JP2001270816A - Cosmetic composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a cosmetic composition for attaining physiological health of the skin and skin adjusting, improving permeability and effects of active ingredients (bleaching component or hair growing component) used together, maintaining long-term stability by mutual action of the components. SOLUTION: This cosmetic composition comprises an arbitrary compound selected from 3-aminopropane phosphate or its salt, 2-(3-aminopropane phosphate)-L-ascorbic acid or its salt, a specific ceramide analog compound effective for recovering skin elasticity and a bleaching component or a hair growing component.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to an active substance having a strong collagen biosynthesis-promoting effect and a fibroblast growth-promoting effect, which contribute to the prevention of skin aging: 3-aminopropane phosphate, and / or the like. A specific L-ascorbic acid derivative which has a physiological activity of inhibiting the production of melanin in the skin by a stronger antioxidant effect in addition to having an effective pigment pigment such as spots, freckles, etc., And / or a cosmetic using a specific ceramide-like compound which is effective in restoring skin elasticity, which is further used in combination with a whitening component or a hair-growth component to prevent moisturization and prevent skin aging. The present invention relates to a cosmetic composition having excellent effects, whitening and hair growth.

[0002] Thereby, physiological health and skin conditioning of the skin can be achieved, and the permeability and effect of active ingredients (whitening ingredients and hair growth ingredients) are improved, and long-term stability is maintained by the interaction of each ingredient. And a cosmetic composition.

[0003]

BACKGROUND OF THE INVENTION A method for producing 3-aminopropane phosphate used in the present invention and its usefulness such as collagen biosynthesis promoting effect and fibroblast growth promoting effect are disclosed in US Pat.
723,645, and the production method of 2- (3-aminopropanoic acid) -L-ascorbic acid or a salt thereof and its usefulness in cosmetic applications are described in JP-A-11-1486, and furthermore, a method of producing a ceramide-like compound The effect of increasing the skin elasticity recovery force is described in JP-A-10-226677.

[0004] In particular, 3-aminopropanephosphoric acid itself has the effect of improving the skin's ability to retain moisture, increasing the ability to recover from wrinkles and the elasticity of the skin, thereby effectively delaying skin aging. It is known not only to have no skin irritation but also to have an effective activity of promoting cell growth and dermal collagen synthesis.

[0005] In addition, 3-hydroxyl group at the 2-position of ascorbic acid
2- (3
It has been confirmed that (-aminopropanephosphoric acid) -L-ascorbic acid has excellent stability of the substance itself, does not cause discoloration and a decrease in titer due to oxidation, and does not cause a precipitation phenomenon in the composition. Furthermore, it is easily absorbed percutaneously by the phosphate group and easily hydrolyzed by enzymes in the living body, so ascorbic acid and 3-aminopropane phosphate are released to release ascorbic acid and 3-aminopropane phosphate. It is expected that both can have the effective activity on the skin at the same time, and the usefulness of cosmetic applications has been proposed.

Furthermore, ceramide-like compounds having a specific chemical structure, when applied to the skin, can recover damaged skin and increase moisturizing power, skin elasticity and recovery power. Can effectively delay aging of the skin, and its application to cosmetics is under development.

[0007]

The useful effects of preventing the aging of the skin, such as the effect of improving the moisture retention ability of the skin, the improvement of the resilience against wrinkles and the increase of the skin elasticity, etc., are attracting attention. And 2- (3-
(Aminopropane phosphate) -L-ascorbic acid
The stability of the substance itself, the expression of effective skin activity possessed by both ascorbic acid and 3-aminopropane phosphate, and the like have been found.

Further, the ceramide-like compound having a specific chemical structure used in the present invention has been confirmed to have skin care effects such as recovery of damaged skin, skin protection effect from external irritation, and increase in skin elasticity. Are highly safe substances and are therefore highly useful as cosmetic materials for beauty.

The present inventors have paid attention to the functions of these substances, such as the physiological and healthy effects of the skin and the skin conditioning effect, on the skin, and in the process of developing cosmetic applications, whitening and hair growth effects have been recognized. It has been found that when used in combination with the above components, specific and many excellent beneficial effects are exhibited.

[0010] That is, by improving the skin to a physiologically healthy state, the permeability of the whitening component and the hair-growing component is increased, and the skin more effectively acts on the skin. It was found that the beauty effect was maintained over a long period of time, and completed the present invention.

[0011]

Means for Solving the Problems A compound represented by the general formula (I)
3-aminopropane phosphoric acid or a salt thereof, 2- (3-aminopropane phosphoric acid) -L-ascorbic acid or a salt thereof represented by the general formula (II), and a ceramide-like compound represented by the general formula (III) The objective of the title is achieved by providing a cosmetic composition essentially containing one or more selected from the group consisting of a whitening component and a hair growth component.

The salt of 3-aminopropane phosphate represented by the general formula (I) and the salt of 2- (3-aminopropane phosphate) -L-ascorbic acid represented by the general formula (II) include: Salts of these compounds with alkali metals such as sodium and potassium; salts with alkaline earth metals such as calcium and magnesium; salts with basic amino acids such as lysine, arginine and histidine; salts with amines and ammonia such as triethanolamine; polyquaternium- 4, polyquaternium-6, polyquaternium-7, polyquaternium-10,
Salts with cationic polymers such as polyquaternium-11 and polyquaternium-16; and salts with cationic surfactants such as lauryldimethylbenzylammonium chloride and stearyldimethylbenzylammonium chloride can be used.

The ceramide-like compound represented by the general formula (III) is

Embedded image Wherein R represents a C9-31 linear or branched chain, saturated or unsaturated, an alkyl group containing or not containing a hydroxyl group, or a residue of 2-dodecene-1-ylsuccinic acid. , X has the following structure

Embedded image Wherein m is an integer of 1 to 3, and R ² and R ³
A are each H or an alkyl or hydroxyalkyl group C1 -4, and or different ones the same as one another, ^{R 4} is ^{A 1} or _-CH 2 _CH 2 illustrates the OA ^1, also in ^{R 4} A ¹ is H or the following structure

Embedded image (Wherein, M, M ¹ and M ² each represent an alkali metal or a nitrogen-containing organic base, and L represents an alkaline earth metal). ]
Y represents a linear or branched C10-32, saturated or unsaturated, alkyl group containing or not containing a hydroxyl group, or the following structure

Embedded image (Wherein, n is an integer of 1 to 3, k and i are each an integer of 1 to 3, j is 0 or 1, R ⁵ is C
Represents a straight-chain or branched, saturated or unsaturated, alkyl group containing or not containing a hydroxyl group of 9 to ³¹ , and A ² and A ³
Has the same meaning as A1), and a compound represented by｝ representing a substituent represented by the following formula ( ¹ ) can be used.

The whitening component or hair-growing component in the present invention includes many active substances whose effects are already known in cosmetic applications, components extracted from plants or animals, active components utilizing microorganisms and biotechnology, and the like. means. Among these, as an extractable component from plants or animals, the raw material, mainly water, ethanol, propylene glycol,
An extract obtained by using 1,3-butylene glycol or an arbitrary mixture thereof as a solvent at a temperature from room temperature to the boiling point of the solvent, or a concentrate or dried product thereof can be suitably used. These are all commercially available as industrial products. For example, when the raw material is a plant, it can be easily extracted and manufactured. In addition, as a usable site | part, whole plants may be used other than using a medicinal site | part, such as a flower, a seed, a leaf, a stem, a root, a bark, or an above-ground part, respectively.

As typical whitening components, especially kojic acid,
Arbutin, ascorbic acid or a salt thereof, ascorbic acid phosphate or a magnesium salt thereof, ascorbic acid glucoside, ellagic acid, lucinol, human or bovine placenta extract, sodium lactate, yarrow extract, sarcophagia extract, Fujibakama extract ,
Mulberry extract component, mugwort extract component, ogre extract component, water-soluble silk protein decomposed product, aloe extract component, buttonpi extract component, saxifrage extract component, kumazasa extract component, licorice extract component, N-acetyltyrosine or its salt, glutathione, tannin , Quercetin, lactic acid bacteria fermentation metabolites and the like can be used.

The hair-growing components include, in particular, capronium chloride, cepharanthin, nicotinamide, benzyl nicotinate, vitamin E acetate, pantothenyl alcohol, biotin, glyceride pentadecanoate, hypericum extract component, l-menthol, minoxidil, canthari tincture. Can be used, such as tincture, pepper tincture, Clara extract component, assembly extract component, Korean ginseng extract component, ginseng extract component, buttonpig extract component, lime extract extract component, calendula extract component, arnica extract component, hop extract component, etc. .

In the cosmetic composition according to the present invention, the 3-aminopropane phosphoric acid represented by the general formula (I) or a salt thereof is 0.0001 to 10% by weight (preferably 0.01 to 5% by weight);
2- (3-aminopropane phosphoric acid) -L represented by the general formula (II)
-Ascorbic acid or a salt thereof is 0.0002 to 10% by weight (preferably 0.02 to 5% by weight), and a ceramide-like compound represented by the general formula (III) is 0.001 to 10% by weight (preferably
0.01 to 3% by weight). However, when these are used in combination, it is desirable that any one of them is in a range reaching the lower limit concentration in order to obtain the effects of the present invention.

Further, in the cosmetic composition according to the present invention, it is desirable that the whitening component or the hair-growing component is appropriately contained in the range of the known or recommended effective concentrations, respectively, or is usually used alone or as a mixture. 0.
Desirably, the content is in the range of 0001 to 10% by weight.

The cosmetic composition according to the present invention includes 1) topical or systemic skin cleansing or skin cosmetics, 2) medicinal and / or cosmetic preparations applied to the scalp and hair, 3) baths Bath agent used in hot water, 4) Deodorant and deodorant for human body, 5) Sheet for skin application, cosmetic sheet, cosmetic cotton, sanitary goods, sanitary cotton, wet tissue, etc., ampule , Capsules, powders (powder), granules, solids, solutions, gels, air bubbles, emulsions, sheets, mist, sprays, and the like.

Specifically, basic cosmetics such as lotion, milky lotion, cream, ointment, gel, lotion, oil, pack, mist, facial cosmetic sheet, shaving agent, facial cleanser, skin cleanser, Hair cosmetics such as shampoos, rinses, hair treatments, hair styling products, perming agents, hair tonics, hair dyes, hair growth and hair growth, makeup cosmetics such as foundations, lipsticks, blushers, eye shadows, eye liners, mascaras, and perfumes Kind, skin deodorant,
Antiperspirants, bath additives, etc. are included.

In the cosmetic composition of the present invention, in addition to the above essential components, if necessary, the following components and additives are optionally selected and added as long as the effects of the present invention are not impaired. Can be.

(1) Various fats and oils Avocado oil, almond oil, fennel oil, perilla oil,
Olive oil, orange oil, orange luffer oil, sesame oil, cocoa butter, chamomile oil, carrot oil, cucumber oil, tallow fatty acid, kukui nut oil, safflower oil, shea butter, liquid shea fat, soybean oil, camellia oil, corn oil, rapeseed Oil, persic oil, castor oil, cottonseed oil, peanut oil, turtle oil, mink oil, egg yolk oil, palm oil, palm kernel oil, mocro, coconut oil, tallow, lard, or hydrogenated products of these oils (hardened oil, etc.) )Such.

(2) waxes Beeswax, carnauba wax, whale wax, lanolin, liquid lanolin, reduced lanolin, hard lanolin, candelilla wax,
Montan wax, shellac wax, rice wax, squalene, squalane, pristane, etc.

(3) Mineral oils Liquid paraffin, vaseline, paraffin, ozokelide, ceresin, microcrystalline wax and the like.

(4) Fatty acids Natural fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, 12-hydroxystearic acid, undecylenic acid, tall oil and lanolin fatty acid, isononanoic acid, caproic acid Synthetic fatty acids such as, 2-ethylbutanoic acid, isopentanoic acid, 2-methylpentanoic acid, 2-ethylhexanoic acid and isopentanoic acid.

(5) alcohols ethanol, isopiranol, lauryl alcohol,
Natural alcohols such as cetanol, stearyl alcohol, oleyl alcohol, lanolin alcohol, cholesterol, phytosterol, 2-hexyldecanol,
Synthetic alcohols such as isostearyl alcohol and 2-octyldodecanol.

(6) Polyhydric alcohols Ethylene oxide, ethylene glycol, diethylene glycol, triethylene glycol, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, polyethylene glycol, propylene oxide, propylene glycol , Polypropylene glycol, 1,3-butylene glycol, glycerin, pentaerythritol, sorbitol, mannitol and the like.

(7) Esters Isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, oleyl oleate, decyl oleate, octyl dodecyl myristate, hexyl decyl dimethyloctanoate, cetyl lactate, Myristyl lactate, diethyl phthalate, dibutyl phthalate, lanolin acetate, ethylene glycol monostearate, propylene glycol monostearate, propylene glycol dioleate and the like.

(8) Metal soaps Aluminum stearate, magnesium stearate, zinc stearate, calcium stearate, zinc palmitate, magnesium myristate, zinc laurate, zinc undecylenate and the like.

(9) Gum, sugar or water-soluble polymer compound Arabic gum, benzoin gum, dammar gum, guaiac oil, Irish moss, karaya gum, tragacanth gum,
Carob gum, quinseed, agar, casein, lactose,
Fructose, sucrose or its ester, trehalose or its derivative, dextrin, gelatin, pectin, starch, carrageenan, carboxymethyl chitin or chitosan, alkylene such as ethylene oxide (C2-C4)
Oxide-added hydroxyalkyl (C2-C
4) chitin or chitosan, low molecular weight chitin or chitosan,
Chitosan salt, sulfated chitin or chitosan, phosphorylated chitin or chitosan, alginic acid or a salt thereof, hyaluronic acid or a salt thereof, chondroitin sulfate or a salt thereof, heparin, ethyl cellulose, methyl cellulose, carboxymethyl cellulose, carboxyethyl cellulose, sodium carboxyethyl cellulose, hydroxyethyl cellulose , Hydroxypropyl cellulose, nitrocellulose, crystalline cellulose, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, polyvinyl methacrylate, polyacrylate, polyalkylene oxide such as polyethylene oxide or polypropylene oxide or a crosslinked polymer thereof, carboxyvinyl polymer, Polyethyleneimine and the like.

(10) Surfactant Anionic surfactant (alkyl carboxylate, alkyl sulfonate, alkyl sulfate, alkyl phosphate), cationic surfactant (alkyl amine salt, alkyl quaternary ammonium salt) ), Amphoteric surfactant:
Carboxylic acid type amphoteric surfactant (amino type, betaine type), sulfate ester type amphoteric surfactant, sulfonic acid type amphoteric surfactant, phosphate ester type amphoteric surfactant, nonionic surfactant (ether type nonionic) Surfactants, ether ester nonionic surfactants, ester nonionic surfactants, block polymer nonionic surfactants, nitrogen-containing nonionic surfactants, and other surfactants (natural surfactants) , Derivatives of protein hydrolysates,
Polymer surfactants, surfactants containing titanium and silicon,
Fluorocarbon surfactants).

(11) Various vitamins Vitamin A group: retinol, retinal (vitamin A
1), dehydroretinal (vitamin A2), carotene, lycopene (provitamin A), vitamin B group: thiamine hydrochloride, thiamine sulfate (vitamin B1), riboflavin (vitamin B2), pyridoxine (vitamin B)
6), cyanocobalamin (vitamin B12), folic acids,
Nicotinic acids, pantothenic acids, biotins, choline,
Inositols, vitamin C group: vitamin C acid or a derivative thereof, vitamin D group: ergocalciferol (vitamin D2), cholecalciferol (vitamin D3),
Dihydrotaxelol, vitamin E group: vitamin E or its derivatives, ubiquinones, vitamin K group: phytonadione (vitamin K1), menaquinone (vitamin K
2), menadione (vitamin K3), menadiol (vitamin K4), other essential fatty acids (vitamin F), carnitine, ferulic acid, γ-oryzanol, orotic acid, vitamin Ps (rutin, eriocitrin, hesperidin), vitamin U Such.

(12) Various amino acids Valine, leucine, isoleucine, threonine, methionine, phenylalanine, tryptophan, lysine, glycine, alanine, asparagine, glutamine, serine, cysteine, cystine, tyrosine, proline, hydroxyproline, aspartic acid, glutamic acid , Hydroxylysine, arginine, ornithine, histidine and the like, and their sulfates, phosphates, nitrates, citrates, and amino acid derivatives such as pyrrolidone carboxylic acid.

(13) Various additives derived from plant or animal raw materials These are processed in a conventional manner according to the type and form of the product to be added (for example, grinding, milling, washing, hydrolysis, Fermentation, purification, squeezing, extraction, fractionation, filtration, drying, pulverization, granulation, dissolution, sterilization, pH adjustment, deodorization, decoloration, etc. Can be selected for use.

The solvent used for the extraction may be appropriately selected in consideration of the purpose and type of the product to be manufactured, and the processing to be performed later. Usually, water and a water-soluble organic solvent (for example, , Ethanol, propylene glycol, 1,3-butylene glycol, etc.)
It is desirable to use a species or a mixture of two or more species. However, when the content of the organic solvent is not preferable depending on the application, only water may be used, or ethanol which is easily removed after the extraction may be used, and any mixture of water and water alone may be used. It may be something.

In addition, additives derived from plant or animal raw materials are
When used for cosmetics for whole body or topical use, including protection of skin and hair, moisturizing, whitening, improving feel and texture, imparting flexibility, relieving irritation, relieving stress by fragrance,
Cell activation (prevention of cell aging), suppression of inflammation, suppression of allergy, improvement of skin and hair quality, prevention and improvement of rough skin, hair growth, hair growth, prevention of hair loss, gloss imparting, cleaning effect, relief of fatigue, blood In addition to cosmetic effects such as flow promotion and warm bath effects, addition or enhancement of effects such as fragrance, deodorization, thickening, preservation, and buffering can be expected.

As a specific plant (crude) used as a raw material,
For example, almonds (Hentomo), eye (Aiba), Blue Kazura
(Seifu Fuji), Aoki (Aoki), Aokiri or Kenasia Ogiri
(Otogi), Aotsujirafuji (Kibo), Acacia, Akasho (Akasho), Akasuri `` Fruit '', Red clover, Red grape, Akaminoki (Logwood), Red acacia (Red bud), Akane (Akane grass root), Red acacia or Jio ( Ground yellow), Agi (Awei), Aki Larch, Akinire (Latinaceae),
Aguay Guacu, Aguahe (Omitengu palm),
Akebi (Kidori), Asa (John Asako), Malva Asagao or Asagao (Toshibushi), Hydrangea (hydrangea), Ashitaba (Ashitaba),
Azuki (red azuki), acerola, asenyaku (Asenyaku), acira (shokuyoukanna), anise, abiu, abiurana, rape, avemaki `` fruit '', avocado, ama, amacha (sweet tea), amachaworu, amadocoro (tamatake), Amana (Kikomiko), Amaranthus (Amaranthus), Amaranthus hippochondriacus, Haribiyu, Amaranthus hippochondriax, Amigasa lily or Bimo (shellfish),
Aristolomeria (Yurizisen), Arcana (Alcanna), Algarrobo (Cabbage), Altea, Arnica, Alpinia or Katsumadai (Souduq), Aloe (Length), Aloe vera, Angelica, Apricot or Hong apricot (Anjin), Ansokkou (Azusa), Yellow sapote , Ikakozorina (ground bile head), Epimedium or Epimedium
(Inyokaku), Igusa (Wicked grass), Knotweed (Tiger root),
Strawberry (first place), strawberry, fig (Fig.
Leaf)), Ichihatsu (first time), Ichibi (Fruit Aoi), Ichiyakusou (one medicinal herb), Ginkgo (Ginkgo `` seed, leaf ''), Itohimemegi (Enshi), Carob, Inu-zuna (Telelexi), Inubeyu (Sorainubiyu), Rice `` seed, seed coat '', Inondo `` seed '', Ibuki-kusou-so, nettle, ylang-ylang, iwa-tobacco (iwatsuchi-chi), iwahiba or iwamatsu (makikashiwa), oolong tea, wikyo (fenka), wheat (tibusanoki), ukiyagara (miyoko) ), Uguisukagura "fruit",
Himeuikyo, turmeric (Utsukin), duckweed (buoying), Usubasaishin or Keirinsaishin or Shousaisaishin (spicy), Usvenia oi, Usvenitai oi, Utsubogusa (summer dry grass), Udo or Shishiudo (Qangji, Independent, Tang Independent) ), Unyadegato (Unkaria, Cat's claw), Uba tea, Ume (Ume `` seed, pulp ''), Urajirogashi, Uwaurushi (Kusakokomomo), Unshu mandarin (Chen skin), Estragon, Ezocogi (Ezogoka), Echinashi (Hosobamurasakikirengiku) , Enishida, Enokitake (Enokitake), Ebisugusa or Cassia Tora (Keiko), Elcampre, Elderberry `` fruit '', Elemi, Elingy or Prelotus elinge, Endu (Gossip, Sophoraceae rice), Ogi or Kibananagi (yellow) Hoki), Ousei (Naruko lily, Kagi Kurumabanarukoyuri), OuHisasa Yuki or Sasanoyuki, Coptis (Coptis), Oogatahouken, giant Karasuuri (Karokon), Ooguruma (civil engineering incense), giant Tsudzurafuji
(Self defense), psyllium (vegetative child, vegetative grass), toucan hazel (haruko), toucan cactus, pygmy plant or okera
(White jujube), giant leaf sedge (banaba), giant leaf beetle "fruit", giant squirrel (grain sperm), giant caterpillar, giant hawthorn or hawthorn (yamashiko), barley
(Barley), oka, okazeri (snake bed), okra `` fruit '', ogulma (turnover), panax ginseng or ginseng (carrot), hypericum or hypericum perforatum or perforated periwinkle (brother cut grass), dragonfly (continuous cut), onamimi (blue) Ears), Onigurimi, Onidokoro or Tokoro or Nagadokoro (Hikai), Oninoyagara (Tianma), Oniyuri or Sasayuri or Hakatayuri (Yuri), Ononis, Halibut
(Hihayu), Ominaeshi (defeated), Oyuco, Dutch mustard (Watercress), Dutch jelly, Dutch honeywort, olive "fruit, seed, leaf", oregano, orange "fruit, pericarp", silkworm (ripened yellow) , Cocoa "fruit, peel,
Seeds '', oysters (persimmons `` leaves ''), kagi kazura (crop hooks), oysters or kantosou (rensensou), gaku hydrangea, cassia, casino ki (crocodile fruit `` fruits ''), gajutsu (shadotsutsu), Kashiwa
(Kazuki, Kazaha), Cascarilla, Cascara sagrada, Gypsophila, Kanixa (Kin Sato), Kaniwa, Carnation,
Valerian (valerian root), birch or weeping birch (white birch), gerbera, pumpkin, kapok tree, `` seed '', kahoku sansho (pepper), gama (bamboo), chamomile or roman chamomile, chamomile (weed), camucum (duckling),
Color, Karaku Sakeman, Calla Uri or Chinese Calla Uri (Our Gourd), Callas Bishaku (Midsummer), Oat Wheat, Guarana `` Seeds '', Calla Oo (Pop), Karaya, Galyu, Karin
(Gourd melon), Garcinia, Kawamidori, Kawara Psycho (Koryosai, Hakuboshi), Kawazusha, Kawaratake, Kawaranadeshiko (Ishitake) or Ezokawaranadeshiko (Qumugi, Quumiko), Kawaranzin (blue wheat), Kawarayomogi (Inchinchinko) , Kansui
(Sweet), licorice (licorice), cantaraasa, candelilla,
Kanto, Canna, Raspberry (Ezo strawberry, Dutch strawberry, Shrimp strawberry, Nawashiroi strawberry, Mapi strawberry, European strawberry), Kiwi `` Fruits, leaves '', Kikarasuuri (Urorone), Kikyo (Kikyo, Kikyo root), Kiku (Chrysanthemum, Shimakaniku, Artemisia japonica, Kikutanikiku, Catalpa (Azumitsu), Rigid ridge (Yotei root), Pheasant (Kikomi), Kizuta, Kidachi aloe, Kidachi mint, Kina, Kinoki (Shincona, Akakinoki), Quinoa (Kinoa),
Yellowfin (Hypashi), Gymnema Sylvesta, Kimmenkaku, Cabbage, Cabbage "Immature Fruit", Cucumber, Gyoryu
(Nishikawayanagi, Ichiyanagi), Kiraja Saponaria, Kiraya, Kiranso (Gold Acne Herb), Kumquat `` Fruits '', Ginseki,
Kimbusen, betel, golden hibiscus (Sesame crass), guapeba vermelha, guava `` fruit '', guayule, quelux infectria (gallicate), cucumber nuts,
Wolfberry (Gugi, gugi, gugi leaf, skeletal bark)
(Tenmen winter), Kudzu (Kakkon), camphor tree, gooseberry `` fruit '', Ginseng (yellow flower), Kutiti River, Gardenia (Gardenia), Kunugi (Bokuso), Kupuas, Kumazasa,
Black pine (horse whip grass), Clara (bitter butter), cranberry `` fruit '', chestnut `` seed, fruit, astringent skin '', curculigo latifolia `` fruit '', grapefruit `` fruit / leaf '', buckthorn, black squirrel (rescue), Kurobana Hikiokoshi Or Hikiokoshi (extended lifegrass), cloves (cloves, cloves), gumbinazuna (sekimei, sekimeishi), kaigai (infestation, infestation), celosia (corolla, rooster), gekkavidin, bayberry (laurel), kenashisarutoribara (soil) (Bukuryo, mountain return), gentian, genoshoko (old treasured grass), kenponashi (kigushi), koukisekoku, kishumikan (kouji, tachibana, ovenimikan, fukuremican, sagamikouji, ponkan, santara (tachibana)), koshinbara (monthly flower) , Kosui mint, Kozo "fruit", Kocha (tea), Kouhone (river bone), Koho (Straw and Kara straw), Koryang, Kouryokyo (Korakyo), Cilantro `` fruit '', Kourouen (Kohren), Koganebana (yellow gon), bilberry (Koshibachi), coconut `` fruit '',
Goshuyu (goshuyu), Goshoichigo (covered bonko), pepper
(Pepper), cosmos, copaiba balsam, coffee `` seed, leaves '', kobushi or magnolia (hot spring), burdock (burdock,
Burdock), kobotdur, sesame (sesame), sesame seeds (gensin), garnish (gomiko), sanekazura or binankazura or matsubusa, wheat (wheat), rice or rice bran "red bran, white bran", rice oil, cola acuminata " Seeds ", Cola
Vera “seed”, colony lya, fenugreek “fruit”, colombo, kondurango, kelp, konjac, comfrey
(Final barn grass), sisal (sisal asa), saxima button or syna button or cinnamon
Sakura (Ooshimazakura, Yamazakura, Oyamazakura, Edhigashi, Mamezakura, Miyamazakura, Yoshino cherry tree, Takanezakura, Kasumizakura, Chojizakura,
Kohigan, Satozakura, Kanzakura `` leaves, flowers, fruits, bark (cherry bark) ''), cherries, pomegranates, sasa, sasanqua,
Sadomodaka (Sawaka), Sweet potato, Sugarcane, Sugar beet, Sun jujube (Satsuma jujube), Saffron (Bamboo safflower, West safflower), Sapodilla, Sapotea mariyo, Pomelo `` fruit '', Savonso, Salmon berry `` Fruit '', Sarashinashoma (Mashima) , Salvia (sage), Sawagikyo (Yamakosai), Sawagumi (Yamakomo), Sankaku cactus, Sangre degrad (Croton), Sansouyousou, Sanshin ginseng (San carrot), Sanshuyu (sanshuyu), Sanshoyu (sanshoyu) ), Sandscon (Yamazone), Shea (Karite), Cyano (fruit), Shiitake (Shitake), Shion (Shion), Shikitaris, Shikunshi (Kimiko), Perilla or Aodiso or Chirimendiso or Kamenjiso (Shiso leaf, Shiso) ), Rosewood, linden, Chinese pine, Chinese forsythia, shimeji
(Hinshimeji, Shakashimeji, Hatakeshimeji, Oshiroishimeji, Bunashimeji, Honjimeshi, Shirotamogitake),
Shimokren (hot spring), sycamore, potato, peonies (shakuyaku), shajin (shasan), jasmine (matsurika), janohige (wheat gate winter), gypsophila paniculata, sycamore (sandy sand, sand compaction), juzdama, palm Fruits, ginger (ginger), ginseng hydrangea (Tsuneyama), shobu (irises, iris roots), shojiku (fruits), shirakashi (seed), white butterfly (seed), white clover (clover), white adzuki (chicken bone), Shirobanairisu (Small iris), Shirobanatsuta "Flower", Shirominanten (Minami Tenmi), Cinchonasakusylbra, Jinkoge (Mizuka, Mizuka, Sinking flower), Cinnamon, Cinnammum cassia (cinnamon bark), Watermelon (watermelon), Honeysuckle (gold and silver) Flower, Shinobi winter),
Sorrel (acid model), swimberry `` fruit '', star apple, stevia, strawberry `` fruit '', suzu psycho (Xu Chang Lord), horsetail (Qing Ting), purslane (horse dent, horse dent), plum `` fruit '', pear Pinus densiflora, larch, vegetation, walnut, walnut, hawthorn, dandelion, horse chestnut
(Marronnier), pear `` fruits '', snowy pears, yellow pear (elder), northern pears (juniper, juniper), yellow pear (millfoil), yellow pear, rose, yellow mistletoe, yellow lipstick or yellow pear
Horseradish, Sekisho (Iris), Sekkoku (Ishimasu), Cedron (Bowshukuboku), Zeniaoi, Hirohase Nega, Senega, Seri, Celery, Senkyu (Kawakyu), Senshinren (Senshinren), Sendan, Senninsaboten, Senna , Leaf '', senninso (great tate), senburi (drug), souka (grass), elephant, buckwheat `` seed '', soybean potato, rhubarb (daioh), radish, soybean, daidai (orange peel, kimi), takasaburo ( Drengsou), Takatodai (Daigei), Takawarabi (Inu spine), Dark sweet cherry "fruit", Tachioi, Tachijakoso (thyme,
(Marika), Tachidokoro (Hikai), Tachiyanagi, Tamarind `` seed '', onion, tamshiba (spicy), Taranoki `` fruit, leaf, root bark '', dahlia (tenjikubotan), tarwi,
Tanshiniwa, Tanjin (Dan ginseng), Dandelion (Gankoei) or Shirobana dandelion or Moko dandelion, Danmar, Cherry `` fruit '', Tigaya `` fruit, root, bud '', Chixet carrot (Bamboo ginseng), Chicory, Chancapiedra (Kidachiko Mikansou) , Datura (Rhuanghuang), Datura elm (Wuyi), Datura mugwort (Aiba), Choreimaitake (Irei), Chorogi, Tsukimisou, Tsukuritake (mushroom), Camellia, Camellia, Tsumekusa (lacquer primrose), Camellia Ducklings), Tsuruazuki (red azuki bean), Tsurukudami
(Hanshu crow), Tsuruna (Ban apricot), Crucian carrot (Four leaf ginseng), Tsuwabuki, Deiko, Teuchigurumi, Duberry `` Fruit '', Tulip, Chocolate stay, Tengusa, Tencha (Tencha), Tendaiyaku (Wood medicine), Touga (Winter ginger) ), Squash, capsicum (pepper), squid (return), calendula (marigold), tonabena (river cut), corn or corn hair (southern hair), horned beetle (female child), torindo or kosen Gentian,
Tokusa (wood pirates), dokudami (jujutsu), konkon (sore root), sashimi or mamedaoshi or scutellaria, eucommia (mushroom `` bark, leaves, roots ''), ash (qin bark), tomato, tragacanth, triacanthos `` seed '', Turkey Kikyo, Tormentilla, Dronoki, Troloa oy, Niseria berry "fruit", Chinese yam or Yamanoimo (Yamayaku),
(Butcher Bloom), Naginata Kouju, Nazuna, Rape, Natsume Bean or Hatehaki (Sword Bean), Natsumikan, Jujube (Daijutsu), Naniwaibara (Kanakurako), Navena (intermittent), Nameko, Narco Lily (Yoshimi), Peanut (Peanut) ), Nanten (Minami Tenmi), Namban Karamushi (ramie), Niois violet,
Nigaki (bitter tree), bitter mugwort (bitter), nutmeg, kei or nikkei or ceylon nikkei or yabnikkei (cinnamon bark)
Or Keishi (Keishi), Chinese chive (Nirako), elderberry (bone-bearing tree `` fruit, flower, stem, leaf ''), garlic (garlic), nulde (fivefold child), leek, nemoki or neb or nebi or nemlinoki or zigokubana ( Healing), Nozami (Ohi), Noibara (Fruit), Yarrow, Nodake (Maehu), Nobara, Nomomo,
Pineapple `` fruit '', Hibiscus (Bussouge, Furin Bussouge, Roselle), Hi-Gindou, Hauchowa, Pau Dosse, Haka-Murabosi (Bone Crushing), Hachsen
(Ringworm skin), huckleberry "fruit", chickweed (reddish), hazel (haruko), hasidorokoro (roth root), basil, lotus
(Lotus, lotus meat, Renko), parsley (Netherland jelly), naked mussels, batata, bees or medakes (bamboo boiled), patchouli, mint (lightly-loaded, lightly-leaved leaves), adlay (yokuninin), hanasuge
(Chimo), Banana, Hanamint, Hanabishi (Siturishi, Shisitsuri), Vanillabins, Papaya, Scotch (Rice malt grass), Pahalobobo, Hub `` Whole grass, stem, leaf '', paprika,
Hamago or Mitsuba Hamago (vine thorns), Hamazuge (Katsuki), Hamabishi (Situriko), Hamanas (maikai flower), Hamabou (beach storm), Hamamelis, palm, rose (rose), balata, balata rubber tree, agaric (haratake,
White agaricus, Usukimori no kasa), Haran, Paliurus (Pleurotus japonicus), Parietaria, Balsamina (Tsurureishi, Nigauri), Harunile (Yellow, Yu white skin, Yuba), Barbasco, Harindou, Handaikai
(Gangtai Sea), Breadfruit, Hiogi (Ranker), Lycopodium Carrot (Party), Pecan Nut, Giganbana (Rubber, Pine Tree), Higul Madaria, Hishi (Ryomi), Pistachio, Beet, Amberjack (Ishire) , Aedes fern, daisies
(Daisy), Hinata Kozuchi (cow knee), Hinoki, Hiba,
Castor, Sunflower, Bell Pepper, Himeuzu (Tenoi), Himegama (Kaba), Himematsutake (Kawariharatake, Hiromatsutake), Pimenta `` Fruit '', Juniper, Bjakuyu, Hiyu `` Fruit '', Beroudooi, Hirohiro Okinagusa (Hakutooka), Loquat Fruits, leaves, stems '', betel nut (large clothing skin, betel palm), puer tea (pu-cha), carp squash (southern rattan), butterbur, butterflies (winter flowers, winter leaves), fujibakama (orchid grass), fuji bean (flat beans) ), Grape "fruit, peel, seeds,
Leaf '', beech, sycamore mushroom (Cycanoderma), Brazilian liquorice, Brazilian carrot, black currant `` fruit '', blackberry, blagnen, plum `` fruit '', flucellaria, blueberry (Prunus avium), prune, floral blanka, Blond psyllium, bundou (mung beans), hazelnut, loofah, safflower (safflower), henneken, belladonna, berry `` fruit '',
Persea, Perbianberg, Pereschia grandifolia, Benikea or Lentinus (Keiten), Boysenberry `` fruit '', Broomweed or Elderweed or Nendou or Hahakigi Kokia (Skinkoshi), Baldwink (Hosen, acute child, osteophyte) , Potteria sapota, Potteria lukuma, spinach, boufu (windbreak), spinach, physalis (Torone), honoki (wakopoku, park), bokeh (gourd), hosovanaokera (blue jitsu), hosobanokirinsou (Keitensan) Seven), Hosobabarengiku, Bodaiju (Bodai tree), Button (peony `` flower, leaf, stem, bark ''), Buttonpi (peony skin), hops,
Jojoba, Bolizi (Ruriichisha), Bordeaux, Whittle berry `` fruit '', Hong Onik (meat porcelain, Daigei), Hongsekok (iron bark stone, sparrow mountain stone masum), misurutennanshaw
(Tennan star), Maitake (Maitake), Ephedra (Maohu), Maca, Macadamia nut, Margaret (Mokshungiku), Macri
(Sea grass), Magwa (mulberry white bark `` bark, leaves ''), magnolia
Splengeli, Masaranpouba, Masaranzuba do
Ceara, Masheira de Boi, Mashua (Tamanouzenhallen, Kyukonkinrenka), Matabi (Mokuten Tate), Matsukasa, Pine `` leaves, bark, roots '', Matta Olho, Matsuhodo (Bukuryo), Matico (Cordon Sillo) ), Mayorum (Hanaminka), Malvanojazine (Bitterfruit), Mulberry `` Fruit '', Quince, Malein (Beloyd Mozambique), Mango, Mangosteen, Mansagna (Andesca Mitsure), Mansu Gurumi, Mandarin `` Fruit '',
Mannentake (Lingzhi), Pheasant (Kikomi `` fruits ''), Mishimasaiko (Saiko), Mizuobako or Mizuasagao (Ryugoshi),
Mizokukushi (Hanbe Lotus), Misohagi (Chisatsuna), Mizunyanagi or Shiroyanagi (Henryoku), Mitsugashiwa, Mitsuba, Midorisapote, Midorihakka, Mimosa, Myoga, Miracle Fruit `` Fruit '', Myrrh, Milobalan, Wheatwaragiku, Mukuge (Mokuge) , Mukunoki, Mukuroji (prolonged skin), Munya, Purple (purple root), Purple or purple
(Purple pearl), purple corn, purple purple (Kunming chicken blood wisteria), megakanza opuntica, mehajiki (mother grass), mebougi, melaleuca, melissa, melilot,
Melon `` fruit '', sagebrush, moso bamboo, moku giraffe, moje (koshoboku), mock berry (wood incense), maple blossom, peach (peach `` leaves, seeds, flowers, fruits ''), sprouts, morello cherry `` fruits '', Moroheiya (Burlap), yakawamurasaki potato, yakuchi (masuti), cornflower mackerel (cornflower), cornflower mint, yacon, yashabushi (arrow wheel) or himeyashabushi or giant yashabushi `` fruit,
`` Peel, ears '', willows, yatsude (octagonal gilded), mistletoe (parasitic willow), willows (kawayanagi, tachiyanagi, weeping willow, red willow, pussy willow, dogwood willow,
(Sweet willow, koreanagi, unryuyanagi, yamayamayanagi, palm, yamayanagi, giant psyllium, tyrichkinuyanagi, foxwillow, bonsai), willow `` leaf,
Stalk '', scabbard, savannah koji (purple beef), savory tobacco
(Tsurusu, Tenmei), pokeweed (commercial land), yamanoki (yamaharu), yamamomo (yangbai skin), sagebrush, eucalyptus, yukinoshita (tiger ear grass), yucca or flevifolia, yuzu `` fruit '', lily, yorigusa , Mugwort (Aiba), reigan (Rainuma), lime "fruit", rye, lakanka "fruit",
Raspberry `` leaves, fruits '', latania (Clameria), Rakkyo or shallots (Shiroi), lavender, longan (longan meat), agave (Aono agave,
Fukurin agave), Ryokucha (green tea), apple `` fruit, seeds, leaves, roots '', gentian, rubus or suavisimus (sweeten), litchi (lichi, lichi nucleus), lettuce (chisha), red currant `` fruit '', Red pitaya, lemon `` fruit '', lemongrass, forsythia or Chinese forsythia (forsythia), astragalus, coconut palm, locust (reed, azuki), loganberry `` fruit '', rosemary (mannen wax), rosehip (nobara), wasabi, Waremokou (chiyu) and the like.

Examples of the seaweeds include seaweeds [green algae: Chlorella vulgaris, Chlorella pyrenoidosa, Chlorella ellipsoidia, Aonori (Usubaonori, Susiaonori, Hiraaonori, Bouaoonori, Hosoedaoonori), Anaaousa algae (Aosa algae), and seaweed [Aosa] Kinds: Kombu (Macambu, Rishikonbu, Hosomekombu, Mitsuikonbu), Wakame, Hirome, Ao-Wakame, Giant kelp (Macrostistis pilifera, Macrocystis integrifolia, Neocitys luetokeana), Hijiki, Hibamata, Umiuchiwa, Usubaumiuchiwa Klebanoumi prickly pear, Akaba prickly pear, Kona prickly pear, Okina prickly pear, Usuyuki prickly pear, Echinoki prickly pear], seaweed [Red algae: Hijirimen, Maxa (Tengusa), Hiracusa, Oniku , Obakusa, Kataobakusa,
Yatabegusa, Yuikiri, Shimanegusa, Tosakanori, Togekirinsai, Akumasakirinsai, Kirinsai, Byaksinkirinsai, Tsunomata, Obatsunomata, Tochaka (Yahatsutsunomata), Ezotsunomata, Togetsunomata, Hirakotonoji, Kotobino, Kotobino , Hyus banori, Akamomininori] and the like.

In addition, other algae such as green algae (Chlamydomonas: Chlamydomonas, Akayukimo, Dunaliella: Dunaliella, Chlorococcus: Chlorococcus, Kwanomimo: Kwanomimo, Volvox: Ohikawawari, Volvox, Palmera, Yotsumemo, Spirogyra: Hizaori, Spirogyra, Tulsimidro, Hibimidoro: Hibimidoro, Aosa: Anaoasa, Amiosa, Nagaosa, Kawanori: Kawanori,
Genus Fricciella, genus genus: medusa, asiaticum gutta, kawashiogusa, marimo, baronia: tamagobaronia, tamabaronia, tamagata: tamagatamo, iwata: husaiwata, surichogita, heraiwata, kurokita, kurokita, kurokita Sakibuchimil, Nagamir, Hiramil, and Casanori:
Casanori, Jusmo: Fusuzumo, Tamazumi,
Species of the genus Mizudzumo, Genus Genus, Genus Colecaet, Genus Genus genus, Species of the genus Cyperaceae: Species of the genus Cyperaceae, the genus of the spider genus;

Blue-green algae (Genus Lynchium: L., L., L., L .;
(Hassay, Yuremo genus, Racenmo (Spirulina) genus: Spirulina, Trichodesmium (Aiacacio) genus, etc.).

Brown algae (Piraella spp .: Piraella spp., Spirogyra spp.
Genus Isogawara: Isogawara, Kuroshira Genus: Gunsenkurogashira, Kashirazaki Genus: Kashirazaki, Muchimo Genus: Muchimo, Hiramutimo, Kebelligsa, Amidixa Genus: Amidigsa, Sakibiroamiji, Sanadagusa: Sanadagusa, Fukurinamiji, Common Genus Artemisia spp.
Genus genus: genus pine, genus genus: genus genus: genus genus, genus okinawa, genus okinawazuku, genus phlebosum, genus phlebosum, genus phlebosum: genus futomozuku, genus genus moss: genus genus: genus kuromo, genus moss, genus genus Ishige, Irolo, Icmegasa: Ichimegasa, Keyari: Keyari, Umibos: Umibos, Urushigusa: Ursigusa,
Betula serrata, Tobacco moss, Laminaria spp. Genus Kagomenori: Kagomenori, Muraridori: Murachidori, Shakusugusa: Sharks
Genus Genus: Genus Genus, Genus Genus: Genus Genus: Genus Genus, Genus Kayamonori, Genus Genus: Genus Genus: Genus Filiformis, Genus Turmo: Genus Tsurumo, Genus Anana: Genus Anastasia, Genus Suzume: Genus Musicum, Genus Missiscoma, Genus L. , Oni-kombu, Gohei-kombu, Naga-kombu, Pea-kombu, Ochimitsu-kombu, Toro-kombu genus: Toro-kombu, Antokume genus: Antokume, Kajime genus: Kajime, Tsuruarame, Kurome, Kikuishicombu genus: Kikuishikombu, Nejirekombu: Nekorecome genus, Kuroshimae : Nekoshikambu,
Alame: Alame, Ainuwakame: Ainuwakame, Chigaiso, Oniwakameezoishige: Ezoishige, Yabanemoku: Yanemoku, Rapamoku: Rapamoku, Jiromoku: Uganomok, Jiromoku, Hiemomoku, Hokumoku, Tamamomoku, Tamamomoku Akamoku, Shidamoku, Hondawara, Nejimoku, Narasamo, Mametarawara, Tatsukuri, Yasumatamoku, Umitrano, Oobamoku, Fushizushimoku, Hahakimoku, Togemoku, Jolemoku, Saw-moku, Obanoki-mimoku, Genus genus:
Bulukimo, genus cyno (Kayamonoli etc.).

Red algae (Russia genus: Ushikenori, Funorinoushike, Amanori: Asakusanori, Susabinori,
Genus Upirinori, Onimanori, Tasa, Filitasa, Benitasa, Rhodocorton: Milnoveni, Akebonomozuku: Akebonomozuku, Konahada: Haikonahada, Yogorekonahada, Aokonahada, Sea Species: Acer genus, Acer genus : Larch, Fusanori: Fusanori, Nisefusanori: Nisefusanori,
Sodegarami: Sodegarami, rattles: rattle, rattle rattle, hirohatamatamaki genus: hirohatamaitadaki, tamamaidaki genus: tamaitadaki, kagikenori genus: kaginori, kakenenori, tengusa: himetenugosa, haitenugosa, haitenugosa, haitenugusaugou, haitenuganugou, haitenuganugou, haitenugusaugou Genus: hibiroudo, himehibiroudo,
Genus Isommedogi: Genus Isomomedo, Genus genus: Genus medusa, Ryumonsou: Ryumonsou, Hera Ryumon, Nisekarekususa: Genus Nisekaregusa, Okitsubara: Obaokitsubara, Akaba: Akaba, Malvaacaba, Naminohana genus
Naminohana, coral genus: rattle, mushroom, shiogosagoromo, iwanokawa: ezukiiwanokawa, kainokawa: kainokawa, kaninote: kaninote, coral genus: coral, coral, mosquito mosquito , Tambanori, slippery,
Genus Isonohana: Nuracusa, Cronulla, Stinging genus, Hirakintoki: Hirakintoki, Matagawa: Matabou, Kintoki: Chabokintoki, Kintoki, Matsunori, Komenori, Tosakamatsu, Aedes pine, Kakraitus: Genus Odonata, Genus Larva Genus Nagaobane, Funori: Hanafunori, Fukuronori, Makuhnori, Karenikusa: Kalexigusa, Tosakamomoki: Hosobanotokamodoki, Hirohanotosakamakiki, Yatsudegatomodoka, Kurosakacamodoki, Nezashinodoka, Nezashinotokada : Ezotosaka, Tsukasanori: Enashikarimenia, Otsukasanori, Hanagatakarimenia, Honooka: Hounoo, Hikagenoito: Hikagenoito, Usuginu, Nikuhono: Nikuho Noo, Benisunago genera: Benisunago, Susukakebeni genera: Susukakebeni, Okamuragusa genera:
Yamadakusa, Mirin genus: Mirin, Hosobamilin, Tosakanori genus: Kikutosaka, Ezonameshi: Ezonameshi, Isomokka genus: Isomocca, Yukari genus: Yukari, Hosoyukari, Ibaranori genus: Ibaranori, Saidaibara, Tachiibara, Kagiibanodan, Kijinotho genus Isanthus, Atsubanori: Atsubanori,
Ogonori: Ogonori, Tsurushiramo, Shiramo, Ogogonori, Mizookonori, Kabanori, Tengusamodoki: Hachijotengusamodoki, Fushikrenori: Fushikenori, Namiiwatake: Namiiwatake, Spiraea:
Sponge and genus: ssp.
Genus: crocodile, crocodile, crocodile, lotus spp .: lotus spp. The genus Taogosou: Taoyanagisou, Hanasakura, Shirotsunagi: Skullconi, Shikokonori, Hananoeda: Hanaeda, Hiratagoat: Hiratagoat, Darusu: Dars, Masagoshibari, Anadars, Weedbugsa: Uebaguni, Benifukunori
Species of sarcophagi: sarcophagia, scorpion, scorpion, scorpion genus: syllabus, smelt, ssp. Family: Habutaenori, Konohanori, Suzushironori, Usbeni genus: Usbeni, Hasuginu: Hasujiginu, Nagakonohanori: Nagakonohanori, Suzuginu: Suzuginu, Abasibaginu, Hyusbanori: Kagusubanori, Jauresubanoli, Jaureusubanoli, Jaureusubanori, Jaureusubanoli
Genus Ayanishi: Genus Ayanishi, Genus Ayaginu: Genus Ayaginu, Genus Dassia: Enashidazia, Genus Shimadagi: Genus Isohagi, Genus Shimadada, Genus Dazimodoki: Genus Dazimomodoki, Genus Itogusa: Moletogusa, Genus Genus: Makuri, Yanagina, Hana, Rana Salix var. Genus Isomegusa: Isomegusa, Suginashigusa: Suginashigusa, Isobashi Genus: Isobashi, Fujimatsumo: Fujimatsumo, Sawweed: Mushroom Rihiba, Kawamozuku genera: Kawamozuku, Aokawamozuku, Himekawamozuku, Ideyukogome genera: Ideyukogome, Okichimozuku genera: Okichimozuku,
Genus genus, genus chinorimo: chinorimo, genus thysinori: chisinori).

Axle algae (Characta spp.
Hossiturimo: Hossiturimo, Lychnotanus genus, Hessian moss: Himejirasamo, Chaboshiramo, Tripera, etc., and yellow algae (Hikarimo: Hikarimo etc.).

Examples of the material derived from animal raw materials include a cockscomb extract, a cow or human placenta extract, a pig or cow extract of the stomach, duodenum or intestine or a decomposition product thereof, and a pig or cow spleen extract. Product or its degradation product, extract of pig or cow brain tissue, water-soluble collagen, collagen derivative such as acylated collagen, collagen hydrolyzate, elastin, elastin hydrolyzate, water-soluble elastin derivative, keratin and its decomposition product Or a derivative thereof, a silk protein and its degradation product or a derivative thereof, a pig or bovine blood cell protein degradation product (globin peptide), a pig or bovine hemoglobin degradation product (hemin, hematin, heme, protohem, heme iron, etc.),
Cow milk, casein and its decomposition products or their derivatives, skim milk powder and its decomposition products or their derivatives, lactoferrin or its decomposition products, chicken egg components, fish meat decomposition products and the like.

(14) Microbial culture metabolite Yeast metabolite, yeast extract, natto metabolite, natto extract, rice fermented extract, rice bran (red bran, white bran) fermented extract, euglena extract or its decomposition product or Such water-soluble derivatives, lactic acid fermented products of raw milk or skim milk powder, trehalose or derivatives thereof.

(15) α-hydroxy acids glycolic acid, citric acid, malic acid, tartaric acid, lactic acid and the like.

(16) Inorganic pigments Silicic anhydride, magnesium silicate, talc, kaolin,
Bentonite, mica, titanium mica, bismuth oxychloride, zirconium oxide, magnesium oxide, zinc oxide,
Titanium oxide, calcium carbonate, magnesium carbonate, yellow iron oxide, red iron oxide, black iron oxide, gunjou, chromium oxide,
Chromium hydroxide, carbon black, calamine, etc.

(17) UV absorber / blocker Benzophenone derivatives (2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-
5-sulfonic acid, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid sodium salt, dihydroxydimethoxybenzophenone, dihydroxydimethoxybenzophenone-sodium sulfonate, 2,4-dihydroxybenzophenone, tetrahydroxybenzophenone, etc.), p-
Aminobenzoic acid derivatives (such as paraaminobenzoic acid, ethyl paraaminobenzoate, glyceryl paraaminobenzoate, amyl paradimethylaminobenzoate, octyl paradimethylaminobenzoate), and methoxycinnamic acid derivatives (ethyl paramethoxycinnamate, isopropyl paramethoxycinnamate, Octyl paramethoxycinnamate, paramethoxycinnamic acid
2-ethoxyethyl, sodium paramethoxycinnamate, potassium paramethoxycinnamate, monodiparamethoxycinnamate
Glyceryl-2-ethylhexanoate), salicylic acid derivatives (octyl salicylate, salicylphenyl, homomenthyl salicylate, dipropylene glycol salicylate, ethylene glycol salicylate, myristyl salicylate, methyl salicylate, etc.), anthranilic acid derivatives (methyl anthranilate, etc.), urocanin Acid derivatives (such as urocanic acid and ethyl urocanate), coumarin derivatives, amino acid compounds, benzotriazole derivatives, tetrazole derivatives, imidazoline derivatives, pyrimidine derivatives, dioxane derivatives, camphor derivatives, furan derivatives, pyrone derivatives, nucleic acid derivatives, allantoin derivatives, Nicotinic acid derivatives, vitamin B6 derivatives, umbelliferone, esculin, benzyl cinnamate, sinoxate, oxybenzone, diamine Kishibenzon, Okutabenzon, sulisobenzone, benzo resorcinol, arbutin, guaiazulene, shikonin, baicalin, baicalein, berberine, Neo Heliopan, ESKA roll,
Zinc oxide, talc, kaolin, etc.

(18) Turnover promoting action / cell activator hydroquinone, lactic acid bacteria extract, placenta extract, reishi extract, vitamin A, vitamin E, allantoin, spleen extract, thymus extract, yeast extract, fermented milk extract, plant extract (Aloe, Ogon, horsetail, gentian, burdock,
Sicon, carrot, hamamelis, hop, yokunin,
Odrich, Assemble, Touki, Calendula officinalis, Amacha, Hypericum perforatum, Cucumber, Periwinkle,
Rosemary, parsley).

(19) Astringent succinic acid, allantoin, zinc chloride, zinc sulfate, zinc oxide, calamine, zinc p-phenolsulfonate, aluminum potassium sulfate, resorcinol, ferric chloride, tannic acid (including catechin compounds) Such.

(20) Active oxygen scavenger SOD, catalase, glutathione peroxidase and the like.

(21) Antioxidant stearic acid ester, vitamin E or a derivative thereof, nordihydroguaselethenoic acid, butylhydroxytoluene (BHT), butylhydroxyanisole (BHA),
Hydroxytyrosol, parahydroxyanisole, propyl gallate, sesamol, sesamolin, gossypol and the like.

(22) Lipid peroxide production inhibitor β-carotene, plant extract (cultured sesame cells, amateur,
Hypericum, Hamamelis, Clove, Melissa, Emmeso, Birch, Sage, Rosemary, Minami Amami,
Ages, ginkgo, green tea) etc.

(23) Anti-inflammatory agent Ictamole, indomethacin, kaolin, salicylic acid, sodium salicylate, methyl salicylate, acetylsalicylic acid, diphenhydramine hydrochloride, d-camphor,
dl-camphor, hydrocortisone, guaiazulene, camazulene, chlorpheniramine maleate, glycyrrhizic acid or a salt thereof, glycyrrhetinic acid or a salt thereof, licorice extract, sicon extract, age extract and the like.

(24) Antibacterial, bactericidal and disinfecting agents acrinol, sulfur, calcium gluconate, chlorhexidine gluconate, sulfamine, mercurochrome, lactoferrin or a hydrolyzate thereof, alkyl diaminoethyl glycine chloride solution, triclosan, sodium hypochlorite, Chloramine T, salad powder, iodine compound,
Iodoform, sorbic acid or a salt thereof, salicylic acid, dehydroacetic acid, parahydroxybenzoic acid esters, undecylenic acid, thiamine lauryl sulfate, thiamine lauryl nitrate, phenol, cresol, p-chlorophenol, p-chloro-m-xylenol, p-chloro-m-cresol, thymol, phenethyl alcohol, o-phenylphenol, irgasan CH3565, halocarban, hexachlorophen, chlorohexidine, ethanol, methanol, isopropyl alcohol, benzyl alcohol, ethylene glycol, propylene glycol, phenoxyethanol, chlorobutanol, Isopropyl methyl phenol, nonionic surfactants (polyoxyethylene lauryl ether, polyoxyethylene nonyl phenyl ether, polyoxyethylene Octylphenyl ether, etc.), amphoteric surfactant, anionic surfactant (sodium lauryl sulfate, lauroyl sarcosine potassium, etc.), cationic surfactant (cetyltrimethylammonium bromide, benzalkonium chloride, benzethonium chloride, methylrosaniline chloride), formaldehyde , Hexamine, brilliant green, malachite green,
Crystal Violet, Jamal, Photosensitizer 101
No. 201, Photosensitizer No. 401, N-long-chain acyl basic amino acid derivatives and their acid addition salts, zinc oxide, hinokitiol, kudin and the like.

(25) Humidifier Glycerin, propylene glycol, 1,3-butylene glycol, hyaluronic acid or its salt, polyethylene glycol, chondroitin sulfate or its salt, water-soluble chitin derivative or chitosan derivative, pyrrolidone carboxylic acid or its salt, Sodium lactate, mini Sasanishiki extract, Bacillus natto metabolite, Natto extract, etc.

(26) Elastase activity inhibitor diisopropyl fluorophosphate, plant extracts (Ougon, Hypericum perforatum, Clara, mulberry leaves, calyx, gennoshoko, comfrey, sage, western elderberry, bollige, buttonpi), seaweed extract and the like.

(27) Hair preparations Selenium disulfide, alkylisoquinolinium bromide solution, zinc pyrithione, biphenamine, thianthol, castal tincture, ginger tincture, capsicum tincture, quinine hydrochloride, strong aqueous ammonia, potassium bromate, bromate Sodium, thioglycolic acid and the like.

(28) Antiandrogens Estrogen (estrone, estradiol, ethinylestradiol, etc.), isoflavones, oxendrones and the like.

(29) Peripheral blood flow promoter Vitamin E or a derivative thereof, assembly extract, garlic extract, ginseng extract, aloe extract, gentian extract, touki extract, cepharanthin, carpronium chloride, minoxidil and the like.

(30) Stimulants Pepper tincture, vanylamide nonylate, tincture tincture, tincture tincture, peppermint oil, l-menthol, camphor, benzyl nicotinate and the like.

(31) Metabolic activator Photosensitizer No. 301, hinokitiol, pantothenic acid or a derivative thereof, allantoin, placental extract, biotin, glyceride pentadecanoate, and the like.

(32) Antiseborrheic agents pyridoxine or its derivatives, sulfur, vitamin B6 and the like.

(33) Keratolytic agent Resorcin, salicylic acid, lactic acid, urea and the like.

(34) Oxidizing agent Hydrogen peroxide solution, sodium persulfate, ammonium persulfate, sodium perborate, urea peroxide, sodium percarbonate, sodium tripolyphosphate, sodium bromate, potassium bromate, pyrroline peroxide Sodium silicate, sodium orthophosphate, sodium silicate hydrogen peroxide adduct, sodium sulfate sodium chloride hydrogen peroxide adduct, β-tyrosinase enzyme solution, mushroom extract, etc.

(35) Hair remover Strontium sulfate, sodium sulfide, barium sulfide,
Inorganic reducing agents such as calcium sulfide; thioglycolic acid or salts thereof (calcium thioglycolate, sodium thioglycolate, lithium thioglycolate, magnesium thioglycolate, strontium thioglycolate) and the like.

(36) Hair swelling agent Ethanolamine, urea, guanidine and the like.

(37) Dyes 5-aminoorthocresol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 1-amino-4-methylaminoanthraquinone, 3,3'-iminodiphenol ,
2,4-diaminophenoxyethanol hydrochloride, 2,4-diaminophenol hydrochloride, toluene-2,5-diamine hydrochloride, nitroparaphenylenediamine hydrochloride, paraphenylenediamine hydrochloride, N-phenylparaphenylenediamine hydrochloride, metaphenylenediamine hydrochloride, ortho Aminophenol, N-phenylparaphenylenediamine acetate, 1,4-diaminoanthraquinone, 2,6-diaminopyridine, 1,5-dihydroxynaphthalene, toluene-2,5-diamine, toluene-3,4-
Diamine, nitroparaphenylenediamine, paraaminophenol, paranitroorthophenylenediamine, paraphenylenediamine, paramethylaminophenol,
Picramic acid, sodium picramate, N, N'-bis (4-aminophenyl) -2,5-diamino-1,4-quinonediimine, 5- (2-hydroxyethylamino) -2-methylphenol, N-phenyl Paraphenylenediamine, metaaminophenol, metaphenylenediamine, 5-aminoorthocresol sulfate, 2-amino-5-nitrophenol sulfate,
Orthoaminophenol sulfate, orthochloroparaphenylenediamine sulfate, 4,4'-diaminodiphenylamine sulfate, 2,4-diaminophenol sulfate, toluene-2,5-sulfate
Diamine, nitroparaphenylenediamine sulfate, paraaminophenol sulfate, paranitroorthophenylenediamine sulfate, paranitrometaphenylenediamine sulfate, paraphenylenediamine sulfate, paramethylaminophenol sulfate, metaaminophenol sulfate, metaphenylenediamine sulfate, catechol, diphenylamine , Α-naphthol, hydroquinone, pyrogallol, phloroglucin, gallic acid, resorcin, tannic acid, 2-hydroxy
Sodium 5-5-nitro-2 ', 4'-diaminoazobenzene-5'-sulfonate, hematein and the like.

(38) Flavor Natural animal flavors such as musk, civet, castorium, ambergris, anise essential oil, angelica essential oil, ylang-ylang essential oil, iris essential oil, fennel essential oil, orange essential oil, cananga essential oil, caraway essential oil, cardamom essential oil, Guaiac wood essential oil, cumin essential oil, black letter essential oil, cinnamon essential oil, cinnamon essential oil, geranium essential oil, copaiba balsam essential oil, coriandel essential oil, perilla essential oil, cedarwood essential oil, citronella essential oil, jasmine essential oil, ginger grass essential oil, cedar essential oil, spearmint essential oil, western Mentha essential oil, Great Fengxiang essential oil, Tuberose essential oil, T-shape essential oil, Orange flower essential oil, Winter green essential oil, Truval sam essential oil, Batturi essential oil, Rose essential oil, Palmarosa essential oil, Cypress essential oil, Hiba essential oil,
Sandalwood essential oil, Petit glen essential oil, Bay essential oil, Vetiva essential oil, Bergamot essential oil, Peruvian balsam essential oil, Boad rose essential oil, Camphor essential oil, Mandarin essential oil, Eucalyptus essential oil, Lime essential oil, Lavender essential oil, Linaloe essential oil, Lemon grass essential oil, Lemon essential oil, Rosemary Vegetable flavors such as essential oils and Japanese peppermint essential oils, and other synthetic flavors.

(39) Dyes / colorants Red cabbage dye, red rice dye, madder dye, anato dye, squid dye, turmeric dye, ende dye, krill dye, persimmon dye, caramel, gold, silver, gardenia dye, corn dye , Onion pigment, tamarind pigment, spirulina pigment, buckwheat whole plant pigment, cherry pigment, laver pigment, hibiscus pigment, grape juice pigment, marigold pigment, purple potato pigment, purple yam pigment, lac pigment, rutin, etc.

(40) Marine components Seawater, for example, seawater salts, dried seawater, inorganic salts (sodium chloride, magnesium chloride, potassium chloride, etc.) obtained from the Dead Sea or the Atlantic or Pacific Ocean, sea mud or mud (fango) ), For example, sea mud or mud of various places such as Italian Fango, German Fango, Eifel Fango, Freiburg Fango, etc. (Ingredients: silicon dioxide, titanium dioxide, aluminum oxide, iron oxide, manganese oxide, sodium oxide, potassium oxide, oxide Magnesium, calcium oxide, strontium oxide, sodium, potassium,
Magnesium, calcium, chromium, iron, copper, nickel, zinc, lead, manganese, arsenic, water), Shotokuishi and so on.

(41) Others Hormones, sequestering agents, pH adjusters, chelating agents, preservatives / anti-binders, cooling agents, stabilizers, emulsifiers,
Vegetable proteins and their degradation products, animal and vegetable polysaccharides and their degradation products, animal and vegetable glycoproteins and their degradation products, blood flow enhancers, antiallergic agents, wound healing agents, foaming agents, thickeners ,
Enzymes, electronic water, small clustered water, and the like are raised, and when used in combination to form a cosmetic composition, an additive or synergistic improvement in the effects of the present invention or other cosmetic effects can be expected.

[0073]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described in more detail with reference to examples. However, the present invention is not limited to these.

[0074]

EXAMPLES [Example 1] Production of 3-aminopropane phosphoric acid After dissolving 112 g of phosphorus oxychloride in 650 ml of dichloromethane, the resulting solution was cooled to 0 to 5 with an ice bath.
Cooled to ° C. In another container, 50 g of 3-amino-1-propanol and 186 ml of triethylamine were diluted in 180 ml of dichloromethane and added to the reaction solution prepared above for 30 minutes. After stirring for 30 minutes after the addition, the formed triethylammonium chloride was removed by filtration. Then, the filtrate was concentrated under reduced pressure.
and 3 ml of concentrated hydrochloric acid, and the mixture is refluxed for 2 hours. Thereafter, the mixture was cooled to room temperature, and 90 ml of triethylamine was added thereto.
Add. After stirring the mixture at room temperature for a while, 800 ml of ethanol is added, and the generated insolubles are collected. The insoluble material was further recrystallized from aqueous ethanol to obtain 93 g of 3-aminopropane phosphoric acid as a solid.

[0075]

[Example 2] 2- (3-aminopropane phosphoric acid) -L
Preparation of -ascorbic acid After dissolving 34.1 ml (0.36 mol) of phosphorus oxychloride in 400 ml of dichloromethane, the solution was added to an ice bath (ice bat).
In h), it was cooled to 0-5 ° C. In another container, 28 ml (0.36 mol) of 3-amino-1-propanol and 102 ml (0.73 mol) of triethylamine were placed in 200 ml of dichloromethane.
After dilution to l, the reaction solution prepared above was added dropwise over 2 hours. After the dropwise addition, the formed triethylammonium chloride was removed by filtration, and the filtrate was washed with 100 ml of purified water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. Toluene was added thereto to obtain crystals, which were dried under reduced pressure to obtain 53 g of 2-chlorotetrahydro-2H-1,3,2-oxaazaphosphorin P-oxide as a white solid.
Separately, 10 g (0.046 mol) of L-ascorbic acid in which the 5,6-hydroxyl group is protected by an isopropylidene group is dissolved in 100 ml of chloroform, and then 12.9 ml (0.093 mol) of triethylamine in a 5 ° C. ice bath. ) Was added dropwise. At the same temperature, 8.6 g (0.055 mol) of 2-chlorotetrahydro-2H-1,3,2-oxaazaphosphorin P-oxide obtained above in 20 ml of chloroform at the same temperature.
The solution was added dropwise. After the addition, the mixture was stirred at room temperature overnight. After the organic layer was washed with an aqueous solution of phosphoric acid, anhydrous sodium sulfate and activated carbon were added to dry and decolorize. The filtrate was concentrated under reduced pressure, added to 30 ml of purified water, and stirred in a constant temperature bath at 50 ° C. for 3 hours. did. 150 ml of isopropanol was added to the stirred reaction solution to obtain crystals, which were dried under reduced pressure to obtain 6 g of 2- (3-aminopropane phosphoric acid) -L-ascorbic acid as a white solid.

[0076]

[Example 3] 3-aminopropane phosphoric acid, 2- (3
Preparation of various salts of (-aminopropanephosphoric acid) -L-ascorbic acid 1 g of 3-aminopropanephosphoric acid obtained according to the above example or 1 g of 2- (3-aminopropanephosphoric acid) -L-ascorbic acid
Were dissolved in 30 ml of purified water, and 5%
An aqueous solution of sodium carbonate, an aqueous solution of 5% potassium carbonate, an aqueous solution of calcium hydroxide, magnesium oxide and an aqueous solution of 5% triethanolamine were each added to adjust the pH to 7, and these were freeze-dried to obtain the respective salts as white solids.

[0077]

Example 4 Production of N- (2-hydroxyethoxy) ethyl-n-hexadecylamino Hexadecylamine was placed in a 1 liter round bottom flask.
2 g and ethanol 700 ml were added and stirred. After refluxing the mixture under heating, 2- (2-chloroethoxy)
11 ml of ethanol was gradually added. The mixture was stirred for 3 hours before cooling to room temperature. A KOH / ethanol solution was added to the mixture and the resulting solid was removed by filtration. The filtrate was concentrated under reduced pressure, and recrystallized from ethanol to obtain 24.1 g (yield: 70%) of a white powder of the title compound.

[0078]

[Example 5] Production of N- (2-hydroxyethoxy) ethyl-n-oleylamine Same as Example 4 except that 53.5 g of oleylamine was used in place of hexadecylamine of Example 4. 22.0 g of a white powder of the title compound (yield: 59)
%).

[0079]

Example 6 Production of N- (2-hydroxyethoxy) ethyl-n-octadecylamine Example 4 was repeated except that 53.9 g of octadecylamine was used in place of hexadecylamine. The same procedure was followed to give 26.2 g of the title compound as a white powder (yield: 7).
0%).

[0080]

[Example 7] N-hexadecyl-N- (2-
Production of hydroxyethoxy) ethylhexadecaneamide In a 250 ml flask equipped with a reflux condenser, 14.3 g of methyl palmitate and N- produced in Example 4 were added.
After 16.5 g of (2-hydroxyethoxy) ethyl-n-hexadecylamine was added and melted, 2.6 g of sodium carbonate was added, followed by vigorous stirring at 120 ° C. for 3 hours.
After completion of the reaction, the mixture was cooled to room temperature, and dissolved by adding 100 ml of chloroform. The precipitate was removed and the solvent was evaporated under reduced pressure. The generated solid was recrystallized from hexane to obtain 23.2 g (yield: 82%) of a white powder of the title compound.

[0081]

[Example 8] Production of N-oleyl-N- (2-hydroxyethoxy) ethylhexadecaneamide N- (2-hydroxyethoxy) ethyl-n of Example 7
-N- prepared in Example 5 in place of hexadecylamine
Except that 17 g of (2-hydroxyethoxy) ethyl-n-oleylamine was used, 22.6 g (yield: 73%) of a white powder of the title compound was obtained in the same manner as in Example 7.
I got

[0082]

[Example 9] N-octadecyl-N- (2-
Preparation of hydroxyethoxy) ethylhexadecaneamide N- (2-hydroxyethoxy) ethyl-n of Example 7
-N- produced in Example 6 in place of hexadecylamine
Except for using 17.2 g of (2-hydroxyethoxy) ethyl-n-octadecylamine, the same procedure as in Example 7 was carried out to obtain 24.2 g of a white powder of the title compound (yield:
78%).

[0083]

[Example 10] N-hexadecyl-N- (2
Preparation of -hydroxyethoxy) ethyltetradecaneamide Except that 13.3 g of methyl myristate was used in place of methyl palmitate in Example 7, 20.5 g of a white powder of the title compound was obtained in the same manner as in Example 7. (Yield: 7
6%).

[0084]

[Example 11] [N-hexadecyl-N-
Preparation of (2-hydroxyethoxy) ethyl] -3- (2-dodecene-1-yl) carboxamidopropionic acid In a 250 ml flask, the N-
16.5 g of (2-hydroxyethoxy) ethyl-n-hexadecylamine and 14.6 g of 2-dodecene-1-ylsuccinic anhydride were charged, and 120 m of chloroform was added thereto.
After adding 1, the mixture was warmed to 40 ° C. to dissolve.
After stirring at the same temperature for 4 hours, the solvent was evaporated under reduced pressure. The residue was separated by silica gel column to give the title compound as pale yellow powder (18.1 g, yield: 61%).

[0085]

[Example 12] [N-oleyl-N- (2-
Hydroxyethoxy) ethyl] -3- (2-dodecene-
Preparation of 1-yl) carboxamidopropionic acid N- (2-hydroxyethoxy) ethyl- of Example 11
N prepared in Example 5 in place of n-hexadecylamine
The title compound was obtained as pale yellow powder 18.6 g (yield: 60%) by performing the same procedure as in Example 11 except that 17 g of-(2-hydroxyethoxy) ethyl-n-oleylamine was used. .

[0086]

[Example 13] [N-octadecyl-N-
Preparation of (2-hydroxyethoxy) ethyl] -3- (2-dodecene-1-yl) carboxamidopropionic acid N- (2-hydroxyethoxy) ethyl- of Example 11
N prepared in Example 6 in place of n-hexadecylamine
The title compound was prepared in the same manner as in Example 11 except that 17.2 g of-(2-hydroxyethoxy) ethyl-n-octadecylamine was used to give the title compound as a pale yellow powder (20.3 g).
g (yield: 65%).

[0087]

[Example 14] [N-tetradecyl-N-
Preparation of (2-hydroxyethoxy) ethyl] -3- (2-dodecene-1-yl) carboxamidopropionic acid The procedure of Example 4 was repeated except that 42.6 g of tetradecylamine was used in place of hexadecylamine of Example 4. N- (2-hydroxyethoxy) ethyl-n
-22.4 g of tetradecylamine were obtained. Example 1
N- (2-hydroxyethoxy) ethyl-n-tetradecylamine 17 prepared above in place of N- (2-hydroxyethoxy) ethyl-n-hexadecylamine 1
g of the title compound in 17.2 g of pale yellow powder (yield: 59).
%).

[0088]

EXAMPLE 15 Preparation of N- (2-hydroxypropane) -N-hexadecylamine Hexadecylamine was placed in a 1 liter round bottom flask.
2 g and 700 ml of ethanol were added and stirred. Here, 18.9 g of 1-chloro-2-propanol was added at 40 ° C.
And gradually added. After stirring at the same temperature for 3 hours,
An OH / ethanol solution was added to produce a solid, and this solid was removed by filtration. The filtrate was concentrated under reduced pressure, and recrystallized from ethanol to obtain 36 g (yield: 60%) of the title compound as white powder.

[0089]

EXAMPLE 16 Preparation of N- (2-methyl-2-hydroxypropane) -N-hexadecylamine 1-chloro-2-propanol was used in place of 1-chloro-2-propanol in Example 15.
Except that 22.6 g of -chloro-2-methyl-2-propanol was used, the same procedure as in Example 15 was carried out to obtain 48.3 g (yield: 77%) of the title compound as a white powder.

[0090]

EXAMPLE 17 Preparation of N- (2-ethoxy-2-hydroxyethane) -N-hexadecylamine 1-chloro-2-propanol was used in place of 1-chloro-2-propanol in Example 15.
The same procedures as in Example 15 were carried out except for using 23.2 g of -chloro-2-ethoxy-2-ethanol, to obtain 45.6 g (yield: 69%) of a white powder of the title compound.

[0091]

Example 18 Preparation of N- (2-hydroxypropane) -N-oleylamine The same procedure as in Example 15 was repeated, except that 53.5 g of oleylamine was used instead of hexadecylamine of Example 15. 35.2 g of a white powder of the title compound (yield: 7
8%).

[0092]

Example 19 Preparation of N- (2-methyl-2-hydroxypropane) -N-oleylamine Same as Example 16 except that 53.5 g of oleylamine was used in place of hexadecylamine of Example 16. 35.2 g of a white powder of the title compound (yield: 7)
8%).

[0093]

EXAMPLE 20 N-hexadecyl-N- (2-
Production of (hydroxypropane) hexadecaneamide In a 250 ml flask equipped with a reflux condenser, 14.3 g of methyl palmitate and N- produced in Example 15 were added.
After adding and melting 16 g of (2-hydroxypropane) -N-hexadecylamine, 2.6 g of sodium carbonate was added.
And vigorously stirred at 120 ° C. for 3 hours. After completion of the reaction, the mixture was cooled to room temperature, and 100 ml of chloroform was added.
The precipitate was removed and the solvent was evaporated under reduced pressure. The resulting solid was recrystallized from hexane to give the title compound as a white powder 2
1.6 g (yield: 80%) was obtained.

[0094]

EXAMPLE 21 N-hexadecyl-N- (2-
Preparation of methyl-2-hydroxypropane) hexadecaneamide Except that 14.9 g of methyl palmitate and 15.7 g of N- (2-methyl-2-hydroxypropane) -N-hexadecylamine prepared in Example 16 were used. Example 2
23. White powder of the title compound
6 g (yield: 87%) was obtained.

[0095]

Example 22 N-hexadecyl-N- (2-
Preparation of ethoxy-2-hydroxyethane) hexadecaneamide Except that 14.9 g of methyl palmitate and 16.5 g of N- (2-ethoxy-2-hydroxyethane) -N-hexadecylamine prepared in Example 17 were used. Example 2
23. White powder of the title compound
2 g (yield: 83%) was obtained.

[0096]

Example 23 Preparation of N-oleyl-N- (2-hydroxypropane) hexadecaneamide 14.9 g of methyl palmitate and N- (2-hydroxypropane) -N-oleylamine prepared in Example 18 Except that 3 g was used, the same procedure as in Example 20 was carried out to obtain 21.6 g of the title compound as a white powder (yield: 78).
%).

[0097]

EXAMPLE 24 Preparation of N-oleyl-N- (2-methyl-hydroxypropane) hexadecaneamide 14.9 g of methyl palmitate and N- (2-methyl-2-hydroxypropane) prepared in Example 19 Except that 17 g of -N-oleylamine was used, the same procedure as in Example 20 was carried out to obtain 21 g of a white powder of the title compound (yield:
71%).

[0098]

Example 25 Preparation of (N-hexadecyl-N-palmitoyl) -1-aminopropane-2-sodium phosphate N-hexadecyl-N- (2-hydroxypropane) hexadecaneamide 5 prepared in Example 20 After adding .38 g and 1.15 g of phosphoric acid to 100 ml of dioxane,
Stirred at room temperature for 1 hour. 2.0 g of phosphorus pentoxide was added thereto, and the mixture was refluxed for 5 hours while heating. After completion of the reaction, the mixture was cooled to room temperature, and 3.8 ml of a 40% aqueous NaOH solution was added. After evaporating the reaction mixture under reduced pressure to remove the solvent, ethanol was added and the resulting precipitate was removed by filtration. The filtrate was concentrated under reduced pressure and separated by silica gel column to obtain 4.1 g (yield: 66%) of the title compound.

[0099]

EXAMPLE 26 Preparation of sodium (N-hexadecyl-N-palmitoyl) -1-amino-2-methylpropane-2-phosphate Example 26 N-hexadecyl-N- (2-hydroxypropane) hexadecane Phosphorylation was performed in the same manner as in Example 25, except that 5.7 g of N-hexadecyl-N- (2-methyl-2-hydroxypropane) hexadecaneamide produced in Example 21 was used instead of the amide. 4.3 g (yield: 64%) of the title compound were obtained.

[0100]

EXAMPLE 27 Preparation of (N-hexadecyl-N-palmitoyl) -1-amino-2-ethoxyethane-2-phosphate sodium salt of Example 25 Phosphorylation was carried out in the same manner as in Example 25, except that 5.8 g of N-hexadecyl-N- (2-ethoxy-2-hydroxyethane) hexadecaneamide produced in Example 22 was used instead of the amide. This gave 4.4 g (yield: 64%) of the title compound.

[0101]

Example 28 Preparation of (N-oleyl-N-palmitoyl) -1-aminopropane-2-sodium sulfate N-oleyl-N- (2-hydroxypropane) hexadecaneamide prepared in Example 23 After 8 g was added to 100 ml of dioxane and stirred, 1.3 g of sulfonic acid chloride was gradually added dropwise at 10 to 15 ° C. After completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours. After completion of the reaction, 40% N
3.0 ml of aOH aqueous solution was added. After evaporating the reaction mixture under reduced pressure to remove the solvent, ethanol was added and the precipitate thus formed was removed by filtration. The filtrate was concentrated under reduced pressure and separated by silica gel column to obtain 4.9 g (yield: 72%) of the title compound.

[0102]

Example 29 Preparation of (N-oleyl-N-palmitoyl) -1-amino-2-methylpropane-2-sulfate N-oleyl-N- (2-hydroxypropane) hexadecaneamide of Example 28 Was replaced by 5.9 g of N-oleyl-N- (2-methyl-2-hydroxypropane) hexadecaneamide produced in Example 24.
By sulfated in the same manner as in Example 28, 5.1 g (yield: 73%) of the title compound was obtained.

[0103]

Example 30 Preparation of 1,2-bis (N- (2-hydroxyethyl) -palmitoylamino) ethane In a 500 ml round-bottom flask equipped with a reflux condenser, 48.9 g of ethanolamine and 200 m of ethanol were placed.
After adding 1 and mixing well, 1,2-dibromoethane 1
8.8 g were added dropwise over 1 hour. After refluxing for 4 hours, the mixture was cooled to room temperature. To this, 56 g of a 10% KOH / ethanol solution was added, and the resulting solid was removed by filtration. After evaporating the filtrate under reduced pressure to remove the solvent and unreacted ethanolamine, ethanol, chloroform and hexane were added to the residue to precipitate crystals. After filtration, the filtrate was dried under reduced pressure to obtain N, N'-bis (2
-Hydroxyethyl) -1,2-diaminoethane 13.
1 g was obtained. In another 500 ml round bottom flask, 4.0 g of magnesium oxide and 80 g of purified water were put and mixed by stirring. Here, the previously prepared N, N'-bis (2-
7.3 g of (hydroxyethyl) -1,2-diaminoethane
Was added, and 250 ml of 1,4-dioxane was added.
While stirring vigorously at room temperature, palmitoyl chloride 2
7.5 g were added dropwise over 1 hour. After further stirring for 2 hours, the mixture was filtered, the filtrate was mixed with 200 ml of chloroform, and washed twice with 200 ml of purified water. The organic layer was cooled to produce a solid, which was collected by filtration. The collected solid was dried and then recrystallized from chloroform / acetone and chloroform / hexane to obtain 24.3 g of a white powder of the title compound.

[0104]

Example 31 Preparation of 1,2-bis [N- (2-hydroxyethyl) -lauroylamino] ethane In a 500 ml round bottom flask, magnesium oxide 4.0 was added.
g and purified water 80 g were mixed with stirring. here,
After adding 7.3 g of N, N'-bis (2-hydroxyethyl) -1,2-diaminoethane produced in Example 30, 250 ml of 1,4-dioxane was added. While stirring vigorously at room temperature, 21.3 g of lauroyl chloride was added to 1
It was added dropwise over time. After further stirring for 2 hours, the mixture was filtered, the filtrate was mixed with 200 ml of chloroform, and washed twice with 200 ml of purified water. The solid generated by cooling the organic layer was collected by filtration. The collected solid was dried and then recrystallized from acetone to obtain 19.5 g of a white powder of the title compound.

[0105]

Example 32 Preparation of 1,2-bis [N- (2-hydroxyethyl) -oleoylamino] ethane Except that 29.3 g of oleoyl chloride was used in place of lauroyl chloride of Example 31, This was carried out in the same manner as in Example 31 to obtain 27.2 g of the title compound as a white powder.

[0106]

EXAMPLE 33 N, N'-bis (2-hydroxyethyl) -N-palmitoyl-N'-oleoyl-
Preparation of 1,2-diaminoethane In a 500 ml round bottom flask, magnesium oxide 4.0 was added.
g and purified water 80 g were mixed with stirring. here,
After adding 7.3 g of N, N'-bis (2-hydroxyethyl) -1,2-diaminoethane produced in Example 30, 250 ml of 1,4-dioxane was added. With vigorous stirring at room temperature, 13.4 g of palmitoyl chloride was added dropwise over 1 hour. After further stirring at 10 ° C. for 2 hours, 14.7 g of oleoyl chloride was added dropwise over 1 hour. After stirring for another 2 hours, the mixture was filtered, and the filtrate was mixed with 200 ml of chloroform.
Washed twice with 0 ml. The solid generated by cooling the organic layer was collected by filtration. After drying the collected solid,
Recrystallize with acetone to give 26.5 g of the title compound as a white powder.
I got

[0107]

Example 34 Preparation of 1,2-bis [N- (3-hydroxypropyl) -palmitoylamino] ethane Except that 60.1 g of 3-aminopropane was used in place of the ethanolamine of Example 30, By carrying out in the same manner as in Example 30, 13.2 g of N, N'-bis (3-hydroxypropyl) -1,2-diaminoethane was obtained.
Then, the procedure of Example 30 was repeated, except that 8.8 g of N, N'-bis (3-hydroxypropyl) -1,2-diaminoethane obtained above was used, to give the title compound in white color. 23.7 g of a powder were obtained.

[0108]

EXAMPLE 35 Preparation of 1,2-bis [N- (4-hydroxybutyl) -palmitoylamino] ethane Example 30 was repeated using 71.3 g of 4-aminobutanol in place of the ethanolamine of Example 30. And N, N′-bis (4-hydroxybutyl) -1,1
10.5 g of 2-diaminoethane was obtained. Then, the N, N'-bis (4-hydroxybutyl) obtained above
Except that 9.9 g of -1,2-diaminoethane was used, the same procedure as in Example 30 was carried out to obtain 25.3 g of a white powder of the title compound.

[0109]

EXAMPLE 36 Preparation of 1,3-bis [N- (2-hydroxyethyl) -palmitoylamino] propane In place of 1,2-dibromoethane of Example 30, 1,3-bis [N- (2-hydroxyethyl) -palmitoylamino] propane
Example 3 except that 18.8 g of dibromopropane was used.
This was carried out in the same manner as in Example 0 to obtain 13.8 g of N, N'-bis (2-hydroxyethyl) -1,3-diaminopropane. Next, the N, N'-bis (2
-Hydroxyethyl) -1,3-diaminopropane7.
The same procedures as in Example 30 were carried out except for using 6 g, to obtain 23.1 g of a white powder of the title compound.

[0110]

EXAMPLE 37 Preparation of 1,3-bis [N- (2-hydroxyethyl) -oleoylamino] propane N, N'-bis (2-hydroxyethyl) -1 obtained in Example 36 7.3 g of 2,3-diaminopropane and 20.9 g of oleoyl chloride in place of palmitoyl chloride of Example 36 were carried out in the same manner as in Example 36 to give a white powder of the title compound. 7 g were obtained.

[0111]

Example 38 Preparation of 1,4-bis [N- (2-hydroxyethyl) -palmitoylamino] butane 60.1 g of ethanolamine and 1,4 in place of 1,2-dibromoethane of Example 30 -Dibromobutane 18.8
g, and N, N'-bis (2-hydroxyethyl) -1,4-
13.2 g of diaminobutane was obtained. Next, the N, N'-bis (2-hydroxyethyl)-obtained above is obtained.
Except that 8.8 g of 1,4-diaminobutane was used, white powder 2 of the title compound was obtained in the same manner as in Example 30.
3.0 g were obtained.

[0112]

EXAMPLE 39 Preparation of 1,3-bis [N- (2-hydroxyethyl) -palmitoylamino] -2-hydroxypropane In place of 1,2-dibromoethane in Example 30, 1,3-bis [N- (2-hydroxyethyl) -palmitoylamino] -2-hydroxypropane was used.
N, N′- was carried out in the same manner as in Example 30, except that 12.9 g of dichloro-2-hydroxypropane was used.
Bis (2-hydroxyethyl) -2-hydroxy-1,
13.1 g of 3-propanediamine was obtained. Next, 4.0 g of magnesium oxide was placed in another 500 ml round bottom flask.
g and purified water 80 g were mixed with stirring. here,
7. N, N'-bis (2-hydroxyethyl) -2-hydroxy-1,3-propanediamine obtained above.
After adding 9 g, 250 ml of 1,4-dioxane was added. With vigorous stirring at room temperature, 26.8 g of palmitoyl chloride were added dropwise over 1 hour. After further stirring for 2 hours, the mixture was filtered, the filtrate was mixed with 200 ml of chloroform, and washed twice with 200 ml of purified water. The solid generated by cooling the organic layer was collected by filtration. The collected solid was dried and then recrystallized from acetone to obtain 24.3 g of a white powder of the title compound.

[0113]

EXAMPLE 40 Preparation of 1,3-bis [N- (2-hydroxyethyl) -lauroylamino] -2-hydroxypropane Except that 21.3 g of lauroyl chloride was used in place of palmitoyl chloride of Example 39. Was carried out in the same manner as in Example 39 to give 19.5 g of the title compound as a white powder.
I got

[0114]

EXAMPLE 41 Preparation of 1,3-bis [N- (2-hydroxyethyl) -oleoylamino] -2-hydroxypropane In place of palmitoyl chloride of Example 39, 29.3 g of oleoyl chloride was used. Except for the above, 27.2 g of a white powder of the title compound was obtained in the same manner as in Example 39.
I got

[0115]

EXAMPLE 42 N, N'-bis (3-hydroxypropyl) -N-palmitoyl-N'-oleoyl-
Production of 1,3-diamino-2-hydroxypropane 59.0 g of 3-amino-1-propanol and 200 ml of ethanol were added to a 500 ml round-bottom flask equipped with a reflux condenser and mixed well. 9.3 g of hydrin were added dropwise over 1 hour. After refluxing for 4 hours, the mixture was cooled to room temperature, a KOH / ethanol solution was added to form a solid, and the solid was removed by filtration. The filtrate is evaporated under reduced pressure to remove solvent and unreacted 3-amino-1
-After removing propanol, ethanol and chloroform were added to the residue to precipitate crystals. After filtering, drying under reduced pressure, N, N'-bis (3-hydroxypropyl) -2-hydroxy-1,3-propanediamine 1
8.2 g were obtained. In another 500 ml round bottom flask, 4.0 g of magnesium oxide and 80 g of purified water were put and mixed by stirring. Here, the N, N'-bis (3-hydroxypropyl) -2-hydroxy-1,3 prepared above is used.
-After adding 10.4 g of propanediamine, 250 ml of 1,4-dioxane were added. With vigorous stirring at room temperature, 13.4 g of palmitoyl chloride were added dropwise over 1 hour. After further stirring at 10 ° C. for 2 hours, the mixture was filtered, and the filtrate was mixed with 200 ml of chloroform and washed twice with 200 ml of purified water. The solid formed by cooling the organic layer was collected by filtration. 25. The recovered solid was dried and then recrystallized from acetone to give a white powder of the title compound.
5 g were obtained.

[0116]

Example 43 Preparation of phosphoric acid diester of 1,3-bis [N- (2-hydroxyethyl) -palmitoylamino] -2-hydroxypropane In a 250 ml three-necked flask, 1 2,3-Bis [N- (2-hydroxyethyl) -palmitoylamino] -2-hydroxypropane (24.0 g) and 1,2-dichloroethane (100 ml) were added and dissolved under stirring. The mixture was cooled to 10-15 ° C in an ice bath. Here, a solution of 17 g of phosphorus oxychloride dissolved in 25 ml of 1,2-dichloroethane was added at a temperature of 10
The solution was gradually added dropwise while maintaining at 15 ° C. After the addition was completed, the mixture was stirred for 1-2 hours to terminate the reaction. After 100 ml of purified water was added thereto, the mixture was vigorously stirred.
Next, the mixture was allowed to stand, and the aqueous phase was separated and removed. The resulting mixture was washed twice with 100 ml each of purified water,
Dried over magnesium sulfate. Thereafter, the solvent was evaporated off under reduced pressure. The resulting solid was recrystallized from acetonitrile to obtain 29 g of the title compound.

[0117]

EXAMPLE 44 Preparation of phosphoric diester of 1,3-bis [N- (2-hydroxyethyl) -lauroylamino] -2-hydroxypropane 1,3-bis [N- (2-Hydroxyethyl) -lauroylamino] -2-hydroxypropane was phosphorylated in the same manner as in Example 43 except for using 18.0 g and 12 g of 1,2-dichloroethane to obtain 22 g of the title compound. Was.

[0118]

EXAMPLE 45 Preparation of phosphoric acid diester of 1,3-bis [N- (2-hydroxyethyl) -oleoylamino] -2-hydroxypropane 1,3-bis [N -(2-Hydroxyethyl) -oleoylamino] -2-hydroxypropane and phosphorylation by the same method as in Example 43 except that 21.5 g of phosphorus oxychloride was used to obtain 30 g of the title compound. I got

[0119]

EXAMPLE 46 N, N'-bis (3-hydroxypropyl) -N-palmitoyl-N'-oleoyl-
Preparation of Diesel Sulfate of 1,3-Diamino-2-hydroxypropane N, N′-bis (3-hydroxypropyl) -N-palmitoyl-N′-oleoyl-1,3-prepared in Example 42 Diamino-2-hydroxypropane 2
Sulfation was carried out in the same manner as in Example 43 except that 5.0 g and 9 g of chlorosulfonic acid were used to obtain 30 g of the title compound.

[0120]

EXAMPLE 47 Preparation of phosphoric diester of 1,2-bis [N- (2-hydroxyethyl) -palmitoylamino] ethane Prepared in Example 30 Ethyl) -palmitoylamino] ethane 20.0 g
Example 4 except that and 10.0 g of phosphorus oxychloride were used.
Phosphorylation was carried out in the same manner as in 3 to give 23.5 g of the title compound.

[0121]

Example 48 (Production of salts of compounds of Examples 43 to 47) After dissolving each of the compounds produced in Examples 43 to 47 in ethanol, a phosphate group or a sulfate group of the compound was added thereto. An ethanol solution containing about equivalent amount of NaOH was added dropwise with stirring to neutralize. The precipitated salt was filtered and then dried.

[0122]

[Example] Production of extract of Achillea millefolium Linne (C
water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof, or ethanol solution containing 1% urea, 1,3-butylene containing 1% urea A glycol solution was added, immersed and extracted at room temperature to 60 ° C., and filtered to obtain an extract component of Achillea millefolium containing tannin.

[0123]

[Example] Production of an extract component of Artemisia capillaris Thunb. (Composite)
ae)) water, ethanol, propylene glycol, 1,3-butylene glycol or an arbitrary mixture thereof is added to the head flower or the above-ground part or the whole plant, extracted at normal temperature to 60 ° C., and filtered to remove flavonoids. An extract component of the Japanese sagebrush was obtained.

[0124]

[Example] Production of Fujibakama extract component Fujibakama (Eupatorium fortunei Turcz. (Composita
e)) Water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the foliage, above-ground part or whole plant of e)), extracted at room temperature to 60 ° C., filtered, and filtered to extract Fujibakama I got

[0125]

[Example] Production of mulberry extract component Mawwort (Morus alba Linne) or other congener plant (Morac)
water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the root bark or leaves of eae), extracted at room temperature to 60 ° C., filtered, and contains triterpenoids and flavonoids A mulberry extract was obtained.

[0126]

EXAMPLES Production of Artemisia extract components Artemisia princeps Pampanini (Composita
e)), Artemisia mongolia Fischer (Com
positae)) or Artemisia montanaPampa
nini (Compositae)) leaves or whole plants with water, ethanol,
Propylene glycol, 1,3-butylene glycol or any mixture thereof is added, and extracted at room temperature to 60 ° C.,
Filtration yielded a mugwort extract containing a coumarin derivative and a flavonoid.

[0127]

[Example] Production of extract of Japanese gougon (Scutellaria baicalensis Georgi (Labiata)
e)) Water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the roots or roots excluding the pericytes, and the mixture is extracted at room temperature to 60 ° C., filtered, and baicalin or A gougin extract component containing baicalein, gougonin and tannin was obtained.

[0128]

EXAMPLES Production of Aloe Extract Components Aloe ferox Miller or Aloe africana Miller
Or hybrid with Aloe spicata Baker (Liliaceae), or Al
oe barbadensis Miller (Aloe vera Linne), or Aloe arborescens Miller and its variants (Lilia
ceae) Leaf or leaf sap is added with water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof, extracted at room temperature to 60 ° C., and filtered to obtain an aloe extract. .

[0129]

[Example] Manufacture of a buttonpi extract component Button (Paeonia suffruticosa Andrews (Paeonia mouta)
n Sims) (Paeoniaceae)), add water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof, extract at room temperature to 60 ° C, and filter to remove paeonol and paeoniflorin. A contained peanut extract component was obtained.

[0130]

EXAMPLES Production of Saxifrage Extract Components Saxifrage stolonifera Meerburg (Saxifra
gaceae)), water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the foliage or whole plant, extracted at room temperature to 60 ° C., and filtered to extract Saxifrage containing tannin. The components were obtained.

[0131]

Example Production of Kumazasa Extract Components Water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof was added to leaves of Kumazasa (Sasa veitchii (Carr.) Rehd. (Gramineae)), The extract was extracted at 乃至 60 ° C. and filtered to obtain a terpenoid-containing extract component.

[0132]

EXAMPLES Production of Licorice Extract Components Licorice (Glycyrrhiza glabra Linne or Glycyrrhiza ur)
alensis Fisher (Leguminosae)) or other congeneric plants (Le
water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the roots or rhizomes of guminosae), extracted at room temperature to 60 ° C, filtered, and glycyrrhizic acid or a salt thereof, flavonoid. A contained licorice extract component was obtained.

[0133]

Example Production of Hypericum extract component Hypericum perforatum Linne (G
uttiferae)) or Hypericum (Hypericum erectum Th)
unberg (Guttiferae)) or water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the above-ground part or whole plant, extracted at normal temperature to 60 ° C., filtered, and flavonoid, tannin The extract component of Hypericum perforated was obtained.

[0134]

EXAMPLES Production of Clara Extract Components Clara (Sophora flavescens Aiton (Leguminosae)) without root or its perimeter, or whole plant with water, ethanol, propylene glycol, 1,3-butylene glycol or any of these The mixture was extracted at room temperature to 60 ° C., and filtered to obtain a flavonoid-containing Clara extract.

[0135]

[Example] Manufacture of Assembly Extract Components Assembly (Swertia japonica Makino (Gentianaceae))
Water, ethanol, propylene glycol, 1,3-butylene glycol or an arbitrary mixture thereof is added to the foliage or whole plant of the plant, extracted at room temperature to 60 ° C., filtered, and filtered to obtain a component extract of swertiamarin. I got

[0136]

[Example] Production of Korean carrot extract component Korean carrot (Panax ginseng CAMeyer (Panax schins)
eng Nees) (Araliaceae)), add water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof, extract at room temperature to 60 ° C, filter, and saponin-containing Korean A carrot extract was obtained.

[0137]

EXAMPLES Preparation of Extract of Ginseng Ginseng Ginseng (Panax japonicus CAMeyer (Aralia)
water, ethanol, propylene glycol, 1,3-butylene glycol or an arbitrary mixture thereof is added to the rhizome of ceae), extracted at room temperature to 60 ° C., filtered, and filtered to obtain a saponin-containing extract of ginseng. I got

[0138]

[Example] Production of an extract of Glycyrrhiza japonica Extract of Hidonoki (Isodon japonicus Hara (Amethystamtus ja
ponicus Nakai, Plectranthus japonicus (Burm.) Koidz
(Labiatae)) or black clover (Isodon trich)
ocarpus Kudo (Plectranthus trichocarpus Maxim.) (Lab
iatae)), water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the foliage or aerial part of iatae), extracted at room temperature to 60 ° C, filtered, and contains emmain and tannin An extract of the extract of radish was obtained.

[0139]

EXAMPLES Production of Calendula officinalis extract component Calendula officinalis Linne (Compos
water, ethanol, propylene glycol, 1,3-butylene glycol or any mixture thereof is added to the head flower or foliage or whole plant of itae), extracted at room temperature to 60 ° C., and filtered to remove saponins and flavonoids. A contained calendula extract component was obtained.

[0140]

Example Production of Arnica Extract Components Water, ethanol, propylene glycol, 1,3-butylene glycol or an arbitrary mixture thereof is added to the flowers, foliage or whole plant of Arnica (Arnica montana Linne (Compositae)), and the mixture is cooled to room temperature. The extract was extracted at ℃ 60 ° C. and filtered to obtain an Arnica extract containing flavonoids and saponins.

[0141]

EXAMPLES Production of Hop Extract Components Water, ethanol, propylene glycol, and the like in the female ears or above-ground parts of hops (Humulus lupulus Linne (Moraceae))
Add 1,3-butylene glycol or any mixture thereof, extract at room temperature to 60 ° C., filter and filter flavonoids,
A hop extract component containing tannin was obtained.

[0142]

EXAMPLES Preparation of Sample Cream and Sample Hair Tonic In order to confirm the safety and effect of the cosmetic composition of the present invention, sample creams of Tables 1 to 4 and sample hair tonics of Tables 5 to 9 were manufactured.

[0143]

[Table 1]

[0144]

[Table 2]

[0145]

[Table 3]

[0146]

[Table 4]

[0147]

[Table 5]

[0148]

[Table 6]

[0149]

[Table 7]

[0150]

[Table 8]

[0151]

[Table 9]

[0152]

[Examples] 1) Primary skin irritation test Sample creams 1 to 20 and sample hair tonic 1
25 was affixed to the skin of a rabbit (about 3,800 g in weight) whose hair was removed from the back. Judgment is 24,48,7 after pasting
Erythema and edema were used as indices by primary irritation scoring at 2 hours. As a result, in each sample, all the animals did not show any erythema and edema, and were judged as negative.

2) Cumulative skin irritation test Sample creams 1-20 and sample hair tonic 1
25 was applied to the skin of a Hartley-type guinea pig (female, about 320 g in weight) with hair removed from the flank (length 2 cm, width 4 cm) once a day, 5 times a week, 0.5 mL / animal. Application was performed over 4 weeks and hair removal was performed on the last application day of each week. Judgment was made on the day following the last day of each week, using erythema and edema as indices by a primary irritation scoring method. As a result, in each animal, 1 to 4
No erythema and edema were observed over the week, and the test was negative.

3) Acute toxicity test The above sample creams 1, 10, 19 and sample hair tonics 8, 25 were administered to ddy mice (5 per group, about 30 g body weight) fasted for 4 hours before the test at 2,000 mg / day. After oral administration in a kg amount, the appearance and degree of toxicity symptoms were observed over time.
As a result, all the samples showed no abnormality in all the mice for 14 days, and the dissection results showed no abnormality.
LD ₅₀ was determined to be 2,000 mg / kg or more.

[0155]

EXAMPLES Whitening effect In order to test the whitening effect of the cosmetic composition of the present invention, 20 healthy adult men and women were set as subjects, and a circular hole 18 (6 cm) having a diameter of 1.2 cm was formed in the inner part of the left forearm. The path in which holes 3 were drilled, and the same circular hole 15 (5 holes-3)
Row), and a 10-cm distance between Philips TL20W / 12UV lamp and TL20W / 09U
The V lamp was simultaneously irradiated with ultraviolet rays at 1.5 MED once a day for 2 days. Sample creams 1 to 20 and Comparatives 1 to 12 (Tables 1 to 4) were applied to each circular irradiation part of the subject twice a day for an appropriate amount twice a day for satisfying sunburn marks for 6 weeks, and then the whitening effect was visually judged. Table 10 shows the results.

[0156]

[Table 10]

As is clear from Table 10, the general formula (I)
3-aminopropane phosphoric acid or a salt thereof represented by the general formula (II), 2- (3-aminopropane phosphoric acid) -L-ascorbic acid or a salt thereof represented by the general formula (III) By essentially containing one or more selected from ceramide-like compounds and a whitening component, a more remarkable whitening effect appears.

[0158]

EXAMPLE Hair growth effect About 8 cm ² (length 2 cm, width 4 cm) of the back of a C3H mouse was depilated with an electric clipper and an electric shaver. Next, apply the sample hair tonic once a day to the dehaired back about 0.2m
L was applied 5 days a week for 20 days (the test animals were 8 per group, the back was divided into the left side and the right side, and each sample was applied). In addition, sample hair tonic 1,4,7,10,13,
Comparisons 1 to 16 as controls for 19
Fourteen sample hair tonics were tested. Judgment is 12 after application
On the day and the 20th day, the area ratio (%) at which hair regeneration was observed with respect to the area from which the hair had been removed was measured using an image analyzer, and compared with the control group. The results are shown in FIGS. "Ogawa et al.'S test method (Fragrance Journal, Vol. 17, No. 5, P. 20
~ 29 (1989)) "

As experimental animals, 8-week-old male C3H mice were used. These animals are at room temperature 20-24 ° C, humidity 35-65%,
All freshly ventilated 15 times / hour, lighted for 9 hours / day. Animals had free access to solid feed MF (Oriental Yeast Industry) and tap water.

As shown in FIGS. 1 and 2, 3-aminopropanephosphoric acid or a salt thereof represented by the general formula (I),
One or more selected from 2- (3-aminopropanoic acid) -L-ascorbic acid or a salt thereof represented by I) or a ceramide-like compound represented by general formula (III), and hair growth By containing the essential components, a more remarkable hair-growth effect appears.

[0161]

[Example] Stability test and sensory evaluation Sample cream (1, 7, Comparative 5, Comparative 7) was placed in a closed glass container and stored in a constant temperature room at 50 ° C for 1 month.
The mixture was sufficiently stirred and cooled to room temperature, and the same whitening effect and sensory evaluation as to the feeling in use were performed as in the above Examples. The results are shown in Tables 11 and 12.

[0162]

[Table 11]

[0163]

[Table 12]

As shown in Table 11, it was revealed that the cosmetic composition of the present invention maintained a stable effect for a long period of time due to the interaction of each component. In addition, as shown in Table 12, in the sensory evaluation, the effect of improving the moisturizing feeling and the smooth feeling by each component was recognized.

[0165]

EXAMPLES Production of Various Formulations Various cosmetic compositions according to the present invention were produced. The formulation examples are shown below, but the invention is not limited thereto.

1) Production example of lotion A lotion was produced according to the following formulation. % By weight Sorbitol 2 2.1,3-butylene glycol 2 3. Polyethylene glycol 1000 1 4. Polyoxyethylene oleyl ether (25E.O.) 25 Ethanol 10 6. Compound of Example 2 0.57. Saxifrage extract component 0.02 8. Sodium lactate 0.2 9. pH adjuster qs. Preservative appropriate amount 11. Purified water 100 residue

2) Production Example of Emulsion Emulsion was produced according to the following formulation. % By weight Squalane 3 2. Vaseline 1 3. Stearyl alcohol 0.3 4. Sorbitan monostearate 1.55. Polyoxyethylene (20) sorbitan monooleate 3 6.1,3-butylene glycol 5 7. Compound of Example 6 0.58. N-acetyltyrosine 0.19. Bovine placenta extract component 0.01 10. Quercetin 0.005 11. Glycolic acid 0.1 Preservative appropriate amount 13. Purified water 100 residue

3) Production Example of Cream A cream was produced according to the following formulation. % By weight Squalane 20 2. Beeswax 5 3. Refined jojoba oil 5 4. Glycerin monostearate 2 5. Sorbitan monostearate 2 6 Polyoxyethylene (20) sorbitan monostearate 2 7. Glycerin 5 8. 8. Compound of Example 2 0.2 10. Compound of Example 17 0.5 N-acetyltyrosine sodium 1 11. Tannin extraction component 0.01 12. Glutathione 0.01 13. Sodium citrate 0.2 14. Preservative appropriate amount 15. Purified water 100 residue

4) Production Example of Shampoo A shampoo was produced according to the following formulation. % By weight Triethanolamine lauryl sulfate 5 2. 3. Polyoxyethylene lauryl ether sulfate Na 12 3.1,3-butylene glycol 4 Lauric acid diethanolamide 2 5. Disodium edetate 0.16. Compound of Example 27 0.57. Hop extract component 0.02 8. 8. Antelope extract component 0.02 9. Calendula extract component 0.02 10. Sodium tartrate 0.2 11. Preservative appropriate amount 12. Purified water 100 residue

5) Production Example of Body Soap A body soap was produced according to the following formulation. % By weight Potassium laurate 15 2. Potassium myristate 5 3. Propylene glycol 5 4. Compound of Example 2 0.25. Compound of Example 42 0.26. N-acetyltyrosine 0.2 7. 7. Arnica extracted component 0.02 Sodium citrate 0.19. Sodium lactate 0.1 10. Appropriate amount of pH adjuster 11. Preservative appropriate amount 12. Purified water 100 residue

6) Production Example of Bath Agent (Type A) A bath agent was produced according to the following formulation. % By weight Sodium bicarbonate 50 2. Anhydrous sodium sulfate 25 3. Borax 2 4. Compound of Example 2 10 5. N-acetyltyrosine ethyl ester 10 6. Sodium lactate 2 7 Sodium glycolate 1

7) Preparation Example of Bath Agent (Type B) A bath agent was manufactured according to the following formulation. % By weight Refined jojoba oil 5 2. 2. Polyoxyethylene sorbitan monolaurate 20 Glycerin monostearate 5 4. Liquid paraffin 2 5. Lauric acid diethanolamide 3 6. Compound of Example 32 10 7 Artemisia extract component 5 8. Kumazasa extract 3 9. Licorice extract component 3 10. Sodium lactate 1 11. Purified water 100 residue

[0173]

Industrial Applicability The cosmetic composition according to the present invention comprises 3-aminopropanephosphoric acid represented by the general formula (I) or a salt thereof, which is an essential component, and 2-(-) represented by the general formula (II). 3-aminopropane phosphoric acid) -L-ascorbic acid or a salt thereof, the function of the skin's physiological health effect and skin conditioning effect by the ceramide-like compound represented by the general formula (III) improves the skin condition, The permeability of the whitening component and the hair-growth component, which are other essential components, is enhanced, and they have an excellent effect that they act more effectively on the skin. At the same time, the respective components become mutually stable, and the beauty effect is maintained for a long time.
In addition to whitening ingredients and hair growth ingredients, anti-inflammatory ingredients, anti-allergic ingredients, anti-acne ingredients, anti-skin roughening ingredients, anti-wrinkle ingredients, etc.
It is also possible to obtain a cosmetic composition having an effect.

[Brief description of the drawings]

FIG. 1 shows the effect of the cosmetic composition of the present invention on hair regeneration of C3H mice, performed according to the example (hair growth effect).

FIG. 2 shows the effect of the cosmetic composition of the present invention on hair regeneration of C3H mice, performed according to the example (hair growth effect).

────────────────────────────────────────────────── ───

[Procedure amendment]

[Submission date] December 21, 2000 (200.12.
21)

[Procedure amendment 1]

[Document name to be amended] Statement

[Correction target item name] Claim 5

[Correction method] Change

[Correction contents]

[Procedure amendment 2]

[Document name to be amended] Statement

[Correction target item name] 0016

[Correction method] Change

[Correction contents]

The hair-growth components include carpronium chloride, cepharanthin, nicotinamide, benzyl nicotinate, vitamin E acetate, pantothenyl alcohol, biotin, glyceride pentadecanoate, hypericum extract component, l-menthol, minoxidil, canthari tincture. Can be used, such as tincture, pepper tincture, Clara extract component, assembly extract component, Korean ginseng extract component, Chixin ginseng extract component, peanut extract component, lime extract extract component, calendula extract component, arnica extract component, hop extract component, etc. .

[Procedure amendment 3]

[Document name to be amended] Statement

[Correction target item name] 0147

[Correction method] Change

[Correction contents]

[0147]

[Table 5]

[Procedure amendment 4]

[Document name to be amended] Statement

[Correction target item name] 0148

[Correction method] Change

[Correction contents]

[0148]

[Table 6]

[Procedure amendment 5]

[Document name to be amended] Statement

[Correction target item name] 0149

[Correction method] Change

[Correction contents]

[0149]

[Table 7]

[Procedure amendment 6]

[Document name to be amended] Statement

[Correction target item name] 0150

[Correction method] Change

[Correction contents]

[0150]

[Table 8]

[Procedure amendment 7]

[Document name to be amended] Statement

[Correction target item name]

[Correction method] Change

[Correction contents]

[0151]

[Table 9]

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) A61K 7/00 A61K 7/00 M ND F 7/06 7/06 7/075 7/075 7/50 7/50 (72) Inventor Li Sin Lin 35-47 Ji-gu-dong, Gwangjin-gu, Seoul, Republic of Korea F-term (reference) 4C083 AA031 AA032 AA072 AA082 AA111 AA112 AA122 AB152 AC012 AC022 AC072 AC102 AC122 AC132 AC182 AC242 AC302 AC312 AC352 AC421 AC422 AC442 AC471 AC472 AC531 AC532 AC621 AC622 AC641 AC642 AC691 AC692 AC761 AC762 AC782 AC792 AC841 AC842 AC851 AC852 AC901 AC902 AD042 AD332 AD352 AD391 AD392 AD412 AD451 AD452 AD531 AD532 AD611 AD641 AD642 AD661 AD662 CC04 CC05 CC19 CC23 CC25 EECCDD DD DD DD

Claims (5)

[Claims] (1) The following general formula (I): 3-aminopropane phosphoric acid or a salt thereof represented by the following general formula (II): 2- (3-aminopropanephosphoric acid) -L-ascorbic acid or a salt thereof represented by the following general formula (III): Wherein R represents a C9-31 linear or branched chain, saturated or unsaturated, an alkyl group containing or not containing a hydroxyl group, or a residue of 2-dodecene-1-ylsuccinic acid. , X have the following structure: Wherein m is an integer of 1 to 3, and R ² and R ³
A are each H or an alkyl or hydroxyalkyl group C1 -4, and or different ones the same as one another, ^{R 4} is ^{A 1} or _-CH 2 _CH 2 illustrates the OA ^1, also in ^{R 4} A ¹ in the formula is H or the following structure: (Wherein, M, M ¹ and M ² each represent an alkali metal or a nitrogen-containing organic base, and L represents an alkaline earth metal). ]
Wherein Y is a C10-32 straight or branched chain, saturated or unsaturated, an alkyl group containing or not containing a hydroxyl group, or the following structure: (Wherein, n is an integer of 1 to 3, k and i are each an integer of 1 to 3, j is 0 or 1, R ⁵ is C
Represents a straight-chain or branched, saturated or unsaturated, alkyl group containing or not containing a hydroxyl group of 9 to ³¹ , and A ² and A ³
Each has the same meaning as A ¹ ), and represents a substituent represented by 化合物.
A cosmetic composition comprising, essentially, a seed or two or more kinds and a whitening component or a hair growth component. 2. A salt of 3-aminopropane phosphoric acid or a salt of 2- (3-aminopropane phosphoric acid) -L-ascorbic acid is a salt of an alkali metal such as sodium or potassium; an alkaline earth such as calcium or magnesium. Salts with metals; salts with basic amino acids such as lysine, arginine, histidine and the like; salts with amines such as triethanolamine or ammonia; polyquaternium-4, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium- The cosmetic composition according to claim 1, which is a salt of a cationic polymer such as 16; and a salt of a cationic surfactant such as lauryl dimethylbenzyl ammonium chloride and stearyl dimethyl benzyl ammonium chloride. 3. A ceramide-like compound represented by the following general formula (IV): (Wherein, R represents a C9-31 linear or branched, saturated or unsaturated, alkyl group containing or not containing a hydroxyl group, and R ¹ represents a C10-32 linear or branched chain; A saturated or unsaturated alkyl group containing or not containing a hydroxyl group, wherein A ¹ is as defined in the general formula (III)), or the following general formula (V): (Wherein, R and R5 are each a C9-31 linear or branched, saturated or unsaturated, alkyl group containing or not containing a hydroxyl group, which are the same or different from each other. Wherein A ¹ , A ² , A ³ , i, j, k, m and n are each as defined in the general formula (III). 4. A whitening component comprising kojic acid, arbutin, ascorbic acid or a salt thereof, ascorbic acid phosphate or a magnesium salt thereof, ascorbic acid glucoside,
Ellagic acid, Lucinol, Achillea millefolium extract component, A. antelope extract, Fujibaka extract, Mulberry extract, Ogon extract, water-soluble silk protein hydrolyzate, aloe extract, tannin, fermented metabolite of lactic acid bacteria The cosmetic composition according to any one of claims 1 to 3. 5. A hair-growing component comprising capronium chloride, cepharanthin, nicotinamide, benzyl nicotinate, vitamin E acetate, pantothenyl alcohol, biotin, glyceride pentadecanoate, hypericum extract component, l-menthol, minoxidil, canthari tincture, The cosmetic composition according to any one of claims 1 to 3, wherein the cosmetic composition is at least one selected from pepper tincture, Clara extract component, assembly extract component, Korean ginseng extract component, Chicset ginseng extract component, and red bean extract component.