CN101085768A - Method for preparing soybean isoflavone aglycon - Google Patents
Method for preparing soybean isoflavone aglycon Download PDFInfo
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- CN101085768A CN101085768A CNA2007100291191A CN200710029119A CN101085768A CN 101085768 A CN101085768 A CN 101085768A CN A2007100291191 A CNA2007100291191 A CN A2007100291191A CN 200710029119 A CN200710029119 A CN 200710029119A CN 101085768 A CN101085768 A CN 101085768A
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Abstract
The invention discloses a method for preparing soybean isoflavone aglycone. It comprises following steps: water bath refluxing and extracting, decompressing and condensing, washing in weak polar large porous resin column, water and water- ethanol gradient, washing in polyamide column, water and water- ethanol gradient, refluxing and hydrolysis, defatting, extracting with hydrochloric acid- ethanol, purifying in silica gel column and getting soybean isoflavone aglycone. The invention is characterized by high- purity product, no pretreatment for raw material, reusable disslovant and column filling, saved cost and soybean saponin- containing side product.
Description
Technical field
The present invention relates to isoflavone genin, specifically, relate to a kind of preparation method of isoflavone genin.
Background technology
Isoflavones (isoflavones) is a kind of of phytoestrogen for containing the non-steroidal compound of aromatic nucleus.Scientist finds under study for action,, the effect of multiple disease such as that the soybean isoflavones that extracts from soybean has is anti-oxidant, preventing osteoporosis disease, Alzheimer syndrome, arteriosclerosis and mammary cancer, prostate cancer; Soybean saponin has reducing blood-fat, anti-oxidant, immunoregulatory function in the byproduct, except above nourishing function, also has emulsifying activity, foaminess and surfactivity etc., is widely used in food, medicine, makeup.
The content of isoflavone genin seldom in the natural product, the preparation method of existing isoflavone genin does not all adopt appropriate means that glycosides is changed into aglycon, and do not note the by-product of soybean saponin(e in the preparation process, the weighting material price comparison of using is expensive, and renewable reusable number of times is less.
Summary of the invention
The objective of the invention is to overcome the deficiency that prior art exists, provide a kind of and can prepare the high-purity soybean isoflavone aglycon, and contain soybean saponin in the by product, the preparation method of the isoflavone genin that used column packing can reuse.
To achieve these goals, the present invention adopts following technical scheme:
A kind of preparation method of isoflavone genin comprises the steps:
(1) extract: get dregs of beans, make solvent with the ethanol of 40-75%, the volume of solvent is 1～10 times of dregs of beans, extracts down at 50 ℃-70 ℃ behind the immersion 30-50min;
(2) go up macroporous resin column: extracting liquid filtering is removed residue, after the dilution, with low-pole macroporous resin column bed on 1ml/3s～1ml/10s speed; Earlier use the distilled water wash-out, use the ethanolic soln wash-out again;
(3) resolve: ethanol elution obtains soybean saponin and soybean isoflavones mixture, and polyamide column is gone up in dry back, uses the distilled water wash-out earlier, and this section contains a large amount of soybean saponins, uses 10-70% aqueous ethanolic solution wash-out again, and this section contains a large amount of soybean isoflavones;
(4) hydrolysis: after the drying, hydrolysis in containing the hydrochloric acid and the alcoholic acid aqueous solution, hydrolyzed solution is concentrated to does not have alcohol, after the degreasing, uses extracted with diethyl ether;
(5) reclaim ether, last silicagel column, wash-out, promptly.
In above-mentioned preparation method, preferred 1-3 time of the number of times of the described extraction of step (1).
In above-mentioned preparation method, preferred 1: 4～1: 7 of the weight ratio of described ethanol of step (4) and hydrochloric acid.
In above-mentioned preparation method, the described wash-out of step (5) is the mixed solution wash-out with chloroform and methyl alcohol, preferred 6: 1 of the volume ratio of chloroform and methyl alcohol.
In above-mentioned preparation method, the described ethanolic soln of step (2) is 50% aqueous ethanolic solution.
In above-mentioned preparation method, the preferred 60-120min of time of the described hydrolysis of step (4).
Compared with prior art, the present invention has following beneficial effect:
Preparation method of the present invention can prepare highly purified isoflavone genin, and not needing that raw material is carried out pre-treatment, solvent and column packing can recycle and reuse, and saves cost; Can also continue on market, to circulate through the dregs of beans after using, contain soybean saponin in the byproduct.
Embodiment
Embodiment 1
Getting 100 gram dregs of beans, is that 60% aqueous ethanolic solution extracts with concentration, and liquid material volume ratio is 5: 1, behind the immersion 30min, and 50 ℃, water-bath refluxing extraction 2 times, each 90min; Said extracted liquid after the filtration, concentrates, and adds distilled water diluting, and last low-pole macroporous resin dashes with distilled water earlier, dashes with 50% aqueous ethanolic solution again; 50% aqueous ethanolic solution wash-out partly is soybean saponin and soybean isoflavones mixture.After the drying, mix polymeric amide pillar on the sample, use the distilled water wash-out earlier, a large amount of saponin(es are contained in this one; Dash with 60% ethanol-water solution, a large amount of soybean isoflavones are contained in this one again.Oven dry, back hydrolysis 60min in ethanol-aqueous hydrochloric acid (weight ratio of ethanol and hydrochloric acid is 1: 5); Hydrolyzed solution is concentrated to does not have alcohol, and after the degreasing, extracted with diethyl ether reclaims ether, mixes silicagel column on the sample, chloroform-methanol (6: 1) wash-out, that is and, content is 50%.
Embodiment 2
Getting 100 gram dregs of beans, is that 70% aqueous ethanolic solution extracts with concentration, and liquid material volume ratio is 8: 1, behind the immersion 30min, and 50 ℃, water-bath refluxing extraction 2 times, each 90min; Said extracted liquid after the filtration, concentrates, and adds distilled water diluting, and last low-pole macroporous resin is used the distilled water wash-out earlier, uses 50% ethanol-water solution wash-out again; 50% aqueous ethanolic solution wash-out partly is soybean saponin and soybean isoflavones mixture.After the drying, mix polymeric amide pillar on the sample, the distilled water wash-out, a large amount of saponin(es are contained in this one; Dash with 70% ethanol-water solution then, a large amount of soybean isoflavones are contained in this one.Oven dry, back hydrolysis 60min in ethanol-aqueous hydrochloric acid (weight ratio of ethanol and hydrochloric acid is 1: 6); Hydrolyzed solution is concentrated to does not have alcohol, and after the degreasing, extracted with diethyl ether reclaims ether and mixes silicagel column on the sample, chloroform-methanol (6: 1) wash-out, that is and, content is 70.98%.
Claims (6)
1. the preparation method of an isoflavone genin, its feature comprises the steps:
(1) extract: get dregs of beans, make solvent with the ethanol of 40-75%, the volume of solvent is 1～10 times of dregs of beans, extracts down at 50 ℃-70 ℃ behind the immersion 30-50min;
(2) go up macroporous resin column: extracting liquid filtering is removed residue, after the dilution, with low-pole macroporous resin column bed on 1ml/3s～1ml/10s speed; Earlier use the distilled water wash-out, use the ethanolic soln wash-out again;
(3) resolve: ethanol elution obtains soybean saponin and soybean isoflavones mixture, and polyamide column is gone up in dry back, uses the distilled water wash-out earlier, and this section contains a large amount of soybean saponins, uses 10-70% aqueous ethanolic solution wash-out again, and this section contains a large amount of soybean isoflavones;
(4) hydrolysis: after the drying, hydrolysis in containing the hydrochloric acid and the alcoholic acid aqueous solution, hydrolyzed solution is concentrated to does not have alcohol, after the degreasing, uses extracted with diethyl ether;
(5) reclaim ether, last silicagel column, wash-out, promptly.
2. preparation method as claimed in claim 1 is characterized in that the number of times of the described extraction of step (1) is 1-3 time.
3. preparation method as claimed in claim 1, the weight ratio that it is characterized in that described ethanol of step (4) and hydrochloric acid is 1: 4～1: 7.
4. preparation method as claimed in claim 1 is characterized in that the described wash-out of step (5) is that the volume ratio of chloroform and methyl alcohol is 6: 1 with the mixed solution wash-out of chloroform and methyl alcohol.
5. preparation method as claimed in claim 1 is characterized in that the described ethanolic soln of step (2) is 50% aqueous ethanolic solution.
6. preparation method as claimed in claim 1 is characterized in that the time of the described hydrolysis of step (4) is 60-120min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200710029119A CN101085768B (en) | 2007-07-11 | 2007-07-11 | Method for preparing soybean isoflavone aglycon |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200710029119A CN101085768B (en) | 2007-07-11 | 2007-07-11 | Method for preparing soybean isoflavone aglycon |
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| Publication Number | Publication Date |
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| CN101085768A true CN101085768A (en) | 2007-12-12 |
| CN101085768B CN101085768B (en) | 2010-05-19 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN200710029119A Expired - Fee Related CN101085768B (en) | 2007-07-11 | 2007-07-11 | Method for preparing soybean isoflavone aglycon |
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101974577A (en) * | 2010-09-27 | 2011-02-16 | 徐州技源天然保健品有限公司 | Novel production process for extracting soy isoflavones aglycones |
| CN102002029A (en) * | 2010-11-06 | 2011-04-06 | 黑龙江八一农垦大学 | Method for separating and extracting isoflavone by simulated moving bed adsorption |
| CN102823687A (en) * | 2012-09-06 | 2012-12-19 | 北京绿源求证科技发展有限责任公司 | Health tea electuary for preventing blood fat abnormity |
| CN102994583A (en) * | 2012-12-10 | 2013-03-27 | 天津大学 | Production method of soybean isoflavone glycoside |
| CN103404660A (en) * | 2013-08-06 | 2013-11-27 | 北京绿源求证科技发展有限责任公司 | Dietary therapy health-care weight-losing tea electuary |
| CN103536645A (en) * | 2013-10-17 | 2014-01-29 | 广东省天宝生物制药有限公司 | Method for preparing soy isoflavone aglycones and application of soy isoflavone aglycones to livestock breeding |
| CN103751260A (en) * | 2014-01-10 | 2014-04-30 | 山东省高唐蓝山集团总公司 | Method for extracting soy isoflavone and soyasaponin from soy hilum |
| CN104844553A (en) * | 2015-03-30 | 2015-08-19 | 吉林化工学院 | Method for preparing soybean isoflavone aglycone by catalyzing soybean isoflavone glycoside to hydrolyze through lactic acid |
| CN106890198A (en) * | 2009-10-22 | 2017-06-27 | 株式会社益力多本社 | Agent for reducing risk of developing cancer |
| CN107522666A (en) * | 2017-06-20 | 2017-12-29 | 上海农乐生物制品股份有限公司 | A kind of extracting method of pulse family element in macroreticular resin recovery pulse family element waste liquid |
| CN111487349A (en) * | 2020-05-15 | 2020-08-04 | 易达斯生物科技(苏州)有限公司 | Chromatographic column for selective enrichment and purification of saponin and application method thereof |
-
2007
- 2007-07-11 CN CN200710029119A patent/CN101085768B/en not_active Expired - Fee Related
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106890198A (en) * | 2009-10-22 | 2017-06-27 | 株式会社益力多本社 | Agent for reducing risk of developing cancer |
| CN101974577A (en) * | 2010-09-27 | 2011-02-16 | 徐州技源天然保健品有限公司 | Novel production process for extracting soy isoflavones aglycones |
| CN102002029A (en) * | 2010-11-06 | 2011-04-06 | 黑龙江八一农垦大学 | Method for separating and extracting isoflavone by simulated moving bed adsorption |
| CN102002029B (en) * | 2010-11-06 | 2012-01-11 | 黑龙江八一农垦大学 | Method for separating and extracting isoflavone by simulated moving bed adsorption |
| CN102823687A (en) * | 2012-09-06 | 2012-12-19 | 北京绿源求证科技发展有限责任公司 | Health tea electuary for preventing blood fat abnormity |
| CN102994583A (en) * | 2012-12-10 | 2013-03-27 | 天津大学 | Production method of soybean isoflavone glycoside |
| CN103404660A (en) * | 2013-08-06 | 2013-11-27 | 北京绿源求证科技发展有限责任公司 | Dietary therapy health-care weight-losing tea electuary |
| CN103536645A (en) * | 2013-10-17 | 2014-01-29 | 广东省天宝生物制药有限公司 | Method for preparing soy isoflavone aglycones and application of soy isoflavone aglycones to livestock breeding |
| CN103536645B (en) * | 2013-10-17 | 2015-05-27 | 广东省天宝生物制药有限公司 | Method for preparing soy isoflavone aglycones and application of soy isoflavone aglycones to livestock breeding |
| CN103751260B (en) * | 2014-01-10 | 2016-08-31 | 山东省高唐蓝山集团总公司 | Soybean isoflavone and the method for soybean saponin is extracted from Semen sojae atricolor Qizhong |
| CN103751260A (en) * | 2014-01-10 | 2014-04-30 | 山东省高唐蓝山集团总公司 | Method for extracting soy isoflavone and soyasaponin from soy hilum |
| CN104844553A (en) * | 2015-03-30 | 2015-08-19 | 吉林化工学院 | Method for preparing soybean isoflavone aglycone by catalyzing soybean isoflavone glycoside to hydrolyze through lactic acid |
| CN107522666A (en) * | 2017-06-20 | 2017-12-29 | 上海农乐生物制品股份有限公司 | A kind of extracting method of pulse family element in macroreticular resin recovery pulse family element waste liquid |
| CN111487349A (en) * | 2020-05-15 | 2020-08-04 | 易达斯生物科技(苏州)有限公司 | Chromatographic column for selective enrichment and purification of saponin and application method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101085768B (en) | 2010-05-19 |
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Granted publication date: 20100519 Termination date: 20120711 |