Skin condition improving agent

A method for deriving polyphenols from bagasse through pretreatment and adsorption enhances skin smoothness, reduces wrinkles, and increases moisture, offering a novel application in skin care products.

JP7716862B2Active Publication Date: 2025-08-01MITSUI SUGAR CO LTD
View PDF 7 Cites 0 Cited by

Patent Information

Application Number
JP2021037382
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-03-09
Publication Date
2025-08-01
Estimated Expiration
2041-03-09

AI Technical Summary

Technical Problem

There is a need for a more effective utilization of biomass-derived polyphenols, particularly from bagasse, to improve skin conditions such as smoothness, reduce wrinkles, and enhance moisture content.

Method used

A method involving pretreatment of bagasse with an alkaline solution, pH adjustment, and passage through an aromatic synthetic adsorbent to obtain a polyphenol composition, which is then used as an active ingredient in skin condition improving agents.

Benefits of technology

The method effectively improves skin smoothness, reduces wrinkles, and increases skin moisture content, providing a new use for bagasse-derived polyphenols in cosmetic and pharmaceutical applications.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 0007716862000002
    Figure 0007716862000002
  • Figure 0007716862000003
    Figure 0007716862000003
  • Figure 0007716862000004
    Figure 0007716862000004
Patent Text Reader

Abstract

To provide a new use for a bagasse-derived polyphenol composition.SOLUTION: The present invention relates to an agent for improving skin conditions that contains a bagasse-derived polyphenol composition as an active ingredient.SELECTED DRAWING: None
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to a skin condition improving agent.

Background Art

[0002] In recent years, from the viewpoint of reducing environmental load, the utilization of biomass derived from natural products has been studied, and research has been advanced in various fields. For example, Patent Document 1 discloses a method for producing a polyphenol composition from bagasse, comprising a step of pretreating bagasse using at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment liquid; a step of adjusting the pH of the pretreatment liquid to acidic with hydrochloric acid and then filtering to recover the filtrate; and a step of passing the filtrate through a column filled with an aromatic synthetic adsorbent and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as a polyphenol composition.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] An object of the present invention is to provide a new use of a bagasse-derived polyphenol composition aiming at more effective utilization of biomass.

Means for Solving the Problems

[0005] The present inventors have found that a bagasse-derived polyphenol composition has an effect of improving skin smoothness, an effect of reducing skin wrinkles, an effect of suppressing skin pigmentation, and an effect of increasing skin moisture content. The present invention is based on these findings.

[0006] In one aspect, the present invention provides a skin condition improving agent containing a bagasse-derived polyphenol composition as an active ingredient. As described above, since the bagasse-derived polyphenol composition has an effect of improving skin smoothness, an effect of reducing skin wrinkles, an effect of suppressing skin pigmentation, and an effect of increasing skin moisture content, the skin condition improving agent according to the present invention can improve the skin condition based on at least one effect selected from the group consisting of the effect of improving skin smoothness, the effect of reducing skin wrinkles, the effect of suppressing skin pigmentation, and the effect of increasing skin moisture content.

[0007] The above-mentioned bagasse-derived polyphenol composition is obtained by a method comprising a step of pretreating bagasse with at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment solution; a step of adjusting the pH of the pretreatment solution to acidic with hydrochloric acid and then filtering to recover the filtrate; and a step of passing the filtrate through a column filled with an aromatic synthetic adsorbent and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as the polyphenol composition. Thereby, the effects of improving skin smoothness, reducing skin wrinkles, suppressing skin pigmentation, and increasing skin moisture content are more effectively exerted.

[0008] The temperature of the above-mentioned alkaline solution may be 60 to 100°C.

[0009] The above-mentioned alkaline solution may be an aqueous sodium hydroxide solution.

[0010] The concentration of the above-mentioned aqueous sodium hydroxide solution may be 0.1 to 1.0% by mass.

[0011] The above-mentioned aromatic synthetic adsorbent may be composed of a styrene-divinylbenzene resin.

[0012] The skin condition improving agent according to the present invention may be for improving skin smoothness, reducing skin wrinkles, suppressing skin pigmentation, or increasing skin moisture content.

[0013] The present invention, in another aspect, provides a skin smoothness improver, a skin wrinkle reducer, a skin pigmentation inhibitor, or a skin moisture content increaser containing a bagasse-derived polyphenol composition as an active ingredient.

Effects of the Invention

[0014] According to the present invention, a new use of the bagasse-derived polyphenol composition can be provided.

Brief Description of the Drawings

[0015]

Figure 1

Figure 2

Figure 3

Figure 4

Figure 5

Modes for Carrying Out the Invention

[0016] Hereinafter, modes for carrying out the present invention will be described in detail. However, the present invention is not limited to the following embodiments.

[0017] The skin condition improver according to the present embodiment contains a bagasse-derived polyphenol composition as an active ingredient. Since the bagasse-derived polyphenol composition has an action of improving skin smoothness, an action of reducing skin wrinkles, an action of inhibiting skin pigmentation, and an action of increasing skin moisture content, the skin condition improver according to the present invention can improve the skin condition based on at least one action selected from the action of improving skin smoothness, the action of reducing skin wrinkles, the action of inhibiting skin pigmentation, and the action of increasing skin moisture content.

[0018] Improvement of skin condition includes aesthetically improving the skin condition. Improvement of skin condition includes rejuvenating the skin condition, maintaining the youthfulness of the skin condition, etc. More specifically, improvement of skin condition includes, for example, improvement of skin smoothness, reduction of skin wrinkles, suppression of pigmentation on the skin, and increase in skin moisture content. Therefore, the skin condition improving agent according to the present embodiment can also be used, for example, for anti-aging.

[0019] The bagasse-derived polyphenol composition as an active ingredient is a composition containing one or more polyphenols obtained by processes such as extraction, purification, and / or isolation using bagasse as a raw material. The polyphenol in this specification is a phenolic compound that can be measured by the Folin - thiocult method. More specifically, the polyphenol may be a phenylpropanoid such as p-coumaric acid or ferulic acid, a flavonoid such as catechin or anthocyanin, etc.

[0020] In this specification, bagasse refers to the bagasse of sugarcane, typically the bagasse discharged in the sugar production process in a sugar factory. Note that the bagasse discharged in the sugar production process in a sugar factory includes not only the final bagasse that comes out of the final press but also the shredded sugarcane that has been bitten into by the subsequent presses including the first press. Preferably, the bagasse discharged after squeezing the sugar juice by the squeezing process in a sugar factory is used. The bagasse discharged from the squeezing process differs in its contained moisture, sugar content, and its composition ratio depending on the type of sugarcane, the harvesting time, etc., but any of these bagasses can be used. The bagasse may be the bagasse remaining after squeezing sugarcane discharged in a brown sugar factory. Also, in small-scale experiments at the laboratory level, the bagasse after squeezing the sugar juice from sugarcane may be used.

[0021] In one embodiment, the bagasse-derived polyphenol composition is obtained by a method comprising a step of pretreating bagasse with at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment solution (pretreatment step); a step of adjusting the pH of the obtained pretreatment solution to acidic with hydrochloric acid and then filtering to recover the filtrate (filtration step); and a step of passing the recovered filtrate through a column filled with an aromatic synthetic adsorbent and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as the polyphenol composition (elution step).

[0022] In one embodiment, the pretreatment step may be a treatment of bringing the alkaline solution into contact with bagasse. Examples of the method of bringing the alkaline solution into contact include a method of spraying the alkaline solution onto bagasse and a method of immersing bagasse in the alkaline solution. In the method of immersing bagasse in the alkaline solution, the mixture of bagasse and the alkaline solution may be immersed while stirring.

[0023] The alkaline solution may be at least one selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution. From the viewpoint of being inexpensive, the alkaline solution is preferably an aqueous sodium hydroxide solution.

[0024] The concentration of the alkaline solution may be appropriately set depending on the type of the alkaline solution used. From the viewpoint of shortening the treatment time of the pretreatment, it is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, and still more preferably 0.3% by mass or more. From the viewpoint of improving the extraction efficiency, the concentration of the alkaline solution is preferably 10% by mass or less, more preferably 5% by mass or less, and still more preferably 1.0% by mass or less.

[0025] The alkaline solution during the pretreatment step is preferably heated. From the perspective of shortening the treatment time of the pretreatment, the temperature of the alkaline solution (liquid temperature) is preferably 50°C or higher, more preferably 60°C or higher, and still more preferably 80°C or higher. From the perspective of preventing polysaccharides from remaining in the pretreatment liquid, the temperature of the alkaline solution is preferably 110°C or lower, more preferably 105°C or lower, and still more preferably 100°C or lower.

[0026] The addition amount of the alkaline solution may be 50 parts by mass or more, 100 parts by mass or more, or 1000 parts by mass or more based on 100 parts by mass of bagasse. Also, the treatment time in the pretreatment step may be appropriately adjusted according to the type, temperature, and addition amount of the alkaline solution. For example, it may be 1 to 5 hours.

[0027] The pH of the pretreatment liquid may be 8 or higher, or 9 or higher, and may be 13 or lower, or 12 or lower.

[0028] In the pretreatment step according to this embodiment, after performing the above-described alkali treatment, the insoluble matter and the liquid component may be separated. In that case, the separated liquid component can be used as the pretreatment liquid. The method for separating the insoluble matter and the liquid component may be separation by a strainer, filtration, centrifugation, decantation, or the like.

[0029] Next, the pH of the pretreatment liquid obtained in the pretreatment step is adjusted to be acidic with hydrochloric acid and then filtered, and the filtrate is recovered (filtration step).

[0030] In the filtration step, first, hydrochloric acid is added to the pretreatment liquid to adjust the pH of the pretreatment liquid to be acidic. The concentration of hydrochloric acid may be appropriately set as long as the pH can be adjusted. For example, it may be 0.1 to 35% by mass.

[0031] The pH of the pretreatment liquid after hydrochloric acid addition (hereinafter also referred to as "acidic pretreatment liquid") is preferably 1.5 or more, more preferably 2.0 or more, still more preferably 2.5 or more, from the viewpoint of achieving both suppression of aggregation precipitation of polyphenols and adsorption to the synthetic adsorbent, and is preferably 4.5 or less, more preferably 4.0 or less, still more preferably 3.5 or less. When the pH of the acidic pretreatment liquid is 1.5 or more, polyphenols are less likely to aggregate and precipitate, so even if filtration is carried out after pH adjustment, it becomes difficult to remove polyphenols by filtration. On the other hand, when the pH of the acidic pretreatment liquid is 4.5 or less, in the elution step described later, it is possible to facilitate the adsorption of polyphenols to the aromatic synthetic adsorbent. That is, when the pH of the acidic pretreatment liquid is within the above range, it is possible to suppress the aggregation precipitation of polyphenols and promote the adsorption to the aromatic synthetic adsorbent.

[0032] By adjusting the pH of the acidic pretreatment liquid to the above range, components insoluble in the acidic pretreatment liquid precipitate. In the filtration step, the precipitated insoluble components are removed by filtration. Filtration may be carried out by natural filtration, vacuum filtration, pressure filtration, centrifugal filtration, etc., and is preferably carried out by pressure filtration. Pressure filtration may be carried out by a pressure filter (filter press).

[0033] During filtration, a filter aid may be added to the acidic pretreatment liquid. Examples of the filter aid include diatomaceous earth, perlite, and cellulose. When adding a filter aid, the content of the filter aid may be 0.2 to 2.0% by mass based on the total amount of the acidic pretreatment liquid.

[0034] Next, the filtrate obtained in the filtration step is passed through a column filled with an aromatic synthetic adsorbent. By eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction, a polyphenol composition can be produced (elution step).

[0035] The aromatic synthetic adsorbent is a synthetic adsorbent made of an aromatic resin from the viewpoint of efficiently adsorbing the polyphenol composition contained in the filtrate. As the aromatic resin, a styrene-divinylbenzene-based aromatic resin is preferred. Examples of the styrene-divinylbenzene-based aromatic resin include porous resins such as an aromatic resin having a hydrophobic substituent, an unsubstituted aromatic resin, and an aromatic resin obtained by subjecting an unsubstituted resin to a special treatment. As the styrene-divinylbenzene-based aromatic resin, an unsubstituted aromatic resin or an aromatic resin obtained by subjecting an unsubstituted resin to a special treatment for increasing the specific surface area is preferred, and an aromatic resin obtained by subjecting an unsubstituted resin to a special treatment for increasing the specific surface area is more preferred.

[0036] From the viewpoint of improving the adsorption rate, the specific surface area of the aromatic synthetic adsorbent is preferably 500 m 2 / g or more, more preferably 700 m 2 / g or more, in terms of dry mass. The specific surface area of the aromatic synthetic adsorbent can be calculated by applying the measured value of the gas adsorption method to the BET equation. The most frequent pore diameter (the most probable pore diameter) of the aromatic synthetic adsorbent is preferably 600 Å or less, more preferably 300 Å or less, and still more preferably 200 Å or less, from the viewpoints of high separation performance and high adsorption performance. The most frequent pore diameter can be measured by the gas adsorption method.

[0037] Such synthetic adsorbents are commercially available. For example, Diaion (trademark) HP-10, HP-20, HP-21, HP-30, HP-40, HP-50 (all of the above are unsubstituted aromatic resins, all are trade names, manufactured by Mitsubishi Chemical Corporation); SP-825, SP-800, SP-850, SP-875, SP-70, SP-700 (all of the above are aromatic resins with special treatment on the unsubstituted type, all are trade names, manufactured by Mitsubishi Chemical Corporation); SP-900 (aromatic resin, trade name, manufactured by Mitsubishi Chemical Corporation); Amberlite (trademark) XAD-2, XAD-4, XAD-16, XAD-18, XAD-2000 (all of the above are aromatic resins, all are trade names, manufactured by Organo Corporation); Diaion (trademark) SP-205, SP-206, SP-207 (all of the above are aromatic resins having hydrophobic substituents, all are trade names, manufactured by Mitsubishi Chemical Corporation); HP-2MG, EX-0021 (all of the above are aromatic resins having hydrophobic substituents, all are trade names, manufactured by Mitsubishi Chemical Corporation), etc. Among them, Diaion (trademark) SP-850 is preferred. These synthetic adsorbents may be used alone or in combination of two or more.

[0038] The amount of the aromatic synthetic adsorbent filled in the column can be appropriately determined according to the size of the column, the type of the synthetic adsorbent, etc.

[0039] When passing the filtrate through the column, the temperature of the filtrate may be 25 to 45°C. The flow rate and the flow speed when passing the filtrate through the column can be appropriately determined according to the type of the aromatic synthetic adsorbent, etc.

[0040] In the elution step, after the completion of the liquid passing, the components adsorbed on the column are eluted with a mixed solvent of ethanol and water. The mixing volume ratio (ethanol / water) of the mixed solvent may be 50 / 50 to 99 / 1, and from the viewpoint of improving the elution efficiency, it is preferably in the range of 50 / 50 to 70 / 30. The elution rate can be appropriately determined according to the size of the column, the type of the aromatic synthetic adsorbent, etc. In addition, in order to efficiently elute the components adsorbed on the column, it is preferable to wash the inside of the column with water before passing the filtrate through the column.

[0041] By obtaining an elution fraction in the elution step, a polyphenol composition derived from bagasse can be produced.

[0042] After the elution step, a step of concentrating the elution fraction (polyphenol composition) (concentration step) may be further provided as necessary. For the concentration step, for example, it may be concentrated 5 to 20 times using a centrifugal thin-film vacuum evaporator. Thereby, a concentrated solution containing the polyphenol composition can be obtained.

[0043] The polyphenol composition that can be produced by the method of this embodiment may mainly contain caffeic acid and ferulic acid. That the polyphenol composition contains polyphenols can be confirmed by measurement using the Folin-Ciocalteu method. Also, the composition of the polyphenol composition can be confirmed by qualitatively and quantitatively analyzing the obtained polyphenol composition by high performance liquid chromatography (HPLC).

[0044] The skin condition improving agent according to this embodiment can be used, for example, as a cosmetic, a pharmaceutical product, or a quasi-drug.

[0045] The skin condition improving agent according to this embodiment may consist only of the bagasse-derived polyphenol composition as an active ingredient, or may further contain a material that can be used in cosmetics, quasi-drugs, or pharmaceutical products. Materials that can be used in cosmetics, quasi-drugs, or pharmaceutical products are not particularly limited, and examples include oils, surfactants, moisturizing components, thickeners, powders, inorganic pigments, organic dyes, organic powders, ultraviolet absorbers, lower alcohols, vitamins, proteins, lipids, and the like.

[0046] Examples of the oils include oils, hydrocarbons, higher fatty acids, higher alcohols, ester oils, and silicone oils. Examples of the oils also include mineral oil, macadamia nut oil, avocado oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, liquid lanolin, hydrogenated coconut oil, hydrogenated oil, beeswax, hydrogenated castor oil, beeswax, candelilla wax, carnauba wax, spermaceti wax, lanolin, reduced lanolin, hard lanolin, jojoba wax. Examples of the hydrocarbons include waxes, liquid paraffin, squalane, pristane, ozokerite, paraffin, ceresin, petrolatum, microcrystalline wax and other hydrocarbons. Examples of the higher fatty acids include oleic acid, isostearic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid. Examples of the higher alcohols include cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, octyldodecanol, myristyl alcohol, cetostearyl alcohol. Examples of the ester oils include cetyl isooctanoate, isopropyl myristate, hexyldecyl isostearate, diisopropyl adipate, di-2-ethylhexyl sebacate, cetyl lactate, diisostearyl malate, ethylene glycol di-2-ethylhexanoate, neopentyl glycol dicaprate, glycerin di-2-heptylundecanoate, glycerin tri-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexanoate, alkyl benzoate. Examples of the silicone oils include chain polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, cyclic polysiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, and modified polysiloxanes such as amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane.

[0047] Examples of surfactants include anionic surfactants, cationic surfactants, amphoteric surfactants, and nonionic surfactants. Examples of anionic surfactants include fatty acid soaps (such as sodium laurate and sodium palmitate), potassium lauryl sulfate, and triethanolamine alkyl sulfate ether. Examples of cationic surfactants include stearyltrimethylammonium chloride, benzalkonium chloride, and laurylamine oxide. Examples of amphoteric surfactants include imidazoline-based amphoteric surfactants (such as 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy 2 sodium salt), betaine-based surfactants (such as alkyl betaine, amide betaine, and sulfobetaine), and acylmethyl taurine. Examples of nonionic surfactants include sorbitan fatty acid esters (such as sorbitan monostearate and sorbitan sesquioleate), glycerin fatty acids (such as glycerin monostearate), propylene glycol fatty acid esters (such as propylene glycol monostearate), hydrogenated castor oil derivatives, glycerin alkyl ethers, POE sorbitan fatty acid esters (such as POE sorbitan monooleate, POE sorbitan trioleate, and polyoxyethylene sorbitan monostearate), POE sorbit fatty acid esters (such as POE-sorbitan monolaurate), POE glycerin fatty acid esters (such as POE-glycerin monoisostearate), POE fatty acid esters (such as polyethylene glycol monooleate and POE distearate), POE alkyl ethers (such as POE 2-octyldodecyl ether), POE alkyl phenyl ethers (such as POE nonyl phenyl ether), Pluronic (registered trademark) types, POE·POP alkyl ethers (such as POE·POP 2-decyltetradecyl ether), Tetronic types, POE castor oil·hydrogenated castor oil derivatives (such as POE castor oil and POE hydrogenated castor oil), sucrose fatty acid esters, and alkyl glucosides.

[0048] Examples of moisturizing ingredients include polyhydric alcohols such as polyethylene glycol, glycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, maltitol, propylene glycol, dipropylene glycol, diglycerin, isoprene glycol, 1,2-pentanediol, 2,4-hexylene glycol, 1,2-hexanediol, 1,2-octanediol, etc., sodium pyrrolidone carboxylate, lactic acid, and sodium lactate.

[0049] Examples of thickeners include guar gum, quince seed, carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum, curdlan, methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, methyl hydroxypropyl cellulose, chondroitin sulfate, dermatan sulfate, glycogen, heparan sulfate, hyaluronic acid, sodium hyaluronate, tragacanth gum, keratan sulfate, chondroitin, mucitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, dextran, kerato sulfate, locust bean gum, succinoglucan, carron acid, chitin, chitosan, carboxymethyl chitin, agar, polyvinyl alcohol, polyvinyl pyrrolidone, carboxyvinyl polymer, sodium polyacrylate, polyethylene glycol, acrylic acid / acrylamide copolymer, bentonite.

[0050] Examples of powders include mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, anhydrous silicic acid (silica), aluminum oxide, and barium sulfate. These may have their surfaces treated.

[0051] Examples of inorganic pigments include red iron oxide, yellow iron oxide, black iron oxide, cobalt oxide, ultramarine, dark blue, titanium oxide, and zinc oxide. These may have their surfaces treated.

[0052] Examples of organic pigments include pearl agents such as mica titanium, fish scale foil, and bismuth oxychloride, and may also include Red No. 202, Red No. 228, Red No. 226, Yellow No. 4, Blue No. 404, Yellow No. 5, Red No. 505, Red No. 230, Red No. 223, Orange No. 201, Red No. 213, Yellow No. 204, Yellow No. 203, Blue No. 1, Green No. 201, Purple No. 201, and Red No. 204, which may be surface-treated.

[0053] Examples of organic powders include polyethylene powder, polymethyl methacrylate, nylon powder, and organopolysiloxane elastomer.

[0054] Examples of ultraviolet absorbers include para-aminobenzoic acid-based ultraviolet absorbers, anthranilic acid-based ultraviolet absorbers, salicylic acid-based ultraviolet absorbers, cinnamic acid-based ultraviolet absorbers, benzophenone-based ultraviolet absorbers, sugar-based ultraviolet absorbers, 2-(2'-hydroxy-5'-t-octylphenyl) benzotriazole, and 4-methoxy-4'-t-butyldibenzoylmethane.

[0055] Examples of lower alcohols include lower alcohols such as ethanol and isopropanol.

[0056] Examples of vitamins include vitamin A or its derivatives, vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate, vitamin B2 or its derivatives, vitamin B12, vitamin B15 or its derivatives, etc. of vitamin B group, α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E acetate, etc. of vitamin E group, vitamin D group, vitamin H, pantothenic acid, pantethine, and pyrroloquinoline quinone.

[0057] Examples of proteins include plant-derived proteins such as wheat protein, soybean protein, and soy isoflavones; animal-derived proteins such as keratin, hydrolyzed keratin, and sulfone-based keratin, lactoferrin, collagen, and elastin; derivatives thereof; and salts thereof.

[0058] Examples of lipids include glycerophospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidic acid, phosphatidylglycerol, phosphatidylinositol, cardiolipin, egg yolk lecithin, hydrogenated egg yolk lecithin, soybean lecithin, and hydrogenated soybean lecithin; sphingophospholipids such as sphingomyelin, ceramide phosphorylethanolamine, and ceramide phosphorylglycerol; plasmalogens; and glycolipids such as glycerolipids where digalactosyldiglyceride and galactosyldiglyceride sulfate ester, galactosylceramide, galactosylceramide sulfate ester, lactosylceramide, ganglioside G7, ganglioside G6, and ganglioside G4 are sphingoglycolipids; mixtures thereof; monoglyceride, diglyceride, triglyceride, sphingolipid, terpene, steroid, and prostaglandin.

[0059] When the skin condition improver according to this embodiment contains other materials, the content of the bagasse-derived polyphenol composition as an active ingredient may be appropriately set according to the form of the skin condition improver, the purpose of use, etc. described later. From the viewpoint of more effectively exerting the skin condition improving effect, preferably, it is 0.1% by mass or more as a solid content, more preferably 0.3% by mass or more, still more preferably 0.5% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less, still more preferably 3% by mass or less.

[0060] The shape of the skin condition improving agent according to this embodiment is not limited, and it may be in any shape such as solid (powder, granule, etc.), liquid (solution, suspension, etc.), paste, etc., and may be in any dosage form such as powder, pill, granule, tablet, capsule, troche, liquid preparation, suspension, etc.

[0061] When the skin condition improving agent according to this embodiment is used as a cosmetic, the cosmetic may be a basic cosmetic such as lotion, emulsion, lotion, cream, essence, oil, pack, lip cream, hair tonic, hair liquid and other hair styling products, hair cosmetics such as hair growth and nourishing products, and makeup cosmetics such as foundation, lipstick, blush, eyeshadow, eyeliner, mascara, eyebrow liner, etc.

[0062] The skin condition improving agent according to this embodiment is preferably administered so as to be applied to the skin. As the application amount to the skin, for example, the bagasse-derived polyphenol composition is preferably applied so as to be 0.5 ng / cm 2 or more per application, more preferably 1 ng / cm 2 or more per application, and even more preferably 3 ng / cm 2 or more per application. Also, the bagasse-derived polyphenol composition is preferably applied so as to be 1 ng / cm 2 or more per day, more preferably 2 ng / cm 2 or more per day, and even more preferably 6 ng / cm 2 or more per day. Also, the bagasse-derived polyphenol composition is preferably applied so as to be 50 ng / cm 2 or less per application, more preferably 30 ng / cm 2 or less per application, and even more preferably 10 ng / cm 2 or less per application. Also, the bagasse-derived polyphenol composition is preferably applied so as to be 100 ng / cm 2 or less per day, more preferably 60 ng / cm 2 or less per day, and even more preferably 20 ng / cm 2It is more preferably applied as follows. Within this range, the skin condition improving effect can be more effectively expressed.

[0063] Since the skin condition improving agent according to this embodiment has an effect of improving skin smoothness, an effect of reducing skin wrinkles, an effect of suppressing skin pigmentation, and an effect of increasing skin moisture content, for example, it can also be used for improving skin smoothness, reducing skin wrinkles, suppressing skin pigmentation, or increasing skin moisture content.

[0064] The present invention described above can also be regarded as a skin smoothness improver, a skin wrinkle reducer, a skin pigmentation inhibitor, or a skin moisture content increaser containing a bagasse-derived polyphenol composition as an active ingredient. As specific embodiments of the skin smoothness improver, the skin wrinkle reducer, the skin pigmentation inhibitor, or the skin moisture content increaser, the specific embodiments described for the skin condition improving agent can be applied.

Examples

[0065] Hereinafter, the present invention will be described more specifically based on examples. However, the present invention is not limited to the following examples.

[0066] <Production of bagasse-derived polyphenol composition> (Pretreatment step) 3.2 kg (water content: 50% by mass) of bagasse, which is the residue of sugarcane pressing, and 20 L of a 0.5% (w / w) aqueous sodium hydroxide solution at 90°C were added to a stainless steel cylindrical pot and mixed for 2 hours to perform pretreatment. The mixed solution after pretreatment was separated into insoluble matter and liquid, and about 20 L of liquid was obtained. This was repeated twice to obtain 40 L of liquid (pretreatment solution).

[0067] (Filtration step) To the total amount of the above pretreatment solution, 475 mL of 35% (w / w) hydrochloric acid was added, and the pH was adjusted to 3.0. This was used as the acidic pretreatment solution. To the acidic pretreatment solution, 395 g of diatomaceous earth (so as to be 1% (w / w) based on the total amount of the pretreatment solution) was added as a filter aid, and the mixture was filtered through a filter press to remove insoluble components, and 38 kg of filtrate was obtained.

[0068] (Elution step) The filtrate obtained by the filtration step was passed through a column (column volume: 1 L) filled with 383 mL of an aromatic synthetic adsorbent (Diaion SP-850, manufactured by Mitsubishi Chemical Corporation) under the condition of a flow rate of 7.6 L / h (SV = 20). Then, it was washed with 10 times the volume of water of the synthetic adsorbent, and 60% (v / v) aqueous ethanol solution was passed through at SV = 2 for 766 g for elution to obtain an elution fraction. The elution fraction was adjusted to pH 6.7 using a 48% (w / w) aqueous sodium hydroxide solution, concentrated to 10 times the concentration by a rotary evaporator, and then freeze-dried overnight to obtain 23 g of a brown powder as a polyphenol composition.

[0069] <Manufacture of cream> According to the formulation shown in Table 1, each component was mixed to prepare a cream base. In Table 1, “%” means “w / w%”. A test cream was prepared by adding and mixing 1 part by weight of the bagasse-derived polyphenol composition to 100 parts by weight of the prepared cream base. Also, the cream base itself was used as a control cream. The components used are as follows. Finsolv Tn (manufactured by Innospec Performance Chemicals Europe Limited): alkyl benzoate Pemulen (registered trademark) TR-1 (manufactured by Lubrizol): gelling / thickening agent / polymer, high molecular weight emulsifier Silsense (registered trademark) DW-18 (manufactured by Lubrizol): silicone, emulsifier Novemer (registered trademark) EC-1 (manufactured by Lubrizol): acrylic acid / acrylamide copolymer, mineral oil, POE sorbitan trioleate Germaben® II-E (manufactured by Ashland): Bacteriostat

[0070]

Table 1

[0071] <Test method> A double-blind randomized comparative trial was conducted on 112 healthy subjects aged 18 to 60 years (mean age: 43.36 ± 10.24 years). The subjects had no history of allergy to sugarcane extract, polyphenols, and ferulic acid, no skin diseases, had not undergone laser, Botox, or chemical injection to the face within 2 weeks, had not taken immunosuppressive agents or steroids within 2 weeks, had no immunodeficiency diseases, and had given prior informed consent. Also, the number of subjects (112) was determined with a significance level of 95% and a power of 90% with reference to a non-patent document (J. Cosmet. Dermatol., 2020, Vol. 19, pp. 671-676), assuming that 20 to 25% of the subjects would drop out.

[0072] Both sides (left and right) of the subjects' faces were randomly assigned, and the test cream or the control cream was applied respectively. Each cream was applied by the subjects themselves twice a day after morning and evening cleansing, and this was continued for 4 weeks. The application amount per time was 0.2 g. At the time points before the start of the application of each cream (Before), 2 weeks after the start of the application (After 2 weeks), and 4 weeks after the start of the application (After 4 weeks), a research assistant measured smoothness, wrinkles, melanin level, transepidermal water loss, and the amount of moisture in the facial epidermis on both sides of the subjects' faces.

[0073] Smoothness and wrinkles were measured using Visioscan® VC98 (manufactured by Courage+Khazaka electronic GmbH).

[0074] Melanin level, transepidermal water loss, and the amount of moisture in the facial epidermis were measured using a Cutometer® (manufactured by Courage + Khazaka electronic GmbH).

[0075] <Statistical analysis> Statistical analysis of the data was performed using SPSS version 17.0 (SPSS Co., Ltd., Bangkok, Thailand). A paired t-test (p < 0.05) was used to compare the test group (the side where the test cream was applied) and the control group (the side where the control cream was applied).

[0076] <Results> Figure 1 is a graph showing the evaluation results of smoothness (SEsm). The smaller the value of SEsm, the smoother the skin. Before the application of each cream (Before), there was no significant difference in smoothness (SEsm), but at the time point 4 weeks after the start of application (After 4 weeks), the value of SEsm of the skin of the face where the test cream was applied (148.85 ± 78.46) was significantly lower than that of the skin of the face where the control cream was applied (159.32 ± 86.88) (p = 0.014). That is, the skin of the face where the test cream was applied became smoother than the skin of the face where the control cream was applied.

[0077] Figure 2 is a graph showing the evaluation results of wrinkles (SEw). The smaller the value of SEw, the fewer the wrinkles. Before the application of each cream (Before), there was no significant difference in wrinkles (SEw), but at the time point 4 weeks after the start of application (After 4 weeks), the value of SEw of the skin of the face where the test cream was applied (90.26 ± 60.68) was significantly lower than that of the skin of the face where the control cream was applied (102.27 ± 68.46) (p = 0.0004). That is, the skin of the face where the test cream was applied had fewer wrinkles than the skin of the face where the control cream was applied.

[0078] From these results, it can be seen that applying the bagasse-derived polyphenol composition for 4 weeks increased the smoothness of the skin and reduced wrinkles.

[0079] Figure 3 is a graph showing the evaluation results of melanin levels. The higher the melanin level, the more pigmentation there is. Before starting the application of each cream, there was no significant difference in melanin levels, but at the time point 4 weeks after starting the application (After 4 weeks), the melanin level (249.44 ± 75.46) of the skin of the face to which the test cream was applied was significantly lower than that (257.02 ± 87.45) of the skin of the face to which the control cream was applied (p = 0.023). That is, the test cream reduced skin pigmentation.

[0080] Figure 4 is a graph showing the evaluation results of transepidermal water loss. Figure 5 is a graph showing the evaluation results of the water content of the facial epidermis. A lower transepidermal water loss and a higher water content of the facial epidermis mean more hydrated skin (skin with a higher water content). Before starting the application of each cream, there was no significant difference in transepidermal water loss, but at the time point 4 weeks after starting the application (After 4 weeks), the transepidermal water loss (19.07 ± 15.53) of the skin of the face to which the test cream was applied was significantly lower than that (20.51 ± 16.81) of the skin of the face to which the control cream was applied (p = 0.004). Before starting the application of each cream, there was no significant difference in the water content of the facial epidermis, but at the time point 4 weeks after starting the application (After 4 weeks), the water content (67.28 ± 18.21) of the facial epidermis of the skin of the face to which the test cream was applied was significantly higher than that (65.27 ± 17.94) of the facial epidermis of the skin of the face to which the control cream was applied (p = 0.018). That is, the test cream increased the water content of the skin.

[0081] From these results, it can be seen that applying the bagasse-derived polyphenol composition for 4 weeks reduced skin pigmentation and increased the water content of the skin.

[0082] In addition, no skin reactions (rash, edema, papules, itching) were reported from the subjects. That is, it can be seen that each cream can be applied safely.

Claims

1. A skin condition improving agent containing a bagasse-derived polyphenol composition as an active ingredient, wherein the bagasse-derived polyphenol composition is obtained by: a step of pretreating bagasse with at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment liquid; a step of adjusting the pH of the pretreatment liquid to 4.0 or less with hydrochloric acid and then filtering to recover the filtrate; a step of passing the filtrate through a column filled with an aromatic synthetic adsorbent, and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as a polyphenol composition; and is obtained by a method comprising: The skin condition improving agent, wherein the temperature of the alkaline solution is 60 to 100°C.

2. The skin condition improving agent according to Claim 1, wherein the alkaline solution is an aqueous sodium hydroxide solution.

3. The skin condition improving agent according to Claim 2, wherein the concentration of the aqueous sodium hydroxide solution is 0.1 to 1.0% by mass.

4. The skin condition improving agent according to any one of Claims 1 to 3, wherein the aromatic synthetic adsorbent is composed of a styrene-divinylbenzene resin.

5. The skin condition improving agent according to any one of Claims 1 to 4, which is for improving skin smoothness, reducing skin wrinkles, suppressing skin pigmentation, or increasing skin moisture content.

6. A skin smoothness improving agent containing a bagasse-derived polyphenol composition as an active ingredient, wherein the bagasse-derived polyphenol composition is obtained by: a step of pretreating bagasse with at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment liquid; a step of adjusting the pH of the pretreatment liquid to 4.0 or less with hydrochloric acid and then filtering to recover the filtrate; a step of passing the filtrate through a column filled with an aromatic synthetic adsorbent, and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as a polyphenol composition; and is obtained by a method comprising: The skin smoothness improving agent, wherein the temperature of the alkaline solution is 60 to 100°C.

7. A skin pigmentation inhibitor containing a bagasse-derived polyphenol composition as an active ingredient, wherein the bagasse-derived polyphenol composition is obtained by: A step of pretreating bagasse with at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment liquid; A step of adjusting the pH of the pretreatment liquid to 4.0 or less with hydrochloric acid and then filtering to recover the filtrate; A step of passing the filtrate through a column filled with an aromatic synthetic adsorbent and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as a polyphenol composition; It is obtained by a method comprising: A skin pigmentation inhibitor, wherein the temperature of the alkaline solution is 60 to 100°C.

8. A skin moisture increasing agent containing a bagasse-derived polyphenol composition as an active ingredient, The bagasse-derived polyphenol composition is A step of pretreating bagasse with at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment liquid; A step of adjusting the pH of the pretreatment liquid to 4.0 or less with hydrochloric acid and then filtering to recover the filtrate; A step of passing the filtrate through a column filled with an aromatic synthetic adsorbent and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as a polyphenol composition; It is obtained by a method comprising: A skin moisture increasing agent, wherein the temperature of the alkaline solution is 60 to 100°C.

9. A skin wrinkle reducing agent containing a bagasse-derived polyphenol composition as an active ingredient, The bagasse-derived polyphenol composition is A step of pretreating bagasse with at least one alkaline solution selected from the group consisting of an aqueous sodium hydroxide solution, an aqueous potassium hydroxide solution, and an aqueous ammonia solution to obtain a pretreatment liquid; A step of adjusting the pH of the pretreatment liquid to 4.0 or less with hydrochloric acid and then filtering to recover the filtrate; A step of passing the filtrate through a column filled with an aromatic synthetic adsorbent and eluting the components adsorbed on the aromatic synthetic adsorbent with a mixed solvent of ethanol and water to obtain an elution fraction as a polyphenol composition; It is obtained by a method comprising: A skin wrinkle reducing agent, wherein the temperature of the alkaline solution is 60 to 100°C.

10. The agent according to any one of claims 6 to 9, wherein the alkaline solution is an aqueous sodium hydroxide solution.

11. The agent according to claim 10, wherein the concentration of the aqueous sodium hydroxide solution is 0.1 to 1.0% by mass.

12. The agent according to any one of claims 6 to 11, wherein the aromatic synthetic adsorbent is composed of a styrene-divinylbenzene resin.

Citation Information

Patent Citations

  • Method for preparing sugarcane essence

    CN107213092A

  • Whitening and repairing essence containing sugarcane extract and preparation method thereof

    CN107951809A

  • Skin improver

    JP1992266807A

  • Active oxygen eliminating agent and composition containing the same

    JP1995300422A

  • Manufacturing method of lignin extract and lignin extract

    JP2010030921A