KR20230099048A - Composition with improved catechin content stability - Google Patents

Abstract

The present disclosure relates to a tea extract with improved content stability of catechin, a composition containing the same, and a method for improving the content stability of catechin. The composition provided by the present disclosure has excellent storage stability due to improved content stability of catechin, and as a result, catechin can be maintained at an effective content during the storage period.

Description

Composition with improved catechin content stability {COMPOSITION WITH IMPROVED CATECHIN CONTENT STABILITY}

The present specification relates to a tea extract having improved catechin content stability and a method for enhancing catechin content stability.

Tea catechins present in nature include epigallocatechin gallate (EGCG), epigallocatechin (EGC), epicatechin gallate (ECG), epicatechin (EC) and their structure Eight isomers of gallocatechin gallate (GCG), gallocatechin (GC), catechin gallate (CG), and catechin (C) are known. These catechins are widely used for their effects such as reducing body fat, improving blood cholesterol, antiviral, anticancer, and the like.

These catechins have poor stability due to oxidation, which makes it difficult to diversify formulations. Conventionally, in order to improve the color tone and appearance transparency of catechin beverages, green tea extract raw materials containing non-epic catechins and epi catechins in a certain ratio were used or heat-denatured whey proteins were included to produce high-content catechin beverages. Reduced discoloration.

However, conventional methods have not improved the content stability of catechin itself, only improving the property stability of catechin. Improving the property stability of catechin does not guarantee the content stability of catechin, and since the efficacy of catechin can be effectively exhibited only when it is maintained at a useful content during the storage period, it is necessary to improve the content stability of catechin.

Korean Patent Publication No. 10-2017-0155112

In one aspect, the present specification is to improve the content stability of catechin to provide a tea extract with excellent storage stability.

In one aspect, the present specification is to improve the content stability of catechin to provide a composition capable of maintaining an effective content of catechin during the storage period.

In one aspect, the present invention provides a tea extract comprising epigallocatechin gallate and gallocatechin gallate, wherein the weight ratio of the epigallocatechin gallate and gallocatechin gallate is 1:0.5 to 3.

In an exemplary embodiment, the tea extract may be an extract of water, an organic solvent, or a mixed solvent thereof.

In one aspect, the present invention provides a composition comprising epigallocatechin gallate and gallocatechin gallate, wherein the weight ratio of the epigallocatechin gallate and gallocatechin gallate is 1:0.5 to 3.

In an exemplary embodiment, the epigallocatechin gallate may be included in an amount of 3 to 8% by weight based on the total weight of the composition.

In an exemplary embodiment, the gallocatechin gallate may be included in an amount of 2.5 to 7.5% by weight.

In an exemplary embodiment, the composition is stored at 40 to 50 ° C. for 6 to 8 weeks, and then the content of epigallocatechin gallate measured is maintained at 60 to 80% by weight compared to the initial epigallocatechin gallate. can

In an exemplary embodiment, the epigallocatechin gallate and gallocatechin calate may be derived from a tea extract.

In one exemplary embodiment, the composition may be a food composition.

In an exemplary embodiment, the composition may be a cosmetic composition.

In one aspect, the present invention provides an extraction step of extracting by adding a solvent to tea; And it provides a method for enhancing the content stability of epigallocatechin gallate comprising the step of heat-treating the extract of the extraction step at 80 to 130 ° C.

In one aspect, the tea extract provided by the present invention has improved storage stability due to improved catechin content stability.

In one aspect, the composition provided by the present invention has improved catechin content stability and can maintain catechin at an effective content during the storage period.

1 shows the results of high-performance liquid chromatography analysis of a tea extract according to an embodiment of the present invention.
2 is a graph measuring the stability of catechin content in a liquid formulation of a tea extract according to an embodiment of the present invention.
3 is a graph measuring the stability of the catechin content in a tablet formulation of a tea extract according to an embodiment of the present invention.

Hereinafter, the present invention will be described in detail.

In the present specification, "tea extract" is a concept that broadly includes all extracts derived from tea, regardless of the extraction method, extraction solvent, extracted component, or form of the extract, and Camellia sinensis belonging to the family Camellia . sinensis ) or Bacillus subtilis ( Bacillus subtilis spp.) inoculated and fermented tea leaves, or extracted from naturally fermented tea leaves, etc., and includes fractions obtained by fractionating the extract with a specific solvent. For example, the tea extract includes green tea extract, semi-fermented tea extract, post-fermented tea extract, and fully fermented tea extract. For example, the semi-fermented tea extract includes green tea extract, oolong tea extract, and white tea extract. The post-fermented tea extract may include a black tea extract, a puerh tea extract, and the like, and the fully fermented tea extract may include a black tea extract and the like.

In one aspect, the tea includes at least one selected from the group consisting of leaves, flowers, stems, and seeds of tea plants, and may preferably be leaves. In this specification, "tea leaf" means the bud or leaf of Camellia sinensis , and the quality or type is not distinguished. Specifically, it includes all buds or leaves of spring tea, summer tea, and autumn tea according to the harvest time, and includes, but is not limited to, buds or leaves of gyokuro tea in which the amount of chlorophyll is increased by covering the light-shielding film according to the use.

In addition, the form of the extract may preferably be a powder form. The extraction or fractionation may be performed using water, an organic solvent, or a mixed solvent thereof. Alcohol, isopropanol, acetone, hexane, ethyl acetate, carbon dioxide, or a mixed solvent of two or more of these may be used as the organic solvent, but is not limited thereto. or can be fractionated. The alcohol may be a C ₁ ~ C ₅ lower alcohol. The number or method of extraction or fractionation is not particularly limited, and for example, methods such as cold extraction, ultrasonic extraction, reflux cooling extraction, and hot water extraction may be used. Preferably, the active ingredient is extracted or fractionated by cooling or heating After filtering, the filtrate is concentrated under reduced pressure to obtain the tea extract of the present invention.

It is known that the beneficial effects of tea, such as anti-cancer effects and immunity enhancement, are due to the catechins contained therein. Catechins contained in tea include epigallocatechin gallate (EGCG), epigallocatechin (EGC), epicatechin gallate (ECG), epicatechin (EC) and their structural isomers. Eight types of phosphorus gallocatechin gallate (GCG), gallocatechin (GC), catechin gallate (CG), and catechin (C) are known.

In one aspect, the present invention provides a tea extract comprising epigallocatechin gallate and gallocatechin gallate, wherein the weight ratio of the epigallocatechin gallate and gallocatechin gallate is 1:0.5 to 3.

In an exemplary embodiment, the tea extract may be an extract of water, an organic solvent, or a mixed solvent thereof. The water may include distilled water or purified water, and the organic solvent may include one or more selected from the group consisting of alcohol, isopropanol, acetone hexane, ethyl acetate, and carbon dioxide, but is not limited thereto. The alcohol may be a C ₁ -C ₅ lower alcohol.

In an exemplary embodiment, the weight ratio of the epigallocatechin gallate and gallocatechin gallate may be 1:0.5 to 3. When the weight ratio of epigallocatechin gallate and gallocatechin gallate is out of the above range, the content stability of epigallocatechin gallate may be deteriorated. Specifically, the weight ratio of epigallocatechin gallate and gallocatechin gallate may be 1:0.5 to 3, 1:0.5 to 2, 1:0.5 to 1.5, or 1:1 to 1.5.

In one aspect, the present invention provides a composition comprising epigallocatechin gallate and gallocatechin gallate, wherein the weight ratio of the epigallocatechin gallate and gallocatechin gallate is 1:0.5 to 3.

In an exemplary embodiment, the content of the epigallocatechin gallate may be 3 to 8% by weight based on the total weight of the composition. Specifically, the content of the epigallocatechin gallate is 3% by weight or more, 3.1% by weight or more, 3.2% by weight or more, 3.3% by weight or more, 3.4% by weight or more, 3.5% by weight or more, 3.6% by weight or more, based on the total weight of the composition. % or more, 3.7 wt% or more, 3.8 wt% or more, 3.9 wt% or more, 4 wt% or more, 4.1 wt% or more, 4.2 wt% or more, 4.3 wt% or more, 4.4 wt% or more, 4.5 wt% or more, 4.6 wt% or more % or more, 4.7 wt% or more, 4.8 wt% or more, 4.9 wt% or more, or 5 wt% or more, and 8 wt% or less, 7.9 wt% or less, 7.8 wt% or less, 7.7 wt% or less, 7.6 wt% or less, 7.5 7.4 wt% or less, 7.3 wt% or less, 7.2 wt% or less, 7.1 wt% or less, 7 wt% or less, 6.9 wt% or less, 6.8 wt% or less, 6.7 wt% or less, 6.6 wt% or less, 6.5 6.4 wt% or less, 6.3 wt% or less, 6.2 wt% or less, 6.1 wt% or less, or 6 wt% or less.

In an exemplary embodiment, the content of gallocatechin gallate may be 2.5 to 7.5% by weight based on the total weight of the composition. If the content of gallocatechin gallate is out of the above range, stability of the content of epigallocatechin gallate may deteriorate. Specifically, the content of the gallocatechin gallate is 2.5% by weight or more, 2.6% by weight or more, 2.7% by weight or more, 2.8% by weight or more, 2.9% by weight or more, 3% by weight or more, 3.1% by weight or more based on the total weight of the composition. , 3.2 wt% or more, 3.3 wt% or more, 3.4 wt% or more, 3.5 wt% or more, 3.6 wt% or more, 3.7 wt% or more, 3.8 wt% or more, 3.9 wt% or more, 4 wt% or more, 4.1 wt% or more , 4.2 wt% or more, 4.3 wt% or more, 4.4 wt% or more, or 4.5 wt% or more, and 7.5 wt% or less, 7.4 wt% or less, 7.3 wt% or less, 7.2 wt% or less, 7.1 wt% or less, 7 wt% 6.9 wt% or less, 6.8 wt% or less, 6.7 wt% or less, 6.6 wt% or less, 6.5 wt% or less, 6.4 wt% or less, 6.3 wt% or less, 6.2 wt% or less, 6.1 wt% or less, or 6 wt% may be below.

In an exemplary embodiment, the epigallocatechin gallate and gallocatechin gallate may be derived from a tea extract. For example, the tea extract may include at least one of green tea extract, semi-fermented tea extract, post-fermented tea extract, and fully fermented tea extract.

In an exemplary embodiment, the weight ratio of the epigallocatechin gallate and gallocatechin gallate may be 1:0.5 to 3. When the weight ratio of epigallocatechin gallate and gallocatechin gallate is out of the above range, the content stability of epigallocatechin gallate may be deteriorated. Specifically, the weight ratio of epigallocatechin gallate and gallocatechin gallate may be 1:0.5 to 3, 1:0.5 to 2, 1:0.5 to 1.5, or 1:1 to 1.5.

In an exemplary embodiment, the content of epigallocatechin gallate measured after storage at 40 to 50 ° C. for 6 to 8 weeks can be maintained at 60 to 80% by weight compared to the initial epigallocatechin gallate. there is.

In one embodiment, the composition may be a food composition. The formulation of the food composition is not particularly limited, but may be formulated into, for example, tablets, granules, pills, powders, liquids such as drinks, caramels, gels, bars, tea bags, and the like. The food composition of each formulation can be selected and blended without difficulty by those skilled in the art according to the formulation or purpose of use other than the active ingredient, and synergistic effects can occur when applied simultaneously with other ingredients.

The food composition according to one embodiment includes various nutrients, vitamins, minerals (electrolytes), flavors such as synthetic flavors and natural flavors, colorants and enhancers (cheese, chocolate, etc.), pectic acid and its salts, alginic acid and its salts, organic acids, protective colloidal thickeners, pH adjusting agents, stabilizers, preservatives, glycerin, alcohol, carbonating agents used in carbonated beverages, and the like. In addition, the food compositions according to one embodiment may include natural fruit juice, fruit juice beverages, and fruit flesh for preparing vegetable beverages. These components may be used independently or in combination. The ratio of these additives is not so critical, but is generally included in the range of 0 to about 50 parts by weight per 100 parts by weight of the composition according to one embodiment.

In one embodiment, the composition may be a cosmetic composition. The cosmetic composition, for example, softening lotion, astringent lotion, nutrient lotion, nutrient cream, massage cream, eye cream, eye essence, essence, cleansing cream, cleansing lotion, cleansing foam, cleansing water, pack, powder, body lotion , Body cream, body essence, body cleanser, hair dye, shampoo, rinse, hair styling agent, hair growth agent, ointment, gel, cream, patch, spray, powder, and skin adhesive type, but may have formulations such as, but are not limited thereto.

In addition, other ingredients in addition to the essential ingredients described above in each formulation can be appropriately selected and blended without difficulty by those skilled in the art according to the type or purpose of use of other external preparations.

The cosmetic composition may be provided in any formulation suitable for topical application. For example, it may be provided in the form of a solution, an emulsion obtained by dispersing an oil phase in an aqueous phase, an emulsion obtained by dispersing an aqueous phase in an oil phase, a suspension, a solid, a gel, a powder, a paste, a microneedle, a foam, or an aerosol composition. there is. Compositions of such formulations may be prepared according to conventional methods in the art.

The cosmetic composition according to the present specification may further include functional additives and components included in general cosmetic compositions in addition to the compounds of the present specification. The functional additive may include a component selected from the group consisting of water-soluble vitamins, oil-soluble vitamins, high-molecular peptides, high-molecular polysaccharides, sphingolipids, and seaweed extracts. The cosmetic composition according to the present specification may include other components capable of giving a synergistic effect to the main effect within a range that does not impair the main effect. In addition, the cosmetic composition according to the present specification may further include a moisturizer, an emollient agent, a surfactant, a UV absorber, a preservative, a bactericide, an antioxidant, a pH adjuster, an organic and inorganic pigment, a fragrance, a cooling agent or an antiperspirant. The blending amount of the components can be easily selected by those skilled in the art within a range that does not impair the purpose and effect of the present specification, and the blending amount may be 0.001 to 10% by weight, specifically 0.01 to 3% by weight based on the total weight of the composition. there is.

In one aspect, the present invention provides a composition for stabilizing epigallocatechin gallate containing gallocatechin gallate. The stabilization of the epigallocatechin gallate may be stabilization of the content of epigallocatechin gallate. Content stabilization means that the content of the active ingredient is maintained even after storage for a certain period of time. Such a composition for stabilizing epigallocatechin gallate may be used such that the weight ratio of epigallocatechin gallate and gallocatechin gallate is 1:0.5 to 3.

In one aspect, the present invention provides an extraction step of extracting by adding a solvent to tea; And it provides a method for enhancing the content stability of epigallocatechin gallate comprising the step of heat-treating the extract of the extraction step at 80 to 130 ° C.

In an exemplary embodiment, the tea may include at least one selected from the group consisting of leaves, flowers, stems, and seeds of tea trees.

In an exemplary embodiment, the solvent may include water, an organic solvent, or a mixed solvent thereof. The water may include distilled water or purified water, and the organic solvent may include one or more selected from the group consisting of alcohol, isopropanol, acetone hexane, ethyl acetate, and carbon dioxide, but is not limited thereto. The alcohol may be a C ₁ -C ₅ lower alcohol.

In an exemplary embodiment, the heat treatment step may be performed for 120 to 420 minutes. Specifically, the heat treatment step may be performed for 120 minutes or more, 180 minutes or more, or 240 minutes or more, and 420 minutes or less, 360 minutes or less, or 300 minutes or less.

In an exemplary embodiment, the method for enhancing the stability of the content of epigallocatechin gallate may further include removing caffeine from the extract before the heat treatment step and concentrating the extract.

Hereinafter, the present invention will be described in more detail through examples and the like. These examples are only for illustrating the present invention, and it will be apparent to those skilled in the art that the scope of the present invention is not to be construed as being limited by these examples.

[Example 1] Preparation of tea extract

About 1,000 L of 50% (v/v) alcohol was added to 100 kg of tea leaves ( Camellia sinensis , Jeju Osulloc Farm), extracted at 50 ° C for 2 hours, and heat treatment was performed at 100 ° C or higher for 1 hour or more. Thereafter, the mixture was concentrated, centrifuged, and spray-dried to prepare a tea extract.

[Comparative Example 1]

Tea extract of Comparative Example 1 was prepared by adding about 1,000 L of 50% (v/v) alcohol to 100 kg of tea leaves ( Camellia sinensis , Osulloc Farm, Jeju), extracting at 50 ° C for 2 hours, concentrating under reduced pressure and drying.

[Comparative Example 2]

Comparative Example 2 was prepared by mixing 50mg of epigallocatechin gallate (Sigmaaldrich, CAS No. 989-51-5), 15mg of gallocatechin gallate (Sigmaaldrich, CAS No. 4233-96-9) and 935mg of dextrin did

[Comparative Example 3]

50mg of epigallocatechin gallate (Sigmaaldrich, CAS No. 989-51-5), 200mg of gallocatechin gallate (Sigmaaldrich, CAS No. 4233-96-9), and 750mg of dextrin were mixed, and a comparative example was mixed. 3 was prepared.

[Experimental Example 1] Component analysis of tea extract

The compositions of Example 1 and Comparative Example 1 were analyzed by high performance liquid chromatography (HPLC), and the results are shown in Table 1 and FIG. 1 below.

(unit: mg/g) Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3 Epigallocatechin Gallate (EGCG) 58.6 140.3 51.41 51.22 Gallocatechin Gallate (GCG) 59.0 4.6 15.07 201.01

[Experimental Example 2] Evaluation of stability in liquid phase

After preparing liquid compositions including Example 1 and Comparative Examples 1 to 3 and storing them in a 45° C. chamber for 8 weeks, the content of epigallocatechin gallate (EGCG) was measured to determine the initial amount of epigallocatechin gallate. The results of comparison with the content (expressed in % based on the weight of the initial epigallocatechin gallate) are shown in Table 2 and FIG. 2 below. Liquid compositions were prepared by mixing Examples 1 to 1 to 3 with 400 mg of lemon concentrate, 2 g of indigestible maltodextrin, purified water, and 60 mg of citric acid at 70°C.

(Unit: % by weight) Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3 0 weeks 100 100 100 100 8 weeks 70.09 41.23 45.11 43.68

As can be seen from the results of Table 2 and FIG. 2, in the case of Example 1, even after storage at 45 ° C. for 8 weeks, the content of epigallocatechin gallate was maintained at 70.09% by weight compared to the initial content of epigallocatechin gallate It was confirmed that the stability was excellent. On the other hand, in the case of Comparative Examples 1 to 3, the content of epigallocatechin gallate was about 45 to 41% by weight compared to the initial amount, and storage stability was poor.

[Experimental Example 3] Evaluation of stability in tablets

After preparing tablets containing Example 1 and Comparative Example 2 and storing them in a 45 ° C. chamber for 12 months, the content of epigallocatechin gallate (EGCG) was measured and compared with the initial content of epigallocatechin gallate One result (expressed in % based on the weight of the initial epigallocatechin gallate) is shown in Table 3 and FIG. 3 below. Tablets were prepared by mixing Examples 1 to Comparative Examples 1 to 3 with 60 mg of lactose, 140 mg of corn starch, and 30 mg of guar gum, granulating them using a fluidized bed dryer, and then tableting with a tableting machine.

(Unit: % by weight) Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3 0 months 100 100 100 100 12 months 65.74 50.72 52.14 55.41

As can be seen from the results of Table 3 and FIG. 3, in the case of Example 1, even after storage at 45 ° C. for 12 months, the content of epigallocatechin gallate was maintained at 65.74% by weight compared to the initial amount, resulting in epigallocatechin gallate It was confirmed that the content stability was excellent. On the other hand, in the case of Comparative Example 1, the content of epigallocatechin gallate was 50.72% by weight compared to the initial amount, and the storage stability was poor.

[Formulation Example 1] Tablet

900 mg of the tea extract of Example 1, 60 mg of lactose, 140 mg of cornstarch, and 30 mg of guar gum were mixed and granulated using a fluidized bed dryer, followed by tableting with a tableting machine to prepare tablets.

[Formulation Example 2] Capsule

900 mg of the tea extract of Example 1, 0.1 g of L-carnitine, 0.18 g of soybean oil, 0.02 g of palm oil, 0.08 g of hydrogenated vegetable oil, and 0.06 g of lecithin were mixed and filled into capsules according to a conventional method to prepare a cell preparation.

[Formulation Example 3] Powder

A powder was prepared by mixing 900 mg of the tea extract of Example 1, 0.5 g of lactose, and 0.5 g of cornstarch and filling in an airtight bag.

[Formulation Example 4] Granules

900 mg of the tea extract of Example 1, 25 g of anhydrous crystalline glucose, and 55 g of starch were mixed, molded into granules using a fluidized bed granulator, and filled into bags to prepare granules.

[Formulation Example 5] Liquid

900 mg of the tea extract of Example 1, 5 g of isomerized sugar, and 2.5 g of mannitol were dissolved in an appropriate amount of purified water according to a conventional method, lemon flavor was added, the total volume was adjusted to 100 ml, and a liquid preparation was prepared by filling in a brown bottle.

[Formulation Example 6] Functional beverage

According to the composition shown in Table 4 below, a functional beverage was prepared by a conventional method.

ingredient content Tea extract of Example 1 2000mg Vitamin A Acetate 70 µg vitamin E 1.0mg vitamin B1 0.13mg vitamin B2 0.15mg vitamin B6 0.5mg vitamin B12 0.2 µg vitamin C 10mg biotin 10 µg folic acid 50 µg Calcium Pantothenate 0.5mg ferrous sulfate 1.75mg zinc oxide 0.82mg magnesium carbonate 25.3mg Potassium Phosphate Monobasic 15mg Dibasic calcium phosphate 55mg potassium citrate 90mg calcium carbonate 100 mg magnesium chloride 24.8mg Purified water 100 ml

[Formulation Example 7] Lotion

A lotion was prepared by a conventional method according to the composition shown in Table 5 below.

ingredient Content (% by weight) Tea extract of Example 1 20.00 L-ascorbic acid-2-phosphate magnesium salt 1.00 Collagen 1.00 sodium citrate 0.10 citric acid 0.05 licorice extract 0.20 1,3-butylene glycol 3.00 Purified water balance Sum 100.00

[Formulation Example 8] Cream

Cream was prepared in a conventional manner according to the composition shown in Table 6 below.

ingredient Content (% by weight) Tea extract of Example 1 20.00 Polyethylene glycol monostearate 2.00 Self-emulsifying monostearate glycerin 5.00 cetyl alcohol 4.00 squalene 6.00 Glyceryl tri-2-ethylhenate 6.00 sphingoglycolipids 1.00 1,3-butylene glycol 7.00 Purified water balance Sum 100.00

[Formulation Example 9] Pack

A pack was prepared in a conventional manner according to the composition shown in Table 7 below.

ingredient Content (% by weight) Tea extract of Example 1 30.00 polyvinyl alcohol 13.00 L-ascorbic acid-2-phosphate magnesium salt 1.00 lauroylhydroxyproline 1.00 Collagen 2.00 1,3-butylene glycol 3.00 ethanol 5.00 Purified water balance Sum 100.00

Claims (13)

including epigallocatechin gallate and gallocatechin gallate;
The tea extract wherein the weight ratio of epigallocatechin gallate and gallocatechin gallate is 1:0.5 to 3. According to claim 1,
The tea extract is an extract of water, an organic solvent or a mixed solvent thereof. including epigallocatechin gallate and gallocatechin gallate;
The weight ratio of the epigallocatechin gallate and gallocatechin gallate is 1: 0.5 to 3 composition. According to claim 3,
The epigallocatechin gallate is a composition contained in 3 to 8% by weight based on the total weight of the composition. According to claim 3,
The gallocatechin gallate is a composition comprising 2.5 to 7.5% by weight. According to claim 3,
The composition is characterized in that the content of epigallocatechin gallate measured after storage at 40 to 50 ℃ for 6 to 8 weeks is maintained at 60 to 80% by weight compared to the initial epigallocatechin gallate. According to claim 3,
The composition characterized in that the epigallocatechin gallate and gallocatechin gallate are derived from tea extract. According to any one of claims 3 to 7,
The composition is a food composition composition. According to any one of claims 3 to 7,
The composition is a cosmetic composition composition. A composition for stabilizing epigallocatechin gallate comprising gallocatechin gallate. An extraction step of extracting by adding a solvent to tea; and
A method for enhancing the content stability of epigallocatechin gallate comprising the step of heat-treating the extract of the extraction step at 80 to 130 ° C. According to claim 11,
Wherein the solvent comprises water, an organic solvent or a mixed solvent thereof. According to claim 11,
Wherein the heat treatment step is performed for 120 to 420 minutes.

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