CN107028883A - Deliver the preparation method of curcumin nano breast - Google Patents
Deliver the preparation method of curcumin nano breast Download PDFInfo
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Abstract
The preparation method of curcumin nano breast is delivered, belongs to the newborn technical field of curcumin nano.There is the high technical problem of potential safety hazard, cost in the nano-emulsion preparation method that the present invention solves existing disclosed delivery curcumin.The inventive method：First, β conglycinins are prepared into aqueous phase through ultrasound, enzymolysis or glycosylation processing；2nd, aqueous phase is mixed with oil phase, the oil phase is by curcumin and medium chain triglyceride preparation, then homogeneous, then be placed in processing in ultrasonic cell disruptor, that is, to obtain delivery curcumin nano breast.The nano-emulsion envelop rate of delivery curcumin prepared by the method for the present invention is high.Method provided by the present invention ensure that prepared curcumin nano newborn health and safety while reducing preparation cost, best in quality, be more suitable for industrial production.
Description
Technical field
The invention belongs to the newborn technical field of curcumin nano；Specifically related to deliver the preparation method of curcumin nano breast.
Background technology
Curcumin is a kind of acid polyphenols extracted from curcuma such as turmeric, curcuma zedoary, calamus, root tuber of aromatic turmeric rhizome
Class compound, it has the pharmacological activity such as anti-inflammatory, antibacterial, anti-oxidant, antitumor, hepatic cholagogic, regulation blood fat.
However, curcumin belongs to close lipid material, poorly water-soluble is taken into internal life with modes such as solid particle, suspension
Thing utilization rate is low, it is difficult to reach due health-care effect.
The nano-emulsion preparation method of existing disclosed delivery curcumin remains deficiency, such as uses low-energy emulsification legal system
Standby nano-emulsion is, it is necessary to using substantial amounts of emulsifying agent, while synthesis type emulsifying agent can only be used by being limited by Method And Principle, this kind of fortune
The nano-emulsion for carrying curcumin puts into production and there is security hidden trouble after commercialization；In addition prepared by existing use high energy emulsion process
Nano-emulsion, although natural biological macromolecular can be used as emulsifying agent, however, studies have shown that the emulsification of these large biological molecules
Performance is not so good as conventional synthesis type emulsifying agent, and needs to consider Cost Problems when input industrial production.
The content of the invention
There is the high skill of potential safety hazard, cost in the nano-emulsion preparation method that the present invention solves existing disclosed delivery curcumin
Art problem；And there is provided the preparation method of delivery curcumin nano breast.
In order to solve the above technical problems, the preparation method that curcumin nano breast is delivered in the present invention is achieved by the following steps
's：
Step 1: through ultrasound, enzymolysis or saccharification processing prepared by beta-conglycinin into aqueous phase；
Step 2: aqueous phase is mixed with oil phase, the oil phase is by curcumin and medium chain triglyceride preparation, Ran Houjun
Matter, then be placed in processing in ultrasonic cell disruptor, that is, obtain delivery curcumin nano breast.
1.5g beta-conglycinins are dissolved in 100mL deionized waters in step one and stir 6h, are surpassed under 200W power
Sonication 15min, obtains aqueous phase.
1.5g beta-conglycinins are dissolved in 100mL deionized waters in step one and stir 6h, alkali protease is added,
Digested under conditions of pH value is 9.0,45 DEG C, freeze, be dissolved in water, obtain the aqueous phase that concentration is 15mg/mL.Alkali protease adds
Enter amount for 5000U/g~20000U/g.
1.5g beta-conglycinins are dissolved in 100mL PBS (0.02M, pH 9.0) cushioning liquid in step one and being obtained
Beta-conglycinin solution, adds glucan DX-40, fully dissolving, and 20~160min is reacted under the conditions of 90 DEG C and is freezed,
Water is dissolved in, the aqueous phase that concentration is 15mg/mL is obtained.1 is pressed by glucan DX-40 and beta-conglycinin solution:1 mass ratio
Added in beta-conglycinin solution.
Oil phase is prepare in the steps below 0.1g curcumins are dissolved in 10mL medium chain triglycerides in step 2, fully
Stirring, is centrifuged off insoluble matter.
The proportioning mixed in step 2 by 0.618mL oil phases and 20mL aqueous phase is mixed.
Homogenization is carried out using high speed shear homogenizer in step 2, rotating speed is 10000r/min, processing time is
2min。
15min is handled with Ultrasonic cell smash with 400W power in step 2.
The nano-emulsion envelop rate of delivery curcumin prepared by the method for the present invention is high.
Raw material beta-conglycinin of the invention selected belongs to vegetable protein, be soybean Storage protein it is main into
Point, rich content accounts for the 30% of soya seeds holoprotein content.The raw materials for production defatted soybean meal of beta-conglycinin is
A kind of industrial by-products, compared to other animal/vegetable proteins, beta-conglycinin production cost is lower, once put into production band
Carry out huge economic benefit；Compared to the soybean protein isolate of commercialization, beta-conglycinin emulsifiability is more preferably, more suitable
Preferably as the emulsifying agent of nano-emulsion；In addition, the present invention modifies beta-conglycinin, research using enzymolysis and glycosylated method
Beta-conglycinin zymolyte and it is glycosylation modified after beta-conglycinin prepare β-companion's soybean ball egg for emulsifying agent
The nano-emulsion system of white delivery curcumin, both approaches further optimize the performance of curcumin nano breast.The present invention is carried
The method of confession, while reducing preparation cost, ensure that the newborn health and safety of prepared curcumin nano, best in quality, more
Suitable for industrial production.
Embodiment
The preparation method that curcumin nano breast is delivered in embodiment one, present embodiment is achieved by the following steps
's：
6h is stirred Step 1: 1.5g beta-conglycinins are dissolved in 100mL deionized waters, it is ultrasonic under 200W power
15min is handled, aqueous phase is obtained.By solubility of the ultrasonically treated raising beta-conglycinin in aqueous phase, make newborn in aqueous phase
The emulsifying capacity of agent (beta-conglycinin) is improved, and is conducive to the formation of nano-emulsion.
Step 2: 20mL aqueous phases are mixed with 0.618mL oil phases, it is subsequently placed in high speed shear homogenizer, with 10000r/
Min rotating speed homogeneous 2min, then be placed in ultrasonic cell disruptor, with 400W Power Processing 15min, that is, obtain delivering turmeric
Plain nano-emulsion.
Wherein, in step 2 oil phase be prepare in the steps below 0.1g curcumins are dissolved in 10mL medium chain triglycerides
In, it is sufficiently stirred for, is centrifuged off insoluble matter.
The preparation method that curcumin nano breast is delivered in embodiment two, present embodiment is achieved by the following steps
's：
6h is stirred Step 1: 1.5g beta-conglycinins are dissolved in 100mL deionized waters, alkali protease is added,
Digested under conditions of pH value is 9.0,45 DEG C, freeze, be dissolved in water, obtain the aqueous phase that concentration is 15mg/mL.Alkali protease adds
Enter amount for 5000U/g.
Step 2: 20mL aqueous phases are mixed with 0.618mL oil phases, it is subsequently placed in high speed shear homogenizer, with 10000r/
Min rotating speed homogeneous 2min, then be placed in ultrasonic cell disruptor, with 400W Power Processing 15min, that is, obtain delivering turmeric
Plain nano-emulsion.
Wherein, in step 2 oil phase be prepare in the steps below 0.1g curcumins are dissolved in 10mL medium chain triglycerides
In, it is sufficiently stirred for, is centrifuged off insoluble matter.
The preparation method that curcumin nano breast is delivered in embodiment three, present embodiment is achieved by the following steps
's：
Obtained Step 1: 1.5g beta-conglycinins are dissolved in 100mL PBS (0.02M, pH 9.0) cushioning liquid
Beta-conglycinin solution, adds glucan DX-40, fully dissolving, and 80min is reacted under the conditions of 90 DEG C and is freezed, is dissolved in
Water, obtains the aqueous phase that concentration is 15mg/mL.1 is pressed by glucan DX-40 and beta-conglycinin solution:1 mass ratio addition
Into beta-conglycinin solution.
Step 2: 20mL aqueous phases are mixed with 0.618mL oil phases, it is subsequently placed in high speed shear homogenizer, with 10000r/
Min rotating speed homogeneous 2min, then be placed in ultrasonic cell disruptor, with 400W Power Processing 15min, that is, obtain delivering turmeric
Plain nano-emulsion.
Wherein, in step 2 oil phase be prepare in the steps below 0.1g curcumins are dissolved in 10mL medium chain triglycerides
In, it is sufficiently stirred for, is centrifuged off insoluble matter.
Using following verification experimental verification invention effects
Described beta-conglycinin is adopted to extract with the following method and obtained：
Defatted soybean meal, material:Liquid (distilled water)=1:15, adjust pH=8.5,45 DEG C of stirrings 1h, 4 DEG C of placement 2h；So
Centrifuging and taking supernatant, adjusts pH=6.4,4 DEG C stand overnight afterwards, and supernatant is taken after centrifugation, adjusts pH=5.4,4 DEG C of placement 2h,
It is then centrifuged for taking supernatant, the volume that doubles frozen water, adjusts pH4.8,4 DEG C of placement 2h, centrifuged deposit obtains β-companion's soybean ball
Albumen.
Described beta-conglycinin solution is to adopt to be made with the following method：
1.5g beta-conglycinins are weighed, is dissolved in 100mL deionized waters and stirs 6h.20mL protein solutions are taken to be placed in
In 50mL PE pipes, the ultrasonically treated 15min under 200W power.Ensure that complete water and effect occur for protein.
Described alkali protease beta-conglycinin zymolyte solution is to adopt to be made with the following method：
Under conditions of 9.0,45 DEG C of pH, beta-conglycinin is digested using alkaline protein, is added by enzyme activity size
Protease.Protein solution degree of hydrolysis is reached 3%, 6%, 9%, 12% with 5000U/g enzyme concentrations, made with 20000U/g enzyme concentrations
Protein solution degree of hydrolysis reaches 15%, 18%, 21%, 24%, and degree of hydrolysis is controlled using pH-stat methods, and enzymolysis product is lyophilized to be deposited
Storage.Zymolyte dry powder is redissolved in water afterwards, zymolyte concentration is reached 15mg/mL concentration.
Described glycosylation beta-conglycinin solution is to adopt to be made with the following method：
Glucan DX-40 is pressed 1:1 mass ratio is added to beta-conglycinin solution (PBS 0.02M, pH 9.0)
In, stirring a period of time makes it fully dissolve, reaction 20,40,60,80,100,120,140,160min at 90 DEG C, after freezing
Multiple soluble in water, it is 15mg/mL to make protein content.
1.5g beta-conglycinins and 1.5g polysorbas20s (contrast) are dissolved in 100mL deionized waters respectively, stirring is equal
With 200W ultrasonic powers 15min ultrasonically treated to protein solution after even, it is ensured that complete water and effect occur for protein.By oil phase plus
Enter in protein solution, in the first homogeneous 2min of 10000rpm rotating speeds, with ultrasonic power 400W, ultrasonic time 15min, oil phase ratio
3% prepares natural beta-conglycinin nano-emulsion, polysorbas20 nano-emulsion.
Using Malvern Nano-S90 nanometer laser particle size analyzer determination sample average particle diameters Z-average, polydisperse system
Number PDI.
The average grain diameter of beta-conglycinin nano-emulsion is 229.8 ± 4.1nm, and PDI values are 0.180 ± 0.016, tween
20 average grain diameters be 195.8 ± 7.0nm, PDI values be 0.198 ± 0.004. by 4mL beta-conglycinin nano-emulsions, 4mL is told
Warm 20 nano-emulsions are respectively put into 5mL PE pipes, and 10min is centrifuged in 4000r/min, rear to sample 0.8mL simultaneously in bottom with liquid-transfering gun
It is vortexed and mixes；Then take 0.1mL in 50mL volumetric flasks, be diluted with water to scale, surveyed with ultraviolet specrophotometer at 500nm
Absorbance.Stability represents that calculation formula is as follows with centrifugation stability constant Ke：
Wherein A0To centrifuge the absorbance of preceding nano-emulsion, and A is the absorbance of nano-emulsion after centrifugation.
The Ke values of beta-conglycinin nano-emulsion are 7.38 ± 1.01%, the Ke values of polysorbas20 nano-emulsion are 15.26 ±
0.56%.Beta-conglycinin nano-emulsion, polysorbas20 nano-emulsion are determined using Zetasizer Nano Z potentiometric analyzers
Zeta- current potentials.Sample dilutes 100 times with pH 7.0 cushioning liquid before test.The Zeta- of nano-emulsion sample is determined at 25 DEG C
Current potential.The Zeta- current potentials of beta-conglycinin nano-emulsion be -30.3 ± 0.92mV, polysorbas20 nano-emulsion -17 ±
0.55mV.Although above-mentioned as shown by data beta-conglycinin nano-emulsion average grain diameter is more than conventional synthesis type emulsifier tween 20
Stable nano-emulsion, but beta-conglycinin nano-emulsion stability is stronger.
Under conditions of 9.0,45 DEG C of pH, beta-conglycinin is digested using alkaline protein.It is enzyme-added with 5000U/g
Amount makes protein solution degree of hydrolysis reach 3%, 6%, 9%, 12%, and protein solution degree of hydrolysis is reached with 20000U/g enzyme concentrations
15%th, 18%, 21%, 24%, degree of hydrolysis, the lyophilized storage of enzymolysis product are controlled using pH-stat methods.Zymolyte dry powder is answered afterwards
Water is dissolved in, hydrolysate concentration is reached 15mg/mL concentration.With ultrasonic power 400W, ultrasonic time 15min, oil phase volume ratio
3% prepares enzymolysis modified beta-conglycinin nano-emulsion.It is used to survey using Malvern Nano-S90 nanometer lasers particle size analyzer
Determine average grain diameter Z-average, degree of hydrolysis 3-24% alkali protease beta-conglycinin zymolyte nano-emulsion is corresponding
Average grain diameter be followed successively by 212 ± 9.0nm, 204 ± 4.1nm, 208.6 ± 6.1nm, 194.1 ± 9.0nm, 203.8 ± 4.8nm,
231.4 ± 7.8nm, 272.9 ± 11.2nm, 314.6 ± 6.8nm, when degree of hydrolysis is the nano-emulsion particle diameter minimum prepared by 12%.
Glucan DX-40 is pressed 1:1 mass ratio is added to beta-conglycinin solution (PBS 0.02M, pH 9.0)
In, stirring a period of time makes it fully dissolve, reaction 20,40,60,80,100,120,140,160min at 90 DEG C, after freezing
Multiple soluble in water, it is 15mg/mL to make protein content.With ultrasonic power 400W, ultrasonic time 15min, oil phase volume ratio 3%
Prepare glycosylation modification beta-conglycinin nano-emulsion.It is used to determine using Malvern Nano-S90 nanometer lasers particle size analyzer
Average grain diameter Z-average, the reaction time is corresponding flat by 20-160min glycosylation modification beta-conglycinin nano-emulsion
Equal particle diameter be followed successively by 227.0 ± 6.0nm, 226.9 ± 9.3nm, 222.1 ± 3.3nm, 208.7 ± 4.7nm, 215.4 ± 3.2nm,
220.3±8.4nm、219.6±1.9nm、211.9±3.7nm.Wherein when reacted between for 80min nano-emulsion particle diameters it is minimum.
Determine beta-conglycinin nano-emulsion, enzymolysis modified beta-conglycinin nano-emulsion, the sugar of delivery curcumin
Baseization is modified the envelop rate of beta-conglycinin nano-emulsion, and control is used as using the polysorbas20 nano-emulsion that delivers curcumin.Take and receive
Rice milk 5mL centrifuges 20min in 10mL EP pipes in 15000r/min, separates sample oil water phase, with needle tubing in centrifuge tube
Bottom is sampled, and using 0.22 μm of aperture membrane filtration, certain multiple is diluted with ethanol, extinction is measured at wavelength X=422nm
Degree.Concentration using curcumin standard items ethanol solution is abscissa, and absorbance is that ordinate draws the standard song for obtaining curcumin
Line, its formula is y=0.1556x-0.0038, R2=0.9991.Content in clear liquid is calculated according to obtained mark song formula, then
Entrapment efficiency is calculated according to following formula：
Wherein W1For curcumin total content, W in nano-emulsion sample2For the content of curcumin in aqueous phase.Measurement result is as follows,
The envelop rate of beta-conglycinin nano-emulsion is 92.2 ± 1.1%, and degree of hydrolysis 3%, 6%, 9%, 12%, 15% is enzymolysis modified
Beta-conglycinin nano-emulsion nano-emulsion envelop rate is respectively 93.0 ± 2.3%, 92.1 ± 0.5%, 91.6 ± 0.5%,
91.8 ± 2.0%, 92.9 ± 2.3%, glycosylation beta-conglycinin nano-emulsion envelop rate is 92.1 ± 1.8%, and tween
The envelop rate of 20 nano-emulsions is only 84.6 ± 1.7%.The nano-emulsion envelop rate of delivery curcumin prepared by the method for the present invention is high
The nano-emulsion of the delivery curcumin prepared in conventional emulsifier.
Determine beta-conglycinin nano-emulsion, enzymolysis modified beta-conglycinin nano-emulsion, the sugar of delivery curcumin
Baseization is modified the stability of curcumin in beta-conglycinin nano-emulsion, and curcumin nano breast is placed on into 4 DEG C of conditions of lucifuge
It is lower to preserve, using same amount curcumin ethanol solution and medium chain triglyceride solution as control, by being received with 10 times of ethanol dilutions
Rice milk sample makes it be demulsified, and is centrifuged off protein, and absorbance is determined under 422nm, and turmeric is calculated with curcumin standard curve
The content of element.Determine the change of curcumin total content in one week front and rear nano-emulsion.The curcumin of beta-conglycinin nano-emulsion
Storage rate is 75.7%, and degree of hydrolysis is 3%, 6%, 9%, 12%, 15% enzymolysis modified beta-conglycinin nano-emulsion
Storage rate is respectively 76.2%, 73.8%, 71.7%, 78.2%, 76.5%, glycosylation modification beta-conglycinin nano-emulsion
The storage rate of middle curcumin is 71.4%, and storage rate of the curcumin in medium chain triglyceride and ethanol be respectively 31.5%,
26.3%.
Determine beta-conglycinin nano-emulsion, enzymolysis modified beta-conglycinin nano-emulsion, the sugar of delivery curcumin
Baseization is modified the release performance in gastric environment in beta-conglycinin nano-emulsion.Simulate the gastric juice：0.1mol/L HCl,
0.32% (w/v) pepsin, 1% (w/v) Emulsifier EL-60.Sample is mixed in equal volume with simulate the gastric juice, equal portions point
Loaded in small test tube.It is placed among 37 DEG C of water bath with thermostatic control shaking table, oscillation rate is 100r/min.In 0,0.5,1,1.5,2,4,
6h is separately sampled, centrifuges aqueous phase, is diluted with ethanol, measurement wherein turmeric cellulose content.
Wherein CtFor the concentration (μ g/mL) for the curcumin that dissociates in t medium, VtFor the medium volume of t, C0Represent
Original state is dissociated curcumin concentration (μ g/mL), V0Original state medium volume is represented, M is curcumin total amount in nano-emulsion.β-
It is 25.3 ± 1.1% that conglycinin nano-emulsion adds up release rate in 6h, and degree of hydrolysis is 3%, 6%, 9%, 12%, 15% enzyme
The modified beta-conglycinin nano-emulsion of solution 6h add up release rate be 29.7 ± 0.5%, 32.7 ± 0.7%, 40.0 ±
3.0%th, 37.1 ± 0.8%, 44.4 ± 2.3%, it is 23.8 that glycosylation beta-conglycinin nano-emulsion adds up release rate in 6h
± 1.9%.
Determine beta-conglycinin nano-emulsion, enzymolysis modified beta-conglycinin nano-emulsion, the sugar of delivery curcumin
Baseization is modified the release performance in intestines environment in beta-conglycinin nano-emulsion.Simulated intestinal fluid：PBS (pH 6.8,
0.01mol/L), 1% (w/v) pancreatin, 1% (w/v) Emulsifier EL-60.Sample is mixed into equal portions in equal volume with simulated intestinal fluid
It is sub-packed in small test tube.It is placed among 37 DEG C of water bath with thermostatic control shaking table, oscillation rate is 100r/min.In 0,0.5,1,1.5,2,
4th, 6h is separately sampled, centrifuges aqueous phase, is diluted with ethanol, measurement wherein turmeric cellulose content.
Wherein CtFor the concentration (μ g/mL) for the curcumin that dissociates in t medium, VtFor the medium volume of t, C0Represent
Original state is dissociated curcumin concentration (μ g/mL), V0Represent original state medium volume, M be curcumin total amount β in nano-emulsion-
It is 26.2 ± 1.2% that conglycinin nano-emulsion adds up release rate in 6h, and degree of hydrolysis is 3%, 6%, 9%, 12%, 15% enzyme
The modified beta-conglycinin nano-emulsion of solution 6h add up release rate be 27.4 ± 2.6%, 27.4 ± 1.6%, 28.8 ±
1.6%th, 29.8 ± 2.1%, 28.2 ± 1.4%, it is 25.1 that glycosylation beta-conglycinin nano-emulsion adds up release rate in 6h
± 0.8%.
Claims (10)
1. deliver the preparation method of curcumin nano breast, it is characterised in that what this method was achieved by the following steps：
Step 1: through ultrasound, enzymolysis or saccharification processing prepared by beta-conglycinin into aqueous phase；
Step 2: aqueous phase is mixed with oil phase, the oil phase is prepared by curcumin and medium chain triglyceride, then homogeneous,
It is placed in ultrasonic cell disruptor and handles again, that is, obtains delivery curcumin nano breast.
2. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that by 1.5g in step one
Beta-conglycinin, which is dissolved in 100mL deionized waters, stirs 6h, and ultrasonically treated 15min, obtains aqueous phase under 200W power.
3. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that by 1.5g in step one
Beta-conglycinin, which is dissolved in 100mL deionized waters, stirs 6h, adds alkali protease, in the condition that pH value is 9.0,45 DEG C
Lower enzymolysis, freezes, is dissolved in water, obtains the aqueous phase that concentration is 15mg/mL.
4. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that alkali protease is added
Measure as 5000U/g~20000U/g.
5. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that by 1.5g in step one
Beta-conglycinin, which is dissolved in 100mL PBS (0.02M, pH 9.0) cushioning liquid, obtains beta-conglycinin solution, then
Glucan DX-40 is added, is fully dissolved, 20~160min is reacted under the conditions of 90 DEG C and is freezed, water is dissolved in, obtaining concentration is
15mg/mL aqueous phase.
6. it is according to claim 1 delivery curcumin nano breast preparation method, it is characterised in that by glucan DX-40 with
Beta-conglycinin solution presses 1:1 mass ratio is added in beta-conglycinin solution.
7. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that oil phase is in step 2
That prepares in the steps below is dissolved in 0.1g curcumins in 10mL medium chain triglycerides, is sufficiently stirred for, is centrifuged off insoluble matter.
8. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that pressed in step 2
The proportioning of 0.618mL oil phases and 20mL aqueous phase mixing is mixed.
9. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that using height in step 2
Speed shearing homogenizer carries out homogenization, and rotating speed is 10000r/min, and processing time is 2min.
10. the preparation method of delivery curcumin nano breast according to claim 1, it is characterised in that with 400W in step 2
Power handles 15min with Ultrasonic cell smash.
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| CN108208834A (en) * | 2018-01-05 | 2018-06-29 | 华南理工大学 | A kind of soybean protein base nano particle for loading curcumin and its preparation method and purposes |
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| CN115590205A (en) * | 2022-10-27 | 2023-01-13 | 东北农业大学（Cn） | Preparation method of nanoemulsion for enzymolysis of zein |
| CN115590205B (en) * | 2022-10-27 | 2024-03-15 | 东北农业大学 | Preparation method of nanoemulsion for zein enzymolysis |
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