CN1813710A - Method for preparing flavone aglycone micro capsule - Google Patents

Method for preparing flavone aglycone micro capsule Download PDF

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CN1813710A
CN1813710A CN 200510095762 CN200510095762A CN1813710A CN 1813710 A CN1813710 A CN 1813710A CN 200510095762 CN200510095762 CN 200510095762 CN 200510095762 A CN200510095762 A CN 200510095762A CN 1813710 A CN1813710 A CN 1813710A
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flavone aglycone
maltodextrin
wall material
monoglyceride
aglycone
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CN100427083C (en
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张晓鸣
吴超
苏红利
袁博
许时婴
钟芳
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Jiangnan University
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Abstract

The present invention relates to a preparation method of flavone aglycone microcapsule, belonging to the field of microcapsule preparation technology. Said preparation method includes the following steps: using soybean isoflavone aglycone or ginkgo flavone aglycone as core material, mixing gelatin, lactoalbumin or soybean separated protein with maltodextrin respectively and using their mixture as wall material, adding or no adding monoglyceride, respectively using ethyl alcohol and water as solvent to dissolve the above-mentioned core material and wall material, uniformly mixing the core material, wall material and emulsifying agent, dispersing and homogenizing, spray-drying so as to obtain the invented flavone aglycone microcapsule.

Description

A kind of preparation method of flavone aglycone micro capsule
Technical field
A kind of preparation method of flavone aglycone micro capsule the present invention relates to the microcapsule preparing technical field.
Background technology
Flavone aglycone generally has two or three hydroxyls and aromatic rings, and promptly two phenyl ring form hexa-atomic or five yuan of oxa-rings by 3 carbon atom be combined intos.This structure is relatively stable, is easy to by cell membrane, and is beneficial to and receptor protein and enzyme combination, and the mother nucleus structure of flavone aglycone is as (I).Flavone aglycone easily combines with sugared aglucon and forms glucosides type flavone compound, and as ginkgetin, soybean isoflavone etc., its structure is as (II).
Flavone compound has only after the glucosidase of intestinal microbial population decomposes usually there not to be active glucosides combining form to exist, and forms just biologically active of flavone aglycone.The glucosides type flavone compound that is decomposed by intestinal microbial population is not difficult for being absorbed, and directly goes into intestinal from bile secretion and excretes.Exist as soybean isoflavone main form in Semen sojae atricolor, and soybean isoflavone is to carry out with the form of soybean isoflavones aglycon (aglycon) in absorption by human body and metabolism, so soybean isoflavones aglycon has the title of " active soybean isoflavone " again with glucosides.Glucosides type flavone compound is under the effect of acid, alkali, enzyme etc., and the O-glycosides key that connects flavone aglycone and sugared aglucon is easy to fracture, thereby obtains flavone aglycone.
Many researchs have shown that flavone aglycone has multiple biological activity, and it is antibiotic except that utilizing, the effects such as antiinflammatory, mutation, blood pressure lowering, heat-clearing and toxic substances removing, calmness, diuresis, in antioxidation, anticancer, anti-cancer, suppress aspect such as lipase remarkable result is also arranged.They are scavengers of most of oxygen-derived free radicals, thereby the vigor of energy increased SOD (superoxide dismutase), reduce the generation of MDA (lipid peroxide malonaldehyde) and OX-LDL (OxLDL ELISA).For example, Quercetin and isoquercitin removing superoxide anion and hydroxy radical effect are better than the free radical scavenger tocopherol of standard; The MDA that hyperin can suppress in cardiac-cerebral ischemia and the erythrocyte autoxidation process produces, significantly improve the activity of SOD and GSH-Px antioxidases such as (glutathion peroxidase) in rat plasma, the cerebral tissue, can directly suppress the formation of oxygen-derived free radicals in the cerebral ischemia process by ESR (electron spin resonance) technology proof hyperin.
Flavone aglycone can also increase coronary flow, and experimental myocardial infarction is had antagonism; Acute myocardial ischemia there is protective effect; Treatment coronary heart disease, angina pectoris, hypertension etc. there is remarkable result; To reducing diastolic pressure, prevent and treat arrhythmia, cardiovascular diseases and blood circulation promoting and blood stasis dispelling and also play an important role.As the flavone aglycone genistein that from Semen sojae atricolor, extracts, suppress the growth of kinds of tumor cells by multiple mechanism, especially breast carcinoma and carcinoma of prostate, the potentiality that are developed as a kind of natural anti-cancer and anti-cancer medicine are arranged, the antioxidation that genistein is good, blood fat reducing and prevent and treat osteoporotic effect also can become a kind of effective natural drug or health product.
Flavone aglycone has very strong oxidation resistance.Phenolic hydroxyl group in the flavone aglycone and oxygen free radical reaction form stable conjugation semiquinone formula free radical, thereby interrupt free free chain reaction, so the stability of conjugation semiquinone formula free radical and hydroperoxides ROOH becomes positive correlation with antioxidant activity.The power of the antioxidation of flavone aglycone also depends on the activity of hydrogen atom on the phenolic hydroxyl group and the steric hindrance of phenolic hydroxyl group free radical, and steric hindrance is big more, and the transmission speed of phenolic hydroxyl group free radical autoxidation chain reaction is slow more, thereby chain reaction is interrupted and the raising non-oxidizability.Studies show that, based on the Fructus Hippophae flavone of Quercetin, isorhamnetin and ginkgetin antioxidant effect and synthetized oxidation preventive agent BHT (4-methyl-2 to Oleum Hippophae, the 6-DI-tert-butylphenol compounds) suitable, the tea polyphenols that contains 60%~80% catechin derivant, its oxidation resistance is better than BHT, is 2.4 times of BHT.The tea polyphenols peroxide of oil-control effectively forms and the decomposition of polyenoic fatty acid, and the greasy shelf-life is prolonged.The flavone aglycone compounds as the Natural antioxidant substitute BHT and have efficiently, the characteristics of low toxicity, thereby come into one's own day by day.
The general indissoluble of flavone aglycone or water insoluble can be dissolved in organic solvents such as methanol, ethanol, ethyl acetate, ether; Because of majority in its molecule all contains phenolic hydroxyl group, so be soluble in diluted alkaline aqueous solution and organic solvents such as pyridine, Methanamide.When flavone aglycone had hydroxyl to replace, water solublity increased; Hydroxy number is many more, and water solublity is also big more.If hydroxyl is methylated, then water solublity reduces, fat-soluble increase.For example general polyhydroxy flavonoid is insoluble to petroleum ether, can separate with liposoluble substance whereby, but Polymethoxylated derivant but dissolves in petroleum ether.
Phenolic hydroxyl group in the flavone aglycone is owing to have the character that is similar to phenolic compound, is subjected to the effects such as heat effect in oxygen in the air and the food processing process easily, slowly is damaged, thereby loses biological activity such as its antioxidation gradually.Glucide such as flavone aglycone and glucose is in food processing process, under the effect that is subjected to factors such as temperature, pressure, the meeting polymerization reaction take place, produce glucosides type flavone compound again, thereby significantly reduce its biological activity, simultaneously because flavone aglycone easy chelated metal ions in food processing process loses its physiological function.In addition because the dissolution characteristics of flavone aglycone limits it greatly in the Application in Food Industry scope.
For make flavone aglycone can be in food processing extensively, convenient, stably use; must overcome the shortcoming of its poorly water-soluble; simultaneously before flavone aglycone is formally brought into play its physiological activity; must prevent that it is subjected to the chelation of metal ion, prevents the destruction of factor such as heat effect in oxygen in the air and the food processing process; therefore, flavone aglycone being taked the certain protection measure is necessary step extremely.The microcapsule technology of flavone aglycone can satisfy above-mentioned requirements just.
Summary of the invention
The Microencapsulation Method that the purpose of this invention is to provide a kind of flavone aglycone makes its influence of avoiding oxygen, hot procedure, thus the biological activity of protection flavone aglycone.Utilize hydrophilic wall material can solve dissolving and the scattering problem of flavone aglycone in water, widen flavone aglycone in the Application in Food scope, the instant food processing.The present invention provides the microencapsulation technology of pure dissolubility core and the assay method of microcapsule embedded rate simultaneously.Can realize industrial-scale production with this method, a kind of flavone aglycone micro capsule product of stable in properties is provided for people.
Technical scheme of the present invention: the present invention is a core with isoflavone genin or ginkgo flavone aglycone, with gelatin, lactalbumin or soybean protein isolate are mixed combination as the wall material with maltodextrin etc. respectively, add or do not add the monoglyceride emulsifying agent, core, the wall material is respectively with ethanol, water is as dissolution with solvents, after the dissolving with above-mentioned core, wall material and emulsifier are even, and use the high speed dispersion device to disperse, under certain homogenization pressure, carry out homogenizing, in spray drying tower, carry out spray drying then, obtain flavone aglycone micro capsule, the flavone aglycone embedding rate surpasses 85% in the product that makes.
The dissolution solvent of core is 95% ethanol or dehydrated alcohol, the dissolution solvent of wall material lactalbumin or soybean protein isolate is 40~60 ℃ of deionized waters, and the dissolution solvent of other wall material gelatin, maltodextrin, sodium alginate and/or emulsifying agent monoglyceride is the deionized water of room temperature.
The combination that is mixed of wall material is respectively: gelatin+maltodextrin+sodium alginate, soybean protein isolate+maltodextrin+sodium alginate+monoglyceride, or lactalbumin+sodium alginate+maltodextrin+monoglyceride.
Microcapsule quality proportioning is: core flavone aglycone proportion is 10%~20%, gelatin, soybean protein isolate or lactalbumin proportion are 15%~25%, the maltodextrin proportion is 55%~75%, the sodium alginate proportion be 0.1%~0.5% and need add in the combination that is mixed of emulsifying agent monoglyceride add monoglyceride ratio be 0.1%~0.5%.
Behind core and the wall material solution mix homogeneously, carry out homogenizing, homogenization pressure is 20~40MPa.
Various mixed solutions carry out spray drying after homogenizing, in this process, inlet temperature is 180~220 ℃, and leaving air temp is 80~100 ℃.
The assay method of flavone aglycone embedding rate is: with certain density ethanol water dissolving flavone aglycone micro capsule, extract a period of time simultaneously in the ultrasonic extraction device, to measure flavone aglycone total content A in the microcapsule 1, in addition with the anhydrous alcohol solution flavone aglycone micro capsule surface flavone aglycone A of embedding not 0, calculate the embedding rate of flavone aglycone micro capsule again according to following formula.
Figure A20051009576200051
Wherein: A 1Flavone aglycone total content in the-flavone aglycone micro capsule
A 0-flavone aglycone micro capsule invading the exterior yellowish complexion ketoside unit content
Beneficial effect of the present invention: the embedding rate of flavone aglycone surpasses 85% in the microcapsule product that the inventive method is produced, and yield surpasses 90%.Under the prerequisite of not destroying the flavone aglycone structure; effectively improve the water solublity of flavone aglycone product; can effectively protect the physiologically actives such as non-oxidizability of flavone aglycone, widen flavone aglycone, and improve the bioavailability of flavone aglycone greatly in the Application in Food scope.Advantages such as the inventive method has can be with industrial-scale production, and product is easy to separation and purification, and is simple to operate, and cost is lower, and the product physicochemical property is stable.
The specific embodiment
Embodiment 1
Take by weighing the isoflavone genin of gained after the 6.0g acidolysis, be dissolved in the 100ml dehydrated alcohol; Take by weighing the 12g gelatin and be dissolved in the 100ml water, take by weighing the 42g maltodextrin and be dissolved in the 200ml water, take by weighing the 0.2g sodium alginate and be dissolved in the 5ml water.After treating that various materials all dissolve, use magnetic stirring apparatus earlier, with gelatin solution and the abundant mixing of maltodextrin solution, and then the isoflavone genin alcoholic solution slowly is added drop-wise in the mixed solution of gelatin and maltodextrin, rate of addition is controlled at 5ml/min, after treating that all solution mix, use powerful disperser to disperse 15min.Homogenizing under the pressure of 20MPa carries out spray drying behind the homogenizing then, and inlet temperature is 180 ℃, and leaving air temp is 80 ℃.Product places the preservation of sealed sample bag.
Take by weighing two parts of products about 70mg, a copy of it is dissolved in the dehydrated alcohol, measures the amount of the isoflavone genin of not embedding, another part is dissolved in 50% ethanol, measure the amount of total isoflavone genin, the embedding efficiency of measuring products obtained therefrom is 88%, yield 91%.
Embodiment 2
Take by weighing the ginkgo flavone aglycone of gained after the 9g acidolysis, be dissolved in the 100ml95% ethanol; Take by weighing the 13.5g soybean protein isolate and be dissolved in 50 ℃ of water of 100ml, take by weighing the 37.5g maltodextrin and be dissolved in the 200ml water, take by weighing the 0.1g sodium alginate and be dissolved in the 5ml water, take by weighing the 0.3g monoglyceride and be dissolved in the 5ml water.After treating that various materials all dissolve, use magnetic stirring apparatus earlier, with soybean protein isolate solution and the abundant mixing of maltodextrin solution, and then acidolysis Folium Ginkgo flavone alcoholic solution slowly is added drop-wise in the mixed solution of soybean protein isolate and maltodextrin, rate of addition is controlled at 7ml/min, after treating that all solution mix, use powerful disperser to disperse 10min.Homogenizing under the pressure of 30MPa carries out spray drying behind the homogenizing then, and inlet temperature is 200 ℃, and leaving air temp is 90 ℃.Product places the preservation of sealed sample bag.
Take by weighing two parts of products about 70mg, a copy of it is dissolved in the dehydrated alcohol, measures the amount of the ginkgo flavone aglycone of not embedding, another part is dissolved in 50% ethanol, measure the amount of total ginkgo flavone aglycone, measure to such an extent that the embedding efficiency of product is 87%, yield 90.5%.
Embodiment 3
Take by weighing the isoflavone genin of gained behind the 12.0g enzymolysis, be dissolved in 100ml 95% ethanol; Take by weighing the 15g lactalbumin and be dissolved in 45 ℃ of water of 100ml, take by weighing the 33g maltodextrin and be dissolved in the 200ml water, take by weighing the 0.3g sodium alginate and be dissolved in the 5ml water, take by weighing the 0.1g monoglyceride and be dissolved in the 5ml water.After treating that various materials all dissolve, use magnetic stirring apparatus earlier, breast is asked protein solution and the abundant mixing of maltodextrin solution, and then enzymatic hydrolysis of soybean isoflavone alcoholic solution slowly is added drop-wise in the mixed solution of lactalbumin and maltodextrin, rate of addition is controlled at 10ml/min, after treating that all solution mix, use powerful disperser to disperse 10min.Homogenizing under the pressure of 40MPa carries out spray drying behind the homogenizing then, and inlet temperature is 220 ℃, and leaving air temp is 100 ℃.Product places the preservation of sealed sample bag.
Take by weighing two parts of products about 70mg, a copy of it is dissolved in the dehydrated alcohol, measures the amount of the isoflavone genin of not embedding, another part is dissolved in 50% ethanol, measure the amount of total isoflavone genin, measure to such an extent that the embedding efficiency of product is 91%, yield is 93%.
Embodiment 4
Take by weighing the ginkgo flavone aglycone of gained behind the 10.0g enzymolysis, be dissolved in the 100ml dehydrated alcohol; Take by weighing the 9g lactalbumin and be dissolved in 45 ℃ of water of 100ml, take by weighing the 41g maltodextrin and be dissolved in the 200ml water, take by weighing the 0.2g sodium alginate and be dissolved in the 5ml water, take by weighing the 0.2g monoglyceride and be dissolved in the 5ml water.After treating that various materials all dissolve, use magnetic stirring apparatus earlier, breast is asked protein solution and the abundant mixing of maltodextrin solution, and then enzymatic hydrolysis of soybean isoflavone alcoholic solution slowly is added drop-wise in the mixed solution of lactalbumin and maltodextrin, rate of addition is controlled at 10ml/min, after treating that all solution mix, use powerful disperser to disperse 10min.Homogenizing under the pressure of 40MPa carries out spray drying behind the homogenizing then, and inlet temperature is 200 ℃, and leaving air temp is 85 ℃.Product places the preservation of sealed sample bag.
Take by weighing two parts of products about 70mg, a copy of it is dissolved in the dehydrated alcohol, measures the amount of the ginkgo flavone aglycone of not embedding, another part is dissolved in 50% ethanol, measure the amount of total ginkgo flavone aglycone, measure to such an extent that the embedding efficiency of product is 90%, yield is 92%.

Claims (3)

1, a kind of preparation method of flavone aglycone micro capsule, it is characterized in that with isoflavone genin or ginkgo flavone aglycone be core, with gelatin, lactalbumin or soybean protein isolate respectively and comprise maltodextrin be mixed the combination as the wall material, add or do not add the monoglyceride emulsifying agent, core, the wall material is respectively with ethanol, water is as dissolution with solvents, after the dissolving with above-mentioned core, wall material and emulsifier are even, and use the high speed dispersion device to disperse, under certain homogenization pressure, carry out homogenizing, in spray drying tower, carry out spray drying then, obtain flavone aglycone micro capsule;
The dissolution solvent of core is 95% ethanol or dehydrated alcohol, the dissolution solvent of wall material lactalbumin or soybean protein isolate is 40~60 ℃ of deionized waters, and the dissolution solvent of wall material gelatin, maltodextrin, sodium alginate and/or emulsifying agent monoglyceride is the deionized water of room temperature;
The combination that is mixed of wall material is respectively: gelatin+maltodextrin+sodium alginate, soybean protein isolate+maltodextrin+sodium alginate+monoglyceride, or lactalbumin+maltodextrin+sodium alginate+monoglyceride;
Microcapsule quality proportioning is: core flavone aglycone proportion is 10%~20%, gelatin, soybean protein isolate or lactalbumin proportion are 15%~25%, the maltodextrin proportion is 55%~75%, the sodium alginate proportion be 0.1%~0.5% and need add in the combination that is mixed of emulsifying agent monoglyceride add monoglyceride ratio be 0.1%~0.5%.
2,, it is characterized in that homogenization pressure is 20~40MPa according to the preparation method of the described flavone aglycone micro capsule of claim 1.
3, according to the preparation method of the described flavone aglycone micro capsule of claim 1, it is characterized in that in the spray-drying process that inlet temperature is 180~220 ℃, leaving air temp is 80~100 ℃.
CNB2005100957625A 2005-11-16 2005-11-16 Method for preparing flavone aglycone micro capsule Expired - Fee Related CN100427083C (en)

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Cited By (14)

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CN101780030A (en) * 2010-03-09 2010-07-21 贵州大学 Ginkgo flavone aglycone solid dispersion and preparation method thereof
CN102132953A (en) * 2010-12-29 2011-07-27 华宝食用香精香料(上海)有限公司 Method for preparing salvia miltiorrhiza extract microcapsules and use of product thereof
CN103859415A (en) * 2014-03-22 2014-06-18 吉林大学 Polymerized whey protein-based panaxoside microcapsule and preparation method thereof
CN106262924A (en) * 2016-09-08 2017-01-04 安徽农业大学 The spray drying preparation of 1,3 diglyceride pork fat microcapsules
CN108159113A (en) * 2018-01-09 2018-06-15 延边大学 A kind of preparation and its application of northeast pecan shell chromocor extract microcapsules
CN108419836A (en) * 2018-03-15 2018-08-21 东北农业大学 A kind of isoflavone genin microcapsules technology and its method for preparing sour milk
CN109123618A (en) * 2018-06-01 2019-01-04 广东展翠食品股份有限公司 A kind of manufacture craft of fingered citron flavones chewable tablets
CN109172540A (en) * 2018-09-19 2019-01-11 湖南中茂生物科技有限公司 A kind of preparation method of chlorogenic acid microcapsules
CN109567169A (en) * 2018-12-29 2019-04-05 北京金康普食品科技有限公司 Microencapsulation nanometer formulation of micronutrient premix and preparation method thereof
CN109953336A (en) * 2019-03-19 2019-07-02 华中农业大学 A kind of high instant microcapsule powder of carrying capacity polymethoxyflavone and preparation method thereof
CN111387477A (en) * 2020-05-06 2020-07-10 江西师范大学 Microcapsule embedding technology for improving digestion stability of lotus leaf flavone
CN112155209A (en) * 2020-09-11 2021-01-01 北京瑞草科技有限公司 Ginkgo extract microcapsule with high flavone content and preparation method and application thereof
CN112168806A (en) * 2020-09-11 2021-01-05 北京瑞草科技有限公司 Ginkgo extract microcapsule with strong oxidation resistance and preparation method and application thereof
CN116138428A (en) * 2022-12-30 2023-05-23 山东每日良食食品有限公司 Microcapsule chicken essence seasoning and preparation method thereof

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Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101780030A (en) * 2010-03-09 2010-07-21 贵州大学 Ginkgo flavone aglycone solid dispersion and preparation method thereof
CN102132953A (en) * 2010-12-29 2011-07-27 华宝食用香精香料(上海)有限公司 Method for preparing salvia miltiorrhiza extract microcapsules and use of product thereof
CN103859415A (en) * 2014-03-22 2014-06-18 吉林大学 Polymerized whey protein-based panaxoside microcapsule and preparation method thereof
CN103859415B (en) * 2014-03-22 2015-08-05 吉林大学 Polygalacto albumin base panaxoside microcapsules and preparation method thereof
CN106262924A (en) * 2016-09-08 2017-01-04 安徽农业大学 The spray drying preparation of 1,3 diglyceride pork fat microcapsules
CN108159113A (en) * 2018-01-09 2018-06-15 延边大学 A kind of preparation and its application of northeast pecan shell chromocor extract microcapsules
CN108419836A (en) * 2018-03-15 2018-08-21 东北农业大学 A kind of isoflavone genin microcapsules technology and its method for preparing sour milk
CN109123618A (en) * 2018-06-01 2019-01-04 广东展翠食品股份有限公司 A kind of manufacture craft of fingered citron flavones chewable tablets
CN109172540A (en) * 2018-09-19 2019-01-11 湖南中茂生物科技有限公司 A kind of preparation method of chlorogenic acid microcapsules
CN109567169A (en) * 2018-12-29 2019-04-05 北京金康普食品科技有限公司 Microencapsulation nanometer formulation of micronutrient premix and preparation method thereof
CN109953336A (en) * 2019-03-19 2019-07-02 华中农业大学 A kind of high instant microcapsule powder of carrying capacity polymethoxyflavone and preparation method thereof
CN111387477A (en) * 2020-05-06 2020-07-10 江西师范大学 Microcapsule embedding technology for improving digestion stability of lotus leaf flavone
CN112155209A (en) * 2020-09-11 2021-01-01 北京瑞草科技有限公司 Ginkgo extract microcapsule with high flavone content and preparation method and application thereof
CN112168806A (en) * 2020-09-11 2021-01-05 北京瑞草科技有限公司 Ginkgo extract microcapsule with strong oxidation resistance and preparation method and application thereof
CN116138428A (en) * 2022-12-30 2023-05-23 山东每日良食食品有限公司 Microcapsule chicken essence seasoning and preparation method thereof

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