KR101520388B1 - Panax spp. plant extract with increased content ratio of ginsenoside Rs3, Rs4 and Rs5 produced by microwave irradiation, a composition comprising the same and method of producing Panax spp. plant extract with increased ginsenoside content - Google Patents

Abstract

The present invention relates to the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, Rs4 and Rs5 obtained by microwave irradiation of a plant of the genus Panax or its extract in the presence of amino acid, acetic acid, Rx3, Rs4 and Rs5, a pharmaceutical composition containing the extract or a composition for health functional food, or a preparation of a plant extract of Panaxia having an increased content of ginsenosides Rg3, Rk1 and Rg5 ≪ / RTI >

Description

A composition comprising the plant extract of Panax, an extract of Panax ginseng having an increased content of ginsenoside, and a plant extract of Panax ginseng having an increased content of ginsenosides 3, 4, and 5 by microwave irradiation Production method {Panax spp. Rs3, Rs4 and Rs5 produced by microwave irradiation, a composition comprising the same and method of producing Panax spp. plant extract with increased ginsenoside content}

The present invention relates to a plant extract of the genus Panax, to which a content of ginsenosides 3, 4, and 5 is increased by microwave irradiation, a composition containing the plant extract, and a phenax genus with increased ginsenoside content And a method for producing the plant extract.

Ginseng (Panax ginseng) is a perennial plant belonging to the category haksang plant Panax (Panax) in ohgapigwa (Araliaceae), Panax genus plant with a similar efficacy and hwagisam ginseng (Panax quinquefolia), jeonchilsam (thirty-seven, Panax notoginseng , Panax japonica , Panax trifolia ), Himalaya ( Panax pseudoginseng), Vietnam, three (Panax vietnamensis ). Unlike other plants, these Panax species plants commonly contain a saponin of fumaran which has 1-4 sugars bound to the dammarane skeleton. Especially, saponin content of ginseng is ginsenoside Rb1, Rb2, Rc, Rd, Rg1, and Re. These saponin components exhibit various pharmacological effects. The saponins of the Panax sp. Plant have the protopanaxadiol (PPD) or protopanaxatriol (PPT) as the parent nucleus and can be represented as Equation 1.

(식1)

(Equation 1)

Depending on R ₁ , R ₂ , and R ₃ in the formula 1, the saponins of the fermane-base can be classified as follows.

group Gin Senocide R ₁ R ₂ R ₃ Protopanax dior Ra1 -Glc-Glc -H -Glc-Ara (pyr) -Xyl Ra2 -Glc-Glc -H -Glc-Ara (fur) -Xyl Ra3 -Glc-Glc -H -Glc-Glc-Xyl Rb1 -Glc-Glc -H -Glc-Glc Rb2 -Glc-Glc -H -Glc-Ara (pyr) Rb3 -Glc-Glc -H -Glc-Xyl Rc -Glc-Glc -H -Glc-Ara (fur) Rd -Glc-Glc -H -Glc Rg3 (20-R, S) -Glc-Glc -H -H Rh2 (20-R, S) -Glc -H -H Rs1 -Glc-Glc-Ac -H -Glc-Ara (pyr) Rs2 -Glc-Glc-Ac -H -Glc-Ara (fur) Rs3 -Glc-Glc-Ac -H -H malonyl-Rb1 -Glc-Glc-malonyl -H -Glc-Glc malonyl-Rc -Glc-Glc-malonyl -H -Glc-Ara (fur) malonyl-Rd -Glc-Glc-malonyl -H -Glc pseudoginsenoside F2 -Glc -H -Glc notoginsenoside Fe -Glc -H -Glc-Ara (fur) The proto Re -H -OGlc-Rha -Glc Ff -H -OGlc-Glc -H Rg1 -H -OGlc -Glc Rg2 (20-R, S) -H -OGlc-Rha -H Rh1 (20-R, S) -H -OGlc -H notoginsenoside R1 -H -OGlc-Xyl -Glc notoginsenoside R2 -H -OGlc-Xyl -H pseudoginsenoside F1 -H -OH -Glc pseudoginsenoside F8 -Glc-GlcAc -OH -Glc-Glc pseudoginsenoside F3 -H -OH -Glc-Ara (pyr) Rh4 -H -OGlc -methyl

Rg5 and Rk1 are compounds which can be represented by formulas 2 and 3, respectively, wherein R ₁ is -Glc-Glc and R ₂ is -H. Rs4 and Rs5 are compounds which can be represented by formulas 2 and 3, respectively, wherein R ₁ is -Glc-Glc-Ac and R ₂ is -H.

(식 2)

(Equation 2)

(식 3)

(Equation 3)

Ginsenoside Rg5 has antioxidant effect, anticancer effect, anti-cancer drug side effect of immunity reduction and anticancer drug resistance suppression effect, brain function and cognitive function improvement effect, vasodilation effect, platelet aggregation inhibition effect, dermatitis improvement effect, , And is known to have an anti-inflammatory effect. The anticancer effect of ginsenoside Rk1 is known, and it is known that it has vasodilatory effect, platelet aggregation inhibitory effect, brain function and cognitive function improving effect. Rs4 and Rs5 are known to have anticancer effect and platelet aggregation inhibitory effect. The anti-cancer effect can induce apoptosis, for example, in liver cancer cells.

(S) -Rg3 or 20 (R) -Rg3 may be produced by the escape of -Glc-Glc or -Glc-Ara (pyr) at position 20 with protopanaxadiol di-ginsenosides Rb1 and Rb2 have. In addition, 20 (S) -Rg3, or 20 (R) -Rg3 may be generated Rk1 and Rg5 by the release of H ₂ O in the number 20 position. Rs4 and Rs5 can be generated from Rs3 by dehydration at position 20.
Korean Patent Laid-Open Publication No. 10-2012-0127010 discloses white ginseng extract obtained by adding vinegar to ethanol extract of white ginseng, placing it in a microwave oven, and subjecting it to microwave treatment.

Studies on ginseng extracts with increased physiologically active ginsenoside contents such as ginsenosides Rg3, Rg5, Rk1, Rs3, Rs4, and Rs5 are needed.

It is an object of the present invention to provide a plant extract of the genus Panax, wherein the content ratio of ginsenosides Rs3, Rs4, and Rs5 is increased.

Another object of the present invention is to provide a pharmaceutical composition comprising a plant extract of the genus Panax, wherein the content ratio of ginsenosides Rs3, Rs4, and Rs5 is increased.

It is still another object of the present invention to provide a composition for health functional foods comprising a plant extract of the genus Panax, wherein the content ratio of ginsenosides Rs3, Rs4, and Rs5 is increased.

It is still another object of the present invention to provide a method for producing a plant extract of Panax species having an increased content of ginsenosides Rg5, Rk1, and Rg3, or Rs3, Rs4, and Rs5.

In one aspect of the present invention, there is provided a ginsenoside Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, Rs4, and Rs5 obtained by microwave irradiation of a Panax ginseng plant or an extract thereof in the presence of amino acid, acetic acid, A plant extract of the genus of Panax sp. Containing 10% or more of Rs3, Rs4 and Rs5 with respect to the weight.

Another aspect of the present invention is to provide a method for improving anticancer agent side effects selected from immunosuppression and anticancer drug resistance including anticancer drug resistance, antioxidant, anti-cancer, anti-inflammatory, brain function or cognitive function improvement, vascular relaxation, platelet aggregation Inhibiting, improving dermatitis, or improving psoriasis.

Another aspect of the present invention provides a composition for a health functional food comprising the plant extract of the genus Panaxia according to the present invention.

Another aspect of the present invention relates to a method for producing a phanaceous plant having an increased content of ginsenosides Rg3, Rk1 and Rg5 comprising microwave irradiation of a Phanax plant or an extract thereof under pressure in the presence of an amino acid, acetic acid or a combination thereof And a method for producing the extract.

Another aspect of the present invention relates to a method of producing a phanaceous plant having an increased content of ginsenosides Rs3, Rs4 and Rs5 comprising microwave irradiation of a Panax genus plant or an extract thereof under pressure in the presence of an amino acid, acetic acid or a combination thereof And a method for producing the extract.

Hereinafter, the present invention will be described in more detail.

All technical terms used in the present invention are used in the sense that they are generally understood by those of ordinary skill in the relevant field of the present invention unless otherwise defined. In addition, preferred methods or samples are described in this specification, but similar or equivalent ones are also included in the scope of the present invention. The contents of all publications referred to in this specification are incorporated herein by reference in their entirety.

The present inventors have found that the content of ginsenosides Rg3 + Rg5 + Rk1, the content of Rs3 + Rs4 + Rs5, or a combination thereof in a plant extract of Panax ginseng containing Panax ginseng can be significantly increased compared to plants of Panax sp. As a result of studying the method of processing the extract, it was found that the content of ginsenoside Rg3 + Rg5 + Rk1, the content of Rs3 + Rs4 + Rs5 in the presence of amino acids, acetic acid or a combination thereof under pressure, Content, or a combination thereof. Specifically, a product obtained by reacting a plant extract of Panax ginseng with a microwave irradiator has a significantly increased content of ginsenoside Rg3 + Rg5 + Rk1, a content of Rs3 + Rs4 + Rs5, or a combination thereof . In addition, the content of Rs3 + Rs4 + Rs5, the content of Rs3 + Rs4 + Rs5, the content of Rs3 + Rs4 + Rs5, Or a combination thereof.

Accordingly, in one aspect, the present invention provides a ginsenoside Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, And Rs3, Rs4 and Rs5 of 10% or more with respect to the weight of Rs4 and Rs5.

Rs3, Rs4, and Rs5 are present in an amount of at least 10%, at least 11%, at least 12%, at least 13%, and at least 10%, based on the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, , 14% or more, 15% or more, 16% or more, or 17% or more. For example, Rs3, Rs4, and Rs5 are added in an amount of 10% to 100%, 10% to 80%, and 10% to the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, To 70%, 10% to 50%, 10% to 40%, 10% to 30%, or 10% to 20%.

The extract has 90% or more, such as 90% to 100%, 95% to 100%, 98% or more of Rg3, Rk1 and Rg5 relative to the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5 % To 100%, 90% to 100%, or 100%. Rg3, Rk1, and Rg5 are 90% or more, such as 90% to 100%, 95% or more, respectively, based on the weight of Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, To 100%, 98% to 100%, 90% to 100%, or 100%. Rg3, Rk1 and Rg5 are 90% or more, such as 90% to 100% and 95% or more, respectively, based on the weight of ginsenosides Re, Rg1, Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5. % To 100%, 98% to 100%, 90% to 100%, or 100%. ,

In addition, the extract has a remarkably high ratio of ginsenoside (Rg5 + Rk1) / Rg3, for example, (Rg5 + Rk1) / Rg3 can be 2 or more, 3 or more, 4 or 5 or more.

The extract may be obtained by microwave irradiation of a plant of the genus Panax, followed by extraction with an extraction solvent. The solvent may be water, alcohol, n-hexane, methylene chloride, ethyl acetate, or a combination thereof. The alcohol may be a C ₁ -C ₁₀ alcohol, such as methanol, ethanol, propanol, butanol, pentanol, hexanol, heptanol, octanol, nonanol, or decanol. The extraction may include coarse extraction, or fractionation thereof. Thus, the extract may be a crude extract of the solvent, or a fraction thereof. For example, crude extracts of methanol or ethanol. The extraction may be performed by adding about 5 to 15 times the amount of the solvent to the microwave irradiation, for example, adding about 10 times the solvent. After the solvent is added, it can be extracted by a conventional method such as heat extraction, ultrasonic extraction, or reflux extraction. The temperature of the solvent at the time of extraction may be about 50 to 200 ° C, for example, 120 ° C. The extraction time can also be about 2 to 4 hours, for example about 3 hours. The number of times of extraction may be 1 to 5 times, for example, 3 times. The extract may be a microwave irradiation product itself or a crude extract of the solvent, which is not fractionated.

Since the extract has a higher content of ginsenosides Rg3 + Rg5 + Rk1, Rs3 + Rs4 + Rs5, or a combination thereof than the simple heat-treated product, the enhanced ginsenosides Rg3 + Rg5 + Rk1, Rs3 + Rs4 + Rs5, And has a medicinal effect of the content of the combination. Ginsenoside Rg3 has anticancer effect, neuroprotective action, inhibition of platelet aggregation, antioxidant effect, anti-inflammatory action, kidney protective action and anti-fatigue effect, and ginsenoside Rg5 has antioxidant effect, anti-cancer effect, The anti-cancer effect, the anti-cancer drug resistance, the brain function and the cognitive function improving effect, the vascular relaxation effect, the platelet aggregation inhibitory effect, the dermatitis / psoriasis improving effect, and the anti-inflammatory effect, and the ginsenoside Rk1 has anticancer effect, , Inhibition of platelet aggregation, and improvement of brain function and cognitive function. In addition, Rs4 and Rs5 are known to have anticancer effect and platelet aggregation inhibitory effect. The anti-cancer effect can induce apoptosis, for example, in liver cancer cells. Therefore, the effect of the microwave irradiation workpiece was remarkably enhanced as compared with the simple heat treatment workpiece.

The amino acid may be a natural amino acid. The natural amino acid may be a neutral, basic or acidic amino acid. The amino acid may be leucine, arginine, arginine, or a combination thereof. The amino acid, acetic acid, or a combination thereof may each independently comprise 0.1 to 10%, 0.5 to 10%, 1 to 10%, 0.1 to 8%, 0.1 to 7%, 0.1 to 6%, 0.1 to 5%, 0.5 to 8% , 0.5 to 7%, 0.5 to 6%, 0.5 to 5%, 0.1 to 7%, 0.1 to 6%, 0.1 to 5%, 1 to 8%, 1 to 7%, 1 to 6% % ≪ / RTI > Here, in the case of amino acids,% represents% (w / v),% for acetic acid represents% (v / v) ).

The microwave irradiation refers to a thermal reaction in which a microwave is irradiated to a plant of the genus Panax or a plant extract thereof to heat it. The microwave may be a radio wave having a wavelength of 1 m to 1 mm, or a radio file having a frequency of 300 MHz to 300 GHz. Heating by microwaves may vary depending on the amount and condition of the reactants. The microwave irradiation may be carried out at a temperature of 150 to 190 캜, such as 160 캜 to 190 캜, 170 캜 to 190 캜, 180 캜 to 190 캜, 150 캜 to 180 캜, 150 캜 to 170 캜, 170 ° C to 180 ° C, or 160 ° C to 170 ° C. In addition, the microwave irradiation may be performed for 30 minutes to 90 minutes, 30 minutes to 80 minutes, 30 minutes to 70 minutes, 30 minutes to 60 minutes, 30 minutes to 50 minutes, 30 minutes to 40 minutes, 40 minutes to 90 minutes, 90 minutes, 90 minutes, 60 minutes to 90 minutes, 70 minutes to 90 minutes, 80 minutes to 90 minutes, 50 minutes to 80 minutes, 60 minutes to 80 minutes, 70 minutes to 80 minutes, or 50 minutes to 70 minutes. The microwave irradiation is performed under a pressure of, for example, 1 to 100 atmospheres, 2 to 100 atmospheres, 5 to 100 atmospheres, 7 to 100 atmospheres, 10 atmospheres to 100 atmospheres, 15 atmospheres to 100 atmospheres, From 5 atmospheres to 80 atmospheres, from 10 atmospheres to 80 atmospheres, from 15 atmospheres to 80 atmospheres, from 1 atmospheres to 50 atmospheres, from 2 atmospheres to 50 atmospheres, from 5 atmospheres to 50 atmospheres From 10 atmospheres to 30 atmospheres, from 1 atmospheres to 30 atmospheres, from 2 atmospheres to 30 atmospheres, from 5 atmospheres to 30 atmospheres, from 7 atmospheres to 30 atmospheres, or from 10 atmospheres to 30 atmospheres, or from 5 atmospheres to 50 atmospheres, It may be carried out under a pressure of from 15 atm to 30 atm. The microwave irradiation can be carried out in a sealed state in which the container containing the Panax ginseng plant or the plant extract to be examined is sealed.

The microwave irradiation may be that which is irradiated in a neutral solution, for example, an aqueous solution. "An aqueous solution" means a solution containing water. The aqueous solution may be a solution containing amino acids, acetic acid, or a combination thereof, and a Panax species plant or an extract thereof in water. The output of the microwave may be suitably increased or decreased depending on the amount of the reactant, and may be, for example, 50 to 1000 W, or 100 to 700 W. The microwave irradiation conditions are such that the contents of Rg3, Rk1 and Rg5, Rs3, Rs4, and Rs5, or a combination thereof, relative to the weight of the ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, And may contain any one or more of the above reaction conditions. Further, it may include any reaction capable of making the ratio of (Rg5 + Rk1) / Rg3 2 or more, 3 or more, 4 or more, or 5 or more. The product of the microwave irradiation may be used as it is, or it may be contained as a dried product or a lyophilized product. In one embodiment, the microwave irradiation is performed for a period of from 30 minutes to 90 minutes at 150 to 190 캜 under pressure, for example, from 1 to 100 atmospheres, from 2 atmospheres to 100 atmospheres, From 1 atmosphere to 80 atmospheres, from 2 atmospheres to 80 atmospheres, from 5 atmospheres to 80 atmospheres, from 7 atmospheres to 100 atmospheres, from 10 atmospheres to 100 atmospheres, from 10 atmospheres to 100 atmospheres, From 5 atmospheric pressure to 50 atmospheric pressure, from 7 atmospheric pressure to 50 atmospheric pressure, from 10 atmospheric pressure to 50 atmospheric pressure, from 15 atmospheric pressure to 50 atmospheric pressure, from 1 atmospheric pressure to 50 atmospheric pressure, from 1 atmospheric pressure to 80 atmospheric pressure, Atmospheric pressure to 30 atmospheres, 2 atmospheres to 30 atmospheres, 5 atmospheres to 30 atmospheres, 7 atmospheres to 30 atmospheres, 10 atmospheres to 30 atmospheres, or 15 atmospheres to 30 atmospheres.

The plant of the genus Panax may be one comprising at least one of ginsenosides Rb1, Rb2, Re, Rg1, Rc, and Rd. The plant of the Panax genus is called Panax ginseng , Panax quinquefolia , Panax notoginseng , Panax japonica , Panax trifolia ), Himalaya ( Panax pseudoginseng , Panax vietnamensis , their roots, heat-treated or enzymatically treated workpieces, or combinations thereof. The heat-treated workpieces include red ginseng and black ginseng.

The plant extract of Panax ginseng, which corresponds to the reactant of the microwave irradiation, may be an extract of any plant of the genus Panax, including at least one of ginsenosides Rb1, Rb2, Rc, and Rd. In addition, the examined Panax ginseng plant extract may contain an extract of another plant, including PPD family ginsenoside, although it is not a Panax ginseng plant. In addition, the extract may further comprise Re, and / or Rg1. Plant extracts of the genus Panax may be crude extracts or purified by further solvent fractionation or chromatography. For example crude extracts of water of plants of the genus Panax, C ₁ -C ₄ alcohols, or mixtures thereof; Solvent fractions of the crude extract of n-hexane, methylene chloride, ethyl acetate, butanol or mixtures thereof; Or a purified product of the solvent fraction.

The crude extracts of water, C ₁ -C ₄ alcohols, or mixtures thereof may be crude extracts of, for example, methanol or ethanol. The solvent may be extracted by adding about 5 to 15 times the amount of the plant, for example, about 10 times. After the solvent is added, extraction can be carried out by conventional methods such as heat extraction, ultrasonic extraction, and reflux extraction, and ultrasonic extraction can be preferably used. The temperature of the solvent at the time of extraction may be about 50 to 200 ° C, for example, 120 ° C. The extraction time can also be about 2 to 4 hours, for example about 3 hours. In addition, the extraction number may be one to five times, for example, three times repeatedly. The crude extract obtained by this method may be used as the plant extract of the genus Panax, but a solvent fraction obtained by further extracting the crude extract with an organic solvent may be used. The organic solvent fraction may be a fraction obtained by extracting the crude extract with methylene chloride, hexane, ethyl acetate, butanol, or a mixture thereof.

The purified product obtained by further purifying the organic solvent fraction may be used as the plant extract of the Panax genus. For example, at least one of ginsenosides Rb1, Rb2, Re, Rg1, Rc, and Rd may be further purified can do.

Another aspect of the present invention relates to an anticancer agent selected from the group consisting of anticancer drugs, anti-cancer agents, anti-inflammatory agents, brain function or cognitive function improvement, Or to improve psoriasis.

The pharmaceutical compositions according to the present invention may be formulated into conventional pharmaceutical formulations known in the art. The pharmaceutical formulation may be formulated and administered in any formulation. The formulations may include oral dosage forms, injectable preparations, suppositories, transdermal dosage forms, and parenteral dosage forms. The formulations may be formulated for oral administration, including for example, liquid preparations such as liquids, emulsions, suspensions, exfolias, or syrups, and solid preparations such as powders, granules, tablets, capsules, or pills.

When formulating into each of the above-mentioned formulations, a pharmaceutically acceptable excipient or an additive necessary for the preparation of each of the formulations may be added. Typically, when formulated into a solid preparation for oral administration, at least one of a diluent, a lubricant, a binder, a disintegrant, a sweetener, a stabilizer, and an antiseptic can be selected and used as the excipient. Examples of the diluent include lactose, corn starch, soybean oil, microcrystalline cellulose or mannitol as the diluent, magnesium stearate or talc as the lubricant, polyvinylpyrrolidone or hydride as the binder, Roxypropylcellulose is preferred. The disintegrant is preferably carboxymethylcellulose calcium, sodium starch glycolate, polacrilin potassium, or crospovidone. Liquid preparations for oral administration may contain various excipients such as wetting agents, sweeteners, fragrances and preservatives in addition to water and liquid paraffin which are simple diluents commonly used in formulation. Examples of the sweetening agent include white sugar, fructose, sorbitol, or aspartame, carboxymethyl cellulose sodium, beta-cyclodextrin, white lead, or xanthan gum as a stabilizer, methyl paraoxybenzoate, propylparabooxybenzoate, desirable. As additives for solid and liquid oral preparations, one or more of flavoring agents, vitamins, and antioxidants may be selected and used. In addition to the above components, natural additives such as natural flavors such as plum flavor, lemon flavor, pineapple flavor and herb flavor, natural fruit juice, natural coloring matters such as chlorophyllin and flavonoid, fructose, honey, sugar alcohol and sugar A sweetening component, or an acid anhydride such as citric acid or sodium citrate may be mixed and used.

Such conventional pharmaceutical formulations may be suitably prepared by those skilled in the art according to conventional methods known in the art.

The pharmaceutical composition according to the present invention can be used as an active ingredient in an amount of about 0.01 mg / kg to 10 g / kg, preferably about 1 mg / kg to 1 g / kg, It may be administered in several divided doses. The dose may be appropriately increased or decreased according to the route of administration, the degree of disease progression, sex, age, body weight, etc., or according to the clinical judgment of the expert. The pharmaceutical composition according to the present invention can be used alone or in combination with other drugs for the improvement of anticancer drug side effects selected from immunosuppression and anticancer drug resistance, antioxidant, anticancer, antiinflammatory, brain function or cognitive function improvement, vascular relaxation, platelet aggregation inhibition, , Or in combination with methods using surgery, hormonal therapy, chemotherapy, and biological response modifiers.

Another aspect of the present invention provides a composition for a health functional food comprising the plant extract of the genus Panax. The composition may be used for improvement of anticancer drug side effects selected from immunosuppression and anticancer drug resistance, antioxidant, anti-cancer, anti-inflammatory, brain function or cognitive function improvement, vascular relaxation, platelet aggregation inhibition, dermatitis improvement or psoriasis improvement.

The composition for health functional food according to the present invention can be formulated into a conventional health functional food formulation known in the art.

The composition may be formulated into common formulations such as powders, granules, tablets, pills, capsules, suspensions, emulsions, syrups, And may be manufactured in the form of any health food such as confectionery, pizza, ramen, other noodles, gums, jellies, dairy products including ice cream, various soups, drinks, tea, drinks, alcoholic beverages and vitamin complexes. A pharmaceutically acceptable carrier or excipient may be used for the formulation of the composition and any carrier or additive known to be usable in the art for the preparation of the formulation to be prepared may be used. As the above-mentioned additives, there can be used various nutrients, vitamins, electrolytes, flavors, colorants, pectic acids and salts thereof, alginic acid and its salts, organic acids, protective colloid thickeners, pH adjusting agents, stabilizers, preservatives, glycerin, Carbonating agents, and the like. In addition, it may contain natural fruit juice, fruit juice beverage and flesh for the production of vegetable beverages. These additive components may be used independently or in combination, and the proportion of the additive is not critical, but may be selected in the range of 0.01 to 0.1 parts by weight per 100 parts by weight of the composition of the present invention.

The content of the plant extract of Panax ginseng in the composition for health functional food may be suitably determined according to the purpose of use such as prevention or improvement. Generally, it may contain 0.01 to 15% by weight of the total food, and when it is prepared as a beverage, it may contain 0.02 to 10 g, preferably 0.3 to 1 g, based on 100 mL.

The beverage may further contain ingredients other than the above-mentioned active ingredients, and may further contain various flavors or natural carbohydrates commonly used in beverages. Examples of the natural carbohydrate include conventional sugars such as monosaccharides such as glucose and fructose; disaccharides such as maltose and sucrose; polysaccharides such as dextrin and cyclodextrin; and sugars such as xylitol, sorbitol, erythritol, Of sugar alcohols may be contained. In addition, as a flavoring agent, a natural flavoring agent (e.g., tau Martin, stevia extract, etc.) and a synthetic flavoring agent (e.g., saccharin, aspartame, etc.) may be contained. The ratio of the natural carbohydrate is preferably about 1 to 20 g, preferably about 5 to 12 g per 100 mL of beverage.

The health functional food defined in the present invention has been newly established by the Act on Health Functional Foods, amended in 2008, so that the function and safety of the human body is sufficiently established, and the health functional food as defined in the Korean Food and Drug Administration Notice No. 2008-72 It may be a health functional food included in the regulation on food functional raw material qualification.

Another aspect of the present invention relates to a method of producing a phanax plant extract, which comprises increasing the content of ginsenosides Rg3, Rk1, and Rg5, comprising microwave irradiation of a Phanax plant or its extract under pressure in the presence of amino acids, acetic acid, Of the present invention.

The step of microwave irradiation of a plant of the genus Panax or its extract under pressure in the presence of an amino acid, acetic acid or a combination thereof is the same as described in the above-mentioned Plant Extract of the Panax genus. The increase may be increased in the absence of amino acids, acetic acid, or a combination thereof, as compared to the " step of microwave irradiation under pressure of plants of the genus Panax or its extracts ".

Rs3, Rs4 and Rs5 are added to the weight of the ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, Rs4 and Rs5 in which the contents of the ginsenosides Rg3, Rk1 and Rg5 are increased. At least 10%, at least 11%, at least 12%, at least 13%, at least 14%, at least 15%, at least 16%, or at least 17%. For example, Rs3, Rs4, and Rs5 are added in an amount of 10% to 100%, 10% to 80%, and 10% to the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, To 70%, 10% to 50%, 10% to 40%, 10% to 30%, or 10% to 20%.

Rk3, Rk1 and Rg5 are 90% or more in weight based on the weight of the ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5, and the content of the ginsenosides Rg3, Rk1 and Rg5 is increased. For example, 90% to 100%, 95% to 100%, 98% to 100%, 90% to 100%, or 100%. The plant extract of Panax ginsenosides Rg3, Rk1 and Rg5 having increased contents of ginsenosides Rg3, Rk1 and Rg5 is added to the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, And Rg5 may be 90% or more, such as 90% to 100%, 95% to 100%, 98% to 100%, 90% to 100%, or 100%. Rg3, Rk1 and Rg5 are added to the weight of the ginsenosides Re, Rg1, Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5 in which the contents of the ginsenosides Rg3, Rk1 and Rg5 are increased. May be 90% or more, for example, 90% to 100%, 95% to 100%, 98% to 100%, 90% to 100%, or 100%.

The ratio of ginsenoside (Rg5 + Rk1) / Rg3 is remarkably high, for example, when (Rg5 + Rk1) / Rg3 is 2 Or more, 3 or more, 4 or more, or 5 or more.

The method may include extracting a Panax ginseng plant extract having an increased content of ginsenosides Rg3, Rk1, and Rg5 with an extraction solvent to obtain a Panax ginseng plant extract. The above extraction is the same as described in the above-mentioned Plant Extract of Panax spp.

Another aspect of the present invention is the use of a plant extract of Panax species having an increased content of ginsenosides Rs3, Rs4 and Rs5, comprising microwave irradiation of a Panax plant or its extract under pressure in the presence of amino acids, acetic acid or a combination thereof And a manufacturing method thereof.

The step of microwave irradiation of a plant of the genus Panax or its extract under pressure in the presence of an amino acid, acetic acid or a combination thereof is the same as described in the above-mentioned Plant Extract of the Panax genus. The increase may be increased in the absence of amino acids, acetic acid, or a combination thereof, as compared to the " step of microwave irradiation under pressure of plants of the genus Panax or its extracts ".

Rs3, Rs4 and Rs5 are added to the weight of the ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, Rs4 and Rs5, wherein the contents of the ginsenosides Rs3, At least 10%, at least 11%, at least 12%, at least 13%, at least 14%, at least 15%, at least 16%, or at least 17%. For example, Rs3, Rs4, and Rs5 are added in an amount of 10% to 100%, 10% to 80%, and 10% to the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, To 70%, 10% to 50%, 10% to 40%, 10% to 30%, or 10% to 20%.

Rx3, Rk1 and Rg5 are 90% or more of the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5, and the content of ginsenosides Rs3, Rs4 and Rs5 is increased. For example, 90% to 100%, 95% to 100%, 98% to 100%, 90% to 100%, or 100%. The plant extract of Panax ginsenosides Rs3, Rs4 and Rs5 having increased contents of ginsenosides Rg3, Rs4 and Rs5 is added to the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, And Rg5 may be 90% or more, such as 90% to 100%, 95% to 100%, 98% to 100%, 90% to 100%, or 100%. Rx3, Rk1 and Rg5 are added to the weight of the ginsenosides Re, Rg1, Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5 in which the contents of the ginsenosides Rs3, Rs4 and Rs5 are increased. May be 90% or more, for example, 90% to 100%, 95% to 100%, 98% to 100%, 90% to 100%, or 100%.

The ratio of ginsenoside (Rg5 + Rk1) / Rg3 is remarkably high, for example, when (Rg5 + Rk1) / Rg3 is 2 Or more, 3 or more, 4 or more, or 5 or more.

The method may include extracting a Panax ginseng plant extract having an increased content of ginsenosides Rg3, Rk1, and Rg5 with an extraction solvent to obtain a Panax ginseng plant extract. The above extraction is the same as described in the above-mentioned Plant Extract of Panax spp.

The plant extract of Panax spp. According to the present invention may have an increased content of Rs3, Rs4 and Rs5 than that of microwave irradiation in the absence of simple heat treatment or amino acid, acetic acid or a combination thereof.

The pharmaceutical composition or health functional food composition according to the present invention may have the effect of enhanced Rg5 + Rk1 + Rg3, the effect of enhanced Rs3, Rs4 and Rs5, or a combination thereof.

According to the present invention, it is possible to efficiently produce a plant extract of Panax spp. Having an increased content of ginsenosides Rg3, Rk1 and Rg5, by increasing the content of ginsenosides Rg3, Rk1 and Rg5 have.

According to the present invention, it is possible to efficiently produce a plant extract of Panax spp. Having an increased content of ginsenosides Rs3, Rs4 and Rs5 by increasing the content of ginsenosides Rs3, Rs4 and Rs5 have.

Fig. 1 is an HPLC chromatogram of ginsenoside components of raw ginseng.
FIG. 2 is an HPLC chromatogram of a ginsenoside component in a product obtained by microwave irradiation of an aqueous solution of ginseng extract at 150 ° C. and 100 W for 60 minutes.
FIG. 3 is an HPLC chromatogram of ginsenoside components in a 1% (v / v) acetic acid aqueous solution at 150 ° C and 100 W for 60 minutes in microwave irradiation of the ginseng extract.
4 is an HPLC chromatogram of a ginsenoside component in a 5% (w / v) arginine aqueous solution at 150 ° C and 100W for 60 minutes in a microwave irradiation product of ginseng extract.
5 is an HPLC chromatogram of ginsenoside components in a 5% (w / v) leucine aqueous solution at 150 < 0 > C and a microwave irradiation at 100 W for 60 minutes.
FIG. 8 is an HPLC chromatogram of ginsenoside components in a product obtained by microwave irradiation of ginseng extract in a 5% (w / v) lysine aqueous solution at 150 ° C and 100W for 60 minutes.

Hereinafter, the present invention will be described in more detail with reference to examples. However, these examples are for illustrative purposes only, and the scope of the present invention is not limited to these examples.

Example  1: Preparation of ginseng extract

Root of ginseng (Panax ginseng) was purchased from Korean herbal medicine market. 50% ethanol (1.5 L) was added to 200 g of the pulverized powdered ginseng root and refluxed at 70 캜 for 3 hours to obtain a 50% ethanol extract. The resulting 50% ethanol extract was evaporated to dryness under reduced pressure to give ginsenoside 27 g of a dry extract containing Rb1, Rb2, Rc, Rd, Rg1, and Re was obtained.

Example  2-5: Preparation of processed ginseng extract using microwave (1)

The 50% ethanol extract obtained in Example 1 was heat-treated. Specifically, 10 mg of the ginseng dried extract was dissolved in 250 μL of a 1% (v / v) acetic acid aqueous solution (Example 2), 5% (w) of a microwave irradiation apparatus (Model No. 908005) / v) 250 μL of arginine aqueous solution (Example 3), 250 μL of 5% (w / v) leucine aqueous solution (Example 4) and 250 μL of 5% (w / And microwave irradiation was performed for 60 minutes at 100 W (frequency 2455 MHz) at about 150 DEG C in the sealed state of the container, followed by lyophilization to obtain a microwave irradiated workpiece. The microwave irradiation pressure was 20 atm.

Comparative Example  1: Preparation of ginseng extract from simple microwave irradiation

In order to compare the differences between the microwave irradiation products prepared in Example 2-5 and the conventional heat-treated ginseng, the lyophilized frozen-dried red ginseng plus ^TM and the heat-treated ginseng extracts were prepared as follows. The red ginseng extract of red ginseng extract (Comparative Example 1) was obtained by freeze-drying the red ginseng jellyfish plus ^TM red ginseng concentrate sold in the market. Next, the raw material ginseng, that is, the 50% ethanol extract obtained in Example 1 was heat-treated. 200 mg of 50% ethanol extract was added to 1 mL of purified water and heat-treated in a sterilizer (autoclave) at about 120 ° C for about 3 hours. Then, the treated ginseng extract was lyophilized according to the method of Example 1 to obtain a simple heat-treated extract Example 2).

Experimental Example  1: Processed ginseng extract Gin Senocide  analysis

(1) Experimental method

(Kwon et al., J. Chromatogr . A , 921 (2), pp335-339, 2001) using a standard solution of 20 ( S ) -Rg3, 20 ( R ) -Rg3, Rg5, ), Saponin components of each of the processed ginseng extracts obtained in Examples 1-5 and 1-2 were analyzed by HPLC. Saponin analysis was repeated three times to confirm reproducibility. The elution solvent A is acetonitrile: water: acetic acid at a ratio of 15: 80: 5 (v / v / v) and the elution solvent B is acetonitrile: water at an 80:20 ratio (v / v) B were filtered through a 0.45 μm membrane filter and then pumped using two pumps, respectively. 10 μl of the standard solution was injected into a reversed phase column (C18, 4.6 × 150 mm) as a separation column using a syringe, and elution solvent having a composition of 100% by volume of A, 0% by volume of B was diluted with a flow rate of 1 ml / Shed. Thereafter, the volume% of eluting solvent A was gradually changed to 70% (6 minutes), 50% (18 minutes) and 0% (30 minutes), and the composition was maintained for 7 minutes. The components separated from the column after the above process were analyzed by a vaporization light scattering detector (ELSD).

(2) Experimental results

As a result of the analysis, each component separated from the column by HPLC analysis of the processed ginseng extract was analyzed by a vaporization light scattering detector (ELSD), and the peaks of 1 to 6 were obtained.

Further, the content of each ginsenoside obtained in the obtained HPLC chromatogram was calculated and the results are summarized in Table 2.

division Re + Rg1 Rb1 Rc Rb2 Rd Rg3 Rs3 Rk1 + Rg5 Rs5 + Rs4 Example 1 219.7 169.2 88.4 33.9 6.1 - - - - Comparative Example 1 - - - 20.7 - 295.3 32.9 526.2 46.8 Example 2 - - - - - 162.5 32.7 266.4 57.1 Example 3 - - - - - 90.7 5.3 236.1 7.3 Example 4 - - - - - 47.7 - 64.3 - Example 5 - - - - - 28.3 - 178.4 15.3

In Table 2, each number represents μg per mg of extract.

division Content of Rg3 + Rg5 + Rk1 1 Content of Rg3 + Rg5 + Rk1 2 The content of Rs3 + Rs5 + Rs4 Example 1 0.0 0.0 0.0 Comparative Example 1 89.1 97.5 8.6 Example 2 82.7 100.0 17.3 Example 3 96.3 100.0 3.7 Example 4 100.0 100.0 0.0 Example 5 93.1 100.0 6.9

In Table 3, the content 1 of Rg3 + Rg5 + Rk1 indicates the contents of Rg3, Rk1 and Rg5 relative to the weights of Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, Rs4 and Rs5, The content 2 of Rk1 indicates the contents of Rg3, Rk1 and Rg5 relative to the weights of Rb1, Rc, Rb2, Rd, Rg3, Rk1, and Rg5. The content of Rs3 + Rs5 + Rs4 indicates the content of Rs3 + Rs5 + Rs4 relative to the weight of Rb1, Rc, Rb2, Rd, Rg3, Rk1, Rg5, Rs3, Rs4 and Rs5.

Rb1, Rb2, Rc, Rd, Rg1, and Re, which are the main ginsenosides contained in ginseng, were irradiated with microwave irradiation at 150 캜 and 20 atm, (Fig. 1 and Fig. 2). Fig. 4 shows the results of the dehydration reaction at the 20th position and the conversion to Rg3, Rg5 and Rk1. Also, the ginsenoside Rd of white ginseng, which was completely disappeared, was detected at 12 minutes.

As shown in Table 2 and Table 3, when the microwave irradiation was carried out at 150 DEG C and 20 atm in the presence of acetic acid, the content of Rg3, Rk1 and Rg5 was increased as compared with the case of simple microwave irradiation ( Example 2 and Comparative Example 1). Further, (Rg5 + Rk1) / Rg3 was further increased (comparison of Fig. 2 and Figs. 4 to 6).

According to the above results, when the ginseng extract was microwave irradiated with an amino acid or acetic acid, Rb1, Rb2, Rc, Rd, and Re, which are major ginsenosides of ginseng, were more efficiently converted into Rg5 and Rk1, Can be switched. For example, Rk1 and Rg5 are 57% or more based on the weight of ginsenosides Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5 or Rg1, Re, Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5, For example, microwave irradiation workpieces containing 57% or more, 69% or more, or 80% were obtained. This effect is a remarkably unexpected effect compared to the prior art.

Formulation example  1: Preparation of pharmaceutical preparations

1. Manufacturing of powder

2 g of active ingredient

Lactose 1 g

The above components were mixed and packed in airtight bags to prepare powders.

2. Preparation of tablets

100 mg of active ingredient

Corn starch 100 mg

100 mg of milk

2 mg of magnesium stearate

After mixing the above components, tablets were prepared by tableting according to a conventional method for producing tablets.

3. Preparation of capsules

100 mg of active ingredient

Corn starch 100 mg

100 mg of milk

2 mg of magnesium stearate

After mixing the above components, the capsules were filled in gelatin capsules according to the conventional preparation method of capsules.

4. Manufacture of rings

1 g of active ingredient

Lactose 1.5 g

Glycerin 1 g

0.5 g of xylitol

After mixing the above components, they were prepared so as to be 4 g per one ring according to a conventional method.

5. Manufacture of granules

150 mg of active ingredient

Soybean extract 50 mg

200 mg of glucose

600 mg of starch

After mixing the above components, 100 mg of 30% ethanol was added and dried at 60 DEG C to form granules, which were then filled in a capsule.

Formulation example  2: Manufacture of health food

1. Manufacture of tomato ketchup and sauce

0.2 to 1.0 part by weight of the active ingredient was added to tomato ketchup or sauce to prepare healthy tomato ketchup or sauce.

2. Manufacture of flour food

0.5 to 5.0 parts by weight of the active ingredient was added to wheat flour, and bread, cake, cookies, crackers and noodles were prepared by using this mixture to prepare a food for health promotion.

4. Manufacture of soups and gravies

0.1 to 5.0 parts by weight of the active ingredient was added to the soup and the juice to prepare a health improvement meat product, noodle soup and juice.

5. Manufacture of ground beef

10 parts by weight of active ingredient was added to ground beef to prepare ground beef for health promotion.

6. Manufacture of dairy products

5 to 10 parts by weight of the active ingredient was added to milk, and the milk was used to prepare various dairy products such as butter and ice cream.

Formulation example  3: Health drink  Produce

1. Manufacture of health drink

       1000 mg of active ingredient

       Citric acid 1000 mg

       100 g of oligosaccharide

       Plum concentrate 2 g

       Taurine 1 g

Purified water was added to a total of 900 ml

The above components were mixed according to a conventional health drink manufacturing method, and the mixture was stirred and heated at 85 ° C for about 1 hour. The resulting solution was filtered to obtain a sterilized 2-liter container, which was sealed and sterilized, It is used in the production of the health beverage composition of the invention.

Although the composition ratio is a mixture of the components suitable for the preferred beverage as a preferred embodiment, the blending ratio may be arbitrarily varied according to the regional and national preferences such as the demand level, the demanding country, and the intended use.

2. Manufacture of vegetable juice

Healthy vegetable juice was prepared by adding 5 g of active ingredient to 1,000 ml of tomato or carrot juice.

3. Manufacture of fruit juice

1 g of the active ingredient was added to 1,000 ml of apple or grape juice to prepare health promotion fruit juice.

Claims (24)

delete delete delete delete delete delete delete delete delete delete A method for producing a Panax ginseng plant extract having increased contents of ginsenosides Rg3, Rk1 and Rg5, comprising microwave irradiation of a plant of the genus Panax or an extract thereof under microwave irradiation in the presence of amino acid under pressure, wherein the amino acid is arginine, Lysine or a combination thereof. 12. The method according to claim 11, wherein the content is increased as compared to that under the absence of the amino acid. 12. The method according to claim 11, wherein the content of Rg3, Rk1 and Rg5 is 90% or more with respect to the weight of Rb1, Rc, Rb2, Rd, Rg3, Rk1 and Rg5. delete 12. The method according to claim 11, wherein the concentration of the amino acid is 0.1% (v / v) to 10% (v / v). delete 12. The method according to claim 11, wherein the microwave irradiation is performed under a pressure of 2 atm to 100 atm. 12. The method according to claim 11, wherein the microwave irradiation is performed at 150 캜 to 190 캜. The method according to claim 11, wherein the microwave irradiation is performed for 30 minutes to 90 minutes. [Claim 12] The method according to claim 11, wherein the step of microwave irradiation of the plant or extract thereof under microwave irradiation in the presence of amino acid is a step of microwave irradiation in the presence of arsenic, lysine, or a combination thereof under pressure, , And the plant extract of Panax ginseng has a ratio of ginsenoside (Rg5 + Rk1) / Rg3 of 2 or more. The method according to claim 11, wherein the Panax genus plants Ginseng (Panax ginseng , Panax quinquefolia , Panax notoginseng , Panax japonica , Panax trifolia ), Himalaya ( Panax pseudoginseng , < / RTI > Panax vietnamensis , their fermentation roots, or their heat or enzymatic treatment workpieces, or combinations thereof. 12. The method of claim 11, wherein the plant extract of Panax spp. Is a crude extract of water of a Panax species plant, a C ₁ -C ₄ alcohol, or a mixture thereof; Solvent fractions of the crude extract of n-hexane, methylene chloride, ethyl acetate, butanol or mixtures thereof; Or a solvent fraction thereof. [Claim 12] The method according to claim 11, wherein the microwave irradiation is performed in the presence of arginine, lysine, or a combination thereof under an aqueous solution containing a plant extract of Panax spp. Or Panax spp. Wherein the ratio of ginsenosides (Rg5 + Rk1) / Rg3 is 2 or more. A method for producing a Panax ginseng plant extract comprising increasing the content of ginsenosides Rs3, Rs4 and Rs5, comprising microwave irradiation of a plant of the genus Panax or its extract under pressure in the presence of amino acid, acetic acid or a combination thereof, Is arginine, lysine, or a combination thereof.

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