KR102670020B1 - METHOD FOR EXTRACTION GINSENOSIDE COMPOUND k - Google Patents

Abstract

The ginsenoside compound K extraction method of the present disclosure includes the steps of preparing a substrate containing compound K into a powder, adding a first solvent to the powder to prepare a first mixed solution, and drying the first mixed solution to perform first processing. A step of adding a second solvent to the first mixed solution to prepare a second mixed solution, and drying the second mixed solution to perform a second processing.

Description

Ginsenoside compound k extraction method {METHOD FOR EXTRACTION GINSENOSIDE COMPOUND k}

The present disclosure relates to a ginsenoside compound K extraction method, and more specifically, to a ginsenoside compound K extraction method that can improve the yield of compound K by increasing compound K solubility and conversion rate.

Ginseng (Panax ginseng) has been used as a medicinal herb since ancient times for its various pharmacological effects, and the main component of its pharmacological effects is known to be various saponins. These ginseng-derived saponins are called ginsenosides. Rb1, a representative ginsenoside of ginseng, is effective in suppressing the central nervous system, improving memory, and anti-inflammatory effects, and Rg1 is known to be effective in inhibiting platelet aggregation, anti-stress action, and enhancing immune function. In particular, Rb1 is not easy to absorb in the body, but it can produce special ginsenosides from enzyme reactions in the body or from specific enzyme reactions isolated from microorganisms. This is called compound K.

In particular, compared to other ginsenosides of ginseng, Compound K exists in a form that is easily absorbed by the human body, and is attracting attention in various industries such as health functional foods and cosmetics. Although ginseng contains a very small amount of Compound K, there is a large amount of precursors that can produce it, and Compound K can be manufactured using acid hydrolysis or enzymatic methods. Although fresh ginseng or red ginseng contains a very small amount of Compound K, there is a large amount of precursors that can produce it, and Compound K is manufactured using acid hydrolysis or enzymatic methods. However, Compound K, which is produced due to its structural characteristics of having a dammarane skeleton of the triterpenoid series, does not dissolve well in water, does not dissolve in various vegetable oils or ester oils, and is not soluble in solvents such as pyridine, ethanol and methanol. Although it has some solubility in solvents, it has the characteristic of dissolving a large amount of ginsenoside compound K and causing precipitation after a certain period of time, which has many industrial limitations.

Republic of Korea Patent Publication No. 10-0950426 (2010.03.23)

In order to solve the above problems, the ginsenoside compound K extraction method of the present disclosure includes the steps of preparing a substrate containing compound K into a powder, adding a first solvent to the powder to prepare a first mixed solution, and 1 It includes the steps of drying the mixed solution for first processing, adding a second solvent to the first mixed solution to prepare a second mixed solution, and drying the second mixed solution for second processing.

The ginsenoside compound K extraction method of the present disclosure includes the steps of preparing a substrate containing compound K into a powder, adding a first solvent to the powder to prepare a first mixed solution, and drying the first mixed solution to perform first processing. A step of adding a second solvent to the first mixed solution to prepare a second mixed solution, and drying the second mixed solution to perform a second processing.

In the ginsenoside compound K extraction method of the present disclosure, the first solvent includes 30-35 parts by weight of cyclodextrin.

The ginsenoside compound K extraction method of the present disclosure is characterized in that the first processing step is adding 5-10 parts by weight of beta-glucanase to the first mixed solution and extracting at a temperature of 28° C. for 20 hours. .

In the ginsenoside compound K extraction method of the present disclosure, the second solvent includes 35-40 parts by weight of 1,2-hexanediol and 30-35 parts by weight of 1,3-butanediol.

The ginsenoside compound K extraction method of the present disclosure is characterized in that the second processing step involves extracting the second mixture by subjecting the second mixture to 30 kHz ultrasound at a temperature of 100°C for 12 hours.

The ginsenoside Compound K extraction method of the present disclosure has the effect of improving the yield of Compound K by increasing the solubility of Compound K.

The ginsenoside Compound K extraction method of the present disclosure has the effect of improving the yield of Compound K by increasing the conversion rate of Compound K.

The ginsenoside compound K extraction method of the present disclosure has the effect of extracting compound K from ginsenoside in a simple process.

The ginsenoside compound K extraction method of the present disclosure has the effect of obtaining compound K with various applicability by increasing the water solubility of compound K.

The effects of the present disclosure are not limited to the effects mentioned above, and other effects not mentioned will be clearly understood by those skilled in the art from the description of the claims.

Hereinafter, specific details for implementing the present disclosure will be described in detail. However, in the following description, detailed descriptions of well-known functions or configurations will be omitted if there is a risk of unnecessarily obscuring the gist of the present disclosure.

Terms used in this specification will be briefly described, and the disclosed embodiments will be described in detail. The terms used in this specification are general terms that are currently widely used as much as possible while considering the functions in the present disclosure, but this may vary depending on the intention or precedent of a technician working in the related field, the emergence of new technology, etc. In addition, in certain cases, there are terms arbitrarily selected by the applicant, and in this case, the meaning will be described in detail in the description of the relevant invention. Therefore, the terms used in this disclosure should be defined based on the meaning of the term and the overall content of this disclosure, rather than simply the name of the term.

In this specification, singular expressions include plural expressions, unless the context clearly specifies the singular. Additionally, plural expressions include singular expressions, unless the context clearly specifies plural expressions.

Throughout the specification of the present application, when a part "includes" a certain component, this means that it may further include other components rather than excluding other components unless specifically stated to the contrary.

The terms “about”, “substantially”, etc. used throughout the specification herein are used to encompass tolerance when tolerance exists.

Throughout this specification, the term “combination(s) thereof” included in the Markushi format expression means a mixture or combination of one or more selected from the group consisting of the components described in the Markushi format expression.

Throughout this specification, references to “A and/or B” mean “A, or B, or A and B.”

Below, embodiments of the present application are described in detail so that those skilled in the art can easily implement them. However, the present application may be implemented in various different forms and is not limited to the embodiments described herein.

The ginsenoside compound K extraction method of the present disclosure includes the steps of preparing a substrate containing compound K into a powder, adding a first solvent to the powder to prepare a first mixed solution, and drying the first mixed solution to perform first processing. A step of adding a second solvent to the first mixed solution to prepare a second mixed solution, and drying the second mixed solution to perform a second processing.

The ginsenoside Compound K extraction method of the present disclosure includes preparing a substrate containing Compound K into powder.

The substrate containing Compound K according to the present disclosure may be one selected from the group consisting of ginseng, ginseng extract, protopanaxadiol saponin, and mixtures thereof. Ginseng extract may be solvent-extracted from the roots, fruits, stems, or leaves of ginseng. At this time, solvent extraction may be performed using water, C1 to C2 lower alcohol, or a mixture thereof as a solvent, and the lower alcohol may be ethanol or methanol.

The substrate containing Compound K according to the present disclosure may be ground to a particle size of 50 to 200 mesh, preferably 50 to 150 mesh, and more preferably 50 to 100 mesh through low-temperature grinding or freeze grinding.

This is because grinding into powder form expands the reaction surface area and allows the effective ingredient to be increased efficiently during the processing step.

In addition, the substrate containing Compound K is used at a low temperature, for example, using a low-temperature grinder or a grinder equipped with a cooler that can grind the input material to a particle size of 50 to 200 mesh by maintaining the temperature of the grinding space below 40 ℃. It's good.

In the present invention, the reason for grinding the substrate containing compound K using a low-temperature grinder or a grinder equipped with a cooler is that the temperature of the grinding space rises to about 100 ° C due to physical friction during grinding, so that the substrate containing compound K, which is weak to heat, is Bioactive substances in the substrate may be destroyed or the pulverized material may change to a slurry state. Therefore, it is desirable to minimize the loss of active ingredients of the substrate containing Compound K and prevent it from turning into a slurry state by using a cooling system to grind the grinding space at a temperature of 40°C or lower, preferably at 20°C. .

The ginsenoside compound K extraction method of the present disclosure includes the step of preparing a first mixed solution by adding a first solvent to the powder.

The first solvent of the present disclosure includes 30-35 parts by weight of cyclodextrin.

Cyclodextrin (CD) according to the present disclosure has a ring-shaped structure in which glucose is linked by an α-1,4 bond, and has 6 (α-), 7 (β-), or 8 ( It is classified as γ-). Cyclodextrin is structurally cut in the shape of a cone, and the hydroxyl group (-OH) bonded to the 2nd and 3rd carbons of the second -OH group forms a hydrogen bond, giving it a hydrophobic nature within the internal cavity. Conversely, the highly polar hydroxyl group makes it hydrophobic. The exterior has hydrophilic properties. Due to these properties, cyclodextrin can form inclusion compounds with hydrophobic substances, increasing the solubility of hydrophobic substances, increasing the stability of unstable substances, and increasing the bioavailability of inclusion compounds.

In particular, when 30-35 parts by weight of cyclodextrin is used as a solvent, it provides the optimal effect of increasing the solubility of Compound K by binding to the hydroxyl group (-OH) present in ginsenoside Compound K.

The ginsenoside compound K extraction method of the present disclosure includes the step of drying the first mixed solution and performing a first processing.

The first processing step according to the present disclosure is characterized in that 5-10 parts by weight of beta-glucanase (β-glucanase) is added to the first mixed solution and extracted at a temperature of 28° C. for 20 hours.

Beta-glucanase according to the present disclosure is an enzyme for hydrolyzing substrate powder containing Compound K mixed in a cyclodextrin solvent. Compound K is extracted by selectively hydrolyzing glucose and arabinose from ginsenosides Rb ₁ , Rb ₂ , Rc, Rd, mixtures thereof, or extracts containing them, which have the highest content among the components of the substrate containing Compound K. .

In particular, 5-10 parts by weight of beta-glucanase is used to form a compound by acting on ginsenosides Rb ₁ , Rb ₂ , Rc, Rd, mixtures thereof, or extracts containing them that have not been combined with cyclodextrin. The conversion rate to K can be increased.

The ginsenoside compound K extraction method of the present disclosure includes the step of preparing a second mixed solution by adding a second solvent to the first mixed solution.

The second solvent according to the present disclosure includes 35-40 parts by weight of 1,2-hexanediol and 30-35 parts by weight of 1,3-butanediol.

Hexanediol acts as a solvent, and among various hexanediol isomers, 1,2-hexanediol has the best solubility efficiency as a solvent.

Polyol acts as a solution stabilizer. Among various polyols, butanediol is highly effective as a solution stabilizer, and among butanediol isomers, 1,3-butanediol is soluble. It has the best efficiency as a stabilizer.

35-40 parts by weight of 1,2-hexanediol and 30-35 parts by weight of 1,3-butanediol are sequentially added to the first mixed solution and mixed to prepare a second mixed solution containing Compound K.

The second processing step according to the present disclosure is characterized by extracting the second mixed solution by subjecting it to 30 kHz ultrasound at a temperature of 100° C. for 12 hours.

The second mixed solution according to the present disclosure includes Compound K, and using 30 kHz ultrasound while heating to a temperature of 100°C saves time and increases the extraction yield of intact Compound K without being damaged or decomposed by heat, thereby producing a high content of Compound K. Compound K can be extracted.

More specifically, the present invention will be described in more detail below through examples. However, these examples are for illustrating the present invention, and the present invention is not limited by these examples.

Example 1

In order to extract ginsenoside Compound K according to the present disclosure, 100 parts by weight of ginseng containing Compound K was ground to a particle size of 100 mesh at a temperature of 20°C in the grinding space, and 30 parts by weight of cyclodextrin was added to the pulverized ginseng. Mix, extract for 20 hours at 28℃, add 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol to the extract in that order, and apply 30kHz ultrasound at 100℃ for 12 hours. After processing for a while, compound K was extracted and commercialized.

Example 2

In order to extract ginsenoside Compound K according to the present disclosure, 100 parts by weight of ginseng containing Compound K was ground to a particle size of 100 mesh at a temperature of 20°C in the grinding space, and 30 parts by weight of cyclodextrin was added to the pulverized ginseng. Mix, add 5 parts by weight of beta-glucanase to the completed mixture, extract for 20 hours at 28°C, and add 35 parts by weight of 1,2-hexanediol and 1,3-glucanase to the extract. 30 parts by weight of butanediol was sequentially added, and compound K was extracted and commercialized by treating it with 30 kHz ultrasonic waves at 100°C for 12 hours.

Comparative Example 1

A commercially available red ginseng manufacturing machine was used.

Comparative Example 2

In Example 1, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were added to the extract as a second solvent. Instead of adding 30 parts by weight of cyclodextrin to the pulverized ginseng as a first solvent, 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol are added as a second solvent only. It was prepared in the same manner as Example 1, except that it was prepared using.

Comparative Example 3

In Example 1, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were added to the extract as a second solvent. Instead of adding them in order, 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were prepared in the same manner as Example 1, except that 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were prepared without adding them as a second solvent. Manufactured.

Comparative Example 4

In Example 1, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were added to the extract as a second solvent. Instead of adding them in order, 10 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were sequentially added to the extract. It was prepared in the same manner as Example 1 except for addition.

Comparative Example 5

In Example 1, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were added to the extract as a second solvent. Instead of adding them in order, 50 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were sequentially added to the extract. It was prepared in the same manner as Example 1 except for addition.

Comparative Example 6

In Example 1, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were added to the extract as a second solvent. Instead of adding them in order, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 15 parts by weight of 1,2-hexanediol and 10 parts by weight of 1,3-butanediol were added to the extract in that order. It was prepared in the same manner as Example 1 except for addition.

Comparative Example 7

In Example 1, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were added to the extract as a second solvent. Instead of adding them in order, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 55 parts by weight of 1,2-hexanediol and 50 parts by weight of 1,3-butanediol were sequentially added to the extract. It was prepared in the same manner as Example 1 except for addition.

Comparative Example 8

In Example 2, instead of adding 5 parts by weight of beta-glucanase (β-glucanase) to the mixed solution and extracting it at 28°C for 20 hours, beta-glucanase (β- glucanase) was added and extracted for 20 hours at 28°C.

Comparative Example 9

In Example 2, instead of adding 5 parts by weight of beta-glucanase (β-glucanase) to the mixed solution and extracting it at 28°C for 20 hours, beta-glucanase (β- glucanase) was added and extracted for 20 hours at 28°C.

<Experimental Example 1: Compound K content analysis>

The compound K content of Examples 1 to 2 and Comparative Examples 1 to 9 was analyzed using high performance liquid chromatography HPLC. The results are shown in [Table 1] below.

Compound K concentration measurement results Compound K concentration (mg/g) Example 1 60.01 Example 2 65.10 Comparative Example 1 50.00 Comparative Example 2 52.13 Comparative Example 3 54.11 Comparative Example 4 55.75 Comparative Example 5 54.01 Comparative Example 6 56.78 Comparative Example 7 53.24 Comparative Example 8 54.16 Comparative Example 9 55.83

From the results in [Table 1], it can be seen that the Compound K yields of Examples 1 and 2 are superior to those of Comparative Examples 1 to 9. More specifically, in the case of Examples 1 and 2, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 1,3-butane were added to the extract. It was confirmed that the yield of Compound K was improved compared to Comparative Example 1 and Comparative Example 9 by sequentially adding 30 parts by weight of diol as the second solvent. When 30 parts by weight of cyclodextrin is used as the first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol are used as the second solvent, the solubility of Compound K increases, In particular, in Example 2, when 5 parts by weight of beta-glucanase was added to the completed mixed solution and extracted for 20 hours at a temperature of 28° C., the conversion rate to Compound K increased, resulting in Compound K. It was confirmed that it was effective in securing it.

<Experimental Example 2: Compound K applicability test>

Water was added to Compound K obtained for Examples 1 to 2 and Comparative Examples 1 to 9, and the degree of water solubility was evaluated as follows. The higher the water solubility content, the better it dissolves in water. The results are shown in [Table 2] below.

Compound K water solubility measurement result Compound K water-soluble (%) Example 1 30 Example 2 31 Comparative Example 1 5 Comparative Example 2 19 Comparative Example 3 23 Comparative Example 4 22 Comparative Example 5 25 Comparative Example 6 24 Comparative Example 7 21 Comparative Example 8 23 Comparative Example 9 24

From the results in [Table 2], it can be seen that Compound K of Examples 1 and 2 provides higher water solubility stability than the products of Comparative Examples 1 to 9. More specifically, Examples 1 and In Example 2, 30 parts by weight of cyclodextrin was added to the pulverized ginseng as a first solvent, and 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol were added to the extract as a second solvent. When used by adding in the order, it was confirmed that the obtained Compound K was dissolved in water and was effective in increasing water solubility stability.

The ginsenoside compound K extraction method of the present disclosure increases the solubility of compound K, improves the yield of compound K by increasing the conversion rate, and increases the water solubility of compound K, providing the effect of obtaining compound K with various applications. do.

The preceding description of the disclosure is provided to enable any person skilled in the art to make or use the disclosure. Various modifications to the present disclosure will be readily apparent to those skilled in the art, and the general principles defined herein may be applied to the various modifications without departing from the spirit or scope of the disclosure. Accordingly, this disclosure is not intended to be limited to the examples shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.

Although the present disclosure has been described in relation to some embodiments in the specification, it should be noted that various modifications and changes can be made without departing from the scope of the present disclosure as can be understood by a person skilled in the art to which the present disclosure pertains. something to do. Additionally, such modifications and changes should be considered to fall within the scope of the claims appended hereto.

Claims (1)

Preparing a substrate containing Compound K into a powder with a particle size of 50 to 100 mesh while maintaining the temperature of the grinding space below 40°C;
Preparing a first mixed solution by adding 30 parts by weight of cyclodextrin to 100 parts by weight of the powder;
Adding 5 parts by weight of beta-glucanase to the first mixed solution and extracting it at 28°C for 20 hours to perform first processing;
Preparing a second mixed solution by adding 35 parts by weight of 1,2-hexanediol and 30 parts by weight of 1,3-butanediol to the first processed first mixed solution; and
A second processing step of extracting the second mixed solution by treating it with 30 kHz ultrasound at a temperature of 100°C for 12 hours.
Including,
The substrate containing the compound K is ginseng, ginsenoside compound K extraction method.