Ginsenoside composition with high water-soluble stability as well as preparation method and application thereof

Through the combination of ginseng saponin CK with organic alcohol and ginseng root water, hydrogen bonds are formed, which improves its water solubility and stability, and solves the problem of insufficient solubility of ginseng saponin CK in the prior art. It is suitable for the production of medicines and cosmetics. It achieves high solubility and stability of the product, and improves therapeutic effect and market competitiveness.

CN119112920APending Publication Date: 2024-12-13GUANG ZHOU GUANG YA XIN HAN FANG HUA ZHUANG PIN KE JI YOU XIAN GONG SI
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Patent Information

Application Number
CN202411199875.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-08-29
Publication Date
2024-12-13

AI Technical Summary

Technical Problem

The low water solubility of ginseng saponin CK limits its application in medicines, health products and cosmetics, resulting in insufficient solubility, bioavailability and pharmacological effects. The existing methods have problems of increased costs, complex processes and stability.

Method used

By combining ginseng saponin CK with organic alcohol and ginseng root water, hydrogen bonds are formed, and its hydrophilicity and dissolution stability are improved, a ginseng saponin composition with high water-soluble stability is prepared, suitable for medicines, health products and daily chemicals Production.

Benefits of technology

It achieves high solubility and stability of ginseng saponin CK, and is suitable for preservation under normal temperature, low temperature, high temperature and light conditions, improving the processing performance of the preparation and the efficacy of the product.

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Abstract

The invention provides a ginsenoside composition with high water-soluble stability as well as a preparation method and application thereof. The ginsenoside composition with high water-soluble stability is prepared from the following components in percentage by weight: 0.1 to 1 percent of ginsenoside CK, 0 to 17 percent of organic alcohol and 82 to 99.9 percent of ginseng root water. By compounding the ginsenoside CK, the organic alcohol and the ginseng root water, the dissolution of the ginsenoside CK can be promoted to form a clear liquid system, and the dissolution stability of the ginsenoside composition can also be improved, so that the ginsenoside composition disclosed by the invention has good preparation processing performance and is suitable for preparing products such as medicines, health-care products and daily chemicals.
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Description

Technical Field

[0001] The present invention relates to the technical field of daily chemical products, and in particular to a ginsenoside composition with high water-solubility stability, and a preparation method and application thereof. Background Art

[0002] Ginseng is a medicinal plant with a long history and is widely used in Asia. Its extract, ginsenosides, has attracted much attention due to its multiple biological activities. Ginsenoside CK (Compound K) is a tetracyclic triterpenoid compound extracted from ginseng with important pharmacological activities. Ginsenoside CK shows potential therapeutic effects in anti-inflammatory, antioxidant, anti-tumor, and immunity enhancement. However, the solubility problem of ginsenosides has always been the main obstacle to its widespread application. Due to the special chemical structure of ginsenoside CK, its solubility in water or organic alcohols (such as butanediol and ethanol) is very low. For example, the solubility of ginsenoside CK in water at 25°C is 0.1 mg / L, which not only affects its preparation processing performance, but also limits its bioavailability and pharmacological effects. In practical applications, such as the research and development and production of products such as medicines, health products and cosmetics, the solubility problem makes it difficult for ginsenoside CK to be evenly dispersed and absorbed by the human body, thereby affecting the efficacy and market competitiveness of products containing ginsenoside CK.

[0003] In order to overcome this problem, researchers and developers have tried a variety of methods to improve the solubility of ginsenosides, including the use of surfactants, nanotechnology, microemulsification technology, etc. Although these methods can improve the solubility of ginsenoside CK to a certain extent, they have limitations such as increased costs, complex processes, safety and stability issues.

[0004] Therefore, developing a ginsenoside composition that can not only improve the solubility of ginsenoside CK in the composition but also maintain the biological activity and safety of ginsenoside CK is of great significance for promoting the application of ginsenoside CK in the fields of medicine and cosmetics. Summary of the invention

[0005] The purpose of the present invention is to overcome the shortcomings of the prior art and provide a ginsenoside composition with high water-solubility stability and a preparation method and application thereof.

[0006] In a first aspect, the present invention provides a ginsenoside composition with high water-solubility stability, comprising the following components in weight percentage: ginsenoside CK 0.1-1%, organic alcohol 0-17%, and ginseng root water 82-99.9%.

[0007] The inventors unexpectedly discovered during the research process that the compounding of ginsenoside CK, organic alcohol and ginseng root water can not only promote the dissolution of ginsenoside CK to form a clear liquid system, but also improve the dissolution stability of the ginsenoside composition, so that the ginsenoside composition of the present invention has good formulation processing performance and is suitable for the preparation of products such as medicines, health products and daily chemicals.

[0008] The complex mixture of ginsenoside CK, organic alcohol and ginseng root water can form a clear liquid system. This may be due to the intermolecular force between ginseng root water and the rare ginsenoside CK, which can form hydrogen bonds, thereby increasing the hydrophilicity of ginsenoside CK, promoting the full dissolution of ginsenoside CK, and improving the solubility stability of ginsenoside CK in the system.

[0009] As a preferred embodiment of the present invention, the organic alcohol includes at least one of butanediol, ethylene glycol and glycerol.

[0010] As a preferred embodiment of the present invention, the ginsenoside composition with high water-solubility stability comprises the following components in weight percentage: ginsenoside CK 0.1-1%, organic alcohol 1.4-17%, and ginseng root water 82-98.5%.

[0011] Furthermore, the ginsenoside composition with high water-solubility stability comprises the following components in weight percentage: ginsenoside CK 0.5-0.6%, organic alcohol 7-8.4%, and ginseng root water 91-92.5%. When the components of the ginsenoside composition are within the above range, the content of ginsenoside components in the composition is high, and it can adapt to various storage environments and can be stably stored at -10°C to 72°C and a light intensity of ≤1000Lux.

[0012] As a preferred embodiment of the present invention, the weight ratio of the organic alcohol to ginsenoside CK is not less than 14. For example, the weight ratio of the organic alcohol to ginsenoside CK can be 14, 15, 16, 17, 18, 20, 24, 25, 26, 30, 50, 60, 70, 74 or a range consisting of any two groups of values ​​therein.

[0013] As a preferred embodiment of the present invention, the ginseng root water is the effluent produced during the process of extracting ginsenosides from ginseng by steam distillation.

[0014] As a preferred embodiment of the present invention, the ginseng root water is prepared by the following method:

[0015] After mixing ginseng root powder and water, stir them for 1.5-3 hours at a temperature of 50-60° C. and a vacuum degree of 400-500 mbar, collect and condense the steam, and concentrate to obtain ginseng root water.

[0016] The invention processes ginseng roots under low constant temperature and negative pressure, so that the obtained ginseng root water retains the active ingredients of ginseng.

[0017] Furthermore, the weight ratio of the ginseng root powder to water is 1:(5-15), preferably 1:(3-5.5), and more preferably 1:(3.5-5.0).

[0018] As a preferred embodiment of the present invention, the total mass percentage of ginsenosides in the ginseng root water is 4-20%, more preferably 6.8-14%, and even more preferably 8.9-12.1%.

[0019] Furthermore, the ginsenosides in the ginseng root water include at least two of ginsenoside Rb1, ginsenoside Rb2, ginsenoside Rc and ginsenoside Re.

[0020] As a preferred embodiment of the present invention, the ginseng root water comprises the following components in weight percentage: ginsenoside Rb1 3-8%, ginsenoside Rb2 2-6%, ginsenoside Rc 0.5-4%, and ginsenoside Re 0.8-2%.

[0021] Furthermore, the ginseng root water comprises the following components in weight percentage: ginsenoside Rb1 3.1-5.5%, ginsenoside Rb2 2-3.6%, ginsenoside Rc 0.5-2.3%, and ginsenoside Re 0.8-1.8%.

[0022] Furthermore, the ginseng root water comprises the following components in weight percentage: ginsenoside Rb1 3.5-5.0%, ginsenoside Rb2 2.8-3.2%, ginsenoside Rc 1.2-1.9%, ginsenoside Re 1-1.4%. When the weight percentage of each ginsenoside component in the ginseng root water meets the above conditions, the ginseng root water has a better dissolution-promoting effect on ginsenoside CK, and the dissolution stability of the ginsenoside composition is better.

[0023] As a preferred embodiment of the present invention, the ginsenoside CK is ginsenoside CK powder with a purity of not less than 50%.

[0024] In a second aspect, the present invention provides a method for preparing the ginsenoside composition as described in the first aspect, comprising the following steps:

[0025] After mixing ginsenoside CK and organic alcohol, ginseng root water is added and stirred to obtain the ginsenoside composition.

[0026] In a third aspect, the present invention provides a use of the ginsenoside composition as described in the first aspect in the preparation of daily chemical products.

[0027] As a preferred embodiment of the present invention, the daily chemical products include any one of facial cleanser, shower gel, skin care lotion, skin care cream, essence, eye cream, and facial mask.

[0028] As a preferred embodiment of the present invention, the mass percentage of the ginsenoside composition in daily chemicals is 0.1-50%.

[0029] Compared with the prior art, the beneficial effects of the present invention are: the ginsenoside composition provided by the present invention has excellent water-soluble stability, can be stably preserved under normal temperature, low temperature, high temperature and light conditions, has good preparation processing performance, and is suitable for preparing products such as medicines, health products and daily chemicals. BRIEF DESCRIPTION OF THE DRAWINGS

[0030] Figure 1 The molecular structure diagram of ginsenoside CK provided by the present invention;

[0031] Figure 2 The molecular structure diagram of ginsenoside Rb1 provided by the present invention;

[0032] Figure 3 The molecular structure diagram of ginsenoside Rb2 provided by the present invention;

[0033] Figure 4 The molecular structure diagram of ginsenoside Rc provided by the present invention;

[0034] Figure 5 This is a molecular structure diagram of ginsenoside Re provided by the present invention. DETAILED DESCRIPTION

[0035] In order to better illustrate the purpose, technical solutions and advantages of the present invention, the present invention will be further described below in conjunction with specific embodiments and comparative examples, the purpose of which is to understand the content of the present invention in detail, rather than to limit the present invention. All other embodiments obtained by ordinary technicians in this field without making creative work are within the scope of protection of the present invention.

[0036] Unless otherwise specified, the experimental reagents and instruments involved in the implementation of the present invention are all commonly used ordinary reagents and instruments.

[0037] The ginsenoside CK in the following examples is commercially available ginsenoside CK powder with a purity of 99%. The molecular structure of ginsenoside CK is as follows: Figure 1 shown.

[0038] Examples 1-6

[0039] Embodiments 1 to 6 provide a method for preparing ginseng root water, comprising the following steps:

[0040] Take dried ginseng root powder, mix the ginseng root powder and water in the proportion shown in Table 1, enter the extraction tank through the feeding tube, stir for 2 hours at a temperature of 56°C and a vacuum degree of 450 mbar, collect steam and condense, and concentrate the condensate by a rotary evaporator to 1 / 5 of the original volume to obtain a concentrated solution, and filter the concentrated solution through a filter membrane with a pore size of 0.45 microns to remove impurities such as fat-soluble components to obtain ginseng root water.

[0041] The ginsenoside components and their weight percentages in the ginseng root water are measured by the following test methods: the total saponin content in the ginseng root water is determined by ultraviolet spectrophotometry, and the ginsenoside Rb1, ginsenoside Rb2, ginsenoside Rc, and ginsenoside Re in the ginsenoside water are qualitatively (qualitatively determined by retention time) and quantitatively detected by liquid chromatography. The structures of ginsenoside Rb1, ginsenoside Rb2, ginsenoside Rc, and ginsenoside Re are as follows: Figure 2-5 The quantitative test results are shown in Table 1. The content of other ginsenosides in ginseng root water was further calculated: the content of other ginsenosides (%) = total saponins content - ginsenoside Rb1 content - ginsenoside Rb2 content - ginsenoside Rc content - ginsenoside Re content.

[0042] The test results are shown in Table 1.

[0043] Table 1

[0044]

[0045] Examples 7-21 and Comparative Examples 1-4

[0046] The embodiments and comparative examples of the ginsenoside composition of the present invention, the formula of the ginsenoside composition is shown in Table 2-3, and the preparation method of the ginsenoside composition comprises the following steps:

[0047] After mixing ginsenoside CK and butanediol, ginseng root water was added dropwise at a uniform rate within 15 minutes, and the mixture was stirred at a rotation speed of 320 rpm for 30 minutes to obtain a ginsenoside composition.

[0048] In order to further test the solubility of the products of the above embodiments and comparative examples, the following tests were performed using the compositions in the above embodiments and comparative examples as samples:

[0049] (1) Appearance: Immediately after preparation, the samples were injected into transparent glass test tubes, and the appearance of each sample was visually inspected. The turbidity of the samples was divided into three levels: clear, slightly turbid, and turbid: (1) Clear: The sample was a clear and transparent liquid; (2) Slightly turbid: The sample was slightly turbid, but no obvious insoluble particles were present; (3) Turbid: The sample was obviously turbid, and clearly visible insoluble particles were present. The results are shown in Table 2-3.

[0050] (2) The dissolution stability test was conducted on each sample with an appearance grade of A. The test method was as follows: 10 mL of sample was injected into test tubes 1 to 12 respectively. After sealing, test tube 1 was placed in a constant temperature environment of 15°C for 30 days, test tube 2 was placed in a constant temperature environment of 25°C for 30 days, test tube 3 was placed in a constant temperature environment of 35°C for 30 days, test tube 4 was placed in a constant temperature environment of 4°C for 30 days, test tube 5 was placed in a constant temperature environment of -10°C for 30 days, test tube 6 was placed in a constant temperature environment of -20°C for 30 days, test tube 7 was placed in a constant temperature environment of 48°C for 30 days, and test tube 8 was placed in a constant temperature environment of 48°C for 30 days. Store for 30 days, place test tube No. 8 in a constant temperature environment of 72°C for 30 days, place test tube No. 9 in a constant temperature environment of 120°C for 30 days, place test tube No. 10 under a light intensity of 550Lux for 30 days, place test tube No. 11 under a light intensity of 1000Lux for 30 days, and place test tube No. 12 under a light intensity of 5000Lux for 30 days; then place each test tube at room temperature (20°C) to return to room temperature, observe whether the liquid in each test tube has precipitate, use "No" to indicate that the observation result is no precipitation, and use "Yes" to indicate that the observation result is precipitation. The observation results are shown in Table 2-3.

[0051] Table 2 Weight percentage of each component in the ginsenoside composition (unit: %)

[0052]

[0053]

[0054] Table 3 Weight percentage of each component in the ginsenoside composition (unit: %)

[0055]

[0056]

[0057] It can be seen from Examples 7-21 that the present invention, after compounding and mixing ginsenoside CK and butanediol, adds ginseng root water dropwise, which can promote the dissolution of ginsenoside CK, prepare a clear ginsenoside composition with good dissolution stability, and can be suitable for preparing daily chemical products, such as moisturizing water, lotion, eye cream, face cream, facial mask, essence, etc.

[0058] It can be seen from Examples 7-10 that controlling the weight ratio of ginsenoside CK to butanediol in the ginsenoside composition within an appropriate range (≥14) can not only prepare a clear ginsenoside composition, but also improve the dissolution stability of the ginsenoside composition.

[0059] It can be seen from Example 9 and Comparative Example 1 that the addition of butanediol can promote the dissolution of ginsenoside CK and effectively improve the solubility stability of the ginsenoside composition; compared with deionized water, the ginsenoside components contained in ginseng root water can effectively promote the dissolution of ginsenoside CK and improve the solubility stability of the ginsenoside composition.

[0060] It can be seen from Example 9, Examples 13-16 and Comparative Examples 3-4 that the present invention controls the weight percentage of ginsenoside CK in the ginsenoside composition within the range of 0.1-1%, the mass percentage of butanediol within the range of 1.4-17%, and the mass percentage of ginseng root water within the range of 82-98.5%, and a clear ginsenoside composition can be prepared by mixing, and the ginsenoside composition has better dissolution stability.

[0061] Finally, it should be noted that the above embodiments are only used to illustrate the technical solution of the present invention rather than to limit the scope of protection of the present invention. Although the present invention has been described in detail with reference to the preferred embodiments, those skilled in the art should understand that the technical solution of the present invention can be modified or replaced by equivalents without departing from the essence and scope of the technical solution of the present invention.

Claims

1. A ginsenoside composition with high water-solubility stability, It is characterized in that The invention comprises the following components in percentage by weight: 0.1-1% of ginsenoside CK, 0-17% of organic alcohol and 82-99.9% of ginseng root water.

2. The ginsenoside composition with high water solubility stability as claimed in claim 1, It is characterized in that The organic alcohol includes at least one of butanediol, ethylene glycol and glycerol.

3. The ginsenoside composition with high water-solubility stability as claimed in claim 1, It is characterized in that The ginseng root water is the effluent produced during the process of extracting ginsenosides from ginseng by steam distillation.

4. The ginsenoside composition with high water-solubility stability as claimed in claim 3, It is characterized in that The total mass percentage of ginsenosides in the ginseng root water is 4-20%.

5. The ginsenoside composition with high water-solubility stability as claimed in claim 3, It is characterized in that The ginsenosides in the ginseng root water include ginsenoside Rb 1 , Ginsenoside Rb 2 , ginsenoside Rc, and ginsenoside Re.

6. The ginsenoside composition with high water-solubility stability as claimed in claim 5, It is characterized in that The ginseng root water includes the following components in percentage by weight: ginsenoside Rb 1 3-8%, Ginsenoside Rb 2 2-6%, ginsenoside Rc 0.5-4%, ginsenoside Re 0.8-2%.

7. The ginsenoside composition with high water-solubility stability as claimed in claim 1, It is characterized in that The ginsenoside CK is ginsenoside CK powder with a purity of not less than 50%.

8. A method for preparing the ginsenoside composition according to any one of claims 1 to 7, It is characterized in that The steps include: After mixing ginsenoside CK and organic alcohol, ginseng root water is added dropwise and stirred to form a uniform transparent liquid to obtain the ginsenoside composition.

9. Use of the ginsenoside composition according to any one of claims 1 to 7 in the preparation of medicines, health products or daily chemicals.

10. The use according to claim 9, It is characterized in that The daily chemicals include any one of facial cleanser, shower gel, skin care lotion, skin care cream, essence, eye cream, and facial mask.