Anti-dandruff composition

Abstract

The present invention relates to anti-dandruff compositions comprising one or more fragrance compounds. The present invention also relates to hair care products comprising such compositions, and methods of treating dandruff using such compositions or products. The present invention further relates to methods of identifying compositions useful for treating and / or preventing dandruff.

Description

[Technical Field]

[0001] Dandruff is a common condition that can cause inflammation and itching of the scalp, which can result in white flakes on the hair. The condition affects approximately 50% of the adult population. Dandruff is not contagious and is not a serious medical condition, but its appearance is undesirable and can be bothersome and embarrassing for sufferers.

[0002] The primary cause of dandruff is the overgrowth of certain fungi, particularly Malassezia species. This fungus is present on the scalp of most adults. Malassezia species feed on scalp oils, breaking them down and leaving oleic acid in their place. Many people are sensitive to oleic acid. The body responds to this acid by increasing the rate at which skin cells regenerate. This is an attempt to remove the irritant from the scalp, which can result in scales. These scales are dead skin cells that can visibly accumulate on the scalp or sometimes on the shoulders.

[0003] A common treatment for dandruff is the use of the compound zinc pyrithione (ZPT). However, at least in Europe, this compound has recently been classified as carcinogenic, mutagenic or reproductively toxic in cosmetics, and therefore the use of ZPT in cosmetics is prohibited. In light of this, there is a need to identify alternative anti-dandruff agents that can be used in consumer products. Furthermore, there is a further need for such agents to have an acceptable hedonic profile that encourages wider adoption.

[0004] The present inventors sought to identify compounds or compositions that can be used as anti-dandruff compositions. [Brief explanation of the drawings]

[0005] [Figure 1] FIG. 1 shows the change in dandruff score (ASFS) after 14 days for two groups treated with placebo and 0.6% Mix 7, respectively.

[0006] Summary of the Invention The present invention provides (A) Formula (I) R A -ZR B (I) [In the formula, R A is R1, and R1 is C4~C 12 alkyl, C4-C8 alkenyl or C4-C8 alkynyl, or [ka] wherein R3 is H, C1-C6 alkyl, or C1-C6 alkoxy; R4 is H, —OH, C1-C6 alkyl, or C1-C6 alkoxy; and A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene; Z is C(=O) or CH2; R B is H, OH or OR2, and R2 is C 1~6 alkyl or (carbocyclyl)alkyl] and / or (B) (2E)-2-dodecenal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z)-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, indole, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, rose geranium rose) oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro- (1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine siberian) oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2, 7~]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, 3-(2-ethylphenyl)-2,2-dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8 RS,9Z)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10Z)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,7SR,8RS,9E)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10E)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, allyl(3-methylbutoxy)acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.1.0~2,6~]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2E)-2-methyl ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuva oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethyl 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1,1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4- (4-Methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl- methyl-3-cyclohexen-1-yl]butanal, (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6,6-dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde , (4E)-4-decenal, 2-methyldecanal, 2-methylundecanal, (R)-3,7-dimethyl-6-octenal, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-methyl-2h-1,5-benzodioxepin-3(4H)-one, tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate, tricyclo[5.2.1.0~2,6~]dec-4- 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8,8a-octahydro-2-naphthalenyl)ethenone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, 1-[(2RS,3RS,8aRS)-2, 3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, and (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal. The present invention relates to an anti-dandruff composition (hereinafter also abbreviated as ADC) containing one or more fragrance compounds from

[0007] In certain embodiments, the compound of formula (I) is (i) Formula (II) [ka] [In the formula, R1 is C4-C8 alkyl, C4-C8 alkenyl, or C4-C8 alkynyl; R2 is C 1~6 alkyl or (carbocyclyl)alkyl] The compound (ii) Formula (III) [ka] [In the formula, R3 is H, C1-C6 alkyl or C1-C6 alkoxy; R4 is H, OH, C1-C6 alkyl optionally substituted with a hydroxy group, or C1-C6 alkoxy; A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene. The compound (iii) Formula (IV) R5-CH2OH (IV) [Wherein R5 is C5 to C 12 alkyl] The compound (iv) (2E,6Z)-2,6-nonadienal is selected from one or more of the following:

[0008] In certain embodiments, the compound of formula (II) is selected from methyl octyne carbonate, cyclopropylmethyl 3-hexenoate, and (+ / -)-ethyl 2-methylbutanoate.

[0009] In certain embodiments, the compound of formula (III) is selected from para-anisylpropanal, cyclamenpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (4E)-2,4-dimethyl-5-(4-methylphenyl)-4-pentenal, cyclamenaldehyde, floralbutanal, lilial, ethyl vanillin, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal, and para-anisaldehyde.

[0010] In certain embodiments, the compound of formula (IV) is selected from 1-decanol, 1-dodecanol, 1-hexanol, and 2-ethyl-1-hexanol.

[0011] In certain embodiments, the anti-dandruff composition further comprises one or more of p-menthan-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, delta-undecalactone, litsea cubeba oil, and 10-undecenal.

[0012] In certain embodiments, the anti-dandruff composition comprises 1-dodecanol and 1-decanol.

[0013] In certain embodiments, the anti-dandruff composition comprises 1-dodecanol and p-menthan-7-ol.

[0014] In certain embodiments, the anti-dandruff composition comprises 1-decanol, p-menthan-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, and rose geranium oil.

[0015] In certain embodiments, the anti-dandruff composition comprises 1-dodecanol, 1-decanol, cinnamaldehyde, and citral.

[0016] In certain embodiments, the anti-dandruff composition comprises cinnamaldehyde, citral, 10-undecenal, p-menthan-7-ol, and cyclopropylmethyl 3-hexenoate.

[0017] In certain embodiments, the anti-dandruff composition comprises lemongrass, cinnamon oil, and cyclopropylmethyl 3-hexenoate.

[0018] In certain embodiments, the anti-dandruff composition comprises (2E,6Z)-2,6-nonadienal, cinnamon oil, delta-undecalactone, and lily of the valley oil.

[0019] In certain embodiments, the anti-dandruff composition further comprises one or more anti-dandruff agents, preferably selected from the group consisting of hexamidine diisethionate, dichlorobenzyl alcohol (DCBA), piroctone olamine, climbazole, ketoconazole, selenium sulfide, coal tar, azelaic acid, salicylic acid, undecylenic acid, zinc pyrithione, and mixtures thereof.

[0020] One aspect of the present invention provides a hair care product comprising an anti-dandruff composition as defined above.

[0021] In certain embodiments, the hair care product is selected from the group consisting of leave-in hair lotions and sprays, creams, rinse-off shampoos, dry shampoos, conditioners, scalp lotions, scalp serums, scalp scrubs, and shower gels.

[0022] Another aspect of the present invention relates to the use of an anti-dandruff composition or a hair care product as defined above for the treatment and / or prevention of dandruff.

[0023] In a particular embodiment, the use relates to cosmetic use, i.e. non-therapeutic use, for the treatment and / or prevention of dandruff.

[0024] In another aspect, the present invention relates to an anti-dandruff composition or a hair care product as defined above for use in the treatment and / or prevention of dandruff.

[0025] In another aspect, the present invention relates to a method for treating and / or preventing dandruff, comprising applying an anti-dandruff composition or hair care product as defined above to a person in need thereof.

[0026] In another aspect, the present invention provides a method for identifying a test compound or composition useful for treating and / or preventing dandruff, comprising: (a) assaying whether the test composition reduces the growth of Malassezia furfur; and / or (b) assaying whether the test composition reduces the growth of Malassezia globosa; and / or (c) Assaying whether the test composition reduces the growth of Malassezia restricta. Including, Compounds or compositions that test positive in one or more assays are useful in / as anti-dandruff compositions. A method is provided.

[0027] In certain embodiments, the method also includes assaying whether the test composition reduces the growth of Staphylococcus aureus.

[0028] The present invention also relates to a composition for the treatment and / or prevention of dandruff, (A) Formula (I) R A -ZR B (I) [In the formula, R A is R1, and R1 is C4~C 12 alkyl, C4-C8 alkenyl or C4-C8 alkynyl, or [ka] wherein R3 is H, C1-C6 alkyl, or C1-C6 alkoxy; R4 is H, —OH, C1-C6 alkyl, or C1-C6 alkoxy; and A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene; Z is C(=O) or CH2; R B is H, OH or OR2, and R2 is C 1~6 alkyl or (carbocyclyl)alkyl] and / or (B) (2E)-2-dodecenal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z)-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, indole, methyl 2,4-dihydroxy-3,6-dimethyl Ingredients: benzoate, rose geranium oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3- Dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1 'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, 3-(2-ethylphenyl)-2,2-dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8 RS,9Z)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10Z)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,7SR,8RS,9E)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10E)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, allyl(3-methylbutoxy)acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.1.0~2,6~]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2E)-2-methyl ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuva oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethyl 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1,1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4- (4-Methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl- methyl-3-cyclohexen-1-yl]butanal, (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6,6-dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, (4E )-4-Decenal, 2-Methyldecanal, 2-Methylundecanal, (R)-3,7-Dimethyl-6-octenal, 2-Ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-Methyl-2h-1,5-benzodioxepin-3(4H)-one, Tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate, Tricyclo[5.2.1.0~2,6~]dec-4-en-8-yl a acetate, 4-(2-methoxy-2-propanyl)-1-methylcyclohexene, 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl a compound selected from the group consisting of (1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl)ethenone, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, and (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal. Regarding the use of.

[0029] The present invention also provides a method for treating or preventing dandruff, comprising: (A) Formula (I) R A -ZR B (I) [In the formula, R A is R1, and R1 is C4~C 12 alkyl, C4-C8 alkenyl or C4-C8 alkynyl, or [ka] wherein R3 is H, C1-C6 alkyl, or C1-C6 alkoxy; R4 is H, —OH, C1-C6 alkyl, or C1-C6 alkoxy; and A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene; Z is C(=O) or CH2; R B is H, OH or OR2, and R2 is C 1~6 alkyl or (carbocyclyl)alkyl] and / or (B) (2E)-2-dodecenal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z)-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, indole, methyl 2,4-dihydroxy-3,6-dimethyl Ingredients: benzoate, rose geranium oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3- Dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1 'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, 3-(2-ethylphenyl)-2,2-dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8 RS,9Z)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10Z)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,7SR,8RS,9E)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10E)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, allyl(3-methylbutoxy)acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.1.0~2,6~]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2E)-2-methyl ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuva oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethyl 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1,1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4- (4-Methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl- methyl-3-cyclohexen-1-yl]butanal, (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6,6-dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, (4E )-4-Decenal, 2-Methyldecanal, 2-Methylundecanal, (R)-3,7-Dimethyl-6-octenal, 2-Ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-Methyl-2h-1,5-benzodioxepin-3(4H)-one, Tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate, Tricyclo[5.2.1.0~2,6~]dec-4-en-8-yl a acetate, 4-(2-methoxy-2-propanyl)-1-methylcyclohexene, 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl a compound selected from the group consisting of (1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl)ethenone, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, and (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal. to a person in need thereof.

[0030] Description of the Invention definition Various chemical names and structures may be listed throughout this disclosure. Unless otherwise specified, any stereoisomers, such as enantiomers, diastereomers, anomers, epimers, etc., and geometric isomers, such as cis / trans or E / Z isomers, of the listed chemical name or structure are contemplated. As will be understood by those skilled in the art, a stereoisomer may have one stereocenter, giving rise to enantiomers, or two or more stereocenters, giving rise to diastereomers, each stereocenter having one of two different stereochemistries (i.e., R or S). Enantiomers may be characterized by their ability to rotate incoming plane-polarized light to the right, designated as dextrorotatory, "(+)" or "D," or by their ability to rotate incoming plane-polarized light to the left, designated as levorotatory, "(-)" or "L." Enantiomers may exist as racemic mixtures (+ / -), scalemic mixtures, or in pure form. Geometric isomers refer to isomers that differ in the spatial relationships of atoms around double bonds and are commonly designated as E or Z, in accordance with the conventional understanding in the chemical arts. Geometric isomers may exist in pure form or as mixtures of E and Z isomers. All of the above-mentioned isomeric variations of the chemical names or structures listed herein are contemplated.

[0031] As used herein, "alkyl" refers to a straight or branched hydrocarbon chain that is fully saturated (i.e., contains no double or triple bonds). In some embodiments, an alkyl group has 1 to 20 carbon atoms (wherever found herein, a numerical range such as "1 to 20" refers to each integer within the given range; for example, "1 to 20 carbon atoms" means that the alkyl group can consist of 1 carbon atom, 2 carbon atoms, 3 carbon atoms, etc., up to 20 carbon atoms, although this definition also encompasses the occurrence of the term "alkyl" where no numerical range is specified). An alkyl group may be a medium-sized alkyl having 1 to 9 carbon atoms. An alkyl group may be a lower alkyl having 1 to 4 carbon atoms. An alkyl group may be a "C 1~4 alkyl" or similar designations. By way of example only, "C1~4 "Alkyl" or "C1-C4 alkyl" indicates that there are 1 to 4 carbon atoms in the alkyl chain, i.e., the alkyl chain is selected from the group consisting of methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and t-butyl. Typical alkyl groups include, but are in no way limited to, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tertiary butyl, pentyl, hexyl, 1-methylprop-1-yl, 2-ethylhex-1-yl, decyl, dodecyl, and the like. Unless otherwise specified, the term "alkyl" refers to a group that is not further substituted.

[0032] As used herein, "alkoxy" refers to a moiety of the formula -OR where R is alkyl as defined above, including, but not limited to, methoxy, ethoxy, n-propoxy, 1-methylethoxy (isopropoxy), n-butoxy, isobutoxy, sec-butoxy, and tert-butoxy. 1~9 It means "alkoxy".

[0033] As used herein, "alkenyl" refers to a straight or branched hydrocarbon chain containing one or more double bonds. In some embodiments, alkenyl groups have 2 to 20 carbon atoms, although this definition also encompasses the occurrence of the term "alkenyl" where no numerical range is specified. An alkenyl group may be a medium-sized alkenyl having 2 to 9 carbon atoms. An alkenyl group may be a lower alkenyl having 2 to 4 carbon atoms. An alkenyl group is also referred to as a "C 2~4 alkenyl," "C2-C4 alkenyl," or similar designations. 2~4"Alkenyl" indicates that there are 2 to 4 carbon atoms in the alkenyl chain, i.e., the alkenyl chain is selected from the group consisting of ethenyl, propen-1-yl, propen-2-yl, propen-3-yl, buten-1-yl, buten-2-yl, buten-3-yl, buten-4-yl, 1-methyl-propen-1-yl, 2-methyl-propen-1-yl, 1-ethyl-ethen-1-yl, 2-methyl-propen-3-yl, buta-1,3-dienyl, buta-1,2-dien-4-yl, and pent-2-en-1-yl. Typical alkenyl groups include, but are in no way limited to, ethenyl, propenyl, butenyl, pentenyl, hexenyl, and the like. Unless otherwise specified, the term "alkenyl" refers to a group that is not further substituted.

[0034] As used herein, "alkynyl" refers to a straight or branched hydrocarbon chain containing one or more triple bonds. In some embodiments, an alkynyl group has 2 to 20 carbon atoms, although this definition also encompasses occurrences of the term "alkynyl" where no numerical range is specified. An alkynyl group may be a medium alkynyl having 2 to 9 carbon atoms. An alkynyl group may be a lower alkynyl having 2 to 4 carbon atoms. An alkynyl group is also referred to as a "C 2~4 alkynyl," "C2-C4 alkynyl," or similar designations. 2~4 "Alkynyl" indicates that there are 2 to 4 carbon atoms in the alkynyl chain, i.e., the alkynyl chain is selected from the group consisting of ethynyl, propyn-1-yl, propyn-2-yl, butyn-1-yl, butyn-3-yl, butyn-4-yl, 2-butynyl, non-1-yn-1-yl, and the like. Typical alkynyl groups include, but are in no way limited to, ethynyl, propynyl, butynyl, pentynyl, hexynyl, and the like. Unless otherwise specified, the term "alkynyl" refers to a group that is not further substituted.

[0035] As used herein, "alkylene" refers to a branched or straight-chain fully saturated diradical chemical group containing only carbon and hydrogen (i.e., alkanediyl) attached to the rest of the molecule through two points of attachment. In some embodiments, alkylene groups have 1 to 20 carbon atoms, although this definition also encompasses the occurrence of the term alkylene where no numerical range is specified. Alkylene groups may be medium-sized alkylenes having 1 to 9 carbon atoms. Alkylene groups may be lower alkylenes having 1 to 4 carbon atoms. An alkylene group is also referred to as a "C 1~4 alkylene" or similar designations. 1~4 "Alkylene" indicates that there are 1 to 4 carbon atoms in the alkylene chain, i.e., the alkylene chain is selected from the group consisting of methylene, ethylene, ethane-1,1-diyl, propylene, propane-1,1-diyl, propane-2,2-diyl, 1-methyl-ethylene, butylene, butane-1,1-diyl, butane-2,2-diyl, 2-methyl-propane-1,1-diyl, 1-methyl-propylene, 2-methyl-propylene, 1,1-dimethyl-ethylene, 1,2-dimethyl-ethylene, and 1-ethyl-ethylene. Unless otherwise specified, the term "alkylene" refers to a group that is not further substituted.

[0036] As used herein, "alkenylene" refers to a straight or branched chain diradical chemical group containing only carbon and hydrogen and containing at least one carbon-carbon double bond, attached to the rest of the molecule through two points of attachment. In some embodiments, alkenylene groups have 2 to 20 carbon atoms, although this definition also encompasses the occurrence of the term alkenylene where no numerical range is specified. An alkenylene group may be a medium-sized alkenylene having 2 to 9 carbon atoms. An alkenylene group may be a lower alkenylene having 2 to 4 carbon atoms. An alkenylene group is also referred to as "C 2~4 Alkenylene," "C2-C4 alkenylene," or similar designations. 2~4"Alkenylene" indicates that there are 2 to 4 carbon atoms in the alkenylene chain, i.e., the alkenylene chain is selected from the group consisting of ethenylene, ethene-1,1-diyl, propenylene, propen-1,1-diyl, prop-2-ene-1,1-diyl, 1-methyl-ethenylene, 2-methyl-ethenylene, but-1-enylene, but-2-enylene, buta-1,3-dienylene, butene-1,1-diyl, buta-1,3-dien-1,1-diyl, and but-2-ene-1,1-diyl. alkenylene, but-3-ene-1,1-diyl, 3-methylbut-3-ene-1,4-diyl, 1-methyl-prop-2-ene-1,1-diyl, 2-methyl-prop-2-ene-1,1-diyl, 1-ethyl-ethenylene, 1,2-dimethyl-ethenylene, 1-methyl-propenylene, 2-methyl-propenylene, 3-methyl-propenylene, 2-methyl-propen-1,1-diyl, and 2,2-dimethyl-ethen-1,1-diyl. Unless otherwise specified, the term "alkenylene" refers to a group that is not further substituted.

[0037] As used herein, "carbocyclyl" refers to a non-aromatic cyclic ring or ring system containing only carbon atoms in the ring system backbone. When a carbocyclyl is a ring system, two or more rings may be joined in a fused, bridged, or spiro-connected fashion. A carbocyclyl can have any degree of saturation, so long as at least one ring in the ring system is not aromatic. Thus, carbocyclyl includes cycloalkyl, cycloalkenyl, and cycloalkynyl. In some embodiments, a carbocyclyl group has 3 to 20 carbon atoms, although this definition also encompasses the occurrence of the term "carbocyclyl" where no numerical range is specified. A carbocyclyl group may be a medium-sized carbocyclyl having 3 to 10 carbon atoms. A carbocyclyl group may be a carbocyclyl having 3 to 6 carbon atoms. A carbocyclyl group is defined as "C 3~6The term "carbocyclyl" may be represented by "C3-C6 carbocyclyl" or similar notations. Examples of carbocyclyl rings include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, 2,3-dihydro-indene, bicycle[2.2.2]octanyl, adamantyl, and spiro[4.4]nonanyl. Unless otherwise specified, the term "carbocyclyl" refers to a group that is not further substituted.

[0038] As used herein, "(carbocyclyl)alkyl" refers to a carbocyclyl group attached as a substituent via an alkylene group, including, but not limited to, cyclopropylmethyl, cyclobutylmethyl, cyclopropylethyl, cyclopropylbutyl, cyclobutylethyl, cyclopropylisopropyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, cyclohexylethyl, cycloheptylmethyl, and the like. 4~10 (carbocyclyl)alkyl," etc. In some instances, the alkylene group is a lower alkylene group.

[0039] Compositions of the Invention The present invention relates to an anti-dandruff composition.

[0040] As described herein, given that ZPT has recently been classified as carcinogenic, mutagenic, or reproductively toxic in cosmetics, and therefore its use in cosmetics has been prohibited, there is a need to identify alternative anti-dandruff agents that can be used in consumer products. Furthermore, there is a further need for such agents to have an acceptable hedonic profile that will encourage wider adoption.

[0041] The present inventors have sought to identify compounds that can be used in anti-dandruff compositions.To identify such compounds, the present inventors have developed a series of assays, as disclosed herein.These assays can identify such compounds or compositions based on their ability to inhibit the growth of microbial species known to be major contributors to the cause of dandruff.These compounds can contribute to the overall effectiveness of anti-dandruff hair care / scalp care products through their antimicrobial effect alone and / or by enhancing the effect of anti-dandruff actives, such as hexamidine diisethionate, dichlorobenzyl alcohol (DCBA), piroctone olamine, climbazole, selenium sulfide, coal tar, azelaic acid, ketoconazole, salicylic acid, undecylenic acid, and zinc pyrithione, particularly climbazole, piroctone olamine, hexamidine diisethionate, dichlorobenzyl alcohol (DCBA), salicylic acid, and ketoconazole.

[0042] The present inventors have devised a method for determining whether a test compound or composition may be useful in an anti-dandruff composition by (i) assaying whether the test composition reduces the growth of Malassezia furfur, (ii) assaying whether the test composition reduces the growth of Malassezia globosa, and / or (iii) assaying whether the test composition reduces the growth of Malassezia restricta. Further information regarding the performance of the assays can be found in the accompanying Examples and is further described below.

[0043] A positive result in one or more of these assays indicates that the compound or composition may be useful in an anti-dandruff composition.

[0044] In certain embodiments, the assay described above is a disk diffusion assay.

[0045] As used herein, "dandruff" includes a scalp condition that produces white scales that may flake from the hair.

[0046] An "anti-dandruff" composition is one that is capable of reducing or inhibiting the growth of one or more of Malassezia furfur, Malassezia globosa, and Malassezia restricta. Anti-dandruff compositions are identified by exhibiting a positive result in one or more of the assays described herein. According to the inventors, a "positive result" means that the composition inhibits or reduces the growth of one or more of Malassezia furfur, Malassezia globosa, and Malassezia restricta compared to a control containing the same sample mixture but lacking the test compound / composition.

[0047] Thus, a first aspect of the present invention provides: (A) Formula (I) R A -ZR B (I) [In the formula, R A is R1, and R1 is C4~C 12 alkyl, C4-C8 alkenyl or C4-C8 alkynyl, or [ka] wherein R3 is H, C1-C6 alkyl, or C1-C6 alkoxy; R4 is H, —OH, C1-C6 alkyl, or C1-C6 alkoxy; and A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene; Z is C(=O) or CH2; R B is H, OH or OR2, and R2 is C 1~6 alkyl or (carbocyclyl)alkyl] and / or (B) (2E)-2-dodecenal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z)-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, indole, methyl 2,4-dihydroxy-3,6-dimethyl Ingredients: benzoate, rose geranium oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3- Dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1 'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, 3-(2-ethylphenyl)-2,2-dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8 RS,9Z)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10Z)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,7SR,8RS,9E)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10E)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, allyl(3-methylbutoxy)acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.1.0~2,6~]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2E)-2-methyl ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuva oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethyl 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1,1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4- (4-Methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl- methyl-3-cyclohexen-1-yl]butanal, (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6,6-dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde , (4E)-4-decenal, 2-methyldecanal, 2-methylundecanal, (R)-3,7-dimethyl-6-octenal, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-methyl-2h-1,5-benzodioxepin-3(4H)-one, tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate, tricyclo[5.2.1.0~2,6~]dec-4- 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8,8a-octahydro-2-naphthalenyl)ethenone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, 1-[(2RS,3RS,8aRS)-2, 3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, and (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal. The present invention provides an anti-dandruff composition comprising one or more of:

[0048] To the inventors' knowledge, this is the first anti-dandruff composition prepared using one or more of the compounds listed above.

[0049] In certain embodiments, the C4-C8 alkenyl for R1 in formula (I) is a C6-C8 alkenyl.

[0050] In certain embodiments, C1-C6 alkylene for A in formula (I) is C2-C6 alkylene, particularly C2-C4 alkylene, more particularly C2-C3 alkylene.

[0051] In certain embodiments, C2-C6 alkenylene for A in formula (I) is C3-C6 alkenylene, particularly C4-C6 alkenylene, more particularly C5-C6 alkenylene.

[0052] In certain embodiments, C for R in formula (I) 1~6 Alkyl is C1 alkyl or C 3~6 Alkyl, especially C 3~5 Alkyl, more particularly C 3~4 is.

[0053] In certain embodiments, C for R in formula (I) 1~6 Alkyl is C 3~6 It is alkyl.

[0054] In certain embodiments, C for R in formula (I) 1~6 Alkyl is a methyl, ethyl or cyclopropylmethyl group.

[0055] In certain embodiments, C4 to C6 for R1 in formula (I) 12 Alkyl is a C4-C5, C7 or C9 alkyl.

[0056] In certain embodiments, the C1-C6 alkoxy for R3 in formula (I) is H, or C3-C6 alkyl, or C1 or C3-C6 alkoxy.

[0057] In certain embodiments, R4 in formula (I) is H, -OH, or C1-C6 alkyl, or C1 alkoxy (methoxy).

[0058] In certain embodiments, C4 to C6 for R1 in formula (I) 12 Alkyl is C4 to C 10 Alkyl or C 12 It is alkyl.

[0059] In a preferred embodiment, the compound of formula (I) is (i) Formula (II) [ka] [In the formula, R1 is C4-C8 alkyl, C4-C8 alkenyl, or C4-C8 alkynyl; R2 is C 1~2 alkyl or (carbocyclyl)alkyl] The compound (ii) Formula (III) [ka] [In the formula, R3 is H, C1-C6 alkyl or C1-C6 alkoxy; R4 is H, OH, C1-C6 alkyl optionally substituted with a hydroxy group, or C1-C6 alkoxy; A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene. The compound (iii) Formula (IV) R5-CH2OH (IV) [Wherein R5 is C5 to C 12 alkyl] The compound (iv) (2E,6Z)-2,6-nonadienal is selected from one or more of the following:

[0060] In certain embodiments, the compound of formula (III) is [ka] [In the formula, R3 is C1-C6 alkyl or C1-C6 alkoxy; R4 is H, —OH, C1-C6 alkyl optionally substituted with a hydroxy group, or C1-C6 alkoxy; A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene. is.

[0061] In certain embodiments, the compound of formula (III) is [ka] [In the formula, R3 is H, C1-C6 alkyl or C1-C6 alkoxy; R4 is OH, C1-C6 alkyl optionally substituted with a hydroxy group, or C1-C6 alkoxy; A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene. is.

[0062] In certain embodiments, the compound of formula (III) is [ka] [In the formula, R3 is H, C1-C6 alkyl or C1-C6 alkoxy; R4 is H, OH, C1-C6 alkyl optionally substituted with a hydroxy group, or C1-C6 alkoxy; A is a divalent radical selected from the group consisting of a bond, C2-C6 alkylene, or C2-C6 alkenylene. is.

[0063] In certain embodiments, the compound of formula (III) is para-anisaldehyde, ethyl vanillin, or a compound of formula [ka] [In the formula, R3 is H, C1-C6 alkyl or C1-C6 alkoxy; R4 is H, —OH, C1-C6 alkyl or C1-C6 alkoxy; R6 is H, C1-C2 alkyl, R7 is H, C1-C2 alkyl. The compound or expression [ka] [In the formula, R3 is H, C1-C6 alkyl or C1-C6 alkoxy; R4 is H, OH, C1-C6 alkyl or C1-C6 alkoxy; R6 is H, C1-C2 alkyl, R8 is H, C1-C2 alkyl; R9 is H, C1-C2 alkyl. is a compound of

[0064] For clarity, the wavy bond or similar bond in the compound of formula (III″) is intended to have the ordinary meaning understood by a person skilled in the art, i.e., the double bond may have a cis configuration corresponding to the Z isomer, a trans configuration corresponding to the E isomer, or a mixture thereof. In other words, the compound of formula (III′) may be in the form of its E or Z isomer, or a mixture thereof. In particular, compound (III″) may be in the form of a mixture consisting of E and Z isomers, wherein the E isomer represents at least 25%, at least 35%, at least 50%, or even at least 75% of the total mixture (i.e., a mixture E / Z comprised between 75 / 25 and 100 / 0).

[0065] In certain embodiments, in compounds of formula (III') or (III''), R6 is H or methyl.

[0066] In certain embodiments, in compounds of formula (III') or (III''), R7 is H or methyl.

[0067] In certain embodiments, in compounds of formula (III''), R8 is H or methyl.

[0068] In certain embodiments, in compounds of formula (III''), R9 is H or methyl.

[0069] In certain embodiments, in the compound of formula (III''), at least one, preferably at least two groups among R6, R7, R8 and R9 are hydrogen, and the others are either H or methyl.

[0070] In certain embodiments, the compound of formula (II) is selected from methyl octyne carbonate, cyclopropylmethyl 3-hexenoate, and ethyl 2-methylbutanoate.

[0071] In certain embodiments, the compound of formula (III) is selected from para-anisylpropanal, cyclamenpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (4E)-2,4-dimethyl-5-(4-methylphenyl)-4-pentenal, cyclamenaldehyde, floralbutanal, lilial, ethyl vanillin, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal, and para-anisaldehyde.

[0072] In certain embodiments, the compound of formula (IV) is selected from 1-decanol, 1-dodecanol, 1-hexanol, and 2-ethyl-1-hexanol.

[0073] In certain embodiments, the composition further comprises one or more of p-menthan-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, delta-undecalactone, Littores cuba oil, and 10-undecenal.

[0074] Compounds for use in anti-dandruff compositions are discussed below.

[0075] "Methyl octyne carbonate" is a substance known in the art. It has a floral, green, violet, melon, and cucumber aroma and a green, melon, cucumber, violet, tropical, and fruity flavor. "Methyl octyne carbonate" includes methyl 2-noninoate and the substance registered under CAS 111-80-8, which is available from a number of sources.

[0076] "Cyclopropylmethyl 3-hexenoate" is a material known in the art, including the material registered under CAS 1253411-72-1, available from a number of sources.

[0077] "Ethyl 2-methylbutanoate" is a substance known in the art. It has a sharp, sweet, green apple, fruity aroma and a fruity, fresh, berry, grape, pineapple, mango, and cherry flavor. "Ethyl 2-methylbutanoate" includes (+ / -)-ethyl 2-methylbutanoate, ethyl 2-methylbutyrate, and the substance registered under CAS 7452-79-1, which is available from a number of sources.

[0078] "Para-anisylpropanal" is a substance known in the art. It has a sweet, aniseed, basil, fennel, raspberry, and green aroma. "Para-anisylpropanal" includes (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal and the substance registered under CAS 5462-06-6, which is available from a number of sources.

[0079] "Cyclamen propanal" is a substance known in the art. It has a fresh, watery, floral, cyclamen, sweet odor. "Cyclamen propanal" includes 3-(4-tert-butylphenyl)propanal and substances registered under CAS 18127-01-0, which are available from a number of sources.

[0080] "(4E)-4-Methyl-5-(4-methylphenyl)-4-pentenal" is a substance known in the art. "(4E)-4-Methyl-5-(4-methylphenyl)-4-pentenal" includes the substance registered under CAS 1226911-69-8, which is available from many sources.

[0081] "Cyclamen aldehyde" is a substance known in the art. It has a floral, cyclamen, fresh, rhubarb, musty, green odor and a green, tropical, rhubarb, watery, oily, cyclamen, cortex, phenolic flavor. "Cyclamen aldehyde" includes (+ / -)-3-(4-isopropylphenyl)-2-methylpropanal and substances registered under CAS 103-95-7, which are available from a number of sources.

[0082] "Floral butanal" is a substance known in the art. It has a floral, green, lily of the valley, fresh, and powerful fragrance. "Floral butanal" includes (+ / -)-3-(3-isopropylphenyl)butanal and substances registered under CAS 125109-85-5, which are available from many sources. The above substance is also known in the art as furohydral.

[0083] "Lilial" is a substance known in the art. It has a floral, lily of the valley, watery, green, powdery, and cuminous odor. "Lilial" includes (+ / -)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal and other substances registered under CAS 80-54-6 that are available from a number of sources.

[0084] "Ethyl vanillin" is a substance known in the art. It has a sweet, creamy, vanilla, and caramel aroma and flavor. "Ethyl vanillin" includes 3-ethoxy-4-hydroxybenzaldehyde and the material registered under CAS 121-32-4, which is available from a number of sources.

[0085] "Para-anisaldehyde" is a substance known in the art. It has a sweet, powdery, mimosa, floral, hawthorn, and balsamic aroma, as well as a creamy, powdery, vanilla, and spicy flavor, and a typical marshmallow flavor. "Para-anisaldehyde" includes 4-methoxybenzaldehyde and the substance registered under CAS 123-11-5, which is available from a number of sources.

[0086] "1-Decanol" is a material well known in the art. It has a fatty, waxy, floral, orange, sweet, clean, and watery odor and a waxy, green, fatty, floral, costus, watery, and citrus flavor. "1-Decanol" includes the material registered under CAS 112-30-1, which is commercially available from a number of sources.

[0087] "1-dodecanol" is a material well known in the art. It has an earthy, soapy, waxy, fatty, honey, coconut aroma and a soapy, waxy, clean, aldehydic, earthy, cilantro, watery, fatty, greasy flavor. "1-dodecanol" includes the material registered under CAS 112-53-8, which is commercially available from a number of sources.

[0088] "1-Hexanol" is a substance well known in the art. It has a pangent, ethereal, fusel oil, fruity, and alcoholic aroma, as well as a green, fruity, apple peel, and oily flavor. "1-Hexanol" includes the substance registered under CAS 111-27-3, which is commercially available from a number of sources.

[0089] "2-Ethyl-1-hexanol" is a substance well known in the art. It has a citrus, fresh, floral, oily, sweet aroma and a sweet, fatty, fruity flavor. "2-Ethyl-1-hexanol" includes the substance registered under CAS 104-76-7, which is commercially available from a number of sources.

[0090] "(2E,6Z)-2,6-nonadienal" is a substance well known in the art. It has a green, fatty, dry, cucumber aroma and a green, cucumber, melon, fatty, and rindy flavor. "(2E,6Z)-2,6-nonadienal" includes substances registered under CAS 557-48-2, which are available from many sources.

[0091] "(2E)-2-Dodecenal" is a substance well known in the art. It has a citrus, metallic, mandarin, orange, waxy, aldehydic aroma and a waxy, citrus, peel, aldehydic, bitter, orange, mandarin, cilantro, fatty, herbal flavor. "(2E)-2-Dodecenal" includes substances registered under CAS 20407-84-5, which are available from many suppliers.

[0092] "Indole" is a substance well known in the art. It has an animalic, floral, mossy, ball-like, fecal, and naphthalene odor and a pangent, floral, slightly naphtha- and mothball-like, fecal, animalic, and moldy character flavor. "Indole" includes substances registered under CAS 120-72-9, available from a number of sources.

[0093] "Methyl 2,4-dihydroxy-3,6-dimethylbenzoate" is a material well known in the art. It has a mossy, oakmoss, woody, phenolic, earthy aroma and a mossy, dry, earthy, woody, phenolic, oakmoss, spicy, powdery flavor. "Methyl 2,4-dihydroxy-3,6-dimethylbenzoate" includes veramoss, evernyl, and the material registered under CAS 4707-47-5, which is available from a number of sources.

[0094] "Rose geranium oil" is a material well known in the art. It has a floral, green, spicy, red, rose, and dill scent and a floral flavor. "Rose geranium oil" includes materials registered under CAS 8000-46-2 that are available from a number of sources.

[0095] "4-Methyl-2-pentylpyridine" is a material well known in the art and includes the material registered under CAS 84625-54-7, available from a number of sources.

[0096] "p-Menthan-7-ol" is a substance well known in the art. It has a fresh, clean, floral, magnolia, lily of the valley, cumin, and grassy scent, as well as a fresh, soft, clean, floral scent. "p-Menthan-7-ol" includes [trans-4-(2-propanyl)cyclohexyl]methanol + [cis-4-(2-propanyl)cyclohexyl]methanol and the substance registered under CAS 5502-75-0, which is commercially available from a number of sources.

[0097] "γ-Dodecalactone" is a substance well known in the art. It has a fatty, peach, sweet, metallic, fruity aroma and a fruity, fatty, creamy, buttery, peach flavor. "γ-Dodecalactone" includes (+ / -)-5-octyldihydro-2(3h)-furanone, and the substance registered under CAS 2305-05-7, which is commercially available from a number of sources.

[0098] "Methyl dihydrojasmonate" is a substance well known in the art. It has a floral, oily, jasmine, green, lactone, tropical, and natural aroma and a sweet, floral, citrus, fruity, and berry flavor. "Methyl dihydrojasmonate" includes methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)acetate and the substance registered under CAS 2570-03-8, which is commercially available from a number of sources.

[0099] "Cinnamaldehyde" is a substance well known in the art. It has a cinnamon, spicy, cassia aroma and a spicy, cinnamon, sweet flavor. "Cinnamaldehyde" includes (E)-3-phenyl-2-propenal and substances registered under CAS 104-55-2, which are available from a number of sources.

[0100] "Citral" is a substance well known in the art. It has a sharp, lemony, sweet aroma and a fresh, juicy, lemon peel flavor. "Citral" includes (Z)-3,7-dimethyl-2,6-octadienal and (E)-3,7-dimethyl-2,6-octadienal, and substances registered under CAS 5392-40-5 that are available from a number of sources.

[0101] "Lemongrass oil" is a substance well known in the art. It has a fresh, sweet, lemony, grassy, ​​green aroma and green, citrus, lemon, floral, linalool, spicy, and chamomile-like flavor. "Lemongrass oil" includes substances registered under CAS 8007-02-1, available from a number of sources.

[0102] "Cinnamon oil" is a substance well known in the art. It has a sweet, spicy, aromatic, fruity, aldehydic, woody aroma and a spicy, sweet, aromatic, aldehydic, fruity, honey, woody flavor. "Cinnamon oil" includes cinnamon bark oil and substances registered under CAS 8015-91-6, which are available from a number of sources.

[0103] "δ-Undecalactone" is a substance well known in the art. It has a creamy, fatty, coconut, fruity aroma and a creamy, coconut, milky, creamy, butterfat flavor. "δ-Undecalactone" includes 6-hexyltetrahydro-2H-pyran-2-one and the substance registered under CAS 710-04-3, which is available from a number of sources.

[0104] "Lilium longiflorum oil" is a substance well known in the art. It has a sweet, fresh, lemon, citral, grassy aroma and a citrus, lemon, lemongrass, aldehyde, grassy flavor. "Lilium longiflorum oil" includes substances registered under CAS 68855-99-2 that are available from a number of sources.

[0105] "10-Undecenal" is a substance well known in the art. It has a waxy, aldehydic, rose, mandarin, citrus, soapy, and fatty aroma and a fatty, oily, and aldehydic flavor. "10-Undecenal" includes substances registered under CAS 112-45-8, which are available from many sources.

[0106] Preferably, the anti-dandruff compositions of the present invention comprise one or more compounds that have positive results in two or more of the above assays.

[0107] In certain embodiments, the anti-dandruff composition may comprise any of methyl octyne carbonate, cyclopropylmethyl 3-hexenoate, para-anisylpropanal, cyclamen propanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, floral butanal, lilial, ethyl vanillin, para-anisaldehyde, 1-decanol, 1-dodecanol, 2-ethyl-1-hexanol, (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, indole, methyl 2,4-dihydroxy-3 ,6-Dimethylbenzoate, Rose Geranium Oil, 4-Methyl-2-pentylpyridine, p-Menthan-7-ol, γ-Dodecalactone, Methyl Dihydrojasmonate, Cinnamaldehyde, Citral, Lemongrass, Cinnamon Oil, δ-Undecalactone, Litopenia Cubeba Oil, 10-Undecenal, (E)-2-Nonenal, (E)-2-Octenal, (4-Methylphenyl)acetaldehyde, (2E)-2-Methyl-3-phenyl-2-propenal, 2,4-Dimethyl-3-cyclohexene-1-carbaldehyde, 2,4-Dimethyl-3 -Cyclohexene-1-carbaldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 2,6-dimethyl-2-heptanol, 3-methyl-5-phenylpentanal, octanal, 3-(3-isopropyl-1-phenyl)butanal, nonanal, (Z)-6-nonenal, 2-phenylpropanal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z )-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-Dihydro-1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9 '-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5 -oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, 3-(2-ethylphenyl)-2,2-dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6 -sec-Butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10Z)-10-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,7SR,8RS,9E)-9-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10E)-10-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, allyl (3-methylbutoxy) acetate, allyl (2-methylbutoxy) acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.1.0~2,6~]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl- Methyl dodecahydronaphtho[2,1-b]furan, (2E)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohex carboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuba oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethylpropionate, 2-oxo-2-{[( 1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1,1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7- Trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6,6-dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, (4E)-4-decenal, 2-methyldecanal, 2-methyl- Chillundecanal, (R)-3,7-dimethyl-6-octenal, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate, tricyclo[5.2.1.0~2,6~]dec-4-en-8-yl acetate, 4-(2-methoxy-2-propanyl)-1-methylcyclohexene, 1-((2RS,3RS)-2,3,8,8-tetramethyl 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal and (2S)-2-methyl-4-[(1r)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal.

[0108] In certain embodiments, the anti-dandruff composition comprises methyl octyne carbonate, cyclopropyl methyl 3-hexenoate, para-anisylpropanal, cyclamen propanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, floral butanal, lilial, ethyl vanillin, para-anisaldehyde, 1-decanol, 1-dodecanol, 2-ethyl-1-hexanol, (2E, Contains one or more of: (6Z)-2,6-nonadienal, (2E)-2-dodecenal, indole, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, rose geranium oil, 4-methyl-2-pentylpyridine, p-menthan-7-ol, γ-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, δ-undecalactone, Littorium Cubeba oil, and 10-undecenal.

[0109] Preferably, the anti-dandruff composition comprises one or more of p-menthan-7-ol, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 4-methyl-2-pentylpyridine, methyl octyne carbonate, γ-dodecalactone, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, (2E)-2-dodecenal, 2-ethyl-1-hexanol, cyclopropylmethyl 3-hexenoate, cyclamen aldehyde, citral, (2E,6Z)-2,6-nonadienal, cinnamon oil, 1-dodecanol, cyclamen propanal, 10-undecenal, para-anisylpropanal, 1-decanol, rose geranium oil, Littorium Cubeba oil, δ-undecalactone.

[0110] More preferably, the anti-dandruff composition comprises one or more of p-menthan-7-ol, 4-methyl-2-pentylpyridine, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, cyclopropylmethyl 3-hexenoate, citral, (2E,6Z)-2,6-nonadienal, 1-dodecanol, cyclamen propanal, 10-undecenal, 1-decanol, rose geranium oil, Littorium cuspidatum oil, and δ-undecalactone.

[0111] In certain embodiments, the anti-dandruff composition of the present invention comprises one or more compounds that have positive results in all four of the above-mentioned assays, i.e., are effective against all four of the above-mentioned bacteria.Therefore, in certain preferred embodiments, the composition comprises one or more of (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, 1-decanol, cyclopropylmethyl 3-hexenoate, p-anisylpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 2-ethyl-1-hexanol, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, rose geranium oil, 4-methyl-2-pentylpyridine, cinnamaldehyde, cinnamon oil, citral, δ-undecalactone, Littorium cuspidatum oil and p-menthan-7-ol.

[0112] As described above, the anti-dandruff compositions of the present invention comprise one or more of the compounds or compositions described herein. In certain embodiments, the compositions of the present invention comprise methyl octyne carbonate, cyclopropylmethyl 3-hexenoate, para-anisylpropanal, cyclamen propanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, floral, butanal, lilial, ethyl vanillin, para-anisaldehyde, 1-decanol, 1-dodecanol, 2-ethyl-1-hexanol, (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, indole, methyl 2,4-dihydroxy- 3,6-dimethylbenzoate, rose geranium oil, 4-methyl-2-pentylpyridine, p-menthan-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, delta-undecalactone, Littores Cubeba oil, 10-undecenal, ethyl 2-methylbutanoate, and 1-hexanol.

[0113] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-1) comprising (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, cinnamon oil ceylon, and 2-methoxy-4-(2-propen-1-yl)phenol.

[0114] Preferably, the total amount of the above compounds in ADC-1 is 0.1 to 0.5% by weight, more preferably 0.2% by weight. Preferably, each compound is individually present in an amount of 0.01 to 1% by weight.

[0115] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-2) comprising (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (2Z)-3,7-dimethyl-2,6-octadienal and (2E)-3,7-dimethyl-2,6-octadienal.

[0116] Preferably, the total amount of the above compounds in ADC-2 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0117] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-3) comprising (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, (2Z)-3,7-dimethyl-2,6-octadienal, and (2E)-3,7-dimethyl-2,6-octadienal.

[0118] Preferably, the total amount of the above compounds in ADC-3 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0119] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-4) comprising (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (2Z)-3,7-dimethyl-2,6-octadienal, and (2E)-3,7-dimethyl-2,6-octadienal.

[0120] Preferably, the total amount of the above compounds in ADC-4 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0121] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-5) comprising (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal and octanoic acid.

[0122] Preferably, the total amount of the above compounds in ADC-5 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0123] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-6) comprising (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal and octanoic acid.

[0124] Preferably, the total amount of the above compounds in ADC-6 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0125] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-7) comprising cinnamon oil, (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, and octanoic acid.

[0126] Preferably, the total amount of the above compounds in ADC-7 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0127] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-8) comprising (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal and octanoic acid.

[0128] Preferably, the total amount of the above compounds in ADC-8 is 0.1 to 2% by weight, more preferably 0.5% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0129] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-9) comprising (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, nonanoic acid, and decanoic acid.

[0130] Preferably, the total amount of the above compounds in ADC-9 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0131] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-10) comprising (2E)-2-dodecenal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, nonanoic acid, (2Z)-3,7-dimethyl-2,6-octadienal, and (2E)-3,7-dimethyl-2,6-octadienal.

[0132] Preferably, the total amount of the above compounds in ADC-10 is 0.1 to 2% by weight, more preferably 1% by weight. Preferably, each compound is individually present in an amount of 0.05 to 0.55% by weight.

[0133] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-11) comprising (2E,6Z)-2,6-nonadienal and (E)-3-phenyl-2-propenal.

[0134] Preferably, the total amount of the above compounds in ADC-11 is 0.1 to 1% by weight, more preferably 0.2% by weight. Preferably, each compound is present individually in an amount of 0.01 to 0.15% by weight.

[0135] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-12) comprising (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, and (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal.

[0136] Preferably, the total amount of the above compounds in ADC-12 is 0.1 to 1% by weight, more preferably 0.5% by weight. Preferably, each compound is individually present in an amount of 0.1 to 0.2% by weight.

[0137] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-13) comprising (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, and (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal.

[0138] Preferably, the total amount of the above compounds in ADC-13 is 0.1 to 1% by weight, more preferably 0.5% by weight. Preferably, each compound is individually present in an amount of 0.1 to 0.2% by weight.

[0139] In certain embodiments, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-14) comprising (E)-3-phenyl-2-propenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, and (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal.

[0140] Preferably, the total amount of the above compounds in ADC-14 is 0.1 to 1% by weight, more preferably 0.5% by weight. Preferably, each compound is individually present in an amount of 0.1 to 0.2% by weight.

[0141] In certain embodiments, the compound of formula (I) is selected from the group consisting of nonanoic acid, octanoic acid, decanoic acid, (2E,4E)-2,4-heptadienal, (E,E)-2,6-nonadienal, (E)-2-nonen-1-ol, (3S)-3,7-dimethyl-6-octen-1-ol, (Z)-5-octen-1-ol, (Z)-3-octen-1-ol, (E)-2-octenal, (4-methylphenyl)acetaldehyde, (2E)-2-methyl-3-phenyl-2-propenal, The compound may be any of 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 2,6-dimethyl-2-heptanol, 3-methyl-5-phenylpentanal, octanal, 3-(3-isopropyl-1-phenyl)butanal, nonanal, (Z)-6-nonenal, 2-phenylpropanal, and any mixture thereof.

[0142] In certain embodiments, the compounds in the anti-dandruff composition are (2E)-2-dodecenal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z)-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, indole, methyl 2,4 -Dihydroxy-3,6-dimethylbenzoate, Rose Geranium Oil, 4-Methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-Formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)propanal, 3-(1,1 -dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undeca[4]e ene], (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, 3-(2-ethylphenyl)-2,2-dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8 RS,9Z)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10Z)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,7SR,8RS,9E)-9-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10E)-10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, allyl(3-methylbutoxy)acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.1.0~2,6~]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2E)-2-methyl ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuva oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethyl 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1,1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4- (4-Methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl- methyl-3-cyclohexen-1-yl]butanal, (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6,6-dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, ( 4E)-4-Decenal, 2-Methyldecanal, 2-Methylundecanal, (R)-3,7-Dimethyl-6-octenal, 2-Ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-Methyl-2H-1,5-benzodioxepin-3(4H)-one, Tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate, Tricyclo[5.2.1.0~2,6~]dec-4-en-8 -yl acetate, 4-(2-methoxy-2-propanyl)-1-methylcyclohexene, 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethenone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, 1-[(2RS,3RS,8aRS)-2,3,8,8- The compound may be one or more of: (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, and (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal.

[0143] In certain embodiments, the anti-dandruff composition comprises any of (£)-2-nonenal, (£)-2-octenal, (4-methylphenyl)acetaldehyde, (2£)-2-methyl-3-phenyl-2-propenal, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 3-(4-ethylphenyl)-2,2-dimethylpropanal, 2,6-dimethyl-2-heptanol, 3-methyl-5-phenylpentanal, octanal, 3-(3-isopropyl-1-phenyl) Butanal, nonanal, (Z)-6-nonenal, 2-phenylpropanal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z)-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, 3-(1,3-benzodioxane) 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 4-formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal ol, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene].0~2,7~]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0~2,8~.0~4,6~]dodecane, 3-(2-ethylphenyl)-2,2- Dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline , (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10Z)-10-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,7SR,8RS,9E)-9-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2SR,7SR,8SR,10E) -10-Ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, allyl(3-methylbutoxy)acetate, allyl(2-methylbutoxy)acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.1.0~2,6~]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2E)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl methyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuba oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2 -oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethylpropionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethylpropionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1,1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl) )-3-Cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6, 6-Dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, (4E)-4-decenal, 2-methyldecanal, 2-methylundecanal, (R)-3,7-dimethyl-6-octenal, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl acetate Tricyclo[5.2.1.0~2,6~]dec-4-en-8-yl acetate, 4-(2-methoxy-2-propanyl)-1-methylcyclohexene, 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, The compound may include one or more of methyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethenone, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal, and (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal.

[0144] As will be appreciated, the amount of compound in the composition may vary depending on the particular compound used and the intended use, hi certain embodiments, the compound is present in the anti-dandruff composition in an effective amount.

[0145] The term "effective amount" refers to the amount required to achieve the desired physiological effect. The physiological effect may be achieved with a single application or by repeated applications. The dosage may, of course, vary depending on known factors, such as the physiological characteristics of the particular composition, its method and route of administration, the age and health of the recipient, the type of concomitant treatment, the frequency of treatment, and the desired effect, and can be adjusted by one skilled in the art. In particular, the term "effective amount" includes a non-toxic or low-toxicity amount of a compound that is sufficient to produce the desired effect (i.e., improvement of dandruff). In particular, the amount is sufficient to reduce the proliferation of Malassezia furfur, Malassezia globosa, and / or Malassezia restricta, but low enough to avoid significant side effects (e.g., excessive toxicity or allergic reactions).

[0146] In certain embodiments, the compound is present at a concentration of at least 0.01%, 0.05%, 0.1%, 0.5%, 1%, 2% or more by weight based on the total weight of the anti-dandruff composition.

[0147] In certain embodiments, the compound is present at a maximum concentration of 100%, 95%, 90%, 85% or less by weight based on the total weight of the anti-dandruff composition.

[0148] In a particular embodiment, the concentration range is from 0.5% to 90% by weight, preferably from 1% to 80% by weight, based on the total weight of the anti-dandruff composition.

[0149] In preferred embodiments, the compound is present at a concentration of at least 5% by weight, more preferably at least 10% by weight, and most preferably at least 20% by weight, based on the total weight of the anti-dandruff composition.

[0150] As shown in the accompanying examples, the inventors have prepared a series of compositions comprising combinations of compounds described herein that have shown utility in reducing the growth of one or more of Malassezia furfur, Malassezia globosa, and Malassezia restricta.

[0151] Thus, in another preferred embodiment, the anti-dandruff composition of the present invention is an anti-dandruff composition: 1. ADC-15 containing 1-dodecanol and 1-decanol. Preferably, the composition contains 20-80% by weight of 1-dodecanol and 20-80% by weight of 1-decanol. More preferably, the composition contains 40-60% by weight of 1-dodecanol and 40-60% by weight of 1-decanol. Most preferably, the composition contains 55.5% by weight of 1-dodecanol and 40.0% by weight of 1-decanol. This is referred to herein as "Mix 1."

[0152] 2. ADC-16 containing 1-dodecanol and p-menthan-7-ol. Preferably, the composition contains 20-80% by weight of 1-dodecanol and 20-80% by weight of p-menthan-7-ol. More preferably, the composition contains 50-80% by weight of 1-dodecanol and 10-30% by weight of p-menthan-7-ol. Most preferably, the composition contains 75.2% by weight of 1-dodecanol and 20.1% by weight of p-menthan-7-ol. This is referred to herein as "Mix 2."

[0153] 3. ADC-17 containing 1-decanol, p-menthan-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, and rose geranium oil. Preferably, the composition contains 10-30% by weight of 1-decanol, 10-50% by weight of p-menthan-7-ol, 5-20% by weight of gamma-dodecalactone, 10-50% by weight of methyl dihydrojasmonate, and 1-10% by weight of rose geranium oil. More preferably, the composition contains 10-20% by weight of 1-decanol, 15-35% by weight of p-menthan-7-ol, 5-20% by weight of gamma-dodecalactone, 15-35% by weight of methyl dihydrojasmonate, and 2-7% by weight of rose geranium oil. Most preferably, the composition comprises 17.8% by weight 1-decanol, 30% by weight p-menthan-7-ol, 10% by weight γ-dodecalactone, 30% by weight methyl dihydrojasmonate, and 5% by weight rose geranium oil, which is referred to herein as "Mix 3."

[0154] 4. ADC-18 containing 1-dodecanol, 1-decanol, cinnamaldehyde, and citral. Preferably, the composition contains 20-80% by weight of 1-dodecanol, 10-30% by weight of 1-decanol, 1-10% by weight of cinnamaldehyde, and 15-30% by weight of citral. More preferably, the composition contains 45-55% by weight of 1-dodecanol, 15-30% by weight of 1-decanol, 2-7% by weight of cinnamaldehyde, and 15-25% by weight of citral. Most preferably, the composition contains 53.7% by weight of 1-dodecanol, 20% by weight of 1-decanol, 5% by weight of cinnamaldehyde, and 20% by weight of citral. This is referred to herein as "Mix 4."

[0155] 5. ADC-19 containing cinnamaldehyde, citral, 10-undecenal, p-menthan-7-ol, and cyclopropylmethyl 3-hexenoate. Preferably, the composition contains 10-40% by weight of cinnamaldehyde, 20-60% by weight of citral, 2% by weight of 10-undecenal, 5-40% by weight of p-menthan-7-ol, and 1-10% by weight of cyclopropylmethyl 3-hexenoate. More preferably, the composition contains 25-35% by weight of cinnamaldehyde, 30-45% by weight of citral, 1-5% by weight of 10-undecenal, 20-25% by weight of p-menthan-7-ol, and 2-7% by weight of cyclopropylmethyl 3-hexenoate. Most preferably, the composition comprises 30% by weight of cinnamaldehyde, 40% by weight of citral, 2% by weight of 10-undecenal, 23% by weight of p-menthan-7-ol, and 5% by weight of cyclopropylmethyl 3-hexenoate, which is referred to herein as "Mix 5."

[0156] 6. ADC-20 containing cinnamaldehyde, citral, 10-undecenal, p-menthan-7-ol, and cyclopropylmethyl 3-hexenoate. Preferably, the composition contains 20-60% by weight of cinnamaldehyde, 1-20% by weight of citral, 1-15% by weight of 10-undecenal, 20-60% by weight of p-menthan-7-ol, and 1-20% by weight of cyclopropylmethyl 3-hexenoate. More preferably, the composition contains 35-45% by weight of cinnamaldehyde, 7-15% by weight of citral, 2-6% by weight of 10-undecenal, 35-40% by weight of p-menthan-7-ol, and 2-5% by weight of cyclopropylmethyl 3-hexenoate. Most preferably, the composition comprises 44% by weight of cinnamaldehyde, 11% by weight of citral, 4% by weight of 10-undecenal, 38% by weight of p-menthan-7-ol, and 3% by weight of cyclopropylmethyl 3-hexenoate, which is referred to herein as "Mix 6."

[0157] 7. ADC-21 containing lemongrass, cinnamon oil, and cyclopropylmethyl 3-hexenoate. Preferably, the composition contains 1-20% by weight of lemongrass, 20-70% by weight of cinnamon oil, and 20-60% by weight of cyclopropylmethyl 3-hexenoate. More preferably, the composition contains 5-15% by weight of lemongrass, 40-60% by weight of cinnamon oil, and 35-45% by weight of cyclopropylmethyl 3-hexenoate. Most preferably, the composition contains 10% by weight of lemongrass, 50% by weight of cinnamon oil, and 40% by weight of cyclopropylmethyl 3-hexenoate. This is referred to herein as "Mix 7."

[0158] 8. ADC-22 containing (2E,6Z)-2,6-nonadienal, cinnamon oil, δ-undecalactone, and Lilium longum oil. Preferably, the composition contains 10 to 30% by weight of (2E,6Z)-2,6-nonadienal, 5 to 20% by weight of cinnamon oil, 10 to 30% by weight of δ-undecalactone, and 30 to 70% by weight of Lilium longum oil. More preferably, the composition contains 10 to 20% by weight of (2E,6Z)-2,6-nonadienal, 7 to 12% by weight of cinnamon oil, 20 to 25% by weight of δ-undecalactone, and 45 to 55% by weight of Lilium longum oil. Most preferably, the composition comprises 18.5 wt. % (2E,6Z)-2,6-nonadienal, 10 wt. % cinnamon oil, 21.5 wt. % δ-undecalactone, and 50 wt. % Littorium Cubeba oil, referred to herein as "Mix 8."

[0159] Additionally, the inventors have prepared additional compositions combining numerous compounds described herein, which have also shown utility in reducing the growth of one or more of Malassezia furfur, Malassezia globosa, and Malassezia restricta. The compounds used in this mixture have previously been shown to have antimicrobial activity. However, this is the first time that a combination of these compounds and compositions has been prepared and shown to retain efficacy.

[0160] Thus, in a preferred embodiment, the anti-dandruff composition is an anti-dandruff composition (ADC-23) comprising citral, δ-undecalactone, and p-menthan-7-ol. Preferably, the composition comprises 20-80% by weight of citral, 10-40% by weight of δ-undecalactone, and 5-30% by weight of p-menthan-7-ol. More preferably, the composition comprises 55-65% by weight of citral, 25-35% by weight of δ-undecalactone, and 7-12% by weight of p-menthan-7-ol. Most preferably, the composition comprises 60% by weight of citral, 30% by weight of δ-undecalactone, and 10% by weight of p-menthan-7-ol. This is referred to herein as "Mix 9."

[0161] In certain embodiments, hair care products comprising an anti-dandruff composition according to the present invention, such as anti-dandruff compositions ADC-1, ADC-2, ADC-3, ADC-4, ADC-5, ADC-6, ADC-7, ADC-8, ADC-9, ADC-10, ADC-11, ADC-12, ADC-13, ADC-14, ADC-15, ADC-16, ADC-17, ADC-18, ADC-19, ADC-20, ADC-21, ADC-22, and ADC-23, further comprise one or more anti-dandruff agents. Such agents are well known in the art. Examples include olamine, hexamidine diisethionate, dichlorobenzyl alcohol (DCBA) and selenium sulfide, nystatin, cuprimyxin, tolnaftate, candicidin, haloprogin, iodochlorohydroxyquin, clotrimazole, undecylenic acid, propionic acid, caprylic acid, benzoic acid, salicylic acid, griseofulvin, amphotericin B, ketoconazole, miconazole, filipin, hamycin, natamycin, rimocidin, bifonazole, butoconazole, econazole, fenticonazole, isoconazole, omococcidin, thiazolinone ... These include benzodiazepine, benzocaine, benzophenone, benzocaine, benzoyl perfume ... Preferably, the other anti-dandruff agents (other than the fragrance compound having anti-dandruff activity) in the hair care product according to the invention are selected from the group consisting of hexamidine diisethionate, dichlorobenzyl alcohol (DCBA), piroctone olamine, climbazole, selenium sulfide, coal tar, azelaic acid, ketoconazole, salicylic acid, undecylenic acid and mixtures thereof.

[0162] Typical use levels of piroctone olamine in hair care products according to the invention are selected in the range of up to 0.01 to 1% by weight, preferably in the range of 0.1 to 1% by weight.

[0163] Typical use levels of salicylic acid in hair care products according to the invention are selected in the range of up to 0.01 to 2% by weight, preferably 0.1 to 2% by weight, most preferably 0.1 to 1% by weight.

[0164] Typical use levels of ketoconazole in hair care products according to the invention are selected in the range of up to 0.01 to 2% by weight, preferably 0.1 to 2% by weight, most preferably 0.5 to 2% by weight.

[0165] The inventors investigated whether the anti-dandruff effect could be improved by mixing the above fragrance compounds with common anti-dandruff agents. As shown in the examples, the combination of (2E,6Z)-2,6-nonadienal with piroctone olamine, salicylic acid, and ketoconazole each enhances the antimicrobial effect compared to the use of each compound alone.

[0166] Thus, in certain preferred embodiments, the anti-dandruff composition is anti-dandruff composition ADC-24, which comprises (i) (2E,6Z)-2,6-nonadienal and (ii) piroctone olamine, salicylic acid and / or ketoconazole.

[0167] A particularly preferred embodiment is ADC-25 containing piroctone olamine and (2E,6Z)-2,6-nonadienal, preferably in an amount of 0.1 to 1% piroctone olamine and 0.1 to 1% (2E,6Z)-2,6-nonadienal, more preferably in an amount of 0.19% piroctone olamine and 0.5% or 0.75% (2E,6Z)-2,6-nonadienal, ADC-26 containing salicylic acid and (2E,6Z)-2,6-nonadienal, preferably in an amount of 0.1 to 1% salicylic acid and 0.5 to 2% (2E,6Z)-2,6-nonadienal, more preferably in an amount of 0.5% salicylic acid and 1% (2E,6Z)-2,6-nonadienal, or ADC-27 containing ketoconazole and (2E,6Z)-2,6-nonadienal, preferably in an amount of 0.1% to 2% ketoconazole and 0.1 to 2% (2E,6Z)-2,6-nonadienal, more preferably in an amount of 0.1% to 0.4% ketoconazole and 1% (2E,6Z)-2,6-nonadienal. It is an anti-dandruff composition.

[0168] The anti-dandruff compositions of the present invention can be in the form of an elixir, suspension, emulsion, solution, syrup, aerosol (as a solid or in a liquid medium), ointment or lotion. Liquid forms of the compositions include aqueous solutions, aqueous or oil suspensions, and emulsions.

[0169] A further aspect of the present invention provides a hair care product comprising an anti-dandruff composition according to the present invention, examples of such hair care products include shampoos, conditioners, 1-in-1 shampoo / conditioners, hair color products, leave-in hair tonics, sunscreen hair products, styling mousses or gels, sprays, lotions, shower gels, or other hair treatment compositions.

[0170] As is evident from the accompanying examples, the inventors have prepared several hair care products containing the anti-dandruff composition according to the present invention. It has been shown that the amount of the anti-dandruff composition can be 0.05% by weight or more, based on the total weight of the hair care product. Preferred amounts of the anti-dandruff composition are 0.075%, 0.1%, 0.15%, 0.2%, 0.3%, 0.5%, 1%, 1.5%, 2% or more, based on the total weight of the hair care product. Preferably, the amount of the anti-dandruff composition according to the present invention in the hair care product is in the range of 0.05 to 5% by weight, more preferably in the range of 0.05 to 3% by weight, even more preferably in the range of 0.05 to 2% by weight, and most preferably in the range of 0.1 to 2% by weight, or 0.05 to 0.1% by weight.

[0171] Preferably, in all embodiments of the present invention, the hair care product comprises at least 0.2 wt. % of one or more compounds having a zone of inhibition against Malassezia restricta of at least 15 mm, 20 mm, 30 mm, 40 mm, or more, based on the total weight of the hair care product. Preferably, the hair care product comprises at least 0.5 wt. % of one or more compounds having a zone of inhibition against Malassezia restricta of at least 15 mm, 20 mm, 30 mm, 40 mm, or more, based on the total weight of the hair care product. Even more preferably, the hair care product comprises at least 1 wt. % of one or more compounds having a zone of inhibition against Malassezia restricta of at least 15 mm, 20 mm, 30 mm, 40 mm, or more, based on the total weight of the hair care product. Optionally, the hair care product comprises at most 2% by weight, based on the total weight of the hair care product, of one or more compounds having a zone of inhibition diameter of at most 15 mm against Malassezia restricta.

[0172] The hair care product may contain a surfactant. Preferably, the hair care product according to the present invention contains at least one surfactant. The surfactant may be selected from anionic, nonionic, zwitterionic, amphoteric and / or cationic surfactants. Preferably, the surfactant may be an anionic surfactant.

[0173] Suitable anionic surfactants include alkyl sulfates, alkyl ether sulfates, α-olefin sulfonates, sulfosuccinates, isethionates, acylamides, acyl glutamates, alkyl ether carboxylates, and alkyl phosphates. Alkyl ether sulfates and / or alkyl sulfates, particularly their alkali metal salts, such as sodium and / or ammonium salts, are preferred. Lauryl ether sulfate and / or lauryl sulfate are particularly preferred anionic surfactants. When present, the concentration of the anionic surfactant may preferably range from 0.1% to 45% by weight, particularly 0.5% to 45% by weight, particularly 1.5% to 35% by weight, particularly 5% to 25% by weight, and more particularly 7% to 15% by weight, based on the total weight of the hair care product.

[0174] Suitable nonionic surfactants include fatty alcohol acid or amide ethoxylates, alkanolamides and alkoxylated alkanolamides, monoglyceride ethoxylates, sorbitan ester ethoxylates, alkyl polyglycosides, ethylene glycol monoesters, ethylene glycol diesters, and mixtures thereof. If present, the concentration of the nonionic surfactant may preferably range from 0.1% to 30% by weight, more preferably from 0.5% to 10% by weight, especially from 1% to 5% by weight, and especially from 1.5% to 2% by weight, based on the total weight of the hair care product.

[0175] Suitable amphoteric surfactants include alkylamino-dipropionates, alkylamphoglycinates, alkylamphopropionates, alkylamphoacetates (mono- and di-), N-alkyl β-aminopropionic acids, alkylpolyaminocarboxylates, phosphorylated imidazolines, and mixtures thereof. When present, the concentration of the amphoteric surfactant may preferably range from 0.1% to 20% by weight, more preferably from 0.5% to 10% by weight, especially from 1% to 5% by weight, and especially from 1.5% to 2% by weight, based on the total weight of the hair care product.

[0176] Suitable cationic surfactants include alkyl quaternaries, benzyl quaternaries, ester quaternaries, ethoxylated quaternaries, alkyl amines and mixtures thereof.

[0177] The cationic surfactant may be a polyquaternium material (or polyquat). Polyquats include polymers based on acrylamide and / or dimethylallylammonium chloride, such as Polyquaternium 6 and Polyquaternium 7. Polymeric quaternium ammonium salts of guar gum, such as guar hydroxypropyltrimonium chloride, can be used. Polymeric quaternium ammonium salts of cellulose, such as Polyquaternium 10, and polymeric quaternium ammonium salts of starch can also be used.

[0178] When present, the concentration of cationic surfactant may preferably range from 0.1% to 20% by weight, more preferably from 0.1% to 10% by weight, especially from 0.3% to 3% by weight, and especially from 0.5% to 1% by weight, based on the total weight of the hair care product.

[0179] When present, the concentration of the zwitterionic surfactant may preferably be in the range of 5-35% by weight, preferably 10-35% by weight, based on the total weight of the hair care product, with more suitable ranges being 7.5-25%, 10-25%, 7.5-10-20%, 10-20%, 15-35%, 20-30% and 22-27% by weight.

[0180] In certain embodiments, the hair care product comprises at least one anionic surfactant and / or at least one zwitterionic surfactant, such as, in particular, laureth sulfate and / or alkylamidopropyl betaine. Preferably, the hair care product comprises at least sodium laureth sulfate and / or cocamidopropyl betaine, preferably both, as surfactants, even more preferably as the only surfactants.

[0181] In certain embodiments, the hair care product comprises a total amount of anionic and zwitterionic surfactants of 30 to 75 wt.%, preferably 40 to 60 wt.%. Preferably, the hair care product comprises at least 40 wt.% water, more preferably at least 45 wt.% water, based on the total weight of the hair care product.

[0182] In certain embodiments, the total amount of surfactant in the hair care product ranges from 1 to 50 wt. %, preferably from 2 to 40 wt. %, more preferably from 5 to 25 wt. %, for example, especially from 9 to 15 wt. %, based on the total weight of the hair care product.

[0183] The hair care product according to the invention can be used in a method of treating the scalp, which method comprises the steps of (i) contacting the scalp with a hair care product according to the invention, preferably a shampoo, followed by (ii) rinsing the shampoo with water, and optionally (III) drying the hair with a hair dryer.

[0184] The anti-dandruff composition and the hair care product may each contain other cosmetically acceptable ingredients, particularly in the case of hair care products, ingredients suitable for topical application to the hair.

[0185] In anti-dandruff composition and / or hair care product, anti-dandruff active substance can be mixed with excipient or diluted with excipient.When excipient functions as diluent, it can be solid, semi-solid or liquid substance, and acts as a vehicle, carrier or medium for active ingredient.Examples of suitable excipient include lactose, dextrose, sucrose, sorbitol, mannitol, starch, gum arabic, calcium phosphate, alginate, tragacanth, gelatin, calcium silicate, microcrystalline cellulose, polyvinylpyrrolidone, cellulose, water, syrup and methylcellulose.

[0186] The anti-dandruff composition and / or hair care product may additionally include lubricating agents such as talc, magnesium stearate, and mineral oil; wetting agents; emulsifying and suspending agents; preserving agents such as methyl benzoate and propyl hydroxybenzoate; sweetening agents; and flavoring agents.

[0187] The anti-dandruff composition and / or hair care product may comprise water. The amount of water in the anti-dandruff composition and / or hair care product may suitably be in the range of from 10% to 97% by weight, preferably from 30% to 95% by weight, more preferably from 50% to 90% by weight, especially from 65% to 85% by weight, and especially from 72% to 78% by weight, based on the total weight of the composition or product.

[0188] The anti-dandruff compositions of the present invention can be used with one or more of the other standard ingredients or carriers used in hair care products, including shine enhancers, moisturizers, herbal additives, hair strengthening agents, vitamin additives, colorants, hair thickening agents; setting and styling agents; UV absorbers; silicone oils; essential oils and fragrances; thickeners or viscosity enhancers; cleansing agents; stabilizers; emollients; chelating agents; sequestrants; preservatives; disinfectants; antioxidants / radical scavengers; antistatic agents; conditioning agents; detangling ingredients; emulsifiers or dispersing agents; stimulants; soothing agents; solvents; carriers, etc. The anti-dandruff composition may be incorporated into the hair care product and / or mixed with all or a portion of the above ingredients before combining into the hair care product, or it may be added separately.

[0189] A preferred hair care product according to the present invention is a hair shampoo or conditioner that functions to make hair shinier and more manageable. The shampoo or conditioner can be in the form of a dispersion, emulsion, or solution. A preferred system is one that forms liquid crystals. The liquid crystals are preferably lyotropic (i.e., concentration- and temperature-dependent), more preferably lamellar phase liquid crystals, and especially Lα-phase (neat) liquid crystals. The concentration of the anti-dandruff composition in the shampoo or conditioner is preferably in the range of 0.1% to 10% by weight, more preferably 0.3% to 2% by weight, particularly 0.4% to 1.5% by weight, and especially 0.5% to 1% by weight, based on the total weight of the shampoo or conditioner composition.

[0190] Shampoos or conditioners may contain many different types of functional ingredients, such as cationic hair conditioning agents; fatty alcohols, such as stearyl alcohol, cetearyl alcohol, cetyl alcohol, oleyl alcohol, typically used in a concentration range of 2% to 5% by weight based on the total weight of the composition; humectants or solvents, such as alcohols and polyols, such as glycerol and polyethylene glycol, typically when used in a concentration range of 1% to 10% by weight based on the total weight of the composition; restructuring agents, such as hydrolyzed proteins such as wheat protein, which function to penetrate the hair and strengthen the hair structure by polymer crosslinking; shine or detangling substances that bind to the hair and reflect light, such as silicones such as dimethicone, phenyl trimethicone, dimethiconol and / or trimethylsilylamodimethicone, typically in a concentration range of 0.2% to 10% by weight based on the total weight of the composition; heat protectants, typically heat-absorbing polymers, that protect the hair from excessive heat; and UV protectants that protect the hair or formula ingredients from degradation by UV light.

[0191] The hair care product may be a scalp care product such as scalp lotion, serum, oil, scrub, mousse, liquid, cleanser or similar product.In addition to the standard ingredients or carriers used in hair care products listed above, the scalp care product may contain a scalp conditioning agent suitable for conditioning the skin, which can provide scalp softening, moisturizing, or both.Suitable scalp conditioning agents include fatty alcohols, nonvolatile hydrocarbons, low refractive index nonvolatile polysiloxane fluids (refractive index less than 1.46), particularly polydimethylsiloxanes, including those having the general structure shown above but characterized by a lower or no aryl substitution level, as well as fatty acid esters and other lipid esters.

[0192] In one embodiment, the anti-dandruff composition or hair care product of the present invention is in the form of an emulsion (or dispersion), such as an oil-in-water or water-in-oil emulsion, especially an oil-in-water emulsion.

[0193] The oil phase of emulsion is preferably the emollient oil of the type that is mainly used in personal care products or cosmetics.Emollient can be, and usually is, an oily substance that is preferably liquid at room temperature.Alternatively, emollient can be solid at room temperature, and in this case, it is usually waxy solid in bulk, but is liquid at higher temperatures, and can be added to composition and emulsified at that temperature.

[0194] Suitable, normally liquid, emollient oils include non-polar oils, moderately polar oils, synthetic oils, ethereal oils and silicone oils.

[0195] The concentration of the oil phase can vary widely. The amount of oil phase in the emulsion is preferably in the range of 0.5% to 80% by weight, more preferably 1% to 30% by weight, especially 1.5% to 15% by weight, and especially 2% to 10% by weight, based on the total weight of the emulsion.

[0196] The amount of aqueous phase in the emulsion is preferably in the range of 20% to 99.5% by weight, more preferably 70% to 99% by weight, especially 85% to 98.5% by weight, and especially 90% to 98% by weight, based on the total weight of the emulsion.

[0197] A variety of emulsifiers can be used, particularly one or more cationic emulsifiers. The specific nature of the emulsifier surfactant used in any particular case will depend on the type of emulsion being made, particularly the amount and nature of the oil being emulsified, and the desired total level of emulsifier.

[0198] The concentration of the emulsifier in the emulsion is preferably in the range of 0.1% to 20% by weight, more preferably 0.5% to 15% by weight, especially 1% to 10% by weight, and especially 2% to 7% by weight, based on the total weight of the emulsion.

[0199] The emulsion suitably comprises the anti-dandruff composition in the range of 0.01% to 10%, preferably 0.5% to 5%, more preferably 0.1% to 4%, especially 0.2% to 2%, and especially 0.3% to 1% by weight, based on the total weight of the emulsion.

[0200] Many other components that can be used in hair care products or end products may be combined with the anti-dandruff composition according to the present invention. These components may be oil-soluble, water-soluble or insoluble. Examples of such materials include: (i) preservatives, usually when used at a concentration ranging from 0.5% to 2% by weight based on the total weight of the composition, such as those based on parabens (alkyl esters of 4-hydroxybenzoic acid), phenoxyethanol, substituted urea and hydantoin derivatives, such as those commercially available under the trade names Germaben II, Nipaguard BPX and Nipaguard DMDMH; (ii) fragrances, typically when used at a concentration in the range of 0.1% to 10% by weight, more typically up to about 5% by weight, and especially up to about 2% by weight, based on the total weight of the composition; (iii) humectants or solvents, such as alcohols, polyols, e.g., glycerol and polyethylene glycol, when used at a concentration typically ranging from 1% to 10% by weight based on the total weight of the composition; (iv) alpha hydroxy acids such as glycolic acid, citric acid, lactic acid, malic acid, tartaric acid and their esters; self-tanning agents such as dihydroxyacetone; (v) Vitamins and their precursors, including: (a) vitamin A, e.g., retinyl palmitate and other tretinoin precursor molecules, (b) vitamin B, e.g., panthenol and its derivatives, (c) vitamin C, e.g., ascorbic acid and its derivatives, (d) vitamin E, e.g., tocopheryl acetate, (e) vitamin F, e.g., polyunsaturated fatty acid esters such as gamma-linolenic acid ester; (vi) skin care agents, e.g., ceramides, either as natural substances or functional mimetics of natural ceramides; (vii) natural phospholipids, such as lecithin; (viii) vesicle-containing formulations; (ix) plant extracts with beneficial skin care properties; (x) skin lightening agents, such as kojic acid, arbutin, and similar substances; (xi) Skin repair active compounds, such as allantoin and similar series; (xii) caffeine and similar compounds; (xiii) cooling additives, such as menthol or camphor; (xiv) insect repellents, such as N,N-diethyl-3-methylbenzamide (DEET), and citrus or eucalyptus oil; (xv) essential oils; and (xvi) pigments, including ultrafine particle pigments, in particular oxides and silicates, such as iron oxide, in particular coated iron oxide, and / or titanium dioxide, and ceramic materials, such as boron nitride, or other solid components, such as those used in make-up and cosmetics, which give rise to suspoemulsions, typically used in an amount ranging from 1% to 15% by weight, but usually at least 5% by weight, in particular about 10% by weight, based on the total weight of the composition; Examples include:

[0201] Another aspect of the present invention relates to the use of an anti-dandruff composition as defined above or a hair care product as defined above for the treatment and / or prevention of dandruff.

[0202] In a particular embodiment, the use relates to cosmetic use, i.e. non-therapeutic use, for the treatment and / or prevention of dandruff.

[0203] In another aspect, the present invention relates to an anti-dandruff composition or a hair care product as defined above for use in the treatment and / or prevention of dandruff.

[0204] In another aspect, the present invention relates to a method for treating and / or preventing dandruff, comprising applying an anti-dandruff composition or hair care product as defined above to a person in need thereof.

[0205] A further aspect of the present invention is a method for identifying a test compound or composition useful for the treatment and / or prevention of dandruff, comprising the steps of: (a) assaying whether the test composition reduces the growth of Malassezia furfur; and / or (b) assaying whether the test composition reduces the growth of Malassezia globosa; and / or (c) Assaying whether the test composition inhibits the growth of Malassezia restricta. Including, Compounds or compositions that test positive in one or more assays are useful in / as anti-dandruff compounds or compositions, A method is provided.

[0206] In certain embodiments, the method also includes assaying whether the test composition reduces the growth of Staphylococcus aureus.

[0207] In certain embodiments, the assay described above is a disk diffusion assay.

[0208] In the method of the present invention, whether test compound or composition is effective against dandruff is determined.This is indicated by positive result in one or more of the above-mentioned assays." positive result " means that compound or composition produces increased effect in assay compared with the control reaction that contains the same sample mixture but does not contain test compound / composition.

[0209] In certain embodiments, the anti-dandruff composition or hair care product according to the present invention further comprises one or more of Epilobium extract, saccharide isomerate, vitamin B6 and its derivatives, niacinamide, and panthenol (provitamin B5), respectively.

[0210] The term turnip extract as used herein encompasses turnip extract obtained by extraction of the flowers, leaves and / or stems of any Epilobium species, such as, preferably, Epilobium fleischeri, Epilobium Parviflorum and / or Epilobium Angustifolium, respectively.

[0211] Suitable extracts include, in particular, Epilobium fleischeri and Epilobium angustifolium extracts. Most preferred in all embodiments of the present invention is the use of an Epilobium fleischeri extract that meets all the definitions and preferences set forth herein.

[0212] A particularly suitable Epilobium fleischeri extract according to the present invention is obtained by extraction of the flowers / leaves and stems of this plant and is commercially available from DSM Nutritional products as ALPAFLOR® ALP-SEBUM containing 5-10% by weight of the extract.

[0213] An Epilobium Angustifolium extract suitable for purposes according to the present invention is commercially available from Lucas Meyer Cosmetics under the trademark Defenscalp™.

[0214] An Epilobium Parviflorum extract suitable for purposes according to the present invention is commercially available from Kingherbs.

[0215] Generally, the amount of onion extract, preferably Epilobium fleischeri extract (based on the extract) in the hair care products according to the invention is selected in the range of 0.001 to 5% by weight, based on the total weight of the composition or product, more preferably 0.01 to 4% by weight, even more preferably 0.1 to 3% by weight, even more preferably 0.1 to 1% by weight, and even more preferably 0.1 to 0.5% by weight. Further preferred ranges are 0.05 to 1% by weight and 0.05 to 0.5% by weight.

[0216] When using a diluted extract in the form of ALPAFLOR® ALP-SEBUM by DSM Nutritional Products Ltd, the amount is preferably chosen in the range of 0.1 to 3% by weight, more preferably 0.25 to 3% by weight, most preferably 0.5 to 3% by weight, based on the total weight of the composition or product.

[0217] In certain embodiments, the anti-dandruff composition or hair care product, respectively, according to the present invention further comprises high fructose corn syrup.

[0218] As used herein, the term isomerized sugar refers to a blend of sugars comprising psicose, mannose, fructose, and glucose. In one embodiment, the blend of sugars consists essentially of psicose, mannose, fructose, and glucose.

[0219] The isomerized sugar according to the present invention can be prepared by isomerization of glucose, a process well known to those skilled in the art. Preferably, the isomerization process comprises (a) dissolving glucose in water, followed by (b) isomerizing the glucose in the presence of a base, preferably sodium hydroxide, more preferably at a temperature selected in the range of 25 to 100°C, and (c) purifying the resulting reaction mixture by chromatography and optionally filtration.

[0220] A particularly suitable isomerized sugar syrup in all embodiments of the present invention is one consisting essentially of a) 1 to 5 weight percent, preferably 2 to 3 weight percent, psicose, b) 1 to 5 weight percent, preferably 1.5 to 3 weight percent mannose, c) 10 to 30 weight percent, preferably 10 to 20 weight percent fructose, d) 15 to 30 weight percent, preferably 20 to 30 weight percent glucose, e) 0 to 5 weight percent, preferably 0 to 4 weight percent galactose, up to 7.5 weight percent, preferably up to 5 weight percent additional sugars, 0.1 to 2 weight percent additive, preferably citric acid and / or a salt thereof, for example, preferably the sodium salt, and up to 100% water.

[0221] As used herein, the term "consisting essentially of" means that the total amounts of components a) to g) ideally add up to 100% by weight, although the possible presence of small amounts of unknown (sugar) impurities, e.g., resulting from the glucose isomerization process, is not excluded.

[0222] A particularly suitable high fructose corn syrup for use in the anti-dandruff compositions and hair care products, respectively, according to the present invention is Pentavitin®, available from DSM Nutritional Products Ltd.

[0223] The total amount of isomerized sugar incorporated into the anti-dandruff composition or hair care product according to the present invention is preferably 0.01 to 10% by weight, more preferably 0.1 to 7.5% by weight, and most preferably 0.2 to 5% by weight, based on the total weight of the composition / product, respectively. More preferred ranges are 0.25 to 2.5% by weight and 0.5 to 2% by weight. Particularly preferred ranges are 0.2 to 1% by weight, more preferably 0.25 to 0.75% by weight, e.g., 0.3 to 0.6% by weight.

[0224] In a preferred embodiment, an isomerized sugar syrup, such as Pentavitin®, in particular, is used in conjunction with at least one known anti-dandruff active as described above, such as, more particularly, piroctone olamine.

[0225] A particularly preferred embodiment of the present invention relates to a hair care product that is a shampoo comprising an anti-dandruff composition according to the present invention that meets all the definitions and preferences set forth herein and isomerized corn syrup. Most preferred is a shampoo that comprises, in addition to the anti-dandruff composition of the present invention, Pentavitin® and piroctone olamine. Even more preferably, the shampoo further comprises sodium laureth sulfate and / or cocamidopropyl betaine, preferably both.

[0226] Niacinamide [CAS number 98-92-0] is a water-soluble B vitamin and is available, for example, as Niacinamide PC or Niacinamide from DSM Nutritional Products AG (4303 Kaiseraugust, Switzerland). Niacinamide, also known as nicotinamide or pyridine-3-carboxamide, is the amide of niacin (vitamin B3).

[0227] Preferably, the amount of niacinamide in the anti-dandruff composition and hair care product according to the present invention, respectively, is chosen in the range of 0.5 to 10% by weight, preferably in the range of 1 to 10% by weight, most preferably in the range of 1 to 5% by weight, based on the total weight of the composition / product.

[0228] The term vitamin B6 and its derivatives refers in particular to pyridoxine hydrochloride [58-56-0], pyridoxal [CAS number 66-72-8] and pyridoxamine [CAS number 85-87-0]. In all embodiments, the use of pyridoxine hydrochloride, also known as vitamin B6 hydrochloride or vitamin B6, is particularly preferred, and is available, for example, as Pyridoxine hydrochloride or Pyridoxine Hydrochloride 98 DC from DSM Nutritional Products AG, 4303 Kaiseraugust, Switzerland.

[0229] Preferably, the amount of vitamin B6 or a derivative thereof, such as in particular pyridoxine hydrochloride, in the anti-dandruff composition and hair care product according to the invention, respectively, is chosen in the range of 0.02 to 6% by weight, preferably in the range of 0.05 to 4% by weight, most preferably in the range of 0.1 to 3% by weight, based on the total weight of the composition / product.

[0230] Panthenol (INCI) is also known as D-panthenol, dexpanthenol, provitamin B5, or (+)-(R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutyramide. Panthenol improves moisturizing, relieves skin pruritus and inflammation, improves skin elasticity, and promotes epidermal wound healing. Panthenol is commercially available, for example, as D-panthenol from DSM Nutritional Products Europe Ltd.

[0231] In all embodiments of the present invention, the amount of panthenol used in the antidandruff composition and the hair care product composition according to the present invention, respectively, is advantageously chosen in the range of 0.001 to 10 weight percent, preferably in the range of 0.01 to 7 weight percent, more preferably in the range of 0.1 to 6 weight percent, and most preferably in the range of 0.5 to 5 weight percent, based on the total weight of the composition and product, respectively. Further preferred ranges are 0.5 to 4.5 weight percent, 0.6 to 4 weight percent, and 0.6 to 3.5 weight percent panthenol, based on the total weight of the composition / product.

[0232] The present invention will now be described in further detail with the aid of the following examples which demonstrate the benefits and advantages of the present invention.

[0233] Example Example 1: Determining the antimicrobial efficacy of fragrance materials by minimum inhibitory concentration (MIC) assay The present inventors have devised a minimum inhibitory concentration (MIC) assay that can be used to determine the effectiveness of a fragrance ingredient or composition thereof as an anti-dandruff composition.

[0234] The MIC assay for Malassezia furfur DSM 6170 was modified based on the method described in Journal of Clinical Microbiology 2017, Vol. 55: 1883-1893. Briefly, working cultures were prepared from stock cultures stored at -80°C, and a cell suspension was obtained as an inoculum. Serial dilutions of samples ranging from 29 to 10,000 ppm were tested to determine the MIC values ​​for growth of Malassezia furfur DSM 6170 aerobically at 30°C for 48 hours. Resazurin was used as a growth indicator.

[0235] The MIC assay for Staphylococcus aureus ATCC 6538 was based on Clinical Laboratory Standards Institute (CLSI / NCCLS M07-A8). Cell suspensions of S. aureus test cultures were prepared according to the instructions of the ATCC, the culture supplier. Serial dilutions of samples ranging from 29 to 10,000 ppm were tested to determine MIC values ​​against growth of Staphylococcus aureus ATCC 6538 in tryptic soy broth (TSB) aerobically at 37°C for 24 hours.

[0236] A total of 26 fragrance materials were tested for their inhibitory effects against Malassezia furfur and Staphylococcus aureus. The MIC values ​​of these fragrance materials against M. furfur and S. aureus are shown in Table 1.

[0237] [Table 1-1] [Table 1-2]

[0238] Example 2: Determination of the anti-Malassezia efficacy of fragrance materials in solvent using a disc diffusion assay The anti-Malassezia effects of fragrance materials in the solvent DMSO were J Mycol Infect 2018; 23: 91-98The microbial activity of Malassezia strains was determined using a disk diffusion assay based on the method described in

[10] . Briefly, test cultures of Malassezia strains were prepared from stock cultures at -80°C on mDixon agar plates (for M. furfur DSM 6170) or mLN agar plates (for M. restricta ATCC MYA-4611 and M. globosa ATCC MYA-4612), and cells were suspended in 0.9% saline and spread onto the mDixon or mLN agar surface to form lawn plates. Test sample solutions were prepared in DMSO to a final concentration of 0.2%, 1%, or 2%. Disks (Whatman, 6 mm diameter) were placed on agar plates inoculated with each Malassezia strain, including M. furfur DSM 6170, M. restricta ATCC MYA-4611, and M. globosa ATCC MYA-4612. Aliquots (20 μL) of each sample solution were added to each disk. The agar plates were incubated at 30°C for 3 days for M. furfur DSM 6170 and 6 days for M. restricta ATCC MYA-4611 and M. globosa ATCC MYA-4612. After incubation, the diameter of the clear zone of inhibition around the disk was measured. A zone of inhibition greater than 6 mm was considered to have an anti-Malassezia effect.

[0239] The zones of inhibition of 31 fragrance materials at concentrations of 0.2%, 1% or 2% are shown in Table 2. The anti-Malassezia effect of these materials is dose- and strain-dependent.

[0240] [Table 2-1] [Table 2-2]

[0241] Example 3: Determination of the anti-Malassezia effect of a mixture of fragrance materials in a solvent using a disc diffusion assay Table 3 shows the formulations of the four perfume material mixtures.

[0242] [Table 3]

[0243] The anti-Malassezia effect of a mixture of fragrance materials in DMSO solvent was determined by a disk diffusion assay based on the method described in J Mycol Infect 2018;23:91-98. Briefly, test cultures of M. restricta ATCC MYA-4611 were prepared on mLN agar plates from stock cultures stored at -80°C. Cells were suspended in 0.9% saline and spread onto the mLN agar surface to create lawn plates. Test sample solutions were prepared in DMSO to a final concentration of 0.5%. Disks (Whatman, 6 mm diameter) were placed on the agar plates inoculated with M. restricta. Aliquots (20 μL) of each sample solution were added to each disk. The agar plates were incubated at 30°C for 6 days. After incubation, the diameter of the clear inhibition zones around the disks was measured. Zones of inhibition greater than 6 mm were considered to have anti-Malassezia effect.

[0244] Table 4 shows that the mixtures (Mix 2, Mix 3 and Mix 4) exhibit inhibitory effects against M. restricta.

[0245] [Table 4]

[0246] Example 4: Anti-Malassezia Efficacy of Fragrance Materials in Combinations of Anti-Dandruff Actives in Solvents J Mycol Infect 2018; 23: 91-98Anti-Malassezia efficacy of fragrance materials in combination with anti-dandruff actives using a disk diffusion assay modified from the method of

[14] . Test cultures of M. furfur DSM 6170 were prepared on mDixon agar plates from stock cultures at -80°C, and cells were suspended in 0.9% saline and spread onto the mDixon agar surface to create lawn plates. Disks (Whatman, 6 mm diameter) were placed on the inoculated mDixon agar plates. Test sample solutions were prepared in DMSO. Aliquots (20 μL) of each sample solution were added to each disk. The agar plates were incubated at 30°C for 3 days. After incubation, the diameter of the clear zone of inhibition around the disks was measured.

[0247] Anti-Malassezia Effect of Combinations of (2E,6Z)-2,6-Nonadienal with Antidandruff Actives The disk diffusion results of (2E,6Z)-2,6-nonadienal alone and in combination with various anti-dandruff actives in DMSO against M. furfur are examined.

[0248] Table 5 shows that the binary mixture of 0.19% piroctone olamine and 0.75% (2E,6Z)-2,6-nonadienal had higher anti-Malassezia efficacy than the individual anti-Malassezia efficacy of 0.19% PO and 0.75% (2E,6Z)-2,6-nonadienal.

[0249] Table 6 shows that the binary mixture of 0.5% salicylic acid and 1% (2E,6Z)-2,6-nonadienal exhibited higher anti-Malassezia efficacy than the individual anti-Malassezia efficacy of 0.5% salicylic acid and 1% (2E,6Z)-2,6-nonadienal.

[0250] The table shows that the binary mixture of 0.1%–0.4% ketoconazole and 1% (2E,6Z)-2,6-nonadienal had higher anti-Malassezia efficacy than the individual anti-Malassezia efficacy of 0.1%–0.4% ketoconazole and 1% (2E,6Z)-2,6-nonadienal.

[0251] [Table 5]

[0252] [Table 6]

[0253] [Table 7]

[0254] Example 5: Anti-Malassezia Efficacy of Fragrance Materials and Mixtures in Shampoo Base The inventors sought to determine whether the anti-dandruff effects of the compounds and compositions could be utilized in shampoo formulations. For this reason, two shampoo bases were prepared. Shampoo Base A was a composition containing sodium laureth sulfate and cocamidopropyl betaine as the main ingredients, and Shampoo Base B was a composition containing ammonium lauryl sulfate and ammonium laureth sulfate as the main ingredients.

[0255] The anti-Malassezia efficacy of fragrance materials in shampoos was determined using a disk diffusion assay based on the method described in J Mycol Infect 2018;23:91-98. Briefly, test cultures of M. restricta ATCC MYA-4611 or M. globosa ATCC MYA-4612 were prepared on mLN agar plates from stock cultures at -80°C. Cells were suspended in 0.9% saline and spread onto the mLN agar surface to create lawn plates. Test sample solutions of fragrance materials were prepared to a final concentration of 0.25% using a 25% shampoo base solution in Milli-Q. Disks (Whatman, 6 mm diameter) were placed on agar plates inoculated with each Malassezia strain, including M. restricta ATCC MYA-4611 and M. globosa ATCC MYA-4612. An aliquot (20 μL) of each sample solution was added to each disk. The agar plates were incubated at 30° C. for 6 days. After incubation, the diameter of the clear inhibition zone around the disk was measured. An inhibition zone greater than 6 mm was considered to have an anti-Malassezia effect.

[0256] Table 8 shows that 0.25% (2E,6Z)-2,6-nonadienal, 2-methoxy-4-(2-propen-1-yl)phenol and 3-propylphenol in Base B exhibit inhibitory effects against both M. restricta and M. globosa.

[0257] [Table 8]

[0258] The anti-Malassezia efficacy of fragrance materials in shampoos was determined using a cylinder diffusion assay. Test cultures of M. restricta ATCC MYA-4611 were inoculated as described for the disk diffusion assay. Cylinders were placed on the inoculated agar plates. An aliquot (80 μL) of each sample solution was added to each cylinder. The agar plates were incubated at 30° C. for 6 days. After incubation, the diameter of the clear zone of inhibition around the disk was measured. A zone of inhibition greater than 6 mm was considered to have anti-Malassezia efficacy.

[0259] Table 9 shows that the mixture of Mix 1, Mix 2, Mix 3 and Mix 4 at a concentration of 0.25% in shampoo base A had an inhibitory effect on M. restricta.

[0260] [Table 9]

[0261] Example 6 Additional Blends of Perfume Materials Table 10 shows the formulation of additional perfume material mixtures with anti-Malassezia efficacy.

[0262] [Table 10]

[0263] Example 7 Anti-Malassezia Effect of Additional Mixtures of Fragrance Materials The anti-Malassezia efficacy of fragrance materials in shampoos was determined using a cylinder diffusion assay. Test cultures of M. restricta ATCC MYA-4611 were inoculated as described for the disk diffusion assay. Cylinders were placed on the inoculated agar plates. An aliquot (80 μL) of each sample solution was added to each cylinder. The agar plates were incubated at 30° C. for 6 days. After incubation, the diameter of the clear zone of inhibition around the disk was measured. A zone of inhibition greater than 6 mm was considered to have anti-Malassezia efficacy.

[0264] Table 11 shows that the mixtures of Mix 5, Mix 6, Mix 7, Mix 8 and Mix 9 at a concentration of 0.25% in shampoo base A had an inhibitory effect on M. restricta.

[0265] [Table 11]

[0266] Example 8: Effect of fragrance materials on the anti-Malassezia activity of piroctone olamine (PO) in DMSO The anti-Malassezia activity of combinations of PO and fragrance materials in DMSO solvent against M. restricta was determined using the disk diffusion assay described above. An aliquot (20 μL) of each sample solution was added to each disk. The agar plates were incubated at 30°C for 4 days. After incubation, the diameter of the clear inhibition zone around the disk was measured. The ratio of the inhibition zone diameter for each combination to that of PO alone was calculated. If the ratio was greater than 1.0, the fragrance material was considered to have an enhancing effect on the anti-Malassezia activity of PO.

[0267] Table 12 shows that the perfume raw materials have an enhancing effect on the anti-Malassezia activity of 0.1% or 0.35% PO in DMSO.

[0268] [Table 12]

[0269] Example 9: Mixtures containing anti-Malassezia fragrance materials exhibit an enhancing effect on the anti-Malassezia activity of piroctone olamine (PO) in DMSO The following perfume material mixtures were made using 11 anti-Malassezia perfume materials (see Table 13).

[0270] [Table 13]

[0271] The anti-Malassezia activity of combinations of PO and fragrance raw material mixtures in DMSO solvent was determined using the disk diffusion assay as described above. An aliquot (20 μL) of each sample solution was added to each disk. The agar plates were incubated at 30°C for 4 days. After incubation, the diameter of the clear inhibition zone around the disk was measured. The ratio of the inhibition zone diameter for each combination to that of PO alone was calculated. If the ratio was greater than 1.0, the fragrance material was considered to have an enhancing effect on the anti-Malassezia activity of PO.

[0272] Table 14 shows that the combination of PO and the PRM mixture at doses of 0.2%, 0.5% and 1% had greater anti-Malassezia effects than PO, as indicated by ratios greater than 1. This means that the mixture has an enhancing effect on the anti-Malassezia activity of PO.

[0273] [Table 14]

[0274] Example 10: Effect of a mixture of fragrance materials on the anti-Malassezia activity of shampoo base A containing PO Base A is a composition containing sodium laureth sulfate and cocamidopropyl betaine as the main ingredients.

[0275] The anti-Malassezia efficacy of the shampoos was determined using the cylinder diffusion assay as described above. The ratio of the zone of inhibition diameter of shampoo base A containing PO and a fragrance material mixture to the zone of inhibition diameter of shampoo base A containing only PO was calculated. If the ratio was greater than 1.0, the fragrance material mixture was considered to have an enhancing effect.

[0276] Table 15 shows the enhancing effect (ratio > 1) of a mixture of 1% or 2% fragrance materials on the anti-Malassezia activity of shampoo base A containing 0.35% PO against M. restricta.

[0277] [Table 15]

[0278] Example 11: Anti-Malassezia Efficacy of a Mixture of Perfume Materials in a Hair Conditioner Base A hair conditioner base was prepared, the main ingredients of which included water, cetyl alcohol, MIRASIL® ADME-NP (water and amodimethicone and trideceth-6), stearyl alcohol, behentrimonium methosulfate and isopropanol.

[0279] The anti-Malassezia efficacy of hair conditioners was determined using the cylinder diffusion assay used to test the shampoos described above. Briefly, test cultures of M. restricta ATCC MYA-4611 were inoculated as described for the disk diffusion assay. Cylinders were placed on the inoculated agar plates. An aliquot (80 μL) of each sample (25% conditioner solution) was added to each cylinder. The agar plates were incubated at 30°C for 4 days. After incubation, the diameter of the clear zone of inhibition around the disk was measured. The absence of a zone of inhibition was considered to have no anti-Malassezia efficacy.

[0280] Table 16 shows that the four hair conditioners containing 0.35% PO and a mixture of fragrance materials have anti-Malassezia effects, in contrast to the hair conditioner containing only 0.35% PO which has no anti-Malassezia effects.

[0281] [Table 16]

[0282] Example 12: Anti-Malassezia Effect of Mixtures in Shampoo Base Against M. furfur The anti-Malassezia efficacy of the fragrance material mixture in Base A was determined using a cylinder diffusion assay based on the method described in J Mycol Infect 2018;23:91-98. Briefly, test cultures of M. furfur DSM 6170 were prepared on mDixon agar plates from stock cultures at -80°C. Cells were suspended in 0.9% saline and spread onto the mDixon agar surface to create lawn plates. Cylinders were placed on the inoculated agar plates. Aliquots (80 μL) of each sample solution (25% shampoo solution) were added to each cylinder. The agar plates were incubated at 30°C for 3 days. After incubation, the diameter of the clear zone of inhibition around the disk was measured. The ratio of the zone of inhibition diameter of shampoo Base A containing the fragrance material mixture to that of shampoo Base A was calculated. If the ratio was greater than 1.0, the perfume material mixture was considered to have additive anti-Malassezia efficacy.

[0283] Table 17 shows that seven mixtures, Mix 5, Mix 6, Mix 7, Mix 8, Mix 11, Mix 12 and Mix 13 at concentrations of 1% and / or 2% in shampoo base A had additive anti-Malassezia efficacy over the shampoo base alone (ratio > 1).

[0284] [Table 17]

[0285] Example 13: In vivo testing of a mixture of fragrance materials in a shampoo base The anti-dandruff effect of a shampoo product containing 0.6% Mix 7, a fragrance material mixture, in Shampoo Base A was tested in an in vivo study. Shampoo Base A itself was used as a placebo. Two groups were included: product and placebo. Sixteen subjects with an initial dandruff score, i.e., an adherent scalp flaking score (ASFS), of 24 or higher were recruited into each group. After a two-week washout period using a commercial shampoo not claiming to be anti-dandruff, subjects were asked to wash their hair and scalp with the product three times a week. Each subject's ASFS was assessed on days 0 and 14 of the in vivo study. The group treated with 0.6% Mix 7 showed a significant decrease in ASFS on day 14 compared to day 0, while the placebo group showed no significant change in ASFS (Figure 1).

[0286] Example 14: Anti-Malassezia Effect of Compounds in DMSO Using the Disk Diffusion Assay The anti-Malassezia efficacy of additional fragrance materials in DMSO was determined using the disk diffusion assay as previously described. Test sample solutions were prepared in DMSO to a final concentration of 0.5%, 1%, or 2%. Disks (Whatman, 6 mm diameter) were placed on the inoculated agar plates. An aliquot (20 μL) of each sample solution was added to each disk. The agar plates were incubated at 30°C for 4 days. After incubation, the diameter of the clear zone of inhibition around the disk was recorded.

[0287] Table 18 shows that the tested compounds had anti-Malassezia effects at concentrations of 0.5%, 1% or 2%.

[0288] [Table 18]

[0289] Example 15: Anti-Malassezia Effect of Additional Fragrance Materials in DMSO The anti-Malassezia efficacy of additional fragrance materials in DMSO was determined using the disk diffusion assay as described above. Test sample solutions were prepared in DMSO to a final concentration of 0.5%, 1%, or 2%. Disks (Whatman, 6 mm diameter) were placed on the inoculated agar plates. An aliquot (20 μL) of each sample solution was added to each disk. The agar plates were incubated at 30°C for 4 days. After incubation, the diameter of the clear zone of inhibition around the disk was recorded.

[0290] Table 19 shows that the following 14 perfume materials have anti-Malassezia effects.

[0291] [Table 19]

[0292] Example 16: Anti-Malassezia Effect of Additional Fragrance Materials in DMSO The anti-Malassezia efficacy of additional fragrance materials in the solvent DMSO was determined using the disk diffusion assay as described above. Test sample solutions were prepared in DMSO to a final concentration of 0.5%. Disks (Whatman, 6 mm diameter) were placed on the inoculated agar plates. An aliquot (20 μL) of each sample solution was added to each disk. The agar plates were incubated at 30° C. for 4 days. After incubation, the diameter of the clear zone of inhibition around the disks was measured.

[0293] [Table 20-1] [Table 20-2] [Table 20-3] [Table 20-4] Table 20-5 Table 20-6

Claims

1. (A) Formula (I) R Ａ -Z-R Ｂ (I) [In the formula, R Ａ is R １ and R １ is C ４ ~C １２ Alkyl, C ４ ~C ８ Alkenyl or C ４ ~C ８ alkynyl, or 【Chemistry 1】 and R ３ is H, C １ ~C ６ Alkyl or C １ ~C ６ is alkoxy, and R ４ is H, -OH, C １ ~C ６ Alkyl or C １ ~C ６ alkoxy, A is a bond, C １ ~C ６ Alkylene or C ２ ~C ６ is a divalent radical selected from the group consisting of alkenylene; Z is C(=O) or CH ２ and R Ｂ is H, OH or OR ２ and R ２ is C １～６ alkyl or (carbocyclyl)alkyl] and / or (B) (2E)-2-dodecenal, (E,E)-2,4-decadienal, (E)-2-undecenal, (Z)-2-decenal, (2E)-2,4-undecadienal, (2E)-2,4-dodecadienal, (4Z)-4-dodecenal, (4Z)-4,8-dimethyl-4,9-decadienal, (4E)-4,8-dimethyl-4,9-decadienal, (Z)-4-decenal, (E)-3,7-dimethyl-2,6-octadien-1-ol, indole, methyl Cetyl 2,4-dihydroxy-3,6-dimethylbenzoate, Rose Geranium Oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropanoate, [(3,7-dimethyl-6-octen-1-yl)oxy]acetaldehyde, 3-(3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(1,1-dimethyl-2,3- Dihydro-1H-inden-4-yl)propanal, 3-(1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, 3,6,7-trimethyl-2,6-octadienal, (9E)-9-undecenal, (9Z)-9-undecenal, 2-methylbutyl salicylate, pentyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS, 8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0-2,7-]undec[4]ene], (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,5'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0-2,7-]undec[4]ene], (1RS,2RS,4RS,6SR,8RS,9RS,11E)-11-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0-2,8-. 0-4,6-]dodecane, (1RS,2RS,4SR,6RS,8RS,9RS,10E)-10-ethylidene-4-methyl-5-oxatetracyclo[7.2.1.0-2,8-. 0-4,6-]dodecane, 3-(2-ethylphenyl)-2,2-dimethylpropanal, (3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (6RS,7RS)-3,5,5,6,7,8,8-heptamethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatricyclo[6.2.1.0-2,7-]undecane, (1RS,2SR,7SR,8 (1RS,2RS,7SR,8RS,9E)-9-ethylidene-3-oxatricyclo[6.2.1.0-2,7-]undecane, (1RS,2SR,7SR,8SR,10E)-10-ethylidene-3-oxatricyclo[6.2.1.0-2,7-]undecane, allyl(3-methylbutoxy)acetate, allyl(2-methylbutoxy)acetate, (2Z)-5-[(1S,3R,4R)-2,3-dimethyltricyclo[2.2.

1. 0-2,6-]hept-3-yl]-2-methyl-2-penten-1-ol, (2Z)-2-methyl-5-[(1S,2R,4R)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-2-penten-1-ol, (Z)-3-hexenyl isobutyrate, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, (2E)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (2E)-2-ethyl-4 -[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2,6-dimethyl-7-octen-2-ol, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, methyl 2,2-dimethyl-6-methylidenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, Cabreuba oil, Elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethylpropionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethylpropionate, ethyl (2E,4Z)-2,4-decadienoate, methyl 2-(methylamino)benzoate, 1 , 1'-oxydibenzene, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxacycloheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-ylpropanoate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-ylpropanoate, (3S)-3-[(1R)-4-methyl-3-cyclohex (3R)-3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)propanal, 2 / 3 / 4-(5,5,6-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, 2-(1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-1-cyclohexanol, (2E)-2-benzylideneoctanal, (R)-3,7-dimethyl-6-octenenitrile, cis-4-(2 -methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)cyclohexyl acetate, 6,6-dimethoxy-2,5,5-trimethyl-2-hexene, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, (4E)-4-decenal, 2-methyldecanal, 2-methylundecanal, (R)-3,7-dimethyl-6-octenal, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 7-methyl-2H-1,5-Benzodioxepin-3(4H)-one, tricyclo[5.2.1.0-2,6-]dec-3-en-8-yl acetate, tricyclo[5.2.1.0-2,6-]dec-4-en-8-yl acetate, 4-(2-methoxy-2-propanyl)-1-methylcyclohexene, 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a- octahydro-2-naphthalenyl]ethenon, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethenon, (2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (2R)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, and (2S)-2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-pentenal, 1. An anti-dandruff composition comprising one or more fragrance compounds from

2. wherein said compound of formula (I) (i) Formula (II) 【Chemistry 2】 [In the formula, R １ is C ４ ~C ８ Alkyl, C ４ ~C ８ alkenyl or C ４ ~C ８ is alkynyl, R ２ is C １～６ alkyl or (carbocyclyl)alkyl] The compound (ii) Formula (III) 【Transformation 3】 [In the formula, R ３ is H, C １ ~C ６ Alkyl or C １ ~C ６ is an alkoxy, R ４ is C optionally substituted by H, OH, or hydroxy groups １ ~C ６ Alkyl, or C １ ~C ６ is an alkoxy, A is bond, C is １ ~C ６ Alkylene or C ２ ~C ６ alkenylene, a divalent radical selected from the group consisting of The compound (iii) Formula (IV) R ５ -CH ２ OH (IV) [In the formula, R ５ is C ５ ~C １２ alkyl] The compound (iv) (2E,6Z)-2,6-nonadienal The composition of claim 1 , wherein the compound is selected from one or more of the following:

3. 3. The composition of claim 2, wherein said compound of formula (II) is selected from methyl octyne carbonate, cyclopropylmethyl 3-hexenoate and (+ / -)-ethyl 2-methylbutanoate.

4. 3. The composition of claim 2, wherein the compound of formula (III) is selected from para-anisylpropanal, cyclamen propanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (4E)-2,4-dimethyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, floral butanal, lilial, ethyl vanillin, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal, and para-anisaldehyde.

5. 3. The composition of claim 2, wherein said compound of formula (IV) is selected from 1-decanol, 1-dodecanol, 1-hexanol and 2-ethyl-1-hexanol.

6. p-Menthan-7-ol, γ-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, δ-undecalactone, Litsea Cubeba oil, 10-undecenal, (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, cinnamon oil, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanol 6. The composition of claim 1, further comprising one or more of the following: (2Z)-3,7-dimethyl-2,6-octadienal, (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, octanoic acid, (2Z)-3,7-dimethyl-2,6-octadienal, and (2E)-3,7-dimethyl-2,6-octadienal.

7. The composition of any one of claims 1 to 6, comprising 1-dodecanol and 1-decanol.

8. The composition of any one of claims 1 to 6, comprising 1-dodecanol and p-menthan-7-ol.

9. The composition of any one of claims 1 to 6, comprising 1-decanol, p-menthan-7-ol, γ-dodecalactone, methyl dihydrojasmonate and rose geranium oil.

10. The composition of any one of claims 1 to 6, comprising 1-dodecanol, 1-decanol, cinnamaldehyde and citral.

11. The composition of any one of claims 1 to 6, comprising cinnamaldehyde, citral, 10-undecenal, p-menthan-7-ol and cyclopropylmethyl 3-hexenoate.

12. 7. The composition of any one of claims 1 to 6, comprising lemongrass, cinnamon oil and cyclopropylmethyl 3-hexenoate.

13. The composition according to any one of claims 1 to 6, comprising (2E,6Z)-2,6-nonadienal, cinnamon oil, δ-undecalactone and Littorium cuspidatum oil.

14. The composition of any one of claims 1 to 6, comprising (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (2Z)-3,7-dimethyl-2,6-octadienal and (2E)-3,7-dimethyl-2,6-octadienal.

15. The composition of any one of claims 1 to 6, comprising (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, (2Z)-3,7-dimethyl-2,6-octadienal and (2E)-3,7-dimethyl-2,6-octadienal.

16. The composition of any one of claims 1 to 6, comprising (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (2Z)-3,7-dimethyl-2,6-octadienal, and (2E)-3,7-dimethyl-2,6-octadienal.

17. The composition of any one of claims 1 to 6, comprising (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal and octanoic acid.

18. The composition of any one of claims 1 to 6, comprising (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal and octanoic acid.

19. 7. The composition of claim 1, comprising cinnamon oil, (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, and octanoic acid.

20. A hair care product comprising a composition according to any one of claims 1 to 19.

21. A hair care product according to claim 20, comprising the anti-dandruff composition in an amount of from 0.05 to 5% by weight, preferably from 0.05 to 3% by weight, more preferably from 0.05 to 2% by weight.

22. 22. A hair care product according to claim 20 or 21, selected from the group comprising leave-in hair lotions, creams, and rinse-off shampoos, conditioners, scalp lotions, scalp serums, scalp scrubs, and shower gels.

23. 23. A hair care product according to any one of claims 20 to 22, further comprising one or more anti-dandruff agents, preferably selected from the group consisting of hexamidine diisethionate, dichlorobenzyl alcohol (DCBA), piroctone olamine, climbazole, selenium sulfide, coal tar, azelaic acid, ketoconazole, salicylic acid, undecylenic acid, zinc pyrithione and mixtures thereof.

24. 24. The hair care product of any one of claims 20 to 23, further comprising one or more of: onigiri extract, isomerized corn syrup, vitamin B6 and its derivatives, niacinamide, and panthenol (provitamin B5).

25. 25. Use of a composition according to any one of claims 1 to 19 or a hair care product according to any one of claims 20 to 24 for the treatment or prevention of dandruff.

26. 26. A method for treating or preventing dandruff, comprising applying a composition according to any one of claims 1 to 19 or a hair care product according to any one of claims 20 to 25 to a person in need thereof.

27. 1. A method for identifying a test compound or composition useful for treating and / or preventing dandruff, comprising: (a) assaying whether the test composition reduces the growth of Malassezia furfur; and / or (b) assaying whether the test composition reduces the growth of Malassezia globosa; and / or (c) assaying whether the test composition inhibits the growth of Malassezia restricta. Including, Compounds or compositions that test positive in one or more assays are useful in / as anti-dandruff compositions. method.

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