Embodiment 1:
The red clover medicinal herbs are pulverized, get 1kg, with 80% the ethanolic soln of 3L, microwave-assisted supersound extraction 2 times; Each 1h, microwave power is 30W, ultrasonic frequency is 25KHz, filters; United extraction liquid, concentrating does not have the alcohol flavor, adds the water suspendible; Use ethyl acetate extraction, obtain medicinal extract behind the extraction liquid precipitation, use 5%NaCO
3The solution dissolving, the filtering insolubles, filtrating adds the hydrochloric acid of 1mol/L to no longer producing deposition, filters; Deposition is used an amount of dissolve with methanol, adds an amount of macroporous resin, stirs, and is loaded on 1LHPD-100 macroporous resin top; Use 5L water, 4L10%, 4L30%, 4L55%, 3L70% ethanolic soln wash-out successively, collect elutriant, concentrate, place crystallization; Leach crystallization and dissolve with alcohol reflux, put cold crystallization, leach crystallizing and drying and promptly get Formononetin 3.2g, content is 98.2%.
Embodiment 2:
The red clover medicinal herbs are pulverized, get 1kg, with 85% ethanolic soln of 8 times of amounts, microwave-assisted supersound extraction 1 time; Each 1.5h, microwave power is 30W, ultrasonic frequency is 25KHz, filters; United extraction liquid, concentrating does not have the alcohol flavor, adds the water suspendible; Use ethyl acetate extraction, obtain medicinal extract behind the extraction liquid precipitation, use 5%NaCO
3The solution dissolving, the filtering insolubles, filtrating adds the sulfuric acid of 0.5mol/L to no longer producing deposition, filters; Deposition is used an amount of dissolve with methanol, adds an amount of macroporous resin, stirs, and is loaded on 1LS-8 macroporous resin top; Use 5L water, 4L20%, 4L45%, 4L60%, 4L75% ethanolic soln wash-out successively, collect elutriant, concentrate, place crystallization; Leach crystallization and dissolve with alcohol reflux, put cold crystallization, leach crystallizing and drying and promptly get Formononetin 3.6g, content is 98.4%.
Embodiment 3:
The red clover medicinal herbs are pulverized, get 1kg, with 90% ethanolic soln of 5 times of amounts, microwave-assisted supersound extraction 1 time; Each 2h, microwave power is 30W, ultrasonic frequency is 25KHz, filters; United extraction liquid, concentrating does not have the alcohol flavor, adds the water suspendible; Use ethyl acetate extraction, obtain medicinal extract behind the extraction liquid precipitation, use 5%NaCO
3The solution dissolving, the filtering insolubles, filtrating adds the hydrochloric acid of 1mol/L to no longer producing deposition, filters; Deposition is used an amount of dissolve with methanol, adds an amount of macroporous resin, stirs, and is loaded on 1LS-8 macroporous resin top; Use 5L water, 5L10,5L40%, 3L65%, 3L80% ethanolic soln wash-out successively, collect elutriant, concentrate, place crystallization; Leach crystallization and dissolve with alcohol reflux, put cold crystallization, leach crystallizing and drying and promptly get Formononetin 4.2g, content is 97.8%.
Embodiment 4:
The red clover medicinal herbs are pulverized, get 1kg, with 90% ethanolic soln of 6 times of amounts, microwave-assisted supersound extraction 2 times; Each 1h, microwave power is 30W, ultrasonic frequency is 25KHz, filters; United extraction liquid, concentrating does not have the alcohol flavor, adds the water suspendible; Use ethyl acetate extraction, obtain medicinal extract behind the extraction liquid precipitation, use 5%NaCO
3The solution dissolving, the filtering insolubles, filtrating adds the sulfuric acid of 0.5mol/L to no longer producing deposition, filters; Deposition is used an amount of dissolve with methanol, adds an amount of macroporous resin, stirs, and is loaded on 1LAB-8 macroporous resin top; Use 5L water, 4L25,4L45%, 4L60%, 3L75% ethanolic soln wash-out successively, collect elutriant, concentrate, place crystallization; Leach crystallization and dissolve with alcohol reflux, put cold crystallization, leach crystallizing and drying and promptly get Formononetin 4.0g, content is 98.1%.
Embodiment 5:
The red clover medicinal herbs are pulverized, get 1kg, with 90% ethanolic soln of 8 times of amounts, microwave-assisted supersound extraction 2 times; Each 2h, microwave power is 25W, ultrasonic frequency is 25KHz, filters; United extraction liquid, concentrating does not have the alcohol flavor, adds the water suspendible; Use ethyl acetate extraction, obtain medicinal extract behind the extraction liquid precipitation, use 5%NaCO
3The solution dissolving, the filtering insolubles, filtrating adds the hydrochloric acid of 1mol/L to no longer producing deposition, filters; Deposition is used an amount of dissolve with methanol, adds an amount of macroporous resin, stirs, and is loaded on 1LD-101 macroporous resin top; Use 4L water, 4L15,4L40%, 3L65%, 3L80% ethanolic soln wash-out successively, collect elutriant, concentrate, place crystallization; Leach crystallization and dissolve with alcohol reflux, put cold crystallization, leach crystallizing and drying and promptly get Formononetin 3.9g, content is 98.0%.
Claims (4)
1. the preparation technology of a high purity Formononetin, its technology may further comprise the steps:
(1) extract: the red clover medicinal herbs are pulverized, with the solvent that 3-8 doubly measures, microwave-assisted supersound extraction 1-2 time, each 1-2h filters and obtains extracting solution;
(2) extraction: said extracted liquid concentrates does not have the alcohol flavor, adds the water suspendible, uses ethyl acetate extraction, obtains medicinal extract behind the extraction liquid precipitation, uses 5%NaCO
3The solution dissolving, the filtering insolubles, filtrating adds Acid precipitation, filters to obtain deposition;
(3) macroporous resin purification: above-mentioned deposition is used an amount of dissolve with methanol, through macroporous resin purification, water and different concentration ethanol eluant solution, collects elutriant;
(4) recrystallization: above-mentioned elutriant concentrates, and places crystallization, leaches crystallization and dissolves with alcohol reflux, puts cold crystallization, leaches crystallizing and drying and promptly gets Formononetin.
2. the preparation technology of a kind of high purity Formononetin according to claim 1 is characterized in that the ethanolic soln of the middle solvent that uses of said step (1) as 80-90%, and microwave power is 25-30W, and ultrasonic frequency is 25KHz.
3. the preparation technology of a kind of high purity Formononetin according to claim 1 is characterized in that acid is the sulfuric acid of the hydrochloric acid of 1mol/L or 0.5mol/L in the said step (2).
4. the preparation technology of a kind of high purity Formononetin according to claim 1 is characterized in that a kind of among the optional D-101 of macroporous resin in the said step (3), AB-8, S-8, the HPD-100, and ethanolic soln concentration is 10-80%.
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| CN2010106038926A CN102532083A (en) | 2010-12-24 | 2010-12-24 | Preparation process for formononetin with high purity |
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| CN2010106038926A CN102532083A (en) | 2010-12-24 | 2010-12-24 | Preparation process for formononetin with high purity |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106924291A (en) * | 2017-03-28 | 2017-07-07 | 王全理 | For mineral drug or the processing method of shell Chinese medicine |
| CN110183541A (en) * | 2019-04-23 | 2019-08-30 | 湖南华诚生物资源股份有限公司 | The preparation method of red clover polysaccharide and total isoflavone |
-
2010
- 2010-12-24 CN CN2010106038926A patent/CN102532083A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106924291A (en) * | 2017-03-28 | 2017-07-07 | 王全理 | For mineral drug or the processing method of shell Chinese medicine |
| CN110183541A (en) * | 2019-04-23 | 2019-08-30 | 湖南华诚生物资源股份有限公司 | The preparation method of red clover polysaccharide and total isoflavone |
| CN110183541B (en) * | 2019-04-23 | 2021-07-20 | 湖南华诚生物资源股份有限公司 | Preparation method of red clover polysaccharide and total isoflavone |
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Application publication date: 20120704 |