Use of branched medium-chain glycerol ethers as active antidandruff ingredients

Abstract

Compounds of the following formula (I) R1-O-[CH2-CH(OH)-CH2-O]n-H (I), in which R1 means a branched C6-C16 alkyl, alkenyl or alkynyl group and n means a number of 1-3, are suitable for use as active antidandruff ingredient and as active skin-soothing ingredient for nontherapeutic cosmetic use in cosmetic formulations.

Description

[0001] Use of branched medium-chain glycerol ethers as anti-dandruff agents

[0002] The present invention relates to the cosmetic use of specific glycerol ethers as anti-dandruff active ingredients and as skin-soothing active ingredients, in particular in the cosmetic treatment of dandruff conditions associated with the colonization and proliferation of yeast fungi of the genus Malassezia on hairy skin surfaces.

[0003] Even mild flaking of the scalp or other hairy areas of the body is perceived as a sign of poor care and hygiene. Dandruff is usually accompanied by excruciating itching, which can trigger scratching and lead to injury to the affected skin areas. Skin injuries, in turn, often form the basis for infections and pathogens.

[0004] Dandruff formation can be caused by various factors, such as hereditary predisposition, a tendency toward excessive sebum production (seborrhea), hormonal fluctuations, stress, climatic conditions, or improper hair care. However, the primary contributor to dandruff formation is the colonization of the scalp with yeasts of the genus Malassezia. Therefore, dandruff control has always aimed to reduce and / or eliminate the Malassezia bacterial colonization of the scalp.

[0005] For this purpose, numerous cosmetically acceptable and effective anti-dandruff agents are known from the state of the art, such as piroctone olamine, climbazole, zinc pyrithione or other zinc salts, sulfur and / or selenium sulfide.

[0006] The effect of these anti-dandruff agents is mainly based on their fungicidal properties.

[0007] However, in light of the increasingly important and more sustainable use of raw materials and energy, there is a growing effort to use only those cosmetic raw materials in cosmetic products that can be obtained from renewable resources with the least possible use of energy. However, a reduction in quantity or even a complete replacement of undesirable or problematic substances can only be achieved if alternatives are available that also possess the desired properties for the intended purpose. This also applies to anti-dandruff active ingredients.

[0008] Various plant extracts are known as natural anti-dandruff agents, such as arnica, birch, burdock root, beard lichen, poplar, nettle, myrtle, or hazel root extracts. However, in terms of their immediate and / or long-lasting effectiveness, these extracts cannot completely replace the classic anti-dandruff agents mentioned above.

[0009] There is therefore still a need for compounds with good anti-dandruff efficacy that are available from natural sources. Specific bio-based glycerol ethers have been found to be ideally suited for this purpose.

[0010] WO 2021 / 237207A1 describes the production of bio-based glycerol ethers that can be produced from sustainable, renewable, plant-based raw materials and that – like other branched glycerol ethers, for example ethylhexylglycerol – are excellently suited as preservatives in cosmetic or pharmaceutical compositions or as odor control agents in deodorants.

[0011] Furthermore, according to EP 3944852, some glycerol ethers - such as ethylhexylglycerol - are suitable as boosters to enhance the anti-dandruff efficacy of piroctone olamine in cosmetic compositions.

[0012] However, it is not known to use medium-chain glycerol ethers as an anti-dandruff active ingredient, especially as the sole anti-dandruff active ingredient, in cosmetic compositions for the treatment of dandruff conditions.

[0013] The object of the present invention was to find active ingredients that are easily accessible from natural sources, biodegradable and well tolerated by the skin, which can be easily incorporated into a variety of cosmetic products and are stable over the long term, and which reduce, prevent and / or eliminate excessive colonization of hairy body surfaces, in particular the scalp, by fungi of the genus Malassezia.

[0014] It has surprisingly been found that the cosmetic use of certain medium-chain glycerol ethers enables effective treatment of dandruff conditions, particularly those associated with colonization and / or proliferation of yeasts of the genus Malassezia.

[0015] The inventive use of at least one specific medium-chain glycerol ether as the sole anti-dandruff active ingredient in cosmetic compositions resulted in a significant reduction in the amount of yeasts of the genus Malazessia and consequently in a reduction in dandruff. Furthermore, it was found that the inventive use of at least one specific medium-chain glycerol ether provides additional benefits in maintaining the body's own barrier, particularly on sensitive scalps (where a compromised barrier and increased sebum production are present). The inventive use of at least one specific medium-chain glycerol ether has a balancing and soothing effect on sensitive scalps.

[0016] The present invention is therefore characterized by the following statements:

[0017] 1 . Non-therapeutic use of at least one compound of the following formula (I) R 1-O-[CH2-CH(OH)-CH2-O]nH (I) wherein

[0018] R 1 a branched Ce-C18 alkyl, alkenyl or alkynyl group and n is a number from 1-3 as an antidandruff agent. Non-therapeutic use of at least one compound of the following formula (I) R 1 -O-[CH2-CH(OH)-CH2-O] n -H (I) where

[0019] R 1 a branched Ce-C18 alkyl, alkenyl, or alkynyl group and n is a number from 1-3 as a skin-soothing agent. Use according to one of statements 1 or 2, where n is the number 1. Use according to one of the preceding statements, where R 1 represents a branched Ce-Ci2 alkyl, alkenyl or alkynyl group. Use according to one of the preceding statements, wherein R 1 represents a branched Ce-Cio-alkyl, alkenyl or alkynyl group. Use according to one of the preceding statements, wherein R 1stands for a branched Ca-alkyl, alkenyl or alkynyl group. Use according to one of the preceding statements, wherein the compound of the formula (I) is H3C-(CH2)5-CH(CH3)-O-CH2-CH(OH)-CH2OH (methylheptylglycerol). Use according to one of the preceding statements for reducing or preventing the colonization of hairy skin surfaces with yeast fungi of the genus Malassezia. Use according to statement 8 for reducing or preventing the colonization of hairy skin with yeast fungi of the genus Malassezia furfur and / or Malassezia globosa. Use according to one of the preceding statements in cosmetic formulations. Use according to one of the preceding statements in cosmetic formulations for treating the hair or scalp. Use according to one of statements 10 or 11, wherein the cosmetic formulation is a shampoo. Use according to statement 12, wherein the cosmetic formulation - based on its total weight - contains 0.05 - 20 wt.-% of at least one surfactant. Use according to one of statements 10 or 11, wherein the cosmetic formulation is a hair care product. Use according to one of statements 10 to 14, wherein the cosmetic formulation contains 0.05-5 wt.% of a compound of the formula (I), based on the total weight of the cosmetic formulation. Use according to statement 15, wherein the cosmetic formulation contains a compound of the formula (I) as the sole anti-dandruff active ingredient. Compounds of the formula (I) are preferably used in cosmetic formulations, in particular in cosmetic formulations for treating the hair or the scalp.

[0020] Cosmetic formulations suitable according to the invention can be in any galenic form customary for topical application, such as, for example, in the form of aqueous or hydroalcoholic solutions, oil-in-water emulsions, water-in-oil emulsions, triple emulsions (O / W / O or W / O / W), aqueous gels, dispersions of fatty phases or solid ingredients in aqueous phases.

[0021] These compositions can be prepared by conventional methods.

[0022] In addition, cosmetic formulations suitable according to the invention may be more or less liquid and have the appearance of a white or colored cream, ointment, milk, lotion, serum, paste, foam, shampoo, gel or stick.

[0023] Cosmetic formulations suitable according to the invention contain at least one compound according to formula (I), preferably in a physiologically acceptable medium, preferably in water and optionally a physiologically acceptable organic solvent, which can be selected, for example, from C2-C8 alcohols, in particular C2-C6 alcohols, such as ethanol, isopropanol, propanol, butanol, propylene glycol, isoprene glycol, butylene glycol, glycerol, sorbitol or mixtures thereof.

[0024] Particularly preferably, cosmetic formulations suitable according to the invention comprise, as a physiologically acceptable medium, 30-98% by weight, more preferably 40-95% by weight and in particular 50-90% by weight of water, based on the total weight of the cosmetic formulation.

[0025] If present, the amount of the aforementioned organic solvents in the cosmetic formulations suitable according to the invention (based on their total weight) is preferably 0 - 60 wt.%, more preferably 0.05 - 55 wt.% and particularly preferably 0.1 - 50 wt.%.

[0026] Cosmetic formulations suitable according to the invention can contain, in addition to at least one compound according to formula (I) and a physiologically acceptable medium, further auxiliaries and active ingredients customary in the cosmetic field, such as, for example, oils, waxes, butters, fats, pigments, fillers, dyes, surfactants, emulsifiers, UV protectants, polymers, thickeners, film formers, preservatives, fragrances, bactericides, odor absorbers, antioxidants, pH adjusters, sequestering agents, wherein they are preferably free from further compounds known for their anti-dandruff effect.

[0027] Preferred cosmetic formulations according to the invention contain, in a physiologically acceptable medium, in addition to at least one compound according to formula (I), at least one further cosmetic ingredient, which is preferably selected from vegetable or mineral oils, fatty alcohols, fatty acid esters, waxes, cationic, amphoteric, zwitterionic, nonionic and / or anionic surfactants, cationic, amphoteric, zwitterionic, nonionic and / or anionic polymers, sunscreens, antioxidants, active ingredients against hair loss, plant extracts, proteins, protein hydrolysates, pearlescent agents, opacifiers, emollients, hydroxy acids, fillers, silicones, fragrances, alkalizing agents, acidifying agents, preservatives, sequestering agents, dyes, vitamins, amino acids or any mixtures thereof, wherein they are preferably free from further compounds known for their anti-dandruff effect.

[0028] These further cosmetic ingredients can be used in the cosmetic formulations suitable according to the invention in customary amounts and amount, for example, to 0.01 - 30 wt.% of the total weight of the respective cosmetic formulation.

[0029] According to a preferred embodiment, at least one compound according to formula (I) is used as the sole anti-dandruff active ingredient in the respective cosmetic formulation.

[0030] According to a further preferred embodiment, the pH of cosmetic formulations suitable according to the invention is 2 - 9, preferably 2.5 - 8.5 and in particular 3 - 8.

[0031] According to another preferred embodiment, the cosmetic formulation is a composition for treating hair, which may be in the form of a shampoo, a cream, an aerosol foam, a paste, a gel, an emulsion, a lotion, a tonic, a stick or a bar of soap.

[0032] In a very particularly preferred embodiment, the cosmetic formulation is a shampoo and preferably contains - based on its total weight - 0.05 - 20 wt.% of at least one surfactant.

[0033] Within this embodiment, shampoos are preferred that contain at least one anionic surfactant or a mixture of anionic and amphoteric and / or zwitterionic surfactants. Especially preferred are shampoos that - based on their total weight -

[0034] 1 - 15 wt.%, more preferably 2 - 13 wt.% and particularly preferably 3 - 12 wt.% of at least one anionic surfactant and

[0035] 0 - 10 wt.%, more preferably 0.5 - 8.5 wt.% and particularly preferably 1 - 7 wt.% of at least one amphoteric and / or zwitterionic surfactant.

[0036] In addition, shampoos within this embodiment may contain non-ionic surfactants in a weight proportion of 0-10 wt.%, more preferably 0.5-8.5 wt.% and particularly preferably 1-7 wt.% of the total weight of the shampoo.

[0037] All anionic surface-active substances suitable for use on the human body are suitable as anionic surfactants. These are characterized by a water-solubilizing anionic group, such as a carboxylate, sulfate, sulfonate, or phosphate group, and a lipophilic alkyl group with approximately 8 to 30 carbon atoms. The molecule may also contain glycol or polyglycol ether groups, ester, ether, and amide groups, as well as hydroxyl groups. Examples of suitable anionic surfactants are, in the form of the sodium, potassium, and ammonium salts, as well as the mono-, di-, and trialkanolammonium salts with 2 to 4 carbon atoms in the alkanol group:

[0038] - linear and branched fatty acids with 8 to 30 C atoms (soaps),

[0039] - Ethercarboxylic acids of the formula RO-(CH2-CH2O) X -CH2-COOH, in which R is a linear alkyl group with 8 to 30 C atoms and x = 0 or 1 to 16,

[0040] - Acylsarcosides with 8 to 24 C atoms in the acyl group,

[0041] - Acyltaurides with 8 to 24 C atoms in the acyl group,

[0042] - Acyl isethionates with 8 to 24 C atoms in the acyl group,

[0043] - sulfosuccinic acid mono- and dialkyl esters with 8 to 24 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethyl esters with 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,

[0044] - linear alkanesulfonates with 8 to 24 C atoms,

[0045] - linear alpha-olefin sulfonates with 8 to 24 C atoms,

[0046] - Alpha-sulfofatty acid methyl esters of fatty acids with 8 to 30 C atoms,

[0047] - Alkyl sulfates and alkyl polyglycol ether sulfates of the formula RO(CH2-CH2O)x-SO3H, in which R is a preferably linear alkyl group having 8 to 30 C atoms and x = 0 or 1 to 12,

[0048] - Mixtures of surface-active hydroxysulfonates according to DE-A-37 25 030,

[0049] - sulfated hydroxyalkyl polyethylene and / or hydroxyalkylene propylene glycol ethers according to DE-A-37 23 354,

[0050] - Sulfonates of unsaturated fatty acids with 8 to 24 C atoms and 1 to 6 double bonds according to DE-A-3926 344, esters of tartaric acid and citric acid with alcohols, which are addition products of about 2-15 molecules of ethylene oxide and / or propylene oxide with fatty alcohols with 8 to 22 C atoms, alkyl and / or alkenyl ether phosphates of the formula in which R29 preferably represents an aliphatic hydrocarbon radical having 8 to 30 carbon atoms, R30 represents hydrogen, a radical (CH2CH2O) n R29 or X, n represents numbers from 1 to 10 and X represents hydrogen, an alkali or alkaline earth metal or NR31 R32R33R34, with R31 to R34 independently representing a C1 to C4 hydrocarbon radical,

[0051] - sulfated fatty acid alkylene glycol esters of the formula

[0052] R35CO(AlkO)nSO3M in which R35CO- represents a linear or branched, aliphatic, saturated and / or unsaturated acyl radical having 6 to 22 C atoms, Alk represents CH2CH2, CHCH3CH2 and / or CH2CHCH3, n represents numbers from 0.5 to 5 and M represents a cation, as described in DE-OS 197 36 906.5,

[0053] - Monoglyceride sulfates and monoglyceride ether sulfates of formula (III) as described, for example, in EP-B1 0 561 825, EP-B1 0 561 999, DE-A1 42 04 700 or by AKBiswas et al. in J.Am.Oil.Chem.Soc. 37, 171 (1960) and FUAhmed in J.Am.Oil.Chem.Soc. 67, 8 (1990): in which R36CO represents a linear or branched acyl radical having 6 to 22 carbon atoms, x, y and z together represent 0 or numbers from 1 to 30, preferably 2 to 10, and X represents an alkali or alkaline earth metal. Typical examples of monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride, as well as their ethylene oxide adducts with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts. Monoglyceride sulfates of the formula (III) in which R36CO represents a linear acyl radical having 8 to 18 carbon atoms are preferably used.Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids with 10 to 18 C atoms in the alkyl group and up to 12 glycol ether groups in the molecule, sulfosuccinic acid mono- and dialkyl esters with 8 to 18 C atoms in the alkyl group and sulfosuccinic acid monoalkyl polyoxyethyl esters with 8 to 18 C atoms in the alkyl group and 1 to 6 oxyethyl groups.

[0054] Particularly preferred anionic surfactants are straight-chain or branched alkyl ether sulfates which contain an alkyl radical having 8 to 18 and in particular 10 to 16 C atoms and 1 to 6 and in particular 2 to 4 ethylene oxide units, preferably sodium lauryl ether sulfate having 2 ethylene oxide units.

[0055] Further particularly preferred anionic surfactants are straight-chain or branched alkyl sulfates containing an alkyl radical having 8 to 18, and in particular 10 to 16, carbon atoms. Particular preference is given to the sodium, magnesium, and / or triethanolamine salts of linear or branched lauryl, tridecyl, and / or myristyl sulfates.

[0056] Suitable amphoteric or zwitterionic surfactants carry both a cationic and an anionic charge in the molecule. Amphoteric surfactants preferably have at least one quaternary ammonium group and at least one -COO- or -SO5" group, in addition to a preferably C8-C24 alkyl or acyl group, in the molecule. They are also capable of forming internal salts. Particularly preferred amphoteric surfactants are betaines such as N-alkyl-N,N-dimethylammonium glycinates, for example cocoalkyl dimethylammonium glycinate, N-acyl-aminopropyl-N,N-dimethylammonium glycinate, for example cocoacylaminopropyl dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines, each with 8 to 18 C atoms in the alkyl or acyl group, as well as cocoacylaminoethyl hydroxyethylcarboxymethylglycinate. A preferred amphoteric surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.

[0057] Suitable non-ionic surfactants / emulsifiers preferably include

[0058] Addition products of 4 to 30 mol of ethylene oxide and / or 0 to 5 mol of propylene oxide with linear fatty alcohols having 8 to 22 C atoms, with fatty acids having 12 to 22 C atoms and with alkylphenols having 8 to 15 C atoms in the alkyl group,

[0059] Ethylene oxide and polyglycerol addition products to methylglucoside fatty acid esters, fatty acid alkanolamides and fatty acid glucamides, amine oxides,

[0060] Sorbitan fatty acid esters and addition products of ethylene oxide to sorbitan fatty acid esters such as polysorbates, fatty acid alkanolamides of the following general formula in which R preferably represents a linear or branched, saturated or unsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms and the radicals R' represent hydrogen or the group -(CH2)nOH, in which n represents the numbers 2 or 3, with the proviso that at least one of the radicals R' represents the aforementioned radical -(CH2)nOH,

[0061] Sugar fatty acid esters and addition products of ethylene oxide to sugar fatty acid esters, addition products of ethylene oxide to fatty acid alkanolamides and fatty amines, alkyl(oligo)glucosides,

[0062] Mixtures of alkyl(oligo)glucosides and fatty alcohols, for example the commercially available product Montanov®68,

[0063] Addition products of 5 to 60 moles of ethylene oxide to castor oil and hydrogenated castor oil, partial esters of polyols with 3-6 carbon atoms with saturated fatty acids with 8 to 22 carbon atoms,

[0064] Sterols. Sterols are a group of steroids that contain a hydroxyl group at the 3-carbon atom of the steroid skeleton and are isolated from both animal tissue (zoosterols) and plant fats (phytosterols). Examples of zoosterols are cholesterol and lanosterol. Examples of suitable phytosterols are ergosterol, stigmasterol, and sitosterol. Sterols, known as mycosterols, are also isolated from fungi and yeast.

[0065] Phospholipids. These primarily include glucose phospholipids, which are obtained, for example, as lecithins or phosphatidylcholines from egg yolk or plant seeds (e.g., soybeans).

[0066] Alkyl(oligo)glycosides can be selected from compounds of the general formula RO-[G]x, in which [G] is preferably derived from aldoses and / or ketoses with 5-6 carbon atoms, preferably from glucose.

[0067] The index number x represents the degree of oligomerization (DP), i.e., the distribution of the mono- and oligoglycosides. The index number x preferably has a value in the range from 1 to 10, particularly preferably in the range from 1 to 3, although this may not be an integer but rather a fractional number that can be determined analytically. Particularly preferred alkyl (oligo)glycosides have a degree of oligomerization between 1.2 and 1.5. The radical R preferably represents at least one alkyl and / or alkenyl radical having 4 to 24 carbon atoms.

[0068] Particularly preferred alkyl (oligo)glycosides are the compounds known under the INCI names Caprylyl / Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and Coco Glucoside or mixtures thereof.

[0069] Amine oxides can be selected from at least one compound of the general formulas (I) or (II) in which R represents a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 6 to 24 carbon atoms, preferably having 8 to 18 carbon atoms.

[0070] Particularly preferred are the surfactants of the aforementioned formula (I) or (II) known under the INCI names Cocamine Oxide, Lauramine Oxide and / or Cocamidopropylamine Oxide and commercially available from various suppliers.

[0071] Particularly preferred are alkyl(oligo)glucosides, in particular the compounds known under the INCI names Caprylyl / Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and / or Coco Glucoside.

[0072] In another particularly preferred embodiment, the cosmetic formulation is a hair care product.

[0073] Hair care products include both conventional rinse-off and leave-on compositions. Compounds according to formula (I) can preferably be used in hair conditioners, serums, or tonics.

[0074] Compounds according to formula (I) are preferably used in cosmetic formulations in an amount of 0.05-5 wt.%, based on the total weight of the respective cosmetic formulation. Compounds according to formula (I) are preferably used in amounts of 0.1-4 wt.%, more preferably 0.15-3 wt.%, further preferably 0.2-2.5 wt.%, and in particular 0.3-2 wt.%.

[0075] Cosmetic formulations comprising at least one compound of formula (I) are preferably applied to the scalp and hair at room temperature (25°C) and left to act for a period of 20 seconds to 30 minutes, preferably at ambient temperature.

[0076] During or after application of the cosmetic formulation, the scalp can be massaged with the hands or with a suitable tool in order to achieve optimal distribution of the cosmetic formulation and / or better penetration of the cosmetic formulation on the scalp.

[0077] After the exposure time, it may be advantageous if the cosmetic formulation is preferably rinsed off with water and the hair is then dried. According to a preferred embodiment, the cosmetic formulation containing at least one compound of formula (I) is preferably rinsed off with water after the exposure time.

[0078] According to a further preferred embodiment, the cosmetic formulation containing at least one compound of formula (I) remains on the hair until the next hair cleansing.

[0079] Examples: a) The following cosmetic formulations were prepared using at least one compound according to formula (I) as an antidandruff active ingredient. The amounts given in the tables refer to wt.%.

[0080] 1) Shampoo

[0081] 2) Hair conditioner

[0082] 3) Hair tonic b) The anti-dandruff and skin-soothing efficacy of compounds according to formula (I) was investigated:

[0083] (i) Efficacy against dandruff was investigated using a suspension test. Various formulations were incubated for a certain period of time (< 60 min) with the yeast Malassezia furfur, which had a cell count of 105 - 106 CFU / ml, at 37°C in a buffer solution. After incubation, the yeast cell count was determined using cultural methods (growth on Sabouraud agar). The difference between this value and the respective baseline value is a measure of the microbicidal efficacy of the respective antidandruff compound.

[0084] One cause of dandruff formation is, among other things, the excessive growth of various microorganisms on the scalp. Yeasts of the genus Malassezia play a particularly important role. The growth-inhibiting effect of various anti-dandruff compounds in this experiment thus indicates their anti-dandruff effectiveness (Fig. 1).

[0085] (ii) A healthy scalp forms a protective barrier against external influences, prevents dehydration, and serves as the basis for optimal hair growth. The formation of dandruff is largely promoted by fungal colonization, whose metabolic products negatively affect the scalp's barrier and lead to inflammatory reactions.

[0086] In vitro experiments on artificial skin models have shown that common anti-dandruff agents such as octopirox (piroctone olamine) negatively alter barrier function. The gene expression of all barrier markers examined (transglutaminsel, filaggrin, decorin, involucrin, and loricrin) was reduced by treatment. Treatment with methylheptylglycerol, in contrast, did not lead to a significant decrease in gene expression, even at higher concentrations; some genes could even be stimulated (Fig. 2). Furthermore, it was found that methylheptylglycerol (just like octopirox) has no negative effect on the release of inflammatory markers. The release of interleukin 8 is within the range of the untreated control (Fig. 3).

[0087] In summary, methylheptylglycerin can be considered a milder alternative to the anti-dandruff ingredient octopirox. In addition to killing the Malassezia fungus, it provides additional benefits for maintaining the body's natural barrier. MHG is particularly recommended for consumers with sensitive scalps (where a compromised barrier and increased sebum production are present), as it can contribute to scalp normalization.

[0088] The use of methylheptylglycerin not only works against dandruff-causing fungi, but also has a balancing and soothing effect on the scalp.

Claims

AMENDED CLAIMS received by the International Bureau on 27 June 2023 (27.06.2023) Non-therapeutic use of at least one compound of the following formula (I) R 1 -O-[CH2-CH(OH)-CH2-O]nH (I) wherein R 1 a branched Cs-cis-alkyl, alkenyl, or alkynyl group and n a number of 1–3 signifies as an anti-dandruff agent, wherein the compound according to formula (I) is H3C-(CH2)5-CH(CH3)-O-CH2-CH(OH)-CH2OH (methylheptylglycerin). Non-therapeutic use of at least one compound of the following formula (I) R 1 -O-[CH2-CH(OH)-CH2-O]nH (I) wherein R 1A branched Ce-Cie alkyl, alkenyl, or alkynyl group, and n a number of 1-3, signifies a skin-soothing active ingredient, wherein the compound according to formula (I) is HsC-(CH2)5-CH(CH3)-O-CH2-CH(OH)-CH2OH (methylheptylglycerin). Use according to any one of the preceding claims for reducing or preventing colonization of hairy skin surfaces with yeasts of the genus Malassezia. Use according to claim 3 for reducing or preventing colonization of hairy skin with yeasts of the genus Malassezia furfur and / or Malassezia globosa. Use according to any one of the preceding claims in cosmetic formulations selected from shampoos or hair care products. Use according to claim 5, wherein the cosmetic formulation contains 0.05-5% by weight of a compound according to formula (I), based on its total weight. Use according to one of claims 5 or 6, wherein the cosmetic formulation contains - based on its total weight - 0.05 - 20 wt.-% contains at least one surfactant. Use according to claim 6 or 7, wherein the cosmetic formulation contains a compound according to formula (I) as the sole anti-dandruff agent. Non-therapeutic use of H3C-(CH2)s-CH(CH3)-O-CH2-CH(OH)-CH2OH (methylheptylglycerin) as an anti-dandruff agent for sensitive scalp. AMENDED SHEET (ARTICLE 19)

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