KR20060038396A - New saponin compound, saponin solution containing the same a preparation method thereof, and pharmaceutical compositions, health foods and cosmetics containing the saponin as an active component - Google Patents

Abstract

The present invention relates to a saponin compound having a novel structure and a method for producing the same, and also to a pharmaceutical composition, a functional food or a cosmetic containing the saponin compound as an active ingredient. The pharmaceutical composition and the functional food according to the present invention not only act on immune enhancement, physical strength, liver function protection and hangover detoxification, protein production, promotion of brain activity and improvement of concentration and recovery after surgery, diabetes, blood circulation disorder It has a prophylactic or therapeutic effect on diseases such as depression, skin disease, athlete's foot, eczema, allergic rhinitis, sinusitis.

Description

A novel saponin compound, a saponin composition containing the same, and a method for preparing the same, and pharmaceutical compositions, functional foods and cosmetics containing the same as active ingredients, and the like. FOODS AND COSMETICS CONTAINING THE SAPONIN AS AN ACTIVE COMPONENT}

The present invention relates to a novel saponin compound, a saponin composition containing the same, a method for producing the same, and a pharmaceutical composition, a functional food or a cosmetic comprising the saponin compound or the composition as an active ingredient.

Ginseng is a plant that has been widely used as a representative nutrient tonic since ancient times, and many studies on the components and efficacy of ginseng have been reported so far. Ginseng known to date, anti-aging, anti-arteriosclerosis and hyperlipidemia improvement, hepatic hyperlipidemia, elimination of radiation disorders, immunopotentiation antithrombotic, cerebral hyperactivity, antistress, hypoglycemic, hypotensive or anticancer action is known .

In particular, studies on such effects have been carried out around a large amount of saponins known to mainly represent the efficacy of ginseng.

The saponin component of ginseng is divided into three groups according to its chemical structure. That is, Protopanaxadiol (PD), Protopanaxatriol (PT) and Oleanolic acid. Saponins present in the plant family are oleanane family, and ginseng saponins are known as dammarane family triterpenoid saponins that do not exist in other plant systems. Ginseng saponins are completely different from the saponins found in other plants, so they are called 'Ginsenoside' in the sense of Ginseng glycosides to distinguish them from other plant saponins.

According to the research results so far, more than 90% of the structure of saponin contained in ginseng is made of dhammarene-based triterpenoid diols and triols, and more specifically, three benzene rings, five-membered rings and pulled ( Glycone) and more than 450 kinds of non-sugar (aglycone).

Increasing the specific components of ginseng has been studied how to increase the efficacy of ginseng, and for this purpose, a study on the processing method of ginseng and the changes in its bioactive and bioactive substances have been studied. In other words, by processing ginseng to produce a processed ginseng with enhanced efficacy than conventional ginseng, white ginseng and red ginseng, and to verify the efficacy by separating the various components present in the processed ginseng, in the process, A new saponin component was found that does not exist in ginseng.

Saponins Rh1, Rh2, Rg2, and Rg3 present in red ginseng are rarely present in fresh ginseng or white ginseng (Japanese Pharmacy Magazine, 1993), but are known to be present in red ginseng.

As a result of further studies on ginsenoside components, the present inventors have found that saponin compounds having different structures from conventional saponin compounds (called 'Rxn', n is an integer of 1 to 100, and various kinds of structures of about 100 Saponin composition containing the novel saponin compound (s) not only has the pharmacological effect of the conventional saponin composition, but also skin eczema, hairsome, allergic dermatitis, The present invention has been found to have a far superior effect in the treatment of various diseases such as atopic dermatitis, eyes, nose, mouth, tongue, throat, and the like.

1 is a spectrum showing the results of HPLC analysis of the composition of the present invention.

Figure 2 is a spectrum showing the HPLC analysis of the composition of Geumsan ginseng combination.

3 is a spectrum showing the results of HPLC analysis of Jeonggwanjang products.

Technical challenges

An object of the present invention is to provide a novel saponin compound, a saponin composition containing the same, and a method for producing the same.

Still another object of the present invention is to provide a pharmaceutical composition and a functional food comprising the novel compound or a saponin composition containing the same as an active ingredient.

It is also an object of the present invention to provide a cosmetic comprising the novel compound or a saponin composition containing the same as an active ingredient.

Embodiment for Invention

According to the object of the present invention there is provided a novel saponin compound having the structure of formula I:

Wherein 1 to 25 refers to a number of existing basic skeleton saponin carbon, R ₂₆ ~R ₂₉ and R _'4, R' _9, and R _'10 groups are monosaccharides, disaccharides, oligosaccharides, polysaccharides, which are a hydrogen atom glycolate In addition, the hexacyclic ring or cyclic ring of carbon [C] having a double bond may optionally be a monosaccharide, a disaccharide, an oligosaccharide, a glycopolysaccharides of polysaccharides may be bonded, the R ₂₆ to R ₂₉ and R ' ₄ , R' ₉ And at least one of R ′ ₁₀ groups or a carbon having a double bond of a hexacyclic ring and a cyclic ring, at least one group selected from the group consisting of:

An organic acid group having 1 to 20 carboxyl groups contained in an edible organic acid;

A group of pravonoids having a basic skeleton of three phenyl groups contained in edible propolis;

Triglyceride group having 9 or more unsaturation primary, secondary or tertiary carbon atoms contained in edible oils and fats;

Alcohol group having 3 or more carbon atoms as an edible alcohol;

A group of amino acids or nucleic acids in which two or more amino acids and nucleic acids contained in an edible animal or vegetable protein are each 1 or more in combination;

Steroid-based groups contained in edible animals and plants;

Groups of edible inorganic substances such as gold, silver, platinum, sodium, calcium, zinc, iron, copper, potassium, sulfur, magnesium, barium, aluminum, carbon, silicon, germanium, phosphorus, and selenium.

Depending on the location of the addition reaction, the novel saponin compounds of the present invention have a variety of structures.

The novel saponin compound or saponin composition containing the same is produced by the following method.

Equation (I) is briefly explained by the present inventor's Onewholeness Theory theory and can be submitted as data if necessary.

1) Pretreatment Step

Ginseng was infiltrated for 10 minutes to 1 hour and then taken out in the remaining solution of the sake (or saponin composition) solution of the saponin composition. The ginseng is aged in a closed container for 7 to 21 days at 40 to 60 ℃ for dried ginseng, stems and leaves, and 1 to 7 days at 20 to 50 ℃ for fresh ginseng.

In this way, it is possible to induce degeneration of alkaloid-based substances of the outermost skin of ginseng.

2) step by step

The pretreated ginseng is selectively added to an extracting reactor equipped with a reflux device together with sugars, edible organic acid medicinal agents, edible salts, reaction catalysts and water, and also edible sweetener medicinal agents according to the preference, and the temperature is 120 ° C. under normal pressure. After extracting by reacting for 20 hours or more below, the inputs such as ginseng are removed (filtered), and the water of the extract is evaporated under reduced pressure to be about the amount of water administered, and two or more glycon radicals are added by the sugar addition reaction. A saponin composition liquid is prepared comprising saponin compounds of formula (I),

The pretreated ginseng is 1 to 30% by weight, preferably 5 to 21% by weight based on the total amount of water.

The sugars usable in the present invention are one, or a mixture of two or more selected from the group consisting of honey, monosaccharides, disaccharides, oligosaccharides, polysaccharides, 1 to 20% by weight, preferably 1.5 to 15% by weight.

The polysaccharide is selected from flulan, amylose xyloglucan, amylopectin, dextran, cyclodextrin, mannan, hydroxyethyl dextran, inulin, chitin, chitosan, water-soluble cellulose, and the like.

The edible salt usable in the present invention is one or a mixture of two or more selected from the group consisting of sun salt, bamboo salt, light salt and roasted salt, and 0.05 to 2% by weight, preferably 0.1 to 1% by weight is used.

The reaction catalyst usable in the present invention is one or two or more mixtures selected from the group consisting of platinum, gold, silver, zinc, copper, selenium and elvan, and 0.05 to 2% by weight, preferably 0.1 to 1% by weight. do.

Edible organic acid medicinal agent usable in the present invention is one or two or more mixtures selected from the group consisting of formic acid, citric acid, succinic acid, malic acid, acetic acid, alum, plum, Chinese quince, jinjin, motherwort, garlic extract, various persimmon vinegar, brown rice vinegar, etc. 0.1-3 weight%, Preferably 0.3-2 weight% is used.

In addition, the edible sweetener can be used in the present invention, such as honey, royal jelly, various monosaccharides, oligosaccharides, disaccharides, brown sugar, jujube, licorice, raisins, persimmon, root roots, Schisandra chinensis, bokbunja, cornus, gojija, earthenware, sulphur, Bokryong Or the like, or a mixture of one or two or more selected from the group consisting of edible protein consisting of sulfur, musk, green powder, antler, ungdam, dondam and various mushrooms, and 0.1 to 3% by weight, preferably 0.3 to 2% by weight. This is used.

In this step, at least 1% by weight based on the total amount of saponin among the existing saponin compounds present in ginseng is converted to the novel saponin compound of formula (I) by a sugar addition reaction.

3) Purification and Separation Steps

The saponin composition prepared above can be purified and isolated by conventional methods such as chromatography, organic solvent extraction and the like to isolate pure compounds of formula (I).

According to another object of the present invention, there is provided a pharmaceutical composition and a functional food comprising a novel saponin compound of formula (I) or a saponin composition containing the same as an active ingredient.

The pharmaceutical composition and functional food according to the present invention not only acts as an immune booster, physical strength enhancer, liver function protection and hangover detoxification, protein production, brain activity promotion and concentration enhancement and postoperative recovery, as well as diabetes, blood circulation disorder, Prevent or treat diseases such as depression, skin diseases, athlete's foot, eczema, allergic rhinitis, sinusitis, bruises, burns, and emergent visceral diseases. Has an effect. In particular, the pharmaceutical composition and the functional food of the present invention have an excellent effect in the treatment or prevention of skin diseases such as skin eczema, athlete's foot, allergic dermatitis, atopic dermatitis and various diseases such as eyes, nose, mouth, tongue, throat, etc. Have

In the pharmaceutical composition and the functional food, it is preferable that the novel saponin compound according to the present invention is contained by 0.01% by weight or more.

The pharmaceutical compositions of the present invention can be formulated in a variety of oral, parenteral and external application forms. That is, the pharmaceutical composition of the present invention is combined with a carrier commonly used in the pharmaceutical field, oral preparations such as tablets, capsules, solutions, suspensions, injectable solutions, or suspensions, ointments, creams, It may be formulated into a variety of preparations, such as topical preparations such as liquids, suppositories.

Carriers used in combination with the compositions of the present invention are conventionally used in the pharmaceutical field, for example, in the case of oral preparations, binders, suspending agents, disintegrants, excipient solubilizers, dispersants, stabilizers, Suspending agents, pigments, fragrances, and the like, in the case of injections, there are preservatives, analgesics, solubilizers, stabilizers and the like, and in the case of topical administration, there are bases, excipients, lubricants, preservatives and the like. Pharmaceutical preparations thus prepared may be administered orally or parenterally. In addition, in order to prevent the decomposition of the drug in gastric acid during oral administration, a medicament may be used in combination, or a solid dosage form for oral administration such as tablets may be formulated into a formulation coated with enteric skin.

The dosage of the composition of the present invention varies depending on the formulation, and the dosage to the human body may be appropriately selected according to the absorbency, inactivation rate and excretion rate of the active ingredient in the body, the age, sex and condition of the patient, and the like. As an adult, the saponin compound of the present invention is administered 10 to 30 mg 1 to 3 times a day, the saponin composition of the present invention is to be administered about 20 to 30 cc 1 to 3 times a day.

According to another object of the present invention, there is provided a cosmetic comprising the novel saponin compound or saponin composition of the present invention as an active ingredient.

When the active ingredient is a novel saponin composition liquid, the cosmetic of the present invention is preferably included in 30 to 90% by weight of the total weight. In addition, the cosmetics of the present invention, edible ethyl alcohol 5-25% by weight, edible vegetable extracts such as cucumber, loofah, aloe, cactus and matsutake mushroom, oyster mushroom, mori mushroom, enoki mushroom, situation mushroom, ganoderma lucidum mushroom, shiitake mushroom, Cordyceps sinensis 0.5 ~ 5% by weight of herbal extracts of one or more mixtures selected from the group consisting of Angelica, Angelica, Baekhwang, Baekbokryeong, Wuhang, musk, green powder, antler, ungdam, and dondam, Bee house wax, paraffin oil, deep sea shark liver oil, 0.1 to 50% by weight, preferably 0.5 to 35% by weight, of one or more conventional additives selected from the group consisting of caviar and the like, emulsifiers, factins, and the like.

Cosmetics of the present invention can be prepared in the form of a skin, lotion, cream or the like according to conventional methods. In addition, the cosmetic of the present invention is characterized in that the skin cleaner, hair protector, bath products, color cosmetics, basic cosmetics.

The present invention is described in more detail by the following Preparation Examples, Examples and Clinical Examples, but the present invention is not limited thereto.

Preparation Example 1: Saponin Composition

Edible, which is an extract of a mixture consisting of 200 g of honey, licorice, lichens, brown roots, and persimmons, 300 g of ginseng, which has been impregnated with the remaining solution from the preparation of the saponin composition solution for 60 minutes and then taken out and aged at a temperature of 25 ° C. for 1 day. Extraction reactor with reflux device with 20g sweetener, 20g apple cider vinegar, persimmon vinegar, citric acid, plum, Chinese quince, citric acid 20g edible organic acid dry matter, 3g bamboo salt, 3g silver in pellet form as reaction catalyst and 3000g water Selectively, that is, the reactive catalyst is dissolved in the lower part of the extraction reactor, sugars, bamboo salt, and organic acid in water, and ginseng and the medicinal agent are put in the upper part of the extraction reactor, and reacted for about 40 hours at 120 ° C. under normal pressure. After that, the solids such as ginseng are removed by filtration, and water is evaporated under reduced pressure so that the extract is 3000 g or less to obtain a saponin composition containing saponin compounds of formula (I). Got it.

Preparation Example 2: Saponin Composition

After impregnating the remaining solution from the preparation of the saponin composition solution for 30 minutes, taken out, aged 250 g of pretreated ginseng at 30 ° C. for 2 days, 150 g of honey, 50 g of glucose, 50 g of starch syrup, 10 g of raw sulfur, 25g of edible sweetener with 10g of licorice, 5g of jujube, 10g of apple vinegar, 10g of brown rice vinegar, 25g of edible organic acid medicinal agent of 5g of quince, 5g of bamboo salt, 0.01g of silver powder and 9.99g of pellets and 3000g of water as reaction catalyst Selectively added to the extraction reactor attached to the device, the reaction was extracted by reaction at about 120 ℃ at 50 ℃ for 50 hours, and then filtered to remove solids such as ginseng, and evaporated the water under reduced pressure so that the extract is less than 2500g formula (I) A saponin composition containing saponin compounds was obtained.

Preparation Example 3 Saponin Composition

Immediately after the impregnation of the saponin composition solution for 20 minutes, it was taken out, and then taken out and aged for 5 days at a temperature of 27 ° C., 200 g of honey, 100 g of honey, 50 g of brown sugar, 200 g of starch syrup, 10 g of jujube, licorice 15 g of edible sweetener of 5g, 25g of edible organic acid of 10g of quince and 15g of vinegar, 10g of bamboo salt, 15g of ganbanite, 2g of gold pellets and 3000g of water as a reactive catalyst, selectively in an extraction reactor equipped with a reflux device And extracted by reacting for about 70 hours at 120 ° C. under normal pressure, and then filtering and removing solids such as ginseng, and evaporating water under reduced pressure to obtain an extract of 2000 g or less to obtain a saponin composition containing saponin compounds of formula (I). Got it.

Preparation Example 4 Saponin Composition

Immediately after the impregnation of the remaining saponin composition solution for 40 minutes, taken out, aged for 30 days at 25 ° C., 300 g of pretreated ginseng, 80 g of honey, 10 g of glucose, 10 g of starch syrup, 100 g of jujube, Edible sweetener, 40g, composed of 10g of Sookjihwang, 5g of licorice, 5g of persimmon, 20g of edible organic acid, consisting of 19g of plum, 1g of citric acid, 1.5g of bamboo salt, 19g of ganban stone, 1g of platinum sand and 3000g of water as reaction catalyst Selectively added to the attached extraction reactor, extracted by reacting for 40 hours at about 120 ℃ under atmospheric pressure, and then removed by filtering solids such as ginseng, and evaporated the water under reduced pressure so that the extract is 1500g or less saponin of formula (I) A saponin composition containing compounds was obtained.

Preparation Example 5 Saponin Composition

After impregnating the remaining solution from the preparation of the saponin composition solution for 15 minutes and taking out, 350 g of pretreated ginseng aged at 32 ° C. for 1 day, 150 g of a mixture of 100 g of honey and 50 g of starch syrup, 25 g of jujube, 2 g of licorice, and sorghum 30g of edible sweetener composed of 3g, 20g of plum, 10g of quince, 5g of apple vinegar, 40g of edible organic acid medicinal agent consisting of 5g of brown rice vinegar, 2g of bamboo salt, 5g of silver pellet, 25g of ganban stone, and 3000g of water as a reaction catalyst Was selectively added to the extraction reactor to which the reaction mixture was attached, and extracted by reacting for about 70 hours at about 120 ° C. under normal pressure, and then filtering and removing solids such as ginseng, and evaporating water under reduced pressure so that the extract was 3000 g or less. A saponin composition solution containing saponin compounds was obtained.

Preparation Example 6 Cosmetics

Using the saponin composition of Example I was prepared a skin consisting of the following composition:

60% by weight of saponin composition

20% by weight alcohol (edible ethyl alcohol)

5% by weight of aloe extract and ganoderma lucidum extract

Jasmine 0.05% by weight

Deep Sea Shark Liver Oil and Iranian Caviar 1% by weight

13.95% by weight of water

Preparation Example 7: Cosmetics

Using the saponin composition of Example 1 was prepared a lotion consisting of the following composition:

Saponin composition 70% by weight

Bee House Wax 3% by weight

10% by weight paraffin oil

0.5% by weight sodium palmitate

Cucumber, loofah, Cordyceps sinensis extract 7% by weight

Rose flavor 0.03 wt%

Deep Sea Shark Liver Oil and Iranian Caviar 1% by weight

8.47% by weight of water

Experimental Example 1. Content Analysis Experiment

In order to analyze the content of the saponin composition prepared in Preparation Example 1, 100 mg of the sample was dissolved in 10 ml of 40% acetonitrile (10000 ppm), filtered through a 0.2 μm membrane filter, injected into a column, and measured by HPLC.

For comparison, the content analysis of red ginseng solution and Jeonggwanjang red ginseng solution (product of KT & G Co., Ltd.) of Geumsan ginseng combination was performed under the same conditions. The results are shown in FIGS. 1 to 3.

[Measuring conditions]

Column: μ-Bondapak C18

Solvent: A = H ₂ O, B = acetonitrile

0 min (B 17%); 10 minutes (B 33%); 88 minutes (B 60%); 100 minutes (80%)

102 minutes (B 17%); 110 minutes (B 17%)

Flow rate: 1ml / min

1 to 3, the horizontal axis represents time (unit: minutes) and the vertical axis represents suppression (unit mV).

As can be seen in the graph of Figure 1, between 0.777 to 3 minutes showed a completely different peak (material 1) from the existing red ginseng. In addition, between about 7 minutes before and after 27.647 minutes, the peak (Material 2) was not seen in the existing red ginseng. ) Accordingly, the substances 1 to 3 are judged to be new substances obtained according to the production method of the present invention.

In addition, although the existing red ginseng peak in the region of substance 1 is known to be 7 or less, the peak of the present invention was 9 mV or more. The peak of substance 2 was not found in the existing red ginseng and showed a gentle peak of 2.5 mV. In addition, in the region of the substance 3, although several peaks of sharp 5 mV height are shown in the existing red ginseng, the peak of the present invention appeared a new peak forming a gentle peak around 100 minutes, which is obtained in the present invention. It is considered to represent new material.

The results of FIGS. 1 and 2 are shown in Tables 1 and 2 below. In addition, the saponin content of the present invention was measured using Table 1, and the results are shown in Table 3 below.

Table 1.

Table 2.

Table 3.

The following clinical experiments were carried out using the saponin composition and cosmetics prepared in Preparation Examples 1 to 7.

Clinical example 1

Age: 55 (M)

Symptoms: hand eczema, foot athletes foot

RESULTS: 0.5 to 1 g of saponin composition according to Preparation Example 1 was applied to the eczema and athlete's foot of the hand and foot three times a day for 3 to 10 days, respectively, resulting in a smooth, shiny and completely disappeared condition.

Clinical example 2

Age: 55 (M)

Symptoms: Hangover

RESULTS: After excessive drinking in a state of insomnia, the saponin composition according to Preparation Example 2 was taken by diluting 20 to 30 cc each morning and evening in 1 cup of water. Drinking in a state of aggravation causes serious harm to the digestive organs, liver, heart, lungs, etc. After taking the mixed solution, the hangover was restored to its original state within 1 to 2 days. After 2-3 days, it returned to its original state of bright red.

Clinical example 3

Age: 18 years old (male)

Symptoms: Chronic Fatigue, Exceptionally Dark Skin

RESULTS: After taking 90 days of saponin composition solution according to Preparation Example 2 twice daily, 20 cc each, refreshment, fatigue was relieved and concentration was improved. In addition, exceptionally black and rough skin became white and soft.

Clinical example 4

Age: 41 years old

Symptoms; Chronic fatigue, depression, dark skin

Results: 20 to 30 cc of saponin composition according to Preparation Example 4 was diluted in 1 cup of water and then taken once or twice a day for 100 days. The state of depression disappeared, rejuvenated and fatigue was recovered. It is white, soft and shiny.

Clinical example 5

Age: 6 years old

Symptoms: pneumonia, weakened immunity

Results: When saponin composition according to Preparation Example 5 was taken twice a day for 2 weeks in an amount of 5 cc, pneumonia was cured, rejuvenated, and immunity was enhanced.

Clinical example 6

Age: 36 years old

Symptoms: Allergic Rhinitis

RESULTS: When saponin composition according to Preparation Example 1 was taken twice a day for 30 days in an amount of 20 cc, it rejuvenated and the immunity was strengthened so that rhinitis symptoms disappeared.

Clinical example 7

Age: 38 (Male)

Symptoms: Colds and complications persist due to weakened immunity

RESULTS: When saponin composition according to Preparation Example 2 was taken once daily for 60 days in an amount of 20 cc, immunity was strengthened and rejuvenated to prevent colds and complications were eliminated.

Clinical Example 8

Age: 54 years old (male)

Symptoms: Recovery from stomach cancer

Results: After taking saponin composition according to Preparation Example 3 twice a day for 45 days in 30cc, protein production was strengthened to maintain a normal life. It returned to normal.

Clinical Example 9

Age: 20 years old (male)

Symptoms: sinusitis, frequent colds

RESULTS: The saponin composition according to Preparation Example 4 was taken once daily for 110 days in an amount of 20 cc. As a result, sinusitis was cured by immune strengthening and frequent colds disappeared. It also cleared my mind and improved my concentration.

Clinical Example 10

Age: 50 years old (Female)

Symptoms: Lower body edema and diabetes due to blood circulation disorders

Results: When saponin composition according to Preparation Example 5 was taken once a day for 90 days in an amount of 30 cc, edema was eliminated and diabetic fatigue and other complications were eliminated due to rejuvenation and immune strengthening.

Clinical Example 11

Age: 60 years old (Female)

Symptoms: dark, rough skin, severe fatigue to climb uphill due to lack of muscle strength in the legs, frequent colds.

Results: When the saponin composition according to Preparation Example 1 was taken once daily for 25 days in an amount of 25cc, fatigue was eliminated, and protein production of the leg was enhanced by immune strengthening, and frequent colds were eliminated. The skin became white and elastic and shiny.

Clinical Example 12

Age: 72 years old (Female)

Symptoms: diabetes, cold, and bacterial complications

RESULTS: When saponin composition according to Preparation Example 2 was taken twice a day for 40 days in an amount of 25cc, complications were eliminated due to enhanced immunity to bacterial diseases and rejuvenation. It became.

Clinical Example 13

Sensitization and skin sensitization resulted from seven women aged 22 to 42 who had irritable skin that could not use general cosmetics. Trouble did not occur at all.

Pharmaceutical compositions and functional foods comprising a saponin compound or a saponin composition containing the same according to the present invention as an active ingredient, immune enhancement, physical strength enhancement, liver function protection and hangover detoxification, protein production, brain activity promotion and concentration enhancement and postoperative In addition to the restorative action, it has the effect of preventing or treating diseases such as diabetes, blood circulation disorders, depression, skin diseases, athlete's foot, eczema, allergic rhinitis, sinusitis. Cosmetics containing the saponin compound according to the present invention or a saponin composition containing the same as an active ingredient can be suitably used even by a person having sensitive skin.

Claims (11)

Novel saponin compounds having the structure of formula (I)

Wherein 1 to 25 refers to a number of existing basic skeleton saponin carbon, R ₂₆ ~R ₂₉ and R _'4, R' ₉ and R _'10 groups are monosaccharides, disaccharides, oligosaccharides, polysaccharides, which are glycolate, or a hydrogen atom In addition, the hexacyclic ring or cyclic ring of carbon [C] having a double bond may optionally be a monosaccharide, a disaccharide, an oligosaccharide, a glyco of polysaccharides may be bonded, the R ₂₆ to R ₂₉ and R ' ₄ , R' ₉ and R _'10 group or yukhwan rings wuhuan saponin, characterized in that the at least one double bond is selected from the group consisting of include one or more of the ring carbon to which the group saponin basic skeleton and an addition reaction to produce the compound: An organic acid group having 1 to 20 carboxyl groups contained in an edible organic acid; A group of pravonoids having a basic skeleton of three phenyl groups contained in edible propolis; Triglyceride group having 9 or more unsaturation primary, secondary or tertiary carbon atoms contained in edible oils and fats; Alcohol group having 3 or more carbon atoms as an edible alcohol; A group of amino acids or nucleic acid derivatives each containing one or more amino acids and nucleic acids contained in an edible animal or vegetable protein, or two to less than twenty; Steroid groups contained in edible plants and animals; Groups of edible inorganic substances such as gold, silver, platinum, sodium, calcium, zinc, iron, copper, potassium, sulfur, magnesium, barium, aluminum, carbon, silicon, germanium, phosphorus, and selenium. The method of claim 1, wherein, R ₂₆ ~R ₂₉ and R _'4, R' ₉ and R _'10 group or yukhwan ring and the double bond carbon [C] at least two of the branches of the newly created ring is in the wuhuan Saponin compounds, characterized in that the monosaccharides, disaccharides, oligosaccharides, polysaccharides glycon. A saponin composition comprising the saponin compounds according to claim 1 in an amount of 1% by weight or more based on the total amount of saponins. The method for preparing a saponin composition according to claim 3, wherein the method is taken out after impregnating ginseng for 10 minutes to 1 hour from the preparation of saponin composition immediately before or after sake, and then taken out at 20 to 60 ° C for 1 to 21 days. Pre-treated in a closed container for 1 to 30% by weight of the pretreated ginseng, 1 to 20% by weight of sugar, 0.1 to 3% by weight of edible sweetener, 0.1 to 3% by weight of edible organic acid agent, 0.05 to 2% by weight of edible salt, 0.05 to 2 reaction catalyst It is selectively added to the extraction reactor with a reflux device with a weight% and 95 to 55% by weight of water and reacted for 20 to 72 hours at a temperature of 120 ℃ or less under normal pressure, and extracted. Filter out solids such as ginseng, And evaporating the water such that the extract is below a dose of water. The method of claim 4, wherein the sugar is one, a mixture of two or more selected from the group consisting of honey, royal jelly, monosaccharides, disaccharides, oligosaccharides, polysaccharides, the edible salt in the group consisting of sun salt, bamboo salt, photo salt and roasted salt One or two or more mixtures selected, the reaction catalyst is one or two or more mixtures that may be selected from the group consisting of platinum, gold, silver, zinc, copper, selenium, and elvan, and the edible organic acid drying agent is formic acid, citric acid , Succinic acid, malic acid, acetic acid, alum, plum, Chinese quince, jinjin mugwort, motherwort, garlic extract, persimmon vinegar, and brown rice vinegar. The method of claim 4, wherein the edible sweetener is a honey, various monosaccharides, oligosaccharides, disaccharides, brown sugar, jujube, licorice, raisins, persimmon, hot pepper, Schisandra chinensis, Bokbunja, Cornus, Gojijaja, earthenware, sulphur, Bokryong, etc., or 1, 2 or more selected from the group consisting of edible protein, consisting of cow sulfur, musk, green powder, antler, ungdam, dongdam and various mushrooms. According to any one of claims 4 to 6, in the pretreatment step, ginseng or dried ginseng, stems and leaves are aged for 7 to 21 days at 40 to 60 ℃, ginseng at 20 to 50 ℃ Method for aging for 1 to 7 days. A saponin compound according to claim 1, a saponin composition according to claim 3, or a saponin composition prepared according to claim 4 as an active ingredient, immune enhancement, physical strength enhancement, liver function protection and hangover detoxification, protein production promotion, brain Promotes activity, improves concentration and enhances recovery after surgery, prevents and treats diabetes, blood circulation disorders, depression, skin diseases, athlete's foot, eczema, allergic rhinitis, sinusitis, treatment and prevention of bruises, burns, hemorrhagic visceral diseases Pharmaceutical compositions capable of promoting excellent protein production and restoring protein regeneration in the brain, bone marrow, and other internal and external skin. A saponin compound according to claim 1, a saponin composition according to claim 3, or a saponin composition prepared according to claim 4 as an active ingredient, immune enhancement, physical strength enhancement, liver function protection and hangover detoxification, protein production promotion, brain Promotes activity, improves concentration and enhances recovery after surgery, prevents diabetes, blood circulation disorders, depression, skin diseases, athlete's foot, eczema, allergic rhinitis, sinusitis, and treatment and prevention of bruises, burns, hemorrhagic visceral diseases Functional foods that have excellent effects on promoting protein production, restoring protein regeneration in the brain, bone marrow, and other internal and external skin. A cosmetic comprising the saponin compound according to claim 1, the saponin composition according to claim 3, or the saponin composition prepared according to claim 4 as an active ingredient. The cosmetic according to claim 10, wherein the cosmetic is a skin cleaner, a hair protector, a bath article, a color cosmetic, or a basic cosmetic.

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