WO2016076089A1 - Liquid composition containing mannosyl erythritol lipid-b - Google Patents

Liquid composition containing mannosyl erythritol lipid-b Download PDF

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Publication number
WO2016076089A1
WO2016076089A1 PCT/JP2015/079654 JP2015079654W WO2016076089A1 WO 2016076089 A1 WO2016076089 A1 WO 2016076089A1 JP 2015079654 W JP2015079654 W JP 2015079654W WO 2016076089 A1 WO2016076089 A1 WO 2016076089A1
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Prior art keywords
mel
liquid composition
mass
glycerin
component
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PCT/JP2015/079654
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French (fr)
Japanese (ja)
Inventor
知宏 菅原
周平 山本
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東洋紡株式会社
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Priority to JP2016501925A priority Critical patent/JP5930142B1/en
Publication of WO2016076089A1 publication Critical patent/WO2016076089A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to a liquid composition containing mannosyl erythritol lipid-B (MEL-B) and a formulation thereof. More specifically, the present invention relates to a composition excellent in handling property, fluidity, stock solution stability and stability at the time of dilution dispersion when MEL-B is used in cosmetic preparations and the like, and a formulation thereof.
  • the liquid composition containing MEL-B of the present invention is a dosage form suitable for a premix product when blended in a cosmetic preparation.
  • the skin moisturizing function functions by binding intercellular lipids to moisture, and a skin care material having such moisturizing performance close to the original skin function is required.
  • consumers are increasingly interested in natural products because of concerns about safety, and materials derived from natural products, not synthetic products, are required in the skin care field.
  • materials obtained by extraction from natural products such as lecithin and saponin are used in the skin care field.
  • fermented products produced by microorganisms have been actively conducted in recent years.
  • the skin care material produced by the above-mentioned microorganisms is an amphiphilic substance having both a hydrophilic group and a lipophilic group, and a biosurfactant having a surface active ability.
  • Biosurfactants which are microorganism-derived surfactants, are being studied as environmentally advanced surfactants that are highly safe and have a low environmental impact and excellent biodegradability.
  • biosurfactants can be classified into five types: sugar type, acyl peptide type, phospholipid type, fatty acid type and polymer compound type.
  • sugar type biosurfactants are the most studied, and bacteria And many types of substances produced by yeast have been reported.
  • MEL mannosyl erythritol lipid
  • MEL having a conventional 4-O- ⁇ -D-mannopyranosyl-meso-erythritol structure has various physiological activities including antibacterial properties, antitumor properties and glycoprotein binding ability.
  • this conventional MEL exhibits extremely unique self-assembly characteristics, and not only a slight difference in molecular structure has a great influence on the formation of self-assemblies, but also dilute solutions (6.3 ⁇ 10 -2 wt% or less) (Non-patent Document 1: Chem. Eur. J. 2006, Vol. 12, p2434-2440).
  • Patent Document 1 Japanese Patent Application Laid-Open No. 2007-181789
  • MEL is in the form of an oily paste, and has a problem that the fluidity is very low and the handling property on the preparation is poor.
  • MEL is poorly soluble in water and oil, for example, when blended into a cosmetic preparation, there are problems such as the occurrence of precipitation and poor stability of the emulsified state. .
  • Patent Document 2 JP2011-1314A. Issue gazette). Although it seemed that the technique related to handling properties was solved by the technology, the composition mentions its own fluidity and stability over time, but this is used as a premix composition of MEL for cosmetics, etc.
  • MEL premix composition In order to widely use MEL in industry, it is very important to improve handling properties and stability in preparations. So far, there has been a report on the improvement of the handling properties of MEL by the formulation, but there is no report that mentions not only the stability of the premix composition itself, but also the stability of cosmetic preparations and the like, There has been no development of a MEL premix composition that has good stability even in the formulation and can withstand a wide range of dosage forms / formulations and can withstand actual use.
  • the object of the present invention is to focus on MEL-B among MELs, and is a premix composition containing MEL-B and excellent in stability over time, and also has good stability even when blended in cosmetic preparations and the like. Then, it is providing the prescription and composition which can be mix
  • the present invention has the following configuration.
  • (A) The blending amount of mannosyl erythritol lipid-B is 1.0 to 25.0 mass%
  • (B) The amount of glycerin is 5.0 to 70.0% by mass
  • (C) The blending amount of the polyhydric alcohol is 3.0 to 30.0% by mass
  • (D) The amount of glycyrrhizinate is 0.01 to 5.0% by mass
  • the blending mass ratio of (A) mannosyl erythritol lipid-B and (B) glycerin is 1: 1 to 1:10, and the
  • the polyhydric alcohol is selected from the group consisting of ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, and 1,2-hexanediol.
  • the composition according to [1], wherein the composition is one or more compounds.
  • the glycyrrhizinate is one or more compounds selected from the group consisting of sodium glycyrrhizinate, sodium glycyrrhizinate and ammonium glycyrrhizinate [1] or [2] A composition according to 1.
  • a cosmetic composition comprising 0.01 to 10% by mass of the liquid composition according to any one of [1] to [3].
  • an MEL-B-containing liquid composition excellent in fluidity, handling properties and stability can be provided.
  • the present invention is excellent in stability in the state of a MEL-B-containing liquid composition, can be blended for a wide range of dosage forms and formulations, and further maintains a dissolved / dispersed state even when blended in a formulation.
  • An object of the present invention is to provide a MEL-B-containing liquid composition suitable for practical use and a composition obtained by diluting it.
  • the MEL-B-containing liquid composition of the present invention is excellent in fluidity, handling properties, and stability, and is also suitable as a premixed product because it is excellent in dissolution and dispersion stability with respect to a composition obtained by diluting it. is there.
  • Premix product or “premix composition” means a composition in which a functional material is easily mixed in a cosmetic preparation by previously mixing the functional material with another material. In the present invention, it refers to a composition in which MEL-B is used as a functional material, and other materials are mixed with this to improve the handling property of MEL-B and the dilution and dispersibility in cosmetic preparations.
  • the MEL-B-containing liquid composition provided by the present invention and a composition obtained by diluting the same have effects such as a moisturizing action, a cell activation action, an anti-aging action, a hair growth action, and a rough skin improvement action. Moreover, the improvement of the effect is anticipated by adding a various compounding component.
  • the MEL-containing liquid composition and a composition obtained by diluting the MEL-containing liquid composition can be provided as cosmetics, quasi-drugs, medical supplies, hygiene products, and pharmaceuticals.
  • MEL-B The structure of MEL is shown in general formula (3).
  • the substituent R1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different.
  • MEL is classified into four types, MEL-A, MEL-B, MEL-C, and MEL-D, based on the presence or absence of acetyl groups at the 4th and 6th positions of mannose.
  • the substituents R2 and R3 are both acetyl groups.
  • the substituent R2 is an acetyl group, and the substituent R3 is hydrogen.
  • substituent R2 is hydrogen and substituent R3 is an acetyl group.
  • the substituents R2 and R3 are both hydrogen.
  • the carbon number of the substituent R1 in the MEL represented by the general formula (3) is the number of carbon atoms of fatty acids constituting triglycerides, which are oils and fats contained in the MEL production medium, and assimilation of fatty acids of the MEL-producing bacteria used. Varies depending on the degree.
  • an unsaturated fatty acid residue can be included as the substituent R1 unless the MEL-producing bacterium assimilates up to the double bond portion of the unsaturated fatty acid. .
  • the obtained MEL is usually in the form of a mixture of compounds having different fatty acid residue portions of the substituent R1.
  • MEL preferably used in the liquid composition of the present invention is MEL-B having a structure represented by the general formula (4) or the general formula (5). More preferred is MEL-B having the structure represented by the general formula (5).
  • the substituent R1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different.
  • the number of carbon atoms of the substituent R1 is not particularly limited as long as it is within the above range, but it is more preferably 8 to 14.
  • the substituent R1 may be a saturated aliphatic acyl group or an unsaturated aliphatic acyl group, and is not particularly limited. When it has an unsaturated bond, you may have a some double bond, for example.
  • the carbon chain may be linear or branched. In the case of an oxygen atom-containing hydrocarbon group, the number and position of oxygen atoms contained are not particularly limited.
  • MEL-B can be cultured and produced using microorganisms.
  • MEL-B can be isolated by purifying a MEL mixture obtained by culturing Pseudozyma antarctica, Pseudozyma sp., Etc. using silica gel column chromatography.
  • Pseudozyma tsukubaensis is known as a bacterium that produces MEL-B, and the bacterium can also be used.
  • MEL-B added to the composition of the present invention is arbitrary.
  • MEL-B an extract from a microorganism culture solution is used or a purified high-purity product is used. Alternatively, it may be used after being suspended in water or dissolved in a solvent.
  • Suitable MEL-B is a purified high-purity product, and those purified to a purity of 80% to 100% are preferably used.
  • the present invention provides a MEL-B-containing liquid composition excellent in fluidity, handling properties and stability, but the blending amount of MEL-B does not impair the action of MEL-B as a premix product.
  • 1.0 to 25.0% by mass is usually preferable, 3.0 to 20.0% by mass is more preferable, and 5.0 to 15.0% by mass. % Is more preferable.
  • the amount is less than 1.0% by mass, the advantage of the premix liquid composition is small because it is a blending mass at the cosmetic preparation level, whereas when it exceeds 25.0% by mass, the advantage is the liquid composition of the present invention.
  • the handling property may be impaired.
  • the component (B) glycerin of the present invention is a very important component for contributing to the improvement of the stability of the MEL-B-containing liquid composition and a composition obtained by diluting the MEL-B-containing liquid composition, and in particular, the component (A) MEL-
  • the blending mass ratio of B and component (B) glycerin is important. Specifically, when the blending mass ratio of the component (A) and the component (B) is in the range of 1: 1 to 1:10, the stability becomes better, and the ratio is 1: 1 to 1: 5. More preferably, it is more preferably 1: 1 to 1: 3.
  • the content of (B) glycerin is not particularly limited as long as it is within the blending mass ratio of the component (A) and the component (B), but is usually preferably 5.0 to 70.0% by mass, 10.0 to 50.0% by mass is more preferable, and 15.0 to 30.0% by mass is preferable.
  • component (C) polyhydric alcohol (excluding glycerin) of the present invention is highly compatible with the component (A), has an excellent effect as a solvent for dispersing the component (A) in water, and contains a MEL-B-containing liquid. It is very useful for improving the dispersibility of water in the composition and the dissolution stability.
  • component (C) polyhydric alcohol used in the present invention examples include those having excellent compatibility with MEL-B as described above.
  • ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, 1,2-hexanediol and the like are preferably used.
  • These polyhydric alcohols can be used alone or in combination of two or more.
  • the component (C) polyhydric alcohol of the present invention is excellent as a solvent for dispersing the component (A) in water, but the addition of an excessive amount may impair the storage stability of the MEL-B-containing liquid composition. is there. Therefore, it is preferable to mix
  • the content of the (C) polyhydric alcohol is not particularly limited as long as it does not exceed the blending mass of the component (B), but is usually preferably 3.0 to 30.0% by mass, More preferred is 20.0% by mass.
  • component (C) has low compatibility with component (A) MEL-B and has the effect of reducing the solubility of component (A) in water.
  • component (C) can be efficiently dissolved in the rich condition with respect to the component (C).
  • This state contributes not only to the storage stability of the liquid composition of the present invention, but also to the dispersion stability of the composition obtained by diluting it. If the component (C) is added in excess of the amount of the component (B), the component (A) is diluted with respect to the component (C), and the storage stability of the liquid composition containing MEL-B It will affect.
  • the component (D) glycyrrhizinate of the present invention has a very high solubility of the component (A) MEL-B, and is excellent in the effect as a component for dissolving and dispersing the component (A) in water. This is very useful for improving the dispersibility in water and dissolution stability of the contained liquid composition.
  • component (D) may dissolve the lamellar structure formed in the aqueous solution, so the blending mass ratio of component (A) and component (D) is very high. Is important to.
  • the blending mass ratio of the component (A) and the component (D) is preferably 5: 1 to 50: 1, more preferably 10: 1 to 40: 1, and further preferably 15: 1 to 30: 1. preferable.
  • the content of (D) glycyrrhizic acid is not particularly limited as long as the blending mass ratio of component (A) to component (D) is within the above range, but is usually 0.01 to 1.5.0 mass. % Is preferable, 0.05 to 2.0 mass% is more preferable, and 0.1 to 1.0 mass% is preferable.
  • glycyrrhizinate used in the present invention does not impair the solubility of the component (A)
  • a component generally used in cosmetics may be selected.
  • glycyrrhizinate, glycyrrhizinate sodium salt, glycyrrhizinate potassium salt, and glycyrrhizinate ammonium salt are preferable, and specifically, dipotassium glycyrrhizinate, disodium glycyrrhizinate, and monoammonium glycyrrhizinate are preferable.
  • These glycyrrhizinates can be used alone or in combination of two or more.
  • the component (E) water of the present invention is used as a dissolution / dispersion medium for the components (A) to (D), but is not particularly limited as long as it is used as an external preparation for skin, for example, deionized water, distilled water. , Purified water, hot spring water, deep ocean water, steam-distilled water derived from plants such as rose water and lavender water, and the like. Among these, one kind or two or more kinds can be used in combination.
  • the content of the component (E) of the present invention is not particularly limited, and is appropriately determined depending on the contents of the components (A) to (D), but is generally 20.0% by mass to 80.0% by mass.
  • the MEL-B-containing liquid composition of the present invention can be used for normal cosmetics, quasi-drugs, pharmaceuticals, etc., in addition to the above-described components, as long as stability, fluidity, and handling properties are not impaired.
  • various components used may be added, for example, moisturizers, thickeners, medicinal ingredients, preservatives, pigments, powders, pH adjusters, ultraviolet absorbers, antioxidants, fragrances, etc. Can be appropriately blended.
  • any component that is generally used in cosmetics may be used, and examples thereof include pyrrolidone carboxylic acid, lactic acid, sodium lactate, amino acid, sodium hyaluronate, and chondroitin sulfate. It is done. By adding these moisturizing agents, effects such as imparting moisturizing properties to the MEL-B-containing liquid composition of the present invention are expected.
  • any of ingredients generally used in cosmetics may be used, such as guar gum, quince seed, carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum, Curdlan, methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, methyl hydroxypropyl cellulose, hydroxyethyl guar gum, carboxymethyl guar gum, dextran, locust bean gum, succinoglucan, caronic acid, chitin, chitosan, carboxymethyl chitin, agar, polyvinyl alcohol, Examples include polyvinyl pyrrolidone, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, sodium polyacrylate, bentonite and the like. These thickeners are expected to have an effect of improving the stability of the MEL-B-containing liquid composition of the present invention.
  • any of ingredients generally used in cosmetics may be used.
  • any component that is generally used in cosmetics may be used, for example, parabens such as methylparaben, ethylparaben, propylparaben, butylparaben, phenoxyethanol, ethylhexylglycerin and the like. Can be mentioned.
  • parabens such as methylparaben, ethylparaben, propylparaben, butylparaben, phenoxyethanol, ethylhexylglycerin and the like.
  • any component that is generally used in cosmetics may be used.
  • citric acid, Na citrate, lactic acid, Na lactate, Na hydroxide, K hydroxide, etc. Is mentioned.
  • Various components as described above may be embedded in the lamellar structure formed by MEL-B or / and the interior of the vesicle.
  • the method for preparing the MEL-B-containing liquid composition of the present invention is not particularly limited, and conventionally known methods can be used. Specifically, stirring and mixing can be performed using a propeller mixer, paddle mixer, disper mixer, homogenizer, or the like.
  • the method for adding various components is not particularly limited, but among them, component (B) and component (D) are uniformly dissolved in component (E) and heated at 60 to 70 ° C., and then component (A) Is dissolved in component (C) and a phase heated to the same temperature is added, stirred and mixed with a homogenizer, and gradually cooled to room temperature to obtain a MEL-B-containing liquid composition. Preferred for stabilization.
  • the appearance of the MEL-B-containing liquid composition obtained in the present invention may be transparent, translucent, slightly turbid or white turbid, but the one exhibiting transparent to translucent is more stable and more stable. It is preferable from the viewpoint of lamella forming ability.
  • the MEL-B-containing liquid composition obtained as described above can be used as a premix and diluted to a cosmetic preparation such as an aqueous base or emulsion to obtain a composition different from the above.
  • the diluent medium may be any form commonly used in cosmetics, such as hair cosmetics such as shampoos, conditioners, treatments, soaps, facial cleansers, cleansing agents, sunscreen cosmetics, packs, low viscosity Skin lotion, thick skin lotion, gel cosmetics with high viscosity, emulsified serum, milky lotion, creams and other skin cosmetics, eyeliner, mascara, lipstick, foundation makeup makeup cosmetics, bath cosmetics, etc. Can be mentioned.
  • the liquid composition When diluting the MEL-B-containing liquid composition obtained in the present invention into an aqueous substrate or emulsion, the liquid composition may be diluted alone or after being mixed with various solvents. Also good.
  • MEL-B-containing liquid composition When the MEL-B-containing liquid composition is previously mixed with various solvents and then diluted, those having excellent compatibility with MEL-B are exemplified.
  • examples thereof include ethanol, ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, 1,2-hexanediol, glycerin and the like.
  • These polyhydric alcohols can be used alone or in combination of two or more. By diluting after mixing with these solvents in advance, the dispersibility of the MEL-B particles in the aqueous base material can be enhanced.
  • the concentration of the MEL-B-containing liquid composition in the cosmetic preparation is not particularly limited as long as it does not impair the dispersion stability of MEL-B upon dilution, but the final concentration of the liquid composition is not limited.
  • the concentration is usually preferably from 0.01 to 10% by weight, more preferably from 0.1 to 5% by weight, even more preferably from 1 to 3% by weight, based on the cosmetic preparation. By blending in these ranges, it is possible to impart a feeling of use peculiar to MEL-B to the cosmetic, a moisturizing action based on a lamellar structure, and the like.
  • the appearance of the composition obtained by dilution may be transparent, translucent, slightly turbid or cloudy, and the physical properties may be liquid, gel, cream, or solid.
  • a thickening polysaccharide such as sodium hyaluronate and a salt component such as sodium chloride are added in an amount of 0.1 to 0.
  • a solubility of MEL-B which is highly dispersed in water, rarely decreases, and MEL-B may precipitate.
  • a MEL-B-containing lotion preparation is obtained by solubilizing MEL-B by mixing and dissolving a certain type of thickener in the lotion preparation on which MEL-B is deposited. be able to.
  • a thickener having a hydrophobic chain added to the hydrophilic polymer can be used.
  • an (acrylates / alkyl acrylate (C10-30)) crosspolymer (Acrylates / C10- 30 Alkyl Acrylate Crosspolymer), stearoxyhydroxypropyl methylcellulose (Hydroxypropyl Methylcellulose Stearoxy Ether), (PEG-240 / decyltetradeceth-20 / HDI) copolymer (PEG-240 / HDI Copolymer Bis-Decyltetradeceth-20 Ether)
  • a powerful thickener can be mentioned. By blending these thickeners in a small amount of 0.01 to 0.5% by mass, the effect of solubilizing MEL-B can be exhibited.
  • the dispersibility and stability of MEL-B in the dilution medium is very good and prevents sedimentation of MEL-B particles. It is not necessary to study difficult prescriptions. Therefore, it is very easy to mix the MEL-B-containing liquid composition into the cosmetic preparation. Further, not only the skin effect of MEL-B but also a moist and good feeling of use can be imparted to the cosmetic preparation, so it is very useful as a premix product.
  • the MEL-B-containing liquid composition of the present invention and a composition obtained by diluting the same are widely used when a moisturizing effect, a cell activation effect, an anti-aging effect, a hair-growth effect, a skin roughening effect, etc. are required. Can do.
  • the amount to be used is determined within a range in which the desired moisturizing effect, cell activation effect, anti-aging effect, hair-growth effect, and rough skin improving effect are sufficiently exhibited.
  • the MEL-B-containing liquid composition provided by the present invention and a composition obtained by diluting the same have cleaning properties, moisturizing action, cell activation action, anti-aging action, hair growth action, skin roughening action, etc. It is also useful as a component for cosmetics.
  • the MEL-B-containing liquid composition of the present invention and a composition obtained by diluting the same are used with the expectation of the above-mentioned effects, they are of course used as cosmetic compositions and cosmetics.
  • a quasi-drug composition medical product composition, sanitary product composition, pharmaceutical composition, functional food composition, quasi-drug, medical product, hygiene product, pharmaceutical product, etc. Can be used.
  • Production Example 1 Production of MEL-B P.tsukubaensis was cultured with aeration and stirring in a YM medium at a culture temperature of 26 ° C. for 48 hours using a 500 ml Sakaguchi flask. The obtained solution is used as a seed culture solution. The obtained seed culture solution was cultured with aeration and agitation in a YM medium (containing 5% olive oil) at a culture temperature of 26 ° C. for 7 days using a 10 L jar fermenter. An equal amount of ethyl acetate was added to the culture and stirred for distribution.
  • a YM medium containing 5% olive oil
  • Example 1-11 Liquid compositions of Examples and Comparative Examples were prepared with the components and blending ratios shown in Tables 1 to 3.
  • MEL-B and polyhydric alcohol are mixed and dissolved at the same temperature in an aqueous solution in which glycerin and glycyrrhizinate are mixed and dissolved in water and kept at 60 to 70 ° C. at the mixing ratio shown in the following table.
  • the solution was added little by little and stirred vigorously with a homomixer at the same temperature.
  • the liquid composition was obtained by continuing this, cooling to normal temperature.
  • the polyhydric alcohol ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol and 1,2-hexanediol were used.
  • glycyrrhizinate sodium glycyrrhizinate, potassium glycyrrhizinate and ammonium glycyrrhizinate were used.
  • the transmittance of the diluted solution after preparation and after storage at low temperature was compared, and the property change was also determined according to the following criteria, and the results were also shown in Tables 1 to 3 (Result 4 in the table).
  • the transmittance was measured using purified water as a control, the measurement object was placed in a 10 mm long cell, and the transmittance at a wavelength of 660 nm was measured using a Hitachi spectrophotometer (U-1900). This evaluation is based on the knowledge that the solubility of MEL-B in water decreases at low temperatures, and as an accelerated test, it was stored at 5 ° C. to evaluate the precipitation and aggregation of dispersed MEL-B particles.
  • Evaluation is made with respect to dispersibility when the liquid composition is diluted.
  • the evaluation of the dispersibility of the diluted solution means the evaluation of the storage stability when the liquid composition is blended as a premix preparation into an aqueous preparation such as lotion.
  • [Determination] (Dispersibility of 2.100-fold diluted solution (during preparation)) (3. Dispersibility of 100-fold diluted solution (5 ° C, 2 months))
  • B Transmittance 60 to 80%: Highly transparent and dispersed
  • C Transmittance 40 to 60%: Slightly transparent Low, poor dispersibility
  • D Transmittance 0-40%: opaque, dispersion is temporary [Judgment] (4.
  • the present invention it is possible to provide a MEL-B premix formulation that has not only storage stability but also good dispersibility when diluted.
  • a very useful cosmetic preparation can be prepared, and it is expected to greatly contribute to the industry.

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Abstract

[Problem] To provide a liquid composition which is stable in itself, has excellent stability even if added to formulations, and has improved handling properties by formulating MEL-B which has poor handling properties when in the form of an oily paste and a significantly low solubility in water or oil; and a formulation thereof. [Solution] A liquid composition containing a predetermined amount of (A) mannosyl erythritol lipid-B; (B) glycerin; (C) polyhydric alcohol (except for glycerin); (D) glycyrrhizinate; and (E) water, the liquid composition being characterized in that: the mixing mass ratio of (A) mannosyl erythritol lipid-B to (B) glycerin is 1:1-1:10; and the added mass of (C) polyhydric alcohol is less than the added mass of (B) glycerin.

Description

マンノシルエリスリトールリピッド-Bを含有する液状組成物Liquid composition containing mannosyl erythritol lipid-B
 本発明は、マンノシルエリスリトールリピッド-B(MEL-B)を含有する液状組成物及びその処方に関する。さらに詳細には、MEL-Bを化粧品等の製剤に用いる上でのハンドリング性、流動性、原液の安定性及び希釈分散時の安定性に優れた組成物及びその処方に関する。特に、本発明のMEL-Bを含有する液状組成物は、化粧品製剤に配合する際のプレミックス品に適した剤型である。 The present invention relates to a liquid composition containing mannosyl erythritol lipid-B (MEL-B) and a formulation thereof. More specifically, the present invention relates to a composition excellent in handling property, fluidity, stock solution stability and stability at the time of dilution dispersion when MEL-B is used in cosmetic preparations and the like, and a formulation thereof. In particular, the liquid composition containing MEL-B of the present invention is a dosage form suitable for a premix product when blended in a cosmetic preparation.
 皮膚の保湿機能は、細胞間脂質が水分と結合することによって機能しており、そのような本来の皮膚の機能に近い保湿性能を持つスキンケア素材が必要とされていた。また近年では、安全性に対する懸念から消費者の天然物志向が高まっており、合成品ではなく天然物由来の素材がスキンケア分野では求められている。例えば、レシチンやサポニンのように、天然物から抽出して得られる素材がスキンケア分野で用いられている。その他では、微生物が生産する発酵物をスキンケア素材として利用するための研究開発が近年盛んに行われている。 The skin moisturizing function functions by binding intercellular lipids to moisture, and a skin care material having such moisturizing performance close to the original skin function is required. In recent years, consumers are increasingly interested in natural products because of concerns about safety, and materials derived from natural products, not synthetic products, are required in the skin care field. For example, materials obtained by extraction from natural products such as lecithin and saponin are used in the skin care field. In addition, research and development for using fermented products produced by microorganisms as skin care materials have been actively conducted in recent years.
 前述の微生物が生産するスキンケア素材として、親水基と親油基を併せもつ両親媒性物質で、界面活性能を有するバイオサーファクタントが挙げられる。微生物由来の界面活性剤であるバイオサーファクタントは、安全性が高く、環境への負荷が少ない生分解性に優れた環境先進型界面活性剤として研究が進められている。 The skin care material produced by the above-mentioned microorganisms is an amphiphilic substance having both a hydrophilic group and a lipophilic group, and a biosurfactant having a surface active ability. Biosurfactants, which are microorganism-derived surfactants, are being studied as environmentally advanced surfactants that are highly safe and have a low environmental impact and excellent biodegradability.
現在、バイオサーファクタントとしては、糖型、アシルペプチド型、リン脂質型、脂肪酸型及び高分子化合物型の5つに分類することができるが、中でも糖型バイオサーファクタントが最もよく研究されており、細菌及び酵母によって生産された多くの種類の物質が報告されている。 Currently, biosurfactants can be classified into five types: sugar type, acyl peptide type, phospholipid type, fatty acid type and polymer compound type. Among them, sugar type biosurfactants are the most studied, and bacteria And many types of substances produced by yeast have been reported.
 そのような糖型バイオサーファクタントとして、近年マンノシルエリスリトールリピッド(以下「MEL」ということがある)がスキンケア分野で用いられている。MELには糖骨格のエリスリトールの光学異性体として、以下の一般式(1)に示されるような4-O-β-D-マンノピラノシル-meso-エリスリトール構造と1-O-β-D-マンノピラノシル-meso-エリスリトール構造(下記一般式(2))が存在する。 As such a sugar-type biosurfactant, mannosyl erythritol lipid (hereinafter sometimes referred to as “MEL”) has recently been used in the skin care field. In MEL, as an optical isomer of erythritol having a sugar skeleton, a 4-O-β-D-mannopyranosyl-meso-erythritol structure represented by the following general formula (1) and 1-O-β-D-mannopyranosyl- There is a meso-erythritol structure (the following general formula (2)).
Figure JPOXMLDOC01-appb-C000001
Figure JPOXMLDOC01-appb-C000001
Figure JPOXMLDOC01-appb-C000002
Figure JPOXMLDOC01-appb-C000002
従来の4-O-β-D-マンノピラノシル-meso-エリスリトール構造を有するMELについては、抗菌性、抗腫瘍性、糖タンパク結合能をはじめ、様々な生理活性を有することが報告されている。また、この従来のMELは極めて特異な自己集合特性を示し、分子構造の僅かな違いが自己集合体の形成に多大な影響を与えるばかりでなく、それを活用したベシクル形成について、希薄溶液(6.3×10-2wt%以下)においてのみ報告されている(非特許文献1:Chem. Eur. J. 2006, Vol.12, p2434-2440)。さらに、従来のMELの両連続スポンジ構造を用いた液晶乳化技術(特許文献1:特開2007-181789号公報)についても報告している。 It has been reported that MEL having a conventional 4-O-β-D-mannopyranosyl-meso-erythritol structure has various physiological activities including antibacterial properties, antitumor properties and glycoprotein binding ability. In addition, this conventional MEL exhibits extremely unique self-assembly characteristics, and not only a slight difference in molecular structure has a great influence on the formation of self-assemblies, but also dilute solutions (6.3 × 10 -2 wt% or less) (Non-patent Document 1: Chem. Eur. J. 2006, Vol. 12, p2434-2440). Furthermore, a liquid crystal emulsification technique using a conventional MEL bicontinuous sponge structure (Patent Document 1: Japanese Patent Application Laid-Open No. 2007-181789) is also reported.
しかし、MELは油性ペースト状であり、流動性が非常に低く、製剤上のハンドリング性が不良であるという問題があった。また、水・油に対して難溶であるため、例えば化粧品製剤に配合する際、沈殿の発生や、乳化状態の安定性不良といった問題が生じるため、種々の配合検討を要するという問題があった。 However, MEL is in the form of an oily paste, and has a problem that the fluidity is very low and the handling property on the preparation is poor. In addition, since it is poorly soluble in water and oil, for example, when blended into a cosmetic preparation, there are problems such as the occurrence of precipitation and poor stability of the emulsified state. .
 かかる事情から、MELと抗炎症剤とを組み合わせることで、その流動性を改善し、透明度の高いMEL組成物及びその処方を提供する技術が報告されている(特許文献2:特開2011-1314号公報)。当該技術によって、ハンドリング性に関する課題を解決したものと思われたが、当該組成物はそれ自体の流動性や経時安定性には言及しているものの、これをMELのプレミックス組成物として化粧品等の製剤に配合した際の最終製品における経時安定性、つまりプレミックス組成物の希釈液の経時安定性にまでは言及しておらず、当該組成物を実際に化粧品等の製剤に配合した場合、最終製品中に澱の発生や性状変化といった安定性不良が生じ、実使用に耐えられるものではないという問題があった。さらには、当該文献では、化粧品において配合制限が設けられる医薬品成分グリチルリチン酸塩を多量必要とする場合が多く、現実的に化粧品製剤中に配合することは難しかった(薬食審査発第0524001号「化粧品に配合可能な医薬品の成分について」)。 Under such circumstances, there has been reported a technique for improving the fluidity by combining MEL and an anti-inflammatory agent, and providing a highly transparent MEL composition and its formulation (Patent Document 2: JP2011-1314A). Issue gazette). Although it seemed that the technique related to handling properties was solved by the technology, the composition mentions its own fluidity and stability over time, but this is used as a premix composition of MEL for cosmetics, etc. No mention is made of the stability over time in the final product when blended in the formulation of the preparation, that is, the stability over time of the diluted solution of the premix composition, and when the composition is actually blended into a formulation such as cosmetics, In the final product, there is a problem that stability is poor such as generation of starch and property change, and it cannot be used in actual use. Furthermore, in this document, a large amount of the pharmaceutical ingredient glycyrrhizinate that is subject to formulation restrictions in cosmetics is often required, and it was difficult to realistically formulate in cosmetic formulations (Pharmaceutical Diet Examination No. 0524001 “ Pharmaceutical ingredients that can be incorporated into cosmetics ").
特開2007-181789号公報JP 2007-181789 A 特開2011-1314号公報JP 2011-1314 A
MELを産業に広く利用していくためには、ハンドリング性や製剤における安定性を向上させることは非常に重要である。これまで、配合処方によってMELのハンドリング性向上に関する報告は成されていたが、プレミックス組成物自身の安定性だけでなく、それを配合した化粧品製剤等の安定性にまで言及した報告はなく、製剤に配合した状態でも安定性が良好で、幅広い剤型・処方に対して配合可能な実使用に耐えうるMELプレミックス組成物の開発は成されていなかった。 In order to widely use MEL in industry, it is very important to improve handling properties and stability in preparations. So far, there has been a report on the improvement of the handling properties of MEL by the formulation, but there is no report that mentions not only the stability of the premix composition itself, but also the stability of cosmetic preparations and the like, There has been no development of a MEL premix composition that has good stability even in the formulation and can withstand a wide range of dosage forms / formulations and can withstand actual use.
そこで、本発明の目的は、MELの中でも特にMEL-Bに着目し、MEL-Bを含有する経時安定性に優れたプレミックス組成物で、かつ化粧品製剤等に配合した状態でも安定性が良好で、様々な化粧品製剤等に対して配合可能な処方及び組成物を提供することにある。 Therefore, the object of the present invention is to focus on MEL-B among MELs, and is a premix composition containing MEL-B and excellent in stability over time, and also has good stability even when blended in cosmetic preparations and the like. Then, it is providing the prescription and composition which can be mix | blended with respect to various cosmetic preparations.
 本発明者らは鋭意検討した結果、以下に示すような手段により、上記課題を解決できることを見出し、本発明に到達した。すなわち、本発明は以下の構成から成る。
[1]
(A)マンノシルエリスリトールリピッド-B、(B)グリセリン、(C)多価アルコール(グリセリンを除く)、(D)グリチルリチン酸塩及び(E)水を含有し、
(A)マンノシルエリスリトールリピッド-Bの配合量が1.0~25.0質量%であり、
(B)グリセリンの配合量が5.0~70.0質量%であり、
(C)多価アルコールの配合量が3.0~30.0質量%であり、
(D)グリチルリチン酸塩の配合量が0.01~5.0質量%であり、
(A)マンノシルエリスリトールリピッド-Bと(B)グリセリンの配合質量比が1:1~1:10であり、かつ
(C)多価アルコールの配合質量が(B)グリセリンの配合質量よりも少ないことを特徴とする液状組成物。
[2]
(C)多価アルコールが、エチレングリコール、プロピレングリコール、ジプロピレングリコール、1,3-プロパンジオール、1,3-ブチレングリコール、1,2-ペンタンジオール、1,2-ヘキサンジオールからなる群より選ばれる1種又は2種以上の化合物であることを特徴とする[1]に記載の組成物。
[3]
(D)グリチルリチン酸塩が、グリチルリチン酸Na塩、グリチルリチン酸K塩及びグリチルリチン酸アンモニウム塩からなる群より選ばれる1種又は2種以上の化合物であることを特徴とする[1]又は[2]に記載の組成物。
[4]
[1]~[3]のいずれかに記載の液状組成物を0.01質量%~10質量%含有することを特徴とする化粧料組成物。
As a result of intensive studies, the present inventors have found that the above problems can be solved by the following means, and have reached the present invention. That is, the present invention has the following configuration.
[1]
(A) Mannosylerythritol lipid-B, (B) glycerin, (C) polyhydric alcohol (excluding glycerin), (D) glycyrrhizinate and (E) water,
(A) The blending amount of mannosyl erythritol lipid-B is 1.0 to 25.0 mass%,
(B) The amount of glycerin is 5.0 to 70.0% by mass,
(C) The blending amount of the polyhydric alcohol is 3.0 to 30.0% by mass,
(D) The amount of glycyrrhizinate is 0.01 to 5.0% by mass,
The blending mass ratio of (A) mannosyl erythritol lipid-B and (B) glycerin is 1: 1 to 1:10, and the blending mass of (C) polyhydric alcohol is less than the blending mass of (B) glycerin. A liquid composition characterized by the above.
[2]
(C) The polyhydric alcohol is selected from the group consisting of ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, and 1,2-hexanediol. The composition according to [1], wherein the composition is one or more compounds.
[3]
(D) The glycyrrhizinate is one or more compounds selected from the group consisting of sodium glycyrrhizinate, sodium glycyrrhizinate and ammonium glycyrrhizinate [1] or [2] A composition according to 1.
[4]
A cosmetic composition comprising 0.01 to 10% by mass of the liquid composition according to any one of [1] to [3].
本発明により、流動性、ハンドリング性及び安定性に優れたMEL-B含有液状組成物を提供することができる。特に本発明は、MEL-B含有液状組成物の状態で安定性に優れており、幅広い剤型・処方に対して配合可能であり、さらには製剤に配合した状態でも溶解・分散状態を維持するという、実使用に適したMEL-B含有液状組成物及びこれを希釈して成る組成物を提供することにある。 According to the present invention, an MEL-B-containing liquid composition excellent in fluidity, handling properties and stability can be provided. In particular, the present invention is excellent in stability in the state of a MEL-B-containing liquid composition, can be blended for a wide range of dosage forms and formulations, and further maintains a dissolved / dispersed state even when blended in a formulation. An object of the present invention is to provide a MEL-B-containing liquid composition suitable for practical use and a composition obtained by diluting it.
 本発明のMEL-B含有液状組成物は、流動性、ハンドリング性及び安定性に優れ、またこれを希釈して成る組成物に関しても溶解・分散安定性に優れることから、プレミックス品として好適である。「プレミックス品」もしくは「プレミックス組成物」とは、機能性素材に他の素材をあらかじめ混合することで、機能性素材を化粧品製剤に配合しやすくした組成物を意味する。本発明においては、MEL-Bを機能性素材として、これにその他の素材を混合することで、MEL-Bのハンドリング性や化粧品製剤への希釈分散性を高めた組成物を指す。 The MEL-B-containing liquid composition of the present invention is excellent in fluidity, handling properties, and stability, and is also suitable as a premixed product because it is excellent in dissolution and dispersion stability with respect to a composition obtained by diluting it. is there. “Premix product” or “premix composition” means a composition in which a functional material is easily mixed in a cosmetic preparation by previously mixing the functional material with another material. In the present invention, it refers to a composition in which MEL-B is used as a functional material, and other materials are mixed with this to improve the handling property of MEL-B and the dilution and dispersibility in cosmetic preparations.
 本発明により提供されるMEL-B含有液状組成物及びこれを希釈して成る組成物は、保湿作用、細胞賦活作用、抗老化作用、育毛作用及び肌荒れ改善作用などの効果を有する。また、種々の配合成分を添加することにより、その効果の向上が期待される。このMEL含有液状組成物及びこれを希釈して成る組成物は、化粧品、医薬部外品 、医療用品、衛生用品、医薬品として提供することできる。 The MEL-B-containing liquid composition provided by the present invention and a composition obtained by diluting the same have effects such as a moisturizing action, a cell activation action, an anti-aging action, a hair growth action, and a rough skin improvement action. Moreover, the improvement of the effect is anticipated by adding a various compounding component. The MEL-containing liquid composition and a composition obtained by diluting the MEL-containing liquid composition can be provided as cosmetics, quasi-drugs, medical supplies, hygiene products, and pharmaceuticals.
(成分(A)MEL-B)
 MELの構造を一般式(3)に示す。一般式(3)中、置換基R1は、同一でも異なっていてもよい炭素数4~24の脂肪族アシル基である。MELは、マンノースの4位及び6位のアセチル基の有無に基づいて、MEL-A、MEL-B、MEL-C及びMEL-Dの4種類に分類される。
(Component (A) MEL-B)
The structure of MEL is shown in general formula (3). In the general formula (3), the substituent R1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different. MEL is classified into four types, MEL-A, MEL-B, MEL-C, and MEL-D, based on the presence or absence of acetyl groups at the 4th and 6th positions of mannose.
Figure JPOXMLDOC01-appb-C000003
Figure JPOXMLDOC01-appb-C000003
具体的には、MEL-Aは、一般式(3)中、置換基R2およびR3がともにアセチル基である。MEL-Bは、一般式(3)中、置換基R2はアセチル基であり、置換基R3は水素である。MEL-Cは、一般式(3)中、置換基R2が水素であり、置換基R3はアセチル基である。MEL-Dは、一般式(3)中、置換基R2及びR3がともに水素である。 Specifically, in MEL-A, in the general formula (3), the substituents R2 and R3 are both acetyl groups. In MEL-B, in the general formula (3), the substituent R2 is an acetyl group, and the substituent R3 is hydrogen. In MEL-C, in general formula (3), substituent R2 is hydrogen and substituent R3 is an acetyl group. In MEL-D, in the general formula (3), the substituents R2 and R3 are both hydrogen.
上記一般式(3)で示されるMELにおける置換基R1の炭素数は、MEL生産培地に含有させる油脂類であるトリグリセリドを構成する脂肪酸の炭素数、および、使用するMEL生産菌の脂肪酸の資化の程度によって変化する。また、上記トリグリセリドが不飽和脂肪酸残基を有する場合、MEL生産菌が上記不飽和脂肪酸の二重結合部分まで資化しなければ、置換基R1として不飽和脂肪酸残基を含ませることも可能である。以上の説明から明らかなように、得られるMELは、通常、置換基R1の脂肪酸残基部分が異なる化合物の混合物の形態である。 The carbon number of the substituent R1 in the MEL represented by the general formula (3) is the number of carbon atoms of fatty acids constituting triglycerides, which are oils and fats contained in the MEL production medium, and assimilation of fatty acids of the MEL-producing bacteria used. Varies depending on the degree. In addition, when the triglyceride has an unsaturated fatty acid residue, an unsaturated fatty acid residue can be included as the substituent R1 unless the MEL-producing bacterium assimilates up to the double bond portion of the unsaturated fatty acid. . As apparent from the above description, the obtained MEL is usually in the form of a mixture of compounds having different fatty acid residue portions of the substituent R1.
本発明の液状組成物に好ましく用いられるMELは、一般式(4)または一般式(5)にて示される構造を有するMEL-Bである。さらに好ましくは、一般式(5)にて示される構造を有するMEL-Bである。尚、一般式(5)中、置換基R1は同一でも異なっていてもよい炭素数4~24の脂肪族アシル基である。置換基R1の炭素数は上記範囲内であれば特に限定されないが、8個~14個であることがさらに好ましい。また、置換基R1は、飽和脂肪族アシル基であっても不飽和脂肪族アシル基であってもよく、特に限定されるものではない。不飽和結合を有している場合、例えば、複数の二重結合を有していても良い。炭素鎖は直鎖であっても分岐鎖状であってもよい。また、酸素原子含有炭化水素基の場合、含まれる酸素原子の数及び位置は特に限定されない。 MEL preferably used in the liquid composition of the present invention is MEL-B having a structure represented by the general formula (4) or the general formula (5). More preferred is MEL-B having the structure represented by the general formula (5). In the general formula (5), the substituent R1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different. The number of carbon atoms of the substituent R1 is not particularly limited as long as it is within the above range, but it is more preferably 8 to 14. The substituent R1 may be a saturated aliphatic acyl group or an unsaturated aliphatic acyl group, and is not particularly limited. When it has an unsaturated bond, you may have a some double bond, for example. The carbon chain may be linear or branched. In the case of an oxygen atom-containing hydrocarbon group, the number and position of oxygen atoms contained are not particularly limited.
Figure JPOXMLDOC01-appb-C000004
Figure JPOXMLDOC01-appb-C000004
Figure JPOXMLDOC01-appb-C000005
Figure JPOXMLDOC01-appb-C000005
 MEL-Bは微生物を用いて培養生産することができる。例えば、Pseudozyma antarctica、Pseudozyma sp.等を培養して得られたMEL混合物を、シリカゲルカラムクロマトグラフィーを用いて精製し、MEL-Bを単離することが出来る。また、MEL-Bを生産する菌としては、Pseudozyma tsukubaensisが知られており、その菌を用いることもできる。 MEL-B can be cultured and produced using microorganisms. For example, MEL-B can be isolated by purifying a MEL mixture obtained by culturing Pseudozyma antarctica, Pseudozyma sp., Etc. using silica gel column chromatography. Pseudozyma tsukubaensis is known as a bacterium that produces MEL-B, and the bacterium can also be used.
本発明の組成物に添加する前記MEL-Bの使用形態は任意である。例えば、MEL-Bは、微生物培養液からの抽出物のまま、あるいは精製した高純度品を用いる。もしくは水に懸濁し、あるいは溶媒に溶かした後使用してもよい。好適なMEL-Bは精製した高純度品であり、80%~100%の純度に精製されたものが好ましく用いられる。 The use form of the MEL-B added to the composition of the present invention is arbitrary. For example, as MEL-B, an extract from a microorganism culture solution is used or a purified high-purity product is used. Alternatively, it may be used after being suspended in water or dissolved in a solvent. Suitable MEL-B is a purified high-purity product, and those purified to a purity of 80% to 100% are preferably used.
本発明は流動性、ハンドリング性及び安定性に優れたMEL-B含有液状組成物を提供するものであるが、MEL-Bの配合量は、プレミックス品としてMEL-Bの有する作用を損なわない範囲で添加すれば良く、MEL-B含有液状組成物中において通常1.0~25.0質量%が好ましく、3.0~20.0質量%がより好ましく、5.0~15.0質量%がさらに好ましい。1.0質量%未満の場合、化粧品製剤レベルでの配合質量であるためプレミックス液状組成物とする利点が小さく、一方25.0質量%を超える場合、本発明の液状組成物の利点であるハンドリング性を損なう場合がある。 The present invention provides a MEL-B-containing liquid composition excellent in fluidity, handling properties and stability, but the blending amount of MEL-B does not impair the action of MEL-B as a premix product. In the MEL-B-containing liquid composition, 1.0 to 25.0% by mass is usually preferable, 3.0 to 20.0% by mass is more preferable, and 5.0 to 15.0% by mass. % Is more preferable. When the amount is less than 1.0% by mass, the advantage of the premix liquid composition is small because it is a blending mass at the cosmetic preparation level, whereas when it exceeds 25.0% by mass, the advantage is the liquid composition of the present invention. The handling property may be impaired.
(成分(B)グリセリン)
本発明の成分(B)グリセリンは、MEL-B含有液状組成物及びこれを希釈して成る組成物の安定性向上に寄与する上で非常に重要な成分であり、特に成分(A)MEL-Bと成分(B)グリセリンとの配合質量比は重要である。具体的には、前記(A)成分と前記(B)成分の配合質量比が1:1~1:10の範囲にあると安定性がより良好なものとなり、1:1~1:5であるとより好ましく、1:1~1:3であるとさらに好ましい。
(Component (B) Glycerin)
The component (B) glycerin of the present invention is a very important component for contributing to the improvement of the stability of the MEL-B-containing liquid composition and a composition obtained by diluting the MEL-B-containing liquid composition, and in particular, the component (A) MEL- The blending mass ratio of B and component (B) glycerin is important. Specifically, when the blending mass ratio of the component (A) and the component (B) is in the range of 1: 1 to 1:10, the stability becomes better, and the ratio is 1: 1 to 1: 5. More preferably, it is more preferably 1: 1 to 1: 3.
(B)グリセリンの含有量は、前記(A)成分と(B)成分の配合質量比の中であれば特に限定されるものではないが、通常5.0~70.0質量%が好ましく、10.0~50.0質量%がより好ましく、15.0~30.0質量%が好ましい。 The content of (B) glycerin is not particularly limited as long as it is within the blending mass ratio of the component (A) and the component (B), but is usually preferably 5.0 to 70.0% by mass, 10.0 to 50.0% by mass is more preferable, and 15.0 to 30.0% by mass is preferable.
(成分(C)多価アルコール)
本発明の成分(C)多価アルコール(グリセリンを除く)は、成分(A)と相溶性が高く、成分(A)を水に分散させる溶媒としての効果が優れており、MEL-B含有液状組成物の水への分散性、溶解安定性を向上させる上で非常に有用である。
(Component (C) Polyhydric alcohol)
The component (C) polyhydric alcohol (excluding glycerin) of the present invention is highly compatible with the component (A), has an excellent effect as a solvent for dispersing the component (A) in water, and contains a MEL-B-containing liquid. It is very useful for improving the dispersibility of water in the composition and the dissolution stability.
本発明で用いられる成分(C)多価アルコールとしては、前述のようにMEL-Bとの相溶性が優れたものが例示される。例えば、エチレングリコール、プロピレングリコール、ジプロピレングリコール、1,3-プロパンジオール、1,3-ブチレングリコール、1,2-ペンタンジオール、1,2-ヘキサンジオールなどが好ましく用いられる。これらの多価アルコールは、1種又は2種以上を組み合わせて用いることができる。 Examples of the component (C) polyhydric alcohol used in the present invention include those having excellent compatibility with MEL-B as described above. For example, ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, 1,2-hexanediol and the like are preferably used. These polyhydric alcohols can be used alone or in combination of two or more.
本発明の成分(C)多価アルコールは、成分(A)を水に分散させる溶媒としては優れているが、過剰量の添加により、MEL-B含有液状組成物の保存安定性を損なう恐れがある。そのため、成分(C)の配合質量は、成分(B)の配合質量を超えない範囲で配合することが好ましい。(C)多価アルコールの含有量は、成分(B)の配合質量を超えない範囲であれば特に限定されるものではないが、通常3.0~30.0質量%が好ましく、5.0~20.0質量%がより好ましい。 The component (C) polyhydric alcohol of the present invention is excellent as a solvent for dispersing the component (A) in water, but the addition of an excessive amount may impair the storage stability of the MEL-B-containing liquid composition. is there. Therefore, it is preferable to mix | blend the compounding mass of a component (C) in the range which does not exceed the compounding mass of a component (B). The content of the (C) polyhydric alcohol is not particularly limited as long as it does not exceed the blending mass of the component (B), but is usually preferably 3.0 to 30.0% by mass, More preferred is 20.0% by mass.
以下に成分(C)の配合質量を成分(B)グリセリンの配合質量未満とする理由を説明する。成分(B)は成分(A)MEL-Bと相溶性が低く、成分(A)の水への溶解性を低下させる効果を有する。この際に、成分(C)を成分(B)の配合量を超えない範囲で配合することで、成分(A)は成分(C)に対して濃厚な条件で効率的に溶解することができ、この状態が本発明の液状組成物自体の保存安定性だけでなく、これを希釈して成る組成物の分散安定性に寄与するものである。仮に、成分(C)が成分(B)の配合量を超えて配合される場合、成分(A)は成分(C)に対して希薄に溶解し、MEL-B含有液状組成物の保存安定性に影響を与えるものである。 The reason why the blending mass of component (C) is less than the blending mass of component (B) glycerin will be described below. Component (B) has low compatibility with component (A) MEL-B and has the effect of reducing the solubility of component (A) in water. At this time, by blending the component (C) in a range not exceeding the blending amount of the component (B), the component (A) can be efficiently dissolved in the rich condition with respect to the component (C). This state contributes not only to the storage stability of the liquid composition of the present invention, but also to the dispersion stability of the composition obtained by diluting it. If the component (C) is added in excess of the amount of the component (B), the component (A) is diluted with respect to the component (C), and the storage stability of the liquid composition containing MEL-B It will affect.
(成分(D)グリチルリチン酸塩)
本発明の成分(D)グリチルリチン酸塩は、成分(A)MEL-Bの溶解能が非常に高く、成分(A)を水に溶解・分散させる成分としての効果が優れており、MEL-B含有液状組成物の水への分散性、溶解安定性を向上させる上で非常に有用である。しかしながら、成分(D)を過剰量配合すると、成分(A)が水溶液中で形成するラメラ構造を溶解させてしまう懸念があるため、成分(A)と成分(D)との配合質量比は非常に重要である。つまり、成分(A)と成分(D)の配合質量比は、5:1~50:1であることが好ましく、10:1~40:1がより好ましく、15:1~30:1がさらに好ましい。(D)グリチルリチン酸の含有量は、成分(A)と成分(D)の配合質量比が前記範囲内であれば特に限定されるものではないが、通常0.01~1.5.0質量%が好ましく、0.05~2.0質量%がより好ましく、0.1~1.0質量%が好ましい。
(Component (D) Glycyrrhizinate)
The component (D) glycyrrhizinate of the present invention has a very high solubility of the component (A) MEL-B, and is excellent in the effect as a component for dissolving and dispersing the component (A) in water. This is very useful for improving the dispersibility in water and dissolution stability of the contained liquid composition. However, when there is an excess amount of component (D), there is a concern that component (A) may dissolve the lamellar structure formed in the aqueous solution, so the blending mass ratio of component (A) and component (D) is very high. Is important to. That is, the blending mass ratio of the component (A) and the component (D) is preferably 5: 1 to 50: 1, more preferably 10: 1 to 40: 1, and further preferably 15: 1 to 30: 1. preferable. The content of (D) glycyrrhizic acid is not particularly limited as long as the blending mass ratio of component (A) to component (D) is within the above range, but is usually 0.01 to 1.5.0 mass. % Is preferable, 0.05 to 2.0 mass% is more preferable, and 0.1 to 1.0 mass% is preferable.
本発明に用いる(D)グリチルリチン酸塩は、成分(A)の溶解能を損なわなければ、化粧料に一般的に使用される成分を選択してもよい。(D)グリチルリチン酸塩としては、グリチルリチン酸ナトリウム塩、グリチルリチン酸カリウム塩、グリチルリチン酸アンモニウム塩が好ましく、具体的には、グリチルリチン酸ジカリウム、グリチルリチン酸ジナトリウム、グリチルリチン酸モノアンモニウムが好ましい。これらのグリチルリチン酸塩は、1種又は2種以上を組み合わせて用いることができる。 As long as the (D) glycyrrhizinate used in the present invention does not impair the solubility of the component (A), a component generally used in cosmetics may be selected. (D) As glycyrrhizinate, glycyrrhizinate sodium salt, glycyrrhizinate potassium salt, and glycyrrhizinate ammonium salt are preferable, and specifically, dipotassium glycyrrhizinate, disodium glycyrrhizinate, and monoammonium glycyrrhizinate are preferable. These glycyrrhizinates can be used alone or in combination of two or more.
(成分(E)水)
 本発明の成分(E)水は、成分(A)~(D)の溶解・分散媒体として用いられるが、皮膚外用剤として用いられるものであれば特に限定されず、例えば脱イオン水、蒸留水、精製水、温泉水、海洋深層水、ローズ水やラベンダー水等の植物由来の水蒸気蒸留水等が挙げられ、これらの中から1種又は2種以上を組み合わせて用いることができる。
(Ingredient (E) water)
The component (E) water of the present invention is used as a dissolution / dispersion medium for the components (A) to (D), but is not particularly limited as long as it is used as an external preparation for skin, for example, deionized water, distilled water. , Purified water, hot spring water, deep ocean water, steam-distilled water derived from plants such as rose water and lavender water, and the like. Among these, one kind or two or more kinds can be used in combination.
本発明の成分(E)の含有量は特に制限されず、成分(A)~(D)の含有量により適宜決められるが、概ね20.0質量%~80.0質量%である。 The content of the component (E) of the present invention is not particularly limited, and is appropriately determined depending on the contents of the components (A) to (D), but is generally 20.0% by mass to 80.0% by mass.
本発明のMEL-B含有液状組成物は、安定性や流動性、ハンドリング性を損なわない範囲であれば、上述したような成分の他に、通常の化粧料、医薬部外品、医薬品等に用いられる各種成分を添加してもよいのは勿論であり、例えば、保湿剤、増粘剤、薬効成分、防腐剤、顔料、粉体、pH調整剤、紫外線吸収剤、抗酸化剤、香料等を適宜配合することができる。 The MEL-B-containing liquid composition of the present invention can be used for normal cosmetics, quasi-drugs, pharmaceuticals, etc., in addition to the above-described components, as long as stability, fluidity, and handling properties are not impaired. Of course, various components used may be added, for example, moisturizers, thickeners, medicinal ingredients, preservatives, pigments, powders, pH adjusters, ultraviolet absorbers, antioxidants, fragrances, etc. Can be appropriately blended.
 前記した保湿剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばピロリドンカルボン酸、乳酸、乳酸ナトリウム、アミノ酸、ヒアルロン酸ナトリウム、コンドロイチン硫酸ナトリウムなどが挙げられる。これら保湿剤を添加することで、本発明のMEL-B含有液状組成物に対して保湿性付与などの効果が期待される。 As the humectant described above, any component that is generally used in cosmetics may be used, and examples thereof include pyrrolidone carboxylic acid, lactic acid, sodium lactate, amino acid, sodium hyaluronate, and chondroitin sulfate. It is done. By adding these moisturizing agents, effects such as imparting moisturizing properties to the MEL-B-containing liquid composition of the present invention are expected.
 前記した増粘剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばグアガム、クインスシード、カラギーナン、ガラクタン、アラビアガム、ペクチン、マンナン、デンプン、キサンタンガム、カードラン、メチルセルロース、ヒドロキシエチルセルロース、カルボキシメチルセルロース、メチルヒドロキシプロピルセルロース、ヒドロキシエチルグアガム、カルボキシメチルグアガム、デキストラン、ローカストビーンガム、サクシノグルカン、カロニン酸,キチン、キトサン、カルボキシメチルキチン、寒天、ポリビニルアルコール、ポリビニルピロリドン、カルボキシビニルポリマー、アルキル変性カルボキシビニルポリマー、ポリアクリル酸ナトリウム、ベントナイト等が挙げられる。これら増粘剤は、本発明のMEL-B含有液状組成物に対して安定性向上等の効果が期待される。 As the above-mentioned thickener, any of ingredients generally used in cosmetics may be used, such as guar gum, quince seed, carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum, Curdlan, methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, methyl hydroxypropyl cellulose, hydroxyethyl guar gum, carboxymethyl guar gum, dextran, locust bean gum, succinoglucan, caronic acid, chitin, chitosan, carboxymethyl chitin, agar, polyvinyl alcohol, Examples include polyvinyl pyrrolidone, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, sodium polyacrylate, bentonite and the like. These thickeners are expected to have an effect of improving the stability of the MEL-B-containing liquid composition of the present invention.
 前記した薬効成分としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばビタミンA又はその誘導体、ビタミンB6又はその誘導体、ビタミンB2又はその誘導体、ビタミンB12、ビタミンB15又はその誘導体等のビタミンB類、α-トコフェロール、β-トコフェロール、γ-トコフェロール、ビタミンEアセテート等のビタミンE類、ビタミンD類、ビタミンH、パントテン酸、パンテチン、ピロロキノリンキノン等のビタミン類、各種動植物抽出物等が挙げられる。これら薬効成分を添加することで、本発明のMEL-B含有液状組成物に対して抗酸化作用やアンチエイジング効果の付与が期待される。 As the above-mentioned medicinal ingredients, any of ingredients generally used in cosmetics may be used. For example, vitamin A or a derivative thereof, vitamin B6 or a derivative thereof, vitamin B2 or a derivative thereof, vitamin B12, Vitamin B such as vitamin B15 or its derivatives, vitamin E such as α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E acetate, vitamin D, vitamin H, pantothenic acid, panthetin, pyrroloquinoline quinone And various animal and plant extracts. By adding these medicinal ingredients, it is expected that the MEL-B-containing liquid composition of the present invention is imparted with an antioxidant action and an anti-aging effect.
前記した防腐剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばメチルパラベン、エチルパラベン、プロピルパラベン、ブチルパラベン等のパラベン類、フェノキシエタノール、エチルヘキシルグリセリン等が挙げられる。これら防腐剤を添加することで、本発明のMEL-B含有液状組成物に対して防腐性向上の効果が期待される。 As the above-mentioned preservative, any component that is generally used in cosmetics may be used, for example, parabens such as methylparaben, ethylparaben, propylparaben, butylparaben, phenoxyethanol, ethylhexylglycerin and the like. Can be mentioned. By adding these preservatives, the effect of improving the antiseptic property is expected for the MEL-B-containing liquid composition of the present invention.
前記したpH調製剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばクエン酸、クエン酸Na、乳酸、乳酸Na、水酸化Na、水酸化K等が挙げられる。これらpH調製剤を添加することで、本発明のMEL-B含有液状組成物に対して安定性向上等の効果が期待される。 As the pH adjuster, any component that is generally used in cosmetics may be used. For example, citric acid, Na citrate, lactic acid, Na lactate, Na hydroxide, K hydroxide, etc. Is mentioned. By adding these pH adjusters, effects such as improved stability are expected for the MEL-B-containing liquid composition of the present invention.
 本発明のMEL-B含有液状組成物に、上述のような種々の成分を添加することにより、それらの成分に応じて、保湿作用、細胞賦活作用、抗老化作用、育毛作用及び肌荒れ改善作用などの効果を付与することが期待できる。 By adding various components as described above to the MEL-B-containing liquid composition of the present invention, moisturizing action, cell activation action, anti-aging action, hair growth action, rough skin improvement action, etc., depending on those ingredients It can be expected to give the effect.
上述のような種々の成分は、MEL-Bが形成するラメラ構造又は/及びベシクルの内部に包埋されてもよい。 Various components as described above may be embedded in the lamellar structure formed by MEL-B or / and the interior of the vesicle.
本発明のMEL-B含有液状組成物の調製方法は、特に限定することなく、従来周知の方法を用いることができる。具体的には、プロペラミキサー、パドルミキサー、ディスパーミキサー又はホモジナイザー等を用いて攪拌、混合することが可能である。各種成分の投入方法も特に限定されるものではないが、中でも成分(B)、成分(D)を成分(E)に均一溶解させ、60~70℃で加温させた後、成分(A)を成分(C)に溶解させて同程度の温度に加温した相を投入し、ホモジナイザーで攪拌混合し、徐々に室温まで冷却してMEL-B含有液状組成物を得る方法が、組成物の安定化のために好ましい。 The method for preparing the MEL-B-containing liquid composition of the present invention is not particularly limited, and conventionally known methods can be used. Specifically, stirring and mixing can be performed using a propeller mixer, paddle mixer, disper mixer, homogenizer, or the like. The method for adding various components is not particularly limited, but among them, component (B) and component (D) are uniformly dissolved in component (E) and heated at 60 to 70 ° C., and then component (A) Is dissolved in component (C) and a phase heated to the same temperature is added, stirred and mixed with a homogenizer, and gradually cooled to room temperature to obtain a MEL-B-containing liquid composition. Preferred for stabilization.
本発明で得られるMEL-B含有液状組成物の外観は、透明、半透明、微濁又は白濁を呈していてもよいが、透明~半透明を呈している方が、組成物の安定性及びラメラ形成能の観点から好ましい。 The appearance of the MEL-B-containing liquid composition obtained in the present invention may be transparent, translucent, slightly turbid or white turbid, but the one exhibiting transparent to translucent is more stable and more stable. It is preferable from the viewpoint of lamella forming ability.
以上のように得られるMEL-B含有液状組成物は、これをプレミックスとして用い、水性基材や乳化物などの化粧品製剤に希釈することで上述とは異なる組成物を得ることができる。希釈媒体は化粧料に一般的に使用される剤型であればいずれでも良く、シャンプー、コンディショナー、トリートメントなどの毛髪化粧料、石鹸、洗顔料、クレンジング料、日焼け止め化粧料、パック、粘度の低い化粧水、とろみのある化粧水、粘度の高いゲル状美容液、乳化美容液、乳液、クリームなどの皮膚化粧料、アイライナー、マスカラ、口紅、ファンデーションなどのメイクアップ化粧料、浴用化粧料などが挙げられる。 The MEL-B-containing liquid composition obtained as described above can be used as a premix and diluted to a cosmetic preparation such as an aqueous base or emulsion to obtain a composition different from the above. The diluent medium may be any form commonly used in cosmetics, such as hair cosmetics such as shampoos, conditioners, treatments, soaps, facial cleansers, cleansing agents, sunscreen cosmetics, packs, low viscosity Skin lotion, thick skin lotion, gel cosmetics with high viscosity, emulsified serum, milky lotion, creams and other skin cosmetics, eyeliner, mascara, lipstick, foundation makeup makeup cosmetics, bath cosmetics, etc. Can be mentioned.
本発明で得られるMEL-B含有液状組成物を水性基材や乳化物などに希釈する際、当該液状組成物を単独で希釈しても良いし、あるいは各種溶剤と混合させた後に希釈しても良い。 When diluting the MEL-B-containing liquid composition obtained in the present invention into an aqueous substrate or emulsion, the liquid composition may be diluted alone or after being mixed with various solvents. Also good.
 MEL-B含有液状組成物をあらかじめ各種溶剤と混合してから希釈する場合、MEL-Bとの相溶性が優れたものが例示される。例えば、エタノール、エチレングリコール、プロピレングリコール、ジプロピレングリコール、1,3-プロパンジオール、1,3-ブチレングリコール、1,2-ペンタンジオール、1,2-ヘキサンジオール、グリセリンなどが挙げられる。これらの多価アルコールは、1種又は2種以上を組み合わせて用いることができる。これらの溶剤とあらかじめ混合してから希釈することで、MEL-B粒子の水系基材への分散性を高めることができる。 When the MEL-B-containing liquid composition is previously mixed with various solvents and then diluted, those having excellent compatibility with MEL-B are exemplified. Examples thereof include ethanol, ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, 1,2-hexanediol, glycerin and the like. These polyhydric alcohols can be used alone or in combination of two or more. By diluting after mixing with these solvents in advance, the dispersibility of the MEL-B particles in the aqueous base material can be enhanced.
 MEL-B含有液状組成物の化粧品製剤への配合濃度としては、希釈時のMEL-Bの分散安定性を損なわない範囲であればよく、特に制限するものではないが、当該液状組成物の終濃度として、化粧品製剤に対して通常0.01~10質量%が好ましく、0.1~5質量%がより好ましく、1~3質量%がさらに好ましい。これらの範囲で配合することで、化粧料に対してMEL-B特有の使用感触や、ラメラ構造に基づく保湿作用等を付与することが可能である。 The concentration of the MEL-B-containing liquid composition in the cosmetic preparation is not particularly limited as long as it does not impair the dispersion stability of MEL-B upon dilution, but the final concentration of the liquid composition is not limited. The concentration is usually preferably from 0.01 to 10% by weight, more preferably from 0.1 to 5% by weight, even more preferably from 1 to 3% by weight, based on the cosmetic preparation. By blending in these ranges, it is possible to impart a feeling of use peculiar to MEL-B to the cosmetic, a moisturizing action based on a lamellar structure, and the like.
 希釈により得られる組成物の外観は、透明、半透明、微濁又は白濁を呈していてもよく、物性は液状、ゲル状、クリーム状、固形状のいずれでもよい。 The appearance of the composition obtained by dilution may be transparent, translucent, slightly turbid or cloudy, and the physical properties may be liquid, gel, cream, or solid.
 特殊な場合として、MEL-B含有液状組成物を1質量%程度含む化粧水製剤に対して、これにヒアルロン酸ナトリウム等の増粘多糖類や、塩化ナトリウム等の塩成分を0.1~0.5質量%混合した場合、まれに高度に分散しているMEL-Bの水への溶解度が低下し、MEL-Bが析出することがある。このMEL-Bが析出した化粧水製剤に対して、ある種の増粘剤を混合・溶解させることで、MEL-Bを可溶化し、再び高度に分散したMEL-B配合化粧水製剤を得ることができる。ここで増粘剤としては、親水性ポリマーに対して疎水鎖の付加された増粘剤を用いることができ、例えば、(アクリレーツ/アクリル酸アルキル(C10-30))クロスポリマー(Acrylates/C10-30 Alkyl Acrylate Crosspolymer)、ステアロキシヒドロキシプロピルメチルセルロース(Hydroxypropyl Methylcellulose Stearoxy Ether)、(PEG-240/デシルテトラデセス-20/HDI)コポリマー(PEG-240/HDI Copolymer Bis-Decyltetradeceth-20 Ether)等の乳化力のある増粘剤が挙げられる。これらの増粘剤を0.01-0.5質量%と微量配合することで、MEL-B可溶化の効果を発揮することができる。 As a special case, for a lotion preparation containing about 1% by mass of a liquid composition containing MEL-B, a thickening polysaccharide such as sodium hyaluronate and a salt component such as sodium chloride are added in an amount of 0.1 to 0. When mixed in an amount of 5% by mass, the solubility of MEL-B, which is highly dispersed in water, rarely decreases, and MEL-B may precipitate. A MEL-B-containing lotion preparation is obtained by solubilizing MEL-B by mixing and dissolving a certain type of thickener in the lotion preparation on which MEL-B is deposited. be able to. Here, as the thickener, a thickener having a hydrophobic chain added to the hydrophilic polymer can be used. For example, an (acrylates / alkyl acrylate (C10-30)) crosspolymer (Acrylates / C10- 30 Alkyl Acrylate Crosspolymer), stearoxyhydroxypropyl methylcellulose (Hydroxypropyl Methylcellulose Stearoxy Ether), (PEG-240 / decyltetradeceth-20 / HDI) copolymer (PEG-240 / HDI Copolymer Bis-Decyltetradeceth-20 Ether) A powerful thickener can be mentioned. By blending these thickeners in a small amount of 0.01 to 0.5% by mass, the effect of solubilizing MEL-B can be exhibited.
本発明によって得られたMEL-B含有液状組成物を希釈した際の、希釈媒体中でのMEL-Bの分散性・安定性は非常に良好であり、MEL-B粒子の沈降等を防止するための難解な処方検討は必要としない。そのため、MEL-B含有液状組成物の化粧品製剤への配合は非常に平易なものである。また、MEL-Bが有する皮膚への効果だけでなく、しっとりとした良好な使用感を化粧品製剤に付与することができるため、プレミックス品として非常に有用である。 When the MEL-B-containing liquid composition obtained by the present invention is diluted, the dispersibility and stability of MEL-B in the dilution medium is very good and prevents sedimentation of MEL-B particles. It is not necessary to study difficult prescriptions. Therefore, it is very easy to mix the MEL-B-containing liquid composition into the cosmetic preparation. Further, not only the skin effect of MEL-B but also a moist and good feeling of use can be imparted to the cosmetic preparation, so it is very useful as a premix product.
本発明のMEL-B含有液状組成物及びそれを希釈して成る組成物は、保湿効果、細胞賦活効果、抗老化効果、育毛効果及び肌荒れ改善効果などが必要とされる場合に広く使用することができる。使用量は、所期の保湿効果、細胞賦活効果、抗老化効果、育毛効果及び肌荒れ改善効果などを十分に奏する範囲内で決定する。 The MEL-B-containing liquid composition of the present invention and a composition obtained by diluting the same are widely used when a moisturizing effect, a cell activation effect, an anti-aging effect, a hair-growth effect, a skin roughening effect, etc. are required. Can do. The amount to be used is determined within a range in which the desired moisturizing effect, cell activation effect, anti-aging effect, hair-growth effect, and rough skin improving effect are sufficiently exhibited.
 本発明により提供されるMEL-B含有液状組成物及びこれを希釈して成る組成物は洗浄性と、保湿作用、細胞賦活作用、抗老化作用、育毛作用及び肌荒れ改善作用などを併せ持つので、洗浄用化粧料の配合成分としても有用である。 The MEL-B-containing liquid composition provided by the present invention and a composition obtained by diluting the same have cleaning properties, moisturizing action, cell activation action, anti-aging action, hair growth action, skin roughening action, etc. It is also useful as a component for cosmetics.
本発明のMEL-B含有液状組成物及びそれを希釈して成る組成物は、前記のような効果を期待して用いるものであるから、化粧品組成物や化粧品として利用されることは勿論であるが、そのほかにも、医薬部外品組成物 、医療用品組成物、衛生用品組成物、医薬品組成物、機能性食品組成物や、医薬部外品 、医療用品、衛生用品、医薬品などの形態で利用することができる。 Since the MEL-B-containing liquid composition of the present invention and a composition obtained by diluting the same are used with the expectation of the above-mentioned effects, they are of course used as cosmetic compositions and cosmetics. In addition, in the form of a quasi-drug composition, medical product composition, sanitary product composition, pharmaceutical composition, functional food composition, quasi-drug, medical product, hygiene product, pharmaceutical product, etc. Can be used.
以下の実施例により、本発明をさらに詳細に説明するが、本発明はこれらになんら限定されるものではない。 The following examples further illustrate the present invention in detail but are not to be construed to limit the scope thereof.
(製造例)
製造例1 MEL-Bの製造
 P.tsukubaensisを、500ml容坂口フラスコを用いて、YM培地にて培養温度26℃で48時間通気攪拌培養した。得られた溶液を種培養液とする。得られた種培養液を、10L容ジャーファーメンターを用いて、YM培地(5% オリーブ油を含む)にて、培養温度26℃で7日間通気攪拌培養した。培養液に等量の酢酸エチルを加え攪拌し分配を行った。酢酸エチル層に無水硫酸Naを適量加え30分間静置させた後、加温濃縮し、粗MEL-Bを得た。得られた粗MEL-Bを、シリカゲルカラムを用いてヘキサン:アセトン=5:1、ヘキサン:アセトン=1:1で溶出した。MEL-B画分のみを分取・濃縮し、精製MEL-Bを得た。
(Production example)
Production Example 1 Production of MEL-B P.tsukubaensis was cultured with aeration and stirring in a YM medium at a culture temperature of 26 ° C. for 48 hours using a 500 ml Sakaguchi flask. The obtained solution is used as a seed culture solution. The obtained seed culture solution was cultured with aeration and agitation in a YM medium (containing 5% olive oil) at a culture temperature of 26 ° C. for 7 days using a 10 L jar fermenter. An equal amount of ethyl acetate was added to the culture and stirred for distribution. An appropriate amount of anhydrous sodium sulfate was added to the ethyl acetate layer and allowed to stand for 30 minutes, followed by heating and concentration to obtain crude MEL-B. The obtained crude MEL-B was eluted with hexane: acetone = 5: 1 and hexane: acetone = 1: 1 using a silica gel column. Only the MEL-B fraction was collected and concentrated to obtain purified MEL-B.
(実施例1-11、比較例1-11)
表1~3に示す成分と配合割合で、実施例及び比較例の液状組成物を調製した。
(Example 1-11, Comparative example 1-11)
Liquid compositions of Examples and Comparative Examples were prepared with the components and blending ratios shown in Tables 1 to 3.
(液状組成物を調製するときの条件)
以下の表に示す配合割合で、グリセリン、グリチルリチン酸塩を水に混合溶解して60~70℃に保温した水溶液に対して、MEL-Bと多価アルコールを混合して同程度の温度で溶解した溶液を少しずつ添加し、同程度の温度にてホモミキサーで強攪拌した。これを常温まで冷却しながら継続することで液状組成物を得た。なお、多価アルコールとして、エチレングリコール、プロピレングリコール、ジプロピレングリコール、1,3-プロパンジオール、1,3-ブチレングリコール、1,2-ペンタンジオール及び1,2-ヘキサンジオールを用いた。グリチルリチン酸塩として、グリチルリチン酸ナトリウム塩、グリチルリチン酸カリウム塩及びグリチルリチン酸アンモニウム塩を用いた。
(Conditions for preparing the liquid composition)
MEL-B and polyhydric alcohol are mixed and dissolved at the same temperature in an aqueous solution in which glycerin and glycyrrhizinate are mixed and dissolved in water and kept at 60 to 70 ° C. at the mixing ratio shown in the following table. The solution was added little by little and stirred vigorously with a homomixer at the same temperature. The liquid composition was obtained by continuing this, cooling to normal temperature. As the polyhydric alcohol, ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol and 1,2-hexanediol were used. As glycyrrhizinate, sodium glycyrrhizinate, potassium glycyrrhizinate and ammonium glycyrrhizinate were used.
(評価方法)
(液状組成物の保存安定性評価)
得られた液状組成物自身の保存安定性を評価するため、各液状組成物をそれぞれ5℃及び40℃の恒温槽に2ヶ月(化粧品一般の考え方に基づき、室温1年相当)保管した。その後サンプルを取り出し、25℃に平衡させた後、性状の評価をおこない、以下の基準に従って判定し、その結果を表1~3中に併記した(表中結果1)。
性状の評価については、5℃保存品を標準として、透明度や分離の程度を目視で観察することで評価した。本評価は、当該液状組成物をプレミックス製剤とした際の、原液の保存安定性評価を意味する。(5℃保存品は性状変化が見られない。)
[判定](結果1.液状組成物の保存安定性)
A:5℃標準品と比較して、性状の変化はほとんど見られない。
B:透明度や色調にやや変化は見られるが、分離していない。
C:性状が変化し、わずかに分離相が観察される。
D:分離し、明らかに性状が異なる。
(Evaluation methods)
(Evaluation of storage stability of liquid composition)
In order to evaluate the storage stability of the obtained liquid composition itself, each liquid composition was stored in a thermostatic bath at 5 ° C. and 40 ° C. for 2 months (corresponding to a year of room temperature based on the general concept of cosmetics). Thereafter, the sample was taken out, allowed to equilibrate to 25 ° C., evaluated for properties, judged according to the following criteria, and the results were also shown in Tables 1 to 3 (Result 1 in the table).
The properties were evaluated by visually observing the degree of transparency and the degree of separation with a 5 ° C. stored product as a standard. This evaluation means the storage stability evaluation of the stock solution when the liquid composition is used as a premix preparation. (No change in properties is observed for products stored at 5 ° C.)
[Judgment] (Result 1. Storage stability of liquid composition)
A: Compared with a 5 ° C. standard product, almost no change in properties is observed.
B: Some change is seen in transparency and color tone, but they are not separated.
C: The property changes and a slightly separated phase is observed.
D: Separated and clearly different in properties.
(希釈液の分散安定性評価)
得られた液状組成物の希釈液の分散安定性を評価するため、各液状組成物を精製水で100倍に希釈して、透過率を測定した(表中結果2)。また、各希釈液を5℃の恒温槽に2ヶ月保管した後、再度透過率を測定することで、希釈液の分散性を評価し、以下の基準に従って判定し、その結果を表1~3中に併記した(表中結果3)。また、調製時と低温保管後の希釈液の透過率を比較し、その性状変化についても、以下の基準に従って判定し、その結果を表1~3中に併記した(表中結果4)。
透過率はコントロールを精製水とし、測定対象物を長さ10mmのセルに入れ、日立製分光光度計(U-1900)を用いて波長660nmの透過率を測定した。
本評価は、低温下においてMEL-Bの水への溶解性が低下するという知見から、加速試験として5℃にて保管し、分散しているMEL-B粒子の沈殿や凝集を評価し、当該液状組成物を希釈した際の分散性に関して評価をおこなうものである。また、この希釈液の分散性評価は、液状組成物をプレミックス製剤として化粧水等の水系製剤に配合した場合の保存安定性の評価を意味する。
[判定](2.100倍希釈液の分散性(調製時))
   (3.100倍希釈液の分散性(5℃ 2ヶ月))
A:透過率100~80%:透明度が非常に高く、高度に分散している
B:透過率60~80%:透明度が高く、分散している
C:透過率40~60%:透明度がやや低く、分散性が劣る
D:透過率0~40%:不透明で、分散は一時的である
[判定](4.100倍希釈液の性状(5℃ 2ヶ月))
A:性状に変化はなく、沈殿は見られない。
B:透明度がわずかに変化しているが、沈殿は見られない。
C:透明度が低下し、わずかに沈殿が見られる。
D:明らかに多量の沈殿が見られる。
(Evaluation of dispersion stability of diluted solution)
In order to evaluate the dispersion stability of the diluted liquid composition obtained, each liquid composition was diluted 100 times with purified water, and the transmittance was measured (result 2 in the table). In addition, after storing each diluted solution in a thermostatic bath at 5 ° C. for 2 months, by measuring the transmittance again, the dispersibility of the diluted solution was evaluated and judged according to the following criteria, and the results are shown in Tables 1 to 3. It was written together (result 3 in the table). Further, the transmittance of the diluted solution after preparation and after storage at low temperature was compared, and the property change was also determined according to the following criteria, and the results were also shown in Tables 1 to 3 (Result 4 in the table).
The transmittance was measured using purified water as a control, the measurement object was placed in a 10 mm long cell, and the transmittance at a wavelength of 660 nm was measured using a Hitachi spectrophotometer (U-1900).
This evaluation is based on the knowledge that the solubility of MEL-B in water decreases at low temperatures, and as an accelerated test, it was stored at 5 ° C. to evaluate the precipitation and aggregation of dispersed MEL-B particles. Evaluation is made with respect to dispersibility when the liquid composition is diluted. The evaluation of the dispersibility of the diluted solution means the evaluation of the storage stability when the liquid composition is blended as a premix preparation into an aqueous preparation such as lotion.
[Determination] (Dispersibility of 2.100-fold diluted solution (during preparation))
(3. Dispersibility of 100-fold diluted solution (5 ° C, 2 months))
A: Transmittance 100 to 80%: Very high transparency and highly dispersed B: Transmittance 60 to 80%: Highly transparent and dispersed C: Transmittance 40 to 60%: Slightly transparent Low, poor dispersibility D: Transmittance 0-40%: opaque, dispersion is temporary
[Judgment] (4. Properties of 100-fold diluted solution (5 ° C, 2 months))
A: There is no change in properties and no precipitation is observed.
B: Transparency is slightly changed, but no precipitation is observed.
C: Transparency decreases and slight precipitation is observed.
D: A large amount of precipitation is clearly observed.
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
 実施例1~4より、MEL-B配合量の変化に伴い、その他の成分及びその比率を適切に変化させることで、得られる液状組成物及びその希釈液の安定性が良好な組成物が得られた。(表1参照) From Examples 1 to 4, by changing the other components and their ratios appropriately in accordance with the change in the amount of MEL-B, a liquid composition obtained and a composition with good stability of the diluted liquid can be obtained. It was. (See Table 1)
 多価アルコールの種類によってMEL-Bとの溶解性の度合いが異なることが知られている。実施例5~11より、配合する多価アルコールの種類を変化させる際、その配合量を適宜調整することで、得られる液状組成物及びその希釈液の安定性が良好な組成物が得られた。(表2参照) It is known that the degree of solubility with MEL-B varies depending on the type of polyhydric alcohol. From Examples 5 to 11, when changing the type of polyhydric alcohol to be blended, the blending amount was appropriately adjusted to obtain a liquid composition to be obtained and a composition having good stability of the diluted liquid. . (See Table 2)
 比較例1~4から、グリセリン、多価アルコール、グリチルリチン酸塩、精製水をそれぞれ無配合にした場合、得られる液状組成物の保存安定性、あるいは希釈液の分散性に不良が生じた。 From Comparative Examples 1 to 4, when glycerin, polyhydric alcohol, glycyrrhizinate, and purified water were not added, the storage stability of the obtained liquid composition or the dispersibility of the diluted solution was poor.
 比較例5、6から、MEL-B:グリセリンの配合質量比が1:1~1:10を外れた場合、得られる液状組成物の保存安定性および希釈液の分散性不良が生じた。 From Comparative Examples 5 and 6, when the blending mass ratio of MEL-B: glycerin deviated from 1: 1 to 1:10, the storage stability of the resulting liquid composition and the dispersibility of the diluted solution were poor.
 比較例7から、多価アルコールの配合質量がグリセリンの配合質量を上回った場合、特に、得られる液状組成物の保存安定性に不良が生じた。 From Comparative Example 7, when the blended mass of the polyhydric alcohol exceeded the blended mass of glycerin, the storage stability of the resulting liquid composition was particularly poor.
 比較例8、9から、多価アルコール、グリセリンを配合しなかった場合、特に希釈液の顕著な分散不良が経時的に観察された。 From Comparative Examples 8 and 9, when polyhydric alcohol and glycerin were not blended, remarkable dispersion failure of the diluent was observed over time.
 比較例10、11から、グリセリンを配合せず、多価アルコールおよび多量のグリチルリチン酸塩を配合した場合、得られる液状組成物の性状は維持されるが、希釈液の顕著な分散不良が経時的に観察された。 From Comparative Examples 10 and 11, when glycerin is not blended and a polyhydric alcohol and a large amount of glycyrrhizinate are blended, the properties of the resulting liquid composition are maintained, but a remarkable dispersion failure of the diluted solution is observed over time. Observed.
 本発明により、保存安定性だけでなく、希釈した際の分散性も良好な、MEL-Bプレミックス処方を提供することができる。この液状組成物及びその処方により、非常に有用な化粧品製剤を調製でき、産業界に大きく寄与することが期待される。 According to the present invention, it is possible to provide a MEL-B premix formulation that has not only storage stability but also good dispersibility when diluted. With this liquid composition and its formulation, a very useful cosmetic preparation can be prepared, and it is expected to greatly contribute to the industry.

Claims (4)

  1. (A)マンノシルエリスリトールリピッド-B、(B)グリセリン、(C)多価アルコール(グリセリンを除く)、(D)グリチルリチン酸塩及び(E)水を含有し、
    (A)マンノシルエリスリトールリピッド-Bの配合量が1.0~25.0質量%であり、
    (B)グリセリンの配合量が5.0~70.0質量%であり、
    (C)多価アルコールの配合量が3.0~30.0質量%であり、
    (D)グリチルリチン酸塩の配合量が0.01~5.0質量%であり、
    (A)マンノシルエリスリトールリピッド-Bと(B)グリセリンの配合質量比が1:1~1:10であり、かつ
    (C)多価アルコールの配合質量が(B)グリセリンの配合質量よりも少ないことを特徴とする液状組成物。
    (A) Mannosylerythritol lipid-B, (B) glycerin, (C) polyhydric alcohol (excluding glycerin), (D) glycyrrhizinate and (E) water,
    (A) The blending amount of mannosyl erythritol lipid-B is 1.0 to 25.0 mass%,
    (B) The amount of glycerin is 5.0 to 70.0% by mass,
    (C) The blending amount of the polyhydric alcohol is 3.0 to 30.0% by mass,
    (D) The amount of glycyrrhizinate is 0.01 to 5.0% by mass,
    The blending mass ratio of (A) mannosyl erythritol lipid-B and (B) glycerin is 1: 1 to 1:10, and the blending mass of (C) polyhydric alcohol is less than the blending mass of (B) glycerin. A liquid composition characterized by the above.
  2. (C)多価アルコールが、エチレングリコール、プロピレングリコール、ジプロピレングリコール、1,3-プロパンジオール、1,3-ブチレングリコール、1,2-ペンタンジオール、1,2-ヘキサンジオールからなる群より選ばれる1種又は2種以上の化合物であることを特徴とする請求項1に記載の液状組成物。 (C) The polyhydric alcohol is selected from the group consisting of ethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, and 1,2-hexanediol. The liquid composition according to claim 1, wherein the liquid composition is one or more compounds.
  3. (D)グリチルリチン酸塩が、グリチルリチン酸ナトリウム塩、グリチルリチン酸カリウム塩及びグリチルリチン酸アンモニウム塩からなる群より選ばれる1種又は2種以上の化合物であることを特徴とする請求項1又は2に記載の液状組成物。 (D) The glycyrrhizinate is one or more compounds selected from the group consisting of sodium glycyrrhizinate, potassium glycyrrhizinate and ammonium glycyrrhizinate. Liquid composition.
  4. 請求項1~3のいずれか一項に記載の液状組成物を0.01質量%~10質量%含有することを特徴とする化粧料製剤。
     
    A cosmetic preparation comprising 0.01 to 10% by mass of the liquid composition according to any one of claims 1 to 3.
PCT/JP2015/079654 2014-11-11 2015-10-21 Liquid composition containing mannosyl erythritol lipid-b WO2016076089A1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3805450A4 (en) * 2018-06-01 2022-03-30 Toyobo Co., Ltd. Synthetic fiber, fiber treatment agent, and use thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011001314A (en) * 2009-06-19 2011-01-06 Toyobo Co Ltd Composition containing biosurfactant and antiinflammatory agent
JP2011001312A (en) * 2009-06-19 2011-01-06 Toyobo Co Ltd Composition comprising biosurfactant and polyhydric alcohol
JP2012025706A (en) * 2010-07-26 2012-02-09 National Institute Of Advanced Industrial Science & Technology Antioxidant and use thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011001314A (en) * 2009-06-19 2011-01-06 Toyobo Co Ltd Composition containing biosurfactant and antiinflammatory agent
JP2011001312A (en) * 2009-06-19 2011-01-06 Toyobo Co Ltd Composition comprising biosurfactant and polyhydric alcohol
JP2012025706A (en) * 2010-07-26 2012-02-09 National Institute Of Advanced Industrial Science & Technology Antioxidant and use thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3805450A4 (en) * 2018-06-01 2022-03-30 Toyobo Co., Ltd. Synthetic fiber, fiber treatment agent, and use thereof

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