CN107028883B - Preparation method of curcumin-carrying nanoemulsion - Google Patents
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Abstract
The invention discloses a preparation method of a curcumin-carrying nanoemulsion, belonging to the technical field of curcumin nanoemulsions and solving the technical problems of potential safety hazards and high cost of the existing preparation method of the curcumin-carrying nanoemulsion.
Description
Technical Field
The invention belongs to the technical field of curcumin nanoemulsion; in particular to a preparation method of curcumin-carrying nanoemulsion.
Background
Curcumin is an acidic polyphenol compound extracted from rhizome of Curcuma plants such as Curcuma longa, Curcuma zedoaria, Acorus calamus, Curcuma aromatica, etc., and has pharmacological activities of resisting inflammation, bacteria, oxidation, tumor, protecting liver, promoting bile flow, regulating blood lipid, etc.
However, curcumin belongs to lipophilic substances, has poor water solubility, has low bioavailability when being taken in vivo in a solid particle, suspension and other modes, and is difficult to achieve due health care effect.
The existing method for preparing the nanoemulsion carrying curcumin still has the defects, for example, the method for preparing the nanoemulsion by adopting a low-energy emulsification method needs to use a large amount of emulsifying agent, and only a synthetic emulsifying agent can be used due to the limitation of the principle of the method, so that the potential safety hazard problem exists after the nanoemulsion carrying curcumin is put into production and commercialization; in addition, the existing high-energy emulsification method for preparing the nano emulsion can use natural biological macromolecules as the emulsifier, but research shows that the emulsification performance of the biological macromolecules is not as good as that of the traditional synthetic emulsifier, and the cost problem needs to be considered when the nano emulsion is put into industrial production.
Disclosure of Invention
The invention solves the technical problems of potential safety hazard and high cost of the existing preparation method of the nanoemulsion carrying curcumin; and provides a preparation method of the curcumin-carrying nanoemulsion.
In order to solve the technical problems, the preparation method of the carried curcumin nanoemulsion is realized according to the following steps:
firstly, preparing β -conglycinin into a water phase through ultrasonic treatment, enzymolysis or glycosylation treatment;
and step two, mixing the water phase with an oil phase, wherein the oil phase is prepared from curcumin and medium-chain triglyceride, homogenizing, and then placing in an ultrasonic cell crusher for treatment to obtain the curcumin-carrying nanoemulsion.
In step one, 1.5g of β -conglycinin was dissolved in 100mL of deionized water, stirred for 6h, and sonicated at 200W power for 15min to obtain an aqueous phase.
In the first step, 1.5g of β -conglycinin is dissolved in 100mL of deionized water and stirred for 6h, alkaline protease is added, enzymolysis is carried out under the conditions of pH value of 9.0 and 45 ℃, freeze-drying and water dissolution are carried out, so as to obtain a water phase with the concentration of 15mg/mL, and the adding amount of the alkaline protease is 5000U/g-20000U/g.
In the first step, 1.5g of β -conglycinin is dissolved in 100mL of PBS (0.02M, pH 9.0) buffer solution to obtain β -conglycinin solution, then glucan DX-40 is added to the solution for full dissolution, the mixture is reacted at 90 ℃ for 20-160min, and the mixture is freeze-dried and dissolved in water to obtain an aqueous phase with the concentration of 15mg/mL, and then the aqueous phase is added into the β -conglycinin solution according to the mass ratio of the glucan DX-40 to the β -conglycinin solution of 1: 1.
In the second step, the oil phase was prepared by dissolving 0.1g of curcumin in 10mL of medium chain triglyceride, stirring well, and centrifuging to remove insoluble substances.
In the second step, the mixture was mixed in a ratio of 0.618mL of oil phase and 20mL of water phase.
And step two, homogenizing by adopting a high-speed shearing homogenizer, wherein the rotating speed is 10000r/min, and the processing time is 2 min.
And in the second step, the cell is treated for 15min by an ultrasonic cell crusher at the power of 400W.
The nanoemulsion carrying curcumin prepared by the method has high encapsulation rate.
The invention selects β -conglycinin as a raw material, belongs to plant protein, is a main component of soybean storage protein, has rich content accounting for 30% of the total protein content of soybean seeds, β -conglycinin as a production raw material, namely low-temperature defatted soybean meal is an industrial byproduct, is lower in production cost compared with other animal and plant proteins, brings huge economic benefit once put into production, has better emulsifying performance compared with commercialized soybean protein isolate, and is more suitable for being used as an emulsifier of nanoemulsion, in addition, the invention adopts an enzymolysis and glycosylation method to modify β -conglycinin, researches β -conglycinin zymolyte and β -conglycinin modified by glycosylation as an emulsifier to prepare a β -conglycinin curcumin-carrying nanoemulsion system, and the two methods further optimize the performance of the prepared curcumin nanoemulsion.
Detailed Description
The preparation method of the curcumin-carrying nanoemulsion is realized according to the following steps:
dissolving 1.5g of β -conglycinin in 100mL of deionized water, stirring for 6h, and carrying out ultrasonic treatment for 15min under 200W power to obtain a water phase, wherein the solubility of β -conglycinin in the water phase is improved through ultrasonic treatment, so that the emulsifying capacity of an emulsifier (β -conglycinin) in the water phase is improved, and the formation of the nanoemulsion is facilitated.
And step two, mixing 20mL of water phase with 0.618mL of oil phase, then placing the mixture into a high-speed shearing homogenizer, homogenizing for 2min at the rotating speed of 10000r/min, then placing the mixture into an ultrasonic cell crusher, and treating for 15min at the power of 400W to obtain the curcumin-carrying nanoemulsion.
Wherein the oil phase in step two is prepared by dissolving 0.1g curcumin in 10mL medium chain triglyceride, stirring thoroughly, and centrifuging to remove insoluble substances.
In the second embodiment, the preparation method of the curcumin nanoemulsion carried in the second embodiment is realized by the following steps:
step one, dissolving β -conglycinin 1.5g in deionized water 100mL, stirring for 6h, adding alkaline protease, carrying out enzymolysis at 45 ℃ under the condition of pH value of 9.0, freeze-drying, and dissolving in water to obtain an aqueous phase with the concentration of 15mg/mL, wherein the adding amount of the alkaline protease is 5000U/g.
And step two, mixing 20mL of water phase with 0.618mL of oil phase, then placing the mixture into a high-speed shearing homogenizer, homogenizing for 2min at the rotating speed of 10000r/min, then placing the mixture into an ultrasonic cell crusher, and treating for 15min at the power of 400W to obtain the curcumin-carrying nanoemulsion.
Wherein the oil phase in step two is prepared by dissolving 0.1g curcumin in 10mL medium chain triglyceride, stirring thoroughly, and centrifuging to remove insoluble substances.
In a third specific embodiment, the preparation method of the curcumin nanoemulsion carried in the third embodiment is realized by the following steps:
firstly, dissolving β -conglycinin 1.5g in PBS (0.02M, pH 9.0) 100mL to obtain β -conglycinin solution, adding dextran DX-40, fully dissolving, reacting at 90 deg.C for 80min, lyophilizing, dissolving in water to obtain water phase with concentration of 15mg/mL, and adding the mixture into β -conglycinin solution according to the mass ratio of 1:1 of the dextran DX-40 to β -conglycinin solution.
And step two, mixing 20mL of water phase with 0.618mL of oil phase, then placing the mixture into a high-speed shearing homogenizer, homogenizing for 2min at the rotating speed of 10000r/min, then placing the mixture into an ultrasonic cell crusher, and treating for 15min at the power of 400W to obtain the curcumin-carrying nanoemulsion.
Wherein the oil phase in step two is prepared by dissolving 0.1g curcumin in 10mL medium chain triglyceride, stirring thoroughly, and centrifuging to remove insoluble substances.
The following tests were carried out to verify the effects of the present invention
The β -conglycinin is extracted by the following method:
defatting soybean meal at low temperature, wherein the ratio of liquid (distilled water) to liquid (distilled water) is 1:15, adjusting pH to 8.5, stirring at 45 ℃ for 1h, standing at 4 ℃ for 2h, centrifuging to obtain supernatant, adjusting pH to 6.4, standing at 4 ℃ overnight, centrifuging to obtain supernatant, adjusting pH to 5.4, standing at 4 ℃ for 2h, centrifuging to obtain supernatant, adding one-time volume of ice water, adjusting pH to 4.8, standing at 4 ℃ for 2h, centrifuging, and precipitating to obtain β -conglycinin.
The β -conglycinin solution is prepared by the following method:
1.5g β -conglycinin was weighed, dissolved in 100mL deionized water and stirred for 6h, 20mL protein solution was placed in a 50mL PE tube and sonicated at 200W for 15min to ensure complete hydration of the protein.
The alkaline protease β -conglycinin zymolyte solution is prepared by adopting the following method:
using alkaline proteolysis β -conglycinin for enzymolysis under the conditions of pH 9.0 and 45 ℃, adding protease according to the enzyme activity, adding 5000U/g of enzyme to ensure that the hydrolysis degree of a protein solution reaches 3%, 6%, 9% and 12%, adding 20000U/g of enzyme to ensure that the hydrolysis degree of the protein solution reaches 15%, 18%, 21% and 24%, controlling the hydrolysis degree by adopting a pH-stat method, freeze-drying and storing an enzymolysis product, and re-dissolving the dried powder of the enzymolysis product in water to ensure that the concentration of the enzymolysis product reaches 15 mg/mL.
The glycosylated β -conglycinin solution is prepared by the following method:
adding dextran DX-40 into β -conglycinin solution (PBS 0.02M, pH 9.0) at a mass ratio of 1:1, stirring for a period of time to dissolve completely, reacting at 90 deg.C for 20, 40, 60, 80, 100, 120, 140, 160min, lyophilizing, and re-dissolving in water to obtain protein content of 15 mg/mL.
Respectively dissolving β -conglycinin 1.5g and Tween 20 1.5g (for comparison) in deionized water 100mL, uniformly stirring, carrying out ultrasonic treatment on the protein solution for 15min with 200W ultrasonic power to ensure that the protein generates complete hydration, adding the oil phase into the protein solution, homogenizing for 2min at 10000rpm, and preparing natural β -conglycinin nanoemulsion and Tween 20 nanoemulsion with the ultrasonic power of 400W, the ultrasonic time of 15min and the oil phase proportion of 3%.
And (3) measuring the average particle size Z-average and the polydispersity PDI of the sample by using a Malvern Nano-S90 nanometer laser particle size analyzer.
β -conglycinin nanoemulsion has an average particle size of 229.8 +/-4.1 nm, a PDI value of 0.180 +/-0.016, a Tween 20 average particle size of 195.8 +/-7.0 nm and a PDI value of 0.198 +/-0.004. the 4mL of β -conglycinin nanoemulsion and the 4mL of Tween 20 nanoemulsion are respectively put into a 5mL PE tube, centrifuged for 10min at 4000r/min, then a pipette is used for sampling 0.8mL at the bottom and vortexing and mixing uniformly, then 0.1mL is taken into a 50mL volumetric flask, diluted to a scale with water, an ultraviolet spectrophotometer is used for measuring absorbance at 500nm, the stability is expressed by a centrifugal stability constant Ke, and the calculation formula is as follows:
wherein A is0Is the absorbance of the nanoemulsion before centrifugation and a is the absorbance of the nanoemulsion after centrifugation.
β -Coglycinin nanoemulsion has a Ke value of 7.38 + -1.01%, and Tween 20 nanoemulsion has a Ke value of 15.26 + -0.56%, Zeta-potentials of β -Coglycinin nanoemulsion and Tween 20 nanoemulsion were measured by Zetasizer Nano Z potential analyzer 100 times diluted with a buffer solution of pH 7.0 before the test, and Zeta-potentials of β -Coglycinin nanoemulsion were-30.3 + -0.92 mV, and-17 + -0.55 mV. of Tween 20 nanoemulsion showed that the average particle size of β -Coglycinin nanoemulsion was greater than that of Tween 20 stabilized nanoemulsion which is a conventional synthetic emulsifier, but β -Coglycinin nanoemulsion was more stable.
Hydrolyzing β -conglycinin by using alkaline protease under the conditions of pH 9.0 and 45 ℃, adding 5000U/g of enzyme to ensure that the degree of hydrolysis of the protein solution reaches 3%, 6%, 9% and 12%, adding 20000U/g of enzyme to ensure that the degree of hydrolysis of the protein solution reaches 15%, 18%, 21% and 24%, controlling the degree of hydrolysis by using a pH-stat method, freeze-drying and storing an enzymolysis product, re-dissolving the dried powder of the enzymolysis product in water to ensure that the concentration of the hydrolysate reaches 15mg/mL, preparing β -conglycinin nanoemulsion by using the ultrasonic power of 400W and the ultrasonic time of 15min and the oil phase volume proportion of 3%, and preparing the enzymolysis modified β -conglycinin nanoemulsion by using a Malvern Nano-S90 Nano laser particle size analyzer to determine the average particle size Z-average, wherein the alkaline protease β -conglycinin enzymolysis with the degree of hydrolysis of 3-24% has the corresponding average particle sizes of 212 +/-9.0 nm, 204 +/-4.1 nm, 208.6 +/-6.1 nm, 194.1 +/-9.0.203.8.203.8.8.231.8.7.82 nm and 368.11 +/-11 nm and the maximum particle size of the hydrolysate is prepared.
Adding dextran DX-40 into β -conglycinin solution (PBS 0.02M, pH 9.0) according to the mass ratio of 1:1, stirring for a period of time to fully dissolve the dextran DX-40, reacting at 90 ℃ for 20, 40, 60, 80, 100, 120, 140 and 160min, re-dissolving the dextran DX-40 in water after freeze-drying to ensure that the protein content is 15mg/mL, preparing glycosylated modified β -conglycinin nanoemulsion with the ultrasonic power of 400W, the ultrasonic time of 15min and the oil phase volume proportion of 3 percent, measuring the average particle size Z-average by using a Malvern Nano-S90 nanometer laser particle sizer, and sequentially determining the average particle sizes corresponding to 20-160min glycosylated modified β -conglycinin nanoemulsion of 227.0 +/-6.0 nm, 226.9 +/-9.3 nm, 222.1 +/-3.3 nm, 208.7 +/-4.7 nm, 215.4 +/-3.2 nm, 220.3 +/-8.4.4 nm, 9.9.219.9 +/-9.9 nm and 80 +/-3.7 nm, wherein the particle size is the minimum time of the nanoemulsion.
Determining the encapsulation rate of β -conglycinin nanoemulsion carrying curcumin, β -conglycinin nanoemulsion modified by enzymolysis and β -conglycinin nanoemulsion modified by glycosylation, taking 5mL of nanoemulsion into a 10mL EP tube by taking Tween 20 nanoemulsion carrying curcumin as a reference, centrifuging for 20min at 15000R/min to separate oil phase and water phase of a sample, sampling at the bottom of a centrifuge tube by using a needle tube, filtering by using a filter membrane with the aperture of 0.22 mu m, diluting by a certain time by using ethanol, measuring absorbance at the wavelength lambda of 422nm, drawing a standard curve of the curcumin by using the concentration of an ethanol solution of a curcumin standard product as an abscissa and the absorbance as an ordinate, wherein the formula is y 0.1556x-0.0038, and R is y 0.1556x-0.003820.9991. Calculating the content of the clear liquid according to the obtained standard curve formula, and calculating the drug encapsulation rate according to the following formula:
wherein W1Is the total curcumin content, W, in the nanoemulsion sample2The measurement result is as follows, the encapsulation rate of β -conglycinin nanoemulsion is 92.2 +/-1.1%, the degree of hydrolysis is 3%, 6%, 9%, 12%, 15% enzymolysis modification β -conglycinin nanoemulsion encapsulation rate is 93.0 +/-2.3%, 92.1 +/-0.5%, 91.6 +/-0.5%, 91.8 +/-2.0%, 92.9 +/-2.3%, the encapsulation rate of glycosylation β -conglycinin nanoemulsion is 92.1 +/-1.8%, and the encapsulation rate of tween 20 nanoemulsion is only 84.6 +/-1.7%.
The stability of curcumin in β -conglycinin nanoemulsion carrying curcumin, β -conglycinin nanoemulsion modified by enzymolysis and β -conglycinin nanoemulsion modified by glycosylation is determined, the curcumin nanoemulsion is stored at the dark condition of 4 ℃, ethanol solution and medium chain triglyceride solution with the same content are used as reference, a nanoemulsion sample is diluted by 10 times of ethanol to be demulsified, protein is removed by centrifugation, absorbance is determined at 422nm, the content of the curcumin is calculated by using a curcumin standard curve, the change of the total content of the curcumin in the nanoemulsion before and after one week is determined, the curcumin storage rate of the β -conglycinin nanoemulsion is 75.7%, the storage rate of the enzymatic modification β -conglycinin nanoemulsion with the hydrolysis degrees of 3%, 6%, 9%, 12% and 15% is 76.2%, 73.8%, 71.7%, 78.2% and 76.5%, respectively, the storage rate of the glycosylation modification β -conglycinin nanoemulsion in the glycosylation modification is 71.4%, and the storage rate of the curcumin in the triglyceride and the medium chain in the ethanol is 31.5% and 31.26% respectively.
Measuring the release performance of β -conglycinin nanoemulsion carrying curcumin, β -conglycinin nanoemulsion modified by enzymolysis and β -conglycinin nanoemulsion modified by glycosylation in the gastric environment, 0.1mol/L HCl, 0.32% (w/v) pepsin and 1% (w/v) polyoxyethylene castor oil in simulated gastric juice, mixing the sample and the simulated gastric juice in equal volume, equally dividing the mixture into small test tubes, placing the test tubes in a constant-temperature water bath shaker at 37 ℃, respectively sampling at the oscillation rate of 100r/min for 0, 0.5, 1, 1.5, 2, 4 and 6 hours, centrifugally separating the water phase, diluting with ethanol, and measuring the curcumin content.
Wherein C istConcentration of free curcumin in the medium at time t (. mu.g/mL), VtVolume of medium at time t, C0Represents the initial state free curcumin concentration (. mu.g/mL), V0Representing the volume of the initial medium, M is the total amount of curcumin in the nanoemulsion, the β -conglycinin nanoemulsion has the accumulative release rate of 25.3 +/-1.1% in 6h, the hydrolysis degree of 3%, 6%, 9%, 12% and 15% enzymolysis modified β -conglycinin nanoemulsion has the accumulative release rate of 29.7 +/-0.5%, 32.7 +/-0.7%, 40.0 +/-3.0 in 6h%, 37.1 +/-0.8 percent and 44.4 +/-2.3 percent, and the cumulative release rate of the glycosylated β -conglycinin nanoemulsion in 6 hours is 23.8 +/-1.9 percent.
Measuring the release performance of β -conglycinin nanoemulsion carrying curcumin, β -conglycinin nanoemulsion modified by enzymolysis and β -conglycinin nanoemulsion modified by glycosylation in an intestinal environment, simulating intestinal fluid, namely PBS (pH 6.8, 0.01mol/L), 1% (w/v) pancreatin and 1% (w/v) polyoxyethylene castor oil, mixing equal volumes of a sample and the simulated intestinal fluid, subpackaging the mixture into a small test tube, placing the small test tube in a constant-temperature water bath shaking table at 37 ℃, sampling at the oscillation rate of 100r/min for 0, 0.5, 1, 1.5, 2, 4 and 6 hours respectively, centrifugally separating an aqueous phase, diluting the aqueous phase by using ethanol, and measuring the curcumin content.
Wherein C istConcentration of free curcumin in the medium at time t (. mu.g/mL), VtVolume of medium at time t, C0Represents the initial state free curcumin concentration (. mu.g/mL), V0Representing the volume of the initial medium, M is the total amount of curcumin in the nanoemulsion, the β -conglycinin nanoemulsion has the accumulative release rate of 26.2 +/-1.2% in 6h, the hydrolysis degree is 3%, 6%, 9%, 12% and 15% of enzymolysis modified β -conglycinin nanoemulsion has the accumulative release rate of 27.4 +/-2.6%, 27.4 +/-1.6%, 28.8 +/-1.6%, 29.8 +/-2.1% and 28.2 +/-1.4% in 6h, and the glycosylation β -conglycinin nanoemulsion has the accumulative release rate of 25.1 +/-0.8% in 6 h.
Claims (3)
1. The preparation method of the carried curcumin nanoemulsion is characterized by being realized according to the following steps:
dissolving 1.5g of β -conglycinin in 100mL of deionized water, stirring for 6h, adding alkaline protease, carrying out enzymolysis at the pH value of 9.0 and the temperature of 45 ℃, freeze-drying, dissolving in water to obtain a water phase with the concentration of 15mg/mL, or dissolving 1.5g of β -conglycinin in 100mL of PBS buffer solution with the concentration of 0.02M and the pH value of 9.0 to obtain a β -conglycinin solution, adding glucan DX-40, fully dissolving, reacting for 20-160min at the temperature of 90 ℃, freeze-drying, dissolving in water to obtain a water phase with the concentration of 15 mg/mL;
mixing the water phase with an oil phase, wherein the oil phase is prepared from curcumin and medium-chain triglyceride, homogenizing, and treating in an ultrasonic cell crusher to obtain the curcumin-carrying nanoemulsion;
the adding amount of the alkaline protease is 5000-20000U/g;
adding the solution of dextran DX-40 and β -conglycinin into the solution of β -conglycinin at a mass ratio of 1: 1;
in the second step, the oil phase is prepared by dissolving 0.1g of curcumin in 10mL of medium chain triglyceride, fully stirring, and centrifuging to remove insoluble substances;
in the second step, the mixture was mixed in a ratio of 0.618mL of oil phase and 20mL of water phase.
2. The method for preparing curcumin nano-emulsion as claimed in claim 1, wherein the step two is carried out by homogenizing with a high-speed shearing homogenizer at 10000r/min for 2 min.
3. The method for preparing curcumin-carrying nanoemulsion as claimed in claim 1, wherein the ultrasonic cell pulverization device is used to treat the curcumin-carrying nanoemulsion with 400W power for 15min in the second step.
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| CN108208834B (en) * | 2018-01-05 | 2021-03-30 | 华南理工大学 | Curcumin-loaded soybean protein-based nanoparticles and preparation method and application thereof |
| CN109315783A (en) * | 2018-09-29 | 2019-02-12 | 南京财经大学 | A kind of preparation method for the structured lipid base nanoemulsions loading curcumin |
| CN111194767A (en) * | 2020-02-10 | 2020-05-26 | 浙江工商大学 | Litsea cubeba essential oil nanoemulsion |
| CN111280240A (en) * | 2020-02-10 | 2020-06-16 | 浙江工商大学 | Preparation method of litsea cubeba essential oil nanoemulsion and application of litsea cubeba essential oil nanoemulsion in fresh keeping of salmon |
| CN111420064B (en) * | 2020-04-21 | 2021-08-06 | 华南理工大学 | protein-EGCG composite nanoparticle and antioxidant Pickering high internal phase emulsion |
| CN111617084A (en) * | 2020-07-02 | 2020-09-04 | 西南医科大学 | Preparation method and anti-tumor application of curcumin and fluorouracil co-loaded nano oral milk |
| CN112602875A (en) * | 2020-12-24 | 2021-04-06 | 吉林大学 | Method for preparing food-grade nano emulsion coated with photosensitizer |
| CN114128768A (en) * | 2021-11-26 | 2022-03-04 | 武汉轻工大学 | Rice bran oil body-curcumin mixed carrier and preparation method thereof |
| CN115590205B (en) * | 2022-10-27 | 2024-03-15 | 东北农业大学 | Preparation method of nanoemulsion for zein enzymolysis |
| CN117159445A (en) * | 2023-01-28 | 2023-12-05 | 济宁医学院 | Preparation method and application of curcumin nanoemulsion temperature-sensitive hydrogel |
Family Cites Families (6)
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| CN1895239B (en) * | 2006-06-20 | 2010-05-12 | 中国人民解放军第二军医大学 | Curcumin preparation and its making method |
| CN101317623B (en) * | 2008-07-04 | 2012-05-09 | 华南理工大学 | Preparation method for oil-in-water type soybean isolated protein |
| CN101869692B (en) * | 2010-06-30 | 2011-06-29 | 姜运华 | Curcumin self-microemulsion and preparation method thereof |
| WO2013052853A2 (en) * | 2011-10-07 | 2013-04-11 | Purdue Research Foundation | Products containing partially hydrolyzed soy beta-conglycinin, and related methods |
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-
2017
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Non-Patent Citations (2)
| Title |
|---|
| Effect of enzymolysis and glycosylation on the curcumin nanoemulsions stabilized by b-conglycinin: Formation, stability and in vitro digestion;Chang Liu et al.;《International Journal of Biological Macromolecules》;20191014;第142卷;第658-667页 * |
| Influence of nanocomplexation with curcumin on emulsifying properties and emulsion oxidative stability of soy protein isolate at pH 3.0 and 7.0;Shuo Chen et al.;《Food Hydrocolloids》;20160507;第61卷;第102-112页 * |
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