CN115068445B - Light-stable astaxanthin nano-particles and preparation method thereof - Google Patents
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Abstract
The invention relates to a light-stable astaxanthin nano particle and a preparation method thereof, and a light-stable astaxanthin nano particle with a shell-core spherical structure is constructed, wherein the core material of the nano particle is astaxanthin, the capsule material is prepared by compounding Confucius floribunda globulin and hesperidin, and the particle size is in the nanometer level. Astaxanthin has extremely strong ability to scavenge free radicals, but has poor photostability and is easily oxidized. The photostability of astaxanthin can be improved by the methods of nanoparticle encapsulation and antioxidation modification. After the conglutin is separated out, the conglutin is used as a main capsule wall material film forming material, and the hesperidin is mainly used for improving the performances of light stability and the like of the particles. The preparation method of the nano-particles comprises the following steps: emulsifying the protein-hesperidin mixed solution and an oil phase containing astaxanthin under a proper stabilizer to form emulsion particles, separating and solidifying the capsule wall material of the emulsion particles by an anti-solvent method, and finally filtering or centrifuging to collect nano particles to obtain the light-stable astaxanthin nano particles.
Description
Technical Field
The invention relates to an astaxanthin nano particle with light stability and a preparation method thereof, belonging to the field of micro-nano particles.
Background
Astaxanthin is a ketocarotenoid widely distributed in nature and is found in marine organisms such as shrimp, crab, salmon and algae. Astaxanthin is a fat-soluble carotenoid with strong antioxidant activity and is known as a super antioxidant. The astaxanthin contains two beta-ionone rings, 11 conjugated double bonds and unsaturated alpha-hydroxy ketone in the molecular structure, has relatively active electronic effect, can provide electrons for free radicals or attract unpaired electrons of the free radicals, and can easily react with the free radicals to remove the free radicals, thereby playing roles of resisting oxidation, ultraviolet rays, wrinkles and the like. Because of the ability of scavenging free radicals, astaxanthin is also a potential drug for treating diseases such as cardiovascular diseases, diabetes, stomach diseases and the like, and can relieve eye fatigue, increase muscle endurance and improve the immunity of human bodies. The method is widely applied to industries such as medical treatment, beauty treatment, health care food and the like. However, astaxanthin has poor photostability, is extremely easily decomposed by visible light, and is discolored and deactivated in several hours under normal light, so that the bioavailability of astaxanthin is low, and the application of astaxanthin is further limited, thus the astaxanthin has important significance for improving the stability of astaxanthin.
Disclosure of Invention
The invention aims to solve the technical problems that: astaxanthin has poor photostability, which results in its limitation in the application process. The invention provides a light-stable astaxanthin nano particle and a preparation method thereof, wherein after astaxanthin is coated by a modified microcapsule, a core material and the surrounding environment can be effectively isolated by a shell of a capsule material, and the added hesperidin can react with free radicals in the environment first, so that the purpose of improving the light stability of the light-stable astaxanthin nano particle is further realized. In the preparation method, the corollin is precipitated by utilizing the property of minimum solubility at isoelectric point, and hesperidin is precipitated by an antisolvent precipitation method to obtain the capsule wall material, and the capsule wall material is coated with astaxanthin to prepare the nano-particles.
The technical proposal is as follows:
a light stable astaxanthin nanoparticle is of a 'shell-core' spherical structure, wherein an inner core layer is astaxanthin, and an outer shell layer contains conglycinin and hesperidin; and the average diameter of the nanoparticles ranges from 200 to 500nm.
The preparation method of the light-stable astaxanthin nano-particles comprises the following steps:
step 2, uniformly mixing the aqueous solution of the conglycinin and the astaxanthin solution, and then dropwise adding the hesperidin aqueous solution under the heating condition;
and 3, dropwise adding the solution obtained in the step 2 into acidic water, uniformly stirring, steaming to remove the solvent, washing and centrifuging the product, and dissolving the product in the water to obtain the astaxanthin nanoparticle solution.
In the step 1, the aqueous solution of the conglutin is obtained by dissolving the conglutin in PBS solution and dispersing; the concentration of the conglycinin is 0.01-0.06g/mL.
In the step 1, the concentration of the astaxanthin solution is 1-4g/L, and the adopted solvent is selected from one of ethanol, chloroform and methanol.
In the step 1, the concentration of the hesperidin aqueous solution is 0.005-0.05wt%, and the hesperidin aqueous solution is prepared by ultrasonic dispersion in water and heating.
In the step 2, the heating condition is 80-90 ℃, the mass ratio of the Confucius floridum to the hesperidin is 3-15:1, and the mass ratio of the Confucius floridum to the astaxanthin is 30-100:1.
In the step 3, the acidic water refers to water with pH of 3.5-5.5; the conditions for washing and centrifuging are: cleaning for 2-5 times at the rotating speed of 3000-5000 r/min.
Advantageous effects
The conglutinin is taken as one of vegetable proteins, is salt-soluble protein, is rich in various amino acids, can supplement skin nutrition, nourish skin, has good moisturizing effect on skin, has film forming property and good emulsifying property, has more favorable sulfhydryl groups on the surface, and can form a stable reticular protein film with good strength and viscoelasticity more easily due to a large number of intermolecular free sulfhydryl interactions when the protein is adsorbed on an interface. The conglutinin as carrier protein has the advantages of safety, no toxicity, no immunogenicity, biodegradability, good biocompatibility and the like, so that the isoelectric point of the conglutinin is 3.7-5, and the conglutinin solution is precipitated by changing the pH value and utilizing the property of the conglutinin solution that the solubility of the conglutinin solution is minimum at the isoelectric point, thereby preparing the microparticle capsule wall.
The nano particle with the core-shell structure takes the conglutinin as a main film forming material, has the advantages of safety, no toxicity, no immunogenicity, biodegradability, good biocompatibility and the like, so the invention utilizes the unique space structure of the conglutinin to load the hydrophobic active substance astaxanthin into the nano particle by an antisolvent precipitation method, can increase the solubility of insoluble substances, has better protective effect on easily oxidized active substances, and can remarkably delay the half life of the easily oxidized active substance.
The hesperidin is also called hesperidin and hesperidin, is formed by combining one molecule of hesperetin with one molecule of aromatic disaccharide glycidyl, is a dihydroflavone, is a natural antioxidant, can be dissolved in dilute alkali and pyridine and hot water with the temperature of more than 70 ℃, and has the effects of reducing cholesterol, resisting oxidation, preventing mildew, reducing blood pressure, resisting viruses, improving body immunity and the like in a human body. Hesperidin is also a basic raw material for preparing flavanoids, flavonoids and dihydrochalcones, natural antioxidants and food additives (such as low-energy sweetener), and has good light resistance and heat resistance.
After the capsule wall material of the astaxanthin nano-particle is subjected to compound modification by using the hesperidin, the natural antioxidation performance of the hesperidin can endow the wall material with multiple functions such as light stabilization and the like so as to improve the defects of easy fading, inactivation and the like of astaxanthin, and improve the bioavailability of the astaxanthin nano-particle.
Drawings
FIG. 1 is a polarized electron microscope image of astaxanthin nanoparticles;
FIG. 2 is a graph showing particle size distribution of the particles of example 2 (A) and comparative example 2 (B);
FIG. 3 is a graph of ultraviolet absorption wavelength of astaxanthin;
FIG. 4 is a standard curve for astaxanthin detection;
fig. 5 is a graph comparing color changes for light stability testing.
Detailed Description
In a typical preparation process of the present patent, the preparation method of the light-stable astaxanthin nanoparticles comprises the following steps:
And 2, adding distilled water into a round-bottom flask containing hesperidin, carrying out ultrasonic treatment for 5min until the hesperidin is uniformly dispersed, and heating and stirring until the solution is transparent.
And step 3, slowly dripping the hesperidin aqueous solution into the mixed solution of the conglycinin and the astaxanthin under the heating condition.
And step 4, slowly dripping the solution into acid water at 600r/min, stirring uniformly, removing the organic solvent by rotary evaporation, cooling to room temperature, adding distilled water again for centrifugal cleaning for a plurality of times, and finally adding distilled water for ultrasonic mixing uniformly to obtain the conglycinin-hesperidin-astaxanthin nanoparticle solution.
In the step 1, the concentration of the conglycinin PBS solution is 0.01-0.06g/mL, and the concentration of the astaxanthin-solvent solution is 1-4g/L; the solvent preferably comprises one of ethanol, chloroform and methanol; the uniformly mixing mode adopts oscillation, stirring or ultrasonic treatment.
In the step 2, the heating temperature is 80-120 ℃.
In the step 3, the heating temperature is 80-90 ℃. The mass ratio of the conglycinin to the hesperidin is 3-15:1, and the mass ratio of the conglycinin to the astaxanthin is 30-100:1.
In the step 4, the pH value of the solution is adjusted to 3.7-5, the cooling temperature is 20-30 ℃, and the centrifugal cleaning conditions are as follows: cleaning for 2-5 times at the rotating speed of 3000-5000 r/min.
Example 1
(1) 0.3g of the conglycinin is dissolved in 10mL of PBS solution, and the conglycinin is completely dispersed by magnetic stirring at 600r/min for 2 h. An astaxanthin-ethanol solution was prepared at a concentration of 1mg/mL, and then 10mL of the astaxanthin solution and 3mL of the conglycinin solution were stirred and mixed uniformly.
(2) 200mL of distilled water is added into a round-bottom flask containing 20mg of hesperidin, and after being subjected to ultrasonic treatment for 5min until the hesperidin is uniformly dispersed, the solution is heated and stirred at 80 ℃ until the solution is transparent.
(3) The hesperidin aqueous solution is slowly dripped into the mixed solution of the conglycinin and the astaxanthin under the heating condition of 80 ℃.
(4) Slowly dripping the solution into deionized water (pH 3.7) with 5 times of volume at 600r/min, stirring uniformly, removing the organic solvent by rotary evaporation, cooling to 25 ℃, adding distilled water 3000r/min again, centrifugally cleaning for 2 times, adding distilled water, and mixing uniformly by ultrasonic to obtain the conglycinin-hesperidin-astaxanthin nanoparticle solution.
Example 2
(1) 0.3g of the conglycinin is dissolved in 10mL of PBS solution, and the conglycinin is completely dispersed by magnetic stirring at 600r/min for 2 h. An astaxanthin-acetone solution was prepared at a concentration of 3.3mg/mL, and then 10mL of the astaxanthin solution and 1mL of the conglycinin solution were stirred and mixed uniformly.
(2) 200mL of distilled water is added into a round-bottom flask containing 28mg of hesperidin, and after being subjected to ultrasonic treatment for 5min until the hesperidin is uniformly dispersed, the solution is heated and stirred at 100 ℃ until the solution is transparent.
(3) The hesperidin aqueous solution is slowly dripped into the mixed solution of the conglycinin and the astaxanthin under the heating condition of 85 ℃.
(4) Slowly dripping the solution into deionized water (pH 4) with the volume of 5 times at 600r/min, stirring uniformly, removing the organic solvent by rotary evaporation, cooling to 25 ℃, adding distilled water for centrifugal cleaning for 2 times at 5000r/min again, adding distilled water, and mixing uniformly by ultrasonic waves to obtain the conglycinin-hesperidin-astaxanthin nanoparticle solution.
Example 3
(1) 0.3g of the conglycinin is dissolved in 10mL of PBS solution, and the conglycinin is completely dispersed by magnetic stirring at 600r/min for 2 h. An astaxanthin-ethanol solution was prepared at a concentration of 5mg/mL, and then 10mL of the astaxanthin solution and 1mL of the conglycinin solution were stirred and mixed uniformly.
(2) 200mL of distilled water is added into a round-bottom flask containing 41mg of hesperidin, and after being subjected to ultrasonic treatment for 5min until the hesperidin is uniformly dispersed, the solution is heated and stirred at 110 ℃ until the solution is transparent.
(3) The hesperidin aqueous solution is slowly dripped into the mixed solution of the conglycinin and the astaxanthin under the heating condition of 90 ℃.
(4) Slowly dripping the solution into deionized water (pH 4.3) with 5 times of volume at 600r/min, stirring uniformly, removing the organic solvent by rotary evaporation, cooling to 27 ℃, adding distilled water again at 5000r/min for centrifugal cleaning for 3 times, and finally adding distilled water for ultrasonic mixing uniformly to obtain the conglycinin-hesperidin-astaxanthin nanoparticle solution.
Comparative example 1
The difference from example 1 is that: the capsule wall material of the astaxanthin nano-particle is not added with hesperidin.
(1) 0.3g of the conglycinin is dissolved in 10mL of PBS solution, and the conglycinin is completely dispersed by magnetic stirring at 600r/min for 2 h. An astaxanthin-ethanol solution was prepared at a concentration of 1mg/mL, and then 10mL of the astaxanthin solution and 3mL of the conglycinin solution were stirred and mixed uniformly.
(2) Slowly dripping the solution into deionized water (pH 3.7) with 5 times of volume at 600r/min, stirring uniformly, removing the organic solvent by rotary evaporation, cooling to 25 ℃, adding distilled water 3000r/min again for centrifugal cleaning for 2 times, and finally adding distilled water for ultrasonic mixing uniformly to obtain the conglycinin-astaxanthin nanoparticle solution.
Comparative example 2
The difference from example 1 is that: the deionized water in step 4 had a pH of 8.5.
(1) 0.3g of the conglycinin is dissolved in 10mL of PBS solution, and the conglycinin is completely dispersed by magnetic stirring at 600r/min for 2 h. An astaxanthin-ethanol solution was prepared at a concentration of 1mg/mL, and then 10mL of the astaxanthin solution and 3mL of the conglycinin solution were stirred and mixed uniformly.
(2) 200mL of distilled water is added into a round-bottom flask containing 20mg of hesperidin, and after being subjected to ultrasonic treatment for 5min until the hesperidin is uniformly dispersed, the solution is heated and stirred at 80 ℃ until the solution is transparent.
(3) The hesperidin aqueous solution is slowly dripped into the mixed solution of the conglycinin and the astaxanthin under the heating condition of 80 ℃.
(4) Slowly dripping the solution into deionized water (pH 8.5) with 5 times of volume at 600r/min, stirring uniformly, removing the organic solvent by rotary evaporation, cooling to 25 ℃, adding distilled water 3000r/min again, centrifugally cleaning for 2 times, adding distilled water, and mixing uniformly by ultrasonic to obtain the conglycinin-hesperidin-astaxanthin nanoparticle solution.
1. Nanoparticle morphology testing, particle size and encapsulation efficiency testing
The median particle diameter and the particle diameter range of the nanoparticles prepared in examples and comparative examples were measured by a laser particle sizer after the nanoparticles were diluted with deionized water to a certain concentration.
Diluting the prepared nano particles with deionized water to a certain concentration, performing ultrasonic dispersion for 1min under the power of 100W, sucking the droplets onto a glass slide by using a dropper, and observing the morphological characteristics of the nano particles by using an electron microscope after the cover glass is modified. A micrograph of the nanoparticles of example 1 is shown in figure 1. From the microscopic photograph, the astaxanthin nano-particles prepared in example 1 have better dispersion performance and are in the form of particles.
The encapsulation efficiency of astaxanthin was calculated for the nanoparticles of examples and comparative examples by: filtering the nanoparticle reaction stock solution to obtain a solutionThe absolute ethyl alcohol is fixed to volume to 500M L, 10mL is taken to test the light absorption intensity of astaxanthin at 489nm wavelength, the mass M of astaxanthin in filtrate is calculated according to the light absorption intensity, and the total mass M of astaxanthin added in experiments is calculated 0 . The calculation formula of the encapsulation efficiency delta is as follows: δ=100× (M 0 -M)/M
The results are shown in Table 1:
TABLE 1
As can be seen from the results of Table 1, the astaxanthin nanoparticles prepared by using the composite wall material of conglycinin and hesperidin have an average particle size of about 400nm and a smaller particle size. The nano particles prepared by the method have good encapsulation efficiency which is up to more than 90 percent. Whereas the particle size distribution of example 1 is shown in the regions a and B of fig. 2 as compared with that of comparative example 2, it can be seen that the particle size distribution prepared in example 1 is narrower (region a), focusing mainly on the range of 200-500nm, whereas in comparative example 2 (region B), since the pH of the preparation conditions is above the isoelectric point of the metacarphedulins, it is not easy to obtain uniform particles by precipitation, resulting in a smaller overall particle size and a wider distribution, making it impossible to effectively achieve the formation of coated particles and the coating of astaxanthin.
FIG. 3 shows that the absorbance curves of astaxanthin standards at different concentrations are well-aligned, as shown in FIG. 4, with a maximum absorption wavelength of astaxanthin in absolute ethanol around 489 nm.
2. Light stability test
Dispersing the nano particles prepared by experiment into deionized water to prepare aqueous dispersion with concentration of 10ppm, putting the aqueous dispersion into a transparent bottle, and placing the transparent bottle into an ultraviolet radiation box (sun-proof CPS+, 450W/m) 2 The color change value was measured after 30min at 45℃to measure the light stability of the sample.
As can be seen from fig. 2, the astaxanthin nanoparticle dispersion liquid prepared in example 1 and comparative example 1 was pale red, and after 30 minutes of uv irradiation, the color change of the sample of example 1 was not significant, whereas the color of the sample prepared in comparative example 1 was discolored. It is explained that the hesperidin added to the nanoparticle capsule of example 1 plays an antioxidant role, thereby protecting the filler astaxanthin from oxidation and improving its light stability.
Claims (2)
1. The light-stable astaxanthin nano-particle is characterized by having a 'shell-core' spherical structure, wherein an inner core layer is astaxanthin, and an outer shell layer contains conglycinin and hesperidin; and the average diameter of the nano particles is in the range of 200-500nm;
the preparation method of the light-stable astaxanthin nano-particles comprises the following steps:
step 1, respectively obtaining an aqueous solution of the conglycinin, an astaxanthin oil solution and an aqueous solution of the hesperidin;
step 2, uniformly mixing the aqueous solution of the conglycinin and the astaxanthin solution, and then dropwise adding the hesperidin aqueous solution under the heating condition;
step 3, dropwise adding the solution obtained in the step 2 into acidic water, uniformly stirring, steaming to remove the solvent, washing and centrifuging the product, and dispersing the product in the water to obtain astaxanthin nanoparticle solution;
in the step 1, the aqueous solution of the conglutin is obtained by dissolving the conglutin in PBS solution and dispersing; the concentration of the conglycinin is 0.01-0.06g/mL;
in the step 1, the concentration of the astaxanthin solution is 1-4g/L, and the adopted solvent is selected from one of ethanol, chloroform and methanol;
in the step 1, the concentration of the hesperidin aqueous solution is 0.005-0.05wt%, and the hesperidin aqueous solution is prepared by ultrasonic dispersion in water and heating;
in the step 2, the heating condition is 80-90 ℃, the mass ratio of the Confucius floridum to the hesperidin is 3-15:1, and the mass ratio of the Confucius floridum to the astaxanthin is 30-100:1.
2. The photostable astaxanthin nanoparticle according to claim 1, wherein in step 3, the acidic water is deionized water having a ph of 3.5-5.5; the conditions for washing and centrifuging are: and cleaning for 2-5 times at the rotating speed of 3000-5000 r/min.
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