Method for producing β-lysophospholipids, and their uses

Abstract

To provide an industrially usable novel production method regarding type β lysophosphatidic acid, and a novel application of type β lysophosphatidic acid.SOLUTION: A production method including the following processes (1) to (3) is used. Because type β lysophosphatidic acid obtained by the production method has various physiological activity, it can be preferably used for a cosmetic or an external preparation for skin. (1) a process of allowing phospholipase A2 to work for lecithin containing phosphatidylcholine in the water or in a mixed solution of water and organic solvent; (2) a process of allowing phospholipase D to work for a product obtained in the process (1) in the water or in a mixed solution of water and organic solvent; and (3) a process of hydrolyzing a product obtained in the process (2) under an acidic condition in the water or in a mixed solution of water and organic solvent.SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to a method for producing β-type lysophospholipid and a cosmetic or external preparation for skin containing β-type lysophospholipid.

Background Art

[0002] Lysophospholipids are generally a general term for compounds having a structure in which fatty acids are ester-bonded to the sn-1 and sn-2 positions of a glycerol backbone and a polar group containing phosphoric acid is bonded to the sn-3 position. Depending on the structure of the polar group, lysophosphatidylcholine (LPC), lysophosphatidylethanolamine (LPE), lysophosphatidylserine (LPS), lysophosphatidylinositol (LPI), lysophosphatidic acid (LPA), etc. are known. As lysophospholipids, the α-type in which a polar group containing phosphoric acid is bonded to the aforementioned sn-3 position is common, but it is known that there is a β-type in which a polar group containing phosphoric acid is bonded to the sn-2 position. However, almost no research has been conducted on β-type lysophospholipids. Non-Patent Document 1 describes that β-lyso-phosphatidic acid (β-LPA) was produced when autotaxin (ATX), a phospholipid metabolizing enzyme, was allowed to act on cyclic phosphatidic acid (cPA). However, at present, no method for industrially producing β-lyso-phosphatidic acid is known, and no use of β-lyso-phosphatidic acid is known at all.

Prior Art Documents

Non-Patent Documents

[0003]

Non-Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] The object of the present invention is to provide a new method for industrially applicable production of β-lysophosphatidic acid. Another object of the present invention is to provide new applications for β-lysophosphatidic acid. [Means for solving the problem]

[0005] The inventors of this invention conducted extensive research to solve the above problems and, as a result, found that the aforementioned problems could be solved by a manufacturing method including the following steps (1) to (3), thus completing the present invention. (1) A step of reacting lecithin containing phosphatidylcholine with phospholipase A2 in water or a mixture of water and an organic solvent. (2) A step in which the product obtained in step (1) is reacted with phospholipase D in water or a mixture of water and an organic solvent. (3) A step in which the product obtained in step (2) is hydrolyzed in water or a mixture of water and an organic solvent under acidic conditions. [Effects of the Invention]

[0006] The manufacturing method of the present invention makes it possible to industrially produce β-lysophosphatidic acid. Furthermore, since the β-lysophosphatidic acid obtained by the manufacturing method of the present invention has various physiologically active properties, it can preferably be used in cosmetics or topical skin preparations. [Modes for carrying out the invention]

[0007] The present invention relates to a method for producing β-lysophosphatidic acid, and in the present invention, β-lysophosphatidic acid is a compound represented by the following general formula (1). [ka] (In the formula, R represents a saturated or unsaturated aliphatic acyl group with 14 to 24 carbon atoms.)

[0008] The saturated or unsaturated aliphatic acyl group with 14 to 24 carbon atoms in R of the general formula (1) above is specifically a residue derived from saturated fatty acids such as myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, and lignoceric acid; or from unsaturated fatty acids such as myristoleic acid, palmitoleic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, and docosahexaenoic acid, and is preferably a residue derived from palmitic acid, stearic acid, oleic acid, linoleic acid, and linolenic acid.

[0009] The method for producing the compound represented by general formula (1) of the present invention includes the following steps (1) to (3). (1) A step of reacting lecithin containing phosphatidylcholine with phospholipase A2 in water or a mixture of water and an organic solvent. (2) A step in which the product obtained in step (1) is reacted with phospholipase D in water or a mixture of water and an organic solvent. (3) A step in which the product obtained in step (2) is hydrolyzed in water or a mixture of water and an organic solvent under acidic conditions.

[0010] Regarding process (1) Examples of lecithin containing phosphatidylcholine used in step (1) of the manufacturing method of the present invention include lecithin obtained from soybeans, rapeseed, sunflower, safflower, peanuts, cottonseed, corn, rice, barley, egg yolk, etc., or lecithin obtained by purifying these to increase the phosphatidylcholine content. Of these, lecithin derived from soybeans or sunflowers is preferred from the viewpoint of availability. These lecithins may also be hydrogenated.

[0011] There are no particular restrictions on the organic solvent used in step (1) of the manufacturing method of the present invention, but a water-immiscible organic solvent capable of dissolving lecithin can be preferably used. Specifically, examples include ethyl acetate, isopropyl acetate, butyl acetate, hexane, heptane, cyclohexane, methyl ethyl ketone, methyl isobutyl ketone, ethyl ether, toluene, and chloroform.

[0012] In step (1) of the manufacturing method of the present invention, the conditions for reacting with phospholipase A2 can be any known conditions under which the enzymatic activity of phospholipase A2 is expressed. Specifically, the reaction is carried out under stirring at a temperature of 30 to 70°C, preferably 35 to 60°C, with the pH adjusted to 5 to 9, preferably 6 to 8, using a buffer solution, and for 1 to 72 hours, preferably 5 to 48 hours.

[0013] In step (1) of the manufacturing method of the present invention, phosphatidylcholine contained in lecithin is lyzated and converted to lysophosphatidylcholine, so the product obtained in step (1) contains lysophosphatidylcholine. Depending on the type of lecithin used as a raw material, the product obtained in step (1) may contain lysophospholipids such as lysophosphatidic acid, lysophosphatidylethanolamine, lysophosphatidylserine, and lysophosphatidylinositol, as well as unlyzated phospholipids such as phosphatidylcholine, phosphatidic acid, phosphatidylethanolamine, phosphatidylserine, and phosphatidylinositol, in addition to lysophosphatidylcholine. However, in the present invention, it is acceptable to include such various components derived from lecithin. The product obtained in step (1) can be used as is in step (2), but it may also be purified by general methods such as extraction and reprecipitation.

[0014] Regarding process (2) There are no particular restrictions on the organic solvent used in step (2) of the manufacturing method of the present invention, but a water-immiscible organic solvent that can dissolve the product obtained in step (1) can be preferably used. Specifically, examples include ethyl acetate, isopropyl acetate, butyl acetate, hexane, heptane, cyclohexane, methyl ethyl ketone, methyl isobutyl ketone, ethyl ether, toluene, and chloroform.

[0015] In step (2) of the production method of the present invention, as the conditions for allowing phospholipase D to act, known conditions under which the enzyme activity of phospholipase D is expressed can be used. Specifically, it is preferably carried out at a temperature of 25 to 60 °C, preferably 30 to 55 °C under stirring, the pH is adjusted to a range of 4 to 8, preferably 5 to 7 with a buffer solution, and the reaction is carried out for 1 to 72 hours, preferably 5 to 48 hours.

[0016] In step (2) of the production method of the present invention, since lysophosphatidylcholine contained in the product of step (1) is converted into cyclic phosphatidic acid, the product obtained in step (2) contains cyclic phosphatidic acid. In addition to cyclic phosphatidic acid, the product obtained in step (2) may contain unreacted lysophosphatidylcholine and various components derived from the above-mentioned lecithin. In the present invention, even those containing such components may be used. The product obtained in step (2) can be directly used in step (3), but it may also be purified by general methods such as extraction and reprecipitation.

[0017] Regarding process (3) As the organic solvent used in step (3) of the production method of the present invention, in addition to the water-immiscible organic solvent used in step (I) or (2) above, a water-miscible organic solvent can also be used. Specifically, ethanol, propanol, isopropanol, glycerin, propylene glycol, 1,3-butylene glycol, acetone, etc. are exemplified.

[0018] In step (3) of the production method of the present invention, the acidic condition means that an acid component such as hydrochloric acid, sulfuric acid, phosphoric acid, acetic acid, citric acid, etc. is added, and the acidity is such that hydrolysis proceeds, and there is no particular limitation. Generally, the pH is preferably 3 or less, preferably 2 or less. The hydrolysis is preferably carried out while heating at 20 to 90 °C, preferably 40 to 80 °C.

[0019] By the step (3) of the production method of the present invention, the cyclic phosphate group of the cyclic phosphatidic acid contained in the product of step (2) is ring-opened by hydrolysis, and the target β-lyso-phosphatidic acid represented by the general formula (1) is produced. In step (3), by the hydrolysis of cyclic phosphatidic acid, in addition to β-lyso-phosphatidic acid, α-lyso-phosphatidic acid is also produced at a similar ratio. Therefore, the product obtained in step (3) contains α-lyso-phosphatidic acid in addition to β-lyso-phosphatidic acid, and may also contain various components derived from the lecithin described above. In the present invention, it may contain such components. The product obtained in step (3) can be used as it is for the intended use, but may also be purified by general methods such as extraction and reprecipitation.

[0020] The product obtained in step (3) contains the β-lyso-phosphatidic acid of the present invention, and the content of β-lyso-phosphatidic acid can be measured under the following conditions using HPLC. Column: CAPCELL PAK NH2 (4.6 mm I.D. × 250 mm) Detector: UV (205 nm) Temperature: 40 °C Mobile phase: Acetonitrile / Methanol / 10 mM Ammonium Phosphate Solution / Phosphoric Acid = 620 / 290 / 90 / 1 Flow rate: 1.3 mL / min

[0021] Since the β-lyso-phosphatidic acid of the present invention obtained by the above production method has various physiological activities, it can be preferably used in the applications of cosmetics or external skin preparations. The amount of the lysophosphatidic acid salt of the present invention incorporated into cosmetics or external skin preparations is not particularly limited, and it is usually preferably incorporated at about 0.005 to 20% by weight, more preferably 0.01 to 10% by weight.

[0022] The β-lysophosphatidic acid of the present invention may also be in the form of a salt. While there are no particular limitations on the salt, specific examples include alkali metal salts such as sodium and potassium; alkaline earth metal salts such as calcium and magnesium; metal salts such as aluminum, iron, and zinc; basic amino acid salts such as lysine, arginine, guanidine, histidine, and ornithine; and organic amine salts such as ammonium, monoethanolamine, diethanolamine, triethanolamine, tromethamine, and stearylamine. The β-lysophosphatidic acid of the present invention can exert its effects in either the form of an acid or a salt. From the viewpoint of irritancy, aluminum and zinc are preferred.

[0023] The cosmetic or topical skin preparation of the present invention may optionally contain water and additives commonly used in cosmetics, such as oily bases, moisturizers / texture enhancers, surfactants, polymers / thickeners / gelling agents, antioxidants, reducing agents, oxidizing agents, antioxidants, whitening agents, vitamins and their derivatives, plant / animal / microbial extracts, UV absorbers, antibacterial / preservatives, chelating agents, pH adjusters / acids / alkalis, solvents / propellants, antipruritics, exfoliating / solubilizing agents, antiperspirants, cooling agents, astringents, enzymes, nucleic acids, anti-inflammatory agents, hair growth agents / blood circulation promoters / stimulants, hormones, anti-wrinkle / anti-aging agents, irritation relievers, cooling agents, warming agents, powders, pigments / colorants / dyes / pigments, fragrances, etc., in amounts that do not impair the effects of the present invention.

[0024] As oily bases, higher alcohols such as cetanol, myristyl alcohol, oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, arachidodecanol, behenyl alcohol, jojoba alcohol, chymyl alcohol, cerachidodecanol, batyl alcohol, hexyldecanol, isostearyl alcohol, 2-octyldodecanol, dimergol, etc.; aralkyl alcohols and derivatives such as benzyl alcohol; lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, Undecylenic acid, 12-hydroxystearic acid, palmitoleic acid, oleic acid, linoleic acid, linolenic acid, erucic acid, docosahexaenoic acid, eicosapentaenoic acid, isohexadecanoic acid, anteisohenicosanoic acid, long-chain branched fatty acids, long-chain α-hydroxy fatty acids, dimer acids, hydrogenated dimer acids, and other higher fatty acids, as well as metal soaps such as aluminum salts, calcium salts, magnesium salts, zinc salts, potassium salts, and sodium salts thereof, and nitrogen-containing derivatives such as amides; liquid paraffin (mineral oil), heavy liquid isoparaffin, light liquid isoparaffin Hydrocarbons such as α-olefin oligomers, polyisobutene, hydrogenated polyisobutene, polybutene, squalane, olive-derived squalane, squalene, petrolatum, and solid paraffin; waxes such as candelilla wax, carnauba wax, rice wax, wood wax, beeswax, montan wax, ozokerite, ceresin, paraffin wax, microcrystalline wax, petrolatum, Fischer-Tropsch wax, polyethylene wax, and ethylene-propylene copolymer; coconut oil, palm oil, palm kernel oil, safflower oil, and olive oil. Vegetable oils such as castor oil, avocado oil, sesame oil, tea oil, evening primrose oil, wheat germ oil, macadamia nut oil, hazelnut oil, kukui nut oil, rosehip oil, meadowfoam oil, peach kernel oil, tea tree oil, peppermint oil, corn oil, rapeseed oil, sunflower oil, wheat germ oil, linseed oil, cottonseed oil, soybean oil, peanut oil, rice bran oil, cocoa butter, shea butter, hydrogenated coconut oil, hydrogenated castor oil, jojoba oil, hydrogenated jojoba oil, etc.; animal fats such as beef tallow, milk fat, horse fat, egg yolk oil, mink oil, turtle oil, etc.; animal waxes such as whale wax, lanolin, orange roughy oil, etc.Lanolins such as liquid lanolin, reduced lanolin, adsorbed and purified lanolin, lanolin acetate, liquid lanolin acetate, hydroxylanolin, polyoxyethylene lanolin, lanolin fatty acid, hard lanolin fatty acid, lanolin alcohol, lanolin acetate alcohol, and (cetyl lanolyl) acetate; lecithin, phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, and sphingomyelin; Phospholipids such as gophospholipids, phosphatidic acid, cyclic lysophosphatidic acid or its salts, and lysolecithin; phospholipid derivatives such as hydrogenated soybean phospholipid, partially hydrogenated soybean phospholipid, hydrogenated egg yolk phospholipid, and partially hydrogenated egg yolk phospholipid; sterols such as cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol, phytosterol, and cholic acid; sapogenins; saponins; cholesteryl acetate, cholesteryl nonanoate, cholesteryl stearate, Cholesteryl isostearate, cholesteryl oleate, N-lauroyl-L-glutamic acid di(cholesteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di(cholesteryl / octyldodecyl), N-lauroyl-L-glutamic acid di(phytosteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di(phytosteryl / octyldodecyl), N-lauroyl sarcosinate isopropyl, etc. Acyl sarcosinate alkyl Sterol esters such as cholesteryl 12-hydroxystearate, cholesteryl macadamia nut oil fatty acid, phytosteryl macadamia nut oil fatty acid, phytosteryl sunflower seed oil fatty acid, phytosteryl isostearate, cholesteryl soft lanolin fatty acid, cholesteryl hard lanolin fatty acid, long-chain branched fatty acid cholesteryl, long-chain α-hydroxy fatty acid cholesteryl; lipid complexes such as phospholipid-cholesterol complexes and phospholipid-phytosterol complexes;Octyldodecyl myristate, hexyldecyl myristate, octyldodecyl isostearate, cetyl palimitate, octyldodecyl palmitate, cetyl octanoate, hexyldecyl octanoate, isotridecyl isononanoate, isononyl isononanoate, octyl isononanoate, isotridecyl isononanoate, isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyldodecyl neodecanoate, oleyl oleate, octyldodecyl oleate, octyldodecyl ricinoleate, octyldodecyl lanolate, dicaprylyl carbonate, hexyldecyl dimethyloctanoate, octyldodecyl erucate, hydrogenated castor oil isostearate, Monoalcoholic carboxylic acid esters such as ethyl oleate, ethyl avocado oil fatty acid, isopropyl myristate, isopropyl palmitate, octyl palmitate, isopropyl isostearate, isopropyl lanolinate, methylheptyl laurate, methylheptyl myristate, methylheptyl palmitate, methylheptyl isostearate, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate, diisopropyl adipate, dibutyloctyl sebacate, diisobutyl adipate, dioctyl succinate, triethyl citrate, etc.; oxyacid esters such as cetyl lactate, hydrogenated castor oil monoisostearate, γ-erucalactone, diisostearyl malate;Glyceryl trioctanoate, glyceryl trioleate, glyceryl triisostearate, glyceryl diisostearate, caprylic / capric triglyceride, caprylic / capric / myristic / stearic triglyceride, hydrogenated rosin triglyceride (hydrogenated ester gum), rosin triglyceride (ester gum), glyceryl eicosanedioate behenate, trimethylolpropane trioctanoate, trimethylolpropane triisostearate, neopentyl glycol dioctanoate, dicaprylic trioctanoate Neopentyl glycol dioctanoate, 2-butyl-2-ethyl-1,3-propanediol dioctanoate, propylene glycol dioleate, pentaerythrityl tetraoctanoate, hydrogenated rosin pentaerythrityl, ditrimethylolpropane triethylhexanoate, ditrimethylolpropane (isostearate / sebacate), pentaerythrityl triethylhexanoate, dipentaerythrityl (hydroxystearate / stearate / rosinate), diglyceryl diisostearate, polyglyceryl tetraisostearate Polyglyceryl-10 nonaisostearate, polyglyceryl-8 deca(erucic acid / isostearate / ricinoleic acid), diglyceryl oligoester (hexyldecanoic acid / sebacic acid), glycol distearate (ethylene glycol distearate), polyhydric alcohol fatty acid esters such as 3-methyl-1,5-pentanediol dieopentanoate and 2,4-diethyl-1,5-pentanediol dieopentanoate; alkyl ethers such as dicaprylyl ether; diisopropyl dimer dilinoleate, dima Dimer acids or dimer ol derivatives such as diisostearyl dilinoleate, di(isostearyl / phytosteryl) dimer dilinoleate, (phytosteryl / behenyl) dimer dilinoleate, (phytosteryl / isostearyl / cetyl / stearyl / behenyl) dimer dilinoleate, dimer dilinoleyl diisostearate, hydrogenated rosin condensate of dimer dilinoleate, hydrogenated castor oil of dimer dilinoleate, and hydroxyalkyl dimer dilinoleyl ether;Fatty acid alkanolamides such as coconut oil fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), lauric acid monoethanolamide (lauramide MEA), lauric acid diethanolamide (lauramide DEA), lauric acid monoisopropanolamide (lauramide MIPA), palmitic acid monoethanolamide (palmitamide MEA), palmitic acid diethanolamide (palmitamide DEA), coconut oil fatty acid methylethanolamide (cocamide methyl MEA); dimethicone (dimethylpolysiloxane), highly polymerized dimethicone (highly polymerized dimethylpolysiloxane), cyclomethicone (cyclic dimethylsiloxane, decamethylcyclopentasiloxane), phenyl trimethicone, diphenyl dimethicone, phenyl dimethicone, (aminoethylaminopropyl methicone / dimethicone) copolymer, dimethiconol, dimethiconol crosspolymer, silicone resin, silicone Silicones such as corn rubber, amino-modified silicones like aminopropyl dimethicone and amodimethicone, cationic-modified silicones, polyether-modified silicones like dimethicone copolyol, polyglycerin-modified silicones, sugar-modified silicones, carboxylic acid-modified silicones, phosphate-modified silicones, sulfuric acid-modified silicones, alkyl-modified silicones, fatty acid-modified silicones, alkyl ether-modified silicones, amino acid-modified silicones, peptide-modified silicones, fluorine-modified silicones, cationic-modified and polyether-modified silicones, amino-modified and polyether-modified silicones, alkyl-modified and polyether-modified silicones, amide-alkyl-modified silicones, amino glycol-modified silicones, aminophenyl-modified silicones, and polysiloxane-oxyalkylene copolymers are preferred; fluorine-based oils such as perfluorodecane, perfluorooctane, and perfluoropolyether are also preferred.

[0025] As moisturizers and texture enhancers, polyols and their polymers such as glycerin, 1,3-butylene glycol, propylene glycol, 3-methyl-1,3-butanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, trimethylolpropane, pentaerythritol, hexylene glycol, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, and ethylene glycol / propylene glycol copolymers; glycol alkyl ethers such as diethylene glycol monoethyl ether (ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, and diethylene glycol dibutyl ether; water-soluble esters such as (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, tetradecanedioic acid polyglyceryl-10, and cyclohexanedicarboxylic acid bisethoxydiglycol; and sugars such as sorbitol, xylitol, erythritol, mannitol, and maltitol. Glucolic compounds; glucose, fructose, galactose, mannose, threose, xylose, arabinose, fucose, ribose, deoxyribose, maltose, trehalose, lactose, raffinose, gluconic acid, glucuronic acid, cyclodextrins (α-, β-, γ-cyclodextrins, and modified cyclodextrins such as maltosylation and hydroxyalkylation), β-glucan, chitin, chitosan, heparin and derivatives, pectin, arabinogalactan, dextrin, dextran, glycan Sugars and their derivatives such as cogen, ethyl glucoside, glucosylethyl methacrylate polymer or copolymer; hyaluronic acid, sodium hyaluronate; sodium chondroitin sulfate; mucoitin sulfate, caronin sulfate, kerato sulfate, dermatan sulfate; Tremella fuciformis extract, Tremella fuciformis polysaccharide; fructans such as inulin and levan; fucoidan; tuberose polysaccharide, naturally derived polysaccharide; organic acids such as citric acid, tartaric acid, lactic acid and their salts; urea; 2-pyrrolidone-5-carboxylic acid and its sodium salts;Amino acids and their salts such as betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, tyrosine, β-alanine, threonine, glutamic acid, glutamine, asparagine, aspartic acid, cysteine, cystine, methionine, leucine, isoleucine, valine, tryptophan, histidine, taurine, γ-aminobutyric acid, γ-amino-β-hydroxybutyric acid, carnitine, carnosine, creatine, collagen, fish collagen, atelocollagen, gelatin, elastin, collagen-degraded peptides, hydrolyzed collagen, hydroxypropylammonium chloride hydrolyzed collagen, elastin-degraded peptides, keratin-degraded peptides, hydrolyzed keratin, conchiolin-degraded peptides, hydrolyzed conchiolin, silk protein-degraded peptides, hydrolyzed silk, sodium lauroyl hydrolyzed silk, soy protein-degraded peptides, small Protein peptides and their derivatives such as wheat proteolytic peptides, hydrolyzed wheat protein, casein proteolytic peptides, and acylated peptides; acylated peptides such as palmitoyl oligopeptides, palmitoyl pentapeptides, and palmitoyl tetrapeptides; silylated peptides; lactic acid bacteria culture solution, yeast extract, eggshell membrane protein, bovine submandibular gland mucin, hypotaurine, sesame lignan glycosides, glutathione, albumin, whey; choline chloride, phosphorylcholine; placental extract, air Preferred ingredients include animal and plant extracts such as rustin, collagen, aloe extract, witch hazel water, loofah water, chamomile extract, licorice extract, comfrey extract, silk extract, rose extract, yarrow extract, eucalyptus extract, and sweet clover extract; and ceramides such as natural ceramides (types 1, 2, 3, 4, 5, and 6), hydroxyceramides, pseudoceramides, sphingoglycolipids, and ceramide and glycoceramide-containing extracts.

[0026] Preferred surfactants include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, and polymeric surfactants. There are no particular restrictions on the HLB of surfactants; those with a low HLB of around 1 to a high HLB of around 20 can be used, and combinations of low and high HLB surfactants are also preferred. Examples of preferred surfactants include, among anionic surfactants, fatty acid salts such as potassium laurate and potassium myristate; alkyl sulfate esters such as sodium lauryl sulfate, triethanolamine lauryl sulfate, and ammonium lauryl sulfate; polyoxyethylene alkyl sulfates such as sodium laureth sulfate and triethanolamine laureth sulfate; acyl N-methyl amino acid salts such as sodium cocoyl methyl taurate, potassium cocoyl methyl taurate, sodium lauroyl methyl taurate, sodium myristoyl methyl taurate, sodium lauroyl methylalanine, sodium lauroyl sarcosinate, triethanolamine lauroyl sarcosinate, and sodium lauroyl glutamate methylalanine; and sodium cocoyl glutamate, triethanolamine cocoyl glutamate, and sodium lauroyl glutamate. Acyl amino acid salts such as sodium myristoyl glutamate, sodium stearoyl glutamate, palmitoyl aspartate ditriethanolamine, cocoyl alanine triethanolamine, sodium dilauroyl glutamate lysine; polyoxyethylene alkyl ether acetates such as sodium laureth acetate; succinate esters such as sodium lauroyl monoethanolamide succinate; fatty acid alkanolamide ether carboxylates; acyl lactates; polyoxyethylene fatty acid amine sulfates; fatty acid alkanolamide sulfates; fatty acid glyceride sulfates such as hydrogenated coconut oil fatty acid glycerin sulfate sodium; alkylbenzene polyoxyethylene sulfates; olefin sulfonates such as sodium α-olefin sulfonate; alkyl sulfosuccinates such as disodium lauryl sulfosuccinate and sodium dioctyl sulfosuccinate;Alkyl ether sulfosuccinates such as disodium laureth sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate; alkylbenzene sulfonates such as sodium tetradecylbenzenesulfonate, triethanolamine tetradecylbenzenesulfonate; alkylnaphthalene sulfonates; alkane sulfonates; α-sulfo fatty acid methyl ester salts; acyl isethionates; alkyl glycidyl ether sulfonates; alkyl sulfoacetates; alkyl ether phosphate salts such as sodium laureth phosphate, sodium dilaureth phosphate, sodium trilaureth phosphate, sodium monooleth phosphate; alkyl phosphate salts such as potassium lauryl phosphate; sodium caseinate; alkylaryl ether phosphates; fatty acid amide ether phosphates; phospholipids such as phosphatidylglycerol, phosphatidylinositol, phosphatidic acid, cyclic lysophosphatidic acid or their salts; carboxylic acid-modified silicones, phosphate-modified silicones, sulfuric acid-modified silicones, etc. Lycorn-based anionic surfactants, etc.; nonionic surfactants include various polyoxyethylene alkyl ethers with different polyoxyethylene addition numbers, such as laureth (polyoxyethylene lauryl ether), ceteth (polyoxyethylene cetyl ether), steareth (polyoxyethylene stearyl ether), beheneth (polyoxyethylene behenyl ether), isosteareth (polyoxyethylene isostearyl ether), octyldodeceth (polyoxyethylene octyldodecyl ether), etc.; polyoxyethylene alkylphenyl ethers Castor oil and hydrogenated castor oil derivatives such as polyoxyethylene hydrogenated castor oil, polyoxyethylene castor oil monoisostearate, polyoxyethylene hydrogenated castor oil triisostearate, polyoxyethylene hydrogenated castor oil monopyloglutamic acid monoisostearate diester, polyoxyethylene hydrogenated castor oil maleic acid; polyoxyethylene phytosterol; polyoxyethylene cholesterol; polyoxyethylene cholesterol; polyoxyethylene cholestanol; polyoxyethylene lanolin; polyoxyethylene reduced lanolin;Polyoxyethylene / polyoxypropylene alkyl ethers such as polyoxyethylene / polyoxypropylene cetyl ether, polyoxyethylene / polyoxypropylene 2-decyltetradecyl ether, polyoxyethylene / polyoxypropylene monobutyl ether, polyoxyethylene / polyoxypropylene hydrogenated lanolin, polyoxyethylene / polyoxypropylene glycerin ether; polyoxyethylene / polyoxypropylene glycol; (poly) such as PPG-9 diglyceryl. ) Glycerin polyoxypropylene glycol; glyceryl stearate, glyceryl isostearate, glyceryl palmitate, glyceryl myristate, glyceryl oleate, coconut oil fatty acid glyceryl, monocottonseed oil fatty acid glycerin, monoerucate glycerin, sesquioleate glycerin, α,α'-oleate pyroglutamate glycerin, monostearate glycerin malic acid and other glycerin fatty acid partial esters; polyglyceryl-2, 3, 4, 5, 6, 8 stearate , same 10, polyglyceryl-6 distearate, same 10, polyglyceryl-2 tristearate, polyglyceryl-10 decaisostearate, polyglyceryl-2 isostearate, same 3, same 4, same 5, same 6, same 8, same 10, polyglyceryl-2 diisostearate (diglyceryl diisostearate), same 3, same 10, polyglyceryl-2 triisostearate, polyglyceryl-2 tetraisostearate, polyglyceryl-10 decaisostearate, polyglyceryl-2 oleate, same 3, Polyglycerin fatty acid esters such as Polyglyceryl-6 dioleate, Polyglyceryl-2 trioleate, Polyglyceryl-10 decaoleate; Ethylene glycol monofatty acid esters such as Ethylene glycol monostearate; Propylene glycol monofatty acid esters such as Propylene glycol monostearate; Pentaerythritol partial fatty acid ester; Sorbitol partial fatty acid ester; Maltitol partial fatty acid ester; Maltitol ether;Sorbitan fatty acid esters such as sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate, sorbitan penta-2-ethylhexyl diglycerol sorbitan, sorbitan tetra-2-ethylhexyl diglycerol sorbitan; sugar derivative partial esters such as sucrose fatty acid esters, methyl glucoside fatty acid esters, and trehalose undecylenate; alkyl glucosides such as caprylyl glucoside; alkyl polyglycosides Glycolipids such as mannosylerythritol lipid; lanolin alcohol; reduced lanolin; polyoxyethylene fatty acid mono and diesters such as polyoxyethylene distearate, polyethylene glycol diisostearate, polyoxyethylene monooleate, and polyoxyethylene dioleate; polyoxyethylene propylene glycol fatty acid esters; polyoxyethylene monooleate such as polyoxyethylene glycerin monostearate, polyoxyethylene glycerin monoisostearate, and polyoxyethylene glycerin triisostearate. Polyoxyethylene glycerin fatty acid esters such as polyoxyethylene monooleate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan tetraoleate, and other polyoxyethylene sorbitan fatty acid esters; polyoxyethylene sorbitol fatty acid esters such as polyoxyethylene sorbitol monolaurate, polyoxyethylene sorbitol monooleate, polyoxyethylene sorbitol pentaoleate, polyoxyethylene sorbitol monostearate, and other polyoxyethylene sorbitol fatty acid esters; polyoxyethylene methyl glucoside fatty acid esters; polyoxyethylene alkyl ether fatty acid esters; polyoxyethylene animal and vegetable oils and fats such as polyoxyethylene sorbitol beeswax; alkyl glyceryl ethers such as isostearyl glyceryl ether, chymyl alcohol, cerakyl alcohol, and batyl alcohol; polyhydric alcohol alkyl ethers; polyoxyethylene alkylamines; tetrapolyoxyethylene-tetrapolyoxypropylene-ethylenediamine condensates; natural surfactants such as saponins and sophorolipids;Polyoxyethylene fatty acid amides; fatty acid alkanolamides such as coconut oil fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), lauric acid monoethanolamide (lauramide MEA), lauric acid diethanolamide (lauramide DEA), lauric acid monoisopropanolamide (lauramide MIPA), palmitic acid monoethanolamide (palmitamide MEA), palmitic acid diethanolamide (palmitamide DEA), and coconut oil fatty acid methylethanolamide (cocamide methyl MEA). Examples include: alkyldimethylamine oxides such as lauramine oxide, cocamine oxide, stearamine oxide, and behenamine oxide; alkylethoxydimethylamine oxide; polyoxyethylene alkyl mercaptan; polyether-modified silicones such as dimethicone copolyol, polysiloxane-oxyalkylene copolymers, polyglycerin-modified silicones, sugar-modified silicones, and other silicone-based nonionic surfactants; cationic surfactants such as behentrimonium chloride, steartrimonium chloride, and cetrimonium chloride. Alkyltrimethylammonium chlorides such as lauryltrimonium chloride; alkyltrimethylammonium bromides such as stearyltrimonium bromide; dialkyldimethylammonium chlorides such as distearyldimonium chloride and dicocodimonium chloride; fatty acid amide amines and their salts such as stearamidopropyldimethylamine and stearamidoethyldiethylamine; alkyl etheramines and their salts or quaternary salts such as stearoxypropyldimethylamine; fatty acid amide-type quaternary ammonium salts such as ethyl sulfate long-chain branched fatty acid (12-31) aminopropylethyldimethylammonium and ethyl sulfate lanolin fatty acid aminopropylethyldimethylammonium; polyoxyethylene alkylamines and their salts or quaternary salts; alkylamine salts; fatty acid amide guanidium salts; alkyl etheramine mononium salts; alkyl trialkylene glycol ammonium salts; benzalkonium salts; benzethonium salts; pyridinium salts such as cetylpyridinium chloride; imidazolinium salts; alkylisoquinolinium salts; dialkylmolyphonium salts; polyamine fatty acid derivatives;Silicone-based cationic surfactants such as aminopropyl dimethicone and amodimethicone (amino-modified silicones), cationic-modified silicones, cationic-modified and polyether-modified silicones, amino-modified and polyether-modified silicones, etc.; amphoteric surfactants such as N-alkyl-N,N-dimethylamino acid betaines such as lauryl betaine (lauryldimethylaminoacetic acid betaine); fatty acid amide alkyl-N,N-dimethylamino acid betaines such as cocamidopropyl betaine and lauramidopropyl betaine; imidazoline-type betaines such as sodium cocoamphoacetate and sodium lauroamphoacetate; alkyl sulfobetaines such as alkyldimethyl taurine; sulfate-type betaines such as alkyldimethylaminoethanol sulfate; phosphate-type betaines such as alkyldimethylaminoethanol phosphate; Phosphingolipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, sphingomyelin, lysolecithin, hydrogenated soybean phospholipid, partially hydrogenated soybean phospholipid, hydrogenated egg yolk phospholipid, partially hydrogenated egg yolk phospholipid, and hydroxylated lecithin; silicone-based amphoteric surfactants, etc.; polymeric surfactants such as polyvinyl alcohol, sodium alginate, starch derivatives, tragacanth gum, acrylic acid / alkyl methacrylate copolymers; and various silicone-based surfactants are preferred.

[0027] Examples of polymers, thickeners, and gelling agents include guar gum, locust bean gum, queen seed gum, carrageenan, galactan, gum arabic, tara gum, tamarind, fercerelan, karaya gum, okra gum, tragacanth gum, pectin, pectic acid and its salts, alginic acid and its salts, mannan; starches from rice, corn, potato, wheat, etc.; xanthan gum, dextran, succinoglucan, curdlan, hyaluronic acid and its salts, xanthan gum, pullulan, gellan gum, chitin, chitosa Agar, cassia seed extract, chondroitin sulfate, casein, collagen, gelatin, albumin; methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, carboxymethylcellulose and its sodium salts, methylhydroxypropylcellulose, carboxylated cellulose nanofiber, carboxymethylated cellulose nanofiber, phosphate-esterified cellulose nanofiber, sulfonated cellulose nanofiber, sodium cellulose sulfate, dialkyldimethylammonium sulfur Cellulose and its derivatives such as cellulose acid, crystalline cellulose, and cellulose powder; starch-based polymers such as soluble starch, carboxymethyl starch, methylhydroxypropyl starch, and methyl starch; starch derivatives such as hydroxypropyltrimonium chloride starch and aluminum corn starch octenyl succinate; alginate derivatives such as sodium alginate and propylene glycol alginate; polyvinylpyridone (PVP), polyvinyl alcohol (PVA), vinylpyridone-vinyl alcohol copolymer, and polyvinyl methyl ether; polyethylene glycol, polypropylene glycol, and polyoxyethylene-polyoxypropylene copolymer; amphoteric methacrylate ester copolymers such as (methacryloyloxyethyl carboxybetaine / alkyl methacrylate) copolymer and (acrylates / stearyl acrylate / ethylamine oxide methacrylate) copolymer; (dimethicone / vinyl dimethicone) crosspolymer, (alkyl acrylate / diacetone acrylamide) copolymer, and (alkyl acrylate / diacetone acrylamide) copolymer AMP;Polyvinyl acetate partially saponified, maleic acid copolymer; vinylpyrrolidone dialkylaminoalkyl methacrylate copolymer; acrylic resin alkanolamine; polyester, water-dispersible polyester; polyacrylamide; polyacrylic acid ester copolymers such as ethyl polyacrylate, carboxyvinyl polymer, salts such as polyacrylic acid and its sodium salt, acrylic acid / methacrylic acid ester copolymer; acrylic acid / alkyl methacrylate copolymer; cationized cellulose such as polyquaternium-10, diallyldimethylammonium chloride / acrylamide copolymer such as polyquaternium-7, acrylic acid / diallyldimethylammonium chloride copolymer such as polyquaternium-22, acrylic acid / diallyldimethylammonium chloride / acrylamide copolymer such as polyquaternium-39, acrylic acid / cationized methacrylic acid ester copolymer, acrylic acid / cationized methacrylamide copolymer, polyquaternium-47, etc. Copolymers of lylic acid, methyl acrylate, methacrylamidopropyltrimethylammonium chloride, choline methacrylate ester polymer; cationized oligosaccharides, cationized dextran, guar hydroxypropyltrimonium chloride, and other cationized polysaccharides; polyethyleneimine; cationic polymers; polymers of 2-methacryloyloxyethyl phosphorylcholine such as polyquaternium-51 and butyl methacrylate copolymers, etc.; polymer emulsions such as acrylic resin emulsions, ethyl polyacrylate emulsions, polyacrylic alkyl ester emulsions, polyvinyl acetate resin emulsions, natural rubber latex, and synthetic latex; nitrocellulose; polyurethanes and various copolymers; various silicones; various silicone-based copolymers such as acrylic-silicone graft copolymers; various fluorine-based polymers; 12-hydroxystearic acid and its salts; dextrin fatty acid esters such as dextrin palmitate and dextrin myristate;Preferred materials include anhydrous silicic acid, fuzzy silica (ultrafine particle anhydrous silicic acid), aluminum magnesium silicate, sodium magnesium silicate, metal soaps, dialkyl metal phosphates, bentonite, hectorite, organically modified clay minerals, sucrose fatty acid esters, and fructooligosaccharide fatty acid esters.

[0028] Preferred antioxidants include tocopherol (vitamin E), tocopherol derivatives such as tocopherol acetate; BHT, BHA; gallic acid derivatives such as propyl gallate; vitamin C (ascorbic acid) and / or its derivatives; erythorbic acid and its derivatives; sulfites such as sodium sulfite; bisulfites such as sodium bisulfite; thiosulfates such as sodium thiosulfate; metabisulfites; thiotaurine, hypotaurine; thioglycerol, thiourea, thioglycolic acid, and cysteine ​​hydrochloride. Preferred reducing agents include thioglycolic acid, cysteine, and cysteamine. Preferred oxidizing agents include hydrogen peroxide, ammonium persulfate, sodium bromate, and percarbonate. Antioxidants include ascorbic acid, ascorbic acid phosphate salts such as sodium ascorbic acid phosphate and magnesium ascorbic acid phosphate; ascorbic acid fatty acid esters such as monostearate, monopalmitate, dipalmitate, and tetraisopalmitate; ascorbic acid ethers such as 3-O-ethyl ascorbic acid, 2-O-ethyl ascorbic acid, cetyl ascorbic acid, glyceryl ascorbic acid, and hexylglyceryl ascorbic acid; ascorbic acid glucosides such as ascorbic acid-2-glucoside and their fatty acid esters; and ascorbic acid Preferred materials include ascorbic acid derivatives such as sulfuric acid esters and tocopheryl ascorbyl phosphate; vitamin A compounds such as retinol, retinyl acetate, retinyl palmitate, and hydrogenated retinol; vitamin E compounds such as tocopherol, tocopherol acetate, and tocotrienol; carotenoids such as carotene, lycopene, astaxanthin, and lutein; polyphenols such as phlorotannin, curcumin, anthocyanin, proanthocyanidin, catechin, ellagic acid, quercetin, and apple polyphenols; and coenzyme Q10, lipoic acid, lactoferrin, sesamin, hesperidin, protoanthocyanidin, lignan, chlorogenic acid, rutin, fullerene, and platinum nanocolloids.

[0029] Whitening agents include hydroquinone glycosides and their esters such as arbutin and α-arbutin; ascorbic acid phosphate salts such as ascorbic acid, sodium ascorbic acid phosphate salt and magnesium ascorbic acid phosphate salt; ascorbic acid fatty acid esters such as ascorbic acid monostearate, ascorbic acid monopalmitate, ascorbic acid dipalmitate, and ascorbic acid tetraisopalmitate; and ascorbic acid esters such as 3-O-ethyl ascorbic acid, 2-O-ethyl ascorbic acid, cetyl ascorbic acid, glyceryl ascorbic acid, and hexylglyceryl ascorbic acid. Preferred materials include: ascorbic acid glucosides such as ascorbic acid-2-glucoside and their fatty acid esters; ascorbic acid derivatives such as ascorbic acid sulfate and tocopheryl ascorbyl phosphate; tranexamic acid derivatives such as tranexamic acid, tranexamic acid cetyl, and tranexamic acid amide; licorice extract-related substances such as glabridin, glabrene, liquiritin, and isoliquiritin; kojic acid, ellagic acid, ferulic acid and their derivatives, placenta extract, glutathione, oryzanol, butylresorcinol, oil-soluble chamomile extract, oil-soluble licorice extract, willow extract, and saxifrage extract.

[0030] Vitamins and their derivatives include vitamin A compounds such as retinol, retinyl acetate, and retinyl palmitate; vitamin B compounds such as thiamine hydrochloride, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxine hydrochloride, pyridoxine dioctanoate, pyridoxine dipalmitate, flavin adenine dinucleotide, cyanocobalamin, folic acid compounds, nicotinic acid compounds such as nicotinamide and benzyl nicotinate, and choline compounds; vitamin C compounds such as ascorbic acid and its sodium salts; vitamin D; vitamin E compounds such as α, β, γ, and δ-tocopherols; other vitamins such as pantothenic acid and biotin; and ascorbic acid phosphate sodium salt and ascorbic acid phosphate magnesium salt. Preferred materials include ascorbic acid phosphate salts, ascorbic acid fatty acid esters such as tetraisopalmitic ascorbate, ascorbyl stearate, ascorbyl palmitate, and ascorbyl dipalmitate, alkyl ascorbic acid ethers such as ethyl ascorbate, ascorbic acid glucosides such as ascorbic acid-2-glucoside and their fatty acid esters, ascorbic acid derivatives such as tocopheryl ascorbyl phosphate; vitamin derivatives such as tocopherol nicotinate, tocopherol acetate, tocopherol linoleate, tocopherol ferulate, and tocopherol phosphate esters, tocotrienols, and various other vitamin derivatives.

[0031] Plant, animal, and microbial extracts include iris extract, angelica extract, Thujopsis dolabrata extract, asparagus extract, avocado extract, Hydrangea macrophylla extract, almond extract, marshmallow extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo extract, fig extract, fennel extract, turmeric extract, oolong tea extract, bearberry extract, rosehip extract, Echinacea leaf extract, Enmeisou extract, scutellaria extract, phellodendron bark extract, Coptis japonica extract, barley extract, ginseng extract, St. John's wort extract, and Lamium album. Grass extract, Ononis extract, Nasturtium extract, Orange extract, Dried seawater, Seaweed extract, Persimmon leaf extract, Arctium extract, Hydrolyzed elastin, Hydrolyzed wheat powder, Hydrolyzed silk, Pueraria lobata extract, Chamomile extract, Oil-soluble chamomile extract, Carrot extract, Artemisia capillaris extract, Oat extract, Chloranthus extract, Licorice extract, Oil-soluble licorice extract, Kiwi extract, Kelp extract, Wood ear mushroom extract, Cinchona extract, Cucumber extract, Paulownia leaf extract, Guanosine, Guava extract, Sophora flavescens extract, Gardenia extract, Sasa veitchii extract, Sophora flavescens extract, walnut extract, chestnut extract, grapefruit extract, clematis extract, black rice extract, brown sugar extract, black vinegar extract, chlorella extract, mulberry extract, gentian extract, Geranium thunbergii extract, black tea extract, yeast extract, Magnolia bark extract, coffee extract, burdock extract, rice extract, rice fermentation extract, rice bran fermentation extract, rice germ oil, comfrey extract, collagen, lingonberry extract, Asarum sieboldii extract, Bupleurum chinense extract, umbilical cord extract, saffron extract, sage extract, soapwort extract, bamboo extract, hawthorn extract, sunflower extract Kiss, Japanese pepper extract, shiitake mushroom extract, rehmannia extract, lithospermum extract, perilla extract, linden extract, meadowsweet extract, jatoba extract, peony extract, ginger extract, calamus root extract, birch extract, white fungus extract, horsetail extract, stevia extract, stevia ferment, iris extract, ivy extract, hawthorn extract, elderberry extract, yarrow extract, peppermint extract, sage extract, mallow extract, chuanxiong extract, swertia japonica extract, mulberry bark extract, rhubarb extract,Soybean extract, jujube extract, thyme extract, dandelion extract, lichen extract, tea extract, clove extract, cogongrass extract, citrus peel extract, tea tree oil, sweet tea extract, chili pepper 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, Ophiopogon extract, lotus extract, parsley extract, birch extract, honey, witch hazel extract, parietaria extract, Isodon japonicus extract, bisabolol, cypress extract, bifidobacteria extract, loquat extract, coltsfoot extract, butterbur extract, Poria cocos extract, butcher's broom extract, grape extract, grape seed extract Preferred extracts include those of kiss, propolis, loofah extract, safflower extract, peppermint extract, linden extract, peony extract, hop extract, cypress extract, pine extract, horse chestnut extract, skunk cabbage extract, soapberry extract, lemon balm extract, seaweed extract, peach extract, cornflower extract, eucalyptus extract, saxifrage extract, yuzu extract, lily extract, coix seed extract, mugwort extract, lavender extract, green tea extract, eggshell membrane extract, apple extract, rooibos tea extract, reishi mushroom extract, lettuce extract, lemon extract, forsythia extract, astragalus extract, rose extract, rosemary extract, Roman chamomile extract, royal jelly extract, and Sanguisorba officinalis extract.

[0032] UV absorbers include benzoic acid-based UV absorbers such as para-aminobenzoic acid, para-aminobenzoic acid monoglycerol ester, N,N-dipropoxypara-aminobenzoate ethyl ester, N,N-diethoxypara-aminobenzoate ethyl ester, N,N-dimethylpara-aminobenzoate ethyl ester, N,N-dimethylpara-aminobenzoate butyl ester, and N,N-dimethylpara-aminobenzoate ethyl ester; anthranilic acid-based UV absorbers such as homomenthyl-N-acetylanthranilate; salicylic acid-based UV absorbers such as salicylic acid and its sodium salt, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, and p-isopropanolphenyl salicylate; and octyl cinnamate. Cinnamic acid-based UV absorbers such as ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate, propyl-p-methoxy cinnamate, isopropyl-p-methoxy cinnamate, isoamyl-p-methoxy cinnamate, 2-ethylhexyl-p-methoxy cinnamate (octyl paramethoxycinnamate), 2-ethoxyethyl-p-methoxy cinnamate (cinoxate), cyclohexyl-p-methoxy cinnamate, ethyl-α-cyano-β-phenyl cinnamate, 2-ethylhexyl-α-cyano-β-phenyl cinnamate (octocrine), glyceryl mono-2-ethylhexanoyl-diparamethoxy cinnamate, ferulic acid and its derivatives;Benzophenone-based UV absorbers such as 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone (oxybenzone-3), 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenylbenzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone; 3-(4'-methylbenzylidene)-d,l-camphor, 3-benzylidene-d,l-camphor; 2-phenyl-5-methylbenzoxazole; 2,2'-hydroxy-5-methylphenylbenzotriazole; 2-(2'-hydro Xy-5'-t-octylphenyl)benzotriazole; 2-(2'-hydroxy-5'-methylphenylbenzotriazole; dibenzarazine; dianisioylmethane; 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one; dibenzoylmethane derivatives such as 4-t-butyl methoxydibenzoylmethane; octyltriazone; urocanic acid derivatives such as urocanic acid and ethyl urocanic acid; 2-(2'-hydroxy-5'-methylphenyl)benzotriazole; Preferred materials include benzotriazole (nyl), 1-(3,4-dimethoxyphenyl)-4,4-dimethyl-1,3-pentanedione, 2-ethylhexyl dimethoxybenzylidene dioxoimidazolidinepropionate, and other hydantoin derivatives, phenylbenzimidazol sulfonic acid, terephthalylidene dicamphor sulfonic acid, drometrizole trisiloxane, methyl anthranilate, rutin and its derivatives, and oryzanol and its derivatives.

[0033] As antibacterial and preservative agents, parabens (hydroxybenzoic acid esters) such as methylparaben, ethylparaben, propylparaben, and butylparaben; phenoxyethanol; 1,2-alkanediols such as 1,2-pentanediol, 1,2-hexanediol, and 1,2-octanediol; alkylglyceryl ethers such as 2-ethylhexylglyceryl ether (ethylhexylglycerin); salicylic acid; lanolin fatty acids and their salts; sodium benzoate; isothiazolinone derivatives such as methylchloroisothiazolinone and methylisothiazolinone; imidazolinium urea; dehydroacetic acid and its salts; phenols; halogenated bisphenols such as triclosan, acid amides, quaternary ammonium salts; trichlorocarbanide, zinc pyrithione, benzalconium chloride Preferred substances include benzethonium chloride, sorbic acid, chlorhexidine, chlorhexidine gluconate, halocarban, hexachlorophene, hinokitiol; phenols, isopropylphenol, cresol, thymol, parachlorophenol, phenylphenol, sodium phenylphenol and other phenols; phenylethyl alcohol, photosensitizers, antimicrobial zeolites, and silver ions. However, when used as an antimicrobial agent or preservative for preservation purposes, from the viewpoint of safety for cosmetics or topical skin preparations, it is more preferable to use phenoxyethanol; 1,2-alkanediols such as 1,2-pentanediol, 1,2-hexanediol, and 1,2-octanediol; and alkylglyceryl ethers such as 2-ethylhexylglyceryl ether.

[0034] Preferred chelating agents include edetates (ethylenediaminetetraacetates) such as EDTA, EDTA2Na, EDTA3Na, and EDTA4Na; hydroxyethylethylenediaminetriacetates such as HEDTA3Na; pentetates (diethylenetriaminepentaacetate); phytic acid; phosphonic acids such as etidronic acid and their sodium salts; sodium oxalate; polypolyamino acids such as polyaspartic acid and polyglutamic acid; sodium polyphosphate, sodium metaphosphate, phosphoric acid; sodium citrate, citric acid, alanine, dihydroxyethylglycine, gluconic acid, ascorbic acid, succinic acid, and tartaric acid.

[0035] Preferred pH adjusters, acids, and alkalis include citric acid, sodium citrate, lactic acid, sodium lactate, glycolic acid, succinic acid, acetic acid, sodium acetate, malic acid, tartaric acid, fumaric acid, phosphoric acid, hydrochloric acid, sulfuric acid, monoethanolamine, diethanolamine, triethanolamine, isopropanolamine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, arginine, sodium hydroxide, potassium hydroxide, aqueous ammonia, guanidine carbonate, and ammonium carbonate.

[0036] Solvents and propellants include lower alcohols such as ethanol, 2-propanol (isopropyl alcohol), butanol, and isobutyl alcohol; glycols such as propylene glycol, 1,3-butylene glycol, diethylene glycol, dipropylene glycol, and isopentyl diol; diethylene glycol monoethyl ether (ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, triethylene glycol monoethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, propylene glycol monoethyl ether, and di Preferred propellants include glycol ethers such as propylene glycol monoethyl ether; glycol ether esters such as ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and propylene glycol monoethyl ether acetate; glycol esters such as diethoxyethyl succinate and ethylene glycol disuccinate; benzyl alcohol, benzyloxyethanol, propylene carbonate, dialkyl carbonate, acetone, ethyl acetate, N-methylpyrrolidone; toluene; fluorocarbons, next-generation chlorofluorocarbons; LPG, dimethyl ether, and carbon dioxide.

[0037] Examples of antipruritic agents include diphenhydramine hydrochloride, chlorpheniramine maleate, camphor, and substance-P inhibitors. Examples of exfoliating and dissolving agents include salicylic acid, sulfur, resorcinol, selenium sulfide, pyridoxine, and glycolic acid. Examples of antiperspirants include aluminum chlorohydrate, aluminum chloride, zinc oxide, and zinc paraphenolsulfonate. Examples of cooling agents include menthol and methyl salicylate. Examples of astringent agents include citric acid, tartaric acid, lactic acid, potassium aluminum sulfate, tannic acid, and caffeine. Examples of enzymes include superoxide dismutase, catalase, lysozyme chloride, lipase, papain, pancreatin, and protease. Preferred nucleic acids include ribonucleic acid and its salts, deoxyribonucleic acid and its salts, and adenosine triphosphate disodium.

[0038] Preferred anti-inflammatory agents include glycyrrhizic acid and its derivatives, glycyrrhetinic acid derivatives, salicylic acid and its derivatives, azelaic acid and its derivatives, hinokitiol, guaiazulene, allantoin, indomethacin, zinc oxide, hydrocortisone acetate, prednisone, diphedramine hydrochloride, chlorpheniramine maleate; and plant extracts such as peach leaf extract and mugwort leaf extract. Preferred hair growth agents, blood circulation promoters, and stimulants include plant extracts and tinctures such as Swertia japonica extract, Capsicum tincture, Ginger tincture, Ginger extract, and Cantharis tincture; capsaicin, nonylic acid valenylamide, gingerol, ichthammol, tannic acid, borneol, cyclandelate, cinnarizine, trazoline, acetylcholine, verapamil, cepharanthine, γ-oryzanol, cepharanthine, vitamin E and derivatives such as tocopherol nicotinate and tocopherol acetate; γ-oryzanol, nicotinic acid and derivatives such as nicotinamide, benzyl nicotinate, inositol hexanicotinate, and nicotinic alcohol; allantoin, photosensitizer 301, photosensitizer 401, capronium chloride, pentadecanoic acid monoglyceride, flavanonol derivatives, stigmasterol or stigmamanol and its glycosides; and minoxidil. Preferred hormones include estradiol, estrone, ethinylestradiol, cortisone, hydrocortisone, and prednisone.

[0039] Anti-wrinkle and anti-aging agents include: ascorbic acid, ascorbic acid phosphate salts such as sodium ascorbic acid phosphate and magnesium ascorbic acid phosphate; ascorbic acid fatty acid esters such as monostearate, monopalmitate, dipalmitate, and tetraisopalmitate; ascorbic acid ethers such as 3-O-ethyl ascorbic acid, 2-O-ethyl ascorbic acid, cetyl ascorbic acid, glyceryl ascorbic acid, and hexylglyceryl ascorbic acid; ascorbic acid glucosides and their fatty acid esters such as ascorbic acid-2-glucoside; and ascorbic acid derivatives such as ascorbic acid sulfate and tocopheryl ascorbyl phosphate. Preferred materials include: Vitamin A compounds such as retinol, retinyl acetate, retinyl palmitate, and hydrogenated retinol; nicotinamide, glutathione, cysteine, crocetin, sericin, geraniol, glycerin glucoside, lactoferrin, proanthocyanidin, pantothenic acid, panthenol, soy saponin, revelastol, isoflavone, coenzyme Q10, chondroitin sulfate, acetylglucosamine, glycerophosphatidylcholine, hydrolyzed hyaluronic acid, collagen peptide, conchiolin hydrolysate, adenosine 5'-monophosphate, phosphatidylinositol, sodium trifluoride isopropyl oxopropylaminocarbonylpyrrolidinecarbonylmethylpropylaminocarbonylbenzoylaminoacetate, tranexamic acid and its derivatives.

[0040] Preferred irritation-reducing agents include mannosylerythritol lipid, diethylene glycol dimer dilinoleate oligomer ester, diisostearyl malate, N-acyl-L-glutamic acid, trehalose monofatty acid ester, fatty acid amidoamine oxide, alkyldimethylamine oxide, phenylethyl glucoside, lauryl glucoside, ferulic acid glucoside, salicin, cedrol, polyethylene glycol, and polypropylene glycol. Preferred cooling agents include menthol, camphor, menthyl lactate, monomentyl succinate, menthyl acetate, borneol, cineole, thymol, peppermint oil, and derivatives thereof. Preferred warming agents include vanillin and its derivatives, vanillyl nonanoate, gingerol, capsicum tincture, capsicum extract, benzyl nicotinate, methyl nicotinate, phenyl nicotinate, tocopherol nicotinate and other nicotinic acid derivatives, capsaicin, watercress extract, sansho pepper extract, ginger extract, and canthari extract.

[0041] Powders include mica, talc, kaolin, sericite, montmorillonite, kaolinite, mica, muscovite, phlogopite, synthetic mica, red mica, biotite, vermiculite, magnesium carbonate, calcium carbonate, aluminum silicate, barium silicate, calcium silicate, magnesium silicate, strontium silicate, tungstate metal salts, magnesium, zeolite, barium sulfate, calcined calcium sulfate, calcium phosphate, fluorapatite, hydroxyapatite, ceramic powder, bentonite, smectite, clay, mud, metal soaps (e.g., zinc myristate, calcium palmitate, aluminum stearate), calcium carbonate, red iron oxide, yellow iron oxide, black iron oxide, ultramarine, Prussian blue, carbon black, titanium dioxide, fine and ultrafine titanium dioxide, zinc oxide, fine and ultrafine zinc oxide, alumina, silica, fuzzy silica (ultrafine anhydrous silicic acid), and titanium mica. Preferred materials include inorganic powders of various sizes and shapes such as fish scale foil, boron nitride, photochromic pigments, synthetic fluorphlogopite, fine particle composite powders, gold, aluminum, and inorganic powders that have been hydrophobized or hydrophilized by treating them with various surface treatment agents such as hydrogen silicone, cyclic hydrogen silicone, or other silanes or titanium coupling agents; organic powders of various sizes and shapes such as starch, cellulose, nylon powder, polyethylene powder, polymethyl methacrylate powder, polystyrene powder, styrene-acrylic acid copolymer resin powder, polyester powder, benzoguanamine resin powder, polyethylene terephthalate-polymethyl methacrylate laminated powder, polyethylene terephthalate-aluminum-epoxy laminated powder, urethane powder, silicone powder, Teflon® powder, and other organic powders and surface-treated powders, as well as organic-inorganic composite powders.Preferred inorganic salts include sodium chloride-containing salts such as table salt, regular salt, rock salt, sea salt, and natural salt; potassium chloride, aluminum chloride, calcium chloride, magnesium chloride, bittern, zinc chloride, and ammonium chloride; sodium sulfate, aluminum sulfate, aluminum potassium sulfate (alum), aluminum ammonium sulfate, barium sulfate, calcium sulfate, potassium sulfate, magnesium sulfate, zinc sulfate, iron sulfate, and copper sulfate; and sodium phosphates such as 1Na, 2Na, and 3Na phosphates, potassium phosphates, calcium phosphates, and magnesium phosphates.

[0042] As pigments, colorants, dyes, and dyes, these include Brown No. 201, Black No. 401, Purple No. 201, Purple No. 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 202, Blue No. 203, Blue No. 204, Blue No. 205, Blue No. 403, Blue No. 404, Green No. 3, Green No. 201, Green No. 202, Green No. 204, Green No. 205, Green No. 3, Green No. 401, Green No. 402 Red No. 102, Red No. 104-1, Red No. 105-1, Red No. 106, Red No. 2, Red No. 3, Red No. 201, Red No. 202, Red No. 203, Red No. 204, Red No. 205, Red No. 206, Red No. 207, Red No. 208, Red No. 213, Red No. 214, Red No. 215, Red No. 218, Red No. 219, Red No. 220, Red No. 221, Red No. 223 , Red No. 225, Red No. 226, Red No. 227, Red No. 228, Red No. 230-1, Red No. 230-2, Red No. 231, Red No. 232, Red No. 3, Red No. 401, Red No. 40 No. 4, Red No. 405, Red No. 501, Red No. 502, Red No. 503, Red No. 504, Red No. 505, Red No. 506, Orange No. 201, Orange No. 203, Orange No. 204, Orange 20 Statutory dyes such as No. 5, Orange No. 206, Orange No. 207, Orange No. 401, Orange No. 402, Orange No. 403, Yellow No. 201, Yellow No. 202-1, Yellow No. 202-2, Yellow No. 203, Yellow No. 204, Yellow No. 205, Yellow No. 4, Yellow No. 401, Yellow No. 402, Yellow No. 403-1, Yellow No. 404, Yellow No. 405, Yellow No. 406, Yellow No. 407, Yellow No. 5, etc.; Acid Other acid dyes such as Red 14; basic dyes such as Arianor Sienna Brown, Arianor Madder Red, Arianor Steel Blue, and Arianor Straw Yellow; nitro dyes such as HC Yellow 2, HC Yellow 5, HC Red 3, 4-hydroxypropylamino-3-nitrophenol, N,N'-bis(2-hydroxyethyl)-2-nitro-p-phenylenediamine, HC Blue 2, and Basic Blue 26; disperse dyes; inorganic white pigments such as titanium dioxide and zinc oxide; inorganic red pigments such as iron oxide (red iron oxide) and iron titanate; inorganic brown pigments such as γ-iron oxide; inorganic yellow pigments such as yellow iron oxide and ochre; inorganic black pigments such as black iron oxide and lower titanium oxide;Inorganic purple pigments such as mango violet and cobalt violet; inorganic green pigments such as chromium oxide, chromium hydroxide, and cobalt titanate; inorganic blue pigments such as ultramarine and Prussian blue; pearl pigments such as titanium dioxide-coated mica, titanium dioxide-coated bismuth oxychloride, titanium dioxide-coated talc, colored titanium dioxide-coated mica, bismuth oxychloride, and fish scale foil; metal powder pigments such as aluminum powder, copper powder, and gold; anthraquinones such as astaxanthin and alizarin, anthocyanidins, β-carotene, catenal, capsanthin, chalcone, calsamine, quercetin Natural pigments and dyes such as tin, crocin, chlorophyll, curcumin, naphthoquinones such as cochineal and shikonin, bixin, flavones, betacyanidin, henna, hemoglobin, lycopene, riboflavin, and rutin; oxidative dye intermediates and couplers such as p-phenylenediamine, toluene-2,5-diamine, o-,m-, or p-aminophenol, m-phenylenediamine, 5-amino-2-methylphenol, resorcinol, 1-naphthol, 2,6-diaminopyridine, and their salts; auto-oxidative dyes such as indoline; and dihydroxyacetone are preferred.

[0043] The fragrance ingredients include acetylcedrene, amyl cinnamaldehyde, allyl amyl glycolate, β-ionone, iso-esuper, isobutylquinoline, iris oil, ylone, indole, ylang-ylang oil, undecanal, undecenal, γ-undecalactone, estragol, eugenol, oakmoss, opoponax resinoid, orange oil, eugenol, aurantiol, galacsolid, carvacrol, L-carbone, camphor, canone, carrot seed oil, clove oil, methyl cinnamate, geraniol, geranyl nitrile, isobornyl acetate, geranyl acetate, dimethylbenzylcarbinyl acetate, styraryl acetate, cedyl acetate, terepinel acetate, and pt-butylcyclohexyl acetate. Lu, vetiveryl acetate, benzyl acetate, linalyl acetate, isopentyl salicylate, benzyl salicylate, sandalwood oil, santalol, cyclamenaldehyde, cyclopentadecanol, methyl dihydrojasmonate, dihydromyrcenol, jasmine absolute, jasmine lactone, cis-jasmone, citral, citronenol, citronellal, cinnamon bark oil, 1,8-cineole, cinnamaldehyde, styrax resinoid, cedarwood oil, cedrene, cedrol, celery seed oil, thyme oil, damascone, damascenone, thymol, tuberose absolute, decanal, decalactone, terpineol, γ-terpinene, tripral, nerol, nonanal, 2,6-Nonadienol, Nonalactone, Patchouli Alcohol, Vanilla Absolute, Vanillin, Basil Oil, Patchouli Oil, Hydroxycitronellal, α-Pinene, Piperitone, Phenethyl Alcohol, Phenylacetaldehyde, Petitgrain Oil, Hexyl Cinnamaldehyde, cis-3-Hexenol, Peruvian Balsam, Vetiver Oil, Vetiverol, Peppermint Oil, Pepper Oil, Heliotropin, Bergamot Oil, Benzyl Benzoate Preferred examples include synthetic and natural fragrances such as benzoate, borneol, myrrhizinoid, musk ketone, methylnonylacetaldehyde, γ-methylionone, menthol, L-menthol, L-menthone, eucalyptus oil, β-ionone, lime oil, lavender oil, D-limonene, linalool, liral, lilial, lemon oil, rose absolute, rose oxide, rose oil, rosemary oil, various essential oils, and various blended fragrances.

[0044] In addition to tap water and purified water, preferred types of water include hard water, soft water, natural water, deep-sea water, electrolyzed alkaline ionized water, electrolyzed acidic ionized water, ionized water, and clustered water.

[0045] In addition to these, it is possible to include known cosmetic ingredients, pharmaceutical ingredients, food ingredients, etc., in known combinations, formulation ratios, and amounts, such as ingredients listed in the Cosmetic Raw Material Standards, Cosmetic Ingredient Formulation Standards, Japan Cosmetic Industry Association Ingredient Labeling Name List, INCI Dictionary (The International Cosmetic Ingredient Dictionary and Handbook), Quasi-drug Raw Material Standards, Japanese Pharmacopoeia, Pharmaceutical Additives Standards, Food Additives Compendium, etc., as well as ingredients listed in Japanese and foreign patent gazettes and patent publications (including published and republished gazettes) belonging to the International Patent Classification IPC A61K7 and A61K8 classifications.

[0046] Examples of cosmetic compositions of the present invention include hair cosmetics, skin cosmetics, makeup cosmetics, fragrance cosmetics, and body cosmetics. Cosmetics of the present invention can be manufactured according to conventional methods.

[0047] To further describe the types of cosmetics of the present invention, preferred hair cosmetics include shampoos such as oil shampoos, cream shampoos, conditioning shampoos, anti-dandruff shampoos, hair color shampoos, and rinse-integrated shampoos; hair care products such as rinses, conditioners, treatments, hair packs, leave-on treatments, hair mists, and hair oils; hair styling products such as hair foams, hair mousses, hair sprays, hair waxes, hair gels, hair creams, water greases, setting lotions, pomades, and hair sticks; hair dyes such as color lotions, hair color treatments, hair manicures, and oxidative hair dyes; and hair tonics, hair liquids, hair blowers, split end coats, permanent wave agents, straight perm agents, hair bleaches, hair color pre-treatments, hair color after-treatments, perm pre-treatments, perm after-treatments, and hair growth agents.

[0048] Skin cosmetics include toners such as softening toners, astringent toners, cleansing toners, multi-layer toners, and liposome toners; lotions such as emollient lotions, moisturizing lotions, milky lotions, nourishing lotions, nourishing milks, skin moisturizers, moisturizing emulsions, massage lotions, exfoliating smoothers, elbow lotions, hand lotions, and body lotions; emollient creams, nourishing creams, nourishing creams, vanishing creams, moisturizing creams, night creams, massage creams, cleansing creams, makeup creams, base creams, pre-makeup creams, sunscreen creams, suntan creams, hair removal creams, deodorant creams, shaving creams, and exfoliating creams. Preferred products include skincare cosmetics such as creams including softening creams, moisturizing gels, whitening gels, all-in-one gels, moisturizing essences, whitening essences, moisturizing serums, whitening serums, and other beauty serums; sunscreen cosmetics such as sun protectors, sun protectors, UV care milks, and sunscreens; packs and masks such as peel-off packs, powder packs, washing packs, oil packs, and cleansing masks; cleansing cosmetics such as cleansing foams, cleansing creams, cleansing milks, cleansing lotions, cleansing gels, and cleansing oils; and facial cleansers such as paste facial cleansing foams, gel facial cleansing foams, foaming facial cleansing foams, facial cleansing powders, cosmetic soaps, clear soaps, medicated soaps, liquid soaps, and shaving soaps.

[0049] Preferred makeup products include lipstick, lip gloss, foundation, blush, face powder, concealer, eyeliner, mascara, eyeshadow, eyebrow pencil, eyebrow products, nail polish, nail polish remover, and nail treatment.

[0050] Preferred fragranced cosmetics include perfumes, fragrances, parfums, eau de parfums, eau de toilettes, eau de colognes, solid perfumes, fragrance powders, fragranced soaps, body lotions, and bath oils.

[0051] Preferred body cosmetics include body washes such as body shampoos, deodorant lotions, deodorant powders, deodorant sprays, deodorant sticks, deodorizing cosmetics, bleaching agents, hair removal agents, bath additives, and insect repellents such as insect repellent sprays.

[0052] The present invention can be used as a topical skin preparation in the form of an ointment, lotion, cream or gel, patch, liniment, or liquid application. It can also be used as an oral cosmetic such as toothpaste or mouthwash.

[0053] Preferred dosage forms for the cosmetic or topical skin preparation of the present invention include emulsified cosmetics such as oil-in-water (O / W) type, water-in-oil (W / O) type, W / O / W type, and O / W / O type, as well as oily cosmetics, solid cosmetics, liquid cosmetics, paste cosmetics, stick cosmetics, volatile oil-type cosmetics, powder cosmetics, jelly-type cosmetics, gel-type cosmetics, paste-type cosmetics, emulsified polymer-type cosmetics, sheet-type cosmetics, mist-type cosmetics, and spray-type cosmetics.

[0054] The present invention will be further described in detail by the following examples, but the present invention is not limited thereto.

[0055] Example 1 Synthesis of β-lysophosphatidic acid In a 200 mL reaction vessel equipped with a stirrer, thermometer, gas inlet tube, and condenser, 21 g of soy lecithin (SLP-PC70, manufactured by Tsuji Oil Co., Ltd.) was dispersed in 120 g of 1.0 M sodium acetate buffer (pH 6.5) containing 0.3 M calcium chloride. Then, 0.21 g of phospholipase A2 (Nagase 10P / R, manufactured by Nagase Chemtec Co., Ltd.) was added, and the reaction was stirred at 40°C for 20 hours. After the reaction, 2.1 g of EDTA was added and stirred for 0.5 hours, and then 0.7 g of phospholipase D (manufactured by Meito Sangyo Co., Ltd.) was added, and the reaction was stirred at 40°C for 20 hours. After concentrating the resulting reaction solution, 210 g of acetone was added, and the precipitated solid was filtered off. To the obtained solid, 50.0 g of 10% phosphoric acid aqueous solution was added and the mixture was stirred at 75°C for 1 hour to perform hydrolysis. Then, 415 g of acetone was added, and the precipitated solid was filtered and dried to obtain a β-lysophosphatidic acid-containing substance as a yellow solid (yield 42.3%). The β-lysophosphatidic acid content was 25.8% by mass. The fatty acid composition was palmitic acid 27%, stearic acid 7%, oleic acid 6%, linoleic acid 50%, linolenic acid 6%, and others 4%. 2.5 g of the β-lysophosphatidic acid-containing material obtained above and 7.5 g of glycerin were stirred and mixed at 70°C for 3 hours to obtain a glycerin solution of β-lysophosphatidic acid.

[0056] Example 2 Synthesis of β-Lysophosphatidic Aluminum 2.5 g of the β-lysophosphatidic acid-containing material obtained in Example 1, 7.375 g of glycerin, and 0.125 g of aluminum hydroxide were stirred and mixed at 70°C for 3 hours to obtain β-lysophosphatidic acid aluminum as a glycerin solution.

[0057] Example 3 Synthesis of β-Lysophosphatidic Acid Zinc 2.5 g of the β-lysophosphatidic acid-containing material obtained in Example 1, 7.375 g of glycerin, and 0.125 g of zinc oxide were stirred and mixed at 70°C for 3 hours to obtain zinc β-lysophosphatidic acid as a glycerin solution.

[0058] Example 4 Synthesis of β-lysophosphatidic acid β-lysophosphatidic acid was obtained by following the same procedure as in Example 1, except that a 10% aqueous citric acid solution was used instead of a 10% aqueous phosphoric acid solution.

[0059] Example 5 Synthesis of β-lysophosphatidic acid β-lysophosphatidic acid was obtained by following the same procedure as in Example 1, except that a 10% aqueous acetic acid solution was used instead of a 10% aqueous phosphoric acid solution.

[0060] <Evaluation of physiological activity> Normal human epidermal keratinocytes were placed in a 24-well plate in a 1.0 × 10⁶ arrangement. 5 Cells were seeded at a concentration of cells / well and cultured in HuMedia-KB2 medium (Kurabo Industries Ltd.) for 16 hours. Then, each test substance listed in Table 1 was added to the medium at a concentration of 25 ppm, and cultured for a further 4 hours. Subsequently, the gene expression levels of various proteins (standardized by GAPDH) were measured by real-time PCR. As a control, the gene expression levels of various proteins were similarly measured without the addition of the test substances. The results are shown in Table 1 as relative values ​​using the average of 3 wells, with the control expression level set to 100.

[0061] [Table 1]

[0062] Table 1 shows that the β-lysophosphatidic acid of the present invention significantly increases the gene expression levels of HAS3, CLDN1, CLDN4, ZO-2, INV, and TGM compared to the control. HAS3 is a hyaluronic acid synthase that is abundant in the epidermis, and increased HAS3 gene expression leads to increased hyaluronic acid production in the epidermis. CLDN1, CLDN4, and ZO-2 are a group of proteins that form tight junctions, which are responsible for cell adhesion, and increased gene expression levels of these proteins lead to increased tight junction formation. INV is a type of protein that forms the cornified envelope, an insoluble membrane that surrounds keratinocytes, and TGM is an enzyme that acts during the formation of the cornified envelope; increased gene expression levels of these proteins lead to increased maturation of the cornified envelope.

[0063] <Evaluation of hyaluronic acid production promotion> In the culture medium supplemented with β-lysophosphatidic acid from Example 1, normal human epidermal keratinocytes (NHEK cells) were cultured for 72 hours, and the amount of hyaluronic acid in the supernatant was quantified by ELISA. As a control, the amount of hyaluronic acid in a culture medium without the test substance was similarly quantified. The results are shown in Table 2 as relative values ​​with the control amount of hyaluronic acid set to 100%.

[0064] [Table 2]

[0065] <Evaluation of collagen production promotion> In the culture medium supplemented with β-lysophosphatidic acid from Example 1, normal human dermal fibroblasts (NHDF cells) were cultured for 24 hours, and the amount of type I collagen in the supernatant was quantified by ELISA. As a control, the amount of type I collagen in a culture medium without the test substance was similarly quantified. The results are shown in Table 3 as relative values ​​with the control amount of type I collagen set to 100%.

[0066] [Table 3]

[0067] <Evaluation of actin filament enhancement> In the culture medium supplemented with β-lysophosphatidic acid from Example 1, normal human epidermal keratinocytes (NHEK cells) or normal human dermal fibroblasts (NHDF cells) were cultured for 24 hours. Actin filaments in the medium were then stained with phalloidin and observed under a fluorescence microscope. The amount of actin filaments was measured using brightness as an indicator. As a control, the amount of actin filaments in a culture medium without the test substance was similarly measured. The results are shown in Table 4 as relative values, with the control amount of actin filaments set to 100%.

[0068] [Table 4]

[0069] <Evaluation of cell proliferation promotion> In the culture medium supplemented with β-lysophosphatidic acid from Example 1, normal human epidermal keratinocytes (NHEK cells) or normal human dermal fibroblasts (NHDF cells) were cultured for 48 hours, and the number of viable cells was measured by absorbance using WST-8 as a chromogenic reagent. The number of viable cells in a culture medium without the test substance was similarly quantified as a control. The results are shown in Table 5 as relative values ​​with the control number of viable cells set to 100%.

[0070] [Table 5]

[0071] The results shown in Tables 2-5 indicate that the β-lysophosphatidic acid of the present invention has hyaluronic acid production promoting effects, collagen production promoting effects, actin filament strengthening effects, and cell proliferation promoting effects.

[0072] <Stimuli Assessment> For each test substance listed in Table 6, a 1% aqueous solution was prepared and used as the test solution. The irritation of the obtained test solutions was evaluated using the SIRC-STE method, which is included in the OECD test guidelines (TG491), as an alternative to the Draize test, which has been commonly used to evaluate irritation to the eyes and mucous membranes using rabbits. Test method Rabbit corneal epithelial cells (SIRCs) were placed in a 96-well plate in a 6.0 × 10⁶ format. 3 Cells were seeded in 200 μL of solution at a concentration of cells / well and cultured for 4 days. After culturing, the culture medium was removed, and 200 μL each of 5% physiological saline solution of the test solution, 0.05% physiological saline solution of the test solution, and physiological saline as a control were added. After exposure for 5 minutes, the test samples were removed and washed three times with PBS(-). Then, 200 μL of 0.5 mg / mL MTT solution was added and reacted for 2 hours. After removing the MTT solution, 200 μL of isopropanol containing 0.04 mol / L hydrochloric acid was added to extract formazan for 1 hour. After extraction, the absorbance at 570 nm (OD570) of the extract was measured using a microplate reader, and the cell viability was calculated using the following formula with the average OD570 of the three wells. The experiment was performed three times, and the results are shown in Table 1 as the average cell viability obtained in each experiment.

[0073]

number

[0074] [Table 6]

[0075] Based on the results in Table 6, it was concluded that the zinc salt of β-lysophosphatidic acid showed the highest cell viability and was less irritating.

[0076] The following cosmetic composition was prepared using the composition of the present invention. The resulting cosmetic composition has excellent moisturizing and penetrating properties and prevents fine lines and rough skin.

[0077] Example 6: Moisturizing lotion Component Amount (% by weight) -------------------------------------- Part A 0.5g of glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 BG 5.0 1,2-Pentanediol 3.0 Purified water 20.0 Part B Neosolue-Aqulio (Nippon Seika) 1.0 Glucosylceramide 0.5 Tremoist-TP (Nippon Fine Chemical) 0.1 EDTA-2Na 0.05 Phenoxyethanol 0.4 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and B were mixed uniformly at approximately 40°C. A and B were then mixed to form a homogeneous liquid.

[0078] Example 7: Moisturizing lotion Component Amount (% by weight) -------------------------------------- Glycerin solution of β-type zinc lysophosphatidicate from Example 3 3.0 Phenoxyethanol 0.4 Sodium citrate (appropriate amount) Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) All ingredients were mixed at approximately 40°C, and sodium citrate was added to achieve a pH of 6.5-7.0 to create a homogeneous solution.

[0079] Example 8: Moisturizing lotion Component Amount (% by weight) -------------------------------------- Glycerin solution of β-type aluminum lysophosphatidicate from Example 2 1.0 Phenoxyethanol 0.4 Hydroxyethylcellulose 0.2 Carbomer 0.1 Arginine 0.1 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) All components were uniformly mixed at approximately 40°C to obtain a homogeneous liquid.

[0080] Example 9: Moisturizing lotion Component Amount (% by weight) ------------------------------------- Part A 0.5g of glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 Diglycerin 1.0 Glycerin 8.0 BG 3.0 Plandool-LG2 (Nippon Seika) 0.1 Plandool-ISS (Nippon Fine Chemical) 0.05 Cholesterol 0.1 Part B Purified water 30.0 C part Maltitol solution 1.0 Betaine 0.5 α-Glucan oligosaccharide 0.1 Pullulan 0.5 Tuberose polysaccharide 0.01 Hydroxypropyl methylcellulose stearoxy ether 0.05 (Acrylates / C10-30 Alkyl Acrylate) Crosspolymer 0.05 Arginine 0.05 Phenoxyethanol 0.2 Methylparaben 0.15 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and B were heated to 70°C each. Part A was added to Part B while stirring with a homomixer (7000 rpm) to prepare a nano-dispersion. The dispersion was then further dispersed using a high-pressure emulsifier (Mizuho Industries Microfluidizer). After cooling, pre-mixed Part C was added to create a homogeneous liquid.

[0081] Example 10: Moisturizing lotion Component Amount (% by weight) ------------------------------------- Part A 3.5 glycerin solution of β-type aluminum lysophosphatidicate from Example 2 Diglycerin 1.0 Glycerin 8.0 Plandool-LG2 (Nippon Seika) 0.1 Plandool-ISS (Nippon Fine Chemical) 0.05 Phytosterol 0.1 Tocopherol 0.05 Part B Purified water 30.0 C part Betaine 0.5 Nicotinamide 5.0 Tranexamic acid (Nippon Seika) 1.0 Phenoxyethanol 0.2 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and B were heated to 70°C each. Part A was added to Part B while stirring with a homomixer (7000 rpm) to prepare a nano-dispersion. After cooling, pre-mixed Part C was added to create a homogeneous solution.

[0082] Example 11: Moisturizing lotion Component Amount (% by weight) -------------------------------------- Part A Glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 5.0 BG 2.0 1,2-Pentanediol 3.0 Purified water 20.0 Part B Neosolue-Aqulio (Nippon Seika) 1.0 Tranexamic acid (Nippon Seika) 2.0 Phenoxyethanol 0.4 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and B were mixed uniformly at approximately 40°C. A and B were then mixed to form a homogeneous liquid.

[0083] Example 12: Moisturizing lotion Component Amount (% by weight) -------------------------------------- Part A Phytopresome-MEL (Nippon Seika) 0.8 PrimeLipid-PI (Nippon Fine Chemical) 1.0 BG 5.0 Glycerin 10.0 1,2-Hexanediol 3.0 Part B Purified water, in an amount that totals 100. C part Glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 7.0 Sodium cyclic lysophosphatidic acid 0.001 Neosolue-AquaS (Nippon Fine Chemical) 1.0 PEG / PPG / Polybutylene Glycol-8 / 5 / 3 Glycerin 0.5 Polyquaternium-51 0.5 Phenoxyethanol 0.2 Methylparaben 0.15 Purified water 20.0 -------------------------------------- (Preparation method) Parts A and B were heated to 70°C each. Part A was added to Part B while stirring with a homomixer (7000 rpm) to prepare the nanovesicle liquid. After further cooling, pre-mixed Part C was added to create a homogeneous liquid.

[0084] Example 13: Whitening lotion Component Amount (% by weight) -------------------------------------- Glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 10.0 Glycerin 8.0 1,3-Propanediol 7.0 3-O-ethyl ascorbic acid (Nippon Seika) 1.0 Arbutin (Nippon Seika) 3.0 Ethanol 3.0 DPG 2.0 Methyl Gluceth-10 2.0 Dipotassium glycyrrhizate 0.05 Tremoist-TP (Nippon Fine Chemical) 0.01 Xanthan gum 0.05 Phenoxyethanol 0.2 Methylparaben 0.15 Citric acid 0.1 Sodium citrate 0.2 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0085] Example 14: Whitening lotion Component Amount (% by weight) -------------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 5.0 PrimeLipid-PI (Nippon Fine Chemical) 1.0 Tranexamic acid (Nippon Seika) 2.0 Nicotinamide 5.0 Phytic acid 0.3 Purified water 20.0 Part B BG 5.0 Tripropylene glycol 2.0 Sodium hyaluronate 0.01 DPG 2.0 Carbomer 0.01 Phenoxyethanol 0.4 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and B were each measured into containers and stirred with a paddle at room temperature to obtain a homogeneous liquid. Part A was then mixed with part B to obtain a homogeneous liquid.

[0086] Example 15: Gel lotion Component Amount (% by weight) ------------------------------------- Part A 3.0 glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 Glycerin 10.0 Sorbitol solution (70%) 5.0 PEG-10 Dimethicone 0.4 Glucose 1.0 BG 3.0 Purified water 20.0 Part B Pullulan 0.2 Ethylhexylglycerin 0.2 Polymethacryloyl lysine 0.05 Crystalline cellulose powder 0.1 Locust bean gum 0.03 Hydroxyethylcellulose 0.05 Xanthan gum 0.05 Sodium hyaluronate 0.01 Inulin-SC (Nippon Fine Chemical) 1.0 Heparin-like substance 0.3 Dipotassium glycyrrhizate 0.1 Placenta extract 1.0 Centella asiatica extract 0.2 Tranexamic acid (Nippon Seika) 4.0 Carbomer 0.06 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and B were each measured into containers and stirred with a paddle at room temperature to obtain a homogeneous liquid. Part A was then mixed with part B to obtain a homogeneous liquid.

[0087] Example 16: Transparent Gel Component Amount (% by weight) ------------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 2.0 PrimeLipid-PI (Nippon Fine Chemical) 0.2 Glycerin 5.0 PPG-6 Decyltetradeceth-30 0.2 PEG-30 Phytosterol 0.3 Purified water 30.0 Part B PEG-4M 0.2 Methylgluceth-10 1.0 Pyridoxine hydrochloride 0.05 Ethylhexylglycerin 0.2 Phenoxyethanol 0.4 Tranexamic acid (Nippon Seika) 2.0 Tremoist-TP (Nippon Fine Chemical) 0.01 Hydrolyzed collagen 0.01 Purified water, in an amount that totals 100. (Dimethyltaurate Ammonium Acrylate / Vinylpyrrolidone) Copolymer 0.05 (Acrylates / C10-30 Alkyl Acrylate) Crosspolymer 0.15 Arginine 0.25 -------------------------------------- (Preparation method) Parts A and B were each measured into containers and stirred with a paddle at room temperature to obtain a homogeneous liquid. Part A was then mixed with part B to obtain a homogeneous liquid.

[0088] Example 17: Scalp Lotion Component Amount (% by weight) -------------------------------------- Glycerin solution of β-lysophosphatidic acid zinc salt from Example 3 3.0 Maltitol solution 0.5 PEG-60 Hydrogenated Castor Oil 0.3 Ethanol 10.0 Neosolue-AquaS (Nippon Fine Chemical) 2.0 Betaine 0.2 Hydroxypropyl chitosan solution 0.05 Carrot extract 0.1 Pyridoxine hydrochloride 0.05 Panthenol 0.1 Dipotassium glycyrrhizinate 0.1 Phenoxyethanol 0.3 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0089] Example 18: Scalp Lotion Component Amount (% by weight) ------------------------------------- Glycerin solution of β-lysophosphatidic acid zinc salt from Example 3 2.0 1,2-Hexanediol 1.0 Neosolue-Aqulio (Nippon Seika) 1.0 Tocopherol acetate 0.05 Menthol 0.1 Betaine 0.2 Swertia japonica extract 0.1 Stephania tetrandra root extract 0.003 Hinokitiol 0.1 PCA-Na 0.1 Carbomer 0.01 K hydroxide 0.01 Pentasodium pentetate 0.05 Phenoxyethanol 0.4 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0090] Example 19: Hair growth agent Component Amount (% by weight) ------------------------------------- Glycerin 2.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 PEG-60 Hydrogenated Castor Oil 0.3 Betaine 0.5 Ethanol 20.0 Menthol 0.1 Neosolue-AquaS (Nippon Fine Chemical) 2.0 Orange oil 0.05 Panthenyl ethyl ether 0.2 Carrot extract 1.0 Sophora angustifolia extract 2.0 Chlorella extract 1.0 Trehalose 0.5 Nicotinamide 1.0 Piroctone olamine 0.1 Dipotassium glycyrrhizinate 0.1 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0091] Example 20: Hair growth agent Component Amount (% by weight) ------------------------------------- Glycerin solution of β-type zinc lysophosphatidicate from Example 3 4.0 Phytopresome-MEL (Nippon Seika) 1.0 Neosolue-Aqulio (Nippon Seika) 0.5 DPG 2.0 Lactic acid 0.1 Tremoist-TP (Nippon Fine Chemical) 0.01 Ethanol 10.0 Menthol 0.1 Menthyl glyceryl ether 0.15 Panthenyl ethyl ether 0.2 Camphor 0.1 Cordyceps sinensis extract 1.0 Swertia japonica extract 1.0 Loquat leaf extract 1.0 Hydrolyzed hyaluronic acid 0.02 Sodium cyclic lysophosphatidic acid 0.001 Chili pepper extract 0.01 Betaine 0.3 Trehalose 0.2 Cymene-5-ol 0.1 Tocopherol acetate 0.05 β-Glycyrrhetinic acid 0.05 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0092] Example 21: Whitening lotion Component Amount (% by weight) -------------------------------------- Part A Plandool-DP (Nippon Fine Chemical) 1.0 Cetyl ethylhexanoate (Nippon Seika) 10.0 Cetanol 1.2 Dimethicone 100 cs 3.0 Myristyl alcohol 2.0 Oleyl alcohol 1.0 Part B Stearoxyhydroxypropylmethylcellulose 0.1 Xanthan gum 0.1 Sodium citrate (appropriate amount) Purified water 20.0 C part Phytocompo-PP (Nippon Fine Chemical) 1.0 Glycerin 8.0 D part 3-O-ethyl ascorbic acid (Nippon Seika) 0.5 Tranexamic acid (Nippon Seika) 2.0 Nicotinamide 5.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Purified water 5.0 Part E Phenoxyethanol 0.2 Methylparaben 0.15 Phytic acid 0.5 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and E were heated to approximately 70°C and dissolved uniformly. Part B was stirred to make a viscous liquid. Part C was heated to approximately 70°C and dispersed uniformly. Part A was added to Part C while stirring in a homodisperser, and then Part E was added while stirring. Parts D and B were added at approximately 50°C, stirred to mix uniformly, and the pH was adjusted to 6.5-7.0 with sodium citrate.

[0093] Example 22 Emulsion Component Amount (% by weight) ------------------------------------- Part A Glycerin 3.0 Diglycerin 1.0 BG 5.0 Phytocompo-C (Nippon Fine Chemical) 1.5 Part B Triethylhexanoin (Nippon Seika) 3.0 LUSPLAN SR-DM4 (Nippon Seika) 0.5 Hydrogenated polyisobutene 3.5 Isododecane 1.5 Cetostearyl alcohol 1.0 Alkali alcohol 0.1 Jojoba alcohol 3.0 Kimyl alcohol 0.3 Cerakill alcohol 0.1 Hexyldecanol 0.5 C part (Hydroxyethyl Acrylate / Sodium Acryloyldimethyl Taurate) Copolymer 0.2 Tremoist-TP (Nippon Fine Chemical) 0.03 Carbomer 0.1 Potassium hydroxide 0.2 Purified water 30.0 D part Neosolue-AquaS (Nippon Fine Chemical) 0.5 Polyquaternium-51 1.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Tranexamic acid (Nippon Seika) 2.0 Nicotinamide 5.0 Methylparaben 0.15 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A, B, and D were mixed separately and heated to approximately 70°C to dissolve and disperse uniformly. Part C was mixed in and stirred to form a viscous liquid. Part B was added to Part A while stirring in a homodisperser, then Part D was added and emulsified. It was cooled to approximately 50°C, Part C was added and stirred, and then cooled to approximately 40°C.

[0094] Example 23: Skincare Cream Component Amount (% by weight) ------------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Sodium cyclic lysophosphatidic acid 0.01 Glycerin 9.0 DPG 5.0 Tripropylene glycol 2.0 Sucrose stearate 1.5 Part B (C13-15) Alkane 8.0 Vaseline 10.0 Pentaerythrityl tetraisostearate 5.0 Astaxanthin 0.01 Cetyl PG hydroxyethyl palmitamide 0.05 Dipentaerythrityl hexahydroxystearate 1.0 Stearyl glycyrrhetinate 0.05 C part Carbomer 0.1 K hydroxide 0.07 Xanthan gum 0.1 Purified water 10.0 D part Phenoxyethanol 0.4 Ethylhexylglycerin 0.2 Methylparaben 0.05 Inulin-SC (Nippon Fine Chemical) 1.0 Nicotinamide 5.0 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A, B, and D were mixed separately and heated to approximately 70°C to dissolve and disperse uniformly. Part C was mixed in and stirred to form a viscous liquid. Part B was added to Part A while stirring in a homodisperser, then Part D was added and emulsified. It was cooled to approximately 50°C, Part C was added and stirred, and then cooled to approximately 40°C.

[0095] Example 24: Skincare Cream Component Amount (% by weight) ------------------------------------- Part A Sugar squalane 10.0 Stearic acid 1.0 Plandool-ISS (Nippon Fine Chemical) 1.0 Macadamia nut oil 3.0 Hydrogenated rapeseed alcohol 2.0 Cetearyl olivate 1.0 Olive oil fatty acid sorbitan 0.8 Polyglyceryl-10 oleate 1.0 Part B Acrylic acid / alkyl methacrylate copolymer 0.1 K hydroxide 0.07 (Acryloyldimethyltaurate ammonium / Beheneth-25 Methacrylate Crosspolymer 0.2 Tremoist-SL (Nippon Seika) 1.0 Purified water 20.0 Hydrolyzed polyγ-glutamate K 0.1 Sodium polyglutamate 0.1 Oligopeptide-24 0.05 C part PrimeLipid-PI (Nippon Fine Chemical) 1.0 0.5g of glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 Propanediol 10.0 PEG-8 5.0 PEG-2M 2.0 Glyceryl caprylate 0.8 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and C were mixed separately and heated to approximately 70°C to uniformly dissolve and disperse. Part B was added and stirred to form a viscous liquid. Part C was added to Part A while stirring with a homomixer and emulsified. After cooling to approximately 50°C, Part B was added and stirred, and the mixture was cooled to approximately 40°C.

[0096] Example 25: Skincare Cream Component Amount (% by weight) ------------------------------------- Part A Plandool-MAS (Nippon Seika) 2.0 Plandool-LG1 (Nippon Seika) 1.0 Paraffin wax 3.0 Shea butter 3.0 Squalane 8.0 Cetanol 1.8 Hydrogenated Cocoglycerides 0.8 Glyceryl stearate 1.0 Behenyl alcohol 1.5 Sorbitan stearate 1.0 Polyglyceryl-10 laurate 1.0 PEG-60 Glyceryl Isostearate 1.0 Methyl glucose sesquistearate 1.5 Part B Xanthan gum 0.1 Hydroxyethylcellulose 0.1 Crystalline cellulose powder 0.3 Stearoxyhydroxypropylmethylcellulose 0.1 Tranexamic acid (Nippon Seika) 4.0 Purified water 20.0 C part Glycerin 8.0 DPG 5.0 Sorbitol 2.0 2.5 glycerin solution of β-type aluminum lysophosphatidic acid from Example 2 Neosolue-Aqulio (Nippon Seika) 1.0 Methylparaben 0.15 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and C were mixed separately and heated to approximately 70°C to uniformly dissolve and disperse. Part B was added and stirred to form a viscous liquid. Part C was added to Part A while stirring with a homomixer and emulsified. After cooling to approximately 50°C, Part B was added and stirred, and the mixture was cooled to approximately 40°C.

[0097] Example 26 Skin Care Cream Component Blending Amount (wt%) ------------------------------------- Part A Glycerin 12.0 BG 3.0 Phytocompo-PP (Nippon Seika) 2.5 Part B Olive Fruit Oil 3.0 Olive Oil 1.5 Shea Butter 1.0 Pentaerythrityl Tetraethylhexanoate (Nippon Seika) 3.0 Sucrose Stearate 0.8 Ceteareth Glucoside 1.2 Behenyl Alcohol 1.5 Ascorbyl Tetrahexyldecanoate 7.0 Isopropyl Lauroyl Sarcosine 2.0 Hydrogenated Cocoglyceryl 3.0 Cetanol 2.5 Sorbitan Stearate 0.8 Part C Xanthan Gum 0.05 Tremoist-SL (Nippon Seika) 1.0 Tuberose Polysaccharide 0.01 Water-Soluble Collagen 0.05 Hydrolyzed Collagen 0.5 Sodium Pyrosulfite 0.03 Glycerin Solution of Aluminum β-Lysophosphatidic Acid of Example 2 3.5 Arbutin (Nippon Seika) 1.0 Tranexamic Acid (Nippon Seika) 1.0 Purified Water 10.0 Part D Neosolue-Aqulio (Nippon Seika) 1.0 Propanediol 3.0 Methylparaben 0.1 Glyceryl caprylate 1.0 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A, B, and D were mixed separately and heated to approximately 70°C to dissolve and disperse uniformly. Part C was mixed in and stirred to form a viscous liquid. Part B was added to Part A while stirring in a homodisperser, then Part D was added and emulsified. It was cooled to approximately 50°C, Part C was added and stirred, and then cooled to approximately 40°C.

[0098] Example 27: Skincare Cream Component Amount (% by weight) ------------------------------------ Part A Neosolue-DiSM (Nippon Seika) 5.0 Jojoba oil 2.0 Plandool-H (Nippon Fine Chemical) 1.0 Neosolue-MCT (Nippon Seika) 3.0 LUSPLAN DD-DHR (Nippon Seika) 1.0 Plandool-SUN (Nippon Fine Chemical) 1.3 Propylene glycol stearate 0.6 Squalane 3.0 Behenyl alcohol 2.0 Liquid isoparaffin 0.5 Carnauba wax 0.3 Corn oil 0.3 Rapeseed oil 1.0 Sunflower oil 1.0 wheat germ oil 1.0 Flaxseed oil 0.1 Cottonseed oil 0.1 Soybean oil 0.1 Shea butter 0.5 Stigmasterol 1.0 Stigma 1.0 Dihydrocholesterol 0.1 Lanosterol 0.1 Dihydrolanosterol 0.1 Cholesteryl nonanoate 0.1 Cholesteryl stearate 0.1 Cholesteryl isostearate 1.0 Cholesteryl oleate 0.1 Cholesteryl 12 - hydroxystearate 0.1 Cholesteryl long - chain branched fatty acid 0.3 Octyldodecyl myristate 1.0 Octyldodecyl isostearate 1.0 Hydrogenated castor oil dimer dilinoleate 1.0 Hydroxyalkyl dimer dilinoleyl ether 1.0 Tetra(hydroxystearic acid / isostearic acid) dipentaerythrityl 0.5 Phytosteryl camellia oil fatty acid 0.5 Phenyltrimethicone 1.0 Diphenyldimethylsilicone 1.0 Methylhydrogenpolysiloxane 1.0 Polyglyceryl - 3 polydimethylsiloxyethyl dimethicone 0.5 Dimethicone 50cs 0.3 Polyoxyethylene·methylpolysiloxane copolymer 1.0 Tocopherol ferulate 0.1 Tocopherol phosphate ester 0.1 Tocotrienol 0.1 Tannin 0.01 Sesamin 0.01 Proanthocyanidin 0.01 Glabridin 0.01 Glabrene 0.01 Licorice 0.01 Isolicorice 0.01 Lactoferrin 0.01 Gingerol 0.01 Zingerone 0.01 Section B (Acryloyldimethyltaurine / Beheneth-25 Methacrylate) Copolymer 0.2 Crystalline cellulose 0.1 Gellan gum 0.1 Carboxyvinyl polymer 0.1 K hydroxide 0.08 Purified water 20.0 C part Phytocompo-PP (Nippon Fine Chemical) 1.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 0.5 Polyglyceryl-10 stearate 0.5 Glycerin 7.0 DPG 7.0 D part Citric acid 0.07 Sodium citrate (appropriate amount) EDTA-2Na 0.05 Pentasodium pentetate 0.03 Phenoxyethanol 0.4 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was mixed and heated to approximately 70°C to dissolve uniformly. Part B was mixed and stirred to form a viscous liquid. Part C was mixed and heated to approximately 70°C to disperse uniformly. Part D was mixed and heated to approximately 70°C to dissolve uniformly. Part A was added to Part C while stirring with a homogenizer, then Part D was added and emulsified. After cooling to approximately 50°C, Part B was added and stirred to dissolve uniformly.

[0099] Example 28: Skincare Cream Component Amount (% by weight) -------------------------------------- Part A Plandool-G (Nippon Fine Chemical) 1.0 Neosolue-Aqulio (Nippon Seika) 1.5 Diethylhexyl sebacate (Nippon Seika) 8.0 Diisopropyl sebacate (Nippon Seika) 2.0 Theobroma grandiflorum seed butter 3.0 Batyl isostearate 2.0 Shea butter 3.0 (Dimethicone / Vinyl Dimethicone) Crosspolymer 0.3 (Vinyl dimethicone / Lauryl dimethicone) crosspolymer 0.5 (Dimethicone / PEG-10 / 15) Crosspolymer 0.5 (PEG-15 / Lauryl Dimethicone) Crosspolymer 0.2 (Alkyl acrylate / dimethicone) copolymer 0.1 Isostearyl pivalate 0.1 Pentaerythrityl tetraethylhexanoate (Nippon Seika) 0.1 Stearyl alcohol 3.5 Cetanol 1.3 Coconut fatty acid sucrose 1.0 Polyglyceryl-3 methylglucose distearate 0.8 Triglycerides (C10-18) 3.0 Squalane 3.0 Dimethicone 100cs 1.0 Tocopherol 0.1 Ascorbyl tetrahexyldecanoate 8.0 Tocopheryl ascorbyl phosphate 2.0 Placenta extract 1.0 Oryzanol 0.3 Phytosphingosine 0.0001 Ubiquinone 0.03 Carotene 0.05 Lycopene 0.01 Astaxanthin 0.01 Lutein 0.01 Fullerene 0.001 Peanut oil 0.1 Rice bran oil 1.0 Hydrogenated castor oil 0.3 Jojoba oil 2.0 Orange roughy oil 1.0 Liquid lanolin (Nippon Seika) 1.0 Lanolin (Nippon Seika) 1.0 Polyoxyethylene lanolin 1.0 Lanolin alcohol (Nippon Seika) 0.3 Alcoholic lanolin acetate 0.1 Cholesteryl acetate 0.1 Octocrylene 0.5 Sorbitan sesquistearate 1.2 Part B Tremoist-TP (Nippon Fine Chemical) 0.05 Water-soluble collagen 0.05 Hydrolyzed collagen 0.5 Glutathione 0.3 Arbutin (Nippon Seika) 3.0 Nicotinamide 5.0 C part Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Propanediol 10.0 PPG-9 Diglyceryl 2.0 Diglycerin 1.0 Sodium pyrosulfite 0.1 Imidazolinium urea 0.1 Polyvinylpyrrolidone 0.1 Pullulan 0.1 Polyvinyl alcohol 0.1 Dehydroacetic acid 0.1 PEG-32 1.0 Polyglycerin-10 1.0 Pentasodium pentetate 0.05 Phenoxyethanol 0.4 1,2-Pentanediol 2.0 Succinic acid 0.05 Sodium succinate (appropriate amount) Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was heated to approximately 70°C and dissolved uniformly. Part B was homogenized using some purified water. Part C was heated to approximately 70°C and dispersed. While stirring with a homomixer at approximately 70°C, Part A was gradually added to Part C and emulsified. After cooling to approximately 40°C, Part B was added and mixed uniformly, and the pH was adjusted to 6.5-7.0 with sodium succinate.

[0100] Example 29 Emulsion Component Amount (% by weight) -------------------------------- Part A Phytocompo-SP (Nippon Fine Chemical) 10.0 Lysolecithin (Nippon Seika) 0.1 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 3.5 Part B Squalane 4.0 Neosolue-MCT (Nippon Seika) 4.0 α-olefin oligomer 2.5 Dimethicone 5cs 3.5 Cetanol 1.5 Glyceryl stearate 1.0 C part Hydroxyproline 0.05 Citric acid 0.01 Sodium citrate 0.09 Arbutin (Nippon Seika) 3.0 Phenoxyethanol 0.3 Methylparaben 0.1 Acrylic acid / alkyl methacrylate copolymer 0.1 K hydroxide 0.1 Purified water, in an amount that totals 100. ----------------------------------- (Preparation method) Parts A, B, and C were each taken and heated to approximately 70°C, then mixed uniformly. Part B was gradually added to part A while stirring with a homodisperser, and then part C was added at approximately 70°C and emulsified. After that, it was cooled to approximately 40°C.

[0101] Example 30: Cleansing Gel Component Amount (% by weight) --------------------------------- Part A 2.5g of glycerin solution of β-type zinc lysophosphatidicate from Example 3 1,2-Pentanediol 1.0 Cetyl ethylhexanoate (Nippon Seika) 10.0 Plandool-S (Nippon Fine Chemical) 1.0 Dihydrocholeth-30 (Nippon Seika) 2.0 LUSPLAN DD-IS (Nippon Fine Chemical) 8.0 PEG-25 Hydrogenated Castor Oil 20.0 Octyldodeceth-20 15.0 Glycerin 16.0 BG 5.0 Part B Phenoxyethanol 0.5 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was heated to approximately 80°C. Part B was gradually added to Part A while stirring, and after mixing, it was cooled to 40°C.

[0102] Example 31: Cleansing Cream Component Amount (% by weight) --------------------------------- Part A Plandool-LG2 (Nippon Seika) 1.0 Neosolue-Aqulio (Nippon Seika) 1.0 Ceresin 6.0 0.5g of glycerin solution of β-type zinc lysophosphatidicate from Example 3 PEG-12 Isostearate 3.0 Sorbitan sesquioleate 1.5 Polyoxyethylene sorbitan oleate 0.3 Polyglyceryl-10 laurate 0.3 Microcrystalline wax 2.0 Tocopherol 0.05 Part B Neosolue-Aqua (Nippon Fine Chemical) 0.5 DPG 5.0 EDTA 3Na 0.02 Phenoxyethanol 0.5 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was heated to approximately 80°C. Part B was gradually added to Part A while stirring, and after mixing, it was cooled to 40°C.

[0103] Example 32: Facial Cleansing Foam Component Amount (% by weight) --------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 (Coconut fatty acid / hydrogenated beef tallow fatty acid) sodium glutamate 30.0 Cocoyl glycine K 5.0 Plandool-LG2 (Nippon Seika) 0.2 Lauric acid diethanolamide 3.0 Tocopherol 0.1 PEG-8 5.0 PEG-32 10.0 Glycerin 14.0 Part B Glyceryl caprylate 1.0 Hexanediol 1.0 Polyquaternium-51 1.0 Tremoist-SL (Nippon Seika) 0.5 Crystalline cellulose 0.3 Polyquaternium-7 0.8 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was heated to approximately 80°C. Part B was gradually added to Part A while stirring, and after mixing, it was cooled to 40°C.

[0104] Example 33: Body Shampoo Component Amount (% by weight) --------------------------------- Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Sodium Cocoyl Methyl Taurate 10.0 Sodium Lauroyl Hydrolyzed Silk 6.0 Sodium lauroyl methylalanine 10.0 Sodium cocoamphoacetate (30%) 4.0 Cocamidopropyl betaine (30%) 10.0 Sodium olefin (C14-16) sulfonate 5.0 Polyquaternium-10 1.3 Guar hydroxypropyltrimonium chloride 0.8 Sodium acetylated hyaluronate 0.02 Cocamide DEA 3.0 Glycerin 5.0 Methylparaben 0.2 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) All ingredients were heated to approximately 80°C and stirred until uniform.

[0105] Example 34: Non-silicone shampoo Component Amount (% by weight) --------------------------------- Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Plandool-LG2 (Nippon Seika) 0.03 Neosolue-AquaS (Nippon Fine Chemical) 0.1 Tremoist-SL (Nippon Seika) 0.5 Sodium laureth-4 carboxylate (28%) 10.0 Laureth-6 carboxylic acid 4.0 Cocamidopropyl betaine (30%) 10.0 Sodium Lauroyl Methylalanine (30%) 5.0 Cocamide methyl MEA 3.0 PEG-7 glyceryl coconut oil fatty acid 5.0 Sodium hydroxide 1% solution 0.5 Polyquaternium-10 0.8 Glycol distearate 0.5 Polyquaternium-7 0.5 EDTA-2Na 0.05 Phenoxyethanol 0.4 Sodium benzoate 0.2 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) All ingredients were heated to approximately 80°C and stirred until uniform.

[0106] Example 35: Hand soap Component Amount (% by weight) -------------------------------- Part A Sodium cocoyl isethionate 1.0 Glycerin 50.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Part B Sodium lauroyl sarcosinate 12.0 Sodium myristoylmethyltaurate 2.0 Polyglyceryl-6 laurate 2.0 Coconut oil fatty acid diethanolamide 2.0 PEG-7 Coconut Oil Fatty Acid Glyceryl 2.0 Sorbitol 8.0 Hydrolyzed conchiolin 0.1 1,3-Butylene glycol 8.0 Phenoxyethanol 0.8 Ethanol 3.0 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was added to Part A, heated to approximately 80°C, uniformly dissolved, and then cooled.

[0107] Example 36: Leave-in hair treatment Component Amount (% by weight) ------------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Polyquaternium-37 2.0 Squalane 2.0 PPG-3 Caprylyl Ether 2.0 Microcrystalline wax 0.1 Lanolin alcohol 0.2 Montan Wax 0.1 Polyethylene wax 0.1 Woodrow 0.2 Ceresin 0.1 PG dicaprate 1.0 Almond oil 0.5 Ethylhexyl ethylhexanoate 1.0 Candelilla wax extract 0.1 Octyldodecyl erucate 4.5 Tocopherol acetate 0.02 Elcalactone MCT (Nippon Seika) 2.0 Dipentaerythrityl tripolyhydroxystearate 1.5 PPG-5 Phytosteryl 0.5 Glycerin 4.0 Sorbitol 2.0 Phenoxyethanol 0.5 Part B Hydrolyzed hyaluronic acid 0.1 Panthenol 0.1 Hydroxypropyltrimonium hyaluronate 0.01 Polyquaternium-11 0.2 Glycosyltrehalose 0.1 Glyceryl glucoside 0.3 Arginine 0.1 C part Purified water, in an amount that totals 100. Hydroxypropyl starch phosphate 1.0 -------------------------------------- (Preparation method) Part C was uniformly dispersed and heated to approximately 80°C. Next, Part A was heated to approximately 80°C and dissolved. Part A was added to Part C while stirring, and after uniform mixing, it was cooled to approximately 40°C. Then, Part B was added to each and mixed uniformly.

[0108] Example 37: Leave-in scalp / hair treatment Component Amount (% by weight) -------------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.5 Neosolue-Aqulio (Nippon Seika) 1.0 Ethanol 40.0 Glycyrrhetinic acid 0.02 Elcalactone DES (Nippon Seika) 1.5 PEG / PPG-20 / 20 Dimethicone 0.2 PEG-12 Dimethicone 0.4 Hydrogenated retinol 0.1 Pyridoxine trishexyldecanoate 0.05 Bisglyceryl ascorbate 0.3 Hexyl 3-glyceryl ascorbate 0.3 Part B Triethanolamine 0.1 Purified water, in an amount that totals 100. (Acrylates / C10-30 Alkyl Acrylate) Crosspolymer 0.4 Carbomer 0.05 Tremoist-SL (Nippon Seika) 1.0 (Acryloyldimethyltaurate Ammonium / VP) Copolymer 0.05 (Acryloyldimethyltaurate ammonium / Beheneth-25 Methacrylate Crosspolymer 0.1 Hydroxypropyl chitosan 0.1 Methylparaben 0.1 Phenoxyethanol 0.2 C part 3-O-ethyl ascorbic acid (Nippon Seika) 0.3 Nicotinamide 0.3 Pyridoxine hydrochloride 0.1 Caffeine 0.1 Glucosyltrehalose 0.1 Purified water 10.0 -------------------------------------- (Preparation method) Part A was heated to approximately 50°C and dissolved. Next, Part B was uniformly dispersed to form a viscous liquid. Part A was added to Part B while stirring and mixed uniformly. Then Part C was added and mixed uniformly.

[0109] Example 38: Shampoo Component Amount (% by weight) -------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 3.0 PPG-3 Caprylyl Ether 0.2 Ammonium laureth sulfate 5.0 Sodium laureth sulfate (25%) 10.0 Lauryl hydroxysultaine (30%) 10.0 Potassium laurate 1.0 Glycol distearate 0.5 Toluene sulfonic acid 0.3 Stearoxypropyldimethylamine 0.5 PPG-17 0.3 Dimethicone 0.1 PEG-9 Dimethicone 0.1 Amodimethicone 0.1 Diethylhexyl sebacate (Nippon Seika) 1.0 Neopentyl glycol diethylhexanoate 0.4 Lanolin fatty acid 0.3 Isodecyl glyceryl ether 0.4 Miconazole nitrate 0.75 Cocamide MEA 1.0 Laureth-4 0.3 Laureth-16 0.2 Steerless-6 0.2 Phenoxyethanol 0.3 Part B Malic acid 0.1 Methylparaben 0.2 Phosphate 0.03 Sodium benzoate 0.3 Arginine 0.4 Purified water, in an amount that totals 100. C part Polyquaternium-10 0.2 Guar hydroxypropyltrimonium chloride 0.1 Tremoist-SL (Nippon Seika) 3.0 Purified water 6.7 -------------------------------- (Preparation method) Part A was uniformly mixed at approximately 80°C. Part B, which had been set aside, was heated to approximately 60°C and made uniform. Part B was gradually added to Part A while stirring, and after it was uniformly mixed, it was cooled to approximately 50°C. Part C was then added and uniformly mixed.

[0110] Example 39: Leave-on hair treatment Component Amount (% by weight) -------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Neosolue-Aqulio (Nippon Seika) 2.0 RepairLipid-DSL (Nippon Fine Chemical) 1.0 Cetanol 3.8 Caprylyl glucoside (50%) 1.5 Glycerin 4.0 Phenoxyethanol 0.5 Part B Ethanol 5.0 C part Polyquaternium-6 0.6 Polyquaternium-7 0.4 Polyquaternium-39 0.5 Purified water, in an amount that totals 100. -------------------------------- (Preparation method) Part C was heated to approximately 80°C and dissolved. Next, Part A was heated to approximately 80°C and dissolved. Part A was added to Part C while stirring, and after uniform mixing, it was cooled to approximately 40°C. Then, Part B was added and uniform mixing was performed.

[0111] Example 40: Lipstick Component Amount (% by weight) --------------------------------- 0.5g of glycerin solution of β-type zinc lysophosphatidicate from Example 3 LUSPLAN SR-DM4 (Nippon Seika) 7.0 Hydrogenated polyisobutene 5.0 Triethylhexanoin (Nippon Seika) 10.0 Neosolue-MCT (Nippon Seika) Amount that totals 100 Dialkyl carbonate (C14, 15) 3.0 Dextrin palmitate 0.9 Sodium stearoyl lactate 0.9 Cetyl ethylhexanoate (Nippon Seika) 24.0 Dimethicone 50cs 5.0 Plandool-MAS (Nippon Seika) 2.0 Ceresin 8.5 Candelilla Raw 4.0 Sorbitan sesquioleate 0.15 Hydrogen dimethicone 2.0 Ethanol 0.1 Tocopherol 0.5 Nylon-12 2.0 (Ethylene / Propylene) Copolymer 0.5 Barium sulfate 1.0 Iron oxide 2.0 Mica 2.0 Titanium dioxide 1.0 --------------------------------- (Preparation method) After uniformly heating, stirring, and mixing all the ingredients, the mixture was filled into molds and rapidly cooled.

[0112] Example 41: Lip balm Component Amount (% by weight) --------------------------------- Plandool-H (Nippon Fine Chemical) 10.0 Plandool-LG3 (Nippon Seika) 5.0 Polyglyceryl-2 diisostearate 15.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 4.0 Squalane: an amount that totals 100 12-Hydroxystearic acid 5.0 Silylated silica 3.0 Menthol 0.5 Fragrance (appropriate amount) Antioxidant (appropriate amount) --------------------------------- (Preparation method) All ingredients were heated to approximately 90°C, mixed uniformly, and then cooled.

[0113] Example 42 Foundation Component Amount (% by weight) -------------------------------- Plandool-S (Nippon Fine Chemical) 1.0 Plandool-G (Nippon Fine Chemical) 0.1 Plandool-SUN (Nippon Fine Chemical) 0.1 Plandool-MAS (Nippon Seika) 0.1 Plandool-ISS (Nippon Fine Chemical) 0.1 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 2.0 Cyclomethicone 3.5 Trimethylsiloxysilicate 1.5 Talc 24.0 Iron oxide 1.9 Titanium dioxide 20.0 Tocopherol 0.1 Ethylhexyl methoxycinnamate 1.0 Neosolue-AquaS (Nippon Fine Chemical) 0.4 Phenoxyethanol 0.4 Amount of mica that totals 100 -------------------------------- (Preparation method) All ingredients were stirred and mixed uniformly before being molded.

[0114] Example 43: Solid powder foundation Component Amount (% by weight) --------------------------------- Part A Plandool-H (Nippon Fine Chemical) 2.0 YOFCO MAC (Nippon Seika) 0.1 Plandool-LG1 (Nippon Seika) 0.1 Plandool-LG2 (Nippon Seika) 0.1 Plandool-LG4 (Nippon Seika) 0.1 LUSPLAN PI-DA (Nippon Fine Chemical) 3.0 Cetyl ethylhexanoate (Nippon Seika) 3.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 3.0 Squalane 1.6 Part B Lecithin-treated sericite 20.0 Boron nitride 10.0 Mica 3.0 Silica 2.0 Dimethicone 3.0 Nylon-12 3.0 Talc 10.0 Titanium dioxide 10.0 Amount of iron oxide that totals 100 --------------------------------- (Preparation method) Part A was heated and mixed. Part B was placed in a separate container and mixed and dispersed. Part A was added to Part B, mixed uniformly, and then molded.

[0115] Example 44: Liquid Foundation Component Amount (% by weight) --------------------------------- Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 7.0 PrimeLipid-PI (Nippon Fine Chemical) 1.0 Octyltriazone 1.5 Ethylhexyl methoxycinnamate 1.0 Quaternium-18 hectorite 0.5 Part B Cyclomethicone 25.0 Polyether-modified silicone mixture 5.0 (Manufactured by Toray Dow Corning Silicone Co., Ltd., BY22-008M) Polyglyceryl-2 isostearate 1.0 Titanium dioxide / iron oxide mixture 12.5 Mica 6.0 C part Glycerin 5.0 Neosolue-AquaS (Nippon Fine Chemical) 0.4 Methylparaben 0.2 Tranexamic acid (Nippon Seika) 2.0 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and thoroughly dispersed. Part B, also heated to approximately 80°C, was added to this, and then Part C, further heated to approximately 80°C, was added. The mixture was emulsified and dispersed using a homogenizer, and then stirred and cooled to room temperature.

[0116] Example 45 Foundation Component Amount (% by weight) ------------------------------------ Part A Glycerin solution of β-type zinc lysophosphatidicate from Example 3 1.0 Isododecane 10.0 Neosolue-MCT (Nippon Seika) 4.0 Ethylhexyl methoxycinnamate 3.0 Plandool-SUN (Nippon Fine Chemical) 1.0 Plandool-LG2 (Nippon Seika) 1.0 Plandool-LG4 (Nippon Seika) 1.0 Vaseline 1.0 Isotridecyl isononanoate 2.0 Ascorbyl tetrahexyldecanoate 0.1 Dextrin palmitate 0.3 Sorbitan isostearate 1.5 Tribehenin 0.5 (butyl acrylate / glycol dimethacrylate) crosspolymer, silica, (Methyl methacrylate / glycol dimethacrylate) crosspolymer mixture 2.0 Boron nitride 1.0 Polysorbate 20 2.0 PEG-60 Hydrogenated Castor Oil 1.0 Disteardimonium hectorite (20%) 2.5 Polypropylsilsesquioxane and cyclopentasiloxane mixture 1.0 Mica 15.0 Talc 4.0 Zinc oxide 5.0 Titanium dioxide 10.0 Iron oxide 1.5 Part B Amount of water that totals 100 DPG 4.0 Maltitol (75% solution) 1.0 Neosolue-AquaS (Nippon Fine Chemical) 0.4 Sodium chloride 1.0 BG 1.0 Tremoist-SL (Nippon Seika) 1.0 Ethanol 0.5 Phenoxyethanol 0.3 ------------------------------------ (Preparation method) Part A was heated to approximately 70°C and thoroughly stirred to ensure uniform dispersion. Part B was heated to approximately 70°C and made uniform, then Part B was added to Part A, stirred at approximately 70°C to emulsify, and cooled to approximately 40°C.

[0117] Example 46: Sunscreen Cosmetic Component Amount (% by weight) ----------------------------------- Part A FINEX-33W (Sakai Chemical Industry) 5.0 STR-100W (Sakai Chemical Industry) 5.0 Purified water, in an amount that totals 100. BG 7.0 Disodium edetate 0.05 Triethanolamine 1.0 Part B Oxybenzone 3.0 Octyl paramethoxycinnamate 5.0 t-Butylmethoxybenzoylmethane 3.0 PrimeLipid-PI (Nippon Fine Chemical) 1.0 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 3.0 Diethylhexyl sebacate (Nippon Seika) 8.0 Plandool-H (Nippon Fine Chemical) 2.0 Plandool-SUN (Nippon Fine Chemical) 2.0 Plandool-MAS (Nippon Seika) 0.1 Plandool-LG1 (Nippon Seika) 0.1 Plandool-LG2 (Nippon Seika) 0.1 Plandool-LG3 (Nippon Seika) 0.1 Plandool-LG4 (Nippon Seika) 0.1 LUSPLAN PI-DA (Nippon Fine Chemical) 3.0 Cetyl ethylhexanoate (Nippon Seika) 3.0 Diisopropyl sebacate (Nippon Seika) 5.0 Dimethicone 2cs 5.0 Sucrose stearate 1.5 Polyglyceryl-10 stearate 2.0 Stearyl alcohol 3.0 Batyl alcohol 1.0 Stearic acid 3.0 Glyceryl monostearate 3.0 Ethyl polyacrylate 1.0 Phenoxyethanol 0.5 ----------------------------------- (Preparation method) Part A was heated to approximately 80°C and thoroughly dispersed. Part B, also heated to approximately 80°C, was added to this, and the mixture was emulsified and dispersed using a homogenizer, then stirred and cooled to room temperature.

[0118] Example 47: Sunscreen Cosmetic Component Amount (% by weight) ----------------------------------- Part A BG 10.0 Glycerin 9.0 Phytocompo-PP (Nippon Fine Chemical) 1.0 Octocrylene 4.0 Octyl salicylate 4.0 Diethylamino hydroxybenzoyl hexyl benzoate 2.25 t-Butyl methoxydibenzoylmethane 1.0 Diethylhexyl sebacate (Nippon Seika) 3.0 Pentaerythrityl tetraethylhexanoate (Nippon Seika) 2.0 Diisopropyl sebacate (Nippon Seika) 1.0 Behenyl alcohol 2.0 Cetearyl alcohol 2.0 Plandool-MAS (Nippon Seika) 1.0 Tocopherol 0.05 Part B Neosolue-AquaS (Nippon Fine Chemical) 1.0 Methylparaben (appropriate amount) Amount of water that totals 100 C part Carbomer (2%) 5.0 Tremoist-SL (Nippon Seika) 10.0 DIS-AB-10W (Sakai Chemical Industry) 5.0 0.2g of glycerin solution of β-type zinc lysophosphatidicate from Example 3 ----------------------------------- (Preparation method) Heat and dissolve parts A and B separately at approximately 70°C. Gradually add part B to part A and emulsify. Cool while stirring, and mix in part C at 45°C.

[0119] Example 48: Cosmetic oil Component Amount (% by weight) -------------------------------- Neosolue-DiSM (Nippon Seika) Amount that totals 100 Glycerin solution of β-type zinc lysophosphatidicate from Example 3 2.0 PrimeLipid-PI (Nippon Fine Chemical) 1.0 Octyldodecanol 40.0 Plandool-LG2 (Nippon Seika) 3.0 Ceramide 2 1.0 Ceramide 5 1.0 Cholesterol 5.0 Preservative (appropriate amount) -------------------------------- (Preparation method) All ingredients were stirred and mixed at approximately 90°C, and then allowed to cool.

[0120] In the above formulation, the details of the ingredients listed under the product name are as follows: Plandool-H: Dimer dilinoleate (phytosteryl / isostearyl / cetyl / stearyl / behenyl) Plandool-S: Dimer dilinoleate (phytosteryl / isostearyl / cetyl / stearyl / behenyl) Plandool-G: Dimer dilinoleyl dimer dilinoleate bis(behenyl / isostearyl / phytosteryl) Plandool-DP: Bis-diglyceryl polyacyladipate-2 Plandool-ISS: Phytosteryl isostearate Plandool-SUN: Phytosteryl sunflower seed oil fatty acids Plandool-MAS: Macadamia nut oil fatty acid phytosteryl Plandool-LG1: Lauroyl glutamate di(phytosteryl / octyldodecyl / behenyl) Plandool-LG2: Lauroyl glutamate di(phytosteryl / octyldodecyl) Plandool-LG3: Lauroyl glutamate di(phytosteryl / octyldodecyl / behenyl) Plandool-LG4: Lauroyl glutamate di(phytosteryl / octyldodecyl / behenyl) 〇LUSPLAN DD-IS: Dimer Dilinoleyl Diisostearate 〇LUSPLAN PI-DA: Dimer dilinoleate di(isostearyl / phytosteryl) LUSPLAN DD-DHR: Dimer Dilinoleyl Hydrogenated Rosin Condensate LUSPLAN SR-DM4: Dimer dilinoleyl dimer dilinoleate, Caprylic / Capric triglyceride Neosolue-Aqulio: Bisethoxydiglycol Cyclohexanedicarboxylic Acid 〇Neosolue-Aqua: (Eicosanedioic acid / Tetradecanedioic acid) Polyglyceryl-10, Glycerin 〇Neosolue-AquaS: (Eicosanedioic acid / Tetradecanedioic acid) Polyglyceryl-10, Glycerin 〇Neosolue-DiSM: Diisostearyl malate Neosolue-MCT: ​​Caprylic / Capric Triglyceride 〇Phytocompo-PP: Hydrogenated lecithin, phytosterols 〇Phytocompo-C: Hydrogenated lecithin, phytosterols, ceramide 2, ceramide 3, ceramide 6II Phytocompo-SP: Hydrogenated lecithin, phytosterols, BG, glycerin 〇Phytopresome MEL: Glycolipids, hydrogenated lecithin, BG, purified water 〇Elcalactone MCT: γ-Docosalactone, Caprylic / Capric Triglyceride 〇 Elcalactone DES: γ-docosalactone, diethyl sebacate Tremoist-TP: Tremella fuciformis polysaccharide 〇Tremoist-SL: Tremella fuciformis polysaccharide aqueous solution (1%) YOFCO MAC: Macadamia nut oil fatty acid cholesteryl PrimeLipid-PI: Hydrogenated lecithin, phytosterols, lecithin, tocopherols ○Inulin-SC: Inulin RepairLipid-DSL: Sodium stearoyl lactylate, diethyl sebacate STR-100W: Titanium dioxide, hydrated silica FINEX-33W: Zinc oxide, hydrated silica 〇DIS-AB-10W: Titanium dioxide, hydrated silica, hydrogen dimethicone, water, BG, PEG-9 dimethicone

Claims

[Claim 1] A method for producing a compound represented by the following general formula (1), comprising the steps (1) to (3) below. (1) A step of reacting lecithin containing phosphatidylcholine with phospholipase A2 in water or a mixture of water and an organic solvent. (2) A step in which the product obtained in step (1) is reacted with phospholipase D in water or a mixture of water and an organic solvent. (3) A step of hydrolyzing the product obtained in step (2) in water or a mixture of water and an organic solvent under acidic conditions. 【Chemistry 1】 (In the formula, R represents a saturated or unsaturated aliphatic acyl group having 14 to 24 carbon atoms.)

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