A glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and preparation method thereof

Abstract

The invention discloses a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and a preparation method thereof, and belongs to the field of supramolecular technology. The invention provides a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and a preparation method thereof, which increases the solubility and antibacterial property of glycyrrhizic acid through the supramolecular self-assembly system, and improves the stability of glycyrrhizic acid in the formula. The glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system prepared by the invention can be miscible with a specific proportion of water without precipitation, and effectively improves the water solubility, antibacterial property and stability of glycyrrhizic acid.

Description

Technical Field

[0001] The invention relates to a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and a preparation method thereof, belonging to the technical field of supramolecular technology. Background Art

[0002] Glycyrrhizic acid, also known as glycyrrhizin, is the main component of licorice, composed of glycyrrhetinic acid and 2 molecules of glucuronic acid. Glycyrrhizic acid has a large molecular weight of 822.93, has multiple hydroxyl and carboxyl groups, and presents a ring structure. Glycyrrhizic acid, as a triterpenoid saponin, contains multiple sugar groups and triterpenoid rings. Its molecular structure is more complex than that of conventional organic acids, which also leads to poor solubility of glycyrrhizic acid.

[0003] Glycyrrhizic acid has a wide range of applications, but it has problems such as poor water solubility and low bioavailability, which greatly limits its application. Some researchers choose to prepare glycyrrhizic acid into salts to enhance its solubility, while others enhance its solubility by reducing the particle size of glycyrrhizic acid, but the above methods have the problems of cumbersome operation steps and high production costs.

[0004] In order to improve the solubility of glycyrrhizic acid, the prior art mainly solves the solubility problem of glycyrrhizic acid by a series of methods such as glycyrrhizic acid encapsulation treatment and chemical modification. These methods are too complicated and use some organic solvents. Although the solubility of the obtained glycyrrhizic acid is improved, the stability is poor and it cannot be directly used as a raw material. Patent CN 113980086A discloses a method for preparing glycyrrhizic acid matrine amino acid ion salt using matrine and glycyrrhizic acid to increase the water solubility of glycyrrhizic acid, but the preparation process requires the use of organic solvents and the process is relatively complicated, and the solubility is 1.2 g / L. Patent CN113332161A discloses a preparation process of glycyrrhizic acid hydrogel, and the water solubility of glycyrrhizic acid is improved to a certain extent, but the improved solubility is not mentioned. Patent CN114350351A discloses a method for preparing glycyrrhizic acid carbon quantum dots, which increases the water solubility of glycyrrhizic acid, but the preparation of carbon quantum dots causes additional costs, and the preparation process is relatively cumbersome.

[0005] Panthenol is a precursor of vitamin B5, so it is also called provitamin B5. It is a colorless to slightly yellow transparent viscous liquid with a slight special smell. Panthenol is widely used in the pharmaceutical, food, feed, and cosmetic industries. Supramolecular assembly is a multi-molecular group composed of non-covalent bonds. Different molecules are connected to form an organic whole through non-covalent bonds such as hydrogen bonds, van der Waals forces, and π-π stacking. From a chemical point of view, the molecules that make up the supramolecular system have not changed, so they can still maintain their original efficacy, but the solubility, bioavailability, stability, etc. of the supramolecular self-assembly system will be greatly improved.

[0006] Currently, there is no research on using panthenol and supramolecular technology to significantly improve the solubility of glycyrrhizic acid.

[0007] Therefore, a simple and green treatment process is needed to effectively improve the water solubility, stability and antibacterial activity of glycyrrhizic acid. Summary of the invention

[0008] In view of the defects of the prior art, the present invention provides a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and a preparation method thereof, which increases the solubility and antibacterial properties of glycyrrhizic acid and improves the stability of glycyrrhizic acid in the formula through the supramolecular self-assembly system.

[0009] The first object of the present invention is to provide a method for preparing a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system, the method comprising: heating panthenol and mixing it with glycyrrhizic acid, and continuing to heat to prepare the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system.

[0010] In one embodiment, the molar ratio of panthenol to glycyrrhizic acid is 0.01-0.1:0.001;

[0011] Optionally, the molar ratio of panthenol to glycyrrhizic acid is 0.01-0.05:0.001.

[0012] In one embodiment, the panthenol is heated by stirring the panthenol in air or an inert gas at 20 to 120° C. for more than 1 hour at a stirring speed of 300 to 500 rpm;

[0013] Optionally, stirring is performed at 50°C to 80°C for more than 1 h.

[0014] In one embodiment, the continued heating is to stir the heated panthenol and glycyrrhizic acid in air or inert gas at 20-120° C. for more than 2 hours at a stirring speed of 300-500 rpm;

[0015] Optionally, stirring is carried out at 50°C-80°C for more than 2h.

[0016] In one embodiment, panthenol and glycyrrhizic acid are continuously heated in air or inert gas, cooled to room temperature (25° C.), and ultrasonicated at 100-200W for 1-3 hours to prepare a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system.

[0017] In one embodiment, the pH of the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system is 4.5-6.5.

[0018] In one embodiment, the mass fraction of glycyrrhizic acid in the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system is 10-25%;

[0019] Optionally, the mass fraction of glycyrrhizic acid in the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system is 10-20%.

[0020] In one embodiment, the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and water are mixed to prepare a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system aqueous solution; wherein the mass fraction of glycyrrhizic acid in the aqueous solution is 0.1% to 20%;

[0021] Optionally, the mass fraction of glycyrrhizic acid in the aqueous solution is 0.1% to 15%.

[0022] In one embodiment, when the mass fraction of glycyrrhizic acid in the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system in the aqueous solution is 0.1% to 20%, the system has good stability and will not precipitate.

[0023] The second object of the present invention is to provide a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system prepared by any of the above methods.

[0024] In one embodiment, in the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system, panthenol is used as a system compatibility component to synergistically enhance the moisturizing and repairing effects of the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system.

[0025] In one embodiment, in the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system, the water solubility of glycyrrhizic acid is changed by forming intermolecular hydrogen bonds. The process is green and simple, with good atom economy and no environmental pollution, and is suitable for large-scale preparation.

[0026] In one embodiment, the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system can be directly applied to the fields of cosmetics, medicine, food, etc. without the need for additional post-processing such as separation and purification.

[0027] In one embodiment, the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system prepared by the present invention can be directly diluted with water, and the system stability can be maintained without solid precipitation even when diluted to a maximum of 50 times, which is helpful for formulation application.

[0028] The third object of the present invention is to provide the use of any of the above methods or the above glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system in the field of preparing cosmetics, preparing medicines or preparing foods.

[0029] In one embodiment, the application in the field of food preparation includes preparing general food and special food.

[0030] In one embodiment, common foods include, but are not limited to, beverages, baked goods, food additives or fermented foods.

[0031] In one embodiment, specialty foods include, but are not limited to, health products, functional foods, or dietary supplements.

[0032] In one embodiment, the application in the field of drug preparation includes but is not limited to the preparation of liver protection drugs, blood sugar lowering drugs, blood lipid lowering drugs, anti-inflammatory drugs or antioxidant drugs, and intestinal flora regulating drugs.

[0033] In one embodiment, the application in the field of preparing cosmetics includes preparing non-functional cosmetics, functional cosmetics or fragrances.

[0034] In one embodiment, the effects of the functional cosmetics include but are not limited to whitening, soothing, moisturizing and anti-oxidation, anti-aging, anti-inflammatory, and anti-free radicals.

[0035] The fourth object of the present invention is to provide a product, which comprises the above-mentioned glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system;

[0036] Optionally, the product includes but is not limited to cosmetics, medicines or foods.

[0037] A fifth object of the present invention is to provide a method for simultaneously improving the solubility and antibacterial activity of glycyrrhizic acid, the method comprising: heating panthenol at 50-80° C. for 1-5 hours in air or an inert gas, then mixing with glycyrrhizic acid at a molar ratio of 0.01-0.1:0.001, continuing to heat at 50-80° C. for 1-5 hours in air or an inert gas, cooling to room temperature, and ultrasonicating to prepare a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system with improved solubility and antibacterial activity.

[0038] Beneficial effects of the present invention:

[0039] The glycyrrhizic acid / panthenol system obtained by supramolecular self-assembly of the present invention is in a stable liquid state, can be miscible with a specific proportion of water without precipitation, and effectively improves the water solubility, antibacterial property and stability of glycyrrhizic acid.

[0040] Specifically:

[0041] (1) The present invention prepares a uniform, transparent and stable glycyrrhizic acid / panthenol binary liquid system through supramolecular self-assembly technology. The glycyrrhizic acid content in the system can be as high as 25%, which is much higher than the actual application concentration of glycyrrhizic acid, providing sufficient adjustment space for subsequent formulation applications.

[0042] (2) The glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system prepared by the present invention significantly enhances the water solubility of glycyrrhizic acid and is miscible with water. After miscibility, the mass fraction of glycyrrhizic acid can be as high as 20% without any solid glycyrrhizic acid particles being precipitated.

[0043] (3) The glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system prepared by the present invention is low-viscosity and transparent, can be directly used as a raw material, can maintain long-term stability, and performs well in formulation application and product efficacy.

[0044] (4) The preparation method of the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system used in the present invention is green and simple, and the conditions are mild. The obtained system can be directly put into use without post-processing such as separation and purification.

[0045] In summary, the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and the preparation method thereof of the present invention are green and environmentally friendly, simple in process, and can significantly improve the water solubility and stability of glycyrrhizic acid. The present invention allows glycyrrhizic acid to exhibit more excellent performance in raw materials or formulas by screening suitable compatible ingredients, which is of great significance for the application of glycyrrhizic acid and can expand its wide application in the fields of cosmetics and the like. BRIEF DESCRIPTION OF THE DRAWINGS

[0046] Figure 1 This is the infrared spectrum of the binary liquid supramolecular self-assembly system prepared in Example 1;

[0047] Figure 2 The properties of the system products of Examples 1-2 and Comparative Examples 1-5 after being placed for 24 hours. DETAILED DESCRIPTION

[0048] In order to make the purpose, technical solution and advantages of the present invention clearer and more specific, the present invention is further described in detail below with reference to the accompanying drawings and examples. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not used to limit the present invention.

[0049] The present invention provides a liquid glycyrrhizic acid / panthenol binary supramolecular self-assembly system and provides an embodiment of a preparation method. Traditionally, due to the poor water solubility of glycyrrhizic acid, the product may be unstable and difficult to store, and the skin cannot effectively absorb it, thereby reducing the efficacy of the product. Therefore, it is necessary to take measures to improve the solubility of glycyrrhizic acid and enhance the stability of the product.

[0050] The present invention utilizes supramolecular self-assembly technology to change the water solubility and stability of glycyrrhizic acid by forming intermolecular hydrogen bonds, which can solve these problems well. At the same time, by adjusting the ratio and interaction of glycyrrhizic acid and panthenol in the supramolecular self-assembly system, the applicability of glycyrrhizic acid can be significantly improved, the stability and absorbability of the product can be increased, and thus the texture, stability and efficacy of the related products can be improved.

[0051] A method for preparing a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system in the present invention comprises the following steps:

[0052] A certain amount of panthenol is weighed and put into a sealed container, the temperature is raised to a specific temperature, stirred at this temperature for a certain time, and then a certain amount of glycyrrhizic acid is added, and the heating is continued for a certain time. After the system is cooled to room temperature, ultrasonic treatment is performed for a certain time until the system becomes a uniform and transparent liquid system, and the target glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system is obtained. The obtained system is miscible with a specific proportion of water, thereby effectively improving the water solubility and stability of glycyrrhizic acid.

[0053] In the present invention, the molar ratio of raw materials n (glycyrrhizic acid): n (panthenol) is preferably 0.001:0.01~0.1, more preferably 0.001:0.015~0.05, most preferably 0.001:0.015~0.03; specifically, in the embodiments of the present invention, it can be 0.001:0.015, 0.001:0.02 or 0.001:0.03.

[0054] In the present invention, the heating atmosphere is an inert atmosphere or natural air, preferably helium, nitrogen, argon, carbon dioxide or natural air; specifically, in an embodiment of the present invention, the heating atmosphere is natural air or nitrogen.

[0055] In the present invention, the heating temperature is preferably 20-120°C, more preferably 20-100°C, and most preferably 30-90°C; specifically, in the embodiments of the present invention, it may be 50°C, 60°C or 80°C.

[0056] In the present invention, the ultrasonic time is preferably 1 to 24 h, more preferably 1 to 12 h, and most preferably 1 to 5 h; specifically, in the embodiments of the present invention, it can be 1 h, 3 h or 5 h.

[0057] In the present invention, the pH of the binary liquid supramolecular self-assembly system is 4.5-6.5, and in the embodiments of the present invention, it can be 4.53, 5.37 or 6.32.

[0058] In the present invention, the mass fraction of glycyrrhizic acid in the binary liquid supramolecular self-assembly system can reach 25%, and in the embodiments of the present invention, it can be 10%, 15% or 21%.

[0059] In the present invention, the binary liquid supramolecular self-assembly system can be dissolved in a specific proportion of water, and can keep the mass fraction of glycyrrhizic acid in the aqueous solution at 0.1% to 20% without precipitation; specifically, in the embodiments of the present invention, it can be 0.5%, 5% or 15%.

[0060] Specifically, the mixture is heated while being stirred. The heating rate is 5°C / min. During the heating process, the mixture becomes liquid to form a liquid supramolecular self-assembly system. After cooling to room temperature, a uniform and stable binary supramolecular self-assembly system is obtained. The cooling rate is 5°C / min. Here, the room temperature refers to 25°C.

[0061] To further illustrate the present invention, a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system and a preparation method thereof provided by the present invention are described in detail below in conjunction with examples.

[0062] raw material:

[0063] Glycyrrhizic acid: CAS number: 1405-86-3;

[0064] DL-Panthenol: CAS No.: 1113-70-8;

[0065] D-Panthenol: CAS number: 81-13-0.

[0066] Both DL-panthenol and D-panthenol can be used in the present invention without affecting the product effect. The following examples only take DL-panthenol as an example.

[0067] Detection method:

[0068] Fourier transform infrared spectroscopy test parameters are:

[0069] Machine specifications: Nicolet iS5, Machine manufacturer: Thermo Fisher Scientific, USA, Experimental parameters: Scanning range: 450~4000 cm -1 , with a resolution of 4 cm -1 .

[0070] High and low temperature cycle test:

[0071] The liquid glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system was frozen at -5°C and then placed at 40°C to dissolve. This was considered one cycle and was repeated thereafter. It was observed that the state after each dissolution could maintain a stable and uniform liquid state without solid precipitation. The example is data from 15 cycles.

[0072] Example 1

[0073] 1. A method for preparing a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system, comprising the following steps:

[0074] 0.015 mol of panthenol (3 g) was placed in a sealed container, and the container was slowly heated in a natural air atmosphere. After the temperature reached 50°C, the container was heated continuously for 1 h. 0.001 mol of glycyrrhizic acid (0.82 g) was added, and the container was heated (50°C) and stirred at 400 rpm for 2 h. After heating, the container was cooled to room temperature and ultrasonically treated at 180 W for 1 h to obtain a binary liquid supramolecular self-assembly system. The mass fraction of glycyrrhizic acid in the system was 21%, and the pH of the system was 4.53 when tested with a pH meter.

[0075] The binary liquid supramolecular self-assembly system is miscible with a specific proportion of water so that the mass fraction of glycyrrhizic acid in the aqueous solution is 15%, that is, the solubility is 176.5 mg / g; the system can maintain a stable and uniform liquid state, and an aqueous solution of the binary liquid supramolecular self-assembly system is obtained.

[0076] The binary liquid supramolecular self-assembly system and the binary liquid supramolecular self-assembly system aqueous solution were subjected to high and low temperature cycle tests (cycled and stored at -5°C and 40°C for 15 times), and finally both systems were able to maintain a stable and uniform liquid state without solid precipitation.

[0077] After the uniform, transparent and stable binary liquid supramolecular self-assembly system obtained in this example was placed at room temperature for 24 hours, a sample was taken and data was characterized by an infrared spectrometer.

[0078] The infrared spectrum of the binary liquid supramolecular self-assembly system is shown in Figure 1 As shown in the figure, the results show that the binary liquid supramolecular self-assembly system prepared in Example 1 has a wavelength of 3500-3200 cm -1 The absorption peak in the range of 3426 cm-1 corresponds to the absorption peak of hydroxyl group (hydrogen bond). Compared with glycyrrhizic acid, the peak of Example 1 is from 3426 cm-1 -1 Shifted to lower wavenumber direction to 3351 cm -1 This indicates that a large number of hydrogen bonds are formed in the system and strong interactions occur. In addition, compared with panthenol, at 1644 cm -1 The carbonyl peak shifted to a higher wave number of 1651 cm -1 This is due to the change in the carbonyl electron cloud density caused by the generation of a large number of hydrogen bonds in the system. The above results all confirm that panthenol and glycyrrhizic acid form a supramolecular self-assembly system through intermolecular hydrogen bonds.

[0079] 2. Performance testing

[0080] Triple distilled water was added to the binary liquid supramolecular self-assembly system obtained in Example 1 to prepare aqueous solutions of the binary liquid supramolecular self-assembly system with different glycyrrhizic acid concentrations, and the antibacterial activity test was performed.

[0081] Inoculate the overnight resuscitated streptococcal culture into 5 mL THB liquid medium at a 1% v / v inoculum and incubate in a 37°C, 5% CO2 incubator for 24 hours. 9 CFU / mL, take it out for later use.

[0082] Under sterile conditions in a biosafety cabinet, aqueous solutions of binary liquid supramolecular self-assembly systems of different concentrations were added to a sterile 96-well culture plate. The drug solution was added to wells 1 to 9, 100 μL per well, and 100 μL of triple-distilled water was added to well 10 as a control.

[0083] The bacterial solution was diluted ten-fold with culture medium and added to the corresponding 96-well culture plate at 100 μL / well. After sealing, it was placed in an incubator at 37°C and 5% CO2 for 24 hours to observe the antibacterial effect of the aqueous solution of the binary liquid supramolecular self-assembly system.

[0084] After the drug and bacterial solution were incubated for 24 hours, 100 μL of each well was taken to apply to the THB plate and incubated in an incubator at 37°C and 5% CO2 for 24 hours. The lowest drug concentration that resulted in complete sterile growth was determined as the MIC. The test is meaningful only when bacteria in the positive control well (i.e., without drug) grow significantly.

[0085] The minimum complete inhibitory concentration plate experiment confirmed that the binary liquid supramolecular self-assembly system had a significant inhibitory effect on Streptococcus mutans, Streptococcus suis serotype 2, and Group A Streptococcus. The results are shown in Table 1.

[0086] It can be seen from Table 1 that the minimum inhibitory concentration of the binary liquid supramolecular self-assembly system is at the mg / mL level. It can be seen that the binary liquid supramolecular self-assembly system has good efficacy in antibacterial performance.

[0087] Table 1 Antibacterial effect

[0088]

[0089] Example 2

[0090] A method for preparing a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system comprises the following steps:

[0091] 0.020 mol panthenol (4.1 g) was stirred evenly and placed in a sealed container. The container was slowly heated under a nitrogen atmosphere. After the temperature reached 60°C, it was continuously heated for 3 h. 0.001 mol glycyrrhizic acid (0.82 g) was added and the heating and stirring were continued for 3 h. The container was cooled to room temperature and then subjected to ultrasonic treatment at 180 W for 3 h to obtain a binary liquid supramolecular self-assembly system. The mass fraction of glycyrrhizic acid in the system was 15%. The pH of the system was 5.37 when tested by a pH meter.

[0092] The binary liquid supramolecular self-assembly system is miscible with water in a specific proportion so that the mass fraction of glycyrrhizic acid in the aqueous solution is 5%, that is, the solubility is 52.6 mg / g; the system can maintain a stable and uniform liquid state, an aqueous solution of the binary liquid supramolecular self-assembly system.

[0093] The binary liquid supramolecular self-assembly system and the binary liquid supramolecular self-assembly system aqueous solution were subjected to high and low temperature cycle tests (cycled and stored at -5°C and 40°C for 15 times), and finally both systems were able to maintain a stable and uniform liquid state without solid precipitation.

[0094] Example 3

[0095] A method for preparing a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system comprises the following steps:

[0096] 0.030 mol panthenol (6.15 g) was stirred evenly and placed in a sealed container. The container was slowly heated in a natural air atmosphere. After the temperature reached 80°C, it was continuously heated for 5 h. 0.001 mol glycyrrhizic acid (0.82 g) was added and the heating and stirring were continued for 5 h. The container was cooled to room temperature and then subjected to ultrasonic treatment at 180 W for 5 h to obtain a binary liquid supramolecular self-assembly system. The mass fraction of glycyrrhizic acid in the system was 10%. The pH of the system was 6.32 as measured by a pH meter.

[0097] The binary liquid supramolecular self-assembly system is miscible with water in a specific proportion so that the mass fraction of glycyrrhizic acid in the aqueous solution is 0.5%, that is, the solubility is 5 mg / g; the system can maintain a stable and uniform liquid state, and an aqueous solution of the binary liquid supramolecular self-assembly system is obtained.

[0098] The binary liquid supramolecular self-assembly system and the binary liquid supramolecular self-assembly system aqueous solution were subjected to high and low temperature cycle tests (cycled and stored at -5°C and 40°C for 15 times), and finally both systems were able to maintain a stable and uniform liquid state without solid precipitation.

[0099] Comparative Example 1

[0100] After 0.015 mol of panthenol is stirred evenly, it is placed in a sealed container and the temperature of the container is slowly raised in a natural air atmosphere. After the temperature reaches 100°C, the temperature is continuously heated for 1 hour. 0.001 mol of glycyrrhizic acid is added and the heating and stirring are continued for 2 hours. After the container is cooled to room temperature, an ultrasonic treatment at 180W is performed for 1 hour. As time goes by, the system becomes a uniform and transparent liquid state.

[0101] The results are as follows Figure 2 As shown, compared with Example 1, only the heating temperature was increased, but the color of the system became darker, which suggests that a chemical reaction may have occurred during the reaction process.

[0102] Comparative Example 2

[0103] 0.015 mol of panthenol was stirred evenly and placed in a sealed container. The temperature of the container was slowly raised in a natural air atmosphere. After the temperature reached 30°C, the temperature was continuously heated for 1 hour. 0.001 mol of glycyrrhizic acid was added and the heating and stirring were continued for 2 hours. The container was cooled to room temperature and then subjected to ultrasonic treatment at 180W for 1 hour. As time went on, the system became a solid-liquid mixture.

[0104] Compared with Example 1, only by lowering the heating temperature, a uniform and stable transparent liquid system cannot be obtained, and the system maintains a solid-liquid mixed state. The system is mixed with water in a specific proportion so that the mass fraction of glycyrrhizic acid is 15%, that is, the solubility is 176.5 mg / g. The system still cannot maintain a stable and uniform liquid state, and solid insoluble matter exists.

[0105] Comparative Example 3

[0106] 0.015 mol of panthenol was stirred evenly and placed in a sealed container. The temperature of the container was slowly raised in a natural air atmosphere. After the temperature reached 50°C, the temperature was continuously heated for 1 h. 0.001 mol of glycyrrhizic acid was added and the heating and stirring were continued for 30 min. The container was cooled to room temperature and then subjected to ultrasonic treatment at 180W for 1 h. As time went on, the system became a solid-liquid mixture.

[0107] Compared with Example 1, only by shortening the heating time, a uniform and stable transparent liquid system cannot be obtained, and the system maintains a solid-liquid mixed state. The system is mixed with water in a specific proportion so that the mass fraction of glycyrrhizic acid is 15%, that is, the solubility is 176.5 mg / g. The system still cannot maintain a stable and uniform liquid state, and solid insoluble matter exists.

[0108] Comparative Example 4

[0109] 0.015 mol of panthenol was stirred evenly and placed in a sealed container. The temperature of the container was slowly raised in a natural air atmosphere. After the temperature reached 50°C, the temperature was continuously heated for 1 hour. 0.003 mol of glycyrrhizic acid was added and the heating and stirring were continued for 2 hours. The container was cooled to room temperature and then subjected to ultrasonic treatment at 180W for 1 hour. As time went on, the system became a solid-liquid mixture.

[0110] Compared with Example 1, only by increasing the amount of glycyrrhizic acid fed, a uniform and stable transparent liquid system cannot be obtained, and the system maintains a solid-liquid mixed state. The system is mixed with water in a specific proportion so that the mass fraction of glycyrrhizic acid is 15%, that is, the solubility is 176.5 mg / g. The system still cannot maintain a stable and uniform liquid state, and solid insoluble matter exists.

[0111] Comparative Example 5

[0112] After 0.015 mol of glycerol is stirred evenly, it is placed in a sealed container. The temperature of the container is slowly raised in a natural air atmosphere. After the temperature reaches 50°C, it is continuously heated for 1 hour. 0.001 mol of glycyrrhizic acid is added, and the heating and stirring are continued for 2 hours. After the container is cooled to room temperature, an ultrasonic treatment at 180W is performed for 1 hour. As time goes by, the state of the system becomes a solid-liquid mixture.

[0113] Compared with Example 1, glycerol is used instead of panthenol to obtain a uniform and transparent liquid system. The system is a uniform and stable liquid. When the system is mixed with water in a specific proportion so that the mass fraction of glycyrrhizic acid is 15%, that is, the solubility is 176.5 mg / g, the system cannot maintain a stable and uniform liquid state, and solid insoluble matter exists.

[0114] Comparative Example 6

[0115] 0.015 mol of panthenol was stirred evenly and placed in a sealed container. The temperature of the container was slowly raised in a natural air atmosphere. After the temperature reached 50°C, the temperature was continuously heated for 1 hour. 0.001 mol of glycyrrhetinic acid was added and the heating and stirring were continued for 2 hours. The container was cooled to room temperature and then subjected to ultrasonic treatment at 180W for 1 hour. As time went on, the system became a solid-liquid mixture.

[0116] Compared with Example 1, glycyrrhetinic acid is used instead of glycyrrhizic acid, and a uniform and transparent liquid system cannot be obtained. The system is a solid-liquid mixture. The system is mixed with water in a specific proportion so that the mass fraction of glycyrrhetinic acid is 15%, that is, the solubility is 176.5 mg / g. The system still cannot maintain a stable and uniform liquid state, and solid insoluble matter exists.

[0117] Comparative Example 7

[0118] 0.015 mol of panthenol was stirred evenly and placed in a sealed container. The temperature of the container was slowly raised in a natural air atmosphere. After the temperature reached 50°C, the temperature was continuously heated for 1 h. 0.001 mol of ferulic acid was added and the heating and stirring were continued for 2 h. The container was cooled to room temperature and then subjected to ultrasonic treatment at 180W for 1 h. As time went on, the system became a solid-liquid mixture.

[0119] Compared with Example 1, ferulic acid is used instead of glycyrrhizic acid, and a uniform and transparent liquid system cannot be obtained. The system is a solid-liquid mixture. The system is mixed with water in a specific proportion so that the mass fraction of ferulic acid is 15%, that is, the solubility is 176.5 mg / g. The system still cannot maintain a stable and uniform liquid state, and solid insolubles are present.

[0120] Although the present invention has been disclosed as above in the form of a preferred embodiment, it is not intended to limit the present invention. Anyone familiar with this technology can make various changes and modifications without departing from the spirit and scope of the present invention. Therefore, the scope of protection of the present invention should be based on the definition of the claims.

Claims

1. A method for preparing a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system, characterized in that: The method comprises: heating panthenol at 50-80°C for 1-5 hours in air or inert gas, then mixing with glycyrrhizic acid at a molar ratio of 0.01-0.1:0.001, continuing to heat at 50-80°C for 1-5 hours in air or inert gas, cooling to room temperature, and ultrasonicating to prepare a glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system.

2. The glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system prepared by the method according to claim 1.

3. Use of the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system according to claim 2 in the field of preparing cosmetics, preparing medicines or preparing foods.

4. The use according to claim 3, characterized in that: Applications in the field of food preparation include preparation of beverages, baked goods, food additives or fermented foods.

5. The use according to claim 3, characterized in that: The application in the field of drug preparation includes the preparation of liver protection drugs, blood sugar lowering drugs, blood lipid lowering drugs, anti-inflammatory drugs, antioxidant drugs or intestinal flora regulating drugs.

6. The use according to claim 3, characterized in that: The application in the field of preparing cosmetics includes preparing non-functional cosmetics and functional cosmetics.

7. The use according to claim 3, characterized in that: The application in the field of cosmetics is the preparation of fragrances.

8. A drug, characterized in that The medicine contains the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system according to claim 2.

9. A cosmetic, characterized in that: The cosmetic contains the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system according to claim 2.

10. A food, characterized in that The food contains the glycyrrhizic acid / panthenol binary liquid supramolecular self-assembly system according to claim 2.

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