JP2018002702A - Carbonylation inhibitor - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an inhibitor for the carbonylation of biological protein.SOLUTION: The present invention provides (a) a carbonylation inhibitor containing glucosinolate as an active ingredient; (b) the carbonylation inhibitor described in (a), where the glucosinolate is derived from broccoli seeds; and (c) the carbonylation inhibitor of (a) or (b), where the glucosinolate is at least one selected from (1) glucoiberin, (2) glucoraphanin, (3) glucoalyssin, (4) glucohesperin, (5) glucosiberin, (6) glucoerucin, and (7) glucoberteroin. The present invention also provides an inhibitor for the yellowing of dermis, containing the carbonylation inhibitor as an active ingredient.SELECTED DRAWING: None

Description

The present invention relates to a protein carbonylation inhibitor comprising glucosinolate as an active ingredient. The present invention is widely used for functional foods and skin external preparations.

  The living body is constantly exposed to oxidative stress (oxygen in the air, ultraviolet rays, harmful substances in the air, irritants in food, etc.). Although the living body originally has a mechanism for scavenging active oxygen, it is known that oxidation proceeds in vivo due to generation of active oxygen exceeding the scavenging ability and reduction of scavenging ability. Among these, proteins are important molecules that not only determine the structure of a living body but also control biological functions such as enzymes, and therefore, studies on the oxidation of biological proteins are being actively conducted. Moreover, it is thought that the oxidation of a biological protein is concerned in the organ function fall, and the increase of the oxidized protein accompanying aging is known (refer nonpatent literature 1).

  “Oxidation” of biological proteins encompasses various reactions caused by active oxygen, and is defined to include not only proteins but also various reactions involving sugars, lipids, and nucleic acids. On the other hand, protein oxidation in a narrow sense means a direct oxidation reaction of a protein by active oxygen that does not involve sugars, lipids, nucleic acids and the like.

  A protein modification reaction involving sugar is called “glycation” and means a protein modification reaction involving sugar oxidation. For example, it is known that a substance having an aldehyde group or carbonyl group such as glyoxal, methylglyoxal, or glycolaldehyde generated by oxidative decomposition of glucose modifies a protein (Non-patent Documents 2 and 4) 3). There are a wide variety of protein modification reactions involving sugars in addition to this pathway, and many final products have been identified. Among these, carbonylated products have also been identified.

  On the other hand, protein modification reactions involving lipids are called “protein modification reactions related to lipid peroxidation reactions” and the like. When lipids are exposed to active oxygen, highly reactive aldehydes (carbonyl compounds) such as acrolein, 4-hydroxy-2-nonenal, and malondialdehyde are generated. The reaction in which these intermediate products modify proteins is also referred to as “carbonylation”.

  It has been reported that carbonylation of biological proteins is involved in various diseases and symptoms. Carbonylated proteins are known to be detected in various tissues in the living body. For example, it has been reported that they generally increase with age in the liver and brain (Non-patent Documents 4 and 4). (See Patent Document 5). Moreover, it has been reported that the carbonylated protein increases in progeria and the like that appear by promoting the aging phenomenon (see Non-Patent Document 6), and its causal relationship has been studied. The existence of carbonylated protein is also known in the skin, and accumulation in the horny layer of the exposed part and in the dermis of the photoaging site has been reported (see Non-Patent Document 7 and Non-Patent Document 8). Specifically, it has been reported that the carbonylated protein in the exposed stratum corneum brings about a change in physical properties such as a decrease in optical transmittance (see Non-Patent Document 9). Accumulation according to the severity of sexual elastic fibrosis has been reported (see Non-Patent Document 10 and Non-Patent Document 11).

  Thus, carbonylation of proteins occurs non-enzymatically and non-specifically, causing aging in all tissues. It is thought that it causes wrinkles, sagging, dullness in the skin, causes functional deterioration in the internal organs and the brain, and may cause various diseases. From such a background, development of various pharmaceutical or cosmetic agents having an action of suppressing protein carbonylation is desired.

  Since carbonylation of biological proteins occurs non-enzymatically and non-specifically, it causes aging in all tissues. Carbonylation of skin, especially dermal fibroblasts, causes wrinkles, sagging, dullness based on a mechanism different from that caused by melanin, causes functional deterioration in the internal organs and brain, and various diseases. It is thought that it can cause.

In the dermis of skin exposed to ultraviolet rays, it has been confirmed that carbonylation has a significant effect on yellowing, and when examined by age, the amount of carbonylated protein increases in the 40s and beyond. It has become clear (Non-Patent Document 12).

Tahara S et al., Mech Ageing Dev. 2001; 122 (4): 415-26) Glomb MA et al. J Biol Chem. 1995; 270 (17): 10017-26 Thornalley PJ et al. Biochem J. 1999 Nov 15; 344 Pt 1: 109-16 Stadtman E.R. et al., EXS. 62: 64-72, 1992 Levine RL et al. Free Radic Biol Med. 2002 May 1; 32 (9): 790-6 Stadtman E.R. et al., J biol Chem. 262: 5488-5491, 1987 Fujita H. et al., Skin Res Tech. 13: 84-90, 2007 Sander, C.S. et al., J Invest Dermatol. 118: 618-25, 2002 Iwai I. et al., Int J Cosmet Sci. 30: 41-46, 2008 Tanaka, N. et al., Arch Dermatol Res. 293: 363-367, 2001; Sander, C.S. et al., J Invest Dermatol. 118: 618-25, 2002 Published on August 31, 2010 Shiseido News Release “Shiseido Elucidates New Mechanism of“ Yellow Gusumi ”Skin” Internet https://www.jpo.go.jp/shiryou/kijun/kijun2/pdf/tjkijun_i-3 .pdf

Under such a background, the present inventor found that glucosinolate has a carbonylation-inhibiting action and completed the present invention.
That is, an object of the present invention is to provide a novel carbonylation inhibitor, particularly a carbonylation inhibitor that acts on the dermis, thereby providing an agent capable of preventing yellowing of the dermis.

The technical features of the present invention for solving the above-described problems are as follows.
1. A carbonylation inhibitor containing glucosinolate as an active ingredient.
2. The glucosinolate is derived from broccoli seeds. The carbonylation inhibitor described in 1.
3. The glucosinolate is at least one selected from (1) glucoiberin, (2) glucoraphanin, (3) glucoalyssin, (4) glucohesperin, (5) glucosiberin, (6) glucoerucin, and (7) glucoberteroin. Characteristic 1. Or 2. The carbonylation inhibitor according to any one of the above.
4). The carbonylation inhibitor acts on the dermis as described in 1 above. ~ 3. Carbonylation inhibitor as described in any one of these.
5. Carbonylation inhibitor in fibroblasts containing broccoli seed extract as an active ingredient.
6). Above 1. To 6. above. A yellowing-inhibiting agent in the dermis comprising the carbonylation inhibitor described in any one of the above as an active ingredient.

It is a schematic diagram which shows the method of isolating glucosinolate from broccoli seed. It is a diagram showing a chart of ^C 13 -NMR component 1 in FIG. 1. It is a diagram showing a chart of ^C 13 -NMR component 2 in FIG. It is a diagram showing a chart of ^C 13 -NMR component 3 in FIG. 1. It is a diagram showing a chart of ^C 13 -NMR component 4 in FIG. It is a diagram showing a chart of ^C 13 -NMR components 5 in Figure 1. It is a diagram illustrating a ^C 13 -NMR chart of the component 6 in Figure 1. It is a diagram illustrating a ^C 13 -NMR chart of component 7 in Fig. It is a diagram showing a chart of ^C 13 -NMR component 8 in Figure 1. It is a diagram showing a chart of ^C 13 -NMR component 9 in FIG.

The present invention is described in detail below.
In the present specification, “carbonylation” of a protein means a reaction in which a carbonyl compound such as aldehyde generated by lipid peroxidation or the like modifies a protein nonspecifically and nonenzymatically. When lipids are exposed to active oxygen, lipid peroxides are formed and further decomposed to produce highly reactive aldehydes (carbonyl compounds) such as acrolein, 4-hydroxy-2-nonenal, and malondialdehyde. . These intermediate products modify proteins because they are very reactive. The various substances resulting from the modification are called lipid peroxidation end products (ALEs). On the other hand, a protein modification reaction involving the oxidation of sugar is called “glycation” and is a reaction derived from sugar, which is different from a carbonylation reaction. As a reaction route known as “glycation”, for example, modification of a protein with glyoxal, methylglyoxal, or glycolaldehyde caused by a non-enzymatic reaction of glucose is known (Glomb MA et al. J Biol Chem. 1995). 270 (17): 10017-26, Thornalley PJ et al. Biochem J. 1999 344 Pt 1: 109-16). There are a wide variety of protein modification reactions involving sugars in addition to this pathway, and many final products have been identified. These are called final glycation products (AGEs).

  Although some ALEs have been found to be partly in common with AGEs, they are different from AGEs in that ALEs are reactions not related to “sugar”.

The present invention is characterized by using glucosinolate as an active ingredient.
It is a general term for compounds having a structure in which aldoxime sulfonate and thioglucose are combined, and these are mainly contained in cruciferous plants.
In the present invention, among these, (1) glucoiberin, (2) glucoraphanin, (3) glucoalyssin, (4) glucohesperin, (5) glucosiberin, (6) glucoerucin, (7) glucoberteroin and the like are particularly preferable. These may be used alone or in combination of two or more.
Of glucosinolates, it is particularly preferable to use methylthioalkyl glucosinolates. It is because it has a more excellent carbonylation inhibiting action. The methylthioalkyl glucosinolates are glucosinolates having a methylthioalkyl group, and examples thereof include glucoerucin and glucoberteroin. These may be used alone or in combination of two or more.

 The method for obtaining the glucosinolate is not particularly limited, but it is desirable to obtain it from broccoli seeds. Broccoli seeds are seeds of broccoli (Brassica oleracea var. Italica) belonging to the Brassicaceae genus Brassica, but the production area and cultivation method are not particularly limited. The broccoli seeds may be germinated.

  The method for obtaining glucosinolate from broccoli seeds is not particularly limited, but it is preferable that the broccoli seeds are dried and then pulverized, and if necessary, degreased using an organic solvent or the like. Thereafter, it is desirable to obtain an extract (hereinafter referred to as “broccoli seed extract”) by pulverizing, sterilizing and sieving, and isolating and purifying glucosinolate from the broccoli extract.

  As an extraction solvent used when obtaining a broccoli seed extract, for example, water, lower monohydric alcohol (methyl alcohol, ethyl alcohol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, etc.), liquid polyvalent Alcohol (glycerin, propylene glycol, 1,3-butylene glycol, etc.), lower ester (ethyl acetate, etc.), hydrocarbon (benzene, hexane, pentane, etc.), ketones (acetone, methyl ethyl ketone, etc.), ethers (diethyl ether, Tetrahydrofuran, dipropyl ether, etc.), acetonitrile and the like, and one or more of them can be used.

  As an example of a preferable extraction method, there is a method in which water-containing ethanol or water-containing methanol having a concentration of 0 to 100% (v / v) is used, extracted at room temperature or heated for 1 to 10 hours, and then filtered. Can be mentioned.

Furthermore, the method for isolating and purifying glucosinolate from the broccoli seed extract is not particularly limited, but if necessary, column chromatography, silica gel chromatography, gel filtration chromatography, ion exchange chromatography, hydrophobic chromatography. Further, it can be purified by combining appropriate separation and purification means such as high performance liquid chromatography. More specifically, the method according to FIG. 1 is most preferable.

The glucosinolate of the present invention is obtained as an active ingredient, and in accordance with a conventional method, a carbonylation inhibitor is obtained by blending into various forms of bases used in ordinary carbonylation inhibitors and formulating them. However, by further combining with other medicinal agents, a carbonylation inhibitor that synergistically enhances these effects can be obtained.
Moreover, the carbonylation inhibitor in the fibroblasts of the present invention is characterized by containing broccoli seed extract as an active ingredient.
Moreover, the said broccoli seed extract can be manufactured by the method mentioned above.

  The carbonylation inhibitor of the present invention can be used as a material for various foods and drinks. Examples of food and drink include confectionery (gum, candy, caramel, chocolate, cookies, snacks, jelly, gummi, tablet confectionery, etc.), noodles (soba, udon, ramen, etc.), and dairy products (milk, ice cream, yogurt). ), Seasonings (miso, soy sauce, etc.), soups, beverages (juice, coffee, tea, tea, carbonated drinks, sports drinks, etc.), health foods (tablets, capsules, etc.), nutrition Supplementary foods (such as energy drinks), functional foods, and special health foods. The carbonylation inhibitor of the present invention may be appropriately blended with these foods and drinks.

  These foods and drinks can be blended with various ingredients depending on the type, for example, glucose, fructose, sucrose, maltose, sorbitol, stevioside, corn syrup, lactose, citric acid, tartaric acid, malic acid, succinic acid. Acid, lactic acid, L-ascorbic acid, dl-α-tocopherol, sodium erythorbate, glycerin, propylene glycol, glycerin fatty acid ester, polyglycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester, propylene glycol fatty acid ester, gum arabic, Food materials such as carrageenan, casein, gelatin, pectin, agar, vitamin Bs, nicotinic acid amide, calcium pantothenate, amino acids, calcium salts, pigments, fragrances and preservatives can be used.

As a specific production method, a carbonylation inhibitor is spray-dried or freeze-dried together with powdered cellulose, and this can be easily contained in foods and drinks (instant foods, etc.) by making powders, granules, tablets or solutions. it can. In addition, the carbonylation inhibitor can be dissolved in, for example, fats and oils, ethanol, glycerin or a mixture thereof to form a liquid and added to a beverage or added to a solid food. If necessary, it can be mixed with a binder such as gum arabic or dextrin to form a powder or granules and added to a beverage or a solid food.

As the addition amount in the case of applying the carbonylation inhibitor of the present invention to foods and drinks, since beauty is the main purpose, it is preferable that the total content of active ingredients is 1 to 20 wt% or less with respect to the food or drinks. .

The carbonylation inhibitor of the present invention may be used as a raw material for medicines (including pharmaceuticals and quasi drugs). It can be produced by appropriately blending the carbonylation inhibitor of the present invention with a raw material for a pharmaceutical preparation. Examples of the raw material for preparation that can be incorporated into the carbonylation inhibitor of the present invention include excipients (glucose, lactose, sucrose, sodium chloride, starch, calcium carbonate, kaolin, crystalline cellulose, cocoa butter, hydrogenated vegetable oil, kaolin, talc, and the like. Etc.), binder (distilled water, physiological saline, ethanol water, simple syrup, glucose solution, starch solution, gelatin solution, carboxymethylcellulose, potassium phosphate, polyvinylpyrrolidone, etc.), disintegrant (sodium alginate, agar, hydrogen carbonate) Sodium, calcium carbonate, sodium lauryl sulfate, stearic acid monoglyceride, starch, lactose, gum arabic powder, gelatin, ethanol, etc.), disintegration inhibitors (sucrose, stearin, cocoa butter, hydrogenated oil, etc.), absorption enhancers (fourth) Quaternary ammonium base, sodium lauryl sulfate Etc.), adsorbents (glycerin, starch, lactose, kaolin, bentonite, silicic acid, etc.), lubricants (purified talc, stearates, polyethylene glycol, and the like) and the like.

The administration method of the carbonylation inhibitor of the present invention can generally be administered orally in the form of tablets, pills, soft / hard capsules, fine granules, powders, granules, liquids, etc. It may be administered parenterally. When administered as a parenteral agent, it can be administered as a solution or with the addition of a dispersing agent, suspension, stabilizer, etc., by local tissue administration, intradermal, subcutaneous, intramuscular and intravenous injection, etc. it can. Moreover, it is good also as forms, such as a suppository.

The dosage may vary depending on the administration method, medical condition, age of the patient, etc., but for adults, it can be generally administered as 0.5 to 5000 mg as an active ingredient per day, and usually about 0.5 to 3000 mg for children.
The compounding ratio of the carbonylation inhibitor can be appropriately changed depending on the dosage form, but is usually about 0.3 to 15.0 wt% when administered orally or by mucosal absorption, and when administered parenterally. About 0.01 to 10 wt% is preferable. In addition, since the dose varies depending on various conditions, a dose smaller than the above dose may be sufficient, or it may be necessary to administer beyond the range.

The present invention can be used as an external preparation for skin (including cosmetics, pharmaceuticals and quasi drugs).
Examples of the form of the external preparation for skin to which the carbonylation inhibitor of the present invention can be blended include, for example, emulsion, soap, face wash, bath preparation, cream, emulsion, lotion, eau de cologne, shaving cream, shaving lotion, Cosmetic oil, sunscreen lotion, funny powder, foundation, perfume, pack, nail cream, enamel, enamel remover, eyebrow, blusher, eye cream, eye shadow, mascara, eyeliner, lipstick, lip balm, shampoo, rinse, dye Examples thereof include hairs, dispersions, and cleaning materials.
Examples of the form of a pharmaceutical or quasi-drug that can contain the carbonylation inhibitor of the present invention include ointments, creams, and liquids for external use.

In addition to the carbonylation inhibitor according to the present invention, the external preparation for skin of the above-described form includes ingredients, oils, and high-grade ingredients blended in skin external preparations such as cosmetics and quasi-drugs as long as the carbonylation inhibitory action is not impaired Alcohols, fatty acids, ultraviolet absorbers, powders, pigments, surfactants, polyhydric alcohols / sugars, polymers, physiologically active ingredients, solvents, antioxidants, fragrances, preservatives and the like can be blended.
Examples are listed below, but the present invention is not limited to these examples.

(1) Examples of oil components Ester-based oil phase components: glyceryl tri-2-ethylhexanoate, cetyl 2-ethylhexanoate, isopropyl myristate, butyl myristate, isopropyl palmitate, ethyl stearate, octyl palmitate, isostearic acid Isocetyl, butyl stearate, butyl myristate, ethyl linoleate, isopropyl linoleate, ethyl oleate, isocetyl myristate, isostearyl myristate, isostearyl palmitate, octyldodecyl myristate, isocetyl isostearate, diethyl sebacate, adipine Diisopropyl acid, isoaralkyl neopentanoate, glyceryl tri (capryl / caprate), trimethylolpropane tri-2-ethylhexanoate, trimethylol triisostearate Propane, pentaerythritol tetra-2-ethylhexanoate, cetyl caprylate, decyl laurate, hexyl laurate, decyl myristate, myristyl myristate, cetyl myristate, stearyl stearate, decyl oleate, cetyl ricinoleate, isolaurate Stearyl, isotridecyl myristate, isocetyl myristate, isostearyl myristate, isocetyl palmitate, isostearyl palmitate, octyl stearate, isocetyl stearate, isodecyl oleate, octyldodecyl linoleate, octyldodecyl isoleate, isopropyl isostearate Cetostearyl 2-ethylhexanoate, stearyl 2-ethylhexanoate, hexyl isostearate, ethyleneglycol dioctanoate , Ethylene glycol dioleate, propylene glycol dicaprate, propylene glycol di (capryl / capric acid), propylene glycol dicaprylate, neopentyl glycol dicaprate, neopentyl glycol dioctanoate, glyceryl tricaprylate, glyceryl triundecylate, triisopalmitine Glyceryl acid, glyceryl triisostearate, octyldodecyl neopentanoate, isostearyl octanoate, octyl isononanoate, hexyl decyl neodecanoate, octyldodecyl neodecanoate, isocetyl isostearate, isostearyl isostearate, octyldecyl isostearate, polyglycerin oleic acid Ester, polyglycerol isostearate, dipropyl carbonate, charcoal Dialkyl (C12-18), triisocetyl citrate, triisoaralkyl citrate, triisooctyl citrate, lauryl lactate, myristyl lactate, cetyl lactate, octyl decyl lactate, triethyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, Trioctyl citrate, diisostearyl malate, 2-ethylhexyl hydroxystearate, di-2-ethylhexyl succinate, diisobutyl adipate, diisopropyl sebacate, dioctyl sebacate, cholesteryl stearate, cholesteryl isostearate, cholesteryl hydroxystearate, olein Cholesteryl acid, dihydrocholesteryl oleate, phytosteryl isostearate, phytosteryl oleate, 12-stearoyl hydroxystearate Cetyl, 12-stearoyl-hydroxystearic acid stearyl 12-stearoyl-hydroxystearic acid isostearate, and the like.
Hydrocarbon oil phase components: squalane, liquid paraffin, α-olefin oligomer, isoparaffin, ceresin, paraffin, liquid isoparaffin, polybutene, microcrystalline wax, petrolatum and the like.
Animal and vegetable oils and their hydrogenated oils, and naturally occurring waxes: beef tallow, hydrogenated beef tallow, lard, hydrogenated tallow, horse oil, hydrogenated horse oil, mink oil, orange luffy oil, fish oil, hydrogenated fish oil, egg yolk oil and other animal oils and Its hardened oil, avocado oil, almond oil, olive oil, cacao butter, kiwi seed oil, apricot oil, kukui nut oil, sesame oil, wheat germ oil, rice germ oil, rice bran oil, safflower oil, shea butter, soybean oil, evening primrose oil , Perilla oil, tea seed oil, camellia oil, corn oil, rapeseed oil, hydrogenated rapeseed oil, palm kernel oil, hydrogenated palm kernel oil, palm oil, hydrogenated palm oil, peanut oil, hydrogenated peanut oil, castor oil, hydrogenated castor oil , Vegetable oils such as sunflower oil, grape seed oil, jojoba oil, hardened jojoba oil, macadamia nut oil, medhome oil, cottonseed oil, hardened cottonseed oil, coconut oil, hardened coconut oil and its hardened , Beeswax, high acid value beeswax, lanolin, reduced lanolin, hydrogenated lanolin, liquid lanolin, carnauba wax and montan wax.
Silicone oil phase components: dimethylpolysiloxane, methylphenylpolysiloxane, methylcyclopolysiloxane, octamethylpolysiloxane, decamethylpolysiloxane, dodecamethylcyclosiloxane, methylhydrogenpolysiloxane, polyether-modified organopolysiloxane, dimethyl Siloxane / methylcetyloxysiloxane copolymer, dimethylsiloxane / methylstearoxysiloxane copolymer, alkyl-modified organopolysiloxane, terminal-modified organopolysiloxane, amino-modified silicone oil, amino-modified organopolysiloxane, dimethiconol, silicone gel, acrylic Examples include silicone, trimethylsiloxysilicic acid, and silicone RTV rubber.
Fluorine oil phase components: perfluoropolyether, fluorine-modified organopolysiloxane, fluorinated pitch, fluorocarbon, fluoroalcohol, fluoroalkyl / polyoxyalkylene co-modified organopolysiloxane, and the like.

(2) Examples of higher alcohols Lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol, 2-ethylhexanol, hexadecyl alcohol, octyldodecanol and the like can be mentioned.

(3) Examples of fatty acids Caprylic acid, capric acid, undecylenic acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, linoleic acid, linolenic acid, arachidic acid, arachidonic acid, behenic acid , Erucic acid, 2-ethylhexanoic acid and the like.

(4) Examples of UV absorbers Paraaminobenzoic acid, amyl paraaminobenzoate, ethyldihydroxypropyl paraaminobenzoate, glyceryl paraaminobenzoate, ethyl paraaminobenzoate, octyl paraaminobenzoate, octyldimethyl paraaminobenzoate, ethylene glycol salicylate, salicylic acid Octyl, triethanolamine salicylate, phenyl salicylate, butylphenyl salicylate, benzyl salicylate, homomenthyl salicylate, benzyl cinnamate, octyl paramethoxycinnamate, 2-ethylhexyl paramethoxycinnamate, mono-2-diparamethoxycinnamate Glyceryl ethylhexanoate, isopropyl paramethoxycinnamate, diethanolamine salt of paramethoxyhydrocinnamic acid, diisopropyl diisopropylcinnamic acid Stealth mixture, urocanic acid, ethyl urocanate, hydroxymethoxybenzophenone, hydroxymethoxybenzophenone sulfonic acid and its salts, dihydroxymethoxybenzophenone, dihydroxymethoxybenzophenone sodium disulfonate, dihydroxybenzophenone, dihydroxydimethoxybenzophenone, hydroxyoctoxybenzophenone, tetrahydroxybenzophenone, Butylmethoxydibenzoylmethane, 2,4,6-trianilino-p- (carbo-2-ethylhexyl-1-oxy) -1,3,5-triazine, 2- (2-hydroxy-5-methylphenyl) benzotriazole , Methyl-O-aminobenzoate, 2-ethylhexyl-2-cyano-3, 3-diphenyl acrylate, phenylbenzimidazole sulfate, 3- (4-methylbenzylidene) can Examples include full, isopropyldibenzoylmethane, 4- (3,4-dimethoxyphenylmethylene) -2, 5-dioxo-1-imidazolidinepropionate 2-ethylhexyl, and the like, polymer derivatives, silane derivatives, and the like.

(5) Examples of powders and pigments Red 104, Red 201, Yellow 4, Blue 1, Black 401 and other dyes, Yellow 4 AL lake, Yellow 203 BA lake and other lake dyes, nylon powder , Silk powder, urethane powder, Teflon (registered trademark) powder, silicone powder, polymethyl methacrylate powder, cellulose powder, starch, silicone elastomer spherical powder, polyethylene powder, yellow iron oxide, red iron oxide, black Colored pigments such as iron oxide, chromium oxide, carbon black, ultramarine and bitumen, white pigments such as zinc oxide, titanium oxide and cerium oxide, extender pigments such as talc, mica, sericite, kaolin and barium sulfate plate, titanium mica Pearl pigments such as barium sulfate, calcium carbonate, magnesium carbonate, aluminum silicate, metal salts such as magnesium silicate, Inorganic powders such as Rica and alumina, metal soaps such as aluminum stearate, magnesium stearate, zinc palmitate, zinc myristate, magnesium myristate, zinc laurate, zinc undecylenate, bentonite, smectite, boron nitride, etc. It is done. There are no particular restrictions on the shape of these powders (spherical, rod-like, needle-like, plate-like, irregular shape, flake-like, spindle-like, etc.) and particle diameter. These powders are conventionally known surface treatments such as fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, oil agent treatment, N-acylated lysine treatment, The surface treatment may or may not be performed in advance by polyacrylic acid treatment, metal soap treatment, amino acid treatment, lecithin treatment, inorganic compound treatment, plasma treatment, mechanochemical treatment or the like.

(6) Examples of surfactants Anionic surfactants: fatty acid soap, α-acyl sulfonate, alkyl sulfonate, alkyl allyl sulfonate, alkyl naphthalene sulfonate, alkyl sulfate, POE alkyl ether sulfate , Alkylamide sulfate, alkyl phosphate, POE alkyl phosphate, alkylamide phosphate, alkyloylalkyl taurine salt, N-acyl amino acid salt, POE alkyl ether carboxylate, alkyl sulfosuccinate, alkyl sulfoacetic acid Sodium, acylated hydrolyzed collagen peptide salt, perfluoroalkyl phosphate, etc. are mentioned.
Cationic surfactant: alkyltrimethylammonium chloride, stearyltrimethylammonium chloride, stearyltrimethylammonium bromide, cetostearyltrimethylammonium chloride, distearyldimethylammonium chloride, stearyldimethylbenzylammonium chloride, behenyltrimethylammonium bromide, benzalkonium chloride , Behenic acid amidopropyldimethylhydroxypropylammonium chloride, stearic acid diethylaminoethylamide, stearic acid dimethylaminopropylamide, lanolin derivative quaternary ammonium salts, and the like.
Amphoteric surfactants: carboxybetaine type, amide betaine type, sulfobetaine type, hydroxysulfobetaine type, amide sulfobetaine type, phosphobetaine type, aminocarboxylate type, imidazoline derivative type, amidoamine type and the like.
Nonionic surfactant: propylene glycol fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, sorbitan fatty acid ester, POE sorbitan fatty acid ester, POE sorbitol fatty acid ester, POE glycerin fatty acid ester, POE alkyl ether, POE fatty acid ester, POE cured castor Oil, POE castor oil, POE / POP copolymerization, POE / POP alkyl ether, polyether-modified silicone lauric acid alkanolamide, alkylamine oxide, hydrogenated soybean phospholipid and the like.
Natural surfactant: lecithin, saponin, sugar surfactant and the like.

(7) Examples of polyhydric alcohols and sugars Ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, glycerin, diglycerin, polyglycerin, 3-methyl-1,3-butanediol, 1, 3 -Butylene glycol, sorbitol, mannitol, raffinose, erythritol, glucose, sucrose, fructose, xylitol, lactose, maltose, maltitol, trehalose, alkylated trehalose, mixed isomerized sugar, sulfated trehalose, pullulan and the like. These chemically modified compounds can also be used.

(8) Examples of polymers Acrylic ester / methacrylic acid ester copolymer (plus size, manufactured by Kyoyo Chemical), vinyl acetate / crotonic acid copolymer (resin 28-1310, manufactured by NSC), vinyl acetate / croton Acid / vinyl neodecanate copolymer (28-2930, manufactured by NSC), methyl vinyl ether maleic acid half ester (Gantrez ES, manufactured by ISP), T-butyl acrylate / ethyl acrylate / methacrylic acid copolymer (rubymer) , BASF), vinyl pyrrolidone / vinyl acetate / vinyl propionate copolymer (Rubicol VAP, BASF), vinyl acetate / crotonic acid copolymer (Rubiset CA, BASF), vinyl acetate / croton Acid / vinyl pyrrolidone copolymer (Rubiset CAP, manufactured by BASF), vinyl pyrrolidone / acrylate copolymer (Rubiflex, BA SF), acrylate / acrylamide copolymer (Ultrahold, BASF), vinyl acetate / butyl maleate / isobornyl acrylate copolymer (Advantage, ISP), carboxy vinyl polymer (Carbopol, ), Anionic polymer compounds such as acrylic acid / alkyl methacrylate copolymers (pemulene), and acetic acid amphoteric compounds of dialkylaminoethyl methacrylate polymers (Yukaformer, manufactured by Ryo Chemicals), octyl acrylamide / hydroxy acrylate Amphoteric polymer compounds such as propyl / butylaminoethyl methacrylate copolymer (AMPHOMER, NSC), quaternized vinyl pyrrolidone / dimethylaminoethyl methacrylate (GAFQUAT, ISP), methylvinylimidazolium chloride / vinyl Pyrrolidone copolymerization Polymer (ruby coat, manufactured by BASF), polyvinylpyrrolidone (rubiscol K, manufactured by BASF), vinylpyrrolidone / vinyl acetate copolymer (rubiscol VA, manufactured by BASF), vinylpyrrolidone / dimethyl Nonionic polymer compounds such as aminoethyl methacrylate copolymer (copolymer 937, manufactured by ISP) and vinylcaprolactam / vinyl pyrrolidone / dimethylaminoethyl methacrylate copolymer (copolymer VC713, manufactured by ISP) are available. Cellulose or derivatives thereof, keratin and collagen or derivatives thereof, calcium alginate, pullulan, agar, gelatin, tamarind seed polysaccharide, xanthan gum, carrageenan, high methoxyl pectin, low methoxyl pectin, guar gum, gum arabic, crystalline cellulose, arabino Naturally derived polymer compounds such as galactan, gum karaya, gum tragacanth, alginic acid, albumin, casein, curdlan, gellan gum and dextran can also be suitably used.

(9) Examples of physiologically active ingredients Examples of physiologically active ingredients include substances that impart some physiological activity to the skin when applied to the skin. For example, whitening ingredients, immunostimulants, anti-aging agents, UV protection agents, slimming agents, tanning agents, antioxidants, hair growth agents, hair restorers, moisturizers, blood circulation promoters, antibacterial agents, bactericides, desiccants A cooling sensation agent, a warming sensation agent, vitamins, an amino acid, a wound healing promoter, an irritation relaxation agent, an analgesic agent, a cell activator, an enzyme component, etc. are mentioned. Examples of these suitable ingredients include, for example, ashitaba extract, avocado extract, amateur extract, altea extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo biloba extract, fennel extract, turmeric extract, oolong tea extract, ages Extract, Echinacea leaf extract, Ogon extract, Oat extract, Oen extract, Barley extract, Hypericum extract, Oyster extract, Dutch mustard extract, Orange extract, Seawater dried product, Seaweed extract, Hydrolyzed elastin, Hydrolyzed wheat powder, Hydrolyzed silk , Chamomile extract, carrot extract, cormorant extract, licorice extract, calcade extract, oyster extract, kina extract, cucumber
-Extract, Guanosine, Gardenia extract, Kumazasa extract, Clara extract, Walnut extract, Grapefruit extract, Clematis extract, Chlorella extract, Mulberry extract, Gentian extract, Tea extract, Yeast extract, Burdock extract, Rice bran extract, Rice germ oil, Comfrey Extract, Collagen, Cowberry extract, Saishin extract, Psycho extract, Saitai extract, Salvia extract, Salmon extract, Sasa extract, Hawthorn extract, Salamander extract, Shiitake extract, Giant extract, Shikon extract, Perilla extract, Linden extract, Shimotake extract, Peonies extract , Ginger root extract, birch extract, Japanese horse chestnut extract, horseshoe extract, hawthorn extract, elderberry extract, yarrow extract , Mint extract, sage extract, mallow extract, nematode extract, assembly extract, soybean extract, taisu extract, thyme extract, tea extract, clove extract, chigaya extract, chimpi extract, suzuki extract, eucalyptus extract, tonin extract, spruce extract, dokudami extract , Tomato extract, natto extract, carrot extract, garlic extract, wild rose extract, hibiscus extract, bacmond extract, parsley extract, honey, clam extract, parietaria extract, toad extract, bisabolol, loquat extract, dandelion extract, burdock extract Butcher Bloom Extract, Grape Extract, Propolis, Loofah Extract, Safflower Extract, Peppermint Extract, Bodaige Extract, Button Button Kiss, Hop extract, Pine extract, Maronnier extract, Citrus extract, Mukuroji extract, Melissa extract, Peach extract, Cornflower extract, Eucalyptus extract, Yukinoshita extract, Yakuinin extract, Artemisia extract, Lavender extract, Apple extract, Lettuce extract, Lemon extract, Forsythia extract , Rose extract, rosemary extract, roman chamomile extract, royal jelly extract and the like.
Biopolymers such as deoxyribonucleic acid, mucopolysaccharide, sodium hyaluronate, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, hydrolyzed eggshell membranes, amino acids, hydrolyzed peptides, sodium lactate, urea, sodium pyrrolidonecarboxylate , Moisturizing ingredients such as betaine, whey, trimethylglycine, oily ingredients such as sphingolipid, ceramide, phytosphingosine, cholesterol, cholesterol derivatives, phospholipids, ε-aminocaproic acid, glycyrrhizic acid, β-glycyrrhetinic acid, lysozyme chloride, guaiazulene, Immunostimulants such as hydrocortisone, vitamin A, vitamin B2, vitamin B6, vitamin C, vitamin D, vitamin E, calcium pantothenate, biotin, nicotinamide, vitamin C ester Vitamins, active ingredients such as allantoin, diisopropylamine dichloroacetate, 4-aminomethylcyclohexanecarboxylic acid, antioxidants such as tocopherol, carotenoid, flavonoid, tannin, lignan, saponin, α-hydroxy acid, β-hydroxy acid, etc. Cell activators, blood circulation promoters such as γ-oryzanol and vitamin E derivatives, wound healing agents such as retinol and retinol derivatives, arbutin, kojic acid, placenta extract, sulfur, ellagic acid, linoleic acid, tranexamic acid, glutathione, etc. Whitening agent, cephalanthin, licorice extract, red pepper tincture, hinokitiol, garlic iodide extract, pyridoxine hydrochloride, DL-α-tocopherol, DL-α-tocopherol acetate, nicotinic acid, nicotinic acid derivative, calcium pantothenate, D-pan Tothenyl alcohol, acetyl pantothenyl ethyl ether, biotin, allantoin, isopropylmethylphenol, estradiol, ethinyl estradiol, capronium chloride, benzalkonium chloride, diphenhydramine hydrochloride, takanal, camphor, salicylic acid, nonyl acid vanillylamide, nonanoic acid vanillylamide, pyroctone Olamine, glyceryl pentadecanoate, L-menthol, mononitroguaiacol, resorcin, γ-aminobutyric acid, benzethonium chloride, mexiletine hydrochloride, auxin, female hormone, cantalis tincture, cyclosporine, zinc pyrithione, hydrocortisone, minoxidil, monostearic acid Polyoxyethylene sorbitan, peppermint oil, Sasanishiki extract, placenta, yuzu seed extract, bull Berry extract, lingonberry extract, C. tubulosa extract, black rice extract, green coffee bean extract, resveratrol, kiwi seed extract, strawberry seed extract, and the like hair tonic such as cherry extract.

(10) Examples of antioxidants Sodium bisulfite, sodium sulfite, erythorbic acid, sodium erythorbate, dilauryl thiodipropionate, tocopherol, tolyl biguanide, nordihydroguaiaretic acid, parahydroxyanisole, butylhydroxyanisole, dibutylhydroxy Examples include plant extracts having an antioxidant effect such as toluene, ascorbyl stearate, ascorbyl palmitate, octyl gallate, propyl gallate, carotenoid, flavonoid, tannin, lignan, saponin, apple extract and clove extract.

(11) Examples of solvents Purified water, ethanol, lower alcohol, ethers, LPG, fluorocarbon, N-methylpyrrolidone, fluoroalcohol, volatile linear silicone, next-generation chlorofluorocarbon and the like.

Hereinafter, the present invention will be described based on examples.
Example Example 1
Preparation of test sample (compound) Each component (components 1 to 9) was isolated and purified based on the scheme of FIG. Then, to measure these components at ^C 13 NMR. The results are shown in FIGS.
According to this NMR spectrum, component 1 is glucoiberin (Fig. 2), component 2 is glucoraphanin (Fig. 3), component 3 is glucoalyssin (Fig. 4), component 4 is glucohesperin (Fig. 5), and component 5 is glucosiberin (Fig. 6). It was confirmed that component 6 was glucoerucin (FIG. 7), component 7 was glucoberteroin (FIG. 8), component 8 was sinapic acid (FIG. 9), and component 9 was sinapin (FIG. 10). Moreover, sluforaphane (commercial product) was used as a comparative example.

Example 2
Preparation of test sample (broccoli seed extract) Broccoli (Brassica oleracea var. Italica) seeds belonging to Brassica family Brassica were pulverized and further degreased using an organic solvent (n-hexane) . Thereafter, the degreased product was finely pulverized, sterilized, and sieved to obtain a powder.
100 g of 50% water-containing ethanol was added to 10 g of the obtained powdery product, and extraction was performed at room temperature for 7 days, followed by filtration to obtain an extract sample.

Test example 1
Test method Bovine serum albumin (2 mg / mL), ascorbic acid (25 mM), and ferric chloride (0.1 mM) were dissolved in 50 mM HEPES / NaOH buffer (pH 7.4). To this solution (900 μL), 100 mM linoleic acid (100 μL) and sample solution (100 μL) were added and mixed, and incubated at 37 ° C. for 15 hours. In the sample, aminoguanidine hydrochloride (AG) was used as a positive control and the components described above. The unreacted group was stored at 4 ° C. After completion of the reaction, 20% trichloroacetic acid (500 μL) was added and centrifuged (11,000 g) to precipitate the protein. 10 mM 2,4-DNP / 2M HCl solution (500 μL) was added thereto, and the mixture was reacted at 37 ° C. for 1 hour with occasional stirring. 20% Trichloroacetic acid (500 μL) was added and centrifuged (11,000 g), and the precipitate was washed three times with an ethyl acetate: ethanol mixture (1: 1) (1 mL). To the precipitate, 6M guanidine / 20mM potassium dihydrogen phosphate solution (pH 2.4, adjusted with trifluoroacetic acid) (600 μL) was added and incubated at 37 ° C for 15 hours. After centrifugation, the absorbance of the supernatant was measured at 370 nm and used as an indicator of carbonylated protein (CP) formation. The results are shown in Table 1 below.

Results and effect components 1 to 7 in Examples in Test Example 1 are glucosinolates derived from broccoli seeds. Ingredients 8 and 9 are broccoli seed-derived ingredients, but are not glucosinolates. Component 10 used Sluforaphane (commercial product) as a comparative example. As shown in Table 1 above, the components (8 to 10) that are not glucosinolates were not confirmed to have an effect of suppressing the production of carbonylated protein (CP). On the other hand, it was confirmed that glucosinolate derived from broccoli seeds has an action of suppressing the production rate of carbonylated protein (CP), and functions as a carbonylation inhibitor.
From the above results, methylthioalkyl glucosinolates, glucoerucin (component 6) and glucoberteroin (component 7), showed a higher inhibition rate of carbonylated protein production than methylsulfinylalkyl glucosinolates (numbers 1 to 5) at a concentration of 1000 μg / mL. Therefore, it is understood that methylthioalkyl glucosinolates is more excellent as a carbonylation inhibitor. Among the components examined this time, glucoberteroin was confirmed to be the most excellent carbonylation inhibitor.

Test Example 2 (Test using fibroblasts)
Test method
96-well plates were seeded with TIG103 cells (5.0 × 10 ⁴ cells / well) and cultured in 10% FBS-containing D-MEM medium (High glucose) for 24 hours. Then, broccoli seed extract (BSE) of Example 2 (1, 10 μg / mL), Glucoiberin (GI) (1, 10 μg / mL), Glucoraphanin (GR) (1, 10 μg / mL), Glucohesperin ( GH) (1, 10 μg / mL), Glucosoberin (GS) (1, 10 μg / mL), Glucoerucin (GE) (1, 10 μg / mL), Glucoberteroin (GB) (1, 10 μg / mL), Sinapine (SP) (1, 10 μg / mL), Sinapic acid (SA) (1, 10 μg / mL), Sulforaphane (SFN) (1, 10 μg / mL) and Aminoguanidine hydrochloride (AG) (1,10 μg / mL) was added to a medium containing 0.1 mM acrolein and cultured for 6 hours. After the completion of the culture, carbonylated protein (CP) production inhibitory action of broccoli seed extract and its glucosinolate on fibroblasts was examined using a fluorescein-5-thiosemicarbazide staining method. Table 2 below shows the BSE and the CP inhibition rate of each component when the CP inhibition rate of the Control group is 0% and the CP inhibition rate of the unreacted group is 100%. The significant difference test was performed in the same manner as in Test Example 1.

Results and Effects of Examples in Test Example 2 According to Table 2, BSE significantly inhibited CP production at 1 μg / mL at 10 μg / mL. Moreover, GI was 28.6%, 48.2% (1, 10 μg / mL), and GB was 49.2%, 59.2% (1, 10 μg / mL). For the positive control AG, CP inhibition rates of 18.7% and 12.4% (1, 10 μg / mL) were shown.
From the above results, it was confirmed that Glucoiberin and Glucoberteroin are effective in suppressing CP production in fibroblasts. In Test Example 1, Glucoberteroin was the first to suppress the production of CP. Therefore, Glucoberteroin reacts directly with acrolein to suppress the production of CP. Glucoiberin was not very effective in Test Example 1, but since significant suppression was confirmed in the cell test, it is considered that the original pathway that degrades CP is activated.
From the above, it was confirmed that broccoli seed extract and its components, glucosinolates, particularly Glucoiberin and Glucoberteroin, are effective as carbonylation inhibitors in dermal fibroblasts.

Although the compounding example of the carbonylation inhibitor (broccoli seed extract) of this invention is given by the following, the following compounding example does not limit this invention.
Formulation Example 1: Chewing gum
Sugar 52.0wt%
Gum base 20.0
Glucose 10.0
Minamata 16.0
Fragrance 0.5
Cherry blossom extract 0.5
Glucosylceramide 0.5
Carbonylation inhibitor 0.5
100.0 wt%

Formulation Example 2: Gummy
Reduced water tank 38.0wt%
Granulated sugar 20.0
Glucose 20.0
Gelatin 4.7
Water 9.68
Kiwi juice 4.0
Kiwi flavor 0.6
Dye 0.02
Cherry blossom extract 1.0
Glucosylceramide 1.0
Carbonylation inhibitor 1.0
100.0 wt%

Formulation Example 3: Candy
50.0 wt% sugar
Minamata 33.0
Water 14.2
Organic acid 2.0
Fragrance 0.2
Cherry blossom extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 0.4
100.0 wt%

Formulation Example 4: Yogurt (hard / soft)
Milk 41.5wt%
Nonfat dry milk 5.8
Sugar 8.0
Agar 0.15
Gelatin 0.1
Lactic acid bacteria 0.005
Cherry blossom extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 0.4
Perfume
Water residue
100.0 wt%

Formulation Example 5: Soft drink
Fructose glucose liquid sugar 30.0wt%
Emulsifier 0.5
Strawberry seed extract 0.05
Glucosylceramide 0.05
Carbonylation inhibitor 0.05
Perfume
Purified water residue
100.0 wt%

Formulation Example 6: Soft capsule
Rice germ oil 86.0wt%
Cherry blossom extract 0.5
Glucosylceramide 0.5
Emulsifier 12.0
Carbonylation inhibitor 1.0
100.0 wt%

Formulation Example 7: Tablet
Lactose 53.0wt%
Crystalline cellulose 30.0
Starch degradation product 10.0
Cherry blossom extract 0.5
Glucosylceramide 0.5
Glycerin fatty acid ester 5.0
Carbonylation inhibitor 1.0
100.0 wt%

Formulation Example 8: Oral granules (pharmaceuticals)
Carbonylation inhibitor 1.0wt%
Strawberry seed extract 0.5
Glucosylceramide 0.5
Lactose 30.0
Cornstarch 60.0
Crystalline cellulose 7.0
Polyvinylpyrrolidone 1.0
100.0 wt%

Formulation Example 9: Tablet
75.4 wt% sugar
Glucose 19.0
Sucrose fatty acid ester 0.2
Strawberry seed extract 0.5
Glucosylceramide 0.5
Carbonylation inhibitor 0.5
Purified water 3.9
100.0 wt%

Formulation Example 15: Cat food
Corn 33.0wt%
Flour 35.0
Meat meal 15.0
Beef tallow 8.9
Salt 1.0
Skipjack extract 4.0
Strawberry seed extract 0.5
Glucosylceramide 0.5
Carbonylation inhibitor 1.0
Taurine 0.1
Vitamins 0.5
Minerals 0.5
100.0 wt%

Formulation Example 16: Dog food
Corn 30.0wt%
Meat (chicken) 15.0
Defatted soybean 10.0
Flour 24.0
Mosses 5.0
Cherry blossom extract 0.5
Glucosylceramide 0.5
Carbonylation inhibitor 5.0
Animal fats and oils 8.9
Oligosaccharide 0.1
Vitamin 0.5
Mineral 0.5
100.0 wt%
Formulation Example 1: Cosmetic cream
Squalane 20.0wt%
Beeswax 5.0
Refined jojoba oil 5.0
Glycerin 5.0
Glycerol monostearate 2.0
Polyoxyethylene (20) sorbitan-
Monostearate 2.0
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 2.0
Preservative appropriate amount
Perfume
Purified water residue
100.0 wt%

Formulation Example 2: Lotion
Ethanol 5.0wt%
Glycerin 2.0
1,3-butylene glycol 2.0
Polyethylene oleyl ether 0.5
Sodium citrate 0.1
Citric acid 0.1
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 0.1
Purified water residue
100.0 wt%

Formulation Example 3: Body Gel
Macadamia nut oil 2.0wt%
Octyldodecyl myristate 10.0
Methylphenylpolysiloxane 5.0
Behenyl alcohol 3.0
Stearic acid 3.0
Batyl alcohol 1.0
Glyceryl monostearate 1.0
Tetraoleic acid polyoxyethylene sorbit 2.0
Hydrogenated soybean phospholipid 1.0
Ceramide 0.1
Retinol palmitate 0.1
Preservative appropriate amount
Centella extract 1.0
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 1.0
1,3-butylene glycol 5.0
Purified water residue
100.0 wt%

Formulation Example 4: Latex
Squalane 4.0wt%
Vaseline 2.5
Cetanol 2.0
Glycerin 2.0
Lipophilic glyceryl monostearate 1.0
Stearic acid 1.0
L-Arginine 1.0
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 0.5
Potassium hydroxide 0.1
Perfume
Purified water residue
100.0wt%

Formulation Example 5: Bath agent (liquid)
Propylene glycol 50.0wt%
Ethanol 20.0
Sodium sulfate 5.0
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 0.5
Lanolin 0.5
Avocado oil 0.5
Dye 1.5
Fragrance 22.0
100.0wt%
Formulation Example 6: Shampoo Polyoxyethylene alkyl ether sodium sulfate
(E.O2 mol) 15.0
Palm oil aliphatic diethanolamide 5.0
Glycerin 3.0
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 0.4
Ethanol 5.0
Perfume and preservatives
Ion exchange water
Total 100wt%

Formulation Example 7: Hair Cream
Liquid paraffin 20.0wt%
Solid paraffin 3.0
Polyoxyethylene cetyl ether
(E.O15 mol) 2.0
Sorbitan sesquioleate 1.0
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 0.2
Ethanol 10.0
Potassium hydroxide 0.1
Glycerin 3.0
Perfume and preservatives
Total 100wt%

Formulation Example 8: Ointment
White beeswax 5.0wt%
Purified lanolin 5.0
Strawberry seed extract 0.1
Glucosylceramide 0.1
Carbonylation inhibitor 1.0
Fragrance 0.1
Vaseline residue
Total 100wt%

As described above, the present invention can provide a novel pharmaceutical or cosmetic agent containing various active ingredients having an action of suppressing protein carbonylation.
Further, by causing the carbonylation inhibitor to act on the dermis, yellowing of the dermis can be effectively prevented.

Claims (6)

A carbonylation inhibitor containing glucosinolate as an active ingredient. The carbonylation inhibitor according to claim 1, wherein the glucosinolate is derived from broccoli seeds. The glucosinolate is at least one selected from (1) glucoiberin, (2) glucoraphanin, (3) glucoalyssin, (4) glucohesperin, (5) glucosiberin, (6) glucoerucin, and (7) glucoberteroin. The carbonylation inhibitor according to claim 1, wherein the carbonylation inhibitor is characterized by the following. The said carbonylation inhibitor acts on dermis, The carbonylation inhibitor as described in any one of Claims 1-3 characterized by the above-mentioned. Carbonylation inhibitor in fibroblasts containing broccoli seed extract as an active ingredient. A yellowing blur inhibitor in the dermis comprising the carbonylation inhibitor according to any one of claims 1 to 6 as an active ingredient.