A loaded anthocyanin β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle, a preparation method and application thereof

Abstract

The application discloses a kind of anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles and preparation method and application thereof.The preparation method steps include: (1) β-cyclodextrin is dissolved in deionized water, anthocyanin is added, then stirring treatment is carried out, to obtain the anthocyanin-loaded β-cyclodextrin complex solution;(2) anthocyanin-loaded β-cyclodextrin complex solution is added with chitosan hydrochloride solution and chondroitin sulfate solution respectively, stirring treatment is carried out and pH is adjusted to 3.6-4.0 by adding acid, to obtain the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution.The anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles prepared by the application have particle size of 101.41-117.7nm, and encapsulation efficiency reaches 91.3%-94.7%;Anthocyanin has good stability under high temperature, light, adverse pH environment and ascorbic acid stress conditions, and has slow release performance.

Description

TECHNICAL FIELD

[0001] The present application relates to the field of anthocyanin, and particularly to a kind of anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles and its preparation method and application. BACKGROUND

[0002] Anthocyanins are natural water-soluble colorants with a variety of potential health-promoting effects, including antioxidant, anti-inflammatory, anti-aging, lipid-lowering, anticancer and neuroprotective effects, and are pigment additives and functional ingredients in the food industry. However, anthocyanins are poor in stability and sensitive to environmental factors such as light, heat, pH and oxygen. In complex food processing processes such as thermal processing, enzymatic hydrolysis and fermentation, the degradation and discoloration of anthocyanins can reduce the sensory quality and biological activity of food. So far, many techniques have been applied to stabilize anthocyanins, including coloration, modification and encapsulation of anthocyanins to improve the stability of anthocyanins.

[0003] Nanocapsules have been shown to have great potential in protecting, controlling / targeting the bioavailability of bioactive compounds, and the small molecular size (nanoscale) can provide many advantages, enabling controlled intestinal release and thus improving the absorption of bioactive compounds (such as anthocyanins). Nanocapsulation technology has been shown to be useful in designing and manufacturing delivery systems for anthocyanins.

[0004] However, the existing preparation methods of anthocyanin nanocapsules mostly use wall materials for single embedding, which has low product stability, or increase the thickness of the embedding layer, resulting in large particle size and low encapsulation efficiency of the product. SUMMARY

[0005] The main purpose of the present application is to provide a kind of anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles and its preparation method and application, to solve the technical problems of low stability, large particle size and low encapsulation efficiency of anthocyanin nanocapsules prepared by the prior art.

[0006] To achieve the above-mentioned purpose, the present application provides a preparation method of anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles, comprising the following steps:

[0007] (1) Preparation of anthocyanin-loaded β-cyclodextrin complex

[0008] Dissolve β-cyclodextrin in deionized water, add anthocyanins, then stir to obtain an anthocyanin-loaded β-cyclodextrin complex solution;

[0009] (2) Preparation of anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles

[0010] The solution of the anthocyanin-loaded β-cyclodextrin complex is added with a chitosan hydrochloride solution and a chondroitin sulfate solution respectively, stirred and treated, and the pH is adjusted to 3.6-4.0 with an acid to obtain a solution of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle.

[0011] Further, the method further comprises the following steps:

[0012] (3) The solution of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle is pre-frozen at a temperature of -30°C, then freeze-dried, and finally ground into powder to obtain the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle.

[0013] Further, in step (1), the mass ratio of the deionized water to the β-cyclodextrin is 3000:7-2000:6, the mass ratio of the anthocyanin to the β-cyclodextrin is 1:1-1:5, the stirring and treating temperature is room temperature, and the stirring and treating time is 16-24 hours.

[0014] Further, in step (2), the concentration of the chitosan hydrochloride solution is 2-5 mg / mL, the concentration of the chondroitin sulfate solution is 0.2-0.4 mg / mL, and the volume ratio of the chitosan hydrochloride solution to the chondroitin sulfate solution is 1:5-1:10.

[0015] Further, in step (2), the stirring and treating time is 10-30 min, and the acid used for adjusting the pH is hydrochloric acid with a concentration of 0.5-1 M.

[0016] The application further provides an anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle prepared by the above method.

[0017] The application further provides an application of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle in the preparation of food, and the food is any one of soft drinks, milk tea, chewing gum, and yogurt.

[0018] The application further provides a soft drink, and the raw materials include, by weight percentage, 2.50-4% of sucrose, 0.10-0.15% of glucose, 0.18-0.38% of citric acid, 0.07-0.12% of sodium chloride, 0.06-0.11% of sodium citrate, and 0.01-0.022% of potassium dihydrogen phosphate, and the rest is the solution of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle.

[0019] The application further provides a chewing gum, raw materials of which include gum base 28-29%, sorbitol powder 35-36%, glycerol 7.0-7.1%, saturated sorbitol solution 24-26%, lecithin 0.2-0.4%, and the rest is the above anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles.

[0020] The application further provides a milk tea, raw materials of which include tea leaves, water, milk and the above anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles solution, the ratio of tea leaves to water is 1:30-1:60 (g / mL), the ratio of tea leaves to milk is 4:1-1:4 (mL / mL), and the ratio of milk to the above anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles solution is 2:1-1:1 (v / v).

[0021] The application further provides a yogurt, which includes yogurt and the above anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles, and the mass ratio of the above anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles to yogurt is 1:200-1:100.

[0022] Beta-cyclodextrin is a cyclic oligosaccharide composed of a large ring containing glucose subunits, is a conical molecule with a nanoscale cavity, is soluble in water, has low cost, good compatibility with the human body, simple reaction and powder forming performance. Chitosan hydrochloride is the most common chitosan derivative, has antibacterial activity, lipid metabolism regulation, antioxidant performance, degradability and biocompatibility, and chondroitin sulfate is a mucopolysaccharide existing in the skeleton and connective tissue, has a negative charge and can be used as an anthocyanin carrier.

[0023] The application has the following beneficial effects:

[0024] The preparation method of the application realizes self-assembly of the anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles without crosslinking agent based on beta-cyclodextrin, chitosan hydrochloride and chondroitin sulfate, and the anthocyanin is doubly encapsulated through specific adding sequence and concentration and other process steps and conditions, is encapsulated in the cavity of beta-cyclodextrin, and the chitosan derivative can further enhance the anthocyanin inclusion compound due to the hydrogen bond interaction between beta-cyclodextrin and the chitosan derivative, and the anthocyanin is doubly encapsulated on the outer layer of beta-cyclodextrin, the preparation process is simple, special equipment is not needed, and the application is easy to industrialize.

[0025] The anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticle prepared by the application has a particle size of 101.41-117.7 nm, an encapsulation rate of 91.3%-94.7%, and good stability of anthocyanin under high temperature, light, adverse pH environment and ascorbic acid stress conditions, slow release performance in a simulated gastrointestinal digestion environment, and good stability of anthocyanin, which improves the stability and bioavailability of anthocyanin in the simulated gastrointestinal environment, and the mild reaction is more conducive to human body absorption.

[0026] The anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution can be used as a food ingredient, added to a sugar-containing beverage, and used to prepare a liquid food rich in anthocyanin, and the anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticle after freeze-drying can be added to chewing gum, with good anthocyanin stability and high product added value. The anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticle prepared by the application can be widely used in the manufacture of functional foods rich in anthocyanin, and can improve the bioavailability of anthocyanin in these functional foods, and provides a reference for anthocyanin nutrition individualization and innovative food technology, and has good application prospects. BRIEF DESCRIPTION OF DRAWINGS

[0027] Figure 1 The scanning electron microscope images of the anthocyanin inclusion compounds are as follows: (A1-A3) beta-cyclodextrin; (B1-B3) anthocyanin-loaded beta-cyclodextrin complex; (C1-C3) anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles.

[0028] Figure 2 The anthocyanin retention rate of the nanoparticles under heat, light, pH and ascorbic acid conditions is shown in the following graph: A is the condition at 40 DEG C; B is the light condition.

[0029] Figure 3 The anthocyanin retention rate of the nanoparticles under simulated gastrointestinal conditions is shown in the following graph.

[0030] Figure 4 The anthocyanin stability of anthocyanin aqueous solution, anthocyanin-loaded chitosan / chondroitin sulfate nanoparticles and anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticles added to a soft drink system is shown in the following graph.

[0031] Figure 5 The anthocyanin-loaded beta-cyclodextrin-chitosan / chondroitin sulfate nanoparticle freeze-dried powder is shown in the following photograph.

[0032] Figure 6The particle size, zeta potential, polydispersity index (PDI) value and transmission electron microscope picture of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles.

[0033] In each figure, the meaning of each English word is:

[0034] β-CD: β-cyclodextrin;

[0035] ACNs loaded β-CD: anthocyanin-loaded β-cyclodextrin complex

[0036] ACNs: anthocyanin;

[0037] ACNs loaded CHC / CS: anthocyanin-loaded chitosan / chondroitin sulfate nanoparticles;

[0038] ACNs loaded β-CD-CHC / CS: anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles;

[0039] SGF: simulated gastric fluid; SIF: simulated intestinal fluid. DETAILED DESCRIPTION

[0040] The application will be further described below in conjunction with examples:

[0041] Unless otherwise specified, the various raw materials and equipment used in the following examples are commercially available products known in the art. Among them, anthocyanin is purchased from Xi'an Nature Source Plant Engineering Co., Ltd.

[0042] Example 1

[0043] Preparation method of anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles

[0044] (1) 120 mg of β-cyclodextrin was dissolved in 50 mL of deionized water, and stirred to dissolve at 35°C. 30 mg of anthocyanin was added, and stirred at room temperature in the dark for 24 h to obtain an anthocyanin-loaded β-cyclodextrin complex solution;

[0045] (2) A chitosan hydrochloride solution with a concentration of 3 mg / mL and a chondroitin sulfate solution with a concentration of 0.4 mg / mL were prepared with deionized water. 20 mL of the anthocyanin-loaded β-cyclodextrin complex solution was prepared, 2.8 mL of the chitosan hydrochloride solution was added dropwise, and then 20 mL of the chondroitin sulfate solution was added. Stirring was carried out at room temperature for 30 min, and at the same time, the pH was adjusted to 3.8 with 0.5 M hydrochloric acid to obtain an anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution.

[0046] The β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles loaded with anthocyanin prepared in the embodiment have an encapsulation efficiency of 94.7% and a particle size of 117.7 nm. See Figure 6 .

[0047] Example 2

[0048] Method for preparing β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles loaded with anthocyanin

[0049] (1) 105 mg of β-cyclodextrin was dissolved in 50 mL of deionized water, and the solution was stirred at 35°C. 21 mg of anthocyanin was added, and the solution was stirred at room temperature in the dark for 16 h to obtain a β-cyclodextrin complex solution loaded with anthocyanin;

[0050] (2) A chitosan hydrochloride solution with a concentration of 2 mg / mL and a chondroitin sulfate solution with a concentration of 0.2 mg / mL were prepared with deionized water. 20 mL of the β-cyclodextrin complex solution loaded with anthocyanin was added dropwise with 2.8 mL of the chitosan hydrochloride solution and 14 mL of the chondroitin sulfate solution. The solution was stirred at room temperature for 20 min, and the pH was adjusted to 3.6 with 0.5 M hydrochloric acid to obtain a β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution loaded with anthocyanin.

[0051] The β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles loaded with anthocyanin prepared in the embodiment have an encapsulation efficiency of 91.3% and a particle size of 101.41 nm.

[0052] Example 3

[0053] Method for preparing β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles loaded with anthocyanin

[0054] (1) 100 mg of β-cyclodextrin was dissolved in 50 mL of deionized water, and the solution was stirred at 35°C. 100 mg of anthocyanin was added, and the solution was stirred at room temperature in the dark for 24 h to obtain a β-cyclodextrin complex solution loaded with anthocyanin;

[0055] (2) A chitosan hydrochloride solution with a concentration of 5 mg / mL and a chondroitin sulfate solution with a concentration of 0.3 mg / mL were prepared with deionized water. 20 mL of the β-cyclodextrin complex solution loaded with anthocyanin was added dropwise with 2.8 mL of the chitosan hydrochloride solution and 28 mL of the chondroitin sulfate solution. The solution was stirred at room temperature for 10 min, and the pH was adjusted to 4.0 with 1 M hydrochloric acid to obtain a β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution loaded with anthocyanin.

[0056] The encapsulation efficiency of the anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles prepared in this embodiment was 92.9%, and the particle size was 110.95 nm.

[0057] Example 4

[0058] The various indicators of the anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles prepared in Example 1 were detected, and the results measured were as follows:

[0059] The anthocyanin content was detected by pH differential method, and the specific steps were as follows:

[0060] The anthocyanin sample was diluted by a certain multiple in potassium chloride (0.025M, pH 1.0) and sodium acetate (0.4M, pH 4.5) buffer solution, mixed uniformly, and after standing for 10 min, deionized water was used as a blank control, and the absorbance was measured at 520 nm and 700 nm. The anthocyanin content C was calculated according to the following equation:

[0061]

[0062] ApH1.0 and ApH4.5 are the dilution of the sample in the buffer solution with pH value of 1.0 and pH value of 4.5, respectively, and the absorbance of the solution is measured at 520 nm and 700 nm. Mw is the molecular weight (449.2 g / mol); DF is the dilution factor; ε is the extinction coefficient (26,900 mol / L * cm); l is the path length (1 cm); 1000 is the conversion factor from g to mg.

[0063] The anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticle solution obtained in Example 1 was pre-frozen at a temperature of -30°C for 24 hours, and then freeze-dried (-55°C, pressure 0.1 mbar, for 48 hours). The freeze-dried powder was ground into powder with a mortar and pestle to obtain the anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles, as shown in Figure 5 , which were stored in a sealed dark glass sealed container.

[0064] I. Scanning electron microscopy analysis of anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles

[0065] The anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles were fixed on the sample holder with conductive double-sided tape, and the analysis was carried out in high vacuum mode with an acceleration voltage of 3 kV.

[0066] Figure 1The middle β-cyclodextrin shows a crystalline-like columnar structure (Fig. A1-A3), the anthocyanin-loaded β-cyclodextrin complex shows a morphological change before and after inclusion, the anthocyanin-loaded β-cyclodextrin complex is an irregular crystal particle (Fig. B1-B3), which is caused by the anthocyanin having entered the cavity of the β-cyclodextrin, and the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle exhibits a flocculent structure (C1-C3), indicating that a cross-linking reaction occurs between the anthocyanin and the β-cyclodextrin complex and chitosan and chondroitin sulfate, and the shape change of the complex confirms the double-layer encapsulation of the β-cyclodextrin and chitosan and chondroitin sulfate on the anthocyanin.

[0067] II. Stability test of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle

[0068] The anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution obtained in Example 1 was placed in a water bath at 40°C, and samples were taken every 1 h, the anthocyanin concentration was determined by pH differential method, and the anthocyanin retention rate was calculated. The control group was an aqueous solution containing the same concentration of anthocyanin and an anthocyanin-loaded chitosan / chondroitin sulfate nanoparticle solution (the anthocyanin-loaded chitosan / chondroitin sulfate nanoparticle solution was prepared by omitting the β-cyclodextrin in Example 1, and the other steps and conditions were the same as in Example 1), and the same operation was performed. The light stability test of the anthocyanin exposed the sample to a white fluorescent lamp at 25°C for 12 d, and samples were taken every 2 d, and the content of anthocyanin in the sample was determined by pH differential method.

[0069] Figure 2 The thermal stability (A) and light stability (B) are shown. The stability of anthocyanin is greatly affected by heat and light. The effect of heat on the stability of anthocyanin (A), the retention rates of the anthocyanin aqueous solution and the anthocyanin-loaded chitosan / chondroitin sulfate nanoparticle solution after being placed at 40°C for 6 days were 65.7% and 69.6%, respectively, and the retention rate of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution of the present application after being placed at 40°C for 6 days was 81.3%. The effect of light on the stability of anthocyanin (B), the retention rates of the anthocyanin aqueous solution and the anthocyanin-loaded chitosan / chondroitin sulfate nanoparticle solution after being placed under room temperature light for 12 days were 73.1% and 73.0%, respectively, and the retention rate of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution of the present application after being placed under room temperature light for 12 days was 88.1%.

[0070] It can be seen that the loaded anthocyanin β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles have higher thermal and light stability than the unloaded anthocyanin and the loaded anthocyanin chitosan / chondroitin sulfate nanoparticles, and the stability of the loaded anthocyanin β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles is higher than that of the loaded anthocyanin chitosan / chondroitin sulfate nanoparticles, because the anthocyanin enters the cavity of the β-cyclodextrin, the NH2 and OH groups between the β-cyclodextrin and the chitosan derivative form hydrogen bonds, and the positively charged chitosan derivative and the negatively charged chondroitin sulfate can further enhance the inclusion compound, so as to improve the stability of the anthocyanin to a certain extent. The loaded anthocyanin β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles is an effective method for improving the stability of the anthocyanin.

[0071] III. Stability of anthocyanin in simulated in vitro gastrointestinal digestion

[0072] Simulated gastric juice: 2g NaCl, 6mL HCL, 994mL deionized water, adjust pH to 1.2. Simulated intestinal juice: 6.8g KH2PO4, 77mL NaOH (0.2M), 923mL deionized water, adjust pH to 6.8. For gastric digestion, the anthocyanin aqueous solution and the loaded anthocyanin β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution prepared in Example 1 were mixed with the simulated gastric juice in a certain proportion, 2000μL of porcine gastric mucosa pepsin solution (10mg / mL, dissolved in 0.1M HCl) was added to these samples, and the samples were incubated in a dark 37℃ shaking bath (100rpm) for 2h, and samples were taken every 1h. For intestinal digestion, the above-mentioned samples digested by gastric juice were mixed with simulated intestinal juice in a certain proportion, and then 10mL of trypsin salt solution (1.5mg / mL trypsin and 6mg / mL bile salt) was added and mixed. Then incubate in the dark at 37℃ and 100rpm for 4 hours, take samples every 1h, freeze store the samples (500μL) from different digestion time points at-20℃, and analyze the retention rate of anthocyanin by UPLC.

[0073] From Figure 3It can be seen that the stability of anthocyanins in aqueous solution and anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles was evaluated by in vitro digestion model. During the simulated gastric digestion process, the retention rate of anthocyanins did not decrease significantly, because anthocyanins have good stability in low pH environment. During the simulated intestinal digestion process, the content of anthocyanins decreased significantly, because anthocyanins will rapidly degrade under alkaline conditions. The degradation index of anthocyanins is the ratio of the degradation amount of anthocyanins to the initial concentration of anthocyanins. The degradation index of anthocyanins in anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles is 60.1%, which is significantly lower than the degradation index of anthocyanins in aqueous solution (70.5%). This is because the anthocyanins are double-encapsulated by β-CD and chitosan derivatives through hydrogen bonding, which provides a more stable physical barrier for anthocyanins and improves the stability of anthocyanins during in vitro digestion.

[0074] Example 5

[0075] Application of anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles in soft drinks

[0076] The anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticle beverage was prepared by the following method:

[0077] The soft drink is composed of 4% sucrose, 0.3% citric acid, 0.15% glucose, 0.12% sodium chloride, 0.11% sodium citrate, and 0.022% potassium phosphate. 25 ml of anthocyanin aqueous solution, anthocyanin-loaded chitosan / chondroitin sulfate nanoparticles, and anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles were mixed with 15 ml of soft drink, respectively. The samples were taken out regularly every 7 days under room temperature and light conditions to detect the content of anthocyanins, and the pH differential method was used to quantify anthocyanins.

[0078] Figure 4 The stability of anthocyanins in the soft drink system was evaluated for anthocyanin aqueous solution, anthocyanin-loaded chitosan / chondroitin sulfate nanoparticles, and anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles. After six weeks of storage, the retention rate of anthocyanins in the soft drink added with anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles (31.4%) was significantly higher than that in anthocyanin aqueous solution (19.8%) and anthocyanin-loaded chitosan / chondroitin sulfate nanoparticle solution (25.1%). The stability of anthocyanins was greatly improved. With the extension of time, the retention rate of anthocyanins continued to decrease, and anthocyanin-loaded β-CD-chitosan / chondroitin sulfate nanoparticles effectively inhibited the decomposition of anthocyanins.

[0079] The above merely provides the preferred embodiment of the present application, and is not used to limit the present application. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present application should be included in the protection scope of the present application.

Claims

1. A method for preparing anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles, characterized by, The method comprises the following steps: (1) Preparation of anthocyanin-loaded β-cyclodextrin complex Dissolve β-cyclodextrin in deionized water, add anthocyanin, then stir to obtain an anthocyanin-loaded β-cyclodextrin complex solution; The mass ratio of deionized water to β-cyclodextrin is 3000:7-2000:6, the mass ratio of anthocyanin to β-cyclodextrin is 1:1-1:5, the stirring temperature is room temperature, and the stirring time is 16-24 hours; (2) Preparation of anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles Add chitosan hydrochloride solution and chondroitin sulfate solution to the anthocyanin-loaded β-cyclodextrin complex solution, stir, and adjust the pH to 3.6-4.0 with acid to obtain an anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution; The solvents of the chitosan hydrochloride solution and the chondroitin sulfate solution are both deionized water, the concentration of the chitosan hydrochloride solution is 2-5 mg / mL, the concentration of the chondroitin sulfate solution is 0.2-0.4 mg / mL, and the volume ratio of the chitosan hydrochloride solution to the chondroitin sulfate solution is 1:5-1:10; The stirring time is 10-30 min, and the acid used to adjust the pH is 0.5-1 M hydrochloric acid.

2. The method of claim 1, wherein the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle is prepared by the steps of, The method further comprises the following step: (3) Pre-freezing the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution at -30°C, then freeze-drying, and finally grinding into powder to obtain the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles.

3. Anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles, characterized in that, Prepared according to the method of claim 1 or 2.

4. Use of the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles of claim 3 in food, wherein the food is any one of soft drinks, milk tea, chewing gum, and yogurt.

5. A soft drink, characterized in that, The raw materials include, by weight percentage, sucrose 2.50-4%, glucose 0.10-0.15%, citric acid 0.18-0.38%, sodium chloride 0.07-0.12%, sodium citrate 0.06-0.11%, and potassium dihydrogen phosphate 0.01-0.022%, and the remainder is the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticle solution of claim 3.

6. A chewing gum, characterized in that The raw materials include, by weight percentage, gum base 28-29%, sorbitol powder 35-36%, glycerol 7.0-7.1%, saturated sorbitol solution 24-26%, and lecithin 0.2-0.4%, and the remainder is the anthocyanin-loaded β-cyclodextrin-chitosan / chondroitin sulfate nanoparticles of claim 3.

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