KR102298659B1 - Cosmetic composition for skin soothing comprising unripe Citrus unshiu extract - Google Patents

Abstract

The present invention relates to a cosmetic composition including an unripe Citrus unshiu extract, dipotassium glycyrrhizate, an apple extract, and a grape extract as active ingredients, and to a skin soothing use of the composition. The composition including the unripe Citrus unshiu extract, the dipotassium glycyrrhizate, the apple extracts, and the grape extract as active ingredients of the present invention contains the unripe Citrus unshiu extract rich in hesperidin content to enhance skin barrier and reduce redness, thereby being used as a skin soothing cosmetic material.

Description

Cosmetic composition for skin soothing comprising green tangerine extract {Cosmetic composition for skin soothing comprising unripe Citrus unshiu extract}

The present invention relates to a cosmetic composition comprising green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract as active ingredients, and to a skin soothing use of the composition.

The skin consists of three layers: the epidermis, the dermis, and the subcutaneous fat. Among them, the epidermis is located on the most surface of the skin and plays an important role in determining the skin texture, moisture, and skin color. Healthy and beautiful skin has a glossy and smooth surface, good elasticity and delicate skin texture. The stratum corneum of healthy skin contains 15-20% of moisture, and when the moisture falls below 10%, it becomes dry and loses its luster and elasticity, resulting in increased wrinkles and aging-looking skin. As interest in appearance increases with the development of modern society, various ingredients and types of cosmetics are used to make rough and aged skin look beautiful and moist, and the market size of the related beauty industry is also continuously increasing. .

As the first barrier between the skin and the external environment, the stratum corneum is an important factor in determining the condition of the skin. The skin surface becomes dry, rough, sensitive skin and dry skin by reducing the function of the skin and increasing the transepidermal water loss (TEWL) and sensitivity to irritants.

Although the developmental mechanism and anatomical physiological changes of sensitive skin are not yet clear, an increase in nerve sensor input signals and abnormal skin barrier function have been discussed. test) is used to evaluate subjective stimulus.

On the other hand, the Jeju tangerine industry has experienced difficulties in processing and processing of about 50,000 to 100,000 tons of fruit every year as a fruit thinning operation to prevent overproduction due to the development of cultivation technology and to produce high-quality tangerines. In addition, since 2012, according to the London Convention, it is impossible to dump by-products on the high seas, so countermeasures are urgently needed.

Under this background, the present inventors found that a composition comprising an immature citrus extract and a hesperidin derivative, which has a significantly higher hesperidin content than mature tangerines, in a specific weight ratio, has a skin barrier strengthening effect and has excellent skin soothing effect on sensitive skin. The invention was completed.

One object of the present invention is to provide a cosmetic composition for soothing the skin comprising green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract as active ingredients.

This will be described in detail as follows. Meanwhile, each description and embodiment disclosed in the present invention may be applied to each other description and embodiment. That is, all combinations of the various elements disclosed herein fall within the scope of the present invention. In addition, it cannot be considered that the scope of the present invention is limited by the specific descriptions described below.

One aspect of the present invention for achieving the above object provides a cosmetic composition for soothing the skin comprising green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract as active ingredients.

The term "extract" of the present invention means that if the active ingredient contained in the extraction raw material can be separated from the active ingredient contained in the extraction raw material by contacting the solvent and the extraction raw material under specific conditions, all of them will be included regardless of the extraction method or the type of active ingredient can For example, extracts of components soluble in solvents from raw materials using water or organic solvents, and extracts obtained by extracting only specific components such as specific components of raw materials, such as oil, may be included. The extract may be powdered after drying, or may be obtained by various conventionally known extraction methods such as hot water extraction and ethanol extraction. The extract is selected from the group consisting of water, anhydrous or hydrous lower alcohol having 1 to 4 carbon atoms, acetone, petroleum ether, ethyl acetate, butyl acetate, trichloromethane, dichloromethane, chloroform, hexane and 1,3-butylene glycol It can be extracted with one or more solvents. Specifically, it may be extracted with water or ethanol, and more specifically, ethanol may be extracted by cold extraction with a solvent.

The extract may also include an extract that has undergone a conventional purification process. For example, the extract is separated using an ultrafiltration membrane having a constant molecular weight cut-off value, and various purification methods are additionally performed such as separation by various chromatography (prepared for separation according to size, charge, hydrophobicity or affinity). It may include a fraction obtained through

As used herein, "unripe Citrus unshiu " refers to an immature fruit of citrus ( Citrus unshiu, whole citrus persimmon), and more specifically, refers to an immature fruit 3 to 5 months after fruit formation. Compared to mature tangerines generally have yellow to orange rinds, the green tangerines of the present invention have dark green rinds and have a firmer flesh compared to mature tangerines. In the present invention, the terms "green tangerine", "immature citrus fruit" and "immature citrus fruit" may be used interchangeably. Since there is a need in the art for an appropriate treatment method with immature citrus fruits, in the present invention, the skin soothing use of a composition containing green tangerine extract was identified.

"Hesperidin" of the present invention is one of flavanone glycosides composed of aglycone and hesperedin or methyleiodictyol, disaccharide, and rutinose. Hesperidin has long been known as a useful substance with various physiological effects such as lowering blood pressure as vitamin P. Specifically, hesperidin has physiological activities such as vascular protection, anti-cancer, anti-inflammatory, antibacterial, and anti-allergic effects. has been reported Although it is known that hesperidin is generally contained in citrus fruits, the present invention further compared the content of hesperidin contained in the extract according to the ripening of citrus fruits. As a result, in a specific embodiment of the present invention, it was confirmed that the hesperidin content in the extract was significantly different depending on the ripening of the tangerines, and the hesperidin content was higher in the unripe and green tangerines (Experimental Example 1). More specifically, the green tangerine extract of the present invention has the hesperidin content of 150 to 200 mg%.

The "apple ( Pyrus malus )" of the present invention is a fruit of an apple tree, which is widely cultivated worldwide, and is also produced in Korea through improvement of varieties and cultivation technology. In addition, apples contain various functional ingredients such as dietary fiber, vitamin C and phenolics, and are known to be effective in preventing adult diseases such as cardiovascular disease and cancer. In the present invention, the flesh of an apple was used.

"Grape ( Vitis vinifera )" of the present invention belongs to the Grape family of the Reed family, and the fruit is used raw or processed into beverages, wine, jam, grape seed oil, and the like. Until now, there are many studies using grapes, especially those that have excellent cardiovascular disease or anticancer activity, and have immunomodulatory activity. Resveratrol is a representative material among the physiologically active substances showing this effect, and in addition, phenolic acid, catechin, flavonoid, proanthocyanidin, etc. are variously contained. In the present invention, the flesh of grapes was used.

The green mandarin oranges, apples, and grapes of the present invention may be directly collected or may be used by purchasing products distributed in the market, and the method for obtaining them is not limited.

"Dipotassium glycyrrhizate" of the present invention is a dipotassium salt of glycyrrhizic acid, and the molecular formula is C ₄₂ H ₆₀ K ₂ O ₁₆ , and Cas number 68797-35- 3, and the chemical formula is as follows.

The dipotassium glycyrrhizate is a vegetable component extracted from licorice root, and is involved in controlling sebum and maintaining moisturizing power, and can help to balance skin oil and moisture.

The cosmetic composition of the present invention contains the green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract in a weight ratio of 5 to 15:1 to 5:0.1 to 3:0.1 to 3, specifically, 10: It may be included in a weight ratio of 4:1:1.

In a specific embodiment of the present invention, the composition of Example 1 in which green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract are mixed in a weight ratio of 10:4:1:1, and mixed in a different weight ratio As a result of comparing the filaggrin synthesis rate of the comparative example composition, the skin barrier strengthening effect of the example composition with a high content of green tangerine extract was excellent (Experimental Example 2). It is characterized in that the content ratio of each component showing the best activity was identified.

The cosmetic composition of the present invention may further include glucosyl hesperidin. "Glucosyl hesperidin" of the present invention is a glucose ether of hesperidin, and the molecular formula is C ₃₄ H ₄₄ O ₂ , and the chemical formula is as follows.

In a specific embodiment of the present invention, it was confirmed that the composition of Example 2 including green mandarin orange extract, dipotassium glycyrrhizate, apple extract, grape extract, and glucosylhesperidin showed the most significant increase in filaggrin expression (experimental). Example 2), it was confirmed that the skin barrier strengthening effect was further increased by additionally including glucosylhesperidin.

The method for obtaining the glucosylhesperidin of the present invention is not limited, such as purchasing and using commercially available products, or directly synthesizing and using the glucosylhesperidin.

The cosmetic composition of the present invention exhibits a skin soothing effect by including a natural extract and natural flavonoids, and specifically, it is characterized in that it exhibits an effect of strengthening the skin barrier and relieving skin redness.

As used herein, the term “skin soothing” refers to alleviating and calming erythema or irritated skin areas, and may be a concept including alleviation of skin irritation. Examples include, but are not limited to, reducing redness of the skin and strengthening the skin barrier. On the other hand, the stimulation may be caused by ultraviolet rays, external pollutants, cuts, trauma, burns, stress, etc., but is not limited thereto.

In a specific embodiment of the present invention, it was confirmed that the cosmetic composition of the present invention has a skin barrier strengthening effect by increasing the amount of filaggrin synthesis (Experimental Example 2), and has a soothing effect on skin damage caused by physical stimulation as a result of a human application test Bar (Experimental Example 3), the cosmetic composition of the present invention can help soothe skin damage to sensitive skin.

The cosmetic composition of the present invention basically means a composition that can be included in cosmetics applied to the skin. The cosmetic composition of the present invention may be prepared in any formulation conventionally prepared in the industry, and may take the form of a solution, emulsion, viscous mixture, etc., preferably paste, emulsion, cream, gel, powder, spray. , solution, emulsion, suspension, pack, foundation, lotion, cosmetic water and cleansing formulation containing surfactant may be one type of formulation selected from the group consisting of. More specifically, the cosmetic composition is a skin lotion, skin softener, skin toner, astringent, lotion, milk lotion, moisture lotion, nourishing lotion, cream, massage cream, nourishing cream, moisture cream, hand cream, foundation, essence, Contains one type of formulation selected from the group consisting of nutritional essence, pack, soap, cleansing foam, cleansing lotion, cleansing cream, body lotion and body cleanser.

In the cosmetic composition of the present invention, in addition to the above essential components in each formulation, other components may be appropriately blended within the range that does not impair the purpose according to the present invention according to the type or purpose of use, etc. of the formulation. The cosmetic composition of the present invention may include a conventionally acceptable carrier, for example, oil, water, surfactant, humectant, lower alcohol, thickener, chelating agent, colorant, preservative, fragrance, etc. may be appropriately blended, but limited thereto it's not going to be The acceptable carrier may vary depending on the formulation. For example, when formulated into an ointment, paste, cream or gel, animal oil, vegetable oil, wax, paraffin, starch, tracanth, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc, zinc oxide or their Mixtures may be used. The cosmetic composition of the present invention is specifically, dipropylene glycol (dipropylene glycol), glycerin (glycerin), 1,2-hexanediol (1,2-hexanediol), hexylene glycol (hexylene glycol), butyl butylene glycol, hydroxyacetophenone, sodium hyaluronate, allantoin, xanthan gum, arginine, carbomer, and disodium EDTA.

Another aspect of the present invention provides an external preparation for skin soothing comprising green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract as active ingredients.

Another aspect of the present invention provides a quasi-drug composition for skin soothing comprising green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract as active ingredients.

Another aspect of the present invention provides a health functional food composition for skin soothing comprising green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract as active ingredients.

The composition comprising unripe Citrus unshiu extract, dipotassium glycyrrhizate, apple extract, and grape extract of the present invention as an active ingredient contains a green tangerine extract rich in hesperidin content, thereby strengthening the skin barrier and relieving redness is excellent, it can be used as a cosmetic material for soothing the skin.

1 is a view showing ANTERA 3D measurement photos for some testers, comparing the amount of reduction in redness of the application and non-applied areas of the cosmetic composition of the present invention after stimulation induction.
Figure 2 is a view showing 3D ANTERA measurement photos for some other testers, comparing the amount of redness reduction in the application and non-applied areas of the cosmetic composition of the present invention after stimulation induction.

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

Experimental Example 1. Measurement of Hesperidin Content of Green Tangerine Extract

Hesperidin content according to the ripening of citrus ( Citrus unshiu ) was compared. Specifically, tangerines harvested from the same Jeju farmhouse were purchased in September (immature tangerines), November (mature tangerines), and January (overripe tangerines) of the following year, sorted and washed. In the case of immature tangerines harvested in September, the rind was dark green, mature tangerines harvested in November were yellow-green to yellow, and the rind of ripe tangerines harvested in January was dark orange. Then, ethanol was extracted with a solvent, filtered and concentrated, and then lyophilized and used as a sample. The hesperidin content of each citrus sample was measured using HPLC, and hesperidin (Tokyo Chemical Co, Japan) was prepared at 0.05-0.3 mg/ml, and a standard curve was prepared and used as a standard solution.

division Hesperidin content (mg%) unripe tangerines 183.1±1.24 mature tangerines 132.7±2.56 overripe tangerines 105.1±0.88

As a result, as shown in Table 1, unripe tangerines, ie, green tangerines, showed a hesperidin content of about 183.1 mg%, and the hesperidin content decreased as the harvest time was delayed. That is, it was found that the hesperidin content in the extract differed greatly depending on the ripening period of the tangerines, and the hesperidin content was higher in the unripe and green tangerines.

Experimental Example 2. Confirmation of skin barrier strengthening effect

Experimental Example 2-1. Preparation of cosmetic compositions

Green mandarin orange (unripe Citrus unshiu ), apple ( Pyrus malus ), and grape ( Vitis vinifera ) were completely dried at room temperature and pulverized 100 g was placed in a flask, and extracted by cooling at 25° C. for 3 days with 1,000 g of ethanol. Each extract was prepared by filtration of the ethanol extract. The cosmetic composition comprising the green tangerine extract, dipotassium glycyrrhizate, apple extract, grape extract, and glucosyl hesperidin as active ingredients of the present invention as an active ingredient is prepared according to a conventional method according to the composition ratio of Table 2 below. was prepared with

green tangerine extract dipotassium glycyrrhizate apple extract grape extract glucosylhesperidin Example 1 10 4 One One - Example 2 10 4 One One 0.1 Comparative Example 1 4 10 One One - Comparative Example 2 One 4 10 One - Comparative Example 3 One 4 One 10 - Comparative Example 4 10 One 4 One 0.1

Experimental Example 2-2. Comparative evaluation of skin barrier strengthening effect according to component ratio

In order to compare the effect on the skin according to the content ratio of green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract, the effect on the synthesis of filaggrin, which is a natural moisturizing factor of the skin, was measured. did. Specifically, HaCaT cells were seeded in a 24-well plate at 1.0 × 10 ⁵ cells/mL and cultured at 37° C. and 5% CO ₂ conditions for 18 hours. The samples were exchanged for serum-free DMEM and incubated for 24 hours. Thereafter, each group was treated with PBS containing no drugs that could affect protein quantification after removal of the culture medium and washing with PBS. The protein was collected after lysing the cells by repeating low-temperature and room-temperature incubation. Filaggrin-ELISA kit (Elabscience Biotechnology Co., Ltd) was used for quantification, and the amount of filaggrin (FLG) production in the control group was expressed as 100% standard.

Filaggrin (FLG) production amount Example 1 125.1% Example 2 131.6% Comparative Example 1 113.0% Comparative Example 2 102.3% Comparative Example 3 105.9% Comparative Example 4 115.1%

As a result, as shown in Table 3 above, in Example 1 containing green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract in a weight ratio of 10:4:1:1, the filaggrin expression level was 25.1% increased by 31.6% in Example 2, which additionally contained glucosyl hesperidin, indicating that the skin barrier strengthening effect was excellent compared to the comparative example composition having a low content of green tangerine extract.

Experimental Example 3. Human application test result to confirm skin soothing effect

In order to confirm the skin improvement effect of the toner formulation containing the composition of Example 1, a human application test was requested from the Korea Dermatological Research Institute, ethical regulations based on the Declaration of Helsinki, pharmaceuticals, quasi-drugs, cosmetics and medical devices of the Ministry of Food and Drug Safety. Regulations on the designation of inspection institutions, management standards for pharmaceutical clinical trials, guidelines for human application testing and efficacy testing for cosmetics, guidelines for testing methods for demonstrating cosmetic labeling and advertisements, guidelines for evaluating the effectiveness of functional cosmetics, and the Ministry of Health and Welfare It was carried out in accordance with the Safety Act and the Korea Institute of Dermatological Sciences Standard Operating Instructions (SOP).

The subjects were 22 adult women over 20 years of age with sensitive skin selected through the lactic acid stinging test, who met the subject selection criteria and did not meet the exclusion criteria, with an average age of 48.95 years. Specifically, in order to select subjects with sensitive skin, a lactic acid stinging test was performed after the primary screening using the subject's self-question evaluation. As the single-blind test method, the same investigator randomly applied 50 μl of 10% lactic acid solution and 50 μl of physiological saline to both nasolabial regions of all subjects. Inlay (tingling) was assessed using a 4-point scale (0=none, 1=mild, 2=moderate, 3=severe). If there was no feeling after 10 minutes of application, or if the lactic acid application site was evaluated with a score equal to or less than that of the physiological saline application site, the skin was judged as normal skin. If it was significantly higher than the application site (p<0.05), it was judged as sensitive skin.

Experimental Example 3-1. Evaluation of the soothing effect of skin damage caused by physical stimulation

Prior to device measurement, skin irritation was induced by tape stripping on both forearms of the test subject. The same person in charge of the test attached 18mm tape to the designated test area and applied the same pressure for 2 seconds, followed by stripping in the same direction. Stripping was repeated 40 times using a new tape each time.

ANTERA 3D (Miravex, Ireland) was applied to evaluate the soothing effect of skin irritation (damage) caused by external stimuli (physical stimulation) to the sensitivity panel of the test substance. The same test person measured both forearm parts (test substance applied part, non-applied part) of all subjects, and the same part was measured by overlapping the image measured before using the test substance for reproducibility of the measurement. Average CIE L*, a*, b* values were used for the analysis of the captured images using ANTERA CS software, and the skin irritation (damage) soothing effect was measured by external stimuli (physical stimulation) targeted at the sensitivity panel of the test substance. The a* value representing the redness of the skin was analyzed as the value. As compared to the non-applied site of the test substance, the significant (p<0.05) decrease in the measured value of the applied site means that there is a soothing effect on skin irritation (damage) caused by external stimuli (physical stimulation) targeted by the sensitive panel. Instrument measurements were made before the use of the test substance (after stimulation) and immediately after the first use.

application part uncoated area before use immediately after use before use immediately after use average 11.32 8.32 11.19 9.74 Standard Deviation 0.91 1.37 0.99 0.88 improvement rate 26.45% 13.00%

As a result, as shown in Table 4, the a ^* value indicating the redness of the skin decreased by 26.45% at the application site and 13.00% at the non-application site immediately after one use compared to before (after stimulation) use of the test substance. As shown, it was shown that the application site was improved by 2.04 times (204%) compared to the non-applied site of the test substance. In addition, as can be seen from the ANTERA 3D measurement photos for some testers, it was confirmed that the amount of redness reduction was higher in the application site after stimulation induction than in the non-applying site ( FIGS. 1 and 2 ).

That is, it was found that the cosmetic composition of the present invention helps to soothe skin damage caused by external stimuli for sensitive panels.

Experimental Example 3-2. Results of a survey on skin condition

The results of a questionnaire survey on the skin condition of the subjects after using the test substance using multiple choice are as follows.

As a result, as shown in Table 5 above, the positive response rate for the question "It feels gentle on the skin and seems to help relieve sensitivity" was 95.5%, and the positive response rate for all other questions was 100%, It was found that the subjective satisfaction with the cosmetic composition of the present invention was remarkably excellent.

From the above description, those skilled in the art to which the present invention pertains will understand that the present invention may be embodied in other specific forms without changing the technical spirit or essential characteristics thereof. In this regard, it should be understood that the embodiments described above are illustrative in all respects and not restrictive. The scope of the present invention should be construed as being included in the scope of the present invention, rather than the above detailed description, all changes or modifications derived from the meaning and scope of the claims described below and their equivalents.

Claims (5)

A cosmetic composition for soothing the skin comprising green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract as active ingredients,
The green tangerine extract, dipotassium glycyrrhizate, apple extract, and grape extract are included in a weight ratio of 5 to 15:1 to 5:0.1 to 3:0.1 to 3,
The composition is a cosmetic composition for skin soothing, characterized in that it exhibits an effect of strengthening the skin barrier and relieving skin redness.
The cosmetic composition according to claim 1, wherein the green tangerine extract has a hesperidin content of 150 to 200 mg%.
delete The cosmetic composition according to claim 1, wherein the composition further comprises glucosyl hesperidin.
delete

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