topical skin preparations
A stabilized vitamin B6 composition, achieved through ion exchange and additional additives, addresses safety and stability issues of vitamin B6 salts, providing enhanced skin care benefits.
Patent Information
- Application Number
- JP2020074277
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2020-04-17
- Publication Date
- 2026-01-08
- Estimated Expiration
- 2040-04-17
AI Technical Summary
Vitamin B6 salts, commonly used in cosmetics, are highly acidic and pose safety issues, leading to the generation of large amounts of salt during pH adjustment, compromising stability and safety.
A composition containing vitamin B6 in its base form, stabilized through ion exchange methods to remove chloride, combined with inorganic or organic acids, chelating agents, and plant-derived ingredients, enhancing safety and stability.
The composition provides a safe and stable topical skin preparation with vitamin B6, inhibiting lipid droplet accumulation, intracellular reactive oxygen production, and prostaglandin E2 synthesis, offering superior efficacy compared to vitamin B6 hydrochloride.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to an external skin preparation that is highly safe and stable in vivo and contains vitamin B6 (excluding salts and derivatives of vitamin B6) as an active ingredient. [Background technology]
[0002] The use of vitamin B6s as active ingredients in cosmetics has been known, for example, from Patent Documents 1 to 7. However, vitamin B6s as ingredients in topical skin preparations are mostly used in the form of hydrochloride salts due to their stability. However, hydrochloride salts are highly acidic, which poses safety issues. Furthermore, adjusting the pH of compositions containing hydrochloride salts using pH adjusters during industrial processing has also led to the problem of large amounts of salt being generated.
[0003] [Patent Document 1] Japanese Patent Application Publication No. 55-049306 [Patent Document 2] Japanese Patent Publication No. 58-180409 [Patent Document 3] Japanese Patent Application Publication No. 61-254510 [Patent Document 4] Japanese Patent Application Publication No. 63-022510 [Patent Document 5] Japanese Patent Application Publication No. 10-194914 [Patent Document 6] Japanese Patent Application Publication No. 10-279431 [Patent Document 7] Japanese Patent Application Laid-Open No. 2004-091370 DISCLOSURE OF THE INVENTION [Problem to be solved by the invention]
[0004] In view of the above, an object of the present invention is to provide a new use of vitamin B6 (excluding salts or derivatives of pyridoxine) that is highly safe. [Means for solving the problem]
[0005] The present invention is a fat accumulation inhibitor containing vitamin B6 as an active ingredient. The present invention is an intracellular active oxygen production inhibitor containing vitamin B6 as an active ingredient. The present invention is a prostaglandin E2 synthesis inhibitor containing vitamin B6 as an active ingredient. [Effects of the Invention]
[0006] The present invention provides a lipid droplet accumulation inhibitor, an intracellular reactive oxygen production inhibitor, or a prostaglandin E2 synthesis inhibitor containing vitamin B6 (excluding vitamin B6 salts or derivatives) as an active ingredient, which can provide new efficacy as an ingredient of an excellently safe topical skin preparation. [Brief explanation of the drawings]
[0007] [Figure 1] FIG. 1 shows the results of a test evaluating the inhibitory effect of the active ingredient according to the present invention on perilipin 1 gene expression. [Figure 2] FIG. 1 shows the results of a test evaluating the inhibitory effect of the active ingredient according to the present invention on intracellular ROS production. [Figure 3] FIG. 1 shows the results of a test evaluating the prostaglandin E2 production inhibition of the active ingredient according to the present invention. DETAILED DESCRIPTION OF THE INVENTION
[0008] Preferred embodiments of the present invention will now be described in detail. The present invention relates to a composition containing vitamin B6 (excluding vitamin B6 salts or derivatives). Commercially available vitamin B6 can be used as the vitamin B6 of the present invention. However, it is also possible to use a desalted product obtained by removing the hydrochloride from pyridoxine hydrochloride by ion exchange treatment. Examples of ion exchange treatment include electrodialysis using an ion exchange membrane and a substitution method using an ion exchange resin. Furthermore, from the viewpoint of efficient dehydrochlorination, a dehydrochlorination method using an anion exchange membrane and an electrolytic reduction device can also be used.
[0009] In the ion exchange method, the hydrochloride solution is passed through a column packed with a strong basic anion exchange resin to remove the Cl. The resulting solution is a dehydrochlorinated aqueous solution.
[0010] In the present invention, in order to improve the stability of cosmetics containing vitamin B6, one or more selected from inorganic acids or their salts, organic acids or their salts, chelating agents, and plant-, seaweed-, and animal-derived ingredients may be blended. Examples of inorganic acids or their salts include sulfurous acid or its salt, phosphoric acid or its salt, and other inorganic salts. Examples of organic acids or their salts include citric acid or its salt, malic acid or its salt, tartaric acid or its salt, oxalic acid or its salt, lactic acid or its salt, sorbic acid or its salt, fumaric acid or its salt, and phthalic acid or its salt. Examples of chelating agents include edetic acid or its salt, ethylenediaminetriacetic acid or its salt, gluconic acid or its salt, phytic acid or its salt, pyrophosphoric acid or its salt, polyphosphoric acid or its salt, metaphosphoric acid or its salt, and hydroxyethanediphosphonic acid or its salt.
[0011] In the present invention, the inorganic acid salt may be any physiologically acceptable inorganic acid salt (potassium, sodium, calcium, magnesium, iron, zinc, etc.). Examples of the sulfite salt include sodium bisulfite, sodium pyrosulfite or sodium sulfite, potassium bisulfite, potassium sulfite, calcium bisulfite, calcium sulfite, magnesium bisulfite, and magnesium sulfite, but the present invention is not limited thereto. Similarly, the phosphate salt may be any physiologically acceptable salt (potassium, sodium, calcium, magnesium, iron, zinc, etc.).
[0012] The organic acid salts used in the present invention may be any physiologically acceptable salts (potassium, sodium, calcium, magnesium, iron, zinc, etc.). For example, citrates include sodium citrate, disodium citrate, trisodium citrate, potassium citrate, dipotassium citrate, and tripotassium citrate, but the present invention is not limited thereto. Similarly, the malate, tartrate, oxalate, lactate, sorbate, pyruvate, fumarate, and phthalate may be any physiologically acceptable salts (potassium, sodium, calcium, magnesium, iron, zinc, etc.).
[0013] When the composition of the present invention is incorporated into an external skin preparation, in addition to the above-mentioned composition of essential ingredients, ingredients commonly used in cosmetics, such as oily ingredients, surfactants (synthetic or natural), moisturizers, anti-inflammatory agents, thickeners, preservatives / bactericides, anti-acne agents, cell activators, powder ingredients, ultraviolet absorbers, antioxidants, whitening agents, anti-wrinkle agents, pigments, fragrances, etc., can be appropriately incorporated as needed.
[0014] Examples of oily components include olive oil, jojoba oil, castor oil, soybean oil, rice oil, rice germ oil, coconut oil, palm oil, cacao oil, meadowfoam oil, shea butter, tea tree oil, avocado oil, macadamia nut oil, bergamot oil, lavender oil, rose oil, bergamot oil, chamomile oil, and other plant-derived oils and fats such as squalane; vitamin A oil; animal-derived oils and fats such as mink oil and turtle oil; waxes such as beeswax, carnauba wax, rice wax, and lanolin; liquid paraffin, petrolatum, and paraffin wax. Examples of suitable glycerides include hydrocarbons such as cocos and squalane; fatty acids such as myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, and cis-11-eicosenoic acid; higher alcohols such as lauryl alcohol, cetanol, pantothenyl alcohol, and stearyl alcohol; and synthetic esters and synthetic triglycerides such as isopropyl myristate, isopropyl palmitate, butyl oleate, 2-ethylhexyl glyceride, and higher fatty acid octyldodecyl (e.g., octyldodecyl stearate).
[0015] Examples of surfactants include nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene fatty acid esters, polyoxyethylene sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyoxyethylene hydrogenated castor oil, and polyoxyethylene sorbitol fatty acid esters; fatty acid salts, alkyl sulfates, alkylbenzene sulfonates, polyoxyethylene alkyl ether sulfates, polyoxyethylene fatty amine sulfates, polyoxyethylene alkylphenyl ether sulfates, polyoxyethylene alkyl ether phosphates, α-sulfonated fatty acid alkyl ester salts, polyoxyethylene Examples of surfactants that can be used include anionic surfactants such as phenyl alkyl phenyl ether phosphates; cationic surfactants such as quaternary ammonium salts, primary to tertiary fatty amine salts, trialkylbenzylammonium salts, alkylpyridinium salts, 2-alkyl-1-alkyl-1-hydroxyethylimidazolinium salts, N,N-dialkylmorpholinium salts, and polyethylene polyamine fatty acid amide salts; and amphoteric surfactants such as N,N-dimethyl-N-alkyl-N-carboxymethylammoniobetaine, N,N,N-trialkyl-N-alkyleneammoniocarboxybetaine, N-acylamidopropyl-N', N'-dimethyl-N'-β-hydroxypropylammoniosulfobetaine.
[0016] Examples of emulsifiers and / or emulsifying aids that can be blended include stevia derivatives such as enzyme-treated stevia, saponin or derivatives thereof, casein or its salts (sodium, etc.), sugar and protein complexes, sucrose or esters thereof, lactose, soybean-derived water-soluble polysaccharides, soybean-derived protein and polysaccharide complexes, lanolin or derivatives thereof, cholesterol, stevia derivatives (enzyme-treated stevia, etc.), silicates (aluminum, magnesium, etc.), carbonates (calcium, sodium, etc.), saponin and derivatives thereof, lecithin and derivatives thereof (hydrogenated lecithin, etc.), lactic acid bacteria-fermented rice, lactic acid bacteria-fermented germinated rice, lactic acid bacteria-fermented grains (wheat, beans, millet, etc.), etc.
[0017] Examples of moisturizing agents include glycerin, propylene glycol, dipropylene glycol, 1,3-butylene glycol, polyethylene glycol, sorbitol, xylitol, sodium pyrrolidone carboxylate, and the like, as well as sugars such as trehalose and raffinose, mucopolysaccharides (e.g., hyaluronic acid and its derivatives, hyaluronic acid fermentation liquid, chondroitin and its derivatives, heparin and its derivatives, etc.), elastin and its derivatives, collagen and its derivatives, collagen peptides, NMF-related substances, lactic acid, urea, higher fatty acid octyldodecyl, seaweed extract, estradiol, various amino acids and their derivatives.
[0018] Examples of thickeners include components derived from brown algae, green algae, or red algae, such as alginic acid, agar, carrageenan, and fucoidan; polysaccharides such as pectin and aloe polysaccharide; gums such as tragacanth gum, locust bean gum, xanthan gum, and guar gum; cellulose derivatives such as carboxymethyl cellulose, hydroxyethyl cellulose, and hydroxypropyl cellulose; synthetic polymers such as carboxyvinyl polymers, alkyl-modified carboxyvinyl polymers, polyvinyl alcohol, polyvinylpyrrolidone, and acrylic acid-methacrylic acid copolymers; hyaluronic acid and its derivatives; polyglutamic acid and its derivatives, and polyacrylic acid.
[0019] Anti-inflammatory agents include allantoin, dipotassium glycyrrhizinate, monoammonium glycyrrhizinate, β-glycyrrhetinic acid, stearyl glycyrrhetinate, ε-aminocaproic acid, d-camphor, dl-camphor, zinc oxide, panthenol, pyridoxine hydrochloride, and riboflavin or a derivative thereof.
[0020] Examples of antiseptics and disinfectants include urea; benzoic acid or its salts, parahydroxybenzoic acid esters such as methyl parahydroxybenzoate, ethyl parahydroxybenzoate, propyl parahydroxybenzoate, and butyl parahydroxybenzoate; phenoxyethanol, dichlorophene, hexachlorophene, chlorhexidine hydrochloride, benzalkonium chloride, salicylic acid, sodium salicylate, zinc pyrithione, benzalkonium chloride, ethanol, undecylenic acid, phenols, and alkane bromide. Examples include chrysoquinolinium, resorcinol, jamal (imidazolidinyl urea), isopropyl methylphenol, triclosan, trichlorocarbanide, trichlorohydroxydiphenol ether, hinokitiol, 1,2-pentanediol, propanediol, concentrated benzalkonium chloride solution 50, essential oils such as peppermint oil and eucalyptus oil, bark distillate, radish fermented liquid, ethanol derived from plants such as sugar cane and corn, or 1,3-butylene glycol.
[0021] Examples of cell activators include pantothenyl alcohol, menthol, dl-menthol, and γ-oryzanol.
[0022] Anti-acne agents include sulfur, salicylic acid or its salts, photosensitizer No. 201, pyridoxine dicaprylate, and the like.
[0023] Examples of powder components include sericite, titanium oxide, talc, kaolin, bentonite, zinc oxide, magnesium carbonate, magnesium oxide, zirconium oxide, barium sulfate, silicic anhydride, mica, nylon powder, polyethylene powder, silk powder, cellulose-based powder, powder of grains (rice, wheat, corn, millet, etc.), powder of beans (soybean, adzuki bean, etc.), etc.
[0024] Examples of ultraviolet absorbers include ethyl paraaminobenzoate, ethylhexyl paradimethylaminobenzoate, amyl salicylate and its derivatives, 2-ethylhexyl paramethoxycinnamate, octyl cinnamate, oxybenzone, 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-tert-butyl-4-methoxybenzoylmethane, 2-(2-hydroxy-5-methylphenyl)benzotriazole, urocanic acid, ethyl urocanate, and aloe extract.
[0025] Examples of antioxidants include butylhydroxyanisole, butylhydroxytoluene, propyl gallate, carotenoids such as astaxanthin, vitamin E and its derivatives (e.g., tocopherol acetate, tocopherol nicotinate), vitamin A and its derivatives (retinol palmitate, etc.), and the like.
[0026] Further, examples of whitening agents include one or more selected from ellagic acid and its derivatives, resorcinol derivatives, 4-methoxysalicylic acid potassium salt, magnolignan (5,5'-dipropyl-biphenyl-2,2'-diol), hydroxybenzoic acid and its derivatives, vitamin E and its derivatives, α-hydroxy acid, and AMP (adenosine monophosphate, adenosine monophosphate).
[0027] Examples of resorcinol derivatives include 4-n-butylresorcinol and 4-isoamylresorcinol; examples of 2,5-dihydroxybenzoic acid derivatives include 2,5-diacetoxybenzoic acid, 2-acetoxy-5-hydroxybenzoic acid, and 2-hydroxy-5-propionyloxybenzoic acid; and examples of α-hydroxy acids include lactic acid, malic acid, succinic acid, citric acid, and α-hydroxyoctanoic acid.
[0028] Furthermore, the following animal-, plant-, or microorganism-derived components can also be used in combination: for example, collagen or a hydrolysate thereof, yeast extract or hydrolysate, lactic acid bacteria culture, Gramineae plants, Cruciferae plants, Theaceae plants, Rosaceae plants, Paeoniaceae plants, Rutaceae plants, Amaranthaceae plants, Zosteraea plants, Leguminosae plants, Asteraceae plants, Fabaceae plants, Malvaceae plants, Gentianaceae plants, Lamiaceae plants, Nelumbaceae plants, Cucurbitaceae plants, Araliaceae plants, Solanaceae plants, Bignoniaceae plants, Actinidiaceae plants, Mulberry plants, Iridaceae plants, Campanulaceae plants, Oleaceae plants, Actinidiaceae plants, Mulberry plants, Rhamnaceae plants, Orchidaceae plants, and Anacardiaceae plants. Examples of suitable extracts include extracts of one or more plants selected from the family Garcinia, Valenciaceae, Rutaceae, Myrtaceae, Liliaceae, Crassulaceae, Cupressaceae, Convolvulaceae, and Asparagaceae, or hydrolysates or fermented products thereof; extracts of one or more seaweeds selected from the family Laminaria, Mirrataceae, and Ulvulaceae, or hydrolysates or fermented products thereof; jellyfish (autolyzed products of moon jellyfish, Nomura's jellyfish, etc.); hydrolysates or fermented products of hyaluronic acid; and extracts of royal jelly, or hydrolysates or fermented products thereof.
[0029] As ingredients derived from grass plants, particularly preferred are rice leaf hydrolysate, rice extract hydrolysate, rice bran extract hydrolysate, germinated brown rice hydrolysate, rice fermentation liquid, sake lees extract derived from sake, bamboo shoot skin extract from Madake or Moso bamboo, and fermented Job's tears seed. Furthermore, as Brassicaceae plants, particularly preferred are seed extracts or hydrolysates or fermented products of Hakugai, Ogai, or Kokugai. Furthermore, as ingredients derived from Theaceae plants, particularly preferred are green tea (Yabukita, Samidori, Asahi, Goko, Ujimidori, Kyomidori, Ujihikari, Samidori, Benifuuki, etc.) and black tea (Darjeeling, Assam, Ceylon, Earl Grey, Honey Black Tea, etc.). As ingredients derived from Rosaceae plants, particularly preferred are Damask rose flower extract, peach flower, leaf, or immature fruit extract, apricot fruit or seed extract, strawberry flower extract, and cherry blossom flower or leaf extract. Furthermore, as components derived from Paeoniaceae plants, extracts of peony root or flower and peony flower or root are preferred. As components derived from Amaranthaceae plants, Salicornia extract is particularly preferred. As components derived from Zosteraea plants, extracts of Zostera marina or Zostera kohlrabi are particularly preferred. As components derived from Leguminosae plants, extracts of white soybean or black soybean or their hydrolysates, fermented soy milk, adzuki bean extract, red clover extract, and pueraria lobata root extract are particularly preferred. As components derived from Asteraceae plants, burdock root extract, sunflower sprout extract, Arctium gracilis extract, arnica extract, and chamomile flower extract are particularly preferred. As components derived from Malvaceae plants, fermented products of hibiscus, rose of sharon, or hibiscus are preferred. As components derived from Gentianaceae plants, gentian extract is preferred. As components derived from Lamiaceae plants, perilla extract and barberry fruit extract are preferred. As a component derived from a plant of the Nelumbo family, particularly preferred is a lotus flower or lotus seed extract or a fermented lotus seed product. As a component derived from a plant of the Cucurbitaceae family, particularly preferred is a loofah extract. As a component derived from a plant of the Araliaceae family, a ginseng extract or fermented product is preferred. As a component derived from a plant of the Solanaceae family, an extract of eggplant (long eggplant, water eggplant, rice eggplant, Kamo eggplant, etc.) is included. As a component derived from a plant of the Bignoniaceae family, a Pau d'Arco bark extract is preferred. As a component derived from a plant of the Actinidiaceae family, an immature kiwi extract is preferred.As components derived from plants of the Moraceae family, mulberry bark extract, mulberry fruit extract, and fig fruit or bark extract are preferred. As components derived from plants of the Rhamnaceae family, jujube fruit extract is preferred. Furthermore, as components derived from plants of the Iridaceae family, saffron is preferred. As components derived from plants of the Campanulaceae family, an extract or hydrolysate of Codonopsis gracilis root is preferred. As components derived from plants of the Anacardiaceae family, mango fruit extract is particularly preferred. As components derived from plants of the Garciniaceae family, mangosteen fruit extract is particularly preferred. Furthermore, as components derived from plants of the Valenciaceae family, cherimoya fruit extract is preferred. As components derived from plants of the Rutaceae family, extracts of mandarin orange, bergamot fruit, grapefruit or banpeiyu fruit (including immature fruits), or Japanese pepper seed extract are preferred. As components derived from plants of the Liliaceae family, extracts of daylilies, daylilies, Casablanca lilies, Madonna lilies, or Japanese lilies are preferred. As a component derived from a Crassulaceae plant, an extract or fermented product of Rhodiola rosea (Rhodiola quinata) is particularly preferred. As a component derived from a plant of the Oleaceae family, an extract of jasmine flower is particularly preferred. As a plant of the Cupressaceae family, an extract of Juniperus communis fruit is particularly preferred. As a component derived from a plant of the Myrtaceae family, an extract of guava leaf is particularly preferred. As a plant of the Orchidaceae family, an extract of Bletilla sieboldii root (white orchid) is particularly preferred. As a component derived from a plant of the Convolvulaceae family, an extract of sweet potato or its fermented product, or an extract of sweet potato shochu lees or its fermented product is particularly preferred. Furthermore, as a plant of the Asparagaceae family, asparagus (green asparagus and white asparagus) is particularly preferred. As a component derived from seaweed of the Laminaceae family, a kelp extract is particularly preferred, as a component derived from seaweed of the Mirinaceae family, an extract of Katamen-kirinsai is particularly preferred, and as a component derived from seaweed of the Ulva family, an extract of Ulva pertusa is particularly preferred. As a component derived from seaweed of the Funoriaceae family, an extract of Funori is particularly preferred.
[0030] The present invention will now be described in more detail with reference to Production Examples, Formulation Examples, and Test Examples, but the present invention is not limited thereto. In the following, all parts mean parts by weight, and all % mean % by weight.
[0031] Manufacturing Example 1: Preparation of Vitamin B6 100 g of pyridoxine hydrochloride was dissolved in 900 g of purified water. This aqueous solution of hydrochloride was passed through a strongly basic anion exchange resin column to remove hydrochloric acid. This solution was concentrated to dryness to obtain 6 g of pyridoxine (vitamin B6).
[0032] Test Example 1: Evaluation test of perilipin synthesis inhibitory effect Hereinafter, the sebum secretion-inhibiting effect of vitamin B6 according to the present invention will be evaluated based on its effect of inhibiting the synthesis of a protein called perilipin 1, which is present around lipid droplets in adipocytes. Since a decrease in perilipin 1 is known to result in a decrease in the number and size of lipid droplets, thereby inhibiting sebum secretion, the effect of inhibiting perilipin 1 synthesis will be evaluated. [Test method] Preadipocytes (3T3-L1) were seeded in Dulbecco's modified Eagle's MEM medium, and after adding IBMX, DEX, and insulin for differentiation induction, the medium was replaced with a medium containing vitamin B6 (hereinafter referred to as the "sample of the present invention") or pyridoxine hydrochloride (hereinafter referred to as the "comparison sample") prepared in Preparation Example 1. After 24 hours of culture, the cells were harvested using Trizol reagent, and total RNA was extracted by standard methods. cDNA was synthesized by reverse transcription, and the expression level of the Perilipin1 gene relative to β-Actin was calculated by RT-PCR.
[0033] The results of Test Example 1 are shown in FIG. As shown in Figure 1, it was confirmed that the sample of the present invention has a significantly superior inhibitory effect on Perilipin1 gene (PLIN1) expression compared to the comparative sample. This result suggests that the sample of the present invention has the effect of suppressing intracellular fat accumulation.
[0034] Test Example 2: Epidermal cell ROS suppression test Normal human epidermal keratinocytes (NHEK) were cultured at 8 × 10 4The cells were prepared at a concentration of 100 μL / mL, and 100 μL was seeded onto a 96-well microplate. The cells were cultured at 37°C under 5% carbon dioxide and saturated steam. After 24 hours, the culture medium containing the sample was added with pyridoxine base or pyridoxine hydrochloride to the specified concentration, and the cells were cultured. After 48 hours, the supernatant from the test group was removed, and 2',7'-dichlorodihydrofluorescein diacetate (DCFH-2DA) was taken up by the cells. After washing with HBSS, the cells were irradiated with approximately 50 mJ / cm from the bottom of the incubator using a UV-B lamp (Philips TL20W / 12RS). 2 The cells were then exposed to ultraviolet light for 10 min. The fluorescence intensity (excitation wavelength 485 nm, absorption wavelength 538 nm) was then measured using a fluorescent plate reader (Fluoroscan Ascent, Thermo Labsystems) and this was taken as the amount of oxidative damage. Hoechst 33342 was then incorporated and DNA staining was performed. The fluorescence intensity (excitation wavelength 355 nm, absorption wavelength 460 nm) was then measured using a fluorescent plate reader (Fluoroscan Ascent, Thermo Labsystems) and this was taken as the amount of DNA. After measurement, the amount of oxidative damage per amount of DNA was calculated.
[0035] The results of Test Example 2 are shown in FIG. As shown in Figure 2, it was confirmed that the sample of the present invention has a significantly superior inhibitory effect on ROS production in epidermal cells compared to the comparative sample. This result suggests that the sample of the present invention can efficiently suppress oxidative stress in cells.
[0036] Test Example 3: Prostaglandin E2 production inhibition evaluation test [Test method] 5 x 10 SIRC in a 96-well plate 3 The cells were seeded at 100 cells / well and cultured until subconfluent. The medium was then replaced with one containing pyridoxine base or pyridoxine hydrochloride, and after one day, the cells were irradiated from the bottom of the incubator with a UV-B lamp (Philips TL20W / 12RS) at approximately 100 mJ / cm. 2After culturing for another 24 hours, the culture supernatant was collected and PGE2 was quantified using an EIA kit (Caiman Chemical).
[0037] The results of Test Example 3 are shown in FIG. As shown in Table 3, it was confirmed that the sample of the present invention has a significantly superior inhibitory effect on prostaglandin E2 production compared to the comparative sample. This result suggests an excellent anti-inflammatory effect.
[0038] Prescription example 1. Lotion [Ingredients] Part Eucalyptus oil 0.2 Polyoxyethylene (5.5) Cetyl Alcohol 5.0 Compound of Preparation Example 1 0.1 Tocopherol acetate 0.02 Dipotassium glycyrrhizinate 0.5 Monoammonium glycyrrhizinate 0.5 Stearyl glycyrrhizinate 0.05 Isopropylmethylphenol 0.1 Align In 0.1 D-Pantothenyl alcohol 0.1 Salicylic acid 0.5 Urea 5.0 l-menthol 0.9 dl-menthol 0.2 1,3-butylene glycol 5.0 Sodium citrate 0.2 Methylparaben 0.1 Hinokitiol 0·003 Photosensor No. 201 0.002 Purified water (enough to make the total volume 100 parts)
[0039] Prescription example 2: Lotion [Ingredients] Part Glyceryl Caprylate 3.0 Polyglyceryl-10 Laurate 3.0 Cetyl alcohol 2.0 Behenyl Alcohol 2.0 Methylparaben 0.1 Compound of Preparation Example 1 0.1 Yeast hydrolyzate 2.0 Ascorbic Acid 3.0 Glycyrrhizic acid 0.5 β-Glycyrrhetinic acid 0.05 Tocopherol nicotinate 0.1 Resorcinol 0.1 Zinc Oxide 2.0 dl-camphor 0.5 Glycerin 2.0 1,3-butylene glycol 5.0 Potassium hydroxide 0.5 Purified water (enough to make the total volume 100 parts)
[0040] Prescription example 3: Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of rice extract hydrolysate was used in place of the yeast hydrolysate contained in Formulation Example 2.
[0041] Prescription example 4: Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of rice bran extract hydrolysate was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0042] Prescription example 5. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of fermented Job's tears seeds were used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0043] Prescription example 6. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of sake lees extract derived from sake was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0044] Prescription example 7. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of Benifuuki tea extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0045] Prescription example 8. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of damask rose flower extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0046] Prescription example 9. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of cherry blossom extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0047] Prescription example 10. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of black soybean hydrolysate was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0048] Prescription example 11. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of red clover root extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0049] Prescription example 12. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of chamomile extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0050] Prescription example 13. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of gentian extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0051] Prescription example 14. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of perilla leaf extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0052] Prescription example 15. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of lotus seed extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0053] Prescription example 16. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of lotus seed fermentation product was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0054] Prescription example 17. Lotion A lotion was obtained in the same manner as in Formulation Example 2, except that 2.0 parts of Morus alba extract was used in place of the yeast hydrolysate of Production Example 1 contained in Formulation Example 2.
[0055] Prescription example 18. Lotion [Ingredients] Part Jojoba oil 1.0 Polyoxyethylene (5.5) Cetyl Alcohol 5.0 Methylparaben 0.1 Compound according to Production Example 1 0.2 Ascorbic Acid Glucoside 2.0 Tranexamic acid 2.0 ε-aminocaproic acid 0.1 Sulfur 0.2 Estradiol 0.1 Glycerin 5.0 1,3-butylene glycol 5.0 Sodium citrate 0.2 Sodium metabisulfite 0.2 d-Camphor 0.1 Purified water (enough to make the total volume 100 parts)
[0056] Prescription example 19. Emulsion [Ingredients] Part Squalane 5.0 Cyclopentanesiloxane 1.0 Hexalan 3.0 Hexyldecyl Isostearate 1.0 Caprylic / Capric Triglyceride 1.0 Polyglyceryl-10 Laurate 5.0 Polyglyceryl-10 Isostearate 5.0 Ascorbyl dipalmitate 15.0 Hydrogenated soy lecithin 1.5 Compound according to Production Example 1 2.0 Ascorbic acid phosphate magnesium salt 3.0 Arbutin 3.0 Potassium hydroxide 0.5 Glycerin 3.0 1,3-butylene glycol 2.0 Carboxymethylcellulose 0.3 Xanthan gum 0.2 Tremella fuciformis polysaccharide 0.2 Sodium hyaluronate 0.01 Tocopherol acetate 0.3 Tocopherol nicotinate 0.1 Glycyrrhizic acid 0.1 Dipotassium glycyrrhizinate 0.1 Isopropylmethylphenol 0.1 Water-soluble collagen 1.0 Hydrolyzed Collagen 1.0 Sodium hyaluronate 1.0 Purified water (enough to make the total volume 100 parts)
[0057] Prescription example 20. Emulsion An emulsion was obtained in the same manner as in Formulation Example 19, except that 2.0 parts of L-ascorbic acid-2-glucoside was used in place of 2.0 parts of ascorbic acid phosphate magnesium salt.
[0058] Prescription example 21. Emulsion An emulsion was obtained in the same manner as in Formulation Example 19, except that 2.0 parts of tranexamic acid were used in place of 2.0 parts of ascorbic acid phosphate magnesium salt and 0.5 parts of potassium hydroxide.
[0059] Prescription example 22. Emulsion An emulsion was obtained in the same manner as in Formulation Example 19, except that 2.0 parts of ascorbic acid phosphate magnesium salt was replaced with 3.0 parts of 3-O-ethyl ascorbic acid.
[0060] Prescription example 23. Cream [Ingredients] Part Olive oil 5.0 Jojoba oil 5.0 Squalane 5.0 Hexyldecyl Isostearate 5.0 Di(octyldodecyl / phytosteryl / behenyl) lauroyl glutamate 5.0 Glyceryl Caprylate 1.0 Glyceryl stearate 1.0 Isostearyl glyceryl 3.0 γ-oryzanol 0.1 Behenyl Alcohol 2.0 Palmitic acid 2.5 D-Pantothenyl Alcohol 3.0 Allantoin 0.1 Riboflavin 0.01 Resorcinol 0.1 Benzalkonium chloride 0.05 Urea 3.0 β-Glycyrrhetinic acid 0.1 Stearyl Glycyrrhetinate 0.1 Ammonium glycyrrhizinate 0.1 Compound according to Production Example 1 3.0 Lactic acid bacteria fermented rice 2.0 Hydrogenated lecithin 0.5 Hydrogenated lysolecithin 0.5 Oil-soluble Panax ginseng extract 2.0 Xanthan gum 1.0 Zinc oxide 0.5 dl-camphor 0.3 l-menthol 0.5 Purified water (enough to make the total volume 100 parts)
[0061] Example 24. Pack [Ingredients] Part Dipropylene Glycol 5.0 Polyoxyethylene (60) hydrogenated castor oil 5.0 Cetyl alcohol 3.0 Behenyl Alcohol 3.0 Allantoin 0.1 Dipotassium glycyrrhizinate 0.1 Ammonium glycyrrhizinate 0.1 β-Glycyrrhetinic acid 0.1 Stearyl Glycyrrhetinate 0.1 Salicylic acid 0.1 Tocopherol acetate 0.5 Tocopherol nicotinate 0.1 D-Pantothenyl alcohol 0.3 Resorcinol 0.1 Sulfur 2.0 Estradiol 0.002 Compound according to Production Example 1 0.2 Xanthan gum 2.0 Polyglyceryl-6 Myristate 1.0 Potassium cocoyl glutamate 1.0 Hydrogenated Lecithin 3.0 Hydroxylated Lecithin 3.0 Purified water (enough to make the total volume 100 parts)
[0062] Prescription example 25. Hair shampoo [Ingredients] Part Sodium Laureth Sulfate 10.0 Glyceryl Monostearate 1.0 Coconut oil fatty acid diethanolamide 2.0 Polyoxyethylene (40) hydrogenated castor oil 0.5 Benzalkonium chloride 1.0 Stearyl Alcohol 2.0 Behenyl Alcohol 2.0 Dimethicone 3.0 Compound according to Production Example 1 0.2 Allantoin 0.1 Dipotassium glycyrrhizinate 0.1 Salicylic acid 0.1 Sodium salicylate 0.1 Tocopherol acetate 0.1 Pyrithione Zinc 0.3 Benzoic acid 0.2 Triclosan 0.2 Citric acid 0.1 Propylene Glycol 2.0 Purified water (enough to make the total volume 100 parts)
[0063] Example 26. Hair conditioner [Ingredients] Part Polyoxyethylene (10) hydrogenated castor oil 1.0 Distearyldimethylammonium chloride 1.5 Stearyltrimethylammonium chloride 2.0 Glyceryl 2-ethylhexanoate 1.0 Benzalkonium chloride 1.0 Cetyl alcohol 3.0 Stearyl Alcohol 1.0 Compound according to Production Example 1 0.2 Salicornia extract 1.0 Black soybean hydrolysate 1.0 Allantoin 0.1 Isopropylmethylphenol 0.1 Dipotassium glycyrrhizinate 0.1 Salicylic acid 0.1 Sulfur 0.5 Alkylisoquinolinium bromide solution (75%) 0.06 Pyrithione Zinc 0.3 Methylparaben 0.1 Triclosan 0.2 Resorcinol 0.1 Purified water (enough to make the total volume 100 parts)
[0064] Formulation example 27. Cleansing cosmetics [Ingredients] Part Potassium cocoyl glycinate 5.0 Glycerin 10.0 Glyceryl Caprylate 1.0 Sodium lauroyl aspartate 10.0 Compound according to Production Example 1 0.2 Cetyl alcohol 3.0 Myristyl Alcohol 3.0 Isopropyl methyl alcohol 0.1 Allantoin 0.1 Sulfur 0.5 Glycyrrhizic acid 0.1 Dipotassium glycyrrhizinate 0.1 Monoammonium glycyrrhizinate 0.1 β-Glycyrrhetinic acid 0.05 Stearyl Glycyrrhetinate 0.1 Salicylic acid 0.2 Tocopherol acetate 0.2 Triclosan 0.1 Trichlorocarbanide 0.5 Trichlorohydroxydiphenyl ether 0.2 Concentrated Benzalkonium Chloride Solution 50 0.2 Benzalkonium chloride 0.1 Purified water (enough to make the total volume 100 parts)
[0065] Prescription Example 28 A sheet mask is obtained by impregnating a nonwoven fabric with the following ingredients. [Ingredients] Part Compound according to Production Example 1 1.0 Glycerin 3.0 1,3-butylene glycol 2.0 L-Ascorbic Acid 2-Glucoside 2.0 Methylparaben 0.2 Citric acid 0.1 Sodium citrate 0.3 Xanthan gum 1.0 Water-soluble collagen 1.0 Sodium hyaluronate 1.0 Eelgrass extract 1.0 Rice extract hydrolyzate 1.0 Potassium hydroxide (appropriate amount) Purified water (enough to make the total volume 100 parts)
[0066] Prescription example 29. Beauty serum [Ingredients] Part Ethanol 2.0 Glycerin 5.0 1,3-butylene glycol 5.0 Methylparaben 0.1 Hyaluronic Acid Hydrolysate 1.0 Fermented lotus seeds 1.0 Lactic acid bacteria culture 1.0 Compound according to Production Example 1 0.2 Citric acid 0.3 Sodium citrate 0.6 Purified water (enough to make the total volume 100 parts)
Claims
1. A topical fat accumulation inhibitor for skin application containing vitamin B6 (desalinated pyridoxine hydrochloride) as an active ingredient.
2. An intracellular active oxygen production inhibitor for topical use on the skin, containing vitamin B6 (desalinated pyridoxine hydrochloride) as its active ingredient.
3. A topical prostaglandin E2 synthesis inhibitor for skin application containing vitamin B6 (desalinated pyridoxine hydrochloride) as the active ingredient.
Citation Information
Patent Citations
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