JP2010018560A - Water-in-oil emulsion cosmetic composition containing biosurfactant - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a water-in-oil emulsion cosmetic containing a biosurfactant as an oil component and capable of continuously maintaining a moisturizing function close to the function of natural skin. <P>SOLUTION: The water-in-oil emulsion cosmetic composition contains a biosurfactant, preferably a biosurfactant having a sugar alcohol bonded to the 1-position hydroxy group of a mannose skeleton through a glycoside bond, and at least two components comprising an oily component and an aqueous component. The water-in-oil cosmetic composition stably holds the biosurfactant and has excellent skin moisture barrier function. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

The present invention relates to a water-in-oil emulsified cosmetic composition, and more particularly to a water-in-oil emulsified cosmetic composition having excellent skin moisture barrier ability.

Examples of the emulsified cosmetic composition include those obtained by emulsifying liquid paraffin, silicone oil and the like, as shown in Patent Document 1, for example. However, these oil agents do not have water-holding properties themselves, and they prevent drying by forming an oily film and suppressing the evaporation of moisture when applied to the skin. The original skin moisturizing function functions by binding moisture with intercellular lipids, and there has been a need for an emulsified cosmetic composition having such a moisturizing performance close to the original skin function.

Amino acid oils (Patent Documents 2 and 3) are known as having an action close to that of an intercellular lipid component. However, although they certainly have better emulsification stability than conventional oils, they are still not satisfactory. Further, in recent years, consumers are increasingly interested in natural products because of safety concerns, and materials derived from natural products are required in the skin care field instead of synthetic products. For example, an emulsified composition using lecithin, saponin or the like has been actively developed.

One typical glycolipid biosurfactant is mannosylerythritol lipid (MEL). MEL is a substance discovered from Ustilago nuda (Ustyago Nuda) and Shizonella melanogramma (see Non-Patent Documents 1 and 2). Thereafter, Candida yeast (see Patent Document 4 and Non-Patent Document 3), which is a mutant of itaconic acid production, Candida antarctica (currently Pseudozyma antarctica) (see Non-Patent Documents 4 and 5), It has been reported that it is also produced by yeasts such as the genus Kurtzmanomyces (see Non-Patent Document 6). At present, production of 300 g / L or more is possible by continuous culture and production for a long time.
MEL includes 4-O-β-D-mannopyranosyl-meso-erythritol structure and 1-O-β-D-mannopyranosyl-meso as shown in the following formula (1) as optical isomers of erythritol having a sugar skeleton. -An erythritol structure (the following formula (2)) exists.

MEL having a 4-O-β-D-mannopyranosyl-meso-erythritol structure has been reported to have various physiological activities including antibacterial properties, antitumor properties, and glycoprotein binding ability (Non-patent Documents). 7). In addition, this MEL exhibits extremely unique self-assembly characteristics, and not only a slight difference in molecular structure greatly affects the formation of self-assemblies, but also dilute solutions (6.3 × 10 ^-2 wt% or less) (non-patent document 8). Furthermore, liquid crystal emulsification technology using conventional MEL bicontinuous sponge structure (Patent Document 5) and an emulsified composition such as W / O microemulsion in which water is dispersed in oil (Patent Document 6) are also reported. .

  In addition, MEL is known to have effects such as cell activation, anti-aging, hair growth, and rough skin improvement (Patent Documents 7 and 8).

JP 2002-308729 A JP 2008-19230 A JP 2006-89420 A Japanese Patent Publication No.57-145896 JP2007-181789 JP2008-062179 JP2008-44855 JP2008-44857 R. H. R. H. Haskins, Jay. A. T. J.-A. Thorn-B.-Boothroyd, "Can. J. Microbiol.", Vol. 1, p. 749-756 (1955). Gee. Dem (G.-Deml), Tee. Anke (T.-Anke), EF. F. Oberwinkler, B. M. G. Giannetti, W. Steglich, “Phytochemistry”, Vol. 19, p83-87 (1980). Tee. Nakahara, H. Kawasaki, T. T. Sugisawa, Wy. Y. Takamori, Tee. T. Tabuchi, “Journal of Fermentation Technology” (Japan), Japan Fermentation Engineering Society, 61, p19-23 (1983). Di. Kitamoto, S. Akiba (S.-Akiba), See. C. Hioki, Tee. T. Tabuchi, “Agric.-Biol.-Chem.”, (Japan), Japan Society for Agricultural Chemistry, Volume 54. p31-36 (1990). H. S. Kim (H.-S. Kim), Bee. Di. Yoon (B.-D. Yoon), Di. H. Chung (D.-H.-Choung), H. M. Oh (H.-M. Oh), Tee. T. Katsuragi, Wye. Y. Tani "Appl. Microbiol.-Biotechnol.", (Germany), Springer-Verlag, 52, p713-721 (1999). K. kakukawa, M. Tamai, K. Imamura, K. Miyamoto, S. Miyoshi, Y. Morinaga, O. Suzuki, Miyagawa (T. Miyakawa) “Bioscience, Biotechnology and Biochemistry” (Japan), Japanese Society of Agricultural Chemistry, 66, p188-191 (2002). Dai Kitamoto “Oreoscience” (Japan), Japan Oil Chemists' Society, Volume 3, p663-672 (2003). Tee. T. Imura, N. N. Ohta, K. Inoue, N. N. Yagi, H. H. Negishi, H. H. Yanagishita, Di. Kitamoto “Chemistry European Journal (Chem. Eur. J)” (USA), Wiley, Vol. 12, p 2434-2440 (2006).

  The objective of this invention is providing the water-in-oil emulsified cosmetic composition derived from the natural product which can provide continuously the state close | similar to the moisture retention function which original skin has.

In order to achieve the above object, the water-in-oil emulsified cosmetic composition of the present invention is a water-in-oil emulsified cosmetic composition comprising a biosurfactant and at least two components, an oily component and an aqueous component. It has the following characteristics.

1. A water-in-oil emulsified cosmetic composition comprising a biosurfactant in addition to an aqueous component and an oily component.
2. The water-in-oil emulsified cosmetic composition according to claim 1, wherein the biosurfactant has a mannose skeleton.
3. The water-in-oil emulsified cosmetic composition according to claim 1 or 2, wherein the biosurfactant is a sugar alcohol having a glycosidic bond to the hydroxyl group at the 1-position of the mannose skeleton.
4). The biosurfactant having a mannose skeleton was selected from the group consisting of mannosyl erythritol lipid (MEL), mannosyl mannitol lipid (MML), mannosyl sorbitol lipid (MSL), mannosyl arabitol lipid (MAraL) and mannosyl ribitol lipid (MRL). The water-in-oil emulsified cosmetic composition according to claim 3, wherein the composition is one or more compounds.
5). MEL is mannosyl erythritol lipid A (MEL-A), mannosyl erythritol lipid B (MEL-B), mannosyl erythritol lipid C (MEL-C), mannosyl erythritol lipid D (MEL-D), triacyl derivative of MEL-A, 5. The water-in-oil emulsification according to claim 4, which is at least one compound selected from the group consisting of a triacyl form of MEL-B, a triacyl form of MEL-C, and a triacyl form of MEL-D. Cosmetic composition.
6). The water-in-oil emulsified cosmetic composition according to any one of claims 1 to 5, wherein the biosurfactant contains a saturated fatty acid and / or an unsaturated fatty acid.
7). The water-in-oil emulsified cosmetic composition according to any one of claims 1 to 6, wherein the biosurfactant forms a lamellar structure and / or a liposome.
8). The water-in-oil emulsified cosmetic composition according to claim 7, wherein a coexisting active ingredient is embedded in a lamellar structure and / or liposome formed by a biosurfactant.
9. The oil component is one or more oils selected from the group consisting of hydrocarbons, fats and oils, waxes, fatty acids, higher alcohols, synthetic esters, and silicone oils. Water-in-oil emulsified cosmetic composition.
10. The water-in-oil emulsified cosmetic composition according to any one of claims 1 to 9, wherein the aqueous component is one or more aqueous components selected from the group consisting of a humectant, a mucus, an alcohol, and purified water. object.
11. The biosurfactant content is 0.001 to 50% by mass, the oily component content is 10 to 90% by mass, and the aqueous component content is 90 to 10% by mass. The water-in-oil emulsified cosmetic composition according to any one of 10 above.

ADVANTAGE OF THE INVENTION According to this invention, the biosurfactant derived from microorganisms can be provided stably and the water-in-oil type emulsified cosmetic composition excellent in skin moisture barrier ability can be provided.

Biosurfactant is a biologically derived natural surfactant and thus has excellent safety, and the water-in-oil emulsified cosmetic composition according to the present invention has an effect that it can sufficiently withstand long-term use. Furthermore, since biosurfactants can be produced by culturing microorganisms, raw material costs are low, and mass production is possible. Therefore, the water-in-oil emulsified cosmetic composition according to the present invention has an effect that it can be provided at a low price. The biosurfactant may be used as a premix product.

In addition, a water-in-oil emulsified cosmetic composition containing a biosurfactant is useful as a cosmetic ingredient since it has cell activation, anti-aging, hair growth, and rough skin improvement.

(Activator)
In this specification, “activation” is intended to maintain or enhance cell function or cell activity. As a result, a decrease in cell function or cell activity can be suppressed, that is, cell aging can be suppressed. Therefore, “activator” is synonymous with “cell activator” and has utility as “anti-aging agent”.

  For example, “activation, anti-aging” in skin cells means skin wrinkles, sagging, hardening, etc. by reducing the decrease in skin cell function associated with the accumulation of structural changes in the underlying membrane due to aging and photoaging. This refers to maintaining a youthful, healthy skin condition with prevention and improvement. In addition, for example, in dermal papilla cells or hair matrix cells, it is possible to suppress hair loss by maintaining the hair cycle by reducing the functional degradation of dermal papilla cells or hair matrix cells due to aging, stress, hormone balance, etc. pointing.

  “Biosurfactant” is a general term for substances having surface-active ability and emulsifying ability produced by living organisms, and not only exhibits excellent surface activity and high biodegradability, but also has various physiological functions. Therefore, there is a possibility of developing different behaviors and functions from synthetic surfactants. Biosurfactants can be produced in large quantities by culturing microorganisms and may be used as premixed products.

  A “premix product” is a product obtained by adding a dispersing agent or the like in addition to a functional material, or diluting with a solvent so that it can be easily used during cosmetic production.

  In particular, as “biosurfactant”, mannosyl erythritol lipid (MEL), and mannosyl alditol lipid (MAL) other than MEL include mannosyl mannitol lipid (MML), mannosyl sorbitol lipid (MSL), mannosyl arabitol lipid (MAraL), Examples thereof include mannosyl ribitol lipid (MRL). Among them, biosurfactant forming a lamellar structure is preferably used, and MEL is particularly preferable.

(MEL)
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 4-position and 6-position of mannose. Formula (3) shows the structure of MEL-A. In Formula (3), R ¹ and R ² represent a hydrocarbon group. That is, MEL-A is a compound having an alkanoyl group having 6 to 20 carbon atoms at the 2nd and 3rd positions of mannose and the acetyl group at the 4th and 6th positions of mannose in formula (3). In MEL-B, mannose 4-position acetyl group (CH ₃ CO) in formula (3) is H, and MEL-C is mannose 6-position acetyl group (CH ₃ CO) in formula (3). H and MEL-D is H in the acetyl group (CH ₃ CO) at the 4-position and 6-position of mannose in the formula (3).

[R ¹ and R ² are the same or different and each represents a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, preferably 2 to 16 carbon atoms, more preferably 4 to 12 carbon atoms having a straight chain or a branched chain, or An alkenyl group, alkadienyl group or alkatrienyl group having a straight chain or branched chain having 2 to 18 carbon atoms, preferably 2 to 16 carbon atoms, more preferably 2 to 14 carbon atoms. ]

According to the formula (3), MEL is a saturated or unsaturated straight chain having 1 to 19, preferably 1 to 17, more preferably 1 to 15 carbon atoms at the 2nd and 3rd positions of mannose. Alternatively, it is a compound having a branched alkanoyl group and the mannose 4th and 6th positions are acetyl groups (one of the mannose 4th and 6th acetyl groups, or both are hydroxyl groups). It is good.) The total number of carbon atoms of the 2nd and 3rd alkanoyl groups is preferably 10 to 38, more preferably 14 to 30.

Preferable groups for R ¹ and R ² include C _{7 to} C ₁₁ alkyl groups such as CH ₃ (CH ₂ ) ₆ , CH ₃ (CH ₂ ) ₈ , and CH ₃ (CH ₂ ) ₁₀ . MEL-A of the formula (3) in which R ¹ and R ² are C _{7 to} C ₁₁ alkyl groups is myristic acid, palmitic acid, stearic acid, oleic acid or an ester thereof (monoalkyl ester, mono-, di- , Tri-glyceride, or fats and oils containing these saturated or monounsaturated fatty acids) and the like can be obtained by adding them to the medium. Similarly, MEL-A of the formula (3) in which R ¹ and R ² are an alkenyl group, an alkadienyl group or an alkatrienyl group is a linoleic acid, linolenic acid, arachidonic acid having two or more double bonds as a raw material. It can be obtained by adding raw materials such as esters (monoalkyl esters, mono-, di-, tri-glycerides, or oils and fats containing these highly unsaturated fatty acids) to the medium. Preferable alkanoyl groups represented by R ¹ and R ² include C _{7 to} C ₁₁ alkenyl groups such as C ₇ H ₁₄ , C ₉ H ₁₈ , and C ₁₁ H ₂₂ . Preferable alkadienyl groups represented by R ¹ and R ² include C _{7 to} C ₁₁ alkadienyl groups such as C ₇ H ₁₂ , C ₉ H ₁₆ , and C ₁₁ H ₂₀ . Preferable alkatrienyl groups represented by R ¹ and R ² include C ₇ -C ₁₁ alkatrienyl groups such as C ₇ H ₁₀ , C ₉ H ₁₄ , C ₁₁ H _{18 and the} like.

  The structure of MAL other than MEL is shown in Formula (4) (wherein either one or both of the acetyl groups at the 4th and 6th positions of mannose may be hydroxyl groups). Mannitol, arabitol, ribitol, and sorbitol are added as sugar alcohols (alditol) other than erythritol (n = 4: mannitol, sorbitol, n = 2: arabitol, ribitol). According to the formula (4), MAL is a saturated or unsaturated straight chain having 2 to 20 carbon atoms, preferably 4 to 18 carbon atoms, more preferably 6 to 14 carbon atoms at the 2nd and 3rd positions of mannose. Alternatively, it is a compound having a branched alkanoyl group and the mannose 4th and 6th positions are acetyl groups (wherein either one of the mannose 4th and 6th acetyl groups, or both are hydroxyl groups) It may be.)

[R ¹ and R ² are the same or different and each represents a hydrogen atom or an alkyl group having 1 to 18 carbon atoms, preferably 2 to 16 carbon atoms, more preferably 4 to 12 carbon atoms having a straight chain or a branched chain, or An alkenyl group, alkadienyl group or alkatrienyl group having a straight chain or branched chain having 2 to 18 carbon atoms, preferably 2 to 16 carbon atoms, more preferably 2 to 14 carbon atoms. ]

(Triacyl derivative)
The biosurfactant used in the present invention may be MEL triacyl and MAL triacyl other than MEL. The triacyl biosurfactant is a biosurfactant having higher hydrophobicity than MEL or MAL other than MEL. For example, it also exists in the culture solution of MEL-producing bacteria, and when it is obtained in a large amount, it can be produced by reacting MEL with various vegetable oils using enzymes.

  The triacyl form of MEL, that is, triacyl mannosyl erythritol lipid (sometimes referred to as triacyl MEL) has a structure represented by the formula (5).

In the formula (5), R ¹ , R ² and R ³ each independently represent a hydrocarbon group or an oxygen atom-containing hydrocarbon group, and either one or both of the hydroxyl groups at the 4- and 6-positions of mannose An atom may be substituted with an acetyl group. The hydrocarbon group may have only a saturated bond or may have an unsaturated bond. When it has an unsaturated bond, it may have a plurality of double bonds. 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 limited.

In Formula (5), R ¹ and R ² preferably have 1 to 18 carbon atoms, and have an ester bond with the hydroxyl groups at the 2- and 3-positions of mannose as the aliphatic acyl group (RCO-), An acetyl group may be ester-bonded to the remaining hydroxyl group. R ³ is preferably an aliphatic acyl group having 2 to 20 carbon atoms, and has an ester bond with a primary hydroxyl group of erythritol as an aliphatic acyl group (RCO-).

  Triacyl MEL has a structure in which a fatty acid ester is added and has high hydrophobicity, and therefore is superior as an emollient in that it can be easily combined with various oil components as compared with conventional MEL.

  These biosurfactants may be used alone, or two or more biosurfactants can be used in combination.

(Biosurfactant production method)
The method for producing the biosurfactant is not particularly limited, and a fermentation method using microorganisms may be arbitrarily selected. For example, culture production of MEL (MEL-A, MEL-B, MEL-C) can be produced by Pseudozyma antarctica NBRC 10936 according to a conventional method, and microorganisms such as Pseudozyma antarctica, Pseudozyma s. p., etc. can be used. It is a well-known fact that an MEL mixture can be easily obtained with any microorganism. The MEL mixture can be purified using silica gel column chromatography to isolate MEL-A, MEL-B and MEL-C. Moreover, as bacteria which produce MEL-B, Pseudozyma antarctica and Pseudozyma tsukubaensis are known, and these bacteria may be used. Pseudozyma hubiensis is known as a bacterium that produces MEL-C, and the bacterium may be used. The microorganism having the ability to produce MEL is not particularly limited, and can be appropriately used depending on the purpose.

  Fermentation media for producing biosurfactants are generally composed of N sources such as yeast extract and peptone, C sources such as glucose and fructose, and inorganic salts such as sodium nitrate, dipotassium hydrogen phosphate and magnesium sulfate heptahydrate. A medium with a typical composition can be used, including oils and fats such as olive oil, soybean oil, sunflower oil, corn oil, canola oil and coconut oil, and water-insoluble substrates such as hydrocarbons such as liquid paraffin and tetradecane. These can be used alone or in combination of two or more.

  Fermentation conditions such as pH and temperature, culture time, and the like can be arbitrarily set, and the culture solution after fermentation can be used as it is as the biosurfactant of the present invention. In addition, it is possible to appropriately add any operation such as filtration, centrifugation, extraction, purification, sterilization and the like to the culture solution after fermentation, and the obtained extract can be diluted, concentrated and dried. .

  As oils and fats used as raw materials, vegetable oils and fats are preferable. Vegetable fats and oils are not particularly limited, and can be appropriately selected according to the purpose. For example, soybean oil, rapeseed oil, corn oil, peanut oil, cottonseed oil, safflower oil, sesame oil, olive oil, palm oil, etc. Among them, soybean oil and olive oil are biosurfactants (especially MEL) production efficiency (production amount) , Production rate, and yield) are particularly preferable. These may be used alone or in combination of two or more.

  There is no restriction | limiting in particular as an inorganic nitrogen source, Although it can select suitably according to the objective, For example, ammonium nitrate, urea, sodium nitrate, ammonium chloride, ammonium sulfate, etc. are mentioned.

  There are no particular limitations on the method for recovering and purifying the biosurfactant, and it can be appropriately selected according to the purpose. For example, it can be recovered by centrifuging the culture solution to recover the oil, and extracting and concentrating with an organic solvent such as ethyl acetate.

  Examples of the extraction solvent include water, alcohols (for example, lower alcohols such as methanol, absolute ethanol, and ethanol, or polyhydric alcohols such as propylene glycol and 1,3-butylene glycol), ketones such as acetone, diethyl ether, and dioxane. , Esters such as acetonitrile and ethyl acetate, and organic solvents such as xylene, benzene, and chloroform can be used alone or in any combination of two or more kinds, and each solvent extract is combined. Can also be used.

  There are no particular limitations on the extraction method, but usually it may be in the range of the boiling point of the solvent from room temperature to normal pressure. After extraction, it is filtered or adsorbed, decolored and purified using an ion exchange resin to form a solution. , Paste, gel, and powder. In many cases, it can be used as it is, but if necessary, further purification treatment such as deodorization and decolorization may be added as long as the effect is not affected. As a purification treatment means such as deodorization and decolorization, an activated carbon column or the like may be used, and a normal means generally applied depending on the extracted substance may be arbitrarily selected. If necessary, a high-purity biosurfactant can be obtained by purification using a silica gel column.

(Triacyl production method)
A method for obtaining a biosurfactant triacyl form will be described by taking a method for producing a MEL triacyl form as an example, but the biosurfactant triacyl form used in the present invention is not limited to a triacyl MEL.

  For example, in order to obtain a triacyl MEL, a triacyl MEL fraction can be purified from a culture solution produced by fermenting a microorganism as described above. In order to obtain a large amount, MEL is dissolved in an organic solvent, a fatty acid derivative such as vegetable oil is added, and esterification or transesterification is performed in the presence of a hydrolase.

  The fatty acid introduced into the erythritol part of MEL may be a long-chain hydrocarbon monovalent carboxylic acid. Further, it may be a saturated fatty acid or an unsaturated fatty acid. In the case of an unsaturated fatty acid, it may have a plurality of double bonds. The carbon chain may be linear or branched. Furthermore, a fatty acid derivative that is a derivative of a fatty acid may be used in the present invention, or a mixture of a fatty acid and a fatty acid derivative may be used in the present invention. The fatty acid or fatty acid derivative introduced into the erythritol part of MEL is preferably derived from oils, higher fatty acids, and synthetic esters.

  The “oils” may be vegetable oils, animal oils, mineral oils, and hardened oils thereof. Specifically, avocado oil, olive oil, sesame oil, camellia oil, evening primrose oil, turtle oil, macadamian nut oil, corn oil, mink oil, rapeseed oil, egg yolk oil, persic oil, wheat germ oil, sasanqua oil, castor oil , Linseed oil, safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, kiri oil, jojoba oil, cacao butter, palm oil, horse oil, palm oil, palm kernel oil Animal and vegetable oils such as beef tallow, sheep fat, pork tallow, lanolin, whale wax, beeswax, carnauba wax, molasses, candelilla wax, squalane and their hardened oils. Examples thereof include mineral oil such as liquid paraffin and petrolatum, and synthetic triglycerin such as glycerin tripalmitate. Preferably avocado oil, olive oil, sesame oil, camellia oil, evening primrose oil, turtle oil, macadamia nut oil, corn oil, mink oil, rapeseed oil, egg yolk oil, persic oil, wheat germ oil, southern oil, castor oil, flaxseed oil , Safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, and more preferably olive oil and soybean oil.

  Examples of the “higher fatty acid” include caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, oleic acid, linoleic acid, linolenic acid, stearic acid, behenic acid, 12-hydroxystearic acid, isostearic acid, Examples include undecic acid, tolic acid, eicosapentaenoic acid, docosahexaenoic acid, and the like. Preferred are lauric acid, myristic acid, palmitic acid, oleic acid, linoleic acid, linolenic acid, stearic acid and undecylenic acid, and more preferred are oleic acid, linoleic acid and undecylenic acid.

  Examples of the “synthetic ester” include methyl caproate, methyl caprylate, methyl caprate, methyl laurate, methyl myristate, methyl palmitate, methyl oleate, methyl linoleate, methyl linolenate, methyl stearate, undecine. Methyl acid, ethyl caproate, ethyl caprylate, ethyl caprate, ethyl laurate, ethyl myristate, ethyl palmitate, ethyl oleate, ethyl linoleate, ethyl linolenate, ethyl stearate, ethyl undecinate, vinyl caproate , Vinyl caprylate, vinyl caprate, vinyl laurate, vinyl myristate, vinyl palmitate, vinyl oleate, vinyl linoleate, vinyl linolenate, vinyl stearate, vinyl undecinate, cetyl octanoate , Octyldodecyl myristate, isopropyl myristate, myristyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, Oren'i acid decyl dimethyl octanoate, cetyl lactate, myristyl lactate, and the like. Preferred are methyl laurate, methyl myristate, methyl palmitate, methyl oleate, methyl linoleate, methyl linolenate, methyl stearate, methyl undecylate, more preferably methyl oleate, methyl linoleate, and methyl undecylate. .

  Triacyl MEL can be produced by dissolving MEL in an organic solvent and reacting as described above. The organic solvent is not limited as long as it can solubilize MEL. What is necessary is just to be able to solubilize a part even if not all can be solubilized. The organic solvent may be a mixture of a plurality of organic solvents. Specifically, for example, methanol, ethanol, propanol, butanol, acetone, propanone, butanone, pentan-2-one, 1,2-ethanediol, 2,3-butanediol, dioxane, acetonitrile, 2-methyl-butane -2-ol, tertiary butanol, 2-methylpropanol, 4-hydroxy-2-methylpentanone, tetrahydrofuran, hexane-DMF-DMSO, pyridine, methyl ethyl ketone and the like. Acetone, tetrahydrofuran, tertiary butanol, acetonitrile and dioxane are preferable, and acetone is more preferable.

  Examples of hydrolases include lipases, proteases, and esterases. It is preferable to use at least one selected from these, and a plurality of hydrolases may be used. Lipase and esterase are preferable, and lipase is more preferable.

  Specifically, for example, MEL purified from a culture solution of MEL-producing microorganisms is dissolved in an organic solvent (for example, acetone), and commercially available lipase (for example, Novozyme 435 (manufactured by Novozymes) etc.) and vegetable oils and fats are dissolved therein. Added.

  In the case of this production method, the reaction temperature is 10 to 100 ° C., preferably 20 to 50 ° C., more preferably 25 to 40 ° C., and stirring may be performed for 1 to 7 days. Further, molecular sieves may be added to the reaction solution. By this manufacturing method, MEL added as a material becomes a triacyl body almost quantitatively.

  The purification of triacyl MEL can be performed according to the above-described purification of MEL.

(Method for producing MEL having saturated fatty acid side chain)
MEL having a saturated side chain can be produced in accordance with the above-described method for producing biosurfactant. At that time, as the fats and oils used as a raw material, it is carried out by adding one or more water-insoluble substrates such as olive oil, saturated fatty acids or esters thereof, hydrocarbons such as liquid paraffin and tetradecane.
The MEL having a saturated side chain can be purified according to the above-described MEL purification.

(Manufacturing method of MAL such as MML)
The production of MAL having alditol other than erythritol, such as MML, can be carried out according to the above-described method for producing biosurfactant. In that case, as a raw material, it carries out by adding alditol, such as mannitol, arabitol, ribitol, sorbitol, alone or in combination.
Purification of MAL having an alditol other than erythritol such as MML can be performed according to the above-described purification of MEL.

(Method for producing water-in-oil emulsified cosmetic composition containing biosurfactant)
The water-in-oil emulsified cosmetic composition of the present invention can be produced by a normal production method. For example, a biosurfactant is added to a heat-dissolved oil component and adjusted to 70 ° C. A water component adjusted to 70 ° C. is added thereto for preliminary emulsification, and the emulsified particles are made uniform with a homomixer or the like, followed by deaeration, filtration and cooling.

  The water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention is characterized by containing MEL. The addition amount of the biosurfactant in the water-in-oil emulsified cosmetic composition may be added within a range that does not impair the action of the biosurfactant, and the content of the normal biosurfactant is preferably 0.001 to 50%, preferably Is 0.01 to 25%, more preferably 0.1% to 10%, still more preferably 0.5 to 5%, but is not particularly limited. Here, the use form of the biosurfactant added to the water-in-oil emulsified cosmetic composition is arbitrary. For example, the biosurfactant may be used as it is as an extract from the culture solution, or after being purified, purified or suspended in water, or dissolved in an organic solvent such as ethanol. When the content of the oil component is less than 0.001% by mass, it is difficult to obtain an excellent moisturizing feeling, and when it is more than 80% by mass, it is difficult to obtain excellent emulsification stability.

The oil component used in the water-in-oil emulsified cosmetic composition of the present invention is not particularly limited, and is avocado oil, sunflower oil, almond oil, olive oil, cacao oil, castor oil, macadamia nut oil, hardened palm oil, evening primrose Oils and fats such as synthetic triglycerides, hydrocarbons such as liquid paraffin, petrolatum, ceresin, microcrystalline wax, solid paraffin, squalane, beeswax, lanolin, carnauba wax, candelilla wax, jojoba oil, wax, myristic acid, palmitic acid, Fatty acids such as stearic acid, isostearic acid, oleic acid, behenic acid, higher alcohols such as cetanol, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, octyldodecyl alcohol, cholesterol, glycerin triester, I Any substance such as M, ester oils such as pentaerythritol tetraester and cholesteryl ester, silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, and cyclomethicone can be used. One or more selected from waxes, plant hydrocarbons, plant higher fatty acids, plant higher alcohols, plant esters, squalene and its analogs, squalane and its analogs, dimethylpolysiloxane and its derivatives This is especially effective when In a preferred embodiment of the present invention, the oil component is preferably blended in an amount of 10 to 90% by mass, more preferably 10 to 60% by mass.

Examples of the aqueous component used in the water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention include glycerin, propylene glycol, sorbit, polyethylene glycol, dipropylene glycol, 1,3-butylene glycol, diglycerin, mannitol, POE- Moisturizers such as methyl glycosides, biopolymers, quince seeds, pectin, cellulose derivatives, xanthan gum, alginic acid Na, soagina, carboxyvinyl polymer and other mucus, ethanol, isopropyl alcohol and other alcohols, ion-exchanged purified water, etc. It is done. In a preferred embodiment of the present invention, the aqueous component is preferably blended in an amount of 90 to 10% by mass, more preferably 40 to 80% by mass.

The ratio (aqueous component / oil component) of the aqueous component to the oil component used in the water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention is preferably 10/90 to 90/10, and preferably 20/80 to 80 / 20, more preferably 40/60 to 75/25, still more preferably 50/50 to 70/30, but is not particularly limited. Any range that does not impair the effects of the present invention is acceptable.

The ratio of the mixture of the aqueous component and the oil component to the biosurfactant (the mixture of the aqueous component and the oil component / biosurfactant) is preferably 99.999 / 0.001 to 50/50, preferably 99.99 / 0.01. To 75/25, more preferably 99.9 / 0.1 to 90/10, still more preferably 99.5 / 0.5 to 95/5, but is not particularly limited, and does not impair the effects of the present invention. If it is.

Of course, in the water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention, when biosurfactant: aqueous component: oil component is mixed, the total amount does not exceed 100%. Further, in the water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention, the mixture of biosurfactant: aqueous component: oil component may be 100% or less. You may contain the cosmetic raw material currently used.

The water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention may contain, in addition to the above-mentioned compounds, generally used cosmetic raw materials within a range not impairing the effects of the present invention. For example, a whitening agent, an anti-aging agent, a moisturizer, an ultraviolet absorber, an antibacterial agent, and various other components can be further added according to the purpose of use. An example is shown below.

(Whitening agent)
The whitening agent may be a melanin production inhibitor and / or a tyrosinase activity inhibitor.

Examples of whitening agents include L-ascorbic acid and derivatives thereof, hydroquinone and derivatives thereof, lucinol, edetic acid and derivatives thereof, and placenta extract, t-AMCHA, acerola extract, age extract, ellagic acid or derivatives thereof, fire retardant Extract, chamomile extract, chamomile flower extract / (urea), kiwi extract, glutathione, tocotrienol, ferulic acid, raspberry ketone, lucinol, walnut extract, pyridoxine dipalmitate, sulfur, kojic acid or its derivatives, glucosamine or its derivatives, hydroxykehi Acid or its derivatives, glutathione, arnica extract, urgonum extract, Sakuhakhi extract, psycho extract, bowfish extract, mycelia mycelium culture or extract, linden extract, peach leaf extract, Jitsuekisu, Kujin'ekisu, Jiyuekisu, Japanese angelica root extract, Coix extract, persimmon leaf extract, rhubarb extract, moutan bark extract, witch hazel extract, horse chestnut extract, Hypericum extract, oil-soluble licorice extract and the like.

These whitening agents can be used alone or in combination of two or more.

(Anti-aging agent)
The anti-aging agent may be an anti-inflammatory agent and / or an antioxidant.

For example, anti-inflammatory agents and antioxidants are used as anti-aging agents. Anti-inflammatory agents include glycyrrhizic acid and its salts, glycyrrhetinic acid and its salts, isopropylaminocaproic acid and its salts, allantoin, lysozyme chloride, guaiazulene, salicylic acid. Examples of methyl, γ-oryzanol, and antioxidants include carotenoids such as α-carotene, β-carotene, γ-carotene, lycopene, cryptoxanthine, lutein, zeaxanthin, isozeaxanthin, rhodoxanthine, capsanthin, and crocetin; 1,4-diazacyclo Octane, 2,5-dimethylfuran, 2-methylfuran, 2,5-diphenylfuran, 1,3-diphenylisobenzofuran, alpha tocopherol, beta tocopherol, gamma tocopherol-D tocopherol, histidine, tryptophan, Thionine, alanine or alkyl esters thereof; dibutylhydroxytoluene, butylhydroxyanisole, ascorbic acid, tannic acid, epicatechin, epicacatechin, epicatechin gallate, tannins such as rucaine, flavonoids such as rutin, and other gallic acids Propyl, astaxanthin, carotene, tocopherol, ascorbic acid, tetrasodium edetate, erythorbic acid, tocopherol acetate, retinol acetate, dibitylhydroxytoluene, ascorbyl stearate, ascorbyl palmitate, methylsilanol dioletocopherol / silicic acid mixture, nicotine Benzyl acid, photosensitizer 401, aspartic acid, adenosine triphosphate 2Na, aminobutyric acid, fennel extract, Dutch color Extract, caffeine, chlorella extract, saffron extract, ginger extract, soybean extract, tisoiso extract, folic acid, retinol, retinol palmitate, inositol, turmeric extract, oryzanol, carotene, carrot extract, wheat ointment extract, senkyu extract, chimpan extract, Toki extract, Toki root extract, Dodami extract, Tocopherol, Tocopherol nicotinate, Button extract, Ergocalciferol, Pyridoxine dicaprylate, Batyl alcohol, Glycyrrhetinyl stearate, Glycyrrhizic acid, Glycyrrhetinic acid, Diphenhydramine hydrochloride, Lysozyme chloride, Amino caproic acid, Ganoderma extract , Yokuinin, Merirot extract, Button extract, Toki extract, Toki root extract, Senkyu extract, Genno Chocolate extract, Allantoin, Arnica extract, Arnica flower extract, Ogon extract, Oren extract, Odorikosou extract, Catfish ear extract, Chamomile extract, Calamine, Kawaramugi extract, Licorice extract, Guaiazulene, Gardenia extract, Kumazasa extract, Glycyrrhizic acid 2K, Glycyrrhetic acid Stearyl, Gentian extract, Black tea extract, Comfrey extract, Comfrey leaf extract, Tocopherol acetate, Methyl salicylate, Zinc oxide, Shikon extract, Murasaki root extract, Perilla extract, Perilla leaf extract, Periwinkle extract, Peonies extract, Honeysuckle extract, Sage extract, Kizuta extract, Elderflower extract, Achillea millefolium extract, Assembly extract, Sorakuhito extract, Tokisenka extract, Pyridoxy HCl, loquat leaf extract, Tilia cordata extract, peach leaf-fruit extract, cornflower extract, saxifrage extract, mugwort extract, lettuce extract, Roman chamomile extract, burnet extract and Kakaroru, polyamines and the like.

These anti-aging agents can be used individually by 1 type or in combination of 2 or more types.

(Humectant)
The moisturizing agent may be a hydrophilic moisturizing agent and / or a lipophilic moisturizing agent. As the hydrophilic moisturizing agent, amino acids, peptides, proteins, higher alcohols and derivatives thereof, and as the lipophilic moisturizing agent, phospholipid, sugar. Lipids and steroids may be used.

  As moisturizer, sodium pyridonecarboxylate, glycol, glycerin, glucose, maltose, maltitol, sucrose, fructose, xylitol, sorbitol, maltotriose, threitol, erythritol, amylolytic sugar-reducing alcohol, sorbitol, polyhydric alcohols Is ethylene glycol, 1,4-butylene glycol, diglycerin, triglycerin, tetraglycerin, 1,3-butylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol, 1,3-propanediol, other serine, glycine, Threonine, alanine, collagen, hydrolyzed collagen, hydronectin, fibronectin, keratin, elastin, royal jelly, chondroitin sulfate hepa Glycerophospholipid, glyceroglycolipid, sphingophospholipid, sphingoglycolipid, linoleic acid or its esters, eicosapentaenoic acid or its esters, pectin, bifidobacteria fermentation product, lactic acid fermentation product, yeast extract, litchi mycelium Culture or extract thereof, wheat germ oil, avocado oil, rice germ oil, jojoba oil, soybean phospholipid, γ-oryzanol, bellows oyster extract, yokuinin extract, siamese extract, typhoid extract, diatomaceous earth extract, kidachi aloe extract, burdock extract, mannenrou Extract, Arnica extract, wheat bran, pyrrolidone carboxylic acid, tomato extract, camellia oil, soybean phospholipid, hyaluronic acid, threonine, ammonium glycolate, methylsilanol alginate, yocuinine, toki extract, toki root extract Soybean extract, asparagus extract, DNA-Na, PCA-Na, RNA-Na, ashitaba extract, aspartic acid, amatya extract, alanine, arginine, alginate Na, altea extract, aloe vera extract, oyster extract, barley extract, oyster leaf, Hydrolyzed keratin, hydrolyzed collagen, hydrolyzed conchiolin, hydrolyzed eggshell membrane, hydrolyzed egg white, hydrolyzed silk, hydrolyzed soy protein, brown algae extract, karin extract, raspberry extract, xylitol, chitosan, cucumber extract, cucumber fruit extract, Guava confectionery extract, quince seed extract, glycine, glycerin, glucose, grapefruit extract, grapefruit fruit extract, clematis extract, burdock extract, rice fermentation broth, chondroitin sulfate N a, Fish Collagen, Hawthorn Extract, Shiitake Extract, Giant Extract, Glycerin, Cystine, Cysteine, Horsetail Extract, Xenobia Extract, Serine, Sorbitol, Soy Protein, Tomato Extract, Lactic Acid Na, Lactobacillus, Soybean Ferment Extract, Urea Novara extract / almond bran, corn oil, honey, sodium hyaluronate, fuchno extract, betaine, loofah extract, maltitol, maltose, mannitol, lily extract, lactoferrin, lysine, apple extract, forsythia extract, royal jelly, lanolin fatty acid polyethylene glycol 1000, lanolin fatty acid Isopropyl, isopropyl myristate, isobutyl myristate, hexyldecanol, myristyl lactate, lanolin fatty acid, tricaprylglyceryl, oleyl alcohol Octyldodecyl oleate, decyl oleate, reduced lanolin, octyldodecanol, almond oil, avocado oil, olive oil, oleic acid, orange rough oil, cacao butter, carrot extract, sesame oil, southern oil, safflower oil, dihydro Cholesterol, squalane, cholesteryl stearate, ceramide 2, evening primrose oil, sunflower oil, sunflower oil, cefnide 3, sunflower seed oil hybrid sunflower oil, phytosphingosine, grape seed oil, jojoba oil, jojoba seed oil, mineral oil, mink oil, Examples include macadamia nut oil, meadow foam oil, yuri oil, eucalyptus leaf oil, lanolin, linoleic acid, rosehip oil, petrolatum, and polyglutamic acid.

These humectants can be used alone or in combination of two or more.

(UV absorber)
As UV absorbers, use benzoic acid UV absorbers, anthranilic acid UV absorbers, salicylic acid UV absorbers, cinnamic acid UV absorbers, triazine UV absorbers, benzophenone UV absorbers, etc. Also good.

For example, as an ultraviolet absorber, amyl benzoate, octyl paraaminobenzoate, ethylene glycol salicylate, phenyl salicylate, octyl salicylate, benzyl salicylate, butylphenyl salicylate, homomentyl salicylate, benzyl cinnamate, paramethoxycinnamate 2 -Ethoxyethyl, octyl paramethoxycinnamate, glyceryl mono-2-ethyl hexanoate diparamethoxycinnamate, isopropyl paramethoxycinnamate, diisopropyl diisopropyl cinnamate ester, urocanic acid, ethyl urocanate, hydroxymethoxy Benzophenone, hydroxymethoxybenzophenonesulfonic acid and its salts, dihydroxymethoxybenzophenone, dihydroxymethoxybenzophenone disulfonic acid Sodium, dihydroxybenzophenone, tetrahydroxybenzophenone, 4-tert-butyl-4′-methoxy-dibenzoylmethane, 2,4,6-trianilino-p- (carbo-2′-ethylhexyl-1′-oxy) -1, 3,5-triazine, 2- (2-hydroxy-5-methylphenyl) benzotriazole, 2-ethylhexyl paradimethylaminobenzoate, ethyl paraaminobenzoate, topylmethoxydipenzoylmethane, oxybenzone-1, ethyl guaiazulenesulfonate Examples of zinc oxide, sinoxate, and anthranilic acid-based ultraviolet absorbers include homomenthyl-N-acetylanthranylate.

These ultraviolet absorbers can be used alone or in combination of two or more.

(Antimicrobial agent)
The antibacterial agent may be an organic antibacterial agent and / or an inorganic antibacterial agent.

For example, as an antibacterial agent, buckwheat extract, halocarban, chlorophenesin, lysozyme chloride, alkyldiaminoethylglycine hydrochloride, isopropylmethylphenol, thymol, hexachlorophene, berberine, thioxolone, salicylic acid and their derivatives, benzoic acid, sodium benzoate , Paraoxybenzoic acid ester, parachlormetacresol, benzalkonium chloride, phenoxyethanol, isopropylmethylphenol, carboxylic acid, sorbic acid, potassium sorbate, hexachlorophene, chlorhexidine chloride, trichlorocarbanilide, photosensitizer, bis (2-pyridylthio) -1-oxide) zinc, thianthol, hinokitiol, triclosan, trichlorohydroxydiphenyl ether, chlorhexidine gluconate Phenoxyethanol, resorcin, azulene, salicylic acid, zinc pyrithione, sodium mononitroguayacol, fennel extract, pepper extract, cetylpyridinium chloride, etc. benzethonium chloride and undecylenic acid derivatives.

These antibacterial agents can be used alone or in combination of two or more.

Various components other than biosurfactants, whitening agents, anti-aging agents, moisturizers, ultraviolet absorbers and antibacterial agents are further added to the water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention. I can leave it to you.

For example, in a water-in-oil emulsified cosmetic composition containing a biosurfactant, the biosurfactant is highly hydrophobic, so it can be applied to nonionic surfactants, lower alcohols, polyhydric alcohols, or natural oils such as olive oil, squalane, and fatty acids. It may be used after being dissolved.

  Nonionic surfactants include, for example, sorbitan fatty acid esters (for example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate). Glycerol, penta-2-ethylhexyl diglycerol sorbitan, tetra-2-ethylhexyl diglycerol sorbitan, etc.); glycerin polyglycerin fatty acids (eg mono cottonseed oil fatty acid glycerin, monoerucic acid glycerin, sesquioleate glycerin, glyceryl monostearate) , Α, α′-oleic acid pyroglutamate glycerin, monostearate glycerin malate, etc.); propylene glycol fatty acid esters (for example, monos Propylene glycol tea acrylate, etc.); hardened castor oil derivative; glycerin alkyl ether and the like.

  Examples of the POE-based hydrophilic nonionic surfactant include POE-sorbitan fatty acid esters (for example, POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, POE-sorbitan tetraoleate). POE sorbite fatty acid esters (eg, POE-sorbite monolaurate, POE-sorbite monooleate, POE-sorbite pentaoleate, POE-sorbite monostearate, etc.); POE-glycerin fatty acid esters (eg, POE-glycerol monostearate, POE-glycerin monoisostearate, POE-monooleate such as POE-glycerol triisostearate, etc.); POE-fatty acid esters (for example, POE-distearate) POE-alkyl ethers (for example, POE-lauryl ether, POE-oleyl ether, POE-stearyl ether, POE-behenyl ether, POE-2-octyldodecyl ether), POE-monodiolate, ethylene glycol distearate, etc. POE-cholestanol ether, etc.); Pluronic type (for example, Pluronic, etc.); POE • POP-alkyl ethers (for example, POE • POP-cetyl ether, POE • POP-2-decyltetradecyl ether, POE • POP−) Monobutyl ether, POE / POP-hydrogenated lanolin, POE / POP-glycerin ether, etc.); tetra-POE / tetra-POP-ethylenediamine condensates (for example, Tetronic, etc.); POE-castor oil-cured castor Oil derivatives (eg POE-castor oil, POE-hardened castor oil, POE-hardened castor oil monoisostearate, POE-hardened castor oil triisostearate, POE-hardened castor oil monopyroglutamic acid monoisostearic acid diester, POE -Hardened castor oil maleic acid, etc.); POE-beeswax lanolin derivatives (eg POE-sorbite beeswax etc.); alkanolamides (eg coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide etc.); POE- Examples thereof include propylene glycol fatty acid ester; POE-alkylamine; POE-fatty acid amide; sucrose fatty acid ester; alkylethoxydimethylamine oxide; trioleyl phosphate.

  Examples of the lower alcohol include ethanol, propanol, isopropanol, isobutyl alcohol, t-butyl alcohol and the like.

  Examples of the polyhydric alcohol include divalent alcohols (for example, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, Pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trivalent alcohol (eg, glycerin, trimethylolpropane, etc.); tetravalent alcohol (eg, 1, 2, 6) Pentaerythritol such as hexanetriol, etc .; pentavalent alcohol (eg, xylitol, etc.); hexavalent alcohol (eg, sorbitol, mannitol, etc.); polyhydric alcohol polymer (eg, diethylene glycol, dipropylene glycol, Tylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.); divalent alcohol alkyl ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol) Monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono 2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol Dibutyl Dihydric alcohol alkyl ethers (for example, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol) Monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol Dibutyl alcohol ether ester (for example, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diazebate, ethylene glycol disuccine) , Diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc.); glycerin monoalkyl ether (example) Sugar alcohol (eg, sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch-degrading sugar, maltose, xylitol, starch degradation) Sugar-reduced alcohol, etc.); Glysolid; Tetrahydrofurfuryl alcohol; POE-Tetrahydrofurfuryl alcohol; POP-Butyl ether; POP / POE-Butyl ether; Tripolyoxypropylene glycerin ether; POP-glycerin ether; POP-glycerin ether phosphate POP · POE-pentane erythritol ether, polyglycerin and the like.

  Oils include avocado oil, olive oil, sesame oil, camellia oil, evening primrose oil, turtle oil, macadamian nut oil, corn oil, mink oil, rapeseed oil, egg yolk oil, persic oil, wheat germ oil, sasanca oil, castor oil , Linseed oil, safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, kiri oil, jojoba oil, cacao butter, palm oil, horse oil, palm oil, palm kernel oil Animal and vegetable oils such as beef tallow, sheep fat, pork tallow, lanolin, whale wax, beeswax, carnauba wax, molasses, candelilla wax, squalane and their hardened oils. There are mineral oils such as liquid paraffin and petrolatum, and synthetic triglycerins such as glycerin tripalmitate.

  Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, oleic acid, linoleic acid, linolenic acid, stearic acid, behenic acid, 12-hydroxystearic acid, isostearic acid, undecylic acid, tallic acid, eicosapentaenoic acid, docosahexaene. There are acids. Examples of higher alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, jojoba alcohol, lanolin alcohol, batyl alcohol, 2-decyltetrathececinol, cholesterol, phytosterol, and isostearyl. There is alcohol. Synthetic esters include, for example, cetyl octanoate, octyldodecyl myristate, isopropyl myristate, myristyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, decyl orenate, dimethyl octanoate, cetyl lactate, myristyl lactate, etc. There is. Examples of silicone include linear polysiloxanes such as dimethylpolysiloxane and methylphenylpolysiloxane, cyclic polysiloxanes such as decamethylcyclopolysiloxane, and three-dimensional network structures such as silicone resins.

  As described above, the water-in-oil emulsified cosmetic composition containing a biosurfactant is preferably incorporated into a quasi-drug, medical product, hygiene product, or pharmaceutical product.

  When the water-in-oil emulsified cosmetic composition containing the biosurfactant according to the present invention is implemented in the form of a quasi-drug, a medical product, a hygiene product, or a pharmaceutical product, the dosage form is not limited, and ampoules, capsules, powders, Various forms such as granules, pills, tablets, solids, liquids, gels, bubbles, emulsions, creams, ointments, sheets, mousses, bathing agents and the like can be used.

  Specifically, quasi-drugs, medical supplies, sanitary products, and pharmaceuticals include basic cosmetics such as internal and external pharmaceutical preparations, lotions, emulsions, creams, ointments, lotions, oils, packs, and facial cleansing agents. And skin cleansers, shampoos, rinses, hair treatments, hair creams, pomades, hair sprays, hair styling agents, permanents, hair nickings, hair dyes, hair growth and hair restorations, foundations, white powder, white hair, lipstick, Makeup cosmetics such as blusher, eyeshadow, eyeliner, mascara, eyebrows, eyelashes, cosmetics for finishing such as nail care, perfumes, bath preparations, toothpastes, mouth fresheners, gargles, liquid odors -Examples include deodorants, sanitary products, sanitary cotton, and wet tissue. More specifically, cosmetic soap, shampoo, facial cleanser, rinse, eye cream, eye shadow, cream / milky lotion, lotion, perfume, funny, cosmetic oil, hair cosmetics, hair dye, paste perfume, powder, pack, Cleansing cream, shaving cream, shave lotion, suntan oil, sunscreen oil, sunscreen lotion, sunscreen lotion, sunscreen cream, sunscreen cream, foundation, powdered perfume, blusher, mascara, eyebrow, nail cream, beauty nail enamel , Nail enamel remover, hair wash, cosmetics for bath, lipstick, lip balm, eyeliner, toothpaste, deodorant agent, cologne, hair nourishing agent and hair restorer. The cosmetic composition containing the biosurfactant of the present invention can also be used as an ointment or a poultice.

  The water-in-oil emulsified cosmetic composition containing the biosurfactant according to the present invention is suitably applied to humans, but should be applied to animals other than humans as long as each effect can be expected. You can also.

  The water-in-oil emulsified cosmetic composition containing the biosurfactant according to the present invention is an ingredient used in quasi-drugs, medical supplies, hygiene products, and pharmaceuticals as long as the effects of the present invention are not impaired as necessary. And additives can be used in combination.

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

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

  For example, fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, 12-hydroxystearic acid, undecylenic acid, tall oil, lanolin fatty acid and other natural fatty acids, isononanoic acid, caproic acid, Examples include synthetic fatty acids such as 2-ethylbutanoic acid, isopentanoic acid, 2-methylpentanoic acid, 2-ethylhexanoic acid, and isopentanoic acid.

  For example, as alcohols, natural alcohols such as ethanol, isopropylanol, lauryl alcohol, cetanol, stearyl alcohol, oleyl alcohol, lanolin alcohol, cholesterol, phytosterol, synthetic alcohols such as 2-hexyldecanol, isostearyl alcohol, 2-octyldodecanol, etc. , Ethylene oxide, ethylene glycol, diethylene glycol, triethylene glycol, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, polyethylene glycol, propylene oxide, propylene glycol, polypropylene glycol, 1,3-butylene Glycol, glycerin Batyl alcohol, pentaerythritol, sorbitol, mannitol, glucose, polyhydric alcohols such as sucrose and the like.

  For example, esters include isopropyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, oleyl oleate, decyl oleate, octyldodecyl myristate, hexyl decyl dimethyloctanoate, cetyl lactate, lactic acid Examples include myristyl, diethyl phthalate, dibutyl phthalate, lanolin acetate, ethylene glycol monostearate, propylene glycol monostearate, propylene glycol dioleate, and the like.

  For example, examples of the metal soap include aluminum stearate, magnesium stearate, zinc stearate, calcium stearate, zinc palmitate, magnesium myristate, zinc laurate, and zinc undecylate.

  For example, gum and water-soluble polymer compounds include gum arabic, benzoin gum, danmar gum, guaiac oil, Irish moss, Karaya gum, tragacanth gum, carob gum, quinseed, agar, casein, dextrin, gelatin, pectin, starch, carrageenan, Carboxyalkylchitin, chitosan, hydroxyalkylchitin, low molecular chitosan, chitosan salt, sulfated chitin, phosphorylated chitin, alginic acid and its salt, hyaluronic acid and its salt, chondroitin sulfate, heparin, ethylcellulose, methylcellulose, carboxymethylcellulose, carboxyethylcellulose , Sodium carboxyethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, nitrocellulose, crystalline cellulose Scan, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, polyvinyl methacrylate, polyacrylic acid salts, polyalkylene oxide or crosslinked polymer thereof such as polyethylene oxide or polypropylene oxide, carboxyvinyl polymers, such as polyethyleneimine.

  For example, as the surfactant, anionic surfactant (carboxylate, sulfonate, sulfate ester salt, phosphate ester salt), cationic surfactant (amine salt, quaternary ammonium salt), amphoteric surfactant ( Carboxylic acid type amphoteric surfactant, sulfate ester type amphoteric surfactant, sulfonic acid type amphoteric surfactant, phosphate ester type amphoteric surfactant), nonionic surfactant (ether type nonionic surfactant, ether ester) Type nonionic surfactant, ester type nonionic surfactant, block polymer type nonionic surfactant, nitrogen-containing type nonionic surfactant), other surfactants (natural surfactants, protein hydrolysates) Derivatives, polymer surfactants, surfactants containing titanium and silicon, fluorocarbon surfactants, and the like.

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

  For example, amino acids include valine, leucine, isoleucine, threonine, methionine, phenylalanine, tryptophan, lysine, glycine, alanine, asparagine, glutamine, serine, cysteine, cystine, tyrosine, proline, hydroxyproline, aspartic acid, glutamic acid, hydroxylysine , Arginine, ornithine, histidine, and the like, and sulfates, phosphates, nitrates, citrates, and amino acid derivatives such as pyrrolidone carboxylic acid.

  For example, as an extract or extract of an animal or plant, herbal medicine, Asenyaku (Asen Yaku), Ashitaba, Acerola, Altea, Arnica, Avocado, Achacha (Amacha), Aloe, Aloe Vera, Nettle, Ginkgo (Ginkgo leaf, Ginkgo), Fennel (cage), turmeric (red gold), usba saishin (spicy), Japanese apricot (salmon plum), Japanese white beetle, walrus, green rose (fruit), hikikoshi (life-extending grass), Japanese oak (yellow cocoon), Koganebana (Ogon), Yamazakura ( Cherry bark), yellowfin, yellow orchid, ginseng, carrot, helicopter, licorice, holland garashi, orange, himehagi (distant), eel-brush (summer hay), tsurugokudami (what head-knot), enju (槐花）, mugwort (guy leaf), scallops (莪 朮), kudu (kazune), kanoko Cormorant (Valgarine), Chamomile, Kikarasuuri (Gurone), Kawara-momogi (Cervus chinensis), Licorice (licorice), Fukidan Popo (Cavity Winter Flower, Clover Winter Leaves), Raspberry, Kiwi Fruit, Japanese Clover (Kikkyo), Chrysanthemum (Chrysanthemum Flower) ), Catalpa (fruit), Citrus fruit (fruit), Tachibana (tachibana skin), Cucumber, Udo or Shishido (fruitful, solitary), apricot, wolfberry (bone crust, coconut, coconut leaf) , Clara, bittersweet, Kumazasa, grapefruit fruit, Nikkei (Kei-Kai), Keigai (Kai-Gai), Ebisugua (Keiko), Maruba morning glory or morning glory (Ken cow), safflower (Safflower), Gobaishi (Pyper), Confrey , Copaiba, gardenia, gentian, honoki (shock), hinata kozuchi (cow knee), goshuyu (burdock), burdock, kosen Garbage, rice, rice bran, wheat, Mishima Saiko (Saiko), saffron, savonso, hawthorn (Yamazako), salamander, salvia, sanchinin ginseng (37 ginseng), shiitake (shiitake), Jiou (geo yellow), Sikunshi (messenger), Murasaki (purple root), perilla (purple leaves, purple soko), oysters (柿蒂), peonies (glaze), psyllium (car forerunner, car front grass), ginger (ginger), Shobu (Japanese cypress), Japanese horned potato (Sadako), Shimotsuke, Birch, Honeysuckle (Gin silver flower, Shinobu), Western ivy, Achillea millefolium, Elderberry, Redwood, Elderberry (Bone), Zeniaoi, River Kyu ), Assembly (this medicine), mulberry (mulberry white skin, mulberry leaf), jujube (daegu), soybean, taranoki, chiketsu carrot (bamboo ginseng), Eggplant (Welcome mother), Warmoko (earth), Dokudami (10 medicines), Fuyumushinatsusatake (Cycium caterpillar), Pepper, Japanese physalis (Torone), Tachikakuso, Ryokucha (green tea), Kocha (tea), Choji (chome) ), Citrus unshiu (Chen bark), camellia, camellia, capsicum (Sanban), Touki (Tochigi), red bellflower, Daidai (Orange bark), Warmoko (dianthus), corn (Southern fur), Tochu (Tochu, Tochu) Leaf), tomato, Nanten (Southern fruit), garlic (large sun), barley (malt), hakusen (white birch), janohi (barley winter), parsley, grasshopper, mint (light load), hamamelis, rose, loquat Leaves (bamboo leaves), Matsuhodo (bamboo leopard), grapes or their leaves, loofah, bodaiju, buttons (peony skin), hops, maikai (my buds), pine Leaves, Marronnier, Mannenrou, Mukuroji, Melissa, Merirot, Bokeh (Kiso), Palms, Peach (Momojin, Peach), Hagi (Giraffe), Binroju (Mariko), Mejijiki (Masame), Cornflower, Yukinoshita ), Bayberry (Yellow Plum), Yashabushi (Yagari), pearl barley (Yokuinin), mugwort, sagebrush, lavender, apple fruit, garlic mushroom (reishi), lemon fruit, forsythia (ream), forsythia, ginkgo biloba Hasidorokoro (roth root), chicken tosaka, bovine / human placenta extract, pig / cow stomach, duodenum, or intestinal extract or its degradation product, water-soluble collagen, water-soluble collagen derivative, collagen hydrolyzate, elastin , Elastin hydrolyzate, water-soluble elastin derivative, silk protein, silk protein Hydrolyzate, and the like bovine hemocyte protein hydrolyzate.

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

  For example, examples of the α-hydroxy acid include glycolic acid, citric acid, malic acid, tartaric acid, and lactic acid.

  For example, inorganic pigments include anhydrous silicic acid, magnesium silicate, talc, kaolin, bentonite, mica, titanium mica, bismuth oxychloride, zirconium oxide, magnesium oxide, zinc oxide, titanium oxide, calcium carbonate, magnesium carbonate, yellow oxide Examples include iron, bengara, black iron oxide, gunjo, chromium oxide, chromium hydroxide, carbon black, and calamine.

  For example, astringents include lactic acid, tartaric acid, succinic acid, citric acid, allantoin, zinc chloride, zinc sulfate, zinc oxide, calamine, zinc p-phenolsulfonate, potassium aluminum sulfate, resorcin, ferric chloride, tannic acid Etc.

  Examples of the bactericidal / disinfectant include acrinol, sulfur, benzalkonium chloride, benzethonium chloride, methyl rosaniline chloride, cresol, calcium gluconate, chlorhexidine gluconate, sulfamine, mercurochrome, lactoferrin or a hydrolyzate thereof.

  For example, selenium disulfide, alkylisoquinolinium bromide, zinc pyrithione, biphenamine, thianthol, castari tincture, ginger tincture, pepper tincture, quinine hydrochloride, strong ammonia water, potassium bromate, sodium bromate And thioglycolic acid.

  For example, as perfumes, natural animal perfumes such as musk, civet, castorium, ambergris, anise essential oil, angelica essential oil, Iran essential oil, Iris essential oil, fennel essential oil, orange essential oil, cananga essential oil, caraway essential oil, cardamom essential oil, guayakwood essential oil , Cumin essential oil, black letter essential oil, cinnamon essential oil, cinnamon essential oil, geranium essential oil, copaiba balsam essential oil, coriandel essential oil, perilla essential oil, cedarwood essential oil, citronella essential oil, jasmine essential oil, gingergrass essential oil, cedar essential oil, spearmint essential oil, western peppermint essential oil , Otsuka perfume essential oil, tuberose essential oil, clove essential oil, orange flower essential oil, winter green essential oil, trout balsam essential oil, buttery essential oil, rose essential oil, palmarosa essential oil, persimmon essential oil, hiba essential oil, sandalwood essential oil, petitgren essential oil, bay essential oil, vetiva essential oil, bell Vegetable fragrances such as Mott essential oil, Peruvian balsam essential oil, Boad Rose essential oil, melamine essential oil, mandarin essential oil, eucalyptus essential oil, lime essential oil, lavender essential oil, linaloe essential oil, lemongrass essential oil, lemon essential oil, rosemary essential oil, Japanese seed mint essential oil, Other synthetic fragrances can be mentioned.

  For example, as a dye / colorant, a red cabbage dye, a red rice dye, an akane dye, an anato dye, an squid dye, a turmeric dye, an enju dye, a krill dye, an amber dye, a caramel, a gold, a silver, a gardenia dye, a corn dye, Examples include onion pigment, tamarind pigment, spirulina pigment, buckwheat whole plant pigment, cherry pigment, laver pigment, hibiscus pigment, grape juice pigment, marigold pigment, purple potato pigment, purple yam pigment, lac pigment and rutin.

  Examples of sweeteners include sugar, sweet tea, fructose, arabinose, galactose, xylose, mannose, maltose, honey, glucose, miraculin, monelin and the like.

  For example, examples of the nutrient fortifier include shell calcined calcium, cyanocolabamine, yeast, wheat germ, soybean germ, egg yolk powder, hemicellulose, heme iron and the like.

  Others, hormones, sequestering agents, pH adjusters, chelating agents, antiseptic / antibacterial agents, refreshing agents, stabilizers, emulsifiers, animal / plant proteins and their degradation products, animal / plant polysaccharides and their Degradation product, animal / plant glycoprotein and its degradation product, blood flow promoter, anti-inflammatory agent / antiallergic agent, cell activator, keratolytic agent, wound treatment agent, foam enhancer, thickener, oral preparation, Deodorizing / deodorizing agents, bittering agents, seasonings, enzymes and the like.

  The use of the water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention includes skin care cosmetics such as emulsions, emollient creams, massage materials, hand creams, body creams, sunscreens, foundations, makeup bases, and control materials. Makeup cosmetics such as hair cosmetics, hair cosmetics such as hair emulsion, hair cream and the like. Examples of the usage include a method of using by hand, a method of using by impregnating a nonwoven fabric and the like.

When the water-in-oil emulsified cosmetic composition of the present invention is applied, it not only exists as a film on the skin surface, but also can enter the horny gap to maintain the moisturizing function.

The water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention can be widely used when a cell activation effect, an anti-aging effect, a hair-growth effect, a rough skin improvement effect, and the like are required. The amount used may be determined within a range where the desired cell activation effect, anti-aging effect, hair-growth effect, and rough skin improvement effect are sufficiently exhibited.

The water-in-oil emulsified cosmetic composition according to the present invention is used in anticipation of the effects as described above, and is of course used as a cosmetic composition and cosmetics. Quasi-drug compositions, medical supplies compositions, hygiene supplies compositions, pharmaceutical compositions, functional food compositions, quasi-drugs, medical supplies, hygiene supplies, pharmaceuticals, and premixed products Can be used.

  It should be noted that the specific embodiments and the following examples made in the section of the best mode for carrying out the invention are intended to clarify the technical contents of the present invention, and to such specific examples. It is not to be construed as limiting in any way whatsoever, and those skilled in the art can implement the invention within the spirit of the invention and the scope of the appended claims.

  The following examples further illustrate the present invention in detail but are not to be construed to limit the scope thereof.

Example 1 Production of MEL-A and Triacyl MEL-A Inoculum culture was carried out by inoculating Pseudozyma antartica NBRC10736 in a seed medium (20 ml / 500 ml Sakaguchi flask) for 1 loop. Cultured overnight at 30 ° C. The obtained culture broth was used as an inoculum. The seed medium composition was 4% glucose, 0.3% sodium nitrate, 0.02% magnesium sulfate, 0.02% monopotassium dihydrogen phosphate, 0.1% yeast extract. In the culture, 75 ml of the above inoculum was inoculated into 1.5 L (5 L jar) of production medium and cultured using a 5 L jar at 30 ° C., 300 rpm (stirring rotation), and 0.5 L / min (Air). The composition of the production medium was 3% soybean oil, 0.02% magnesium sulfate, 0.02% monopotassium dihydrogen phosphate, 0.1% yeast extract. 250 ml of the culture solution was centrifuged (6500 rpm, 30 minutes), the supernatant was removed, and the precipitate (bacteria) was collected. 50 ml of ethyl acetate was added to the precipitate, and after sufficient stirring, the mixture was centrifuged (8500 rpm, 30 minutes), separated into a precipitate and a supernatant, and the supernatant was concentrated with an evaporator. Elution with hexane: acetone = 5: 1 and hexane: acetone = 1: 2 was performed using silica gel to obtain a MEL-A fraction and a triacyl MEL-A fraction.

Example 2 Production of MEL-B and Triacyl MEL-B 0.2 ml of Pseudozyma tsukubaensis frozen stock was inoculated into a 20 ml YM seed medium / 500 ml Sakaguchi flask and cultured overnight at 26 ° C., 180 rpm, did. 0.2 ml of the inoculum was again inoculated into a 20 ml YM seed medium / 500 ml Sakaguchi flask and cultured overnight at 26 ° C., 180 rpm, and used as an inoculum. 20 ml of the inoculum was inoculated into 2 L of YM medium / 5 L jar and cultured at 26 ° C. and 300 rpm (1/4 vvm, 0.5 L air / min) for 8 days. The culture solution was centrifuged at 7900 rpm for 60 minutes at 4 ° C. to separate the cells (including MEL-B) and the supernatant. 80 ml of ethyl acetate was added to each of the bacterial cell fractions and stirred up and down so that the bacterial cells were sufficiently suspended, and then centrifuged at 7900 rpm for 30 minutes at 4 ° C. An equal amount of saturated saline was added to the obtained supernatant and stirred to obtain an ethyl acetate layer. An appropriate amount of anhydrous sodium sulfate was added to the ethyl acetate layer and allowed to settle for 30 minutes, and then evaporated to obtain a MEL-B crude product. The obtained MEL-B crude purified product was eluted with hexane: acetone using a silica gel column to obtain MEL-B and triacyl MEL-B fraction purified products.

Example 3 Preparation of MEL-C and triacyl MEL-C
0.2 ml of P. hubeiensis frozen stock was inoculated into a 20 ml YM seed medium / 500 ml Sakaguchi flask and cultured overnight at 26 ° C., 180 rpm, and used as a seed seed. 0.2 ml of the inoculum was again inoculated into a 20 ml YM seed medium / 500 ml Sakaguchi flask and cultured overnight at 26 ° C. and 180 rpm to obtain an inoculum. 20 ml of inoculum was inoculated into 2 L of YM medium / 5 L Jar and cultured at 26 ° C., 300 rpm (1/4 VVM, 0.5 L-Air / min) for 8 days. The culture solution was centrifuged at 7,900 rpm for 60 min at 4 ° C. to separate the cells (including MEL-C) and the supernatant. 80 ml of ethyl acetate was added to each bacterial cell fraction, and the mixture was stirred up and down so that the bacterial cells were sufficiently suspended, and then centrifuged at 4,900 rpm for 30 minutes at 4 ° C. An equal amount of saturated saline was added to the obtained supernatant and stirred to obtain an ethyl acetate layer. An appropriate amount of anhydrous sodium sulfate was added to the ethyl acetate layer and allowed to settle for 30 minutes, and then evaporated to obtain a MEL-B crude product. The obtained MEL-C crude purified product was eluted with hexane: acetone using a silica gel column to obtain MEL-C and triacyl MEL-C fraction purified products.

Example 4
In the production of MEL in Example 1, soybean oil was used as a raw material for production, but instead, olive oil was used and cultured in the same manner as in Example 4 to isolate MEL-A, MEL-B, and MEL-C. Purify. The MEL fraction obtained at this time is called MEL-A (OL), MEL-B (OL), and MEL-C (OL) in order to distinguish from the MEL of Example 4.

Example 5 Mannosyl mannitol lipid (MML) production Pseudozyma parantarctica JCM 11752 strain was cultured. That is, Pseudozyma parantarctica JCM 11752 strain preserved in a preservation medium (malt extract 3 g / L, yeast extract 3 g / L, peptone 5 g / L glucose 10 g / L, agar 30 g / L) In a test tube containing 2 mL of liquid medium having a composition of glucose 20 g / L, yeast extract 1 g / L, sodium nitrate 3 g / L, potassium dihydrogen phosphate 0.3 g / L, and magnesium sulfate 0.3 g / L. One platinum loop was inoculated and cultured with shaking at 30 ° C. for 1 day. Subsequently, the obtained bacterial cell culture solution was mixed with olive oil 50 g / L as a vegetable oil, mannitol 100 g / L as a sugar alcohol, yeast extract 1 g / L, sodium nitrate 3 g / L, potassium dihydrogen phosphate 0.3 g / L. And a Sakaguchi flask containing 30 mL of a liquid medium having a composition of magnesium sulfate 0.3 g / L, and cultured at 34 ° C. for 7 days. The above culture broth was collected, the mannosyl alditol lipids in the broth were extracted with ethyl acetate, purified by silica gel chromatography, and the structure of the product was analyzed by ¹³ C NMR and ¹ H NMR.

Example 6 Production of mannosyl arabitol lipid (MAraL) MAraL was produced by culturing in the same manner as in Example 5 except that culture in Example 5 was carried out in a medium containing 100 g / L of arabitol as a sugar alcohol.

Example 7 Production of Mannosyl Sorbitol Lipid (MSL) MSL was produced by culturing in the same manner as in Example 5 except that the culture of Example 5 was carried out in a medium containing 100 g / L of sorbitol as a sugar alcohol.

Example 8 Production of mannosyl ribitol lipid (MRL) MRL was produced by culturing in the same manner as in Example 5 except that cultivation of Example 5 was carried out in a medium containing 100 g / L of ribitol as a sugar alcohol.

Example 9 Formulation Test and Performance Test A water-in-oil emulsified cosmetic composition containing the biosurfactant obtained in Examples 1 to 8 in the raw materials and blending ratios shown in Tables 1 and 2 was prepared. Table 3 shows a comparative example in which a water-in-oil cosmetic composition not containing a biosurfactant was made as a trial product. The formulations in Tables 1, 2, and 3 are expressed as mass%, and “-” means no formulation.

Specifically, in both the Examples and Comparative Examples, first, each of the A phase raw materials and the B phase raw materials are separately heated to 70 ° C., dissolved and mixed, and the B phase solution is gradually added to the A phase. Add to phase and pre-emulsify. Subsequently, the emulsified particles were made uniform with a homomixer, and then deaerated, filtered and cooled to prepare an emulsified cosmetic composition.

<Usage>
The panel (evaluator) was allowed to use 5 people, the feeling of use was scored as follows, and the total was obtained as an evaluation score. Based on this, the following criteria were used.
《Points》
2 points: It is refreshed at the time of application and has a moist feeling after application.
1 point: There is stickiness during application, and there is a moist feeling after application.
0 point: There is a sticky feeling both during coating and after coating.
<Criteria>
◎: Total 10-9 points ... Very good ○: Total 8-7 points ... Good △: Total 6-5 points ... Good x: Total 4 points or less ... Bad

<Sustainability>
The panel was used by 5 persons, and the sustainability of the moisturizing feeling was scored as follows, and the total was obtained as an evaluation score. Based on this, the following criteria were used.
《Points》
2 points: Friction with clothes, moisturizing feeling is maintained even after hand washing and feels excellent in sustainability.
1 point: Friction with clothes, moisturizing feeling remains after washing hands, but does not feel excellent in sustainability.
0 points: Moisturizing feeling disappears due to friction with clothes and hand washing, and the sustainability is inferior.
<Criteria>
◎: Total 10-9 points ... Very good ○: Total 8-7 points ... Good △: Total 6-5 points ... Good x: Total 4 points or less ... Bad

<Stability over time>
Stability over time The stability over time was determined by visual observation for the state stored for 1 month at two locations of room temperature and 50 ° C., and was determined according to the following criteria.
◎: No change in appearance ○: Some change in appearance, but no oil separation, water separation, precipitation, etc. Δ: Significant changes in appearance, oil separation, water separation, precipitation Things that did not occur
×: Oil separation, water separation, sediment, etc. occurred

The examples shown in Tables 1 and 2 are much better than the comparative examples shown in Table 3 in that the test results of feeling of use and sustainability are very good by blending biosurfactant as an oily component (◎) or In addition to being good (◯), two or more test results were very good (◎), and it was confirmed that the feeling of use and sustainability were excellent. Further, when the stability over time was examined, it was found to be stable as in the case of no additive. When applied to the skin, the water-in-oil cosmetic compositions of these examples were confirmed to give the user a feeling of maintaining a moist feeling while having a fresher feeling than conventional ones. .

In any blending ratio shown in Tables 1 and 2, the water-in-oil emulsified cosmetic composition containing the biosurfactant of the present invention was excellent in feeling of use, and the durability of the effect and the stability of the cosmetic preparation were confirmed. .

According to the present invention, it is possible to provide a water-in-oil cosmetic composition that stably contains a biosurfactant and has an excellent skin moisture barrier ability, and is expected to greatly contribute to the industry.

Claims (11)

A water-in-oil emulsified cosmetic composition comprising a biosurfactant in addition to an aqueous component and an oily component.   The water-in-oil emulsified cosmetic composition according to claim 1, wherein the biosurfactant has a mannose skeleton.   The water-in-oil emulsified cosmetic composition according to claim 1 or 2, wherein the biosurfactant is a sugar alcohol having a glycosidic bond to the hydroxyl group at the 1-position of the mannose skeleton. The biosurfactant having a mannose skeleton was selected from the group consisting of mannosyl erythritol lipid (MEL), mannosyl mannitol lipid (MML), mannosyl sorbitol lipid (MSL), mannosyl arabitol lipid (MAraL) and mannosyl ribitol lipid (MRL). The water-in-oil emulsified cosmetic composition according to claim 3, wherein the composition is one or more compounds. MEL is mannosyl erythritol lipid A (MEL-A), mannosyl erythritol lipid B (MEL-B), mannosyl erythritol lipid C (MEL-C), mannosyl erythritol lipid D (MEL-D), a triacyl derivative of MEL-A, 5. The water-in-oil emulsification according to claim 4, which is at least one compound selected from the group consisting of a triacyl form of MEL-B, a triacyl form of MEL-C, and a triacyl form of MEL-D. Cosmetic composition. The water-in-oil emulsified cosmetic composition according to any one of claims 1 to 5, wherein the biosurfactant contains a saturated fatty acid and / or an unsaturated fatty acid. The water-in-oil emulsified cosmetic composition according to any one of claims 1 to 6, wherein the biosurfactant forms a lamellar structure and / or a liposome. The water-in-oil emulsified cosmetic composition according to claim 7, wherein a coexisting active ingredient is embedded in a lamellar structure formed by a biosurfactant and / or a liposome. The oily component is one or more oils selected from the group consisting of hydrocarbons, fats and oils, waxes, fatty acids, higher alcohols, synthetic esters, and silicone oils. Water-in-oil emulsified cosmetic composition. The water-in-oil emulsified cosmetic composition according to any one of claims 1 to 9, wherein the aqueous component is one or more aqueous components selected from the group consisting of a humectant, a mucus, an alcohol, and purified water. object. The biosurfactant content is 0.001 to 50% by mass, the oily component content is 10 to 90% by mass, and the aqueous component content is 90 to 10% by mass. The water-in-oil emulsified cosmetic composition according to any one of 10 above.