Water evaporation inhibitor

Abstract

To a new water loss depressant.SOLUTION: The present invention discloses 1) a water loss depressant comprising glucosylceramide as an active ingredient, wherein the glucosylceramide comprises a sphingoid base being a (4E,8Z) body and 2) the water loss depressant set forth in (1), wherein the glucosylceramide is at least one selected from GlcCer (d18:2(4E,8Z) / 18:0), GlcCer (d18:2(4E,8Z) / 20:0), GlcCer (d18:2(4E,8Z) / 22:0), GlcCer (d18:2(4E,8Z) / 24:0) and GlcCer d18:2(4E,8Z) / 26:0).SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a glucosylceramide-based agent for suppressing water evaporation, which can be widely used in foods, pharmaceuticals, quasi-drugs, cosmetics, topical skin preparations, etc. [Background technology]

[0002] Sphingolipids are a general term for compounds in which a fatty acid and a long-chain base, sphingosine, are bonded via an acid amide bond, and a representative example is ceramide. Generally, ceramides include ceramide aglycones, which are composed of a fatty acid and a long-chain base, glucosylceramides, which are ceramide aglycones bound to glucose, and sphingomyelins, which are ceramide aglycones bound to phosphorylcholine. 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 to have functions such as moisturizing the skin, regulating moisture, maintaining elasticity, surface protection (barrier effect), collagen protection, and antioxidant properties (stabilization of vitamins C and E), and is widely used in the field of cosmetics. Recently, it has 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).

[0003] [Patent Document 1] Patent Publication No. 2001-097983 DISCLOSURE OF THE INVENTION [Problem to be solved by the invention]

[0004] Against this background, the present inventor discovered that among glucosylceramides, glucosylceramides in which a specific fatty acid and sphingosine are bound have a particularly significant effect of inhibiting water evaporation, and thus completed the present invention. That is, an object of the present invention is to provide a novel water evaporation inhibitor having particularly remarkable effects. [Means for solving the problem]

[0005] The features of the present invention for solving the above problems are as follows. 1. A water evaporation inhibitor containing glucosylceramide as an active ingredient, The glucosylceramide is characterized in that the sphingoid base is a 4E,8Z form. 2. The water evaporation inhibitor according to 1 above, wherein the glucosylceramide is at least one selected from GlcCer (d18:2(4E,8Z) / 18:0), GlcCer (d18:2(4E,8Z) / 20:0), GlcCer (d18:2(4E,8Z) / 22:0), GlcCer (d18:2(4E,8Z) / 24:0), and GlcCer d18:2(4E,8Z) / 26:0). [Brief explanation of the drawings]

[0006] [Figure 1] FIG. 1 is an explanatory diagram showing the chemical formula of glucosylceramide isolated in Example 1 and the relationship between the structures of sphingosine and fatty acids. [Figure 2] Effects of various glucosylceramides on TEWL in a 3D human epidermal culture model. [Figure 3] FIG. 1 is an explanatory diagram showing the structure-activity relationship in the TEWL-reducing effect of various glucosylceramides. DETAILED DESCRIPTION OF THE INVENTION

[0007] The present invention will be described in detail below. The present invention is characterized by using glucosylceramide as an active ingredient. Glucosylceramide is a compound represented by the following chemical formula: [ka]

[0008] The glucosylceramide is characterized in that R1 is substituted with a 4E,8Z sphingoid base.

[0009] Furthermore, the glucosylceramide is characterized in that R2 is substituted with a carbon chain of a fatty acid.

[0010] Examples of glucosylceramides that satisfy the above conditions include, but are not limited to, GlcCer (d18:2(4E,8Z) / 18:0), GlcCer (d18:2(4E,8Z) / 20:0), GlcCer (d18:2(4E,8Z) / 22:0), GlcCer (d18:2(4E,8Z) / 24:0), and GlcCer d18:2(4E,8Z) / 26:0). These may be used alone or in combination of two or more. Among these, GlcCer (d18:2(4E,8Z) / 24:0) and GlcCer d18:2(4E,8Z) / 26:0), which are fatty acids with C24 to C26, are particularly preferred.

[0011] The above-mentioned GlcCer (d18:2(4E,8Z) / 18:0), GlcCer (d18:2(4E,8Z) / 20:0), GlcCer (d18:2(4E,8Z) / 22:0), GlcCer (d18:2(4E,8Z) / 24:0), and GlcCer d18:2(4E,8Z) / 26:0) are compounds represented by the following chemical formulas, respectively.

[0012] [ka] [ka] [ka] [ka] [ka]

[0013] The glucosylceramide can be obtained by isolating it from rice-derived glycosphingolipids, but is not limited to this method. As this rice-derived glycosphingolipid, for example, "Oryza Ceramide" manufactured by Oryza Oil & Fat Chemical Co., Ltd. can be used, but is not limited to this. Specifically, it can be obtained by, for example, the method described in the Examples of this specification, but is not limited to this method.

[0014] The water evaporation rate inhibitor 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 confectioneries (gum, candy, caramel, chocolate, cookies, snacks, jelly, gummy candy, tablet candy, etc.), noodles (soba, udon, ramen, etc.), dairy products (milk, ice cream, yogurt, etc.), seasonings (miso, soy sauce, etc.), soups, beverages (juice, coffee, black tea, green tea, carbonated drinks, sports drinks, etc.), health foods (tablets, capsules, etc.), and nutritional supplements (nutritional drinks, etc.). The agent of the present invention can be appropriately incorporated into these foods and beverages.

[0015] These foods and beverages can contain various ingredients depending on their type, such as 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.

[0016] Specifically, the agent of the present invention can be spray-dried or freeze-dried together with powdered cellulose, and then formed into a powder, granules, tablets, or solution, which can be easily incorporated into foods and beverages (e.g., instant foods). The agent of the present invention can also be dissolved in, for example, fats and oils, ethanol, glycerin, or a mixture thereof to form a liquid, which can then be added to beverages or solid foods. If necessary, the agent 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.

[0017] When the agent of the present invention is applied to food and drink, the amount of active ingredient added is preferably 1 to 20 wt % in total relative to the food and drink, since the main purpose is beauty.

[0018] The water evaporation rate inhibitor of the present invention may be used as a material for medicines (including pharmaceuticals and quasi-drugs). Pharmaceutical preparations can be produced by appropriately blending 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, gum arabic powder, gelatin, ethanol, etc.), disintegration inhibitors (sucrose, stearin, cocoa butter, hydrogenated oil, etc.), absorption enhancers (quaternary ammonium base, sodium lauryl sulfate, etc.), adsorbents (glycerin, starch, lactose, kaolin, bentonite, silicic acid, etc.), lubricants (purified talc, stearates, polyethylene glycol, etc.).

[0019] The method of administration of the water evaporation rate inhibitor of the present invention can generally be oral administration in the form of tablets, pills, soft or hard capsules, fine granules, powders, granules, liquids, etc., but it can also be parenteral administration. When administered parenterally, it can be administered in the form of a solution or in a form containing a dispersant, suspending agent, stabilizer, etc., by local tissue administration, intradermal, subcutaneous, intramuscular, or intravenous injection, etc. It can also be in the form of a suppository, etc.

[0020] The dosage may vary depending on the administration method, the condition, the age of the patient, etc., but typically, adults can be given 0.5 to 5000 mg of the active ingredient per day, and children can be given 0.5 to 3000 mg. The blending ratio of the water evaporation inhibitor can be changed as appropriate depending on the dosage form, but 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 amount than the above-mentioned dosage is sufficient, and in other cases it may be necessary to administer an amount exceeding the range.

[0021] The water evaporation rate inhibitor of the present invention can be expected to have a water evaporation rate inhibitory effect even when used as an external skin preparation (including cosmetics, pharmaceuticals, and quasi-drugs). Examples of forms of external skin preparations that can be blended with the water evaporation rate inhibitor of the present invention include emulsions, soaps, facial cleansers, bath additives, creams, emulsions, lotions, colognes, shaving creams, shaving lotions, cosmetic oils, suntan / sunscreen lotions, face powders, foundations, perfumes, packs, nail creams, enamel, enamel removers, eyebrow pencils, blushers, eye creams, eye shadows, mascara, eyeliners, lipsticks, lip balms, shampoos, rinses, hair dyes, dispersions, cleansers, etc. Examples of forms of pharmaceuticals or quasi-drugs that can be blended with the water evaporation rate inhibitor of the present invention include ointments, creams, external liquids, etc.

[0022] In addition to the water evaporation rate inhibitor of the present invention, the above-mentioned topical skin preparations can contain, to the extent that the water evaporation rate inhibitory effect is not impaired, ingredients that are incorporated into topical skin preparations such as cosmetics and quasi-drugs, such as oils, higher alcohols, fatty acids, UV 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.

[0023] (1) Examples of oil Ester-based oil phase ingredients: 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 Myristate 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 acid, 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, acetyltriethyl citrate, acetyltributyl 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-stearoylhydroxystearate, stearyl 12-stearoylhydroxystearate, isostearyl 12-stearoylhydroxystearate, etc. Hydrocarbon 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 naturally derived waxes: 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, Examples of suitable oils include vegetable oils and their hydrogenated 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, medlar oil, cottonseed oil, hydrogenated cottonseed oil, coconut oil, and hydrogenated coconut oil; and waxes such as beeswax, high acid value beeswax, lanolin, reduced lanolin, hydrogenated lanolin, liquid lanolin, carnauba wax, and montan wax. 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.

[0024] (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.

[0025] (3) Examples of fatty acids Examples of the acid 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.

[0026] (4) Examples of UV absorbers Para-aminobenzoic acid, amyl para-aminobenzoate, ethyl dihydroxypropyl para-aminobenzoate, glyceryl para-aminobenzoate, ethyl para-aminobenzoate, octyl para-aminobenzoate, octyldimethyl para-aminobenzoate, ethylene glycol salicylate, octyl salicylate, triethanolamine salicylate, phenyl salicylate, butylphenyl salicylate, benzyl salicylate, homomenthyl salicylate, benzyl cinnamate, octyl para-methoxycinnamate, 2-ethylhexyl para-methoxycinnamate, glyceryl di-para-methoxycinnamate mono-2-ethylhexanoate, isopropyl para-methoxycinnamate, diethanolamine para-methoxyhydrocinnamate, diisopropyl and diisopropyl cinnamate mixture, urocanic acid, ethyl urocanate, hydroxymethoxybenzophenone, hydroxymethoxybenzophenone sulfonic acid and its salts, di Examples of the hydroxymethoxybenzophenone include sodium dihydroxymethoxybenzophenone disulfonate, dihydroxybenzophenone, dihydroxydimethoxybenzophenone, hydroxyoctoxybenzophenone, tetrahydroxybenzophenone, butylmethoxydibenzoylmethane, 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, isopropyldibenzoylmethane, 2-ethylhexyl 4-(3,4-dimethoxyphenylmethylene)-2,5-dioxo-1-imidazolidinepropionate, and polymer derivatives and silane derivatives thereof.

[0027] (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 and 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, polymers such as polyethylene powder, yellow iron oxide, red iron oxide, black iron oxide, chromium oxide, carbon black, colored pigments such as ultramarine and iron blue, zinc oxide, titanium oxide, acid Examples of suitable powders 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 dioxide, 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 by conventionally known 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.

[0028] (6) Examples of surfactants Anionic surfactants: fatty acid soaps, α-acylsulfonates, alkylsulfonates, alkylarylsulfonates, alkylnaphthalenesulfonates, alkyl sulfates, POE alkyl ether sulfates, alkylamide sulfates, alkyl phosphates, POE alkyl phosphates, alkylamide phosphates, alkyloylalkyl taurine salts, N-acylamino acid salts, POE alkyl ether carboxylates, alkyl sulfosuccinates, sodium alkylsulfoacetates, acylated hydrolyzed collagen peptide salts, perfluoroalkyl phosphate esters, 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 thereof 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 sorbitan 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: Examples include lecithin, saponin, sugar-based surfactants, etc.

[0029] (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 sugars, sulfated trehalose, pullulan, etc. Chemically modified versions of these sugars may also be used.

[0030] (8) Examples of polymers Acrylate / methacrylate copolymer (Plussize, manufactured by GOO Chemical Co., Ltd.), vinyl acetate / crotonic acid copolymer (Resin 28-1310, manufactured by NSC), vinyl acetate / crotonic acid / vinyl neodecanoate copolymer (28-2930, manufactured by NSC), methyl vinyl ether maleic acid half ester (Gantrez ES, manufactured by ISP), t-butyl acrylate / ethyl acrylate / methacrylic acid copolymer (Ruvimer, manufactured by BASF), vinylpyrrolidone / vinyl acetate / vinyl propionate copolymer (Ruviscol VAP, manufactured by BASF), 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 polymers include anionic polymers such as acetic acid amphoteric dialkylaminoethyl methacrylate polymer (Yukaformer, manufactured by Mitsubishi Chemical Corporation) and amphoteric polymers such as octylacrylamide acrylate / hydroxypropyl acrylate / butylaminoethyl methacrylate copolymer (AMPHOMER, manufactured by NSC Corporation); cationic polymers such as quaternized vinylpyrrolidone / dimethylaminoethyl methacrylate (GAFQUAT, manufactured by ISP Corporation) and methylvinylimidazolium chloride / vinylpyrrolidone copolymer (Rubycoat, manufactured by BASF Corporation); and nonionic polymers 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).Also suitable for use are naturally occurring polymeric compounds such as cellulose or derivatives thereof, keratin and collagen or derivatives thereof, 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.

[0031] (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. Examples include whitening ingredients, immunostimulants, anti-aging agents, UV protection agents, slimming agents, tightening agents, antioxidants, hair growth agents, hair restoration agents, moisturizers, blood circulation promoters, antibacterial agents, disinfectants, drying agents, cooling agents, warming agents, vitamins, amino acids, wound healing promoters, irritation relievers, analgesics, cell activators, enzyme components, etc. Examples of suitable ingredients include angelica extract, avocado extract, hydrangea extract, althea extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo extract, fennel extract, turmeric extract, oolong tea extract, angelica tree extract, echinacea leaf extract, Scutellaria root extract, Phellodendron bark extract, Coptis japonica extract, barley extract, St. John's wort 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, gentian extract, black tea extract, yeast extract, burdock extract, Fermented rice bran extract, rice germ oil, comfrey extract, collagen, bilberry extract, Chinese radish extract, Bupleurum extract, umbilical cord extract, salvia extract, soapwort extract, bamboo extract, hawthorn extract, Japanese pepper extract, shiitake mushroom extract, rehmannia root extract, Lithospermum root extract, perilla extract, linden extract, meadowsweet extract, peony extract, calamus root extract, white birch extract, horsetail extract, ivy extract, hawthorn extract, se Sambucus extract, yarrow extract, peppermint extract, sage extract, mallow extract, cnidium extract, Swertia japonica 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 cordata extract, tomato extract, natto extract, carrot extract, garlic extract, wild rose extract, hibiscus extract,Examples of such extracts include burdock root extract, parsley extract, honey, witch hazel extract, parietaria extract, burdock root extract, bisabolol, loquat extract, coltsfoot extract, butterbur stalk extract, poria cocos 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, eucalyptus 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, and royal jelly extract. 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 guaiazulene. Immune stimulants such as methicone 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, 4-aminomethylcyclohexanecarboxylic acid, antioxidants such as tocopherol, carotenoids, flavonoids, tannins, lignans, saponins, cell activators 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, acetylpantothenyl ethyl ether, biotin, allantoin, isopropyl methylphenol, estradiol Alcohol, ethinylestradiol, capronium chloride, benzalkonium chloride, diphenhydramine hydrochloride, tacanal, camphor, salicylic acid, nonylic acid vanillylamide, nonanoic acid vanillylamide, piroctone olamine, glyceryl pentadecanoate, L-menthol, mononitroguaiacol, resorcinol, gamma-aminobutyric acid, benzethonium chloride, mexiletine hydrochloride, auxin, female hormones, cantharides tincture, cyclosporine, zinc pyrithione, hydrocholorthisone, minoxidil, polyoxyethylene sorbitan monostearate, peppermint oil,Examples include hair growth agents such as Sasanishiki extract.

[0032] (10) Examples of antioxidants Examples of antioxidants include sodium bisulfite, sodium sulfite, erythorbic acid, sodium erythorbate, dilauryl thiodipropionate, tocopherol, tolylbiguanide, nordihydroguaiaretic acid, parahydroxyanisole, butylhydroxyanisole, dibutylhydroxytoluene, ascorbyl stearate, ascorbyl palmitate, octyl gallate, propyl gallate, carotenoids, flavonoids, tannins, lignans, saponin, and plant extracts known to have antioxidant effects, such as apple extract and clove extract.

[0033] (11) Examples of solvents Examples include purified water, ethanol, lower alcohols, ethers, LPG, fluorocarbons, N-methylpyrrolidone, fluoroalcohols, volatile linear silicones, and next-generation chlorofluorocarbons. [Example]

[0034] Examples of the present invention will be described below. Note that the examples shown below are provided 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.

[0035] Example: Extract preparation Oryza ceramide (Oryza Oil & Fat Chemical Co., Ltd.) was crudely fractionated by medium-pressure preparative liquid chromatography. The fractionation conditions were a Yamazen Universal Silica Gel Column Premium, with elution conditions of hexane:ethyl acetate (9:1 → 8:2 → 7:3 → 5:5) → ethyl acetate → chloroform:methanol (9:1 → 8:2 → 7:3 → 5:5) → methanol. The chloroform:methanol (8:2) fraction was then subjected to reverse-phase HPLC (COSMOSIL C18 MS-II, methanol) to purify 11 glucosylceramides (hereafter referred to as "GlcCer"). The purified GlcCer species were identified by comparing their NMR and MS spectra with the following literature values1-8. 1. Inagaki. et al., Chem. Pharm. Bull., 52(11), 1307-1311 (2004) 2. Jung JH et al., J. Nat. Prod., 59, 319-322 (1996) 3. Liu H. et al., Phytochemistry., 49(8), 2403-2408 (1998) 4. Ryu J. et al., Arch. Pharm. Res., 26(2), 138-142 (2003) 5. Pittaya T. et al., Chem. Pharm. Bull., 52(1), 27-32 (2004) 6. Kang SS et al., Chem. Pharm. Bull., 49, 321-323 (2001) 7. Luo Y. et al., Lipid, 39(9), 907-914 (2004) 8. Zhang WK ​​et al., Chem. Phys. Lipids., 148, 77-83 (2007)

[0036] Test example: Measurement of transpiration water (TEWL) 1. Test Method A 24-well LabCyte EPI-MODEL (J-Tec) was used for the 3D human epidermis model. Various GlcCer compounds were added to the culture medium to a final concentration of 10 μM, and TEWL was measured on days 0, 1, 3, 5, and 7 of culture. TEWL measurements were performed using Integral's Tewitro24, and evaluation was based on the change from day 0 of addition.

[0037] 2. Experimental results and effects of the embodiment 2-1. Various GlcCer The structures of the isolated and identified GlcCers are shown in Figure 1. The 11 GlcCers, which differ in sphingoid base and fatty acid length, are eluted in the following order by HPLC: (1) d18:2(4E,8Z) / 18:0, (2) t18:1(8Z) / 20:0, (3) d18:2(4E,8Z) / 20:0, (4) d18:2(4E,8E) / 20:0, (5) t18:1(8Z) / 22:0, (6) d18:2(4E,8Z) / 22:0, (7) t18:1(8Z) / 24:0, (8) d18:2(4E,8Z) / 24:0, (9) d18:2(4E,8E) / 22:0, (10) t18:1(8Z) / 26:0 and (11)d18:2(4E,8Z) / 26:0.

[0038] 2-2. Effects of various GlcCer on TEWL Figure 2 shows the changes in TEWL in a human epidermal 3D model cultured with various GlcCers. Significant TEWL-reducing effects were confirmed for (1) d18:2(4E,8Z) / 18:0, (3) d18:2(4E,8Z) / 20:0, (6) d18:2(4E,8Z) / 22:0, (8) d18:2(4E,8Z) / 24:0, and (11) d18:2(4E,8Z) / 26:0. All of these GlcCers have a 4E,8Z sphingoid base, and the potency of activity increases with increasing fatty acid length. In particular, (8) d18:2(4E,8Z) / 24:0 and (11) d18:2(4E,8Z) / 26:0 were confirmed to have a significant TEWL-inhibiting effect (see Figure 3).

[0039] 3. Conclusion These results confirmed that only the five sphingoid bases with a 4E,8Z conformation had a significant TEWL inhibitory effect. Furthermore, the activity increased with increasing fatty acid length. In particular, (8)d18:2(4E,8Z) / 24:0 and (11)d18:2(4E,8Z) / 26:0 had excellent TEWL inhibitory effects, making them useful as water loss inhibitors.

[0040] The following are examples of formulations of the evaporation water rate inhibitor (glucosylceramide) of the present invention. 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 Water evaporation inhibitor 0.5 100.0wt%

[0041] Mixing 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 Water Evaporation Inhibitor 1.0 100.0wt%

[0042] Mixing example 3: Candy Sugar 50.0wt% Starch syrup 33.0 Wednesday 14.4 organic acid 2.0 Fragrance 0.2 Water evaporation inhibitor 0.4 100.0wt%

[0043] Blending 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 Water evaporation inhibitor 0.4 fragrance trace amount water residue 100.0wt%

[0044] Formulation example 5: Soft drink High fructose corn syrup 30.0wt% Emulsifier 0.5 Water evaporation inhibitor 0.3 Fragrance (appropriate amount) Purified water remainder 100.0wt%

[0045] Formulation example 6: Tablet confectionery Sugar 76.4wt% Glucose 19.0 Sucrose fatty acid ester 0.2 Water evaporation inhibitor 0.5 Purified water 3.9 100.0wt%

[0046] Formulation example 7: Soft capsule Brown rice germ oil 47.0wt% Yuzu seed oil 40.0 Emulsifier 12.0 Water Evaporation Inhibitor 1.0 100.0wt%

[0047] Formulation example 8: Tablets Lactose 54.0wt% Microcrystalline cellulose 30.0 Starch decomposition product 10.0 Glycerin fatty acid ester 5.0 Water Evaporation Inhibitor 1.0 100.0wt%

[0048] 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 Water Evaporation Inhibitor 2.0 Preservatives (appropriate amount) Fragrance (appropriate amount) Purified water remainder 100.0wt%

[0049] 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 Water evaporation inhibitor 0.1 Purified water remainder 100.0wt%

[0050] 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 soybean phospholipid 1.0 Ceramide 0.1 Retinol Palmitate 0.1 Preservatives (appropriate amount) Centella asiatica extract 1.0 Water Evaporation Inhibitor 1.0 1,3-butylene glycol 5.0 Purified water remainder 100.0wt%

[0051] Formulation example 12: Emulsion Squalane 4.0wt% Vaseline 2.5 Cetyl alcohol 2.0 Glycerin 2.0 Lipophilic Glyceryl Monostearate 1.0 Stearic Acid 1.0 L-Arginine 1.0 Water evaporation inhibitor 0.5 Potassium hydroxide 0.1 fragrance trace amount Purified water remainder 100.0wt%

[0052] Formulation example 13: Bath additive (liquid) Propylene glycol 50.0wt% Ethanol 20.0 Sodium sulfate 5.0 Water evaporation inhibitor 0.5 Lanolin 0.5 Avocado oil 0.5 Dye 1.5 Fragrance 22.0 100.0wt% [Industrial Applicability]

[0053] As described above, the present invention can provide a water evaporation rate inhibitor that has a novel and advantageous effect.

Claims

[Claim 1] A water evaporation inhibitor containing GlcCer (d18:2(4E,8Z) / 26:0) as an active ingredient.

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