A polyellagic acid nanofiber and preparation and application thereof

Abstract

The application discloses polyellagic acid nanofibers and a preparation method and application thereof. The preparation method of the polyellagic acid nanofiber is as follows: ellagic acid is used as raw material, an alkaline aqueous solution is used as a solvent, and sodium periodate is used as an oxidant, and the polyellagic acid nanofiber is prepared through reaction. The method is simple and easy to implement, the prepared polyellagic acid is in the form of nanofiber, has good water solubility, a large specific surface area and a stronger free radical scavenging capacity.

Description

TECHNICAL FIELD

[0001] The present application relates to a kind of poly ellagic acid materials, in particular a kind of poly ellagic acid nanofiber and its preparation and application. BACKGROUND

[0002] Bio-based polyphenols are widely present in fruits, vegetables, flowers and other natural plants, have antioxidant capacity, can be treated cardiovascular disease, acute organ injury, inflammation and other mechanisms by inhibiting oxidative stress.But the low water solubility, poor stability and other defects make the application of polyphenols limited, and the bio-based polyphenol is made into nanomaterials, which can effectively improve its stability.But, most of the reported direct polymerization methods can only obtain three-dimensional spherical polyphenol nanomaterials, and the nanomaterials with spherical morphology have the problem of small specific surface area, and a large number of active groups are wrapped inside the material and cannot play a role.The specific surface area of low-dimensional or porous polyphenol material is larger, but its preparation method mostly depends on template or metal ion and other additional ingredients, and the preparation process and reaction system are more complex.

[0003] Ellagic acid (EA) is a natural polyphenol component widely present in various soft fruits, nuts and other plant tissues, and has excellent free radical scavenging performance and metal ion chelating ability, and has great potential in the prevention and treatment of oxidative stress, ferroptosis and copper death related diseases.

[0004] However, like other bio-based polyphenols, the poor water solubility of ellagic acid hinders its application in the field of biological medicine. At present, Chinese invention patent CN113372540B has reported a preparation method of poly ellagic acid nanoparticles, which is prepared by using ellagic acid as monomer and hydrogen peroxide as oxidant, but only spherical particles with particle size greater than or equal to 400 nm can be obtained, and the same problems of small specific surface area exist.

[0005] In order to improve the water solubility of ellagic acid while obtaining larger specific surface area and higher free radical scavenging performance, it is urgent to develop a simple and effective low-dimensional poly ellagic acid nanomaterial preparation method. SUMMARY

[0006] In order to solve the above technical problems, the present application provides a kind of poly ellagic acid nanofiber and its preparation and application.The method of the present application is simple, easy to implement, and the poly ellagic acid prepared is in the form of nanofiber, has good water solubility, large specific surface area and stronger free radical scavenging capacity.

[0007] The technical scheme of the present application is as follows:

[0008] The application discloses a preparation method of polyellagic acid nanofibers.

[0009] Preferably, the preparation method of the polyellagic acid nanofibers comprises the following steps.

[0010] S1. dissolving ellagic acid in an alkaline aqueous solution to obtain an ellagic acid solution;

[0011] S2. adding sodium periodate to the ellagic acid solution to react, and dialyzing the reaction product to obtain a polyellagic acid nanofiber dispersion;

[0012] S3. concentrating and drying the polyellagic acid nanofiber dispersion to obtain the polyellagic acid nanofibers.

[0013] Preferably, the preparation method of the polyellagic acid nanofibers, the alkaline aqueous solution is one or any combination of aqueous solutions of sodium hydroxide, potassium hydroxide, sodium bicarbonate or triethylamine.

[0014] Preferably, the preparation method of the polyellagic acid nanofibers, the pH value of the alkaline aqueous solution is 7.5-10.

[0015] Preferably, the preparation method of the polyellagic acid nanofibers, the concentration of the ellagic acid in the ellagic acid solution is 0.1-5 mg / ml.

[0016] Preferably, the preparation method of the polyellagic acid nanofibers, in S2, the mixing molar ratio of sodium periodate to ellagic acid is 0.01-2:1.

[0017] Preferably, the preparation method of the polyellagic acid nanofibers, in S2, the reaction temperature is 10-40 DEG C, and the reaction time is 5-48 h.

[0018] Preferably, the preparation method of the polyellagic acid nanofibers, in S3, the drying is freeze drying.

[0019] The application discloses a polyellagic acid nanofiber prepared by the method.

[0020] The application discloses a polyellagic acid nanofiber prepared by the method.

[0021] In the application, the selection of the sodium periodate oxidant and the mixing molar ratio of the sodium periodate to the ellagic acid are crucial. When traditional hydrogen peroxide is used as the oxidant or the mixing molar ratio of the sodium periodate to the ellagic acid is not used, the polyellagic acid nanofibers cannot be prepared.

[0022] The application has the following beneficial effects:

[0023] 1.The polyellagic acid nanofiber of the present application is prepared by using ellagic acid monomer as raw material and sodium periodate as oxidant under normal temperature and pressure, which is simple in method and mild in condition, and suitable for industrial promotion.

[0024] 2.The polyellagic acid nanofiber prepared by the method has unique fibrous morphology, large specific surface area, carries a large number of active phenolic hydroxyl groups, is stably dispersed in water, can efficiently scavenge free radicals, is safe and non-toxic, and can be used as a good oxidative stress protection material, and has good application prospect in the field of biological medicine. BRIEF DESCRIPTION OF DRAWINGS

[0025] Figure 1 UV comparison of the polyellagic acid nanomaterial (PEA) obtained in Example 1 and ellagic acid (EA);

[0026] Figure 2 IR comparison of the polyellagic acid nanomaterial obtained in Example 1 and ellagic acid;

[0027] Figure 3 Transmission electron microscope photo of the polyellagic acid nanomaterial obtained in Example 1;

[0028] Figure 4 Transmission electron microscope photo of the polyellagic acid nanomaterial obtained in Example 2;

[0029] Figure 5 Biocompatibility experiment results of the polyellagic acid nanomaterial obtained in Example 1;

[0030] Figure 6 Protective effect of the polyellagic acid nanomaterial obtained in Example 1 on hydrogen peroxide treated cells;

[0031] Figure 1 and Figure 2 It is proved that the polyellagic acid nanofiber has been successfully prepared.

[0032] Figure 3 and Figure 4 It is shown that the morphology of the polyellagic acid nanomaterial can be regulated by changing the amount of oxidant, and with the increase of the content of oxidant, the polyellagic acid nanofiber increases and begins to appear nanoparticles, and when the mixed molar ratio of oxidant to ellagic acid is greater than 2:1, only nanoparticles of polyellagic acid exist in the system, and almost no fibrous polyellagic acid exists.

[0033] Figure 5 and Figure 6 It is shown that the polyellagic acid nanofiber can be used as a biological oxidative stress protection material. DETAILED DESCRIPTION

[0034] The application will be further described in connection with the following examples, but not as a basis for limiting the application.

[0035] Embodiments of the application

[0036] Example 1

[0037] A polyellagic acid nanofiber is prepared by the following method:

[0038] (1) ellagic acid (0.15 g, 0.0005 mol) monomer is weighed and dispersed in 150 mL ultrapure water, and 50% wt NaOH aqueous solution is added to adjust the pH to 8, and ultrasonic is applied until the ellagic acid is completely dissolved;

[0039] (2) according to the molar ratio of oxidant to ellagic acid of 0.01:1, sodium periodate is added as the oxidant, and after stirring at 25°C for 20 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) is performed in deionized water to obtain a polyellagic acid nanofiber dispersion;

[0040] (3) after the polyellagic acid nanofiber dispersion is concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), freeze-drying is performed to obtain polyellagic acid nanofiber.

[0041] Example 2

[0042] A polyellagic acid nanofiber is prepared by the following method:

[0043] (1) ellagic acid (0.15 g, 0.0005 mol) monomer is weighed and dispersed in 150 mL ultrapure water, and 50% wt NaOH aqueous solution is added to adjust the pH to 8, and ultrasonic is applied until the ellagic acid is completely dissolved;

[0044] (2) according to the molar ratio of oxidant to ellagic acid of 0.5:1, sodium periodate is added as the oxidant, and after stirring at 25°C for 20 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) is performed in deionized water to obtain a polyellagic acid nanofiber dispersion;

[0045] (3) after the polyellagic acid nanofiber dispersion is concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), freeze-drying is performed to obtain polyellagic acid nanofiber.

[0046] Example 3

[0047] A polyellagic acid nanofiber is prepared by the following method:

[0048] (1) ellagic acid (0.15 g, 0.0005 mol) monomer is weighed and dispersed in 150 mL ultrapure water, and 50% wt NaOH aqueous solution is added to adjust the pH to 8, and ultrasonic is applied until the ellagic acid is completely dissolved;

[0049] (2) The oxidizing agent sodium periodate was added according to the molar ratio of the oxidizing agent to the ellagic acid of 0.01:1, and after stirring at 25°C for 20 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) in deionized water was performed to obtain a polyellagic acid nanofiber dispersion liquid;

[0050] (3) After the polyellagic acid nanofiber dispersion liquid was concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), freeze-drying was performed to obtain polyellagic acid nanofibers.

[0051] Example 4:

[0052] A polyellagic acid nanofiber was prepared by the following method:

[0053] (1) Ellagic acid (0.15 g, 0.0005 mol) monomers were weighed and dispersed in 150 mL of ultrapure water, and a 50%wt sodium bicarbonate aqueous solution was added to adjust the pH to 8, and ultrasonic was performed until the ellagic acid was completely dissolved;

[0054] (2) The oxidizing agent sodium periodate was added according to the molar ratio of the oxidizing agent to the ellagic acid of 0.01:1, and after stirring at 25°C for 20 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) in deionized water was performed to obtain a polyellagic acid nanofiber dispersion liquid;

[0055] (3) After the polyellagic acid nanofiber dispersion liquid was concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), freeze-drying was performed to obtain polyellagic acid nanofibers.

[0056] Example 5:

[0057] A polyellagic acid nanofiber was prepared by the following method:

[0058] (1) Ellagic acid (0.15 g, 0.0005 mol) monomers were weighed and dispersed in 150 mL of ultrapure water, and a 50%wt sodium bicarbonate aqueous solution was added to adjust the pH to 8, and ultrasonic was performed until the ellagic acid was completely dissolved;

[0059] (2) The oxidizing agent sodium periodate was added according to the molar ratio of the oxidizing agent to the ellagic acid of 0.01:1, and after stirring at 25°C for 20 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) in deionized water was performed to obtain a polyellagic acid nanofiber dispersion liquid;

[0060] (3) After the polyellagic acid nanofiber dispersion liquid was concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), freeze-drying was performed to obtain polyellagic acid nanofibers.

[0061] Example 6:

[0062] A polyellagic acid nanofiber was prepared by the following method:

[0063] (1) Take ellagic acid (0.15 g, 0.0005 mol) monomer and disperse it in 150 mL ultrapure water, and add 50% wt NaOH aqueous solution to adjust the pH to 7.5, and ultrasonic until the ellagic acid is completely dissolved;

[0064] (2) According to the molar ratio of oxidant to ellagic acid of 0.01:1, add the oxidant sodium periodate, stir at 25°C for 20 hours, then dialyze in deionized water (molecular weight cut-off greater than or equal to 3500D) to obtain a polyellagic acid nanofiber dispersion;

[0065] (3) After the polyellagic acid nanofiber dispersion is concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), freeze-drying is performed to obtain polyellagic acid nanofibers.

[0066] Example 7:

[0067] A polyellagic acid nanofiber is prepared by the following method:

[0068] (1) Take ellagic acid (0.15 g, 0.0005 mol) monomer and disperse it in 150 mL ultrapure water, and add 50% wt NaOH aqueous solution to adjust the pH to 10, and ultrasonic until the ellagic acid is completely dissolved;

[0069] (2) According to the molar ratio of oxidant to ellagic acid of 0.01:1, add the oxidant sodium periodate, stir at 25°C for 20 hours, then dialyze in deionized water (molecular weight cut-off greater than or equal to 3500D) to obtain a polyellagic acid nanofiber dispersion;

[0070] (3) After the polyellagic acid nanofiber dispersion is concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), freeze-drying is performed to obtain polyellagic acid nanofibers.

[0071] Example 8:

[0072] A polyellagic acid nanofiber is prepared by the following method:

[0073] (1) Take ellagic acid (0.15 g, 0.0005 mol) monomer and disperse it in 1500 mL ultrapure water, and add 50% wt NaOH aqueous solution to adjust the pH to 8, and ultrasonic until the ellagic acid is completely dissolved;

[0074] (2) According to the molar ratio of oxidant to ellagic acid of 0.01:1, add the oxidant sodium periodate, stir at 25°C for 20 hours, then dialyze in deionized water (molecular weight cut-off greater than or equal to 3500D) to obtain a polyellagic acid nanofiber dispersion;

[0075] (3) The polyellagic acid nanofiber dispersion liquid is concentrated by ultrafiltration centrifugation (the molecular weight cut-off is greater than or equal to 3500D), and then freeze-dried to obtain the polyellagic acid nanofiber.

[0076] Example 9:

[0077] A polyellagic acid nanofiber is prepared by the following method:

[0078] (1) Ellagic acid (0.15 g, 0.0005 mol) monomers are weighed and dispersed in 30 mL of ultrapure water, and 50% wt NaOH aqueous solution is added to adjust the pH to 8, and then ultrasonic treatment is performed until the ellagic acid is completely dissolved;

[0079] (2) According to the molar ratio of oxidant to ellagic acid of 0.01:1, sodium periodate as the oxidant is added, and after stirring at 25°C for 20 hours, dialysis (the molecular weight cut-off is greater than or equal to 3500D) is performed in deionized water to obtain a polyellagic acid nanofiber dispersion liquid;

[0080] (3) The polyellagic acid nanofiber dispersion liquid is concentrated by ultrafiltration centrifugation (the molecular weight cut-off is greater than or equal to 3500D), and then freeze-dried to obtain the polyellagic acid nanofiber.

[0081] Example 10:

[0082] A polyellagic acid nanofiber is prepared by the following method:

[0083] (1) Ellagic acid (0.15 g, 0.0005 mol) monomers are weighed and dispersed in 150 mL of ultrapure water, and 50% wt NaOH aqueous solution is added to adjust the pH to 8, and then ultrasonic treatment is performed until the ellagic acid is completely dissolved;

[0084] (2) According to the molar ratio of oxidant to ellagic acid of 1:1, sodium periodate as the oxidant is added, and after stirring at 25°C for 20 hours, dialysis (the molecular weight cut-off is greater than or equal to 3500D) is performed in deionized water to obtain a polyellagic acid nanofiber dispersion liquid;

[0085] (3) The polyellagic acid nanofiber dispersion liquid is concentrated by ultrafiltration centrifugation (the molecular weight cut-off is greater than or equal to 3500D), and then freeze-dried to obtain the polyellagic acid nanofiber.

[0086] Example 11:

[0087] A polyellagic acid nanofiber is prepared by the following method:

[0088] (1) Ellagic acid (0.15 g, 0.0005 mol) monomers are weighed and dispersed in 150 mL of ultrapure water, and 50% wt NaOH aqueous solution is added to adjust the pH to 8, and then ultrasonic treatment is performed until the ellagic acid is completely dissolved;

[0089] (2) The oxidizing agent sodium periodate was added according to the molar ratio of oxidizing agent to ellagic acid of 2:1, and after stirring at 25°C for 20 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) in deionized water was performed to obtain a polyellagic acid nanofiber dispersion liquid;

[0090] (3) The polyellagic acid nanofiber dispersion liquid was concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), and freeze-drying was performed to obtain polyellagic acid nanofibers.

[0091] Example 12:

[0092] A polyellagic acid nanofiber was prepared by the following method:

[0093] (1) Ellagic acid (0.15 g, 0.0005 mol) monomers were weighed and dispersed in 150 mL ultrapure water, and 50%wt NaOH aqueous solution was added to adjust the pH to 8, and ultrasonic was performed until the ellagic acid was completely dissolved;

[0094] (2) The oxidizing agent sodium periodate was added according to the molar ratio of oxidizing agent to ellagic acid of 0.01:1, and after stirring at 10°C for 48 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) in deionized water was performed to obtain a polyellagic acid nanofiber dispersion liquid;

[0095] (3) The polyellagic acid nanofiber dispersion liquid was concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), and freeze-drying was performed to obtain polyellagic acid nanofibers.

[0096] Example 13:

[0097] A polyellagic acid nanofiber was prepared by the following method:

[0098] (1) Ellagic acid (0.15 g, 0.0005 mol) monomers were weighed and dispersed in 150 mL ultrapure water, and 50%wt NaOH aqueous solution was added to adjust the pH to 8, and ultrasonic was performed until the ellagic acid was completely dissolved;

[0099] (2) The oxidizing agent sodium periodate was added according to the molar ratio of oxidizing agent to ellagic acid of 0.01:1, and after stirring at 40°C for 5 hours, dialysis (molecular weight cut-off greater than or equal to 3500D) in deionized water was performed to obtain a polyellagic acid nanofiber dispersion liquid;

[0100] (3) The polyellagic acid nanofiber dispersion liquid was concentrated by ultrafiltration centrifugation (molecular weight cut-off greater than or equal to 3500D), and freeze-drying was performed to obtain polyellagic acid nanofibers.

[0101] Example 14:

[0102] The application of the polyellagic acid nanofiber in the field of biological medicine is consistent with the application method of the existing polyellagic acid nanoparticles, and no special requirement is needed.

[0103] The above is only a preferred embodiment of the present application, but the protection scope of the present application is not limited thereto, any person skilled in the art can make equivalent replacement or change according to the technical scheme and the inventive concept of the present application within the technical range disclosed by the present application, which should be covered in the protection scope of the present application.

Claims

1. A method for preparing polyellagic acid nanofibers, characterized in that, Includes the following steps: S1. Dissolve ellagic acid in an alkaline aqueous solution to obtain an ellagic acid solution; S2. Add sodium periodate to the ellagic acid solution and react. Dialyze the reaction product to obtain a polyellagic acid nanofiber dispersion. S3. After concentrating the polyellagic acid nanofiber dispersion, dry it to obtain polyellagic acid nanofibers; The pH value of the alkaline aqueous solution is 7.5-10; The concentration of ellagic acid in the ellagic acid solution is 0.1-5 mg / ml; In S2, the molar ratio of sodium periodate to ellagic acid is 0.01-2:

1.

2. The method for preparing polyellagic acid nanofibers according to claim 1, characterized in that: The alkaline aqueous solution is an aqueous solution of one or any combination of sodium hydroxide, potassium hydroxide, sodium bicarbonate, or triethylamine.

3. The method for preparing polyellagic acid nanofibers according to claim 1, characterized in that: In S2, the reaction temperature is 10-40℃ and the reaction time is 5-48h.

4. The method for preparing polyellagic acid nanofibers according to claim 1, characterized in that: In S3, the drying process is freeze drying.

5. A polyellagic acid nanofiber, characterized in that: Prepared by the method according to any one of claims 1-4.

6. An application of the polyellagic acid nanofibers according to claim 5 as a bio-oxidative stress protection material.

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