CN103536645B - Method for preparing soy isoflavone aglycones and application of soy isoflavone aglycones to livestock breeding - Google Patents
Method for preparing soy isoflavone aglycones and application of soy isoflavone aglycones to livestock breeding Download PDFInfo
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Abstract
The invention discloses a method for preparing soy isoflavone aglycones and the application of the soy isoflavone aglycones to livestock breeding. The preparation method comprises the following steps of extracting defatted soy raw materials for many times under the assistance of ultrasonic waves by using an aqueous solution of ethanol and water, and mixing and centrifuging extract; adsorbing centrifugate by using a macroporous resin, extracting centrifuging precipitates, eluting the macroporous resin by using extract liquor, and collecting eluent; adding acids into the eluent, and performing refluxing extraction; concentrating the eluent, adding water, standing a mixed solution, and centrifugally collecting precipitates; dissolving the centrifugally collected precipitates, and performing crystallization and recrystallization; drying crystals to obtain the soy isoflavone aglycones. According to the method, soy isoflavones in two forms are separately extracted, pass through the macroporous resin in a centralized way, and are treated by the acids, so that the interference of components such as phospholipids and proteins is avoided, and the obtained soy isoflavone aglycones are high in extraction rate and purity and easy to industrially produce; when the products are used for livestock breeding, the growth of animals is promoted, the immunity can be improved, the egg yield and the milk yield can be improved, and the quality and the flavor of meat can be improved.
Description
Technical field
The invention belongs to agriculture field, be specifically related to a kind of preparation method of isoflavone genin and the application on livestock and poultry cultivation thereof.
Background technology
Soybean isoflavones is the activeconstituents in soybean, has similar estrogenic effect.Can anti-oxidant, antitumor, prevention cardiovascular and cerebrovascular diseases, the anti-ageing effect of waiting for a long time.It is developed, there is larger marketable value.
The extracting method of soybean isoflavones is more, and the product isoflavone content adopting direct alcohol extracting method to obtain is low, only has 1 ~ 5%.Through technological improvement, adopt chromatography, macroporous resin adsorption and membrane separating method, to a certain degree can improve isoflavone content, as Chinese patent CN1284503 discloses a kind of countercurrent extraction soybean meal, and the method that chromatography is refining; CN1349987 discloses a kind of macroporous resin separation method; CN1422856 discloses a kind of membrane separating method.But are below all the separation for water miscible soybean isoflavone glycoside from soybean isoflavones, chromatography is not suitable for suitability for industrialized production, the product purity that additive method obtains is not high yet.
The existence form of soybean isoflavones in soybean has two kinds, is water-soluble glucosides and water-insoluble aglycon respectively.Adopt single extraction method to obtain wherein a kind of, thus extraction yield is reduced.Many employing acid and alkali hydrolysis or enzymic hydrolysis at present changes water-soluble sugar glycoside compound into water-insoluble aglycon, then carries out extracting (Chinese patent CN1884568, CN1733926, CN101200744), can obtain single isoflavone genin product.And acid and alkali hydrolysis method used is wayward, flavones is easily caused to destroy; Enzymic hydrolysis rule poor stability, yield is low, production cost is high.
Soybean isoflavones product is mainly used in protective foods, the rare report of the application on livestock and poultry cultivation.
Summary of the invention
In order to overcome the shortcoming of prior art with not enough, primary and foremost purpose of the present invention is the preparation method providing a kind of isoflavone genin.The method can purification of soybean isoflavones aglycon effectively, is convenient to suitability for industrialized production again.
Another object of the present invention is to provide the isoflavone genin obtained by above-mentioned preparation method.
Another object of the present invention is to provide the described application of isoflavone genin on livestock and poultry cultivation.
Object of the present invention is achieved through the following technical solutions: a kind of preparation method of isoflavone genin, comprises the steps:
(1) defatted soybean material is first used volume fraction 80 ~ 90% aqueous ethanolic solution refluxing extraction under ultrasonic wave added, filter, obtain filter residue and ethanol-water extraction liquid; Filter residue is extracted with water under ultrasonic wave added again, filters, obtain aqueous extract; Ethanol-water extraction liquid merges with aqueous extract after reclaiming ethanol, and high speed centrifugation is separated, and obtains centrifugate and centrifugation;
(2) centrifugate is through macroporous resin adsorption; Centrifugation solvent extraction, filters, and with extraction liquid wash-out macroporous resin, collects elutriant;
(3) in elutriant, acid is added, refluxing extraction;
(4) elutriant after refluxing extraction in step (3) is concentrated, add water and stir, leave standstill, centrifugal collecting precipitation;
(5) precipitation of collecting in step (4) is dissolved, crystallization and recrystallization;
(6) by crystallisate vacuum-drying, isoflavone genin is obtained.
Defatted soybean material described in step (1) is preferably defatted soybean meal or de-fatted soy germ;
Aqueous ethanolic solution described in step (1) and the add-on of water and the liquid-solid ratio of defatted soybean material are all preferably (5 ~ 10) mL:1g; Extraction conditions is all preferably and extracts 0.5 ~ 3 hour at 60 ~ 80 DEG C;
Step (1) and the centrifugal condition described in step (4) are preferably 8000 ~ 20000 revs/min, centrifugal 2 ~ 10 minutes;
Macroporous resin described in step (2) is low-pole or non-polar macroporous resin; Be preferably D101, HPD100, X-5 or AB-8 etc., but be not limited thereto;
Solvent described in step (2) is preferably the aqueous acetone solution etc. of the methanol aqueous solution of volume fraction 80 ~ 95%, the aqueous ethanolic solution of volume fraction 80 ~ 95% or volume fraction 80 ~ 95%; Its consumption is preferably 3 ~ 5 times of macroporous resin quality;
Acid described in step (3) is preferably hydrochloric acid, sulfuric acid or acetic acid; Be more preferably hydrochloric acid;
The amount adding acid described in step (3) is preferably 2 ~ 5% of elutriant quality; The condition optimization of refluxing extraction is extract 2 ~ 5 hours at 60 ~ 80 DEG C;
The amount added water described in step (4) is preferably 0.2 ~ 1 times that elutriant concentrates front quality;
Dissolving described in step (5) is preferably dissolved with methyl alcohol or ethanol etc.;
Crystallization described in step (5) and recrystallization preferably carry out crystallization and recrystallization with ethyl acetate, acetone or ether etc.
A kind of isoflavone genin, prepared by aforesaid method, its purity can reach 85 ~ 98% by percentage to the quality, is preferably 89 ~ 98%.
The isoflavone genin prepared by aforesaid method be can be used for preparation and promotes growth of animal, improves animal immunizing power, and raising is laid eggs, milk yield, improves pharmaceutical preparation and the fodder additives of meat flavor.
Described pharmaceutical preparation is any one in the formulation such as oral preparations (pulvis or liquid) or injection formulations;
Described pharmaceutical preparation is folk prescription containing isoflavone genin or compound preparation.
Isoflavone genin is basic structural unit in soybean isoflavones molecular structure, is that soybean isoflavone glycoside from soybean isoflavones is through hydrolysis, the product being separated formation after preparing.Isoflavone genin and soybean isoflavone glycoside from soybean isoflavones have larger different in activity.Isoflavone genin, compared with soybean isoflavone glycoside from soybean isoflavones stable in properties, by force fat-soluble, is more conducive to body and absorbs and utilize.
The present invention has following advantage and effect relative to prior art:
(1) the present invention adopts same raw material first to extract through volume fraction 80 ~ 90% aqueous ethanolic solution the isoflavone genin that in degreasing raw material, most of shipwreck is molten, most of water-soluble soybean isoflavone glycosides in water extraction filter residue again, the soybean isoflavones of two kinds of forms in raw material all can be suggested, adopt ultrasound assisted extraction, improve extraction yield.
(2) the present invention adopts high speed centrifugation can except the insoluble impurity that anhydrates.Owing to containing part isoflavone genin in precipitation, therefore adopt solvent extraction.And with this solvent elution macroporous resin, save solvent load.
(3) extracting solution is after macroporous resin treatment, then carries out acidolysis process, avoids the interference of the composition such as phosphatide, albumen, and the isoflavone genin purity obtained is high.Containing sour organic solvent process, the isoflavone genin structural damage that direct strong acid treatment causes can be avoided, maintain its structural integrity.
(4) preparation technology of the present invention is simple, and reaction conditions is gentle, is convenient to suitability for industrialized production.
Embodiment
Below in conjunction with embodiment, the present invention is described in further detail, but embodiments of the present invention are not limited thereto.
Embodiment 1
(1) get the commercially available defatted soybean meal of 10kg, add the aqueous ethanolic solution of the volume fraction 80% of 50L, 70 DEG C of backflows, and ultrasound assisted extraction 3 hours, filter, filtrate recycling ethanol is to 10L; Filter residue uses 50L water again, 60 DEG C and ultrasound assisted extraction 1 hour, and filter, filtrate merges, 8000 revs/min of centrifugations 10 minutes;
(2) centrifugate crosses 1kg macroporous resin D101; The precipitation aqueous ethanolic solution extraction of 3kg volume fraction 80%, filters, and with extraction liquid wash-out D101, collects elutriant;
(3) in elutriant, add 150g hydrochloric acid, 80 DEG C are refluxed 2 hours;
(4) reclaim ethanol to 0.6L, add 3kg water and stir, staticly settle, 8000 revs/min of centrifugations 10 minutes, collecting precipitation;
(5) by precipitation dissolve with methanol, acetone post crystallization and recrystallization is added;
(6) by crystallisate vacuum-drying, the isoflavone genin of obtained 31g.
Product measures through HPLC method, condition determination: chromatographic column: ODS250mm × 4.6mm, column temperature: 40 DEG C, moving phase: acetonitrile: water: acetic acid=20:80:0.1.Flow velocity: 2mL/min, sampling volume 20 μ L, determined wavelength: 254nm, working time: 30min.Isoflavone genin total mass content is calculated for 91% with the corresponding soybean isoflavones standard substance of peak area.
Embodiment 2
(1) get the commercially available de-fatted soy germ of 10kg, add the aqueous ethanolic solution of the volume fraction 90% of 100L, 60 DEG C of backflows, and ultrasound assisted extraction 2 hours, filter, filtrate recycling ethanol is to 10L; Filter residue uses 100L water again, 70 DEG C and ultrasound assisted extraction 2 hours, and filter, filtrate merges, 20000 revs/min of centrifugations 2 minutes;
(2) centrifugate crosses 2kg macroporous resin HPD100; The precipitation aqueous acetone solution extraction of 6kg volume fraction 80%, filters, and with extraction liquid wash-out macroporous resin, collects elutriant;
(3) in elutriant, add 300g hydrochloric acid, 60 DEG C are refluxed 5 hours;
(4) reclaim acetone to 0.6L, add 6kg water and stir, staticly settle, 20000 revs/min of centrifugations 2 minutes, collecting precipitation;
(5) by precipitation dissolve with ethanol, ethyl acetate post crystallization and recrystallization is added;
(6) by crystallisate vacuum-drying, the isoflavone genin of obtained 110g.
With embodiment 1 products measure method, the total mass content obtaining isoflavone genin is 89%.
Embodiment 3
(1) get the commercially available defatted soybean meal of 10kg, add the aqueous ethanolic solution of the volume fraction 85% of 80L, 80 DEG C of backflows, and ultrasound assisted extraction 0.5 hour, filter, filtrate recycling ethanol is to 8L; Filter residue uses 60L water again, 80 DEG C and ultrasound assisted extraction 1 hour, and filter, filtrate merges, 10000 revs/min of centrifugations 8 minutes;
(2) centrifugate crosses 1.5kg macroporous resin X-5; The precipitation methanol aqueous solution extraction of 5kg volume fraction 90%, filters, and with extraction liquid wash-out macroporous resin, collects elutriant;
(3) in elutriant, add 150g hydrochloric acid, 80 DEG C are refluxed 2 hours;
(4) reclaim methyl alcohol to 0.5L, add 5kg water and stir, staticly settle, 10000 revs/min of centrifugations 8 minutes, collecting precipitation;
(5) by precipitation dissolve with ethanol, ether post crystallization and recrystallization is added;
(6) by crystallisate vacuum-drying, the isoflavone genin of obtained 42g.
With embodiment 1 products measure method, the total mass content obtaining isoflavone genin is 98%.
Embodiment 4
(1) get the commercially available defatted soybean meal of 10kg, add the aqueous ethanolic solution of the volume fraction 80% of 70L, 70 DEG C of backflows, and ultrasound assisted extraction 1 hour, filter, filtrate recycling ethanol is to 10L; Filter residue uses 60L water again, 70 DEG C and ultrasound assisted extraction 2 hours, and filter, filtrate merges, 15000 revs/min of centrifugations 5 minutes;
(2) centrifugate crosses 1kg macroporous resin AB-8; The precipitation aqueous ethanolic solution extraction of 3kg volume fraction 95%, filters, and with extraction liquid wash-out macroporous resin, collects elutriant;
(3) in elutriant, add 90g hydrochloric acid, 70 DEG C are refluxed 4 hours;
(4) reclaim ethanol to 0.3L, add 3kg water and stir, staticly settle, 15000 revs/min of centrifugations, 5 minutes collecting precipitations;
(5) by precipitation dissolve with ethanol, ether post crystallization and recrystallization is added;
(6) by crystallisate vacuum-drying, the isoflavone genin of obtained 38g.
With embodiment 1 products measure method, the total mass content obtaining isoflavone genin is 93%.
Embodiment 5
(1) get the commercially available de-fatted soy germ of 10kg, add the aqueous ethanolic solution of the volume fraction 80% of 80L, 70 DEG C of backflows, and ultrasound assisted extraction 3 hours, filter, filtrate recycling ethanol is to 15L; Filter residue uses 60L water again, 80 DEG C and ultrasound assisted extraction 0.5 hour, and filter, filtrate merges, 10000 revs/min of centrifugations 8 minutes;
(2) centrifugate crosses 2kg macroporous resin X-5; The precipitation methanol aqueous solution extraction of 10kg volume fraction 90%, filters, and with extraction liquid wash-out macroporous resin, collects elutriant;
(3) in elutriant, add 500g hydrochloric acid, 70 DEG C are refluxed 3 hours;
(4) reclaim methyl alcohol to 1L, add 5kg water and stir, staticly settle, 10000 revs/min of centrifugations 8 minutes, collecting precipitation;
(5) by precipitation dissolve with ethanol, acetone post crystallization and recrystallization is added;
(6) by crystallisate vacuum-drying, the isoflavone genin of obtained 96g.
With embodiment 1 products measure method, the total mass content obtaining isoflavone genin is 95%.
Embodiment 6
(1) get the commercially available defatted soybean meal of 10kg, add the aqueous ethanolic solution of the volume fraction 90% of 60L, 60 DEG C of backflows, and ultrasound assisted extraction 2 hours, filter, filtrate recycling ethanol is to 5L; Filter residue uses 50L water again, 70 DEG C and ultrasound assisted extraction 2 hours, and filter, filtrate merges, 20000 revs/min of centrifugations 2 minutes;
(2) centrifugate crosses 1.5kg macroporous resin D101; The precipitation aqueous acetone solution extraction of 10kg volume fraction 90%, filters, and with extraction liquid wash-out macroporous resin, collects elutriant;
(3) in elutriant, add 200g hydrochloric acid, 60 DEG C are refluxed 5 hours;
(4) reclaim acetone to 0.5L, add 2kg water and stir, staticly settle, 20000 revs/min of centrifugations 2 minutes, collecting precipitation;
(5) by precipitation dissolve with methanol, ethyl acetate post crystallization and recrystallization is added;
(6) by crystallisate vacuum-drying, the isoflavone genin of obtained 38g.
With embodiment 1 products measure method, the total mass content obtaining isoflavone genin is 93%.
Embodiment 7
Take the isoflavone genin 50g that embodiment 1 is obtained, add medical starch, Icing Sugar and dextrin in mass ratio 7:2:1 composition mixture 450g, mix, water use regulation, granulation, obtaining containing massfraction is the granule of 10% isoflavone genin, can be used for animal-feed to add, have the effect promoting growth of animal, every 1000 kilograms of mixed feeds add this product: ox 100 ~ 1000g, pig 30 ~ 100g, poultry 50 ~ 100g.
Embodiment 8
Take the isoflavone genin 50g that embodiment 2 is obtained, add Catergen 0g, xylo-oligosaccharide 100g and chicken or pig feed 830g, mix, add water granulations, and mistake 20 mesh sieves, dry.Obtaining containing massfraction is the compound feed additive of 5% isoflavone genin, for poultry, livestock growth promoting effects, improves immunity function.Addition is every 1000 kilograms of mixed feeds, adds this product 100 ~ 200g.
Embodiment 9
Take the isoflavone genin 10g that embodiment 3 is obtained, add Yelkin TTS 5g, glycerine 10g, injection soybean oil 975g, high-speed stirring, making containing massfraction is the emulsion of 1% isoflavone genin.This emulsion can be injected or subcutaneous injection to animal muscle, in order to anti-inflammatory and raising Immune Function In Animals.Injected dose: in isoflavone genin, 1 ~ 4mg/kg body weight.
Embodiment 10
Take the isoflavone genin 10g that embodiment 4 is obtained, add astragalus membranaceus powder 100g, bighead atractylodes rhizome powder 100g, Poria powder 100g, add the syrup of mass percent 1%, make particle.Can add in feed and prevent animal influenza, addition is 0.1 ~ 0.5% by percentage to the quality.
Embodiment 11
Take the isoflavone genin 10g that embodiment 5 is obtained, add powder of Radix Puerariae 100g, add be by percentage to the quality 1% honey and other auxiliary materials, making containing massfraction is the particle of 1% isoflavone genin.Can add in milk cow feed and improve milk crop, addition is 0.2 ~ 0.4% by percentage to the quality.
Embodiment 12
Take the isoflavone genin 10g that embodiment 6 is obtained, add chitosan 10g, meat meal tankage 10g, methionine(Met) 5g, vitamin complex 1g, and other auxiliary materials, adding water, to make containing massfraction be the particle of 1% isoflavone genin.Can add in egg feedstuff and improve egg productivity, addition is 0.5 ~ 1.0% by percentage to the quality.
Above-described embodiment is the present invention's preferably embodiment; but embodiments of the present invention are not restricted to the described embodiments; change, the modification done under other any does not deviate from spirit of the present invention and principle, substitute, combine, simplify; all should be the substitute mode of equivalence, be included within protection scope of the present invention.
Claims (9)
1. a preparation method for isoflavone genin, is characterized in that comprising the steps:
(1) defatted soybean material is first used volume fraction 80 ~ 90% aqueous ethanolic solution refluxing extraction under ultrasonic wave added, filter, obtain filter residue and ethanol-water extraction liquid; Filter residue is extracted with water under ultrasonic wave added again, filters, obtain aqueous extract; Ethanol-water extraction liquid merges with aqueous extract after reclaiming ethanol, and high speed centrifugation is separated, and obtains centrifugate and centrifugation;
(2) centrifugate is through macroporous resin adsorption; Centrifugation solvent extraction, filters, and with extraction liquid wash-out macroporous resin, collects elutriant;
(3) in elutriant, acid is added, refluxing extraction;
(4) elutriant after refluxing extraction in step (3) is concentrated, add water and stir, leave standstill, centrifugal collecting precipitation;
(5) precipitation of collecting in step (4) is dissolved, crystallization and recrystallization;
(6) by crystallisate vacuum-drying, isoflavone genin is obtained;
Macroporous resin described in step (2) is low-pole or non-polar macroporous resin;
Solvent described in step (2) is the aqueous acetone solution of the methanol aqueous solution of volume fraction 80 ~ 95%, the aqueous ethanolic solution of volume fraction 80 ~ 95% or volume fraction 80 ~ 95%; Its consumption is 3 ~ 5 times of macroporous resin quality;
Acid described in step (3) is hydrochloric acid, sulfuric acid or acetic acid;
The amount adding acid described in step (3) is 2 ~ 5% of elutriant quality;
Dissolving described in step (5) is dissolved with methyl alcohol or ethanol;
Crystallization described in step (5) and recrystallization carry out crystallization and recrystallization with ethyl acetate, acetone or ether.
2. the preparation method of isoflavone genin according to claim 1, is characterized in that:
Defatted soybean material described in step (1) is defatted soybean meal or de-fatted soy germ.
3. the preparation method of isoflavone genin according to claim 1, is characterized in that:
Aqueous ethanolic solution described in step (1) and the add-on of water and the liquid-solid ratio of defatted soybean material are (5 ~ 10) mL:1g; Extraction conditions is and extracts 0.5 ~ 3 hour at 60 ~ 80 DEG C;
Step (1) and the centrifugal condition described in step (4) are 8000 ~ 20000 revs/min, centrifugal 2 ~ 10 minutes.
4. the preparation method of isoflavone genin according to claim 1, is characterized in that:
The condition of the refluxing extraction described in step (3) is extract 2 ~ 5 hours at 60 ~ 80 DEG C.
5. the preparation method of isoflavone genin according to claim 1, is characterized in that:
The amount added water described in step (4) is 0.2 ~ 1 times that elutriant concentrates front quality.
6. by the isoflavone genin that the preparation method described in any one of Claims 1 to 5 obtains, it is characterized in that: the purity of described isoflavone genin is 85 ~ 98%.
7. the application of isoflavone genin according to claim 6 on livestock and poultry cultivation, it is characterized in that: described isoflavone genin is for the preparation of promotion growth of animal, raising animal immunizing power, raising is laid eggs, milk yield, improves pharmaceutical preparation and the fodder additives of meat flavor.
8. application according to claim 7, is characterized in that: described pharmaceutical preparation is the one in oral preparations and injection formulations.
9. the application according to claim 7 or 8, is characterized in that: described pharmaceutical preparation is folk prescription containing isoflavone genin or compound preparation.
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| US11254571B1 (en) | 2019-01-11 | 2022-02-22 | United States Of America As Represented By The Secretary Of The Air Force | Purification and enrichment of boron nitride nanotube feedstocks |
| CN110151817A (en) * | 2019-06-21 | 2019-08-23 | 三原利华生物技术有限公司 | The preparation method of water-soluble soybean isoflavone |
| CN112028946A (en) * | 2020-08-06 | 2020-12-04 | 佳格食品(中国)有限公司 | Method for extracting flavonol from vegetable oil cake and method for preparing equol |
| CN114315782A (en) * | 2021-12-24 | 2022-04-12 | 四川宇奥生物科技有限公司 | Preparation method of soybean isoflavone |
| CN114214374A (en) * | 2021-12-24 | 2022-03-22 | 四川宇奥生物科技有限公司 | Method for preparing soybean isoflavone aglycone by fermentation method |
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