Transepidermal water loss reducing agent

JP2025042190APending Publication Date: 2025-03-27KINKI UNIVERSITY
View PDF 0 Cites 0 Cited by

Patent Information

Application Number
JP2023149050
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-09-14
Publication Date
2025-03-27

Smart Images

  • Figure 2025042190000002
    Figure 2025042190000002
  • Figure 2025042190000001
    Figure 2025042190000001
Patent Text Reader

Abstract

To provide a novel transepidermal water loss reducing agent.SOLUTION: A transepidermal water loss reducing agent comprises an extract of yellow strawberry guava (Psidium littorale) fruit as an active ingredient. The extract comprises GlcCer[t18:1(8Z) / 23:0]. The extract further comprises at least one component selected from GlcCer[d18:2(4E, 8Z) / 16:0], GlcCer[t18:1(8Z) / 22:0], GlcCer[t18:1(8Z) / 23:0], GlcCer[t18:1(8Z) / 24:0], GlcCer[t18:1(8Z) / 25:0], GlcCer[t18:1(8Z) / 26:0], 1,2-dilinolenoyl-3-digalactosylglycerol, 1-palmitoyl-2-linolenoyl-3-digalactosylglycerol and the like.SELECTED DRAWING: None
Need to check novelty before this filing date? Find Prior Art

Description

[Technical field]

[0001] The present invention relates to a novel agent for reducing transepidermal water loss. The present invention is widely used in foods, medicines, quasi-drugs, cosmetics, skin care products, etc. [Background technology]

[0002] Sphingolipids are a general term for compounds in which fatty acids and the long-chain base sphingosine form an acid amide bond, and a representative example is ceramide. In general, ceramide aglycones, which are composed of fatty acids and a long-chain base, glucosylceramide (GlcCer), in which glucose is bound to ceramide aglycones, and sphingomyelin, which is bound to phosphorylcholine, are all referred to as ceramides. Glucosylceramide is a compound found in various plants, including rice, corn, and konjac. To date, various types of glucosylceramide have been isolated and identified, and it is known that the composition of glucosylceramide varies from plant to plant. Glucosylceramide is known for its functions of moisturizing the skin, regulating moisture, maintaining elasticity, protecting the surface (barrier effect), protecting collagen, and preventing oxidation (stabilizing vitamins C and E), and is widely used in the field of cosmetics. Recently, it has also been revealed that glucosylceramide acts to block the entry of antigens from the outside world into the body and suppress atopic dermatitis, and its development as a pharmaceutical product is also underway (Patent Document 1). [Patent Document 1] JP 2001-097983 A DISCLOSURE OF THEINVENTION [Problem to be solved by the invention]

[0003] Under these circumstances, we evaluated the effect of extracts from the fruit of yellow strawberry guava (Psidium littorale) on transepidermal water loss (TEWL) in a three-dimensional human epidermal culture model, and found that yellow strawberry guava (Psidium littorale) has transepidermal water loss (TEWL). Furthermore, we investigated the components of the fruit of yellow strawberry guava (Psidium littorale), and isolated and identified six types of GlcCer and three types of digalactosyldiacylglycerol (DGDG) as lipid components that are different from those of rice, corn, konjac, etc. We evaluated the effects of these components on transepidermal water loss (TEWL) in a three-dimensional human epidermal culture model, and found that a new GlcCer from yellow strawberry guava (Psidium littorale) has a transepidermal water loss (TEWL)-reducing effect, thus completing the present invention. That is, an object of the present invention is to provide a novel agent for reducing transepidermal water loss (TEWL). [Means for solving the problem]

[0004] The features of the present invention for solving the above problems are as follows. 1. A transepidermal water loss reducer containing an extract of the fruit of the yellow strawberry guava (Psidium littorale) as the active ingredient. 2. The transepidermal water loss reducer according to 1. above, characterized in that the extract of the fruit of Yellow Strawberry Guava (Psidium littorale) contains GlcCer[t18:1(8Z) / 23:0]. 3. A transepidermal water loss reducer containing GlcCer[t18:1(8Z) / 23:0] as the active ingredient. 4. An extract of the fruit of 1. Yellow strawberry guava, characterized in that it contains at least one selected from the group consisting of GlcCer[d18:2(4E,8Z) / 16:0], GlcCer [t18:1(8Z) / 22:0], GlcCer [t18:1(8Z) / 23:0], GlcCer [t18:1(8Z) / 24:0], GlcCer [t18:1(8Z) / 25:0], GlcCer [t18:1(8Z) / 26:0], 1,2-dilinolenoyl-3-digalactosylglycerol, 1-palmitoyl-2-linolenoyl-3-digalactosylglycerol, and 1-palmitoyl-2-linoleoyl-3-digalactosylglycerol. [Brief description of the drawings]

[0005] [Figure 1] 1 is a graph showing the effect of isolated GlcCer and DGDG on TEWL in a 3D human epidermis model. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0006] The present invention will now be described in detail. The present invention is characterized in that it contains an extract of yellow strawberry guava fruit as an active ingredient. Yellow strawberry guava is a tropical fruit of Psidium littorale, also known as yellow pomegranate. There is no significant difference between the edible fruit of Psidium littorale, a member of the Myrtaceae family, and the Banjirou (guava), a member of the same genus, apart from the color of the skin. Therefore, when the word "guava" is used in the fruit market, it often includes the fruit of this species, but it is a different species from Banjirou (guava).

[0007] The extract of the yellow strawberry guava fruit is characterized by containing at least one selected from GlcCer[d18:2(4E,8Z) / 16:0], GlcCer [t18:1(8Z) / 22:0], GlcCer [t18:1(8Z) / 23:0], GlcCer [t18:1(8Z) / 24:0], GlcCer [t18:1(8Z) / 25:0], GlcCer [t18:1(8Z) / 26:0], 1,2-dilinolenoyl-3-digalactosylglycerol, 1-palmitoyl-2-linolenoyl-3-digalactosylglycerol, and 1-palmitoyl-2-linoleoyl-3-digalactosylglycerol. The chemical formula of the above compound is as follows:

[0008] [ka] Among these compounds, it is preferable to contain GlcCer[t18:1(8Z) / 23:0], since this is useful as an active ingredient in a transepidermal water loss reducer.

[0009] As an extraction solvent for obtaining an extract of yellow strawberry guava fruit, polar solvents such as water, methanol, ethanol, isopropyl alcohol, 1,3-butylene glycol, ethylene glycol, propylene glycol, glycerin, ethyl acetate, etc. Two or more of these solvents may be mixed. Preferably, active ingredients can be extracted efficiently by using aqueous ethanol or a mixture of these, that is, aqueous ethanol, as the extraction solvent.

[0010] When water is used as the extraction solvent, the type of water is not particularly limited, and tap water, distilled water, mineral water, alkaline ionized water, deep sea water, etc. can be used.

[0011] When using aqueous ethanol as the extraction solvent, the concentration of ethanol is not particularly limited, but it is preferable that the ethanol concentration is 10 to 90% (wt / wt), and preferably 20 to 80% (wt / wt). The reason for setting the ethanol concentration at 90% (wt / wt) or less is that if the ethanol concentration is too high, oil will easily dissolve in the aqueous ethanol.

[0012] The extraction temperature should be 20 to 80° C., preferably about 40 to 50° C. If the extraction temperature is too low, it becomes difficult to extract the active ingredients, and if the extraction temperature is too high, the active ingredients decompose, decreasing their physiological activity (health functionality).

[0013] As the extraction method, any method such as stirring extraction, continuous extraction, immersion extraction, countercurrent extraction, and supercritical extraction can be adopted, and any device can be used at room temperature or under reflux heating.

[0014] The specific extraction method is as follows: The raw material, yellow strawberry guava fruit, is placed in a processing tank filled with an extraction solvent, and the active ingredients are dissolved while stirring. For example, when using aqueous ethanol as the extraction solvent, about 2 to 100 times the amount (by weight) of the extraction solvent as the raw material is used, and extraction is carried out for about 30 minutes to 2 hours. After the active ingredients are dissolved in the solvent, the extract is obtained by filtering to remove the extraction residue.

[0015] The extract is then diluted, concentrated, purified, dried, and other processes according to conventional methods to produce the agent according to the present invention. The purification method is preferably such that the extract is passed through a synthetic adsorption resin, gel filtration resin, etc. to adsorb the active ingredient, and then this is eluted with methanol, ethanol, etc. and concentrated.

[0016] The transepidermal water loss reducer of the present invention is characterized in that it contains GlcCer[t18:1(8Z) / 23:0] as an active ingredient. The method for obtaining GlcCer[t18:1(8Z) / 23:0] is not particularly limited, but it can be isolated and purified from an extract of yellow strawberry guava fruit. Furthermore, the method for isolating and purifying from an extract of yellow strawberry guava fruit is not particularly limited, but it can be isolated and purified, for example, by the method of the following example. GlcCer[t18:1(8Z) / 23:0] can be used as a single compound, but a plant extract containing a sufficient amount of GlcCer[t18:1(8Z) / 23:0] as an active ingredient, such as the above-mentioned yellow strawberry guava fruit extract, may also be used.

[0017] The transepidermal water loss reducing agent of the present invention can be used as an ingredient in various foods and beverages. Examples of foods and beverages include general foods such as confectionery (gum, candy, caramel, chocolate, cookies, snacks, jellies, gummies, tablet candies, etc.), noodles (soba, udon, ramen, etc.), dairy products (milk, ice cream, yogurt, etc.), seasonings (miso, soy sauce, etc.), soups, beverages (juice, coffee, black tea, tea, carbonated drinks, sports drinks, etc.), health foods (tablets, capsules, etc.), and nutritional supplements (nutritional drinks, etc.). It is recommended to appropriately mix the agent of the present invention into these foods and beverages.

[0018] These foods and beverages can contain a variety of ingredients depending on their type, for example, the following food ingredients can be used: glucose, fructose, sucrose, maltose, sorbitol, stevioside, corn syrup, lactose, citric acid, tartaric acid, malic acid, succinic acid, lactic acid, L-ascorbic acid, dl-α-tocopherol, sodium erythorbate, glycerin, propylene glycol, glycerin fatty acid esters, polyglycerin fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, propylene glycol fatty acid esters, gum arabic, carrageenan, casein, gelatin, pectin, agar, B vitamins, nicotinamide, calcium pantothenate, amino acids, calcium salts, colorants, flavorings, and preservatives.

[0019] As a specific manufacturing method, the agent of the present invention can be easily incorporated into food and beverages (instant foods, etc.) by spray-drying or freeze-drying the agent together with powdered cellulose and forming it into a powder, granules, tablets, or solution. The agent of the present invention can also be dissolved in, for example, fats and oils, ethanol, glycerin, or a mixture of these to form a liquid, which can then be added to beverages or solid foods. If necessary, it can also be mixed with a binder such as gum arabic or dextrin to form a powder or granules, which can then be added to beverages or solid foods.

[0020] When the agent of the present invention is applied to food and beverages, since the main purpose is disease prevention and health maintenance, it is preferable that the content of the active ingredient (yellow strawberry guava fruit extract) in the food and beverages be 1 to 20 wt% or less in total.

[0021] The transepidermal water loss reducing agent of the present invention may be used as a material for medicines (including pharmaceuticals and quasi-drugs). Pharmaceutical preparations can be produced by appropriately mixing the agent of the present invention with raw materials for pharmaceutical preparations. Examples of pharmaceutical raw materials that can be incorporated into the agent of the present invention include excipients (glucose, lactose, sucrose, sodium chloride, starch, calcium carbonate, kaolin, crystalline cellulose, cocoa butter, hardened vegetable oil, kaolin, talc, etc.), binders (distilled water, saline, ethanol water, simple syrup, glucose solution, starch solution, gelatin solution, carboxymethylcellulose, potassium phosphate, polyvinylpyrrolidone, etc.), disintegrants (sodium alginate, agar, sodium bicarbonate, calcium carbonate, sodium lauryl sulfate, stearate monoglyceride, starch, lactose, powdered gum arabic, gelatin, ethanol, etc.), disintegration inhibitors (sucrose, stearin, cocoa butter, hydrogenated oil, etc.), absorption enhancers (quaternary ammonium bases, sodium lauryl sulfate, etc.), adsorbents (glycerin, starch, lactose, kaolin, bentonite, silicic acid, etc.), lubricants (purified talc, stearates, polyethylene glycol, etc.), etc.

[0022] The transepidermal water loss reducing agent of the present invention can generally be administered orally in the form of tablets, pills, soft or hard capsules, fine granules, powders, granules, liquids, etc., but may also be administered parenterally. When administered parenterally, it may be administered in the form of a solution or with the addition of a dispersant, suspending agent, stabilizer, etc., by local tissue administration, intradermal, subcutaneous, intramuscular, or intravenous injection. It may also be in the form of a suppository, etc. Furthermore, it may be administered as an eye drop.

[0023] The dosage may vary depending on the method of administration, condition, and age of the patient, but for adults, it is usually 0.5 to 5,000 mg of active ingredient (yellow strawberry guava fruit extract) per day, and for children, it is usually about 0.5 to 3,000 mg. The compounding ratio of the transepidermal water loss reducer can be changed appropriately depending on the dosage form, but it is usually about 0.3 to 15.0 wt% when administered orally or via mucosal absorption, and about 0.01 to 10 wt% when administered parenterally. Note that the dosage varies depending on various conditions, so in some cases a smaller dosage than the above is sufficient, and in other cases it may be necessary to administer more than the range.

[0024] The transepidermal water loss reducer of the present invention can be used as a material for external skin preparations (including cosmetics, pharmaceuticals and quasi-drugs). Examples of forms of the present invention include lotions, soaps, facial cleansers, bath additives, creams, lotions, skin toners, cologne, shaving cream, shaving lotions, cosmetic oils, sunscreen lotions, face powders, foundations, perfumes, masks, nail creams, enamel, enamel removers, eyebrow pencils, blushers, eye creams, eye shadows, mascara, eyeliners, lipsticks, lip balms, shampoos, conditioners, hair dyes, dispersions, cleansers, etc. Examples of the forms of pharmaceuticals or quasi-drugs that can contain the present invention include ointments, creams, and liquids for external use.

[0025] In addition to the present invention, topical skin preparations of the above form can contain ingredients that are incorporated into topical skin preparations such as cosmetics and quasi-drugs, as long as they do not impair the function of the present invention, such as oils, higher alcohols, fatty acids, ultraviolet absorbers, powders, pigments, surfactants, polyhydric alcohols / sugars, polymers, physiologically active ingredients, solvents, antioxidants, fragrances, preservatives, etc. Examples are listed below, but the present invention is not limited to these examples.

[0026] (1) Example of oil Ester-based oil phase components: glyceryl tri-2-ethylhexanoate, cetyl 2-ethylhexanoate, isopropyl myristate, butyl myristate, isopropyl palmitate, ethyl stearate, octyl palmitate, isocetyl isostearate, butyl stearate, butyl myristate, ethyl linoleate, isopropyl linoleate, ethyl oleate, isocetyl myristate, isostearyl myristate, isostearyl palmitate, octyldodecyl myristate, isocetyl isostearate, diethyl sebacate, diisopropyl adipate isopropyl, isoarachyl neopentanoate, caprylic / capric triglyceride, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexanoate, cetyl caprylate, decyl laurate, hexyl laurate, decyl myristate, myristyl myristate, cetyl myristate, stearyl stearate, decyl oleate, cetyl ricinoleate, isostearyl laurate, isotridecyl myristate, isocetyl myristate, isostearate Tearyl, isocetyl palmitate, isostearyl palmitate, octyl stearate, isocetyl stearate, isodecyl oleate, octyldodecyl oleate, octyldodecyl linoleate, isopropyl isostearate, cetostearyl 2-ethylhexanoate, stearyl 2-ethylhexanoate, hexyl isostearate, ethylene glycol dioctanoate, ethylene glycol dioleate, propylene glycol dicaprate, propylene glycol dicaprylate, propylene glycol dicaprylate, dicaprin Neopentyl glycol dioctanoate, neopentyl glycol dioctanoate, glyceryl tricaprylate, glyceryl triundecylate, glyceryl triisopalmitate, glyceryl triisostearate, octyldodecyl neopentanoate, isostearyl octanoate, octyl isononanoate, hexyldecyl neodecanoate, octyldodecyl neodecanoate, isocetyl isostearate, isostearyl isostearate, octyldecyl isostearate, polyglycerin oleate, polyglycerin isostearate, dipropyl carbonate,Dialkyl carbonate (C12-18), triisocetyl citrate, triisoarachidyl citrate, triisooctyl citrate, lauryl lactate, myristyl lactate, cetyl lactate, octyldecyl lactate, triethyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, trioctyl citrate, diisostearyl malate, 2-ethylhexyl hydroxystearate, di-2-ethylhexyl succinate, diisobutyl adipate, diisopropyl sebacate propyl, dioctyl sebacate, cholesteryl stearate, cholesteryl isostearate, cholesteryl hydroxystearate, cholesteryl oleate, dihydrocholesteryl oleate, phytosteryl isostearate, phytosteryl oleate, isocetyl 12-stearoyl hydroxystearate, stearyl 12-stearoyl hydroxystearate, isostearyl 12-stearoyl hydroxystearate, etc. Hydrocarbon-based oil phase components: squalane, liquid paraffin, α-olefin oligomer, isoparaffin, ceresin, paraffin, liquid isoparaffin, polybutene, microcrystalline wax, petrolatum, etc. Animal and vegetable oils and their hydrogenated oils, and waxes of natural origin: beef tallow, hydrogenated beef tallow, lard, hydrogenated lard, horse oil, hydrogenated horse oil, mink oil, orange roughy oil, fish oil, hydrogenated fish oil, egg yolk oil, and other animal oils and their hydrogenated oils, avocado oil, almond oil, olive oil, cocoa butter, kiwi seed oil, apricot kernel oil, kukui nut oil, sesame oil, wheat germ oil, rice germ oil, rice bran oil, safflower oil, shea butter, soybean oil, evening primrose oil, perilla oil, tea seed oil, camellia oil, corn oil, rapeseed oil, These include vegetable oils such as hydrogenated rapeseed oil, palm kernel oil, hydrogenated palm kernel oil, palm oil, hydrogenated palm oil, peanut oil, hydrogenated peanut oil, castor oil, hydrogenated castor oil, sunflower oil, grape seed oil, jojoba oil, hydrogenated jojoba oil, macadamia nut oil, medicamentoil, cottonseed oil, hydrogenated cottonseed oil, coconut oil, hydrogenated coconut oil, and other hydrogenated oils, as well as beeswax, high acid value beeswax, lanolin, reduced lanolin, hydrogenated lanolin, liquid lanolin, carnauba wax, montan wax, and other waxes. Silicone-based oil phase components: dimethylpolysiloxane, methylphenylpolysiloxane, methylcyclopolysiloxane, octamethylpolysiloxane, decamethylpolysiloxane, dodecamethylcyclosiloxane, methylhydrogenpolysiloxane, polyether-modified organopolysiloxane, dimethylsiloxane-methylcetyloxysiloxane copolymer, dimethylsiloxane-methylstearoxysiloxane copolymer, alkyl-modified organopolysiloxane, terminal-modified organopolysiloxane, amino-modified silicone oil, amino-modified organopolysiloxane, dimethiconol, silicone gel, acrylic silicone, trimethylsiloxysilicate, silicone RTV rubber, etc. Fluorine-based oil phase components: Perfluoropolyether, fluorine-modified organopolysiloxane, fluorinated pitch, fluorocarbon, fluoroalcohol, fluoroalkyl-polyoxyalkylene co-modified organopolysiloxane, etc.

[0027] (2) Examples of higher alcohols Examples include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol, 2-ethylhexanol, hexadecyl alcohol, and octyldodecanol.

[0028] (3) Examples of fatty acids Examples of these acids include caprylic acid, capric acid, undecylenic acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, arachidic acid, arachidonic acid, behenic acid, erucic acid, and 2-ethylhexanoic acid.

[0029] (4) Examples of UV absorbers p-aminobenzoic acid, amyl p-aminobenzoate, dihydroxypropyl ethyl p-aminobenzoate, glyceryl p-aminobenzoate, ethyl p-aminobenzoate, octyl p-aminobenzoate, dimethyl octyl p-aminobenzoate, ethylene glycol salicylate, octyl salicylate, triethanolamine salicylate, phenyl salicylate, butylphenyl salicylate, benzyl salicylate, homomenthyl salicylate, benzyl cinnamate, octyl p-methoxycinnamate, 2-ethylhexyl p-methoxycinnamate, glyceryl di-p-methoxycinnamate mono 2-ethylhexanoate, isopropyl p-methoxycinnamate, diethanolamine salt of p-methoxyhydrocinnamic acid, mixture of diisopropyl and diisopropyl cinnamate, urocanic acid, ethyl urocanate, hydroxymethoxybenzophenone, hydroxymethoxybenzophenone sulfonic acid and its salts, di Hydroxymethoxybenzophenone, dihydroxymethoxybenzophenone sodium disulfonate, dihydroxybenzophenone, dihydroxydimethoxybenzophenone, hydroxyoctoxybenzophenone, tetrahydroxybenzophenone, butyl methoxydibenzoylmethane, 2,4,6-trianilino-p-(carbo-2-ethylhexyl-1-oxy)-1,3,5-triazine, 2-(2-hydroxy-5-methylphenyl)benzotriazole, methyl-O-aminobenzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, phenylbenzimidazole sulfate, 3-(4-methylbenzylidene)camphor, isopropyl dibenzoylmethane, 4-(3,4-dimethoxyphenylmethylene)-2,5-dioxo-1-imidazolidinepropionic acid 2-ethylhexyl, and the like, as well as their polymer derivatives and silane derivatives.

[0030] (5) Examples of powders and pigments Dyes such as Red No. 104, Red No. 201, Yellow No. 4, Blue No. 1, Black No. 401, lake dyes such as Yellow No. 4 AL Lake, Yellow No. 203 BA Lake, nylon powder, silk powder, urethane powder, Teflon (registered trademark) powder, silicone powder, polymethyl methacrylate powder, cellulose powder, starch, silicone elastomer spherical powder, polyethylene powder and other polymers, yellow iron oxide, red iron oxide, black iron oxide, chromium oxide, carbon black, ultramarine, Prussian blue and other colored pigments, zinc oxide, titanium oxide, acid Examples of such pigments include white pigments such as cerium chloride, extender pigments such as talc, mica, sericite, kaolin, and plate-like barium sulfate, pearl pigments such as titanium mica, metal salts such as barium sulfate, calcium carbonate, magnesium carbonate, aluminum silicate, and magnesium silicate, inorganic powders such as silica and alumina, metal soaps such as aluminum stearate, magnesium stearate, zinc palmitate, zinc myristate, magnesium myristate, zinc laurate, and zinc undecylenate, bentonite, smectite, and boron nitride. There are no particular limitations on the shape (spherical, rod-like, needle-like, plate-like, irregular, flaky, spindle-like, etc.) and particle size of these powders. These powders may or may not have been previously surface-treated using conventional surface treatments, such as fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, oil treatment, N-acylated lysine treatment, polyacrylic acid treatment, metal soap treatment, amino acid treatment, lecithin treatment, inorganic compound treatment, plasma treatment, mechanochemical treatment, etc.

[0031] (6) Examples of surfactants Anionic surfactants: fatty acid soap, α-acylsulfonate, alkylsulfonate, alkylarylsulfonate, alkylnaphthalenesulfonate, alkyl sulfate, POE alkyl ether sulfate, alkylamide sulfate, alkyl phosphate, POE alkyl phosphate, alkylamide phosphate, alkyloylalkyl taurine salt, N-acylamino acid salt, POE alkyl ether carboxylate, alkylsulfosuccinate, sodium alkylsulfoacetate, acylated hydrolyzed collagen peptide salt, perfluoroalkyl phosphate ester, etc. Cationic surfactants: alkyltrimethylammonium chloride, stearyltrimethylammonium chloride, stearyltrimethylammonium bromide, cetostearyltrimethylammonium chloride, distearyldimethylammonium chloride, stearyldimethylbenzylammonium chloride, behenyltrimethylammonium bromide, benzalkonium chloride, behenic acid amidopropyldimethylhydroxypropylammonium chloride, stearic acid diethylaminoethylamide, stearic acid dimethylaminopropylamide, lanolin derivative quaternary ammonium salts, etc. Amphoteric surfactants: Examples of amphoteric surfactants include carboxybetaine type, amidobetaine type, sulfobetaine type, hydroxysulfobetaine type, amidosulfobetaine type, phosphobetaine type, aminocarboxylate type, imidazoline derivative type, and amidoamine type. Nonionic surfactants: Propylene glycol fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, sorbitan fatty acid esters, POE sorbitan fatty acid esters, POE sorbitol fatty acid esters, POE glycerin fatty acid esters, POE alkyl ethers, POE fatty acid esters, POE hydrogenated castor oil, POE castor oil, POE·POP copolymers, POE·POP alkyl ethers, polyether modified silicone lauric acid alkanolamide, alkylamine oxide, hydrogenated soybean phospholipids, etc. Natural surfactants: These include lecithin, saponin, sugar-based surfactants, etc.

[0032] (7) Examples of polyhydric alcohols and sugars Examples of suitable sugars include ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, glycerin, diglycerin, polyglycerin, 3-methyl-1,3-butanediol, 1,3-butylene glycol, sorbitol, mannitol, raffinose, erythritol, glucose, sucrose, fructose, xylitol, lactose, maltose, maltitol, trehalose, alkylated trehalose, mixed isomerized sugar, sulfated trehalose, pullulan, etc. Chemically modified versions of these sugars can also be used.

[0033] (8) Examples of polymers Acrylic acid ester / methacrylic acid ester copolymer (Pluscise, GOO Chemical Co., Ltd.), vinyl acetate / crotonic acid copolymer (Resin 28-1310, NSC Co., Ltd.), vinyl acetate / crotonic acid / vinyl neodecanoate copolymer (28-2930, NSC Co., Ltd.), methyl vinyl ether maleic acid half ester (Gantrez ES, ISP Co., Ltd.), t-butyl acrylate / ethyl acrylate / methacrylic acid copolymer (Ruvimer, BASF Co., Ltd.), vinyl pyrrolidone / vinyl acetate / vinyl propionate copolymer (Ruviscol VAP, BASF Co., Ltd.), vinyl acetate Vinyl acetate / crotonic acid copolymer (Rubyset CA, BASF), vinyl acetate / crotonic acid / vinyl pyrrolidone copolymer (Rubyset CAP, BASF), vinyl pyrrolidone / acrylate copolymer (Rubyflex, BASF), acrylate / acrylamide copolymer (Ultrahold, BASF), vinyl acetate / butyl maleate / isobornyl acrylate copolymer (Advantage, ISP), carboxyvinyl polymer (Carbopol, BFGoodrich), acrylic acid / alkyl methacrylate copolymer (Pemulen, BF Examples of such polymer compounds include anionic polymer compounds such as dialkylaminoethyl methacrylate polymer acetic acid amphoteric acid (Yukaformer, manufactured by Mitsubishi Chemical Corporation) and octylacrylamide acrylate / hydroxypropyl acrylate / butylaminoethyl methacrylate copolymer (AMPHOMER, manufactured by NSC Corporation); cationic polymer compounds such as vinylpyrrolidone / dimethylaminoethyl methacrylate quaternary acid (GAFQUAT, manufactured by ISP Corporation) and methylvinylimidazolium chloride / vinylpyrrolidone copolymer (Rubycoat, manufactured by BASF Corporation); and nonionic polymer compounds such as polyvinylpyrrolidone (Ruviscol K, manufactured by BASF Corporation), vinylpyrrolidone / vinyl acetate copolymer (Ruviscol VA, manufactured by BASF Corporation), vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (Copolymer 937, manufactured by ISP Corporation), and vinylcaprolactam / vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (Copolymer VC713, manufactured by ISP Corporation).In addition, naturally occurring polymeric compounds such as cellulose or its derivatives, keratin and collagen or its derivatives, calcium alginate, pullulan, agar, gelatin, tamarind seed polysaccharides, xanthan gum, carrageenan, high methoxyl pectin, low methoxyl pectin, guar gum, gum arabic, crystalline cellulose, arabinogalactan, karaya gum, tragacanth gum, alginic acid, albumin, casein, curdlan, gellan gum, and dextran can also be suitably used.

[0034] (9) Examples of physiologically active ingredients Examples of physiologically active ingredients include substances that impart some kind of physiological activity to the skin when applied to the skin. For example, whitening ingredients, immune activators, anti-aging agents, UV protection agents, slimming agents, tightening agents, antioxidants, hair growth agents, hair restorers, moisturizers, blood circulation promoters, antibacterial agents, bactericides, drying agents, cooling agents, warming agents, vitamins, amino acids, wound healing promoters, irritation relievers, painkillers, cell activators, enzyme ingredients, etc. Examples of suitable ingredients include angelica extract, avocado extract, amacha extract, altea extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo extract, fennel extract, turmeric extract, oolong tea extract, eijitsu extract, echinacea leaf extract, scutellaria extract, phellodendron bark extract, coptis extract, barley extract, hypericum extract, white nettle extract, watercress extract, orange extract, Dried seawater, seaweed extract, hydrolyzed elastin, hydrolyzed wheat powder, hydrolyzed silk, chamomile extract, carrot extract, artemisia capillaris extract, licorice extract, kalk extract, kakyoku extract, cinchona extract, cucumber extract, guanosine, gardenia extract, kumazasa extract, sophora flavescens extract, walnut extract, grapefruit extract, clematis extract, chlorella extract, mulberry extract, gentiana extract, black tea extract, yeast extract, burdock extract, cocos Fermented rice bran extract, rice germ oil, comfrey extract, collagen, bilberry extract, Chinese ivy extract, Chinese rhizome extract, umbilical cord extract, salvia extract, soapwort extract, bamboo extract, hawthorn extract, Japanese pepper extract, shiitake mushroom extract, rehmannia extract, lithospermum extract, perilla extract, linden extract, meadowsweet extract, peony extract, calamus root extract, white birch extract, horsetail extract, ivy extract, hawthorn extract, se Elderberry extract, yarrow extract, peppermint extract, sage extract, mallow extract, cnidium extract, swertia britannica extract, soybean extract, chinese laurel extract, thyme extract, tea extract, clove extract, imperata cylindrica extract, tangerine extract, angelica extract, calendula extract, peach kernel extract, spruce extract, houttuynia extract, tomato extract, natto extract, carrot extract, garlic extract, wild rose extract, hibiscus extract,Bakumondou extract, parsley extract, honey, witch hazel extract, parietaria extract, yarrow extract, bisabolol, loquat extract, coltsfoot extract, butterbur bud extract, bupleurum extract, butcher's broom extract, grape extract, propolis, loofah extract, safflower extract, peppermint extract, linden extract, peony extract, hop extract, pine extract, horse chestnut extract, skunk cabbage extract, soapberry extract, melissa extract, peach extract, cornflower extract, eu Examples of such extracts include potassium extract, saxifrage extract, coix seed extract, mugwort extract, lavender extract, apple extract, lettuce extract, lemon extract, astragalus extract, rose extract, rosemary extract, Roman chamomile extract, royal jelly extract, placenta, yuzu seed extract, blueberry extract, lingonberry extract, Cistanche Tubulosa extract, black rice extract, green coffee bean extract, resveratrol, kiwi seed extract, strawberry seed extract, cherry blossom extract, and kudzu lactic acid bacteria. In addition, it contains biopolymers such as deoxyribonucleic acid, mucopolysaccharides, sodium hyaluronate, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, and hydrolyzed eggshell membrane, moisturizing ingredients such as amino acids, hydrolyzed peptides, sodium lactate, urea, sodium pyrrolidone carboxylate, betaine, whey, and trimethylglycine, oily ingredients such as sphingolipids, ceramides, phytosphingosine, cholesterol, cholesterol derivatives, and phospholipids, ε-aminocaproic acid, glycyrrhizic acid, β-glycyrrhetinic acid, lysozyme chloride, and guaiazure. immune stimulants such as sucrose and hydrocortisone; vitamins such as vitamin A, vitamin B2, vitamin B6, vitamin C, vitamin D, vitamin E, calcium pantothenate, biotin, nicotinamide, vitamin C ester; active ingredients such as allantoin, diisopropylamine dichloroacetate, and 4-aminomethylcyclohexane carboxylic acid; antioxidants such as tocopherol, carotenoids, flavonoids, tannins, lignans, and saponins; cell stimulants such as alpha-hydroxy acids and beta-hydroxy acids; blood circulation promoters such as gamma-oryzanol and vitamin E derivatives. Wound healing agents such as retinol and retinol derivatives, skin whitening agents such as arbutin, kojic acid, placenta extract, sulfur, ellagic acid, linoleic acid, tranexamic acid, and glutathione, cepharanthine, licorice extract, capsicum tincture, hinokitiol, iodized garlic extract, pyridoxine hydrochloride, DL-α-tocopherol, DL-α-tocopherol acetate, nicotinic acid, nicotinic acid derivatives, calcium pantothenate, D-pantothenyl alcohol, acetyl pantothenyl ethyl ether, biotin, allantoin, isopropyl methylphenol, estradiol, All, ethinyl estradiol, capronium chloride, benzalkonium chloride, diphenhydramine hydrochloride, tacanal, camphor, salicylic acid, vanillylamide nonylate, vanillylamide nonanoate, piroctone olamine, glyceryl pentadecanoate, L-menthol, mononitroguaiacol, resorcinol, gamma-aminobutyric acid, benzethonium chloride, mexiletine hydrochloride, auxin, female hormones, cantharides tincture, cyclosporine, zinc pyrithione, hydrocortisone, minoxidil, polyoxyethylene sorbitan monostearate, peppermint oil,These include hair growth agents such as Sasanishiki extract, placenta, yuzu seed extract, blueberry extract, lingonberry extract, Cistanche Tubulosa extract, black rice extract, green coffee bean extract, resveratrol, kiwi seed extract, strawberry seed extract, cherry blossom extract, and kudzu lactic acid bacteria.

[0035] (10) Examples of antioxidants Examples of antioxidants include sodium bisulfite, sodium sulfite, erythorbic acid, sodium erythorbate, dilauryl thiodipropionate, tocopherol, tolylbiguanide, nordihydroguaiaretic acid, parahydroxyanisole, butylated hydroxyanisole, dibutylhydroxytoluene, ascorbyl stearate, ascorbyl palmitate, octyl gallate, propyl gallate, carotenoids, flavonoids, tannins, lignans, saponin, and plant extracts such as apple extract and clove extract that are known to have antioxidant effects.

[0036] (11) Examples of solvents Examples include purified water, ethanol, lower alcohols, ethers, LPG, fluorocarbons, N-methylpyrrolidone, fluoroalcohols, volatile linear silicones, and next-generation fluorocarbons. EXAMPLES

[0037] Examples of the present invention are described below. Note that the examples shown below are described to confirm the various actions and effects of the agent of the present invention obtained by the present invention, and the scope of the present invention is not limited to these products and manufacturing methods. Furthermore, although the active ingredient is isolated in this example, any extract containing the main active ingredient GlcCer[t18:1(8Z) / 23:0] at a required concentration as the active ingredient will be effective.

[0038] Example: Preparation of Yellow Strawberry Guava Fruit Extract and Isolation and Identification of Various DGDG and GlcCer Yellow strawberry guava raw fruit was crushed and extracted with ethanol to obtain the extract of yellow strawberry guava fruit in this example. TM XAD TM Column chromatography was performed using 4. After elution with water, methanol, and ethanol, the ethanol fraction was concentrated and subjected to medium pressure preparative liquid chromatography. The fractionation conditions were as follows: hexane:ethyl acetate (9:1 → 7:3 → 5:5) → ethyl acetate → chloroform:methanol (9:1 → 7:3 → 5:5) → methanol, using a Yamazen Corporation Universal Silica Gel Column Premium. The chloroform:methanol (7:3) fraction was subjected to reversed-phase HPLC [InertSustain C18, methanol (DGDG) or methanol:tetrahydrofuran = 9:1 (GlcCer)] to purify three types of DGDG and six types of GlcCer. The purified GlcCer and DGDG were identified by comparing their NMR and MS spectra with those of the following literature 1 to 5. literature 1. Kang SS et al., Chem. Pharm. Bull., 49, 321-323 (2001) 2. Luo Y. et al., Lipid, 39(9), 907-914 (2004) 3. Zhang WK ​​et al., Chem. Phys. Lipids., 148, 77-83 (2007) 4. Ryu J. et al., Arch. Pharm. Res., 26(2), 138-142 (2003) 5. Xu ML et al., Molecules, 28, 1010 (2023).

[0039] Test example: TEWL measurement (1) Method for measuring TEWL For the human epidermis 3D model, J-Tec's LabCyte EPI-MODEL (24-well) was used. The yellow strawberry guava fruit extract and various GlcCer were added to the culture medium to a final concentration of 10 μg / mL or 10 μM, and transmembrane TEWL was measured on days 0, 1, 3, 5, and 7 of culture. TEWL was measured using Integral's Tewitro24, and evaluated as the amount of change from day 0 of addition.

[0040] (2) Results and Effects of the Examples (2-1) Structures of various GlcCer and DGDG The structures of the isolated and identified GlcCer and DGDG are shown in Chemical Formula 1. The six GlcCer species with different sphingoid bases and fatty acid lengths were eluted in the following order by HPLC: (1) d18:2(4E,8Z) / 16:0, (2) t18:1(8Z) / 22:0, (3) t18:1(8Z) / 23:0, (4) t18:1(8Z) / 24:0, (5) t18:1(8Z) / 25:0, (6) t18:1(8Z) / 26:0. Among these, (1) d18:2(4E,8Z) / 16:0, (3) t18:1(8Z) / 23:0, and (5) t18:1(8Z) / 25:0 were not isolated in the previous study of GlcCer from rice. On the other hand, the three DGDGs with different fatty acid species were eluted in the following order by HPLC: (1) 1,2-dilinolenoyl-3-digalactosylglycerol, (2) 1-palmitoyl-2-linolenoyl-3-digalactosylglycerol, and (3) 1-palmitoyl-2-linoleoyl-3-digalactosylglycerol. These molecular species were different from the molecular species of DGDG isolated from rice (1,2-dilinoleoyl-3-digalactosylglycerol).

[0041] (2-2) Effects of various GlcCer on TEWL Figure 1 shows the change in TEWL in a human epidermis 3D model cultured with the addition of Yellow Strawberry Guava Extract, various GlcCer, and DGDG. Yellow Strawberry Guava Extract and GlcCer[t18:1(8Z) / 23:0] were found to have a significant effect on reducing TEWL.

[0042] Formulation examples of the transepidermal water loss reducer of the present invention (yellow strawberry guava extract containing GlcCer[t18:1(8Z) / 23:0]) are shown below. Note that the following formulation examples do not limit the present invention. Formulation example 1: Chewing gum Sugar 53.0wt% Gum base 20.0 Glucose 10.0 Starch syrup 16.0 Fragrance 0.5 Transepidermal water loss reducer 0.5 100.0wt%

[0043] Mixture Example 2: Gummies Reduced starch syrup 40.0wt% Granulated sugar 20.0 Glucose 20.0 Gelatin 4.7 Wednesday 9.68 Yuzu juice 4.0 Yuzu flavor 0.6 Dye 0.02 Transepidermal water loss reducer 1.0 100.0wt%

[0044] Mixture example 3: Candy Sugar 50.0wt% Syrup 33.0 Wednesday 14.4 organic acid 2.0 Fragrance 0.2 Transepidermal water loss reducer 0.4 100.0wt%

[0045] Mixture example 4: Yogurt (hard / soft) Milk 41.5wt% Skim milk powder 5.8 Sugar 8.0 Agar 0.15 Gelatin 0.1 Lactic acid bacteria 0.005 Transepidermal water loss reducer 0.4 fragrance trace amount water residue 100.0wt%

[0046] Formulation example 5: Soft drink Fructose glucose liquid sugar 30.0wt% Emulsifier 0.5 Transepidermal water loss reducer 0.3 Fragrance (appropriate amount) Purified water remainder 100.0wt%

[0047] Formulation example 6: Tablet confectionery Sugar 76.4wt% Glucose 19.0 Sucrose fatty acid ester 0.2 Transepidermal water loss reducer 0.5 Purified water 3.9 100.0wt%

[0048] Formulation example 7: Soft capsule Brown rice germ oil 47.0wt% Yuzu seed oil 40.0 Emulsifier 12.0 Transepidermal water loss reducer 1.0 100.0wt%

[0049] Formulation Example 8: Tablets Lactose 54.0wt% Crystalline cellulose 30.0 Starch decomposition product 10.0 Glycerin fatty acid ester 5.0 Transepidermal water loss reducer 1.0 100.0wt%

[0050] Formulation example 9: Cosmetic cream Squalane 20.0wt% Beeswax 5.0 Refined Jojoba Oil 5.0 Glycerin 5.0 Glycerin Monostearate 2.0 Polyoxyethylene (20) Sorbitan- Monostearate 2.0 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 1.0 Preservatives (appropriate amount) Fragrance (appropriate amount) Purified water remainder 100.0wt%

[0051] Formulation example 10: Lotion Ethanol 5.0wt% Glycerin 2.0 1,3-Butylene glycol 2.0 Polyethylene oleyl ether 0.5 Sodium citrate 0.1 Citric acid 0.1 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 0.1 Purified water remainder 100.0wt%

[0052] Formulation example 11: Body gel Macadamia nut oil 2.0wt% Octyldodecyl myristate 10.0 Methylphenylpolysiloxane 5.0 Behenyl Alcohol 3.0 Stearic Acid 3.0 Batyl alcohol 1.0 Glyceryl Monostearate 1.0 Polyoxyethylene sorbitol tetraoleate 2.0 Hydrogenated soy phospholipids 1.0 Ceramide 0.1 Retinol Palmitate 0.1 Preservatives (appropriate amount) Centella asiatica extract 1.0 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 1.0 1,3-Butylene glycol 5.0 Purified water remainder 100.0wt%

[0053] Formulation example 12: Emulsion Squalane 4.0wt% Vaseline 2.5 Cetanol 2.0 Glycerin 2.0 Lipophilic glyceryl monostearate 1.0 Stearic acid 1.0 L-Arginine 1.0 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 0.5 Potassium hydroxide 0.1 fragrance trace amount Purified water remainder 100.0wt%

[0054] Formulation example 13: Bath additive (liquid) Propylene glycol 50.0wt% Ethanol 20.0 Sodium sulfate 5.0 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 0.5 Lanolin 0.5 Avocado oil 0.5 Dye 1.5 Fragrance 22.0 100.0wt% Formulation example 14: Shampoo Sodium polyoxyethylene alkyl ether sulfate (E.O2 moles) 15.0 Coconut oil fatty diethanolamide 5.0 Glycerin 3.0 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 0.4 Ethanol 5.0 Fragrances and preservatives Appropriate amount Ion exchange water Residual Total 100wt%

[0055] Formulation example 15: Hair cream Liquid paraffin 20.0wt% Solid Paraffin 3.0 Polyoxyethylene cetyl ether (E.O 15 moles) 2.0 Sorbitan Sesquioleate 1.0 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 0.2 Ethanol 10.0 Potassium hydroxide 0.1 Glycerin 3.0 Fragrances and preservatives Appropriate amount Total 100wt%

[0056] Formulation example 16: Ointment White beeswax 5.0wt% Refined Lanolin 5.0 Strawberry Seed Extract 0.1 Transepidermal water loss reducer 1.0 Fragrance 0.1 Vaseline Residue Total 100wt% [Industrial Applicability]

[0057] As described above, the present invention can provide a novel agent for reducing transepidermal water loss (TEWL).

Claims

1. A transepidermal water loss reducer containing an extract of the fruit of the yellow strawberry guava (Psidium littorale) as the active ingredient.

2. 2. The transepidermal water loss reducer according to claim 1, characterized in that the extract of the fruit of yellow strawberry guava (Psidium littorale) contains GlcCer[t18:1(8Z) / 23:0].

3. A transepidermal water loss reducer containing GlcCer[t18:1(8Z) / 23:0] as its active ingredient.

4. 1. An extract of the fruit of yellow strawberry guava, comprising at least one selected from the group consisting of GlcCer[d18:2(4E,8Z) / 16:0], GlcCer [t18:1(8Z) / 22:0], GlcCer [t18:1(8Z) / 23:0], GlcCer [t18:1(8Z) / 24:0], GlcCer [t18:1(8Z) / 25:0], GlcCer [t18:1(8Z) / 26:0], 1,2-dilinolenoyl-3-digalactosylglycerol, 1-palmitoyl-2-linolenoyl-3-digalactosylglycerol, and 1-palmitoyl-2-linoleoyl-3-digalactosylglycerol.