KR102384459B1 - Method for obtaining aglycone from glycosides using light - Google Patents

Abstract

Disclosed is a method for obtaining aglycone in a high yield economically and without additional reaction by irradiating glycoside, which is a plant-derived active ingredient and is bound to aglycone, the non-sugar portion, in a form of a glycoside bond, with light; and hydrolyzing the same. The method for obtaining aglycone according to the present invention comprises the following steps of: (a) preparing a solution containing glycoside; (b) hydrolyzing the glycoside bond by irradiating the solution containing the glycoside with light.

Description

METHOD FOR OBTAINING AGLYCONE FROM GLYCOSIDES USING LIGHT

The present invention is a plant-derived active ingredient, which is an economical and economical method of obtaining aglycone in high yield without additional reaction by irradiating light to a glycoside bound in the form of aglycone and glycoside, which is a non-sugar part, to hydrolysis. is about

As active ingredients derived from plants, saponins, flavonoids, polyphenols, alkaloids, pigments, fragrances and polymers are well known.

Innovative developments in analytical science have made it possible to isolate plant-derived active ingredients and to facilitate the identification of molecular structures. The effects of these substances on the human body have already been reported a lot.

However, a problem to be solved for practical utilization of plant-derived active ingredients is low bioavailability of plant-derived active ingredients. In order to increase the bioavailability, it is necessary to understand the mechanism of action of these plant-derived active ingredients.

Active ingredients of plant origin are absorbed through the gastrointestinal tract or cell membranes of the skin. Ultimately, it reaches a cell in vivo and acts by binding to a signal receptor on the cell membrane, binding to a protein in the cell membrane, passing through the cell membrane and binding to a protein in the cytoplasm, or by binding to the nuclear membrane or constituents of the nucleolus. In addition, most plant-derived active ingredients produce aglycone by gastric acid and microorganisms in the large intestine before they are absorbed into the body, and the aglycone is absorbed into the body.

Therefore, the first gateway to increase the bioavailability of plant-derived active ingredients is to penetrate the cell membrane made of lipids.

Glycoside molecules are composed of aglycone and sugar moieties. Aglyconization is a method for maintaining biological activity while facilitating cell membrane penetration of the glycosidic molecule. Here, to aglyconize means to isolate, extract, obtain, or prepare aglycone.

Among the plant-derived active ingredients, the ingredients to be effective when bioavailability is increased are saponins, flavonoids, alkaloids, and pigments. Most of them exist in the form of β-1,4-linked glycosides of 1 to 3 different monosaccharides in plants. Substances bound to sugars have steric resistance that inhibits cell membrane penetration as the polarity of the entire molecule increases due to the various hydroxyl groups of the sugar, the molecular weight increases, and the three-dimensional shape of the molecule becomes complicated. Accordingly, the sugar-bound material makes it difficult to penetrate the cell membrane as a whole, and eventually becomes a factor that lowers the bioavailability.

Therefore, it is important to increase bioavailability by making plant-derived active ingredients into aglycones.

As a method of increasing the bioavailability of plant-derived active ingredients, a method for facilitating cell membrane absorption or skin absorption by phospholipids by making the separated active ingredients in the form of liposomes with a size of nm or nanosomes with a size of 50 to 100 nm has been introduced. there is.

Also, in order to use beta-glucosidase that hydrolyzes β-1,4 bond, a method of fermenting beta-glucosidase-producing bacteria or separating beta-glucosidase to ferment the enzyme is also well known. And acid hydrolysis is also introduced.

The most important physical properties for material absorption and passage through cell membranes are that the molecular size should be less than 600 Daltons, the overall polarity of the molecule should not be too high, and the steric resistance of the molecule should be low. It is preferable to hydrolyze the sugar moiety of the active ingredient according to this principle.

The limitation of existing liposome and nanosome manufacturing technology is that the size is still too large to pass through the cell membrane.

The method for producing aglycone by fermentation using beta-glucosidase-producing bacteria includes sterilization and incubation time of facilities for seed fermentation, main fermentation, removal of fermented bacteria, and removal of beta-glucosidase and other secretions secreted by fermenting bacteria, etc. It is uneconomical because of the disadvantages of high cost and long time in the purification process.

Enzymatic fermentation using isolated beta-glucosidase is somewhat more economical than microbial fermentation, but cannot be an economical method due to the high price of beta-glucosidase.

The acid hydrolysis method uses a high concentration of acid and high heat, and has problems in corrosion, side reactions, and safety of the reactor.

Therefore, there is a need for a method for obtaining aglycone in high yield without additional reaction having economical efficiency and stability.

It is an object of the present invention to provide a method for obtaining aglycone economically and stably even in mass production.

It is also an object of the present invention to provide a method for obtaining aglycone in high yield without addition reaction.

It is also an object of the present invention to provide a method for obtaining an aglycone capable of increasing bioavailability.

It is also an object of the present invention to provide a method for saving a reaction time and energy and obtaining an aglycone in an environmentally friendly manner by using a light ray and a scatterer.

It is also an object of the present invention to provide a method for obtaining aglycone that can be applied to various fields from general food as well as health functional food to natural new drug.

The objects of the present invention are not limited to the above-mentioned objects, and other objects and advantages of the present invention not mentioned may be understood by the following description, and will be more clearly understood by the examples of the present invention. It will also be readily apparent that the objects and advantages of the present invention may be realized by the means and combinations thereof indicated in the appended claims.

A method for obtaining an aglycone according to the present invention comprises the steps of (a) preparing a solution containing glycoside; and (b) hydrolyzing a glycoside bond by irradiating light to the solution containing the glycoside.

In the step (b), ultraviolet light or/and visible light may be irradiated with light energy of 40 to 150W.

In step (b), one or more scatterers among air, air bubbles, emulsion, glass particles, and plastic particles may be introduced.

In step (a), a solution containing glycosides may be formed at a pH of 2 to 5.

The glycoside may include at least one of saponin-based glycosides, flavonoid-based glycosides, polyphenol-based glycosides, and alkaloid-based glycosides.

The method for obtaining aglycone according to the present invention uses light to hydrolyze glycosides, thereby saving reaction time and energy and has the advantage of being environmentally friendly.

In particular, in the method of obtaining aglycone of the present invention, aglycone in high yield can be obtained without addition reaction by using a scatterer and adjusting the pH of the reaction solution with a weak acid.

Accordingly, it is economical and stable even during mass production, and provides the effect of increasing bioavailability.

The method for obtaining the aglycone of the present invention can be applied to various fields, including general food, health functional food, and natural new drug.

In addition to the above-described effects, the specific effects of the present invention will be described together while describing specific details for carrying out the invention below.

1 is a TLC result comparing the hydrolysis reaction of rutin, a flavonoid-based glycoside, using light and an acid solution.
2 is a plan view of an apparatus for relatively measuring the transmittance of light.
3 is a graph showing the total sum (T) of illuminance in each direction according to the type of scatterer.
4 shows the corrosion state of the reactor according to the pH of the solution.
5 is a TLC result comparing the hydrolysis reaction of rutin under UV irradiation and weakly acidic conditions.

The above-described objects, features and advantages will be described below in detail with reference to the accompanying drawings, and accordingly, those of ordinary skill in the art to which the present invention pertains will be able to easily implement the technical idea of the present invention. In describing the present invention, if it is determined that a detailed description of a known technology related to the present invention may unnecessarily obscure the gist of the present invention, the detailed description will be omitted. Hereinafter, preferred embodiments according to the present invention will be described in detail with reference to the accompanying drawings. In the drawings, the same reference numerals are used to indicate the same or similar components.

In addition, when it is described that a component is “connected”, “coupled” or “connected” to another component, the components may be directly connected or connected to each other, but other components are “interposed” between each component. It should be understood that “or, each component may be “connected,” “coupled,” or “connected,” through another component.

Hereinafter, a method for obtaining aglycone from glycosides using light according to some embodiments of the present invention will be described.

The present invention provides a method for obtaining aglycone that can maximize human utilization even with a small amount of use by separating aglycone, a non-sugar moiety, by hydrolyzing the glycosidic bond of a glycoside (glycoside) of a natural product.

The method for obtaining an aglycone of the present invention includes the steps of preparing a solution containing the glycoside and irradiating the solution containing the glycoside with ultraviolet light or/and visible light to hydrolyze the glycosidic bond.

Specifically, in a solution containing at least one of saponin-based glycosides, flavonoid-based glycosides, polyphenol-based glycosides, and alkaloid-based glycosides, which are plant-derived active ingredients, white light or ultraviolet light in the range of 35 to 120 Kcal/mole is applied at 40 to 150 W It is irradiated with light energy to hydrolyze glycosidic bonds.

In the hydrolyzing step, an inert scattering material may be added to minimize energy reduction due to light transmittance in a liquid state, thereby making it easier to transmit light.

In addition, in order to completely decompose the glycosidic bond to improve the efficiency of hydrolysis and to minimize corrosion of the reactor, the reaction solution may be formed in a slightly acidic pH of 2-5.

The hydrolysis step may be performed for about 30 minutes or more, 1 hour or more, preferably 1 hour to 3 hours, but is not limited thereto.

A glycosidic bond is a form of chemical bond in which one carbohydrate (sugar) molecule is covalently linked to another molecule (which may or may not be another carbohydrate). O-, N-, S- and C-glycosidic bonds There is a glycosidic bond.

Examples of binding types are:

O-glycosidic bond (ginsenoside Rb1, rutin)

N-glycosidic bond (adenosine)

S-glycosidic bond (glucosinolate)

C-glycosidic bond (4-β-D-Glucopyranosylbenzoic acid)

Among them, the C-glycosidic bond is difficult to hydrolyze and is not suitable as a glycosidic bond. Hydrolysis of glycosidic bonds is a decomposition reaction that occurs due to the action of water molecules, and the basic principle is as follows [Scheme 1].

[Scheme 1]

In the present invention, in order to hydrolyze the bound sugar, light of an energy similar to or exceeding that of the glucoside binding energy and the hydrogen atom binding energy of water is irradiated.

The reason for hydrolysis using light in the present invention is as follows.

As a conventional hydrolysis method, a heating reaction using a strong acid or a weak acid as a catalyst is known. The strong acid heating reaction usually uses hydrochloric acid and sulfuric acid at a concentration of 2N or higher, which has the advantage of a fast reaction rate, but points out safety, reactor corrosion, and side reactions as disadvantages. The advantage of the weak acid is that it is safe and can mitigate the corrosion of the reactor, but the disadvantage is that the reaction rate is slow.

Therefore, in the present invention, photoreaction is applied to hydrolysis as a method of satisfying a fast reaction rate, solving both safety and reactor corrosion problems, and minimizing side reactions.

The binding energy for breaking the glycosidic bond using light is as follows.

The C-O, C-N, C-S and C-C bond energies forming the glycosidic bond are 86, 73, 62, and 83 Kcal/mole, respectively, and the wavelength lengths are 332 nm, 392 nm, 461 nm (blue light) and 344 nm, respectively, between visible light and ultraviolet light.

The C-O bond is 86 Kcal/mole, which is a high energy level compared to other bonds, and is the energy between blue light and ultraviolet light. And the binding energy of the first hydrogen required for hydrolysis is 120 Kcal/mole, which is in the ultraviolet region of 238 nm (see UV-Visible Spectroscopy).

As a characteristic of glycosidic bonds, the glycosidic bond energy in acid is reduced to a level of about 35 Kcal/mole at 60-120 °C.

This 35 Kcal/mole is 816 nm light in the red to infrared region.

Therefore, it is possible to hydrolyze glycosides in the visible to ultraviolet region of general white light including blue light.

If we calculate the amount of energy to be hydrolyzed, 1J = 0.239 cal, 1eV = 1.602 × 10 ^-19 J, 1eV/atom = 23.06Kcal/mole, 1Wh = 60 × 60J = 3.6KJ = 3.6 × 0.239 = 0.86Kcal /mole.

Therefore, 35Kcal/mole is 40.7W and 120Kcal/mole is 139.5W, so it is possible to hydrolyze the glycosidic bond by irradiating ultraviolet or visible light.

Due to the nature of the present invention, hydrolysis must be performed in a reactor, so it is inevitable to consider the reactor transmittance and dispersion of light.

In order to evenly penetrate light energy at a level similar to or higher than the glycosidic binding energy into the reaction solution, it is preferable to use bubbles, transparent angled glass beads, or plastic beads as scatterers of light as scatterers.

For example, in the hydrolyzing step, one or more scatterers among air, air bubbles, emulsion, glass particles, and plastic particles may be introduced. Among them, one or more scatterers among air with a bubble size of 1 to 15 mm, an emulsion containing 0.2% and 0.3% linoleic acid, glass beads with a diameter of 1 to 3 mm, and glass crystals with a diameter of 1 to 3 mm. It is preferable to put In particular, it is more preferable to introduce an air scattering body having a bubble size of 1 to 15 mm, and it is more preferable to input an air scattering body having a bubble size of 1000 to 5000 μm.

And the pH of the solution containing the glycoside is 2 to 5 By adjusting, it is possible to further accelerate the hydrolysis reaction without side reactions and at the same time prevent corrosion of the stainless steel reactor.

If the reactant has a strong acidity, since a reactor made of quartz or glass has no choice but to be used, it is very uneconomical for mass production. In addition, if the reactant has a strong acidity, there is a disadvantage in that the reaction rate is low because a lot of by-products are generated by the addition reaction. In addition, if the photoreaction is hydrolyzed, there may be concerns about oxidation and corrosion of the reactor.

In order to solve this drawback, in the present invention, the pH of the reactant was maintained as a weak acid while using a stainless steel reactor.

With respect to the concentration of the solute, the solubility of the natural glycoside is different for each type. Since glycosides are highly polar, they have relatively high solubility in polar solvents such as water, methanol, and ethanol. However, aglycone has a relatively low polarity, so solubility may decrease in polar solvents. Considering this point, the concentration of the solute may be approximately 1 to 15%, preferably 1 to 10%, more preferably 1 to 5%.

The method for obtaining aglycone using hydrolysis of the present invention has the advantage that the process is very simple and the reaction time is short, and the reaction result can be confirmed immediately by TLC or HPLC using a standard product.

A detailed example of the method for obtaining aglycone from glycosides using light rays as described above is as follows.

1. Comparison of hydrolysis using rutin

As shown in Structural Formula 1 below, rutin is a glycoside in which quercetin, an aglycone, has an O-glycosidic bond.

[Structural Formula 1]

A 1% solution of rutin (50% ethanol, 50% distilled water) was used as the reaction solution.

10 mg of rutin was dissolved in 1 ml of a solvent (ethanol: distilled water = 50: 50), and 2 ml each was placed in 5 10 ml glass vials.

R is a standard standard standard, No. 1 is unreacted as a control reaction solution, No. 2 is irradiated with a Sanyo UV lamp with a wavelength of 258 nm for 3 hours, No. 3 6N hydrochloric acid is added and the stopper is closed and reacted in a constant temperature bath at 60 ° C for 3 hours, 4 In No. 5, 0.5N hydrochloric acid was adjusted to pH 3, then the stopper was closed and reacted in a thermostat at 60° C. for 3 hours. In No. 5, 0.5N hydrochloric acid was adjusted to pH 3 and irradiated with a 60W incandescent lamp to react for 3 hours.

Thin-layer chromatography was performed using separately prepared rutin-ethanol solution 1% and quercetin-ethanol solution 1% as standard solutions.

Thin-layer chromatography mobile phase was n-butanol : acetic acid : water : formic acid = 7 : 1 : 1 : 0.25 (HPTLC, Research Journal of Pharmacognosy (RJP) 2(4), 2015: Rutin, quercetin and quercetin according to Recent progress in the simultaneous evaluation of liqueritinin Cocculus hirsutus).

After the reaction was completed, a sample was collected through a glass capillary and thin layer chromatography was performed.

The developed TLC plate was photographed under 258 nm UV light.

1 is a TLC result comparing the hydrolysis reaction of rutin, a flavonoid-based glycoside, using light and an acid solution.

Referring to FIG. 1 , in the UV irradiation sample twice, rutin was almost reduced, and quercetin and sugar were generated. In the three strong acid samples, rutin decreased, quercetin and sugar were generated, and an addition reaction proceeded. The weak acid sample No. 4 had a slight decrease in rutin and a slight production of quercetin. Sample 5 of weak acid and white light had a significant decrease in rutin, significant production of quercetin, and a small amount of sugar.

Polar substances such as sugars do not develop in TLC and remain underneath, so it can be checked whether sugar is formed.

When Rf = the movement distance of the substance/the movement distance of the mobile phase, Rf (routine) = 0.6 and Rf (quercetin) = 0.86. Rutin has a relatively short movement distance due to the presence of sugar, and quercetin does not have sugar, so the movement distance of a substance is relatively long.

Through this, it can be confirmed that the method of irradiating white light in UV alone or weak acidity is more efficient in obtaining aglycone than the hydrolysis method using a strong acid because the addition reaction is small and the degree of reaction completion is high.

2. Measurement of transmittance of light by a light scatterer

2 is a plan view of an apparatus for relatively measuring the transmittance of light;

In the device, a bubble generator 20 is disposed inside a quadrilateral glass reactor 10 , and a black box 30 is disposed on the side of the glass reactor 10 with respect to the bubble generator 20 . Each black box has a length of about 40 to 150 mm, a light source is disposed in one black box, and a light meter 50 is disposed on the sides of the three black boxes in which the light source 40 is not disposed. has been

The amount of light was measured with an illuminometer in straight, left, right, and up directions using the light scattering measuring device shown in FIG. 2 . The amount of light applied to the entire reactor was taken as the sum total (T) of the illuminance in each direction, and the illuminances in the straight direction, left, right, and upward directions were S, L, R, and U.

The amount of light scattering (SC) was defined as the sum of L, R, and U.

The scatterers are air, air bubbles with an average size of 7 to 15 mm (fishbowl foaming machine), air bubbles 3 to 10 mm (using non-woven fabric), 1 to 5 mm (using sintered glass), linoleic acid 0.1%, 0.2 %, 0.3% emulsions, glass beads with diameters of 1 mm, 2 mm, and 3 mm, and angled glass crystals with diameters of 2 mm were used.

The solution in the reactor was fixed with 200 ml of distilled water.

In the case of glass beads and glass crystals, 200ml was added and the empty space was filled with water.

In the case of the linoleic acid emulsion, a water emulsion was used by using a homogenizer (homogenizer) for each concentration.

The experimental results are shown in Table 1 below.

[Table 1]

<Total light transmittance>

The sum (T) of roughness measured in four directions was the highest in air, air bubbles, and 0.1% linoleic acid emulsion with a value of 10,000 or more.

In the case of water, the sum of illuminance was about 85%.

In the case of glass beads, only about 40% of light was transmitted compared to air. There was a slight correlation in inverse proportion to the diameter of the glass beads.

In the case of the glass crystal, the light transmission was about 60% higher than that of the glass bead of the same diameter.

In the case of linoleic acid emulsion, light transmission was reduced in inverse proportion to the concentration.

<Light scattering degree>

The sum of illuminances in the left, right, and upward directions rather than in the straight direction was calculated as the scattering amount.

Air has the least amount of light scattering. The air bubble had the highest light scattering degree, and the smaller the bubble size, the higher the scattering amount.

It was followed by glass crystals, glass beads, and an emulsion of 0.1% or more linolenic acid.

In the case of water, the amount of light scattering was very low.

3 is a graph showing the total sum (T) of illuminance in each direction according to the type of scatterer.

Referring to FIG. 3 , it is most preferable to use small moving bubbles as a method of inhibiting the straightness of light and scattering light in the reactor. As a solid scatterer, an angled transparent scatterer such as a glass crystal is recommended next. Light-absorbing water, linolenic acid, and glass beads showed somewhat lower light transmission or scattering.

3. Stability Test in Acidic Solution of Stainless Steel Reactor

In order to confirm the corrosion resistance according to pH under light irradiation conditions, the following experiments were conducted.

5ml of ethyl acetate was put into a separately prepared 10ml beaker made of SUS 304 and a beaker made of SUS 316, and a sample adjusted to pH 1-7 with 0.5N HCl and 0.5N NaOH was prepared.

0.5 g of soda-lime glass beads having a diameter of 400 to 600 μm were put into each beaker, the beaker was closed with a glass plate, and 20 W ultraviolet rays were installed on the glass plate. After irradiation for 180 minutes, the corrosion state of each beaker was observed.

4 shows the corrosion state of the reactor according to the pH of the solution.

In FIG. 4 , the upper row is SUS 304 and the lower row is SUS 316 .

Most of the beakers made of SUS 304 were corroded, and it was observed that the beakers made of SUS 316 were corroded only at pH 1. This means that the beaker made of SUS 316 is relatively stable and can be used at pH 2 ~ 5.

4. Hydrolysis experiment under UV irradiation and weakly acidic conditions

A 1% solution of rutin (50% ethanol, 50% distilled water) was used as the reaction solution.

500 mg of rutin was dissolved in 50 ml of a solvent (ethanol: distilled water = 50: 50) and put into a 100 ml SUS 316 reactor (cup). A 0.5N hydrochloric acid solution was adjusted to pH 3, and 10 g of an angled glass crystal (diameter 2 mm) was added. A magnetic bar was placed in the reactor and stirred. An OSRAM 130W UV lamp was installed 15 cm above the SUS 316 reactor. After 30 minutes, after 1 hour, and after 2 hours, 200 μl of each sample was taken, and thin layer chromatography was performed on the sample collected through a glass capillary tube.

A separately prepared standard rutin-ethanol solution 1% was used as a standard solution.

After completion of the reaction, the inside of the SUS 316 reactor was visually observed.

50 μl of each remaining sample was taken and diluted in 950 μl of mobile phase solution (0.5% acetic acid/acetonitrile) to be used as an HPLC sample.

As standard solutions, a 1% mobile phase solution of rutin and a 1% mobile phase of quercetin were prepared, and 50 μl of the same as the sample was diluted in 950 μl of the mobile phase (0.5% acetic acid/acetonitrile) and used as the HPLC standard solution.

The same analysis was performed in triplicate to yield an average measurement.

HPLC operating conditions (Simultaneous measurement of rutin, isoquercetin, and quercetin flavonoids in Nelumbo nucifera by Int J Pharm Investig, a high-performance liquid chromatography method. 2017 Apr-Jun; 7(2): 94100)

Instrument: Shimadzu LC-2030 C Prominence-i (Japan) system, quaternary low-pressure gradient solvent delivery LC-2030 pump, LC-2030 ultraviolet (UV) detector,

Column: Kinetex XB-C18 column (100 A°, 100 mm × 4.6 mm, 2.6 μm pore size).

Mobile phase: solution A; 0.5% acetic acid solution B; acetonitrile

Mobile phase pretreatment: degassing and filtration through a 0.45 μm pore size filter.

Slope: Step 1: Solution B 18% (0.01 min) to 18.5% (7 min), Step 2: Increase to Solution B 35% after 9 min.

Return to original rate at 10 minutes. Hold for 5 minutes until another sample injection. Flow rate: 1.0 ml/min, sample amount: 5 μl, column temperature: 26°C, UV detector: 356 nm.

5 is a TLC result comparing the hydrolysis reaction of rutin under UV irradiation and weakly acidic conditions. In FIG. 5, R is a rutin standard, 0.5 is a reaction for 30 minutes, 1 is a reaction for 1 hour, and 2 is a reaction for 2 hours.

The reaction yield was calculated to be 46.8% after 2 hours based on the product, quercetin.

[Table 2]

The formula for calculating the reaction yield (%) is as follows.

Quercetin standard: quercetin assay value / rutin content in 5 μl of rutin standard solution (5 μg) × 100

Routine standard: (Routine content in 5 μl of routine standard solution - routine assay value)/Routine content in 5 μl of routine standard solution × 100

As a result, when the inside of the SUS 316 reactor was observed, it was proved to be a safe method in which no traces of black rust or corrosion were found. And after 2 hours, it was confirmed that 95.6% of the rutin standard shows a very high reaction yield, which is a very epoch-making figure that cannot be realized by any method.

As such, the method of obtaining aglycone from glycosides using the light, weak acid, and scatterer of the present invention is to hydrolyze the plant-derived active ingredient in a glycosidic bond state by maximizing the efficiency of light. Recon can be crafted.

In this method, both economical efficiency and stability can be secured during mass production, and bioavailability is greatly improved.

Also, since it is a method that can be applied to glycosides of all natural products, it has the advantage of being applicable to various fields.

As described above, the present invention has been described with reference to the illustrated drawings, but the present invention is not limited by the embodiments and drawings disclosed in this specification, and a variety of It is obvious that variations can be made. In addition, although the effects according to the configuration of the present invention have not been explicitly described and described while describing the embodiments of the present invention, it is natural that the effects predictable by the configuration should also be recognized.

10 : Glass Generator
20: bubble generator
30: black box
40: light source
50: light meter

Claims (5)

(a) preparing a solution containing the glycoside; and
(b) irradiating a solution containing the glycoside with light to hydrolyze the glycoside bond,
The glycoside comprises at least one of saponin-based glycosides, flavonoid-based glycosides, polyphenol-based glycosides and alkaloid-based glycosides,
In the step (b), a method of obtaining an aglycone irradiating ultraviolet or visible light with a light energy of 40 ~ 150W.
delete According to claim 1,
In the step (b), air, air bubbles, emulsions, glass particles, and a method of obtaining an aglycone in which one or more scatterers of plastic particles are introduced.
According to claim 1,
In the step (a), a method for obtaining aglycone to form a solution containing the glycoside to pH 2-5.
delete

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