JP7600521B2 - Anti-inflammatory agents - Google Patents

Description

The present invention relates to an anti-inflammatory agent derived from a plant, preferably a polyamine-containing extract derived from soybean germ. More specifically, the present invention relates to an anti-inflammatory agent that is effective in suppressing erythema after ultraviolet irradiation and a skin topical composition containing the anti-inflammatory agent.

In recent years, there has been much research into the effects of ultraviolet rays on the skin and their mechanism of action. Usually, the ultraviolet rays that reach the earth's surface are divided into UVA (320-400 nm) and UVB (290-320 nm). Generally, UVB rays are small, accounting for only about 10% of the ultraviolet rays that reach us from the sun, but they have a strong effect on the skin, causing sunburn (an inflammatory reaction caused by sunburn) that makes the skin red even in a short period of time, and suntan (a pigmentation reaction) that darkens the skin after a few days. UVB rays, which have a short wavelength, are known to have a strong effect on living organisms, not only causing inflammation and blemishes, but also damaging the epidermal cells and DNA on the skin's surface.

When skin tones are divided into four stages (I-IV), the average Japanese type II person who sunbathes for about 20 minutes in Tokyo Bay in midsummer develops a slight redness 12 to 24 hours later, which is called erythema. The minimum amount of energy that causes this erythema is called the Minimum Erythema Dose (MED), and the MED for Japanese people due to UVB radiation is said to be 0.04 to 0.07 J/ ^m2 (Non-Patent Document 1).

Various anti-inflammatory agents have been proposed for the purpose of preventing and suppressing erythema, which is an inflammation induced by ultraviolet rays. Patent Document 1 reports a skin topical preparation that contains a plant or an extract thereof selected from Tussilago farfara L. and Artemisia capillan's Thumb. Patent Document 2 reports a skin topical preparation that contains ascorbic acid and its derivatives or salts, glycyrrhizic acid and its derivatives or salts, a component derived from rice bran, and gentiana extract. Patent Document 3 reports an apple extract.

On the other hand, there is a demand for the development of new erythema suppressants from the standpoint of diversifying formulations, expanding options for formulation combinations, synergistic effects using erythema suppressants with different mechanisms, and safer and more effective erythema suppressants.

Japanese Patent Application Publication No. 8-175958 JP 2010-47535 A JP 2013-095704 A

Pharmaceutical Journal, Vol. 126, p. 677, 693, 2006

In view of the above background, the present invention aims to find an anti-inflammatory agent that can suppress erythema induced by ultraviolet rays.

In view of the above circumstances, the present inventors have discovered that a plant-derived, particularly soybean germ-derived, polyamine-containing extract has an anti-inflammatory effect that suppresses erythema induced by ultraviolet light, and have thus completed the present invention.

That is, the outline of the present invention is as follows.
Item 1.
An anti-inflammatory agent comprising a plant-derived polyamine-containing extract.
Item 2.
Item 2. The anti-inflammatory agent according to Item 1, wherein the plant is soybean or wheat.
Item 3.
Item 3. The anti-inflammatory agent according to Item 1 or 2, wherein the plant-derived polyamine-containing extract is derived from at least one material selected from the group consisting of soybean seeds, soybean germs, soybean embryos, soybean sprouts, wheat seeds, wheat germs, wheat embryos, wheat sprouts, soy milk, and soybean refuse.
Item 4.
Item 4. The anti-inflammatory agent according to any one of Items 1 to 3, wherein the plant-derived polyamine-containing extract is derived from soybean germ.
Item 5.
Item 5. The anti-inflammatory agent according to any one of Items 1 to 4, which contains, as a polyamine, at least one compound selected from the group consisting of putrescine, spermidine and spermine.
Item 6.
Item 6. The anti-inflammatory agent according to any one of Items 1 to 5, which has an effect of suppressing skin erythema.
Item 7.
Item 7. The anti-inflammatory agent according to any one of Items 1 to 6, which has an effect of suppressing skin erythema induced by ultraviolet irradiation.
Item 8.
Item 8. The anti-inflammatory agent according to any one of Items 1 to 7, wherein the polyamine concentration is 0.00001 to 100 mM.
Item 9.
Item 9. The anti-inflammatory agent according to Item 8, wherein the polyamine concentration is 0.00005 to 75 mM.
Item 10.
Item 9. The anti-inflammatory agent according to Item 8, wherein the polyamine concentration is 0.0001 to 50 mM.
Item 11.
Item 11. A composition for external use on skin, comprising the anti-inflammatory agent according to any one of Items 1 to 10.

By using the plant-derived polyamine-containing extract of the present invention, it is possible to suppress ultraviolet ray-induced skin erythema, and it is possible to provide an anti-inflammatory agent and a topical skin composition that utilizes this effect.

FIG. 2 is a graph showing a comparison of the results of skin color measurement between a test sample application group and a non-application group in Example 1.

The present invention relates to an anti-inflammatory agent that utilizes the anti-inflammatory effect of a plant-derived polyamine-containing extract. More specifically, the present invention relates to an anti-inflammatory agent that has the effect of suppressing skin erythema induced by ultraviolet rays, etc.

Polyamines are a general term for aliphatic hydrocarbons with two or more primary amino groups, and are natural products that are ubiquitous in living organisms. More than 20 types of polyamines have been found. Representative polyamines include putrescine, spermidine, and spermine. The main physiological effects of polyamines are known to be (1) stabilization and structural changes of nucleic acids through interactions with nucleic acids, (2) promotion of various nucleic acid synthesis systems, (3) activation of protein synthesis systems, (4) stabilization of cell membranes and enhancement of membrane permeability of substances, (5) elimination of active oxygen, and (6) promotion of cell proliferation.

Polyamines are found in relatively large amounts in animal organs, cereal germs, legume seeds, and edible fungi. Soybeans are known to be particularly rich in polyamines and are considered an important source of polyamines.

In the present invention, an example of using a polyamine-containing extract derived from soybean germ is shown below. The part of the plant body used in the extract is mainly the germ, but the whole plant body can also be used without being limited to this.

In the present invention, the "soybean germ-derived polyamine-containing extract" refers to an extract containing (natural) polyamines obtained from soybean germ. More specifically, it is a plant extract containing three types of (natural) putrescine, spermidine, and spermine obtained from soybean germ. The polyamine concentration in the soybean germ-derived polyamine-containing extract is usually 0.00001 to 100 mM, preferably 0.00005 to 75 mM, and more preferably 0.0001 to 50 mM, in moles/liter (M). In weight percent, it is usually 0.0001 to 100%, preferably 0.001 to 75%, and more preferably 0.01 to 50%.

Since the soybean germ-derived polyamine-containing extract also contains natural active ingredients other than the polyamines putrescine, spermidine, and spermine, it is presumed that the extract has a superior anti-inflammatory effect than compositions that contain chemically synthesized putrescine, spermidine, and spermine individually. Examples of natural active ingredients include sugars such as monosaccharides and oligosaccharides, peptides, and proteins. In addition, since the soybean germ-derived polyamine-containing extract is an aqueous solution, the manufacturing conditions are milder than those for individual polyamine compounds, and it is expected to have great benefits in terms of safety.

In the present invention, polyamine is a general term for aliphatic hydrocarbons having two or more primary amino groups. It is a natural product that is ubiquitous in living organisms, and more than 20 types of polyamines have been found. Examples include 1,3-diaminopropane, putrescine, cadaverine, caldine, spermidine, homospermidine, aminopropylcadaverine, thermine, spermine, thermospermine, canavalmine, aminopentylnorspermidine, N,N-bis(aminopropyl)cadaverine, homospermine, caldopentamine, homocaldopentamine, caldohexamine, and homocaldohexamine. Representative polyamines include putrescine, spermidine, and spermine.

In the present invention, "putrescine" is one of the representative polyamines, a common natural product that is ubiquitous in living organisms, and is an aliphatic hydrocarbon compound with two primary amino groups. "Spermidine" is one of the representative polyamines, a common natural product that is ubiquitous in living organisms, and is an aliphatic hydrocarbon compound with three primary amino groups. "Spermine" is one of the representative polyamines, a common natural product that is ubiquitous in living organisms, and is an aliphatic hydrocarbon compound with four primary amino groups.

Polyamines are also found in plants other than soybean germ, such as dicotyledonous plants, monocotyledonous plants, herbaceous plants, woody plants, cucurbits, solanaceae, grasses, cruciferous plants, legumes, mallows, Asteraceae, Chenopodiaceae, and legumes, and polyamine-containing extracts can also be prepared from these plants. More specifically, sweet potato, tomato, cucumber, pumpkin, melon, watermelon, tobacco, Arabidopsis, bell pepper, eggplant, bean, taro, spinach, carrot, strawberry, potato, rice, corn, alfalfa, wheat, barley, soybean, rapeseed, sorghum, eucalyptus, poplar, kenaf, eucommia, sugarcane, sugar beet, cassava, sago palm, chenopodiaceae, lily, orchid, carnation, rose, chrysanthemum, petunia, torenia, and chrysanthemum. These include angelica, cyclamen, baby's breath, geranium, sunflower, turfgrass, cotton, enoki mushroom, shimeji mushroom, matsutake mushroom, shiitake mushroom, mushrooms, ginseng, agaricus, turmeric, ginseng, citrus fruits, green tea, black tea, oolong tea, banana, kiwi, natto, soy milk, soybean whiting, wheat extract, germ extract, germ extract, fruit juice, okara, rice germ, wheat germ, barley germ, soybean germ, corn germ, milo germ, sunflower germ, etc.

Preferably, plants other than soybean germ from which polyamines are extracted are monocotyledonous or dicotyledonous plants, more preferably grasses or legumes. Particularly preferred plants or processed products thereof include corn, mushrooms, soybeans, wheat, natto, soy milk, okara, wheat germ, soybean germ, corn germ, soybean extract, wheat extract, germ extract, and germ extract. More preferred are soybean seeds, soybean germ, soybean embryos, soybean sprouts, wheat seeds, wheat germs, wheat embryos, wheat sprouts, soy milk, and okara.

The plant tissue from which the plant-derived polyamine-containing extract is obtained is not particularly limited. Preferably, it is in the form of a seed or in the process of growth. The plant in the process of growth can be obtained from the whole or partial tissue. The parts that can be obtained include, but are not particularly limited to, the whole tree, flowers, buds, ovaries, fruits, leaves, cotyledons, stems, buds, roots, seeds, dried seeds, embryos, germs, roots, etc. Preferably, it is fruits, leaves, stems, buds, seeds, dried seeds, germs, embryos, and the like, and more preferably, it is seeds, dried seeds, germs, embryos, and the like.

The polyamine-containing extract derived from soybean germ may be a soybean germ processed product. The processing method involves recovering an extract from soybean germ using water, an organic solvent, or a mixture of water and an organic solvent under low temperature, room temperature, or heated conditions, impregnation, distillation, squeezing, ultrasonication, supercritical fluid method, subcritical fluid method, or the like. Furthermore, processed products obtained by fermenting plants or extracts recovered from plants are also included. Examples include soy milk, okara, wheat flour, fermented extract, and natto.

A method for obtaining a polyamine-containing extract derived from soybean germ involves adding an acid solution to soybean germ and/or a soybean germ processed product so that the soybean germ and/or the soybean germ processed product are under acidic conditions. Acidic conditions refer to conditions where the pH is 6 or less. By making the pH acidic during extraction, the effect of efficient and stable recovery of polyamine compositions from tissues can be obtained. This effect can be obtained uniformly at a pH of 6 or less, but a pH of 4 or less is preferable, and a pH of 2 or less is particularly preferable. There is no particular restriction on the lower limit, as it can be the pH of the original acid solution used, but a pH of 1 to 2 is preferable.

By obtaining an extract under acidic conditions (acid aqueous solution), the recovery rate of polyamines is higher than that of extracts obtained with organic solvents such as ethanol or methanol. In particular, compound polyamines, which are poorly soluble in water, can be solubilized in water under acidic conditions, and the content of free polyamines, which are less efficiently extracted with organic solvents, is also improved. Polyamines show excellent stability under acidic conditions, and the stability of polyamines and other active ingredients contained in the extract is improved. Furthermore, by obtaining an extract under acidic conditions (acid aqueous solution), natural active ingredients other than polyamines are simultaneously recovered. For example, natural active ingredients include monosaccharides, oligosaccharides, and other sugars, peptides, proteins, etc. The anti-inflammatory effect is further enhanced by the simultaneous inclusion of polyamines and natural active ingredients other than polyamines. In addition, since the recovered extract is an aqueous solution, it is expected to have a high safety advantage compared to organic solvents.

The acid solution to be added to create an acidic condition includes mineral acids such as hydrochloric acid, sulfuric acid, and phosphoric acid, organic acids such as acetic acid, propionic acid, butyric acid, oxalic acid, malonic acid, succinic acid, fumaric acid, maleic acid, malic acid, lactic acid, tartaric acid, citric acid, and benzoic acid, and acidic water. Inorganic and organic acids such as 0.01N to 6N hydrochloric acid, sulfuric acid, nitric acid, acetic acid, phosphoric acid, trichloroacetic acid, sulfosalicylic acid, formic acid, citric acid, and lactic acid, and 0.1 to 10% perchloric acid are particularly preferred.

The recovery amount of the soybean germ-derived polyamine-containing extract can be increased by adding an acid solution to soybean germ and/or soybean germ processed products to create acidic conditions, adding a polyphenol adsorbent, and then crushing, grinding, and mixing. In particular, in the case of tissue, it is desirable to damage the cell walls since they have cell walls. In the case of soybean germ processed products, since they do not contain cell walls, there is no need to crush or grind in a way that would damage the cell walls. Methods for crushing and grinding that can be used include, for example, mixers, blenders, homogenizers, mortars, and ultrasonic crushers.

The polyamines contained in soybean germ and/or soybean germ processed products are thoroughly extracted into an acid solution (liquid fraction), and the liquid fraction is then separated from the residue and precipitate by centrifugation or filtration. The recovered liquid fraction contains a large amount of polyamines, and a "soybean germ-derived polyamine-containing extract" can be obtained.

The plant-derived polyamine-containing extract can be concentrated into solids by distilling off the extraction solvent under reduced pressure, and excipients can be added as necessary. When the extraction solvent is non-toxic, such as water, it can be used in preparations while still containing the extraction solvent, but the extract from which the extraction solvent has been separated can also be used in preparations. The extract from which the extraction solvent has been separated can also be redissolved in a suitable solvent, such as water, and used in preparations. The extract thus obtained can also be purified or its titer improved by purification means, such as fractional extraction, partitioning between two solvents, fractional adsorption/elution with a suitable adsorbent, or chromatography.

The plant-derived polyamine-containing extract obtained as described above may be used as an anti-inflammatory agent as is, but is preferably used by incorporating it into a composition for external use on the skin. The concentration of the plant-derived polyamine-containing extract to be incorporated is determined by the degree of absorption, the degree of action, the product form, the frequency of use, etc., and is not particularly limited, but is usually 0.00001 to 100 mM, preferably 0.00005 to 75 mM, and more preferably 0.0001 to 50 mM.

The anti-inflammatory agent and topical skin composition for anti-inflammatory agent of the present invention contain a plant-derived polyamine-containing extract as an active ingredient. In the present invention, anti-inflammation refers to the effect of suppressing skin erythema induced by ultraviolet rays, etc.

The skin topical composition containing the plant-derived polyamine-containing extract of the present invention contains the plant-derived polyamine-containing extract as an active ingredient. It is presumed that the anti-inflammatory effect of the plant-derived polyamine-containing extract of the present invention is due to the active ingredients, such as polyamines, contained in the extract acting inside and outside the epidermal cells of the skin to alleviate the inflammatory effects induced by ultraviolet rays and the like. More specifically, it is believed that the physiologically active substances, such as polyamines, contained in the extract suppress skin erythema induced by ultraviolet rays and the like. This erythema suppression effect can be evaluated by measuring the skin color after ultraviolet irradiation.

The anti-inflammatory agent and topical skin composition of the present invention may contain other raw materials in addition to the soybean germ-derived polyamine-containing extract, provided that the effects of the present invention are not impaired. Examples of such raw materials include water, excipients, antioxidants, preservatives, humectants, thickeners, buffers, adsorbents, solvents, emulsifiers, stabilizers, surfactants, lubricants, water-soluble polymers, sweeteners, flavorings, acidulants, and alcohols. The anti-inflammatory agent and topical skin composition of the present invention may contain other active ingredients in a range that does not impair the effects of the present invention. Specific examples of active ingredients include antioxidant ingredients, anti-aging ingredients, anti-inflammatory ingredients, whitening ingredients, cell activation ingredients, vitamins, blood circulation promoting ingredients, moisturizing ingredients, ingredients that have an effect of preventing and/or repairing DNA damage, anti-glycation ingredients, peptides or derivatives thereof, amino acids or derivatives thereof, hydroquinone glycosides and esters thereof, and the like.

The anti-inflammatory agent and topical skin composition of the present invention can be formulated with, in addition to the essential component of the plant-derived polyamine-containing extract, ingredients and additives used in cosmetics, quasi-drugs, food and beverages, pharmaceuticals, etc., as necessary within the scope that does not impair the effects of the present invention.

For example, fats and oils include avocado oil, almond oil, fennel oil, perilla oil, olive oil, orange oil, orange raffaella oil, sesame oil, cocoa butter, chamomile oil, carrot oil, cucumber oil, beef tallow, beef tallow fatty acids, kukui nut oil, safflower oil, soybean oil, camellia oil, corn oil, rapeseed oil, persic oil, castor oil, cottonseed oil, peanut oil, turtle oil, mink oil, egg yolk oil, cocoa butter, palm oil, palm kernel oil, Japan wax, coconut oil, beef tallow, lard, hardened oil, hardened castor oil, etc.

Examples of waxes include beeswax, carnauba wax, whale wax, lanolin, liquid lanolin, reduced lanolin, hard lanolin, candelilla wax, montan wax, and shellac wax.

Examples of mineral oils include liquid paraffin, petrolatum, paraffin, ozokeride, ceresin, microcrystalline wax, polyethylene powder, squalene, squalane, and pristane.

Fatty acids include, for example, 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, and synthetic fatty acids such as isononanoic acid, caproic acid, 2-ethylbutanoic acid, isopentanoic acid, 2-methylpentanoic acid, 2-ethylhexanoic acid, and isopentanoic acid.

Examples of alcohols include natural alcohols such as ethanol, isopropanol, lauryl alcohol, cetanol, stearyl alcohol, oleyl alcohol, lanolin alcohol, cholesterol, and phytosterol; synthetic alcohols such as 2-hexyldecanol, isostearyl alcohol, and 2-octyldodecanol; and polyhydric alcohols such as 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, batyl alcohol, pentaerythritol, sorbitol, mannitol, glucose, and sucrose.

Examples of esters include isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, oleyl oleate, decyl oleate, octyldodecyl myristate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, diethyl phthalate, dibutyl phthalate, lanolin acetate, ethylene glycol monostearate, propylene glycol monostearate, and propylene glycol dioleate.

Examples of metal soaps include aluminum stearate, magnesium stearate, zinc stearate, calcium stearate, zinc palmitate, magnesium myristate, zinc laurate, and zinc undecylenate.

Gum and water-soluble polymer compounds include, for example, gum arabic, gum benzoin, gum dammar, guaiac butter, Irish moss, gum karaya, gum tragacanth, carob gum, quince seed, agar, casein, dextrin, gelatin, pectin, starch, carrageenan, carboxyalkyl chitin, chitosan, hydroxyalkyl chitin, low molecular weight chitosan, chitosan salt, sulfated chitin, phosphorylated chitin, alginic acid and its salts, hyaluronic acid and its salts, chondroitin sulfate, heparin, ethyl cellulose, methyl cellulose, carboxymethyl cellulose, carboxyethyl cellulose, sodium carboxyethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, nitrocellulose, crystalline cellulose, polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, polyvinyl methacrylate, polyacrylates, polyalkylene oxides such as polyethylene oxide and polypropylene oxide or crosslinked polymers thereof, carboxyvinyl polymers, polyethyleneimine, etc.

Surfactants include, for example, anionic surfactants (carboxylates, sulfonates, sulfates, phosphates), cationic surfactants (amine salts, quaternary ammonium salts), amphoteric surfactants (carboxylate amphoteric surfactants, sulfate amphoteric surfactants, sulfonate amphoteric surfactants, phosphate amphoteric surfactants), nonionic surfactants (ether 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, polymeric surfactants, surfactants containing titanium and silicon, fluorocarbon surfactants), etc.

Examples of vitamins include vitamin A group retinol, retinal (vitamin A1), dehydroretinal (vitamin A2), carotene, and lycopene (provitamin A); vitamin B group thiamine hydrochloride, thiamine sulfate (vitamin B1), riboflavin (vitamin B2), pyridoxine (vitamin B6), cyanocobalamin (vitamin B12), folic acids, nicotinic acids, pantothenic acids, biotins, choline, and inositols; vitamin C group ascorbic acid and its derivatives; vitamin D group ergocalciferol (vitamin D2), cholecalciferol (vitamin D3), and dihydrotachysterol; vitamin E group tocopherol and its derivatives, and ubiquinones; and vitamin K group phytonadione (vitamin K1), menaquinone (vitamin K2), menadione (vitamin K3), and menadiol (vitamin K4).

Amino acids include, for example, 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, as well as their sulfates, phosphates, nitrates, citrates, and amino acid derivatives such as pyrrolidone carboxylic acid.

Skin whitening agents include, for example, ascorbic acid or a derivative thereof, sulfur, placental hydrolysate, ellagic acid or a derivative thereof, kojic acid or a derivative thereof, glucosamine or a derivative thereof, arbutin or a derivative thereof, hydroxycinnamic acid or a derivative thereof, glutathione, arnica extract, Scutellaria root extract, Sophora japonica extract, Bupleurum extract, Ganoderma lucidum mycelium culture or an extract thereof, Tilia extract, peach leaf extract, Ajing fruit extract, Sophora root extract, Jew's wort extract, Angelica acutiloba extract, Coix seed extract, persimmon leaf extract, Rhubarb extract, Peony extract, Hamamelis extract, Horse chestnut extract, Hypericum perforatum extract, oil-soluble licorice extract, etc.

Examples of moisturizing agents include hyaluronic acid, polyglutamic acid, serine, glycine, threonine, alanine, collagen, hydrolyzed collagen, hydronectin, fibronectin, keratin, elastin, royal jelly, chondroitin sulfate heparin, glycerophospholipid, glyceroglycolipid, sphingophospholipid, sphingoglycolipid, linoleic acid or esters thereof, eicosapentaenoic acid or esters thereof, pectin, bifidobacterium fermentation product, lactic acid fermentation product, yeast extract, ganoderma lucidum mycelium culture or extract thereof, wheat germ oil, avocado oil, rice germ oil, jojoba oil, soybean phospholipid, γ-oryzanol, bilberry extract, coix seed extract, rehmannia root extract, taiso extract, kaiso extract, aloe arborescens extract, burdock extract, rose wax extract, arnica extract, wheat bran, and the like.

Hair growth agents include, for example, pentadecanoic acid glyceride, coleus extract, gentiana extract, matsukasa extract, royal jelly extract, kumazasa extract, t-flavanone, 6-benzylaminopurine, Swertia japonica extract, carpronium chloride, minoxidil, finasteride, adenosine, nicotinamide, mulberry root extract, rehmannia extract, and 5-aminolevulinic acid.

Extracts and extracts of animals, plants, and herbal medicines include, for example, Acacia oleracea, Angelica gracilis, Acerola, Altea, Arnica, Avocado, Amacha, Aloe, Aloe vera, Nettle, Ginkgo biloba, Fennel, Turmeric, Asian spiciness, Japanese plum, Quercus salicina, Uva-ursi, Rosa multiflora, Astragalus chinensis, Scutellaria baicalensis, Yamazakura, Phellodendron amplexicaule, and Scutellaria baicalensis. Coptis, Panax ginseng, Hypericum, Lamium, Watercress, Orange, Polygala tenuifolia, Prunella vulgaris, Houttuynia cordata, Sophora japonica, Artemisia anguicida, Zedoary, Pueraria lobata, Valerian root, Chamomile, Melon root, Artemisia capillaris, Licorice, Coltsfoot, Rubus serrata, Kiwi fruit, Platycodon grandiflorum, Chrysanthemum , Catalpa (catalpa fruit), Citrus fruit (citrus fruit), Tachibana (tachibana peel), Cucumber, Udo or Angelica jasmine (angelica), Apricot (apricot kernel), Wolfberry (wolfberry skin, wolfberry berry, wolfberry leaf), Sophora arborescens (bitter ginseng), Camphor tree, Kumazasa (Japanese bamboo grass), Grapefruit fruit, Cinnamon bark, Japanese laurel (cinnamon), Cassia jasmine (cassia berry), Japanese morning glory (Japanese morning glory), Safflower (safflower), Gobaishi (quinacridone gallnut), Comfrey, Copaiba, Gardenia jasmine (gardenia berry), Gentian, Magnolia obovata (magnolia) ), Chinese yarrow, Euonymus chinensis, Burdock, Schisandra chinensis, Rice, Rice bran, Wheat, Bupleurum chinensis, Saffron, Soapwort, Japanese hawthorn, Japanese pepper, Salvia, Sanshichi ginseng, Shiitake mushroom, Rehmannia rhizome, Licorice japonica, Purple root, Perilla frutescens, Chinese peony, Plantain, Ginger, Iris , Ligustrum japonicum, Meadowsweet, White birch, Honeysuckle, English ivy, Yarrow, Elderberry, Adzuki bean, Elderberry, Mallow, Cnidium rhododendron, Swertia britannica, Mulberry, Jujube, Soybean, Aralia aralia, Caryophyllus orbiculatus, Anemone anamorpha, Elm, Houttuynia cordata, Cordyceps sinensis, Chili pepper, Chinese laurel Torokko root, Thyme, Green tea, Black tea, Clove, Unshu mandarin, Camellia, Centella asiatica, Chili pepper, Angelica acutiloba, Calendula officinalis, Orange peel, Elm tree, Corn, Eucommia ulmoides, Tomato, Nandina, Garlic, Barley, Malt, Ophiopogon japonicus, Parsley, Butterfly, Mint, Hamamelis , rose, loquat leaf, pine cone, grape or its leaves, loofah, linden tree, peony, hop, maikai, pine needles, horse chestnut, rosehip, soapberry, melissa, melilot, Japanese quince, bean sprouts, peach kernel, peach leaf, bean laurel, areca nut, amplexicaule, cornflower, saxifrage, bayberry, yasum, alder bark, alder, Job's tears, mugwort, Yama These include mugwort, lavender, apple fruit, Ganoderma lucidum (reishi mushroom), lemon fruit, forsythia (forsythia fruit), astragalus root, geranium herb, scoparia root, rooster comb, cow and human placenta extracts, pig and cow stomach, duodenum, or intestine extracts or hydrolyzates thereof, water-soluble collagen, water-soluble collagen derivatives, collagen hydrolyzates, elastin, elastin hydrolyzates, water-soluble elastin derivatives, silk protein, silk protein hydrolyzates, and bovine blood cell protein hydrolyzates.

Examples of microbial culture metabolites include yeast extract, zinc-containing yeast extract, germanium-containing yeast extract, selenium-containing yeast extract, magnesium-containing yeast extract, rice fermentation extract, Euglena extract, and lactic acid fermentation products of skim milk powder.

Examples of alpha-hydroxy acids include glycolic acid, citric acid, malic acid, tartaric acid, and lactic acid.

Examples of inorganic pigments include silicic acid 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, gunjo, chromium oxide, chromium hydroxide, carbon black, and calamine.

Examples of ultraviolet absorbers include p-aminobenzoic acid derivatives, salicylic acid derivatives, anthranilic acid derivatives, 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, oxybenzone, benzophenone, guaiazulene, shikonin, baicalin, baicalein, berberine, etc.

Examples of astringents include lactic acid, tartaric acid, succinic acid, citric acid, allantoin, zinc chloride, zinc sulfate, zinc oxide, calamine, zinc p-phenolsulfonate, potassium aluminum sulfate, resorcin, ferric chloride, and tannic acid.

Examples of antioxidants include ascorbic acid and its salts, stearic acid esters, tocopherol and its ester derivatives, nordihydroguaiaretenic acid, butylhydroxytoluene (BHT), butylhydroxyanisole (BHA), parahydroxyanisole, propyl gallate, sesamol, sesamolin, gossypol, etc.

Examples of anti-inflammatory agents include ichthammol, indomethacin, kaolin, salicylic acid, sodium salicylate, methyl salicylate, acetylsalicylic acid, diphenhydramine hydrochloride, d- or dl-camphor, hydrocortisone, guaiazulene, chamazulene, chlorpheniramine maleate, glycyrrhizic acid and its salts, glycyrrhetinic acid and its salts, etc.

Examples of germicides and disinfectants include acrinol, sulfur, benzalkonium chloride, benzethonium chloride, methylrosaniline chloride, cresol, calcium gluconate, chlorhexidine gluconate, sulfamine, mercurochrome, lactoferrin or its hydrolysates, etc.

Hair products include, for example, selenium disulfide, alkylisoquinolinium bromide solution, zinc pyrithione, biphenamine, thianthol, castor tincture, ginger tincture, capsicum tincture, quinine hydrochloride, strong aqueous ammonia, potassium bromate, sodium bromate, and thioglycolic acid.

Fragrances include, for example, natural animal fragrances such as musk, civet, castoreum, and 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, cassia bark essential oil, cinnamon essential oil, geranium essential oil, copaiba balsam essential oil, coriander essential oil, shiso essential oil, cedarwood essential oil, citronella essential oil, jasmine essential oil, ginger grass essential oil, cedar essential oil, and spearmint essential oil. , peppermint essential oil, anise essential oil, tuberose essential oil, clove essential oil, orange flower essential oil, wintergreen essential oil, tolu balsam essential oil, butterbur essential oil, rose essential oil, palmarosa essential oil, cypress essential oil, Japanese cypress essential oil, sandalwood essential oil, petitgrain essential oil, bay essential oil, vetiver essential oil, bergamot essential oil, Peru balsam essential oil, bois de rose essential oil, camphor essential oil, mandarin essential oil, eucalyptus essential oil, lime essential oil, lavender essential oil, linaloe essential oil, lemongrass essential oil, lemon essential oil, rosemary essential oil, Japanese peppermint essential oil, and other synthetic fragrances.

Examples of pigments and coloring agents include red cabbage pigment, red rice pigment, madder pigment, annatto pigment, squid ink pigment, turmeric pigment, sophora japonica pigment, krill pigment, persimmon pigment, caramel, gold, silver, gardenia pigment, corn pigment, onion pigment, tamarind pigment, spirulina pigment, whole buckwheat pigment, cherry pigment, seaweed pigment, hibiscus pigment, grape juice pigment, marigold pigment, purple sweet potato pigment, purple yam pigment, lac pigment, and rutin.

Sweeteners include, for example, sugar, sweet tea, fructose, arabinose, galactose, xylose, mannose, maltose, honey, glucose, miraculin, monellin, etc.

Nutritional supplements include, for example, calcined shell calcium, cyanocolabamin, yeast, wheat germ, soybean germ, egg yolk powder, hemicellulose, and heme iron.

Other examples include hormones, sequestering agents, pH adjusters, chelating agents, preservatives and antifungals, cooling agents, stabilizers, emulsifiers, animal and vegetable proteins and their decomposition products, animal and vegetable polysaccharides and their decomposition products, animal and vegetable glycoproteins and their decomposition products, blood flow promoters, anti-inflammatory and anti-allergic agents, cell activators, keratolytic agents, wound healing agents, foaming agents, thickening agents, oral agents, deodorizing agents, bittering agents, seasonings, enzymes, etc.

The formulation of the present invention may be any form, and may be incorporated into quasi-drugs such as ampoules, capsules, powders, granules, pills, tablets, solids, liquids, gels, foams, emulsions, creams, ointments, sheets, and mousses, skin and hair cosmetics, bath preparations, foods, beverages, and pharmaceuticals.

Specific examples of cosmetics and quasi-drugs include basic cosmetics such as internal and external medicinal preparations, lotions, milky lotions, creams, ointments, lotions, oils and packs, facial cleansers and skin cleansers, hair cosmetics such as shampoos, rinses, hair treatments, hair creams, pomades, hair sprays, hair styling products, perm products, hair tonics, hair dyes and hair growth and nourishing products, make-up cosmetics such as foundations, face powders, face powders, lipsticks, blushers, eye shadows, eyeliners, mascaras, eyebrow inks and eyelashes, finishing cosmetics such as nail polish, perfumes, bath products, toothpastes, mouth fresheners and mouthwashes, liquid odor and deodorant agents, hygiene products, sanitary cotton, wet tissues, etc.

Food and beverage products include, for example, soft drinks, carbonated drinks, nutritional drinks, fruit drinks, lactic acid drinks, and other beverages; ice cream, ice sherbet, shaved ice, and other cold desserts; soba, udon, vermicelli, gyoza wrappers, shumai wrappers, Chinese noodles, instant noodles, and other noodles; candy, candy, gum, chocolate, tablet candy, snacks, biscuits, jelly, jam, cream, baked goods, bread, and other sweets; crab, salmon, clams, tuna, sardines, shrimp, bonito, mackerel, whale, oysters, pacific saury, squid, ark shells, scallops, abalone, sea urchin, salmon roe, and tokobushi; and water products such as kamaboko, ham, and sausages. These include processed livestock and dairy foods, dairy products such as powdered milk, processed milk, and fermented milk, fats and oils and processed foods such as salad oil, tempura oil, margarine, mayonnaise, shortening, whipped cream, and dressings, seasonings such as sauces and sauces, retort pouch foods such as curry, stew, oyakodon, porridge, porridge, Chinese rice bowl, katsudon, tendon, unadon, hayashi rice, oden, mabo dolph, beef bowl, meat sauce, egg soup, omelet rice, gyoza, shumai, hamburger steak, and meatballs, various forms of health and nutritional supplements, health functional foods, tablets, capsules, drinks, and lozenges.

The anti-inflammatory agent and topical skin composition of the present invention are suitable for use in humans, but can also be used in animals other than humans as long as their respective functional effects can be expected.

In the present invention, the form of the cosmetic is not particularly limited, but examples include facial cleansers, cleansers, lotions (e.g., whitening lotions), creams (e.g., vanishing cream, cold cream), milk lotions, gels, beauty serums, packs (e.g., jelly-like peel-off types, paste-like wipe-off types, powder-like wash-off types), face masks, cleansers, foundations, lipsticks, lip balms, lip glosses, lip liners, blushers, makeup bases, shaving lotions, sunscreens, after-sun lotions, deodorant lotions, body lotions (including hand care lotions and foot care lotions), body oils, etc.

The present invention will be described in more detail below based on examples. Note that the present invention is not particularly limited to the examples.

Production Example 1: Preparation of soybean germ-derived polyamine-containing extract Diluted internal standard solution (1,7-diaminoheptane, internal standard amount = 10 μmol) and 5 L of 1N hydrochloric acid solution were added to 1 kg of soybean germ (manufactured by For You) and left at room temperature for 1 hour. Then, 80 g of polychlor VT (manufactured by ISP), a polyphenol adsorbent, was added, and the soybean germ was sufficiently crushed with a homogenizer, and then left at room temperature for 1 hour to perform extraction under acidic conditions. The crushed material was centrifuged at 2°C and 22,000 x g for 30 minutes to collect a liquid fraction, which was neutralized with a 30% sodium hydroxide solution to obtain a soybean germ-derived polyamine-containing extract. The soybean germ-derived polyamine-containing extract was desalted using an electrodialysis device (Acilyser, manufactured by Astom) and concentrated by freeze-drying. This powder was dissolved in a 30% butylene glycol solution to a concentration of 5.0%, and used for various evaluations as a soybean germ-derived polyamine-containing extract.

Example 2: Erythema inhibition test Using the above soybean germ-derived polyamine-containing extract as a test sample, an erythema inhibition test was carried out according to the following test method.

The subjects were 12 men and women in their 20s and 30s, as shown in Table 1. The average age of the subjects was 33.8±4.9 years (21-39 years).

Test Sample The above soybean germ-derived polyamine-containing extract was dissolved in a 30% butylene glycol solution to a concentration of 1.0% by mass (0.05% powder blend), and the solution was used as a test sample.

Creation of erythema by ultraviolet irradiation The ultraviolet irradiation was performed using a Multiport SOLAR UV Simulator Model 601 (SOLAR Light Co. Inc., wavelength range: 290-400 nm, peak wavelength: 356 nm) as a light source, and the irradiation intensity was measured using a multifunctional measurement system model PMA2100 (SOLAR Light Co. Inc.). First, 0.64, 0.80, 1.00, 1.25, 1.56, and 1.95 MED of ultraviolet light was irradiated onto the inner side of the upper arm of each subject (irradiation for MED determination). After 24 hours of irradiation, the MED of each subject was determined (MED determination). Next, ultraviolet light equivalent to 1.5 MED was irradiated onto the inner side of the left upper arm of each subject, and pigmentation of about 1 cm in diameter was created in four places (main irradiation). Skin color measurements were performed 24 hours after the main irradiation.

The test sample was applied to the inside of the upper arm in an appropriate amount twice a day for three days: the day of irradiation for MED evaluation, the day of MED evaluation and main irradiation, and the day of skin color measurement.

Skin color measurement Before and one day after the main irradiation, the skin color was measured in a predetermined analysis range of the UV-irradiated area and the adjacent non-irradiated area using a spectrophotometer (CM2600d, manufactured by Konica Minolta). The a* value was used as an index of erythema. Each area was measured 3 to 7 times, and the average value of the three stable measurements was used. The degree of erythema was calculated as Δa* value = a* value (UV-irradiated area) - a* value (non-irradiated area). Furthermore, the degree of erythema suppression was evaluated by calculating and comparing Δa* value (after 24 hours) - Δa* value (before irradiation) for the test sample application area and the non-application area.

The results are shown in Figure 1. When comparing the test sample application area with the unapplication area, the change in Δa* value (change from before irradiation to 24 hours after irradiation) was suppressed in the test sample application area. This confirmed that the skin erythema induced by UV irradiation was suppressed.

Example 2: Formulation of a skin topical composition The following are examples of formulations of a skin topical composition containing the soybean germ-derived polyamine-containing extract of the present invention. All of these preparations are expected to have an effect of suppressing erythema caused by the soybean germ-derived polyamine-containing extract, and are effective as anti-inflammatory agents.

Toner A toner was prepared in a conventional manner according to the following composition.
・Purified water...89.80g
・Glycerin...3.00g
・Phenoxyethanol...0.20g
Butylene glycol...5.00g
・Pentylene glycol...1.00g
・Soybean germ-derived polyamine-containing extract...1.00g

Gel A gel was prepared in the usual manner according to the following composition.
・Purified water・・・88.50g
・Carbomer...0.30g
・Xanthan gum...0.10g
・Arginine: 0.40g
・Glycerin...5.00g
・Phenoxyethanol...0.20g
Butylene glycol...5.00g
・Soybean germ-derived polyamine-containing extract...0.50g

Cream A cream was prepared in a conventional manner according to the following composition.
・Purified water・・・58.50g
Butylene glycol...10.00g
・Glycerin...5.00g
・Phenoxyethanol...0.20g
・Ethylhexylglycerin...0.20g
・Squalane...10.00g
・Olive oil・・・10.00g
・Behenyl alcohol...2.50g
・Polyglyceryl-10 pentastearate...1.90g
・Sodium stearoyl lactate...0.60g
・Cetyl palmitate...1.00g
・Soybean germ-derived polyamine-containing extract...0.10g

By using a skin topical composition containing the plant-derived polyamine-containing extract of the present invention, it is possible to suppress erythema induced by ultraviolet rays, etc., and it is expected to be used as an anti-inflammatory agent. In particular, it can be applied to skin topical preparations as cosmetics or quasi-drugs.

Claims (8)

An agent for preventing or suppressing erythema caused by ultraviolet rays, which is an acid extract of soybean seeds, soybean germs, soybean embryos, or soybean sprouts, the extract containing polyamines , and is characterized in that it is applied to the skin twice a day starting 24 hours before exposure to ultraviolet rays. The agent according to claim 1, characterized in that the application is continued for three days. The agent according to claim 1 or 2, wherein the soybean seed, soybean germ, soybean embryo, or soybean sprout is a soybean germ, and the acid is 0.01N to 6N hydrochloric acid . The agent according to any one of claims 1 to 3 , wherein the soybean seed, soybean germ, soybean embryo, or soybean sprout is soybean germ , and the acid is 1N hydrochloric acid . 5. The agent according to claim 1, comprising as a polyamine at least one compound selected from the group consisting of putrescine, spermidine and spermine. The agent according to any one of claims 1 to 5 , wherein the polyamine concentration is 0.00001 to 100 mM. The agent according to claim 6 , wherein the polyamine concentration is 0.00005 to 75 mM. The agent according to claim 6 , wherein the polyamine concentration is 0.0001 to 50 mM.