Anti-dandruff composition

Abstract

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

Description

Background Art

[0001] Dandruff is a common condition that causes scalp inflammation and itching. It also causes white flakes to appear on the hair, affecting approximately 50% of adults. While dandruff is not contagious or medically serious, it can be unpleasant, distressing, and embarrassing for those who suffer from it.

[0002] The primary cause of dandruff is an overgrowth of certain fungi, particularly Malassezia. This fungus is present on the scalp of most adults. It feeds on the oils on the scalp, breaking them down and leaving behind oleic acid. Many people are sensitive to oleic acid. The body reacts to this acid by increasing the rate of skin cell turnover. This attempt to remove the irritant from the scalp can lead to flakes. Flakes are dead skin cells that are noticeable on the scalp and even on the shoulders.

[0003] A common dandruff treatment involves the use of zinc pyrithione (ZPT) compounds. However, at least in Europe, this compound has recently been classified as a carcinogen, mutagen, or reproductive toxicant in cosmetics, leading to a ban on its use in cosmetics. This has necessitated the search for alternative antidandruff agents for use in consumer products. Furthermore, there is a need for such agents to possess acceptable, pleasant sensory properties to promote their wider application.

[0004] The present inventors have endeavored to identify compounds or compositions that are useful as anti-dandruff compositions. BRIEF DESCRIPTION OF THE DRAWINGS

[0005] Figure 1: Changes in the dandruff score (ASFS) after 14 days in two groups of patients treated with placebo and 0.6% of Mixture 7, respectively. Summary of the Invention

[0006] The present invention relates to an anti-dandruff composition (hereinafter also abbreviated as ADC), which comprises one or more of the following fragrance compounds:

[0007] (A) Compound of formula (I):

[0008] R A –Z–R B (I)

[0009] in

[0010] R A is R1, where R1 is C4-C 12 Alkyl, C4-C8 alkenyl or C4-C8 alkynyl; or

[0011]

[0012] 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 group selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene;

[0013] Z is C(=O) or CH2;

[0014] R B is H, OH or OR2, wherein R2 is C 1-6 Alkyl or (carbocyclyl)alkyl; and / or

[0015] (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, geranium rose oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropane aldehyde, 4-formyl-2-methoxyphenyl 2-methylpropionate, [(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, amyl salicylate, Siberian pine oil, (1'RS, 2RS, 2'RS, (1RS,2RS,2RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,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 ylidene-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-naphthaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatetracyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,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,2RS,7SR,8SR,10E)-10-ethylidene-3-oxatricyclo [6.2.1.0~2,7~]undecane, (3-methylbutoxy) allyl acetate, (2-methylbutoxy) allyl 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, 2,2-dimethyl-6-methylenecyclohexanecarboxylic acid methyl ester, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, cabreuva oil oil), elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z )-2,4-decadienoic acid ethyl ester, 2-(methylamino)benzoic acid methyl ester, diphenyl ether (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-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl ester, (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-octenonitrile, 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) ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6 ,7,8,8a-octahydro-2-naphthyl] ene ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ene ketone, (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.

[0016] In a specific embodiment, the compound of formula (I) is selected from one or more of the following:

[0017] (i) Compound of formula (II):

[0018]

[0019] in

[0020] R1 is C4-C8 alkyl, C4-C8 alkenyl or C4-C8 alkynyl, and

[0021] R2 is C 1-6 Alkyl or (carbocyclyl)alkyl;

[0022] (ii) Compound of formula (III):

[0023]

[0024] in

[0025] R3 is H, C1-C6 alkyl or C1-C6 alkoxy;

[0026] R4 is H, OH, C1-C6 alkyl optionally substituted with hydroxy, or C1-C6 alkoxy;

[0027] A is a divalent group selected from the group consisting of a bond, a C1-C6 alkylene group, or a C2-C6 alkenylene group;

[0028] (iii) Compounds of formula (IV):

[0029] R5-CH2OH(IV)

[0030] Where R5 is C5-C 12 alkyl;

[0031] (iv) (2E,6Z)-2,6-nonadienal.

[0032] In a particular embodiment, the compound of formula (II) is selected from the group consisting of: methyl octinecarbonate, cyclopropylmethyl 3-hexenoate, and (+ / -)-ethyl 2-methylbutanoate.

[0033] In a specific embodiment, the compound of formula (III) is selected from the group consisting of p-anisylpropionaldehyde, 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 p-anisaldehyde.

[0034] In a particular embodiment, the compound of formula (IV) is selected from the group consisting of: 1-decanol, 1-dodecanol, 1-hexanol, and 2-ethyl-1-hexanol.

[0035] In a specific embodiment, the anti-dandruff composition further comprises one or more of the following compounds: p-menthan-7-ol, γ-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, δ-undecalactone, litsea cubeba (Litsea cubeba) oil, and 10-undecenal.

[0036] In a specific embodiment, the anti-dandruff composition comprises: 1-dodecanol and 1-decanol.

[0037] In a specific embodiment, the anti-dandruff composition comprises: 1-dodecanol and p-menthan-7-ol.

[0038] In a specific embodiment, the anti-dandruff composition comprises: 1-decanol, p-menthan-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, and geranium rose oil.

[0039] In a specific embodiment, the anti-dandruff composition comprises: 1-dodecanol, 1-decanol, cinnamaldehyde, and citral.

[0040] In a specific embodiment, the anti-dandruff composition comprises: cinnamaldehyde, citral, 10-undecenal, p-menthan-7-ol, and cyclopropylmethyl-3-hexenoate.

[0041] In a specific embodiment, an anti-dandruff composition comprises: lemongrass, cinnamon oil, and cyclopropyl methyl 3-hexenoate.

[0042] In a specific embodiment, an anti-dandruff composition comprises: (2E,6Z)-2,6-nonadienal, cinnamon oil, delta-undecalactone, and litsea cubeba oil.

[0043] In a specific embodiment, 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.

[0044] One aspect of the present invention provides a hair care product comprising an anti-dandruff composition as defined above.

[0045] In a particular embodiment, the hair care product is selected from the group consisting of leave-on lotions and sprays, creams, rinse-off shampoos, dry shampoos, conditioners, scalp washes, scalp serums, scalp scrubs, and body washes.

[0046] Another aspect of the present invention relates to the use of an anti-dandruff composition or hair care product as defined above for treating and / or preventing dandruff.

[0047] In a particular embodiment, the use relates to cosmetic use, ie non-therapeutic use, for the treatment and / or prevention of dandruff.

[0048] In another aspect, the present invention relates to an anti-dandruff composition or hair care product as defined above, for use in the treatment and / or prevention of dandruff.

[0049] In another aspect, the present invention relates to a method for treating and / or preventing dandruff, which method comprises administering to a person in need thereof an anti-dandruff composition or hair care product as defined above.

[0050] In another aspect, the present invention provides a method for identifying a test compound or composition useful for treating and / or preventing dandruff, comprising:

[0051] (a) determining whether the test composition reduces the growth of Malassezia furfur, and / or,

[0052] (b) determining whether the test composition reduces the growth of Malassezia globosa, and / or,

[0053] (c) determining whether the test composition disrupts the growth of Malassezia restricta,

[0054] Among these, compounds or compositions that test positive in one or more of the assays can be used / utilized as anti-dandruff compositions.

[0055] In a specific embodiment, the method further comprises determining whether the test composition reduces the growth of Staphylococcus aureus.

[0056] The present invention also relates to the use of the following compounds for treating and / or preventing dandruff:

[0057] (A) Compound of formula (I):

[0058] R A –Z–R B (I)

[0059] in

[0060] R A is R1, where R1 is C4-C 12 Alkyl, C4-C8 alkenyl or C4-C8 alkynyl; or

[0061]

[0062] 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 group selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene;

[0063] Z is C(=O) or CH2;

[0064] R B is H, OH or OR2, wherein R2 is C 1-6 Alkyl or (carbocyclyl)alkyl; and / or

[0065] (B) a compound selected from the group consisting of: (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, geranium rose oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxadiene)heterocycle penten-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropionate, [(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, amyl salicylate, Siberian pine oil, (1'RS, (1RS,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-naphthaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-Ethylidene-3-oxatetracyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,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, (3-methylbutoxy) allyl acetate, (2-methylbutoxy) allyl 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-butene -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, 2,2-dimethyl-6-methylenecyclohexanecarboxylic acid methyl ester, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, balsam fruit oil, elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate ,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z)-2,4-decadienoic acid ethyl ester, 2-(methylamino)benzoic acid methyl ester, diphenyl ether, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl ester, (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-octenonitrile, 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) ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6 ,7,8,8a-octahydro-2-naphthyl] ene ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ene ketone, (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.

[0066] The present invention also relates to a method for treating or preventing dandruff, comprising administering to a person in need thereof:

[0067] (A) Compound of formula (I):

[0068] R A –Z–R B (I)

[0069] in

[0070] R A is R1, where R1 is C4-C 12 Alkyl, C4-C8 alkenyl or C4-C8 alkynyl; or

[0071]

[0072] 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 group selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene;

[0073] Z is C(=O) or CH2;

[0074] R B is H, OH or OR2, wherein R2 is C 1-6 Alkyl or (carbocyclyl)alkyl; and / or

[0075] (B) a compound selected from the group consisting of: (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, geranium rose oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxadiene)heterocycle penten-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropionate, [(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, amyl salicylate, Siberian pine oil, (1'RS, (1RS,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-naphthaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-Ethylidene-3-oxatetracyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,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, (3-methylbutoxy) allyl acetate, (2-methylbutoxy) allyl 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-butene -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, 2,2-dimethyl-6-methylenecyclohexanecarboxylic acid methyl ester, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, balsam fruit oil, elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate ,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z)-2,4-decadienoic acid ethyl ester, 2-(methylamino)benzoic acid methyl ester, diphenyl ether, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl ester, (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-octenonitrile, 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) ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6 ,7,8,8a-octahydro-2-naphthyl] ene ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ene ketone, (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. DETAILED DESCRIPTION

[0076] definition

[0077] Throughout the entirety of this disclosure, various chemical names and structures can be recited. Unless otherwise specified, any stereoisomer of a recited chemical name or structure is contemplated, e.g., enantiomers, diastereomers, anomers, epimers, etc.; as well as geometric isomers, e.g., cis / trans or E / Z isomers. One of ordinary skill in the art will appreciate that a stereoisomer can have one stereocenter, resulting in an enantiomer, or multiple stereocenters, resulting in diastereomers, each stereocenter having one of two different stereochemistries (i.e., R or S). Enantiomers are characterized by their ability to rotate plane-polarized light to the right, referred to as dextrorotary, “(+)” or “D”, or to the left, referred to as levorotary, “(-)” or “L”. Enantiomers can exist as racemic mixtures (+ / -), scalemic mixtures, or as pure enantiomers. Geometric isomers refer to isomers that differ in the spatial relationship of atoms around a double bond, typically designated as E or Z as conventionally understood in the chemical arts. Geometric isomers can exist as pure isomers or as mixtures of E and Z isomers. All such isomeric variations of the chemical names or structures described herein are included.

[0078] As used herein, “alkyl” refers to a straight or branched chain, fully saturated hydrocarbon chain (i.e., does not contain double or triple bonds). In some embodiments, an alkyl group has 1 to 20 carbon atoms (whenever it appears in the herein any numerical range, includes each integer within the specified range; e.g., “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 and including 20 carbon atoms, although the definition also covers instances of the term “alkyl” where no numerical range is specified). The alkyl can also be a medium size alkyl having 1 to 9 carbon atoms. The alkyl can also be a lower alkyl having 1 to 4 carbon atoms. Alkyl groups can be referred to as “C 1-4 alkyl” or similar designations. By way of example only, “C 1-4 alkyl” or “C1-C4 alkyl” means 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, iso-propyl, n-butyl, iso-butyl, sec-butyl, and t-butyl. Typical alkyl groups include, but are in no way limited to, methyl, ethyl, propyl, iso-propyl, butyl, iso-butyl, t-butyl, pentyl, hexyl, 1-methylprop-1-yl, 2-ethylhex-1-yl, decyl, dodecyl, and the like. Unless indicated to the contrary, the term “alkyl” refers to a group that is unsubstituted.

[0079] As used herein, “alkoxy” refers to a group of the formula -OR, wherein R is an alkyl group as defined above, e.g., “C 1-9"Alkoxy" includes, but is not limited to, methoxy, ethoxy, n-propoxy, 1-methylethoxy (isopropoxy), n-butoxy, isobutoxy, sec-butoxy and tert-butoxy.

[0080] As used herein, "alkenyl" refers to a straight or branched hydrocarbon chain containing one or more double bonds. In some embodiments, an alkenyl group has 2 to 20 carbon atoms, although this definition also encompasses occurrences of the term "alkenyl" where no numerical range is specified. An alkenyl group may also be a medium-sized alkenyl group having 2 to 9 carbon atoms. An alkenyl group may also be a lower alkenyl group having 2 to 4 carbon atoms. An alkenyl group may be referred to as a "C 2-4 "C2-C4 alkenyl" or similar names. For example only, "C 2-4 "Alkenyl" means 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-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 indicated, the term "alkenyl" refers to groups that are not further substituted.

[0081] 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 also be a medium-sized alkynyl group having 2 to 9 carbon atoms. An alkynyl group may also be a lower alkynyl group having 2 to 4 carbon atoms. An alkynyl group may be referred to as a "C 2-4 "C2-C4 alkynyl" or similar designations. For example only, "C 2-4 "Alkynyl" means 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, and hexynyl, and the like. Unless otherwise indicated, the term "alkynyl" refers to a group that is not further substituted.

[0082] As used herein, "alkylene" refers to a fully saturated, branched or straight-chain diradical chemical group containing only carbon and hydrogen, which is connected to the rest of the molecule (i.e., an alkanediyl group) by two points of attachment. In some embodiments, an alkylene group has from 1 to 20 carbon atoms, although this definition also encompasses occurrences of the term alkylene where no numerical range is specified. An alkylene group may also be a medium-sized alkylene group having from 1 to 9 carbon atoms. An alkylene group may also be a low-sized alkylene group having from 1 to 4 carbon atoms. An alkylene group may be referred to as a "C 1-4 Alkylene" or similar designations. For example only, "C 1-4 “Alkylene” means 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, propylene-1,1-diyl, propylene-2,2-diyl, 1-methyl-ethylene, butylene, butane-1,1-diyl, butane-2,2-diyl, 2-methyl-propylene-1,1-diyl, 1-methyl-propylene, 2-methyl-propylene, 1,1-dimethyl-ethylene, 1,2-dimethyl-ethylene and 1-ethyl-ethylene. Unless otherwise indicated, the term “alkylene” refers to groups that are not further substituted.

[0083] As used herein, "alkenylene" refers to a straight or branched diradical chemical group containing only carbon and hydrogen and containing at least one carbon-carbon double bond connected to the rest of the molecule by two points of attachment. In some embodiments, alkenylene has 2 to 20 carbon atoms, although this definition also encompasses occurrences of the term alkenylene where no numerical range is specified. Alkenylene can also be a medium-sized alkenylene having 2 to 9 carbon atoms. Alkenylene can also be a lower alkenylene having 2 to 4 carbon atoms. Alkenylene groups can be referred to as "C 2-4 "C2-C4 alkenylene" or similar names. For example only, "C 2-4"Alkenylene" means that there are 2 to 4 carbon atoms in the alkenylene chain, i.e., the alkenylene chain is selected from the group consisting of vinylene, ethylene-1,1-diyl, propenylene, propen-1,1-diyl, prop-2-ene-1,1-diylidene, 1-methylvinylene, but-1-enylidene, but-2-enylidene, buta-1,3-dienyl, butene-1,1-diyl, buta-1,3-diene-1,1-diyl, but-2-ene-1,1-diyl, buta-3-ene-1, ... 1-diyl, 1-methyl-1-propen-2-ene-1,1-diyl, 2-methyl-1-propen-2-ene-1,1-diyl, 1-ethyl-vinylene, 1,2-dimethyl-vinylene, 1-methyl-propenylene, 2-methyl-propenylene, 3-methyl-propenylene, 2-methyl-propenylene-1,1-diyl and 2,2-dimethyl-vinylene-1,1-diyl. Unless otherwise indicated, the term "alkenylene" refers to a group that is not further substituted.

[0084] As used herein, "carbocyclyl" refers to a non-aromatic ring or ring system that contains only carbon atoms in the ring system backbone. When a carbocyclyl is a ring system, two or more rings can be joined together in a fused, bridged, or spiro manner. A carbocyclyl can have any degree of saturation, provided that at least one ring in the ring system is not aromatic. Thus, carbocyclyl includes cycloalkyl, cycloalkenyl, and cycloalkynyl groups. In some embodiments, a carbocyclyl has 3 to 20 carbon atoms, although this definition also encompasses occurrences of the term "carbocyclyl" where no numerical range is specified. A carbocyclyl can also be a medium-sized carbocyclyl having 3 to 10 carbon atoms. A carbocyclyl can also be a carbocyclyl having 3 to 6 carbon atoms. A carbocyclic group can be referred to as a "C 3-6

[0014] "carbocyclyl," "C3-C6 carbocyclyl," or similar designations. Examples of carbocyclyl rings include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl, 2,3-dihydroindane, bicyclo[2.2.2]octyl, adamantyl, and spiro[4.4]nonyl. Unless otherwise indicated, the term "carbocyclyl" refers to a group that is not further substituted.

[0085] As used herein, "(carbocyclyl)alkyl" refers to a carbocyclyl group attached as a substituent through an alkylene group, for example, "C 4-10 (Carbocyclyl)alkyl" and the like, including but not limited to cyclopropylmethyl, cyclobutylmethyl, cyclopropylethyl, cyclopropylbutyl, cyclobutylethyl, cyclopropylisopropyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, cyclohexylethyl, cycloheptylmethyl and the like. In some cases, alkylene is lower alkylene.

[0086] Compositions of the present invention

[0087] The present invention relates to anti-dandruff compositions.

[0088] As described herein, given that ZPT has recently been designated as a carcinogen, mutagen, or reproductive toxicant in cosmetics, and therefore its use in cosmetics is prohibited, there is a need to identify alternative anti-dandruff agents for use in consumer products. Furthermore, there is an additional need for such agents to possess acceptable and pleasant sensory properties to promote their wider application.

[0089] The present inventors have devoted themselves to identifying compounds that can be used in anti-dandruff compositions. To identify such compounds, they have developed a series of assays disclosed in this application that can identify such compounds or compositions based on their ability to inhibit the growth of microbial species known to be the primary cause of dandruff. These compounds can enhance the overall efficacy of anti-dandruff hair care / scalp care products through their own antimicrobial effects and / or by enhancing the efficacy of anti-dandruff active ingredients (e.g., hexamidine bis(hydroxyethyl sulfonate), 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 bis(hydroxyethyl sulfonate), dichlorobenzyl alcohol (DCBA), salicylic acid, and ketoconazole).

[0090] They devised a method for identifying whether a test compound or composition is useful in an anti-dandruff composition by (i) determining whether the test composition reduces the growth of Malassezia furfur, (ii) determining whether the test composition reduces the growth of Malassezia globosa, and / or (iii) determining whether the test composition reduces the growth of Malassezia restricta. More information on the performance of the assays can be found in the accompanying examples and is further described below.

[0091] A positive result in one or more of these assays means that the compound or composition is useful in an anti-dandruff composition.

[0092] In a specific embodiment, the above assay is a disc-diffusion assay.

[0093] As used herein, "dandruff" refers to a scalp condition in which white flakes develop and fall off the hair.

[0094] 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 restrictosa. An anti-dandruff composition is identified by demonstrating a positive result in one or more of the assays described herein. By "positive result," the inventors mean that the composition inhibits or reduces the growth of one or more of Malassezia furfur, Malassezia globosa, and Malassezia restrictosa, compared to a control comprising the same sample mixture but lacking the test compound / composition.

[0095] Therefore, the first aspect of the present invention provides an anti-dandruff composition comprising one or more of the following fragrance compounds:

[0096] (A) Compound of formula (I):

[0097] R A –Z–R B (I)

[0098] in

[0099] R A is R1, where R1 is C4-C 12 Alkyl, C4-C8 alkenyl or C4-C8 alkynyl; or

[0100]

[0101] 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 group selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene;

[0102] Z is C(=O) or CH2;

[0103] R B is H, OH or OR2, wherein R2 is C 1-6 Alkyl or (carbocyclyl)alkyl; and / or

[0104] (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, geranium rose oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropane aldehyde, 4-formyl-2-methoxyphenyl 2-methylpropionate, [(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, amyl salicylate, Siberian pine oil, (1'RS, 2RS, 2'RS, (1RS,2RS,2RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,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 ylidene-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-naphthaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatetracyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,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, (3-methylbutoxy) allyl acetate, (2-methylbutoxy) allyl 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-butene -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, 2,2-dimethyl-6-methylenecyclohexanecarboxylic acid methyl ester, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, balsam fruit oil, elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate ,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z)-2,4-decadienoic acid ethyl ester, 2-(methylamino)benzoic acid methyl ester, diphenyl ether, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl ester, (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-octenonitrile, 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) ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6 ,7,8,8a-octahydro-2-naphthyl] ene ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ene ketone, (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.

[0105] To the best of the inventors' knowledge, this is the first time that one or more of the above compounds have been used to prepare an anti-dandruff composition.

[0106] In a specific embodiment, the C4-C8 alkenyl group referred to by R1 in formula (I) is a C6-C8 alkenyl group.

[0107] In a particular embodiment, the C1-C6-alkylene group referred to by A in formula (I) is a C2-C6-alkylene group, in particular a C2-C4-alkylene group, even more in particular a C2-C3-alkylene group.

[0108] In a particular embodiment, the C2-C6 alkenylene group referred to by A in formula (I) is a C3-C6 alkenylene group, in particular a C4-C6 alkenylene group, even more in particular a C5-C6 alkenylene group.

[0109] In a specific embodiment, R2 in formula (I) is related to C 1-6 Alkyl is C1 alkyl or C 3-6 Alkyl groups, especially C 3-5 Alkyl groups, even more particularly C 3-4 alkyl.

[0110] In a specific embodiment, R2 in formula (I) is related to C 1-6 Alkyl is C 3-6 alkyl.

[0111] In a specific embodiment, R2 in formula (I) is related to C 1-6 The alkyl group is methyl, ethyl or cyclopropylmethyl.

[0112] In a specific embodiment, R1 in formula (I) is C4-C 12 The alkyl group is a C4-C5, C7 or C9 alkyl group.

[0113] In a specific embodiment, the C1-C6 alkoxy group referred to by R3 in formula (I) is H or C3-C6 alkyl or C1 or C3-C6 alkoxy.

[0114] In a specific embodiment, R4 in formula (I) is H, -OH or C1-C6 alkyl or C1 alkoxy (methoxy).

[0115] In a specific embodiment, R1 in formula (I) is C4-C 12 The alkyl group is C4-C 10 Alkyl or C 12 alkyl.

[0116] In a preferred embodiment, the compound of formula (I) is selected from one or more of the following:

[0117] (i) Compound of formula (II):

[0118]

[0119] in

[0120] R1 is C4-C8 alkyl, C4-C8 alkenyl or C4-C8 alkynyl, and

[0121] R2 is C 1-2 Alkyl or (carbocyclyl)alkyl;

[0122] (ii) Compound of formula (III):

[0123]

[0124] in

[0125] R3 is H, C1-C6 alkyl or C1-C6 alkoxy;

[0126] R4 is H, OH, C1-C6 alkyl optionally substituted with hydroxy, or C1-C6 alkoxy;

[0127] A is a divalent group selected from the group consisting of a bond, a C1-C6 alkylene group, or a C2-C6 alkenylene group;

[0128] (iii) Compounds of formula (IV):

[0129] R5-CH2OH(IV)

[0130] Where R5 is C5-C 12 alkyl;

[0131] (iv) (2E,6Z)-2,6-nonadienal.

[0132] In a specific embodiment, the compound of formula (III) is:

[0133]

[0134] in

[0135] R3 is a C1-C6 alkyl group or a C1-C6 alkoxy group;

[0136] R4 is H, -OH, C1-C6 alkyl optionally substituted with hydroxy, or C1-C6 alkoxy;

[0137] A is a divalent group selected from the group consisting of a bond, a C1-C6 alkylene group, or a C2-C6 alkenylene group.

[0138] In a specific embodiment, the compound of formula (III) is:

[0139]

[0140] in

[0141] R3 is H, C1-C6 alkyl or C1-C6 alkoxy;

[0142] R4 is H, OH, C1-C6 alkyl optionally substituted with hydroxyl, or C1-C6 alkoxy;

[0143] A is a divalent radical selected from the group consisting of a bond, C1-C6 alkylene, or C2-C6 alkenylene.

[0144] In a particular embodiment, the compound of formula (III) is:

[0145]

[0146] wherein

[0147] R3 is H, C1-C6 alkyl, or C1-C6 alkoxy;

[0148] R4 is H, OH, C1-C6 alkyl optionally substituted with hydroxyl, or C1-C6 alkoxy;

[0149] A is a divalent radical selected from the group consisting of a bond, C2-C6 alkylene, or C2-C6 alkenylene.

[0150] In a particular embodiment, the compound of formula (III) is p-anisaldehyde, ethyl vanillin, or a compound of formula:

[0151]

[0152] wherein

[0153] R3 is H, C1-C6 alkyl, or C1-C6 alkoxy;

[0154] R4 is H, -OH, C1-C6 alkyl, or C1-C6 alkoxy;

[0155] R6 is H, C1-C2 alkyl;

[0156] R7 is H, C1-C2 alkyl;

[0157] or a compound of formula:

[0158]

[0159] wherein

[0160] R3 is H, C1-C6 alkyl, or C1-C6 alkoxy;

[0161] R4 is H, OH, C1-C6 alkyl, or C1-C6 alkoxy;

[0162] R6 is H, C1-C2 alkyl;

[0163] R8 is H, C1-C2 alkyl;

[0164] R9is H, C1-C2alkyl.

[0165] For the sake of clarity, by the wavy bond in the compound of formula (III") or in a similar compound, it is meant the usual meaning understood by the person skilled in the art, i.e. the double bond can be in the cis configuration corresponding to the Z isomer, in the trans configuration corresponding to the E isomer or in a mixture thereof. In other words, the compound of formula (III') can be in the form of its E or Z isomer or in the form of a mixture thereof. In particular, the compound (III") can be in the form of a mixture consisting of the isomers E and Z, wherein said isomer E represents at least 25%, at least 35%, at least 50% or even at least 75% of the total amount of the mixture (i.e. the ratio of the mixture E / Z is comprised between 75 / 25 and 100 / 0).

[0166] In a particular embodiment, in the compound of formula (III') or (III"), R6is H or methyl.

[0167] In a particular embodiment, in the compound of formula (III') or (III"), R7is H or methyl.

[0168] In a particular embodiment, in the compound of formula (III"), R8is H or methyl.

[0169] In a particular embodiment, in the compound of formula (III"), R9is H or methyl.

[0170] In a particular embodiment, in the compound of formula (III"), at least one, preferably at least two, of R6, R7, R8and R9are hydrogen and the remaining groups are H or methyl.

[0171] In a particular embodiment, the compound of formula (II) is selected from the group consisting of methyl octynoate, cyclopropylmethyl 3-hexenoate and ethyl 2-methylbutyrate.

[0172] In a particular embodiment, the compound of formula (III) is selected from the group consisting of p-anisaldehyde, cyclamen aldehyde, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (4E)-2,4-dimethyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, cuminaldehyde, lilial, ethyl vanillin, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal and p-anisic aldehyde.

[0173] In a particular embodiment, the compound of formula (IV) is selected from the group consisting of 1-decanol, 1-dodecanol, 1-hexanol and 2-ethyl-1-hexanol.

[0174] In a specific embodiment, the composition further comprises one or more of the following compounds: p-menthan-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, delta-undecalactone, litsea cubeba oil, and 10-undecalactone.

[0175] The compounds used in the anti-dandruff compositions are discussed below.

[0176] "Methyl octyne carbonate" is a substance known in the art. It has a floral, green, violet, melon, and cucumber aroma, and a flavor profile of green, melon, cucumber, violet, and tropical fruit. "Methyl octyne carbonate" includes methyl 2-nonynoate, as well as a substance registered under CAS 111-80-8, which is available from various sources.

[0177] "Cyclopropyl methyl 3-hexenoate" is a substance known in the art. The substance with registration number CAS 1253411-72-1, which is available from various sources, is also included.

[0178] "Ethyl 2-methylbutanoate" is a substance known in the art. It has a sharp, sweet, green apple and 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 various sources.

[0179] "P-anisylpropionaldehyde" is a substance known in the art. It has a sweet, aniseed, basil, fennel, raspberry, and green aroma. "P-anisylpropionaldehyde" includes (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal and the substance registered under CAS 5462-06-6, which is available from various sources.

[0180] Cyclamen propanal is a substance known in the art. It has a fresh, watery, floral, cyclamen-like, and sweet aroma. Cyclamen propanal includes 3-(4-tert-butylphenyl)propanal and the substance registered under CAS 18127-01-0, which is available from various sources.

[0181] "(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 with registration number CAS 1226911-69-8, which is available from various sources.

[0182] "Cyclamen aldehyde" is a substance known in the art. It has a floral, cyclamen, fresh, rhubarb, musty, and green aroma, and flavors that are green, tropical fruit, rhubarb, watery, oily, cyclamen, cortex, and phenolic. "Cyclamen aldehyde" includes (+ / -)-3-(4-isopropylphenyl)-2-methylpropanal and the substance registered under CAS 103-95-7, which is available from various sources.

[0183] "Floral butanal" is a substance known in the art. It has a floral, green, lily-of-the-valley, fresh, and rich aroma. "Floral butanal" includes (+ / -)-3-(3-isopropylphenyl)butanal, as well as the substance registered with CAS 125109-85-5, which is available from various sources. This substance is also known in the art as florhydral.

[0184] Lilial is a substance known in the art. It has a floral, lily-of-the-valley, watery, green, powdery, and cumin-like aroma. Lilial includes (+ / -)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal, as well as the substance registered under CAS 80-54-6, which is available from various sources.

[0185] "Ethyl vanillin" is a substance known in the art. It has a sweet, creamy, vanilla, caramel aroma and a sweet, creamy, vanilla, smooth, and caramel-like flavor. "Ethyl vanillin" includes 3-ethoxy-4-hydroxybenzaldehyde and a substance with registration number CAS 121-32-4, which is available from various sources.

[0186] "p-Anisaldehyde" is a substance known in the art. It has sweet, powdery, mimosa-like, floral, hawthorn, and balsamic aromas, as well as creamy, powdery, vanilla, and spicy notes with a typical cotton candy flavor. "p-Anisaldehyde" includes 4-methoxybenzaldehyde and the substance with CAS number 123-11-5, which is available from various sources.

[0187] 1-Decanol is a well-known substance in the art. It has a fatty, waxy, floral, orangey, sweet, clean, watery odor and a waxy, green, fatty, floral, woody, watery, citrus flavor. 1-Decanol includes the substance registered under CAS 112-30-1, which is commercially available from various sources.

[0188] 1-Dodecanol is a well-known substance in the art. It has an earthy, soapy, waxy, fatty, honeyed, and coconutty odor, as well as a soapy, waxy, clean, aldehydic, earthy, cilantro, watery, fatty, and greasy flavor. 1-Dodecanol includes the substance registered under CAS 112-53-8, which is commercially available from various sources.

[0189] 1-Hexanol is a well-known substance in the art. It has a pungent, ethereal, fusel oil, fruity, and alcoholic odor, and a flavor profile characterized by green, fruity, apple peel, and oily notes. 1-Hexanol includes the substance registered under CAS 111-27-3, which is commercially available from various sources.

[0190] 2-Ethyl-1-hexanol is a well-known substance in the art. It has a citrus, fresh, floral, oily, and sweet aroma, and a sweet, fatty, and fruity flavor. 2-Ethyl-1-hexanol includes the substance registered under CAS 104-76-7, which is commercially available from various sources.

[0191] (2E,6Z)-2,6-nonadienal is a well-known substance in the art. It has a green, fatty, dry, cucumber-like aroma and flavors of green, cucumber, melon, fat, and rindy citrus peel. (2E,6Z)-2,6-nonadienal includes the substance registered under CAS 557-48-2, which is available from various sources.

[0192] (2E)-2-Dodecenal is a substance well known in the art. It has citrus, metallic, mandarin, orange, waxy, and aldehydic aromas, as well as waxy, citrus, peel, aldehydic, bitter, orange, tangerine, cilantro, fatty, and herbal flavors. (2E)-2-Dodecenal includes the substance registered under CAS 20407-84-5, which is available from various sources.

[0193] Indole is a well-known substance in the art. It has an odor that is animalic, floral, mothball, fecal, and naphthalene, and a flavor that is pungent, floral, with hints of naphtha and mothballs, along with fecal, animal, and musty characteristics. Indole includes the substance registered under CAS 120-72-9, which is available from a variety of sources.

[0194] Methyl 2,4-dihydroxy-3,6-dimethylbenzoate is a well-known substance in the art. It has a mossy, oakmoss, woody, phenolic, and earthy aroma, and a mossy, dry, earthy, woody, phenolic, oakmoss, spicy, and powdery flavor. Methyl 2,4-dihydroxy-3,6-dimethylbenzoate includes Veramoss, Evernyl, and a substance registered under CAS 4707-47-5, available from various sources.

[0195] Geranium rose oil is a well-known substance in the art. It has a floral, green, spicy, red rose, dill-like aroma, and a floral flavor. Geranium rose oil includes the substance registered under CAS 8000-46-2, which is available from various sources.

[0196] "4-Methyl-2-pentylpyridine" is a substance well known in the art. "4-Methyl-2-pentylpyridine" includes the substance with registration number CAS 84625-54-7, which is available from various sources.

[0197] "p-Menthan-7-ol" is a well-known substance in the art. It has a fresh, clean, floral aroma, reminiscent of magnolia, lily of the valley, cumin, and grass, and a fresh, soft, clean, floral flavor. "p-Menthan-7-ol" includes trans-4-(2-propanyl)cyclohexyl]methanol and cis-4-(2-propanyl)cyclohexyl]methanol, as well as a substance with registration number CAS 5502-75-0, which is commercially available from various sources.

[0198] "γ-Dodecalactone" is a substance well known in the art. It has a fatty, peachy, sweet, metallic, and fruity aroma, and a fruity, fatty, creamy, buttery, and peachy flavor. "γ-Dodecalactone" includes (+ / -)-5-octyldihydro-2(3H)-furanone and the material registered under CAS 2305-05-7, which is commercially available from various sources.

[0199] "Methyl dihydrojasmonate" is a well-known substance in the art. It has floral, oily, jasmine, green, lactonic, tropical, and natural aromas, as well as sweet, floral, citrus, fruity, and berry flavors. "Methyl dihydrojasmonate" includes methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)acetate, as well as the substance registered under CAS 2570-03-8, which is commercially available from various sources.

[0200] Cinnamaldehyde is a well-known substance in the art. It has a pungent cinnamon aroma and a spicy, cinnamon-sweet flavor. Cinnamaldehyde includes (E)-3-phenyl-2-propenal and the substance registered under CAS 104-55-2, which is available from various sources.

[0201] Citral is a well-known substance in the art. It has a sharp, lemony, sweet aroma and a fresh, juicy, lemony, peel-like flavor. Citral includes (Z)-3,7-dimethyl-2,6-octadienal and (E)-3,7-dimethyl-2,6-octadienal, as well as a substance registered under CAS 5392-40-5, which is available from various sources.

[0202] "Lemongrass oil" is a substance well known in the art. It has a fresh, sweet, lemony, grassy, ​​and green aroma, as well as flavors such as green, citrus, lemon, floral, linalool, spice, and chamomile. "Lemongrass oil" includes the substance registered under CAS 8007-02-1, which is available from a variety of sources.

[0203] "Cinnamon oil" is a substance well known in the art. It has a sweet, spicy, aromatic, fruity, aldehydic, and woody aroma, and a spicy, sweet, aromatic, aldehydic, fruity, honeyed, and woody flavor. "Cinnamon oil" includes cinnamon bark oil, as well as the substance registered under CAS 8015-91-6, which is available from various sources.

[0204] Delta-undecalactone is a well-known substance in the art. It has a creamy, fatty, coconutty, and fruity aroma, and a creamy, coconutty, milky, buttery, and fatty flavor. Delta-undecalactone includes 6-hexyltetrahydro-2H-pyran-2-one and the substance registered with CAS No. 710-04-3, which is available from various sources.

[0205] Litsea cubeba oil is a well-known substance in the art. It has a sweet, fresh, lemony, citral, and grassy aroma, with flavors of citrus, lemon, lemongrass, and aldehyde-based grass. Litsea cubeba oil includes the substance registered under CAS 68855-99-2, which is available from various sources.

[0206] 10-Undecenal is a well-known substance in the art. It has a waxy, aldehydic, rose, orange, citrus, soapy, and fatty odor, as well as a fatty, oily, and aldehydic flavor. 10-Undecenal includes the substance registered under CAS 112-45-8, which is available from various sources.

[0207] Preferably, the anti-dandruff composition of the present invention comprises one or more compounds that have positive results in two or more of the above assays.

[0208] In a particular embodiment, the anti-dandruff composition comprises one or more of the following compounds: methyl octynoate, cyclopropylmethyl 3-hexenoate, p-anisaldehyde, cyclamen aldehyde, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, cumenylbutyraldehyde, lilial, ethyl vanillin, p-anisic aldehyde, 1-decanol, 1-dodecanol, 2-ethyl-1-hexanol, (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, indole, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, pelargon rose oil, 4-methyl-2-pentylpyridine, p-menthane-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, cinnamic aldehyde, citral, citronella, cinnamon oil, delta-undecalactone, litsea 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-carboxaldehyde, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 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, 2-methylpropanoic acid 4-formyl-2-methoxyphenyl ester, [(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, amyl 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~]undecene], (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-butene-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-naphthaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatricyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,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, (3-methylbutoxy)acetic acid allyl ester, (2-methylbutoxy)acetic acid allyl ester, (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, (3a R,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-methylenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl) ethyl ester, balsam fruit bean oil, elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z)-2,4- Ethyl decadienoate, methyl 2-(methylamino)benzoate, diphenyl ether, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propionate, (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-octenonitrile, cis-4-(2-methyl-2-propanyl)cyclohexyl acetate, trans-4-(2-methyl-2-propanyl)acetate alkyl) cyclohexyl ester, 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 ester, 4-(2-methoxy-2-propane)-1-methylcyclohexene, 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)vinyl ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthyl]vinyl ketone, 1-[(2RS,3RS, 8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ene ketone, (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.

[0209] In a specific embodiment, the anti-dandruff composition comprises one or more of the following compounds: methyl octyne carbonate, cyclopropyl methyl 3-hexenoate, p-anisylpropionaldehyde, cyclamen propionaldehyde, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, isopropylphenylbutyraldehyde, lilyral, ethyl vanillin, p-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, geranium rose oil, 4-methyl-2-pentylpyridine, p-menthan-7-ol, γ-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, lemongrass, cinnamon oil, δ-undecalactone, litsea cubeba oil, and undecenal.

[0210] Preferably, the anti-dandruff composition comprises one or more of the following compounds: p-menthane-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, cyclopropyl methyl 3-hexenoate, cyclamen aldehyde, citral, (2E,6Z)-2,6-nonadienal, cinnamon oil, 1-dodecanol, cyclamen propionaldehyde, 10-undecanal, p-anisylpropionaldehyde, 1-decanol, geranium rose oil, litsea cubeba oil, δ-undecalactone.

[0211] More preferably, the anti-dandruff composition comprises one or more of the following compounds: p-menthane-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 aldehyde, 10-undecenal, 1-decanol, pelargon rose oil, litsea cubeba oil, delta-undecalactone.

[0212] In a particular embodiment, the anti-dandruff composition of the present application comprises one or more compounds that are positive in all four of the assays described above, i.e., effective against all four of the bacteria described above. Thus, in a particularly preferred embodiment, the composition comprises one or more of the following compounds: (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, 1-decanol, cyclopropylmethyl 3-hexenoate, p-anisaldehyde, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 2-ethyl-1-hexanol, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, pelargon rose oil, 4-methyl-2-pentylpyridine, cinnamaldehyde, cinnamon oil, citral, delta-undecalactone, litsea cubeba oil, and p-menthane-7-ol.

[0213] As described above, the anti-dandruff composition of the present application comprises one or more of the compounds or compositions described herein. In a particular embodiment, the composition of the present application comprises two, three, four, five, six, seven, eight, nine, ten, eleven, twelve, thirteen, fourteen, fifteen, sixteen, seventeen, eighteen, nineteen, twenty, twenty-one, twenty-two, twenty-three, twenty-four, twenty-five, twenty-six, twenty-seven, twenty-eight, twenty-nine, thirty or more of the following compounds: octanal, cyclopropylmethyl 3-hexenoate, p-anisaldehyde, cyclamen aldehyde, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, floral, butanal, lilial, helional, 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, pelargon rose oil, 4-methyl-2-pentylpyridine, p-menthane-7-ol, gamma-dodecalactone, methyl dihydrojasmonate, cinnamaldehyde, citral, citronella, cinnamon oil, delta-undecalactone, litsea cubeba oil, 10-undecenal, ethyl 2-methylbutanoate, and 1-hexanol.

[0214] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-1) comprising the following compounds: (2E,6Z)-2,6-nonadienal, (E)-3-phenyl-2-propenal, Ceylon cinnamon oil and 2-methoxy-4-(2-propen-1-yl)phenol.

[0215] Preferably, the total amount of the compounds in ADC-1 is 0.1 to 0.5 wt%, more preferably 0.2 wt%. Preferably, each compound is present in an amount of 0.01 to 1 wt%.

[0216] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-2) comprising the following compounds: (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.

[0217] Preferably, the total amount of the compounds in ADC-2 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0218] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-3) comprising the following compounds: (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.

[0219] Preferably, the total amount of the compounds in ADC-3 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0220] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-4) comprising the following compounds: (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.

[0221] Preferably, the total amount of the compounds in ADC-4 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0222] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-5) comprising the following compounds: (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, and octanoic acid.

[0223] Preferably, the total amount of the compounds in ADC-5 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0224] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-6) comprising the following compounds: (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, and octanoic acid.

[0225] Preferably, the total amount of the compounds in ADC-6 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0226] In a particular embodiment, the anti-dandruff composition according to the invention is an anti-dandruff composition (ADC-7) comprising the following compounds: Ceylon cinnamon oil, (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, and octanoic acid.

[0227] Preferably, the total amount of the compounds in ADC-7 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0228] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-8) comprising the following compounds: (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, and octanoic acid.

[0229] Preferably, the total amount of the compounds in ADC-8 is 0.1 to 2 wt%, more preferably 0.5 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0230] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-9) comprising the following compounds: (2E,6Z)-2,6-nonadienal, (2E)-2-dodecenal, nonanoic acid, and decanoic acid.

[0231] Preferably, the total amount of the compounds in ADC-9 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0232] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-10) comprising the following compounds: (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.

[0233] Preferably, the total amount of the compounds in ADC-10 is 0.1 to 2 wt%, more preferably 1 wt%. Preferably, each compound is present in an amount of 0.05 to 0.55 wt%.

[0234] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-11) comprising the following compounds: (2E,6Z)-2,6-nonadienal and (E)-3-phenyl-2-propenal.

[0235] Preferably, the total amount of the compounds in ADC-11 is 0.1 to 1 wt%, more preferably 0.2 wt%. Preferably, each compound is present in an amount of 0.01 to 0.15 wt%.

[0236] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-12) comprising the following compounds: (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, and (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal.

[0237] Preferably, the total amount of the compounds in ADC-12 is 0.1 to 1 wt%, more preferably 0.5 wt%. Preferably, each compound is present in an amount of 0.1 to 0.2 wt%.

[0238] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-13) comprising the following compounds: (E)-3-phenyl-2-propenal, (2E)-2-dodecenal, and (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal.

[0239] Preferably, the total amount of the compounds in ADC-13 is 0.1 to 1 wt%, more preferably 0.5 wt%. Preferably, each compound is present in an amount of 0.1 to 0.2 wt%.

[0240] In a specific embodiment, the anti-dandruff composition according to the present invention is an anti-dandruff composition (ADC-14) comprising the following compounds: (E)-3-phenyl-2-propenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, and (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal.

[0241] Preferably, the total amount of the compounds in ADC-14 is 0.1 to 1 wt%, more preferably 0.5 wt%. Preferably, each compound is present in an amount of 0.1 to 0.2 wt%.

[0242] In a specific embodiment, the compound of formula (I) is any one of the following: 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, 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.

[0243] In a specific embodiment, the compound in the anti-dandruff composition is one or more of the following fragrance compounds: (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, geranium rose oil, 4-methyl-2-pentylpyridine , 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 4-formyl-2-methoxyphenyl 2-methylpropionate, [(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, amyl salicylate, Siberian Pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[ethylene oxide-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[ethylene oxide-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)- S,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-naphthaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatetracyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,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, (3-methylbutoxy) allyl acetate, (2-methylbutoxy) allyl 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 octen-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, 2,2-dimethyl-6-methylenecyclohexanecarboxylic acid methyl ester, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, balsam fruit oil, elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate ,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z)-2,4-decadienoic acid ethyl ester, 2-(methylamino)benzoic acid methyl ester, diphenyl ether, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl ester, (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-octenonitrile, 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) ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6 ,7,8,8a-octahydro-2-naphthyl] ene ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ene ketone, (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.

[0244] In a specific embodiment, the anti-dandruff composition comprises one or more of the following compounds: (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)-2,2-dimethylpropanal, (E)-2,6-dimethylpropanal, (E)-2,2 ... -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-methylpropionate, [(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, amyl salicylate, Siberian pine oil, (1'RS,2RS,2'RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxiran-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-naphthaldehyde, 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, (3-methylbutyloxy)ethylidene Acetate allyl ester, (2-methylbutoxy) acetate allyl ester, (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-methylenecyclohexanecarboxylate, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl) ethyl ester, balsam fruit bean oil, elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z)-2,4- Ethyl decadienoate, methyl 2-(methylamino)benzoate, diphenyl ether, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propionate, (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-octenonitrile, cis-4-(2-methyl-2-propyl)cyclohexyl acetate, trans-4-(2-methyl-2-propyl)cyclohexyl acetate 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 ester, 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) ketene, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthyl] ketene, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthyl] ketene, 8-Tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ketene, (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.

[0245] It will be appreciated that the amount of compound present in the composition may vary depending upon the particular compound employed and the intended use. In a particular embodiment, the compound is present in the anti-dandruff composition in an effective amount.

[0246] The term "effective amount" refers to the dosage required to achieve the desired physiological effect. The physiological effect can be achieved by a single administration or multiple administrations. Of course, the dosage administered may vary depending on known factors, such as the physiological properties of the specific composition and its mode and route of administration; the age and health of the recipient; the type of concurrent treatment; the frequency of treatment; and the desired effect, which can be adjusted by those skilled in the art. Specifically, the term "effective amount" includes an amount of compound that is non-toxic or low-toxic but sufficient to provide the desired effect (i.e., improving dandruff). Specifically, the amount should be sufficient to reduce the growth of Malassezia furfur, Malassezia spherical and / or Malassezia restricta, but the concentration should be low enough to avoid serious side effects (such as excessive toxicity or allergic reactions).

[0247] In a specific embodiment, 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.

[0248] In a specific embodiment, 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.

[0249] In a particular embodiment, the concentration ranges from 0.5% to 90% by weight, preferably from 1% to 80% by weight, relative to the total weight of the anti-dandruff composition.

[0250] In a preferred embodiment, the concentration of the compound is at least 5 wt%, more preferably at least 10 wt%, most preferably at least 20 wt%, based on the total weight of the anti-dandruff composition.

[0251] As shown in the accompanying examples, the inventors have prepared a series of compositions comprising combinations of the compounds described herein that exhibit good efficacy in reducing the growth of one or more of Malassezia furfur, Malassezia globosa, and Malassezia restricta.

[0252] Therefore, in another preferred embodiment, the anti-dandruff composition of the present invention is the following anti-dandruff composition:

[0253] 1. ADC-15 comprises: 1-dodecanol and 1-decanol. Preferably, the composition comprises 20-80% by weight of 1-dodecanol and 20-80% by weight of 1-decanol. More preferably, the composition comprises 40-60% by weight of 1-dodecanol and 40-60% by weight of 1-decanol. Most preferably, the composition comprises 55.5% by weight of 1-dodecanol and 40.0% by weight of 1-decanol. This is referred to herein as "Mixture 1."

[0254] 2. ADC-16 comprises: 1-dodecanol and p-menthan-7-ol. Preferably, the composition comprises 20-80% by weight of 1-dodecanol and 20-80% by weight of p-menthan-7-ol. More preferably, the composition comprises 50-80% by weight of 1-dodecanol and 10-30% by weight of p-menthan-7-ol. Most preferably, the composition comprises 75.2% by weight of 1-dodecanol and 20.1% by weight of p-menthan-7-ol. This is referred to herein as "Mixture 2."

[0255] 3. ADC-17 comprises: 1-decanol, p-menthan-7-ol, γ-dodecalactone, methyl dihydrojasmonate, and geranium rose oil. Preferably, the composition comprises: 10-30% by weight of 1-decanol, 10-50% by weight of p-menthan-7-ol, 5-20% by weight of γ-dodecalactone, 10-50% by weight of methyl dihydrojasmonate, and 1-10% by weight of geranium rose oil. More preferably, the composition comprises: 10-20% by weight of 1-decanol, 15-35% by weight of p-menthan-7-ol, 5-20% by weight of γ-dodecalactone, 15-35% by weight of methyl dihydrojasmonate, and 2-7% by weight of geranium rose oil. Most preferably, the composition comprises: 17.8 wt% 1-decanol, 30 wt% p-menthan-7-ol, 10 wt% γ-dodecalactone, 30 wt% methyl dihydrojasmonate and 5 wt% pelargonium rose oil, which is referred to herein as "Mixture 3".

[0256] 4. ADC-18 comprises: 1-dodecanol, 1-decanol, cinnamaldehyde and citral. Preferably, the composition comprises: 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 comprises: 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 comprises: 53.7% by weight of 1-dodecanol, 20% by weight of 1-decanol, 5% by weight of cinnamaldehyde and 20% by weight of citral. It is referred to herein as "Mixture 4".

[0257] 5. ADC-19 comprises: cinnamaldehyde, citral, 10-undecenal, p-menthan-7-ol, and cyclopropylmethyl-3-hexenoate. Preferably, the composition comprises: 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 comprises: 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 wt% cinnamaldehyde, 40 wt% citral, 2 wt% 10-undecenal, 23 wt% p-menthan-7-ol and 5 wt% cyclopropylmethyl-3-hexenoate, which is referred to herein as "Mixture 5".

[0258] 6. ADC-20 comprises: cinnamaldehyde, citral, 10-undecenal, p-menthan-7-ol, and cyclopropylmethyl-3-hexenoate. Preferably, the composition comprises: 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 comprises: 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 wt% cinnamaldehyde, 11 wt% citral, 4 wt% 10-undecenal, 38 wt% p-menthan-7-ol and 3 wt% cyclopropylmethyl-3-hexenoate, which is referred to herein as "Mixture 6".

[0259] 7. ADC-21 comprises: lemongrass, cinnamon oil, and cyclopropyl methyl 3-hexenoate. Preferably, the composition comprises: 1-20% by weight of lemongrass, 20-70% by weight of cinnamon oil, and 20-60% by weight of cyclopropyl methyl 3-hexenoate. More preferably, the composition comprises: 5-15% by weight of lemongrass, 40-60% by weight of cinnamon oil, and 35-45% by weight of cyclopropyl methyl 3-hexenoate. Most preferably, the composition comprises: 10% by weight of lemongrass, 50% by weight of cinnamon oil, and 40% by weight of cyclopropyl methyl 3-hexenoate. This is referred to herein as "Mixture 7."

[0260] 8. ADC-22 comprises: (2E,6Z)-2,6-nonadienal, cinnamon oil, δ-undecalactone, and litsea cubeba oil. Preferably, the composition comprises: 10-30% by weight of (2E,6Z)-2,6-nonadienal, 5-20% by weight of cinnamon oil, 10-30% by weight of δ-undecalactone, and 30-70% by weight of litsea cubeba oil. More preferably, the composition comprises: 10-20% by weight of (2E,6Z)-2,6-nonadienal, 7-12% by weight of cinnamon oil, 20-25% by weight of δ-undecalactone, and 45-55% by weight of litsea cubeba oil. Most preferably, the composition comprises: 18.5% by weight of (2E,6Z)-2,6-nonadienal, 10% by weight of cinnamon oil, 21.5% by weight of δ-undecalactone, and 50% by weight of litsea cubeba oil. This is referred to herein as "Mixture 8".

[0261] The inventors have also prepared a composition comprising multiple compounds described herein. This composition also demonstrated good efficacy 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 exhibit antimicrobial activity. However, this is the first time that a combination of these compounds and compositions has been prepared and demonstrated to maintain efficacy.

[0262] Therefore, in a specific embodiment, the anti-dandruff composition is an anti-dandruff composition (ADC-23) comprising citral, δ-undecalactone and p-menthane-7-ol. Preferably, the composition comprises 20 to 80% by weight of citral, 10 to 40% by weight of δ-undecalactone and 5 to 30% by weight of p-menthane-7-ol. More preferably, the composition comprises 55 to 65% by weight of citral, 25 to 35% by weight of δ-undecalactone and 7 to 12% by weight of p-menthane-7-ol. Most preferably, the composition comprises 60% by weight of citral, 30% by weight of δ-undecalactone and 10% by weight of p-menthane-7-ol. It is referred to herein as "Mixture 9".

[0263] In a specific embodiment, a hair care product comprising an anti-dandruff composition of the present invention (e.g., 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 comprises one or more anti-dandruff agents. Such anti-dandruff agents are well known in the art. Examples include: olamine, hexamidine bis(isethionate), dichlorobenzyl alcohol (DCBA), and selenium sulfide, nystatin, cuprimyxin, tolnaftate, candicidin, haloprogin, clioquinol, clotrimazole, undecylenic acid, propionic acid, octanoic acid, benzoic acid, salicylic acid, griseofulvin, amphotericin B, ketoconazole, miconazole, filipin, hamycin, Natamycin, rimocidin, bifonazole, butoconazole, econazole, fenticonazole, isoconazole, omoconazole, oxiconazole, sertaconazole, sulconazole, tioconazole, albaconazole, fluconazole, isavuconazole, itraconazole, posaconazole, ravuconazole, terconazole, voriconazole, abafungin, amorolfine, butenafine, naftifine, terbinafine, anidulafungin, caspofungin, micafungin, ciclopirox olamine, flucytosine, crystal violet, piroctone olamine, pyrithione zinc, selenium sulfide, tar, and tea tree oil. Preferably, the other anti-dandruff agents in the hair care products according to the invention (in addition to the fragrance compounds having anti-dandruff activity) are selected from the group consisting of: hexamidine diisothionate, dichlorobenzyl alcohol (DCBA), piroctone olamine, climbazole, selenium sulfide, coal tar, azelaic acid, ketoconazole, salicylic acid, undecylenic acid and mixtures thereof.

[0264] Typical usage levels of piroctone olamine in hair care products according to the invention are in the range of up to 0.01 to 1 wt. %, preferably selected in the range of 0.1 to 1 wt. %.

[0265] Typical usage levels of salicylic acid in hair care products according to the invention are selected in the range of up to 0.01 to 2 wt%, preferably in the range of 0.1 to 2 wt%, most preferably in the range of 0.1 to 1 wt%.

[0266] Typical usage levels of ketoconazole in hair care products according to the invention are in the range of up to 0.01 to 2 wt%, preferably in the range of 0.1 to 2 wt%, most preferably in the range of 0.5 to 2 wt%.

[0267] The present inventors investigated whether the aforementioned fragrance compounds could enhance anti-dandruff efficacy when combined 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, respectively, all demonstrated enhanced antimicrobial efficacy compared to the individual compounds alone.

[0268] Therefore, in a particularly preferred embodiment, 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.

[0269] A particularly preferred embodiment is the following anti-dandruff composition:

[0270] ADC-25, which contains piroctone olamine and (2E,6Z)-2,6-nonadienal, preferably at a content of 0.1-1% piroctone olamine and 0.1-1% (2E,6Z)-2,6-nonadienal, more preferably at a content of 0.19% piroctone olamine and 0.5% or 0.75% (2E,6Z)-2,6-nonadienal;

[0271] ADC-26, which comprises salicylic acid and (2E,6Z)-2,6-nonadienal, preferably 0.1-1% salicylic acid and 0.5-2% (2E,6Z)-2,6-nonadienal, more preferably 0.5% salicylic acid and 1% (2E,6Z)-2,6-nonadienal; or

[0272] ADC-27, which contains ketoconazole and (2E,6Z)-2,6-nonadienal, preferably 0.1% to 2% ketoconazole and 0.1% to 2% (2E,6Z)-2,6-nonadienal, more preferably 0.1% to 0.4% ketoconazole and 1% (2E,6Z)-2,6-nonadienal.

[0273] The antidandruff composition of the present invention can be an elixir, suspension, emulsion, solution, syrup, aerosol (solid or liquid medium), ointment or lotion. Liquid forms of the composition include aqueous solutions, aqueous or oily suspensions, and emulsions.

[0274] Another aspect of the present invention provides a hair care product comprising the anti-dandruff composition of the present invention. Examples of such hair care products include shampoo, conditioner, two-in-one shampoo / conditioner, hair dye, leave-in hair tonic, hair sunscreen, styling mousse or gel, spray, lotion, body wash, or other hair care products.

[0275] As shown in the accompanying examples, the present inventors have prepared several hair care products containing the anti-dandruff composition of the present invention. The results show that the amount of anti-dandruff composition used can reach 0.05% by weight or more of the total amount of the hair care product. Preferred amounts of the anti-dandruff composition used are 0.075%, 0.1%, 0.15%, 0.2%, 0.3%, 0.5%, 1%, 1.5%, 2% or more of the total amount 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%, even more preferably in the range of 0.05 to 2%, and most preferably in the range of 0.1 to 2% or 0.05 to 0.1%.

[0276] Preferably, in all embodiments of the present invention, the hair care product comprises at least 0.2% by weight of the total weight of the hair care product of one or more compounds having an inhibition zone diameter of at least 15 mm, 20 mm, 30 mm, 40 mm or more against Malassezia restrictae. Preferably, the hair care product comprises at least 0.5% by weight of the total weight of the hair care product of one or more compounds having an inhibition zone diameter of at least 15 mm, 20 mm, 30 mm, 40 mm or more against Malassezia restrictae. Even more preferably, the hair care product comprises at least 1% by weight of the total weight of the hair care product of one or more compounds having an inhibition zone diameter of at least 15 mm, 20 mm, 30 mm, 40 mm or more against Malassezia restrictae. Alternatively, the hair care product comprises at most 2% by weight of the total weight of the hair care product of one or more compounds having an inhibition zone diameter of at most 15 mm against Malassezia restrictae.

[0277] The hair care product may contain a surfactant. The hair care product according to the present invention preferably contains at least one surfactant. The surfactant may be selected from anionic surfactants, nonionic surfactants, zwitterionic surfactants, amphoteric surfactants and / or cationic surfactants. Preferably, the surfactant is an anionic surfactant.

[0278] 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 are preferred, particularly their alkali metal salts (e.g., sodium salts) and / or ammonium salts. Lauryl ether sulfate and / or lauryl sulfate are particularly preferred anionic surfactants. If anionic surfactants are used, their concentration is preferably in the range of 0.1% to 45% by weight, preferably 0.5% to 45% by weight, preferably 1.5% to 35% by weight, preferably 5% to 25% by weight, and even more preferably 7% to 15% by weight, based on the total weight of the hair care product.

[0279] 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 a nonionic surfactant is used, its concentration is preferably in the range of 0.1% to 30% by weight, more preferably 0.5% to 10% by weight, particularly 1% to 5% by weight, and especially 1.5% to 2% by weight, based on the total weight of the hair care product.

[0280] Suitable amphoteric surfactants include alkylaminodipropionates, alkylamphoglycinates, alkylamphopropionates, alkylamphoacetates (mono- and di-), N-alkylβ-aminopropionic acids, alkylpolyaminocarboxylates, phosphorylated imidazolines, and mixtures thereof. If an amphoteric surfactant is used, its concentration is preferably in the range of 0.1% to 20% by weight, more preferably 0.5% to 10% by weight, particularly 1% to 5% by weight, and especially 1.5% to 2% by weight, based on the total weight of the hair care product.

[0281] Suitable cationic surfactants include alkyl quaternary ammonium salts, benzyl quaternary ammonium salts, ester quaternary ammonium salts, ethoxylated quaternary ammonium salts, alkyl amines, and mixtures thereof.

[0282] Cationic surfactant can also be polyquaternium salt (or claim polyquat).Polyquaternium salt comprises the polymer based on acrylamide and / or dimethylallyl ammonium chloride, for example polyquaternium salt 6, polyquaternium salt 7 etc.Also can use the polyquaternium salt of guar gum, for example guar gum hydroxypropyltrimonium chloride.Also can use the polyquaternium salt of cellulose, for example polyquaternium salt 10 etc., and the polyquaternium salt of starch.

[0283] If cationic surfactants are used, their concentration is preferably in the range of 0.1% to 20% by weight, more preferably 0.1% to 10% by weight, particularly 0.3% to 3% by weight and especially 0.5% to 1% by weight, based on the total weight of the hair care product.

[0284] If a zwitterionic surfactant is used, its concentration is preferably in the range of 5 to 35 wt%, more preferably 10 to 35 wt%, based on the total weight of the hair care product. Other suitable ranges are 7.5 to 25 wt%, 10 to 25 wt%, 7.5 to 10, 20 wt%, 10 to 20 wt%, 15 to 35 wt%, 20 to 30 wt%, and 22 to 27 wt%.

[0285] In a particular embodiment, 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 as surfactants, preferably both, more preferably as the only surfactants.

[0286] In a particular embodiment, the hair care product comprises anionic surfactants and zwitterionic surfactants in an amount 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.

[0287] In a particular embodiment, the total amount of surfactants in the hair care product is in the range of 1 to 50 wt.-%, preferably 2 to 40 wt.-%, more preferably 5 to 25 wt.-%, such as in particular 9 to 15 wt.-%, based on the total weight of the hair care product.

[0288] The hair care product according to the present invention may be used in a method of treating the scalp comprising the steps of: (i) contacting the scalp with a hair care product according to the present invention, preferably a shampoo, and then (ii) rinsing off the shampoo with water, and optionally (iii) drying the hair with a hairdryer.

[0289] The anti-dandruff composition or hair care product may also include other cosmetically acceptable ingredients, and in the case of hair care products, particularly those suitable for topical application to the hair.

[0290] The anti-dandruff active ingredient can be mixed with or diluted with an excipient in the anti-dandruff composition and / or hair care product. When the excipient serves as a diluent, it can be a solid, semisolid, or liquid substance that acts as a carrier or medium for the active ingredient. Examples of suitable excipients include: lactose, dextrose, sucrose, sorbitol, mannitol, starch, acacia gum, calcium phosphate, alginates, tragacanth gum, gelatin, calcium silicate, microcrystalline cellulose, polyvinyl pyrrolidone, cellulose, water, syrup, and methylcellulose.

[0291] Antidandruff compositions and / or hair care products may additionally contain: lubricants, such as talc, magnesium stearate, and mineral oil; wetting agents; emulsifying and suspending agents; preservatives, such as methylhydroxybenzoate and propylhydroxybenzoate; sweeteners; and flavoring agents.

[0292] The anti-dandruff composition and / or hair care product may contain water. The content of water in the anti-dandruff composition and / or hair care product may suitably be in the range of 10% to 97% by weight, preferably 30% to 95% by weight, more preferably 50% to 90% by weight, particularly 65% ​​to 85% by weight, and especially 72% to 78% by weight, based on the total weight of the composition or product.

[0293] The anti-dandruff composition of the present invention may be used with one or more other standard ingredients or carriers used in hair care products, including shine enhancers, moisturizers, herbal additives, hair strengtheners, vitamin additives, colorants, hair thickeners; styling agents; UV absorbers; silicone oils; essential oils and fragrances; thickeners or viscosity enhancers; detergents; stabilizers; emollients; chelating agents; metal ion sequestering agents; preservatives; disinfectants; antioxidants / free radical scavengers; antistatic agents; conditioning agents; detangling ingredients; emulsifiers or dispersants; stimulants; soothing agents; solvents; carriers, etc. The anti-dandruff composition may be mixed with all or some of the above ingredients before being added to the hair care product, and / or used in combination with the hair care product, but added separately.

[0294] Preferred hair care products according to the present invention are shampoos or conditioners, which are intended to make hair more lustrous and manageable. The shampoo or conditioner may 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., dependent on both concentration and temperature), more preferably lamellar phase liquid crystals, particularly Lα phase (pure) 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.

[0295] A shampoo or conditioner 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 wt% to 5 wt% based on the total weight of the composition; humectants or solvents, such as alcohols and polyols, such as glycerol and polyethylene glycol, typically used in a concentration range of 1 wt% to 10 wt% 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 through polymer cross-linking; shine or detangling materials that bind to the hair and reflect light, such as silicones such as polydimethylsiloxane, phenyl trimethicone, polydimethylsiloxane alcohol and / or trimethylsilylamino polydimethylsiloxane, typically in a concentration range of 0.2 wt% to 10 wt% based on the total weight of the composition; heat protectants, typically heat-absorbing polymers, used to protect the hair from the effects of excessive heat; UV protectants, used to protect the hair or formulation ingredients from degradation by UV rays.

[0296] Hair care products can also be scalp care products, such as scalp lotions, serums, oils, scrubs, mousses, liquids, cleansers, or similar products. In addition to the standard ingredients or carriers used in hair care products, scalp care products can also contain scalp conditioning agents, which are suitable for conditioning the skin and can provide emollient, moisturizing, or both to the scalp. Suitable scalp conditioning agents include fatty alcohols, non-volatile hydrocarbons, low refractive index, non-volatile polysiloxane fluids (refractive index less than 1.46), including fluids having the general structure described above but with low or zero degree of aromatic substitution, especially polydimethylsiloxane, and fatty esters and other lipid esters.

[0297] 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.

[0298] The oil phase of the emulsion is preferably primarily an emollient oil used in personal care or cosmetics. Emollient oils can be, and typically are, oily substances, preferably liquid at room temperature. Alternatively, the emollient oil can be solid at room temperature, in which case the bulk is typically a waxy solid, provided that it is liquid at elevated temperatures so that it can be encapsulated and emulsified by the composition.

[0299] Suitable normal liquid emollient oils include non-polar oils, medium polar oils, synthetic oils, ethereal oils and silicone oils.

[0300] The concentration of the oil phase can vary widely. The content of the oil phase in the emulsion is preferably in the range of 0.5% to 80% by weight, more preferably 1% to 30% by weight, particularly 1.5% to 15% by weight, and especially 2% to 10% by weight, based on the total weight of the emulsion.

[0301] The content of the aqueous phase in the emulsion is preferably in the range of from 20% to 99.5% by weight, more preferably from 70% to 99% by weight, especially from 85% to 98.5% by weight, and in particular from 90% to 98% by weight, based on the total weight of the emulsion.

[0302] A wide range of emulsifiers can be used, in particular one or more cationic emulsifiers. The specific nature of the emulsifier surfactant used in a particular case depends on the type of emulsion being prepared, in particular the amount and nature of the oil to be emulsified, and the total amount of emulsifier required.

[0303] The concentration of emulsifier in the emulsion is preferably in the range of from 0.1% to 20% by weight, more preferably from 0.5% to 15% by weight, especially from 1% to 10% by weight, and in particular from 2% to 7% by weight, based on the total weight of the emulsion.

[0304] The emulsion suitably comprises from 0.01% to 10% by weight, preferably from 0.5% to 5% by weight, more preferably from 0.1% to 4% by weight, especially from 0.2% to 2% by weight, and in particular from 0.3% to 1% by weight, of the antidandruff composition, based on the total weight of the emulsion.

[0305] Many other ingredients which can be used in hair care products or end use products can also be used in combination with the antidandruff compositions of the present application. These ingredients can be oil soluble, water soluble or insoluble. Examples of such materials include:

[0306] (i) preservatives, such as those based on p-hydroxy benzoic acid esters (alkyl 4-hydroxybenzoate), phenoxyethanol, substituted urea and hydantoin derivatives, such as those commercially available under the trade names Germaben II, Nipaguard BPX and Nipaguard DMDMH, and used at concentrations generally in the range of from 0.5% to 2% by weight based on the total weight of the composition;

[0307] (ii) perfumes, used at concentrations generally in the range of from 0.1% to 10% by weight based on the total weight of the composition, more usually up to about 5% by weight, and in particular up to about 2% by weight;

[0308] (iii) humectants or solvents, such as alcohols, polyols (e.g. glycerol and polyethylene glycol), used at concentrations generally in the range of from 1% to 10% by weight based on the total weight of the composition;

[0309] (iv) alpha hydroxy acids, such as glycolic acid, citric acid, lactic acid, malic acid, tartaric acid and esters thereof; self-tanning agents, such as dihydroxyacetone;

[0310] (v) vitamins and their precursors, including: (a) vitamin A, such as retinyl palmitate and other retinoic acid precursor molecules, (b) vitamin B, such as panthenol and its derivatives, (c) vitamin C, such as ascorbic acid and its derivatives, (d) vitamin E, such as tocopheryl acetate, (e) vitamin F, such as polyunsaturated fatty acid esters, such as gamma-linolenic acid;

[0311] (vi) skin care agents, such as ceramides, either natural materials or functional mimics of natural ceramides;

[0312] (vii) natural phospholipids, such as lecithin;

[0313] (viii) formulations containing vesicles;

[0314] (ix) plant extracts with beneficial skin care effects;

[0315] (x) Skin lightening agents, such as kojic acid, arbutin and similar substances;

[0316] (xi) Skin repair compound active ingredients such as allantoin and similar series;

[0317] (xii) caffeine and similar compounds;

[0318] (xiii) cooling additives such as menthol or camphor;

[0319] (xiv) Insect repellents, such as N,N-diethyl-3-methylbenzamide (DEET) and citrus or eucalyptus oils;

[0320] (xv) essential oils; and

[0321] (xvi) pigments, including finely divided pigments, in particular oxides and silicates, for example iron oxide, in particular coated iron oxide, and / or titanium dioxide, and ceramic materials such as boron nitride, or other solid components, for example for use in cosmetics and make-up products to give suspoemulsions, usually 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.

[0322] 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 treating and / or preventing dandruff.

[0323] In a particular embodiment, the use relates to cosmetic use, ie non-therapeutic use, for the treatment and / or prevention of dandruff.

[0324] In another aspect, the present invention relates to an anti-dandruff composition or hair care product as defined above, for use in the treatment and / or prevention of dandruff.

[0325] In another aspect, the present invention relates to a method for treating and / or preventing dandruff, which method comprises administering to a person in need thereof an anti-dandruff composition or hair care product as defined above.

[0326] Another aspect of the present invention provides a method for identifying a test compound or composition that can be used to treat and / or prevent dandruff, comprising:

[0327] (a) determining whether the test composition reduces the growth of Malassezia furfur, and / or,

[0328] (b) determining whether the test composition reduces the growth of Malassezia globosa, and / or,

[0329] (c) determining whether the test composition disrupts the growth of Malassezia restricta,

[0330] Among these, compounds or compositions that test positive in one or more of the assays can be used / used as anti-dandruff compounds or anti-dandruff compositions.

[0331] In a specific embodiment, the method further comprises determining whether the test composition reduces the growth of S. aureus.

[0332] In a specific embodiment, the above assay is a disk diffusion assay.

[0333] The methods of the present invention can determine whether a test compound or composition is useful for treating dandruff. This can be demonstrated by a positive result in one or more of the above-described assays. By "positive result," it is meant that the compound or composition results in an increased effect in the assay compared to a control reaction comprising the same sample mixture but lacking the test compound / composition.

[0334] In a specific embodiment, the anti-dandruff composition or hair care product according to the present invention further comprises one or more of Epilobium extract, saccharide isomers, vitamin B6 and its derivatives, niacinamide, and panthenol (provitamin B5).

[0335] As used herein, the term "epiolobium extract" encompasses an epilobium extract from any Epilobium species, such as preferably an epilobium extract from Epilobium fleischeri, Epilobium Parviflorum and / or Epliobium Angustifolium, which is obtained by extraction of the corresponding flowers, leaves and / or stems.

[0336] Suitable extracts include extracts of Epilobium fleischerii and Epilobium angustifolium. Most preferred in all embodiments of the present invention is the use of an extract of Epilobium fleischerii, with all definitions and preferences as described herein.

[0337] According to the present invention, particularly suitable extracts of Epilobium fleischerii are obtained by extracting the flowers / leaves and stems of the plant and can be used as ALP-SEBUM is commercially available from DSM Nutritional as a product containing 5 to 10% by weight of the extract.

[0338] Angustifolia extract suitable for the purpose of the present invention can be used as Defenscalp TM Commercially available from Lucas Meyer Cosmetics.

[0339] Epilobium parviflorum extracts suitable for the purposes of the present invention are commercially available from Kingherbs.

[0340] Typically, the content of epilobium extract (preferably Epilobium fleischerii extract, calculated as extract) in the hair care product according to the invention is chosen in the range of 0.001 to 5% by weight, more preferably 0.01 to 4% by weight, even more preferably 0.1 to 3% by weight, further preferably 0.1 to 1% by weight, even more preferably 0.1 to 0.5% by weight, based on the total weight of the composition or product. Other suitable ranges are 0.05 to 1% by weight and 0.05 to 0.5% by weight.

[0341] If using DSM Nutritional Products Ltd The amount of diluted extract in the form of ALP-SEBUM is preferably selected in the range of 0.1 to 3 wt%, more preferably 0.25 to 3 wt%, most preferably 0.5 to 3 wt%, based on the total weight of the composition or product.

[0342] In a particular embodiment, the anti-dandruff composition or the hair care product according to the invention each further comprises a saccharide isomer.

[0343] As used herein, the term "sugar isomer" refers to a sugar blend comprising psicose, mannose, fructose, and glucose. In one embodiment, the sugar blend consists primarily of psicose, mannose, fructose, and glucose.

[0344] The sugar isomers according to the present invention can be prepared by glucose isomerization, a process well known to those skilled in the art. Preferably, the isomerization process comprises: (a) dissolving glucose in water; then (b) isomerizing the glucose in the presence of a base, preferably sodium hydroxide, more preferably at a temperature in the range of 25 to 100° C.; and (c) purifying the resulting reaction mixture by chromatography and, if necessary, filtering.

[0345] In all embodiments of the present invention, particularly suitable sugar isomers are those consisting essentially of: a) 1% to 5% by weight, preferably 2% to 3% by weight, of psicose, b) 1% to 5% by weight, preferably 1.5% to 3% by weight, of mannose, c) 10% to 30% by weight, preferably 10% to 20% by weight, of fructose, d) 15% to 30% by weight, preferably 20% to 30% by weight, of glucose, e) 0% to 5% by weight, preferably 0% to 4% by weight, of galactose, a maximum of 7.5% by weight, preferably a maximum of 5% by weight, of other sugars, 0.1% to 2% by weight of additives, preferably citric acid and / or its salts, for example preferably the sodium salt, and up to 100% of water.

[0346] As used herein, the term "consisting essentially of" means that the total amount of components a) to g) is ideally 100 wt%. However, the presence of small amounts of unknown (sugar) impurities, such as impurities from the glucose isomerization process, is not excluded.

[0347] Particularly suitable saccharide isomers for use in the anti-dandruff compositions or hair care products according to the invention are It is commercially available from DSM Nutritional Products Ltd.

[0348] The total amount of saccharide isomers added to the anti-dandruff composition or hair care product according to the present invention is preferably in the range of 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. Other suitable 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, for example 0.3 to 0.6% by weight.

[0349] In a preferred embodiment, sugar isomers (e.g., in particular ) together with at least one known anti-dandruff active substance as described above, such as even more particularly piroctone olamine.

[0350] A particularly preferred embodiment of the present invention relates to a hair care product which is a shampoo comprising the anti-dandruff composition of the present invention (all definitions and preferences are as described herein) and a saccharide isomer. The most preferred shampoo comprises, in addition to the anti-dandruff composition of the present invention, Even more preferably, the shampoo further comprises sodium laureth sulfate and / or cocamidopropyl betaine, preferably both.

[0351] Nicotinamide [CAS number: 98-92-0] is a water-soluble B vitamin available, for example, as nicotinamide PC or nicotinamide from DSM Nutritional Products AG (Kaiseraugst 4303, Switzerland). Nicotinamide, also known as nicotinamide or pyridine-3-carboxamide, is the amide of nicotinic acid (vitamin B3).

[0352] Preferably, the amount of niacinamide in the anti-dandruff composition or hair care product according to the invention is chosen in the range of 0.5 to 10 wt.-%, preferably in the range of 1 to 10 wt.-%, most preferably in the range of 1 to 5 wt.-%, based on the total weight of the composition / product.

[0353] The term "vitamin B6 and its derivatives" refers specifically to pyridoxine hydrochloride [58-56-0], pyridoxal [CAS No. 66-72-8] and pyridoxamine [CAS No. 85-87-0]. In all embodiments, it is particularly preferred to use pyridoxine hydrochloride, also known as vitamin B6 hydrochloride or vitamin B6, which is available, for example, as pyridoxine hydrochloride or pyridoxine hydrochloride 98DC from DSM Nutritional Products AG (4303 Kaiseraugst, Switzerland).

[0354] Preferably, the amount of vitamin B6 or a derivative thereof (such as, in particular, pyridoxine hydrochloride) in the anti-dandruff composition or hair care product according to the invention is chosen in the range of 0.02 to 6 wt.-%, preferably in the range of 0.05 to 4 wt.-%, most preferably in the range of 0.1 to 3 wt.-%, based on the total weight of the composition / product.

[0355] Panthenol (INCI) is also known as D-panthenol, dexpanthenol, provitamin B5, or (+)-(R)-2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide. Panthenol improves moisturization, reduces itching and inflammation, enhances skin elasticity, and accelerates epidermal wound healing. Panthenol is available, for example, as D-panthenol from DSM Nutritional Products Europe Ltd.

[0356] In all embodiments of the present invention, the amount of panthenol in the anti-dandruff composition or hair care product composition according to the invention is preferably selected in the range of 0.001 to 10% by weight, preferably in the range of 0.01 to 7% by weight, more preferably in the range of 0.1 to 6% by weight, and most preferably in the range of 0.5 to 5% by weight, based on the total weight of the composition or product. Further preferred ranges are 0.5 to 4.5% by weight, 0.6 to 4% by weight, and 0.6 to 3.5% by weight of panthenol, based on the total weight of the composition or product.

[0357] The present invention will now be described in further detail by way of the following examples, which illustrate the benefits and advantages of the present invention.

[0358] Example

[0359] Example 1: Determination of the antimicrobial efficacy of fragrance materials by minimum inhibitory concentration (MIC) assay

[0360] The present inventors have designed a minimum inhibitory concentration (MIC) assay that can be used to determine the effectiveness of fragrance ingredients or combinations thereof as anti-dandruff compositions.

[0361] The MIC determination for Malassezia furfur DSM 6170 was modified from the method described in the Journal of Clinical Microbiology 2017, Vol. 55: 1883-1893. Briefly, a working culture was prepared from a primary culture stored at -80°C to obtain a cell suspension as an inoculum. Serial dilutions ranging from 29 to 10,000 ppm were tested to determine the MIC value for growth of Malassezia furfur DSM 6170 after 48 hours of aerobic incubation at 30°C. Resazurin was used as a growth indicator.

[0362] MIC determinations for Staphylococcus aureus ATCC 6538 were performed based on the Clinical Laboratory Standard Institute: CLSI / NCCLS M07-A8. Cell suspensions of working cultures of Staphylococcus aureus were prepared according to the instructions of the American culture supplier ATCC. Serial dilutions ranging from 29 to 10,000 ppm were tested to determine the MIC values ​​for Staphylococcus aureus ATCC 6538 growth in Tryptic Soy Broth (TSB) at 37°C after 24 hours of aerobic culture.

[0363] A total of 26 spices were tested for their inhibitory effects on Malassezia furfur and Staphylococcus aureus. The MIC values ​​of each spice against Malassezia furfur and Staphylococcus aureus are shown in Table 1.

[0364] Table 1: MIC values ​​of 26 spice materials against Staphylococcus aureus and / or Malassezia furfur

[0365]

[0366]

[0367] Example 2: Determination of the Anti-Malassezia Effect of Fragrance Materials in Solvents Using a Disk Diffusion Assay

[0368] based on J Mycol Infect 2018;23:91-98 The anti-Malassezia effect of the fragrance material in a DMSO solvent was determined by a disc diffusion assay using the method in

[15] . Briefly, a Malassezia working culture was prepared from a primary culture 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 the cells were suspended in 0.9% saline and then plated on the surface of mDixon or mLN agar to prepare a lawn plate. Test sample solutions were prepared in DMSO at a final concentration of 0.2%, 1%, or 2%. Paper discs (Whatman, 6 mm diameter) were placed on agar plates seeded with each Malassezia strain, including M. furfur DSM 6170, M. restricta ATCC MYA-4611, and M. globosa ATCC MYA-4612. An aliquot (20 μL) of each sample solution was added to each paper disc. Agar plates were incubated at 30°C for three days for M. furfur DSM 6170 and six days for M. restrictans ATCC MYA-4611 and M. globosa ATCC MYA-4612, respectively. After incubation, the diameter of the clear inhibition zone around the paper disc was measured. An inhibition zone diameter greater than 6 mm was considered effective against M. furfur DSM 6170.

[0369] Table 2 shows the inhibition zones of 31 flavor materials at concentrations of 0.2%, 1% or 2%. The anti-Malassezia effects of these materials are dose-dependent and strain-dependent.

[0370] Table 2: Disk diffusion assay results of 31 flavor materials against Malassezia strains in DMSO solution

[0371]

[0372]

[0373] Example 3: Determination of the Anti-Malassezia Effect of a Mixture of Fragrance Materials in a Solvent Using a Disk Diffusion Assay

[0374] Table 3 shows the formulations of four perfume material mixtures.

[0375] Table 3: Perfume mixtures

[0376]

[0377] The anti-malassezia effect of the perfume material mixtures in solvent DMSO was determined by paper disc diffusion assay based on the method in J Mycol Infect 2018; 23: 91-98. Briefly, a working culture of the restrictive Malassezia ATCC MYA-4611 was prepared from a primary culture at -80°C on mLN agar plates and the cells were suspended in 0.9% saline before being spread on the surface of mLN agar to prepare a lawn plate. Test sample solutions were prepared in DMSO at a final concentration of 0.5%. Paper discs (Whatman, 6 mm in diameter) were placed on the agar plates inoculated with the restrictive Malassezia. An aliquot (20 μΐ) of each sample solution was added to each disc. The agar plates were incubated at 30°C for 6 days. After incubation, the diameter of the clear inhibition zone around the discs was measured. An inhibition zone greater than 6 mm was considered to have an anti-malassezia effect.

[0378] Table 4 shows that the mixtures (mixture 2, mixture 3 and mixture 4) have an inhibitory effect on the restrictive Malassezia.

[0379] Table 4: Results of the paper disc diffusion assay of four perfume material mixtures on the restrictive Malassezia

[0380] mixture Inhibition zone (mm) Restricted Malassezia Mixture 2 6.4 Mixture 3 6.4 Mixture 4 6.1

[0381] Example 4: Anti-malassezia effect of perfume materials in combination with anti-dandruff active ingredients in solvent

[0382] The anti-malassezia effect of perfume materials in combination with anti-dandruff active ingredients was determined using a paper disc diffusion assay which was adapted based on the method in J Mycol Infect 2018;23:91-98 A working culture of M. furfur DSM 6170 was prepared from a primary culture at -80°C on mDixon agar plates and the cells were suspended in 0.9% saline before being spread on the surface of mDixon agar to prepare a lawn plate. Paper discs (Whatman, 6 mm in diameter) were placed on the inoculated mDixon agar plates. Test sample solutions were prepared in DMSO. An aliquot (20 μΐ) of each sample solution was added to each disc. The agar plates were incubated at 30°C for 3 days. After incubation, the diameter of the clear inhibition zone around the discs was measured.

[0383] Anti-malassezia effect of (2E,6Z)-2,6-nonadienal in combination with anti-dandruff active ingredients

[0384] Paper disc diffusion results against Malassezia furfur of (2E,6Z)-2,6-nonadienal alone and in combination with various anti-dandruff active ingredients in DMSO were tested.

[0385] Table 5 shows that the anti-malassezia efficacy of a binary mixture of 0.19% piroctone olamine and 0.75% (2E,6Z)-2,6-nonadienal is higher than the anti-malassezia efficacy of 0.19% PO and 0.75% (2E,6Z)-2,6-nonadienal alone.

[0386] Table 6 shows that the anti-malassezia efficacy of a binary mixture of 0.5% salicylic acid and 1% (2E,6Z)-2,6-nonadienal is higher than the anti-malassezia efficacy of 0.5% salicylic acid and 1% (2E,6Z)-2,6-nonadienal alone.

[0387] Table 7 shows that the anti-malassezia efficacy of a binary mixture of 0.1-0.4% ketoconazole and 1% (2E,6Z)-2,6-nonadienal is higher than the anti-malassezia efficacy of 0.1-0.4% ketoconazole and 1% (2E,6Z)-2,6-nonadienal alone.

[0388] Table 5: Paper disc diffusion assay results of (2E,6Z)-2,6-nonadienal, piroctone olamine and binary mixtures

[0389]

[0390] Table 6: Paper disc diffusion results of (2E,6Z)-2,6-nonadienal, salicylic acid and binary mixtures against Malassezia furfur

[0391] composition Inhibition zone against Malassezia furfur (mm) 0.5% salicylic acid NI 1% (2E,6Z)-2,6-nonadienal 11.4 0.5% salicylic acid + 1% (2E,6Z)-2,6-nonadienal 13.7

[0392] Table 7: Paper disc diffusion results of (2E,6Z)-2,6-nonadienal, ketoconazole and binary mixtures against Malassezia furfur

[0393]

[0394] Example 5: Anti-malassezia efficacy of perfume materials and mixtures in shampoo base

[0395] The inventors have worked on the question whether the anti-dandruff efficacy of compounds and compositions can be applied in a shampoo formulation. To this end, they prepared two shampoo bases. Shampoo base A is based on sodium laureth sulfate and cocamidopropyl betaine as main ingredients, while shampoo base B is based on ammonium lauryl sulfate and ammonium laureth sulfate as main ingredients.

[0396] The anti-malassezia effect of perfume materials in shampoo was determined by paper disc diffusion assay based on the method in J Mycol Infect 2018; 23: 91-98. Briefly, working cultures of Malassezia restricta ATCC MYA-4611 or Malassezia globosa ATCC MYA-4612 were prepared from -80 °C stock cultures on mLN agar plates, cells were suspended in 0.9% saline and then spread on the surface of mLN agar to prepare lawn plates. Test sample solutions of perfume ingredients were prepared using a 25% shampoo base solution in Milli Q to a final concentration of 0.25%. Paper discs (Whatman, 6 mm diameter) were placed on agar plates inoculated with each Malassezia strain, including Malassezia restricta ATCC MYA-4611 and Malassezia globosa ATCC MYA-4612. An aliquot (20 μL) of each sample solution was added to each disc. The agar plates were incubated at 30 °C for 6 days. After incubation, the diameter of the clear inhibition zone around the disc was measured. An inhibition zone greater than 6 mm was considered to have an anti-malassezia effect.

[0397] Table 8 shows that 0.25% of (2E,6Z)-2,6-nonadienal, 2-methoxy-4-(2-propen-1- yl)phenol and 3-propylphenol in base B had an inhibitory effect on both Malassezia restricta and Malassezia globosa.

[0398] Table 8: Anti-malassezia effect of perfume materials in shampoo base B determined using paper disc diffusion assay

[0399]

[0400] A cylinder diffusion assay was used to determine the anti-malassezia effect of perfume ingredients in shampoo. Working cultures of Malassezia restricta ATCC MYA-4611 were taken and inoculated as per the paper disc diffusion assay method. A cylinder was placed on the inoculated agar plate. 80 μL of each sample solution was taken and added to each cylinder. The agar plates were incubated at 30 °C for 6 days. After incubation, the diameter of the clear inhibition zone around the disc was measured. An inhibition zone greater than 6 mm was considered to have an anti-malassezia effect.

[0401] Table 9 shows that Mixture 1, Mixture 2, Mixture 3 and Mixture 4 had an inhibitory effect on Malassezia restricta at a concentration of 0.25% of the mixture in shampoo base A.

[0402] Table 9: Anti-malassezia effect of perfume material mixtures in shampoo base determined using cylinder diffusion assay

[0403]

[0404] Example 6: Additional mixtures of perfume materials

[0405] Table 10 shows the formulations of additional perfume material mixtures and the anti- Malassezia efficacy.

[0406] Table 10: Perfume material mixtures

[0407]

[0408] Example 7: Anti-Malassezia efficacy of additional mixtures of perfume materials

[0409] A cylinder diffusion assay was used to determine the anti-Malassezia efficacy of the perfume ingredients in shampoo. A working culture of Malassezia restricta ATCC MYA-4611 was taken and inoculated according to the paper disk diffusion assay method. A cylinder was placed on the inoculated agar plate. 80 μL of each sample solution was taken and added to each cylinder. The agar plate was incubated at 30°C for 6 days. After incubation, the diameter of the clear zone of inhibition around the paper disk was measured. A zone of inhibition greater than 6 mm was considered to have anti-Malassezia efficacy.

[0410] Table 11 shows that mixtures 5, 6, 7, 8, and 9 had inhibitory effects on M. restricta at a concentration of 0.25% of the mixture in shampoo base A.

[0411] Table 11: Anti-Malassezia efficacy of perfume material mixtures in shampoo base as determined using a cylinder diffusion assay

[0412]

[0413] Example 8: Effect of perfume materials on the anti-Malassezia activity of piroctone olamine (PO) in DMSO

[0414] A paper disk diffusion assay as described above was used to determine the anti- Malassezia efficacy of combinations of PO and perfume materials in DMSO solvent on M. restricta. 20 μL of each sample solution was taken and added to each paper disk. The agar plate was incubated at 30°C for 4 days. After incubation, the diameter of the clear zone of inhibition around the paper disk was measured. The ratio of the zone of inhibition diameter of each mixture to the zone of inhibition diameter of PO alone was calculated. When the ratio was greater than 1.0, the perfume material was considered to have an enhancing effect on the anti-Malassezia activity of PO.

[0415] Table 12 shows that perfume raw materials had an enhancing effect on the anti- Malassezia activity of 0.1% or 0.35% PO in DMSO.

[0416] Table 12: Anti-Malassezia test results of combinations of perfume materials and piroctone olamine (PO) in DMSO solution on M. restricta

[0417]

[0418]

[0419] Example 9: Mixture of anti-Malassezia fragrance materials showing a potentiating effect on the anti-Malassezia activity of piroctone olamine (PO) in DMSO

[0420] The following fragrance material mixture was prepared using 11 anti-Malassezia fragrance materials (see Table 13).

[0421]

[0422] The anti-Malassezia activity of PO and fragrance raw material mixtures in DMSO was determined using a disc diffusion assay as described above. 20 μL of each sample solution was added to each disc. Agar plates were incubated at 30°C for 4 days. After incubation, the diameter of the clear inhibition zone surrounding the disc was measured. The ratio of the inhibition zone diameter for each combination to the inhibition zone diameter for PO alone was calculated. When this ratio was greater than 1.0, the fragrance raw material was considered to have an enhancing effect on the anti-Malassezia activity of PO.

[0423] Table 14 shows that the combination of PO and PRM mixture (at doses of 0.2%, 0.5% and 1%) was superior to PO in anti-Malassezia activity, with a ratio > 1. This means that the mixture has a potentiating effect on the anti-Malassezia activity of PO.

[0424] Table 14: Results of the anti-Malassezia testing of combinations of piroctone olamine (PO) and fragrance raw materials (PRM) in DMSO using the disk assay.

[0425]

[0426] Example 10: Effect of a mixture of fragrance materials on the anti-Malassezia activity of shampoo base A containing PO

[0427] Base material A is a composition with sodium laureth sulfate and cocamidopropyl betaine as main ingredients.

[0428] The anti-Malassezia effect of the shampoo was determined using the cylindrical diffusion assay described above. The ratio of the inhibition zone diameters of the shampoo base A containing the PO and fragrance material mixture to the shampoo base A containing only PO was calculated. When this ratio is greater than 1.0, the fragrance material mixture is considered to have an enhancing effect.

[0429] Table 15 shows the potentiation effect of the fragrance material mixture at a concentration of 1% or 2% on the anti-Malassezia activity of Shampoo Base A containing 0.35% PO against M. restrictans (ratio > 1).

[0430] Table 15: Anti-Malassezia test results of 25% shampoo containing PO and fragrance material mixture against Malassezia restricta

[0431]

[0432] Example 11: Anti-Malassezia Effect of a Mixture of Fragrance Materials in a Conditioner Base

[0433] Prepare the conditioner base. The main ingredients include water, cetyl alcohol, ADME-NP (Water (and) Amodimethicone (and) Trideceth-6), Stearyl Alcohol, Behentrimonium Methosulfate (and) Isopropyl Alcohol.

[0434] The anti-Malassezia effect of the conditioners was determined using a disc diffusion assay, the same method used to test the shampoos described above. Briefly, a working culture of Malassezia restricta ATCC MYA-4611 was inoculated according to the disc diffusion assay method. Cylinders were placed on 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 inhibition zone around the disc was measured. The absence of an inhibition zone was considered to be the absence of an anti-Malassezia effect.

[0435] Table 16 shows that the four hair conditioners containing a mixture of 0.35% PO and fragrance materials all have anti-Malassezia activity, while the hair conditioner containing only 0.35% PO has no anti-Malassezia activity.

[0436] Table 16: Anti-Malassezia test results of 25% conditioner base containing 0.35% PO and mixtures with and without fragrance materials against Malassezia restricta

[0437]

[0438] Example 12: Anti-Malassezia effect of the mixture in the shampoo base against Malassezia furfur

[0439] The anti-Malassezia effect of the fragrance material mixture in base A was determined by cylinder diffusion assay based on the method described in J Mycol Infect 2018;23:91-98. Briefly, a working culture of Malassezia furfur DSM 6170 was prepared from a primary culture at -80°C on mDixon agar plates. The cells were suspended in 0.9% saline and then plated on the surface of the mDixon agar to prepare a lawn plate. Cylinders were placed on the inoculated agar plates. An aliquot (80 μL) of each sample solution (25% shampoo solution) was added to each cylinder. The agar plates were incubated at 30°C for 3 days. After incubation, the diameter of the clear inhibition zone around the paper disc was measured. The ratio of the inhibition zone diameter of shampoo base A containing the fragrance material mixture to the inhibition zone diameter of shampoo base A was calculated. When the ratio was greater than 1.0, the fragrance material mixture was considered to have an additional anti-Malassezia effect.

[0440] Table 17 shows that the seven mixtures (Mixture 5, Mixture 6, Mixture 7, Mixture 8, Mixture 11, Mixture 12 and Mixture 13) in Shampoo Base A have an additional anti-Malassezia effect (ratio>1) on the basis of the shampoo base when the concentration is 1% or / and 2%.

[0441] Table 17: Anti-Malassezia test results of 25% shampoo base A and fragrance material mixture against Malassezia furfur DSM 6170

[0442]

[0443] Example 13: In vivo testing of a fragrance material mixture in a shampoo base

[0444] The anti-dandruff efficacy of a shampoo product containing a mixture of fragrance materials (0.6% mixture 7) in shampoo base A was tested in an in vivo trial. Shampoo base A itself was used as a placebo. There were two groups of product and placebo. Each group recruited 16 subjects with an initial dandruff score, i.e., adhesive scalp scale score (ASFS) ≥ 24. After a two-week rinse period using a commercial shampoo that does not claim to have anti-dandruff efficacy, the subjects were required to use the product to wash their hair and scalp three times a week. During the in vivo test, the ASFS of each subject was evaluated on day 0 and day 14. Compared with day 0, the group treated with 0.6% mixture 7 showed a significant decrease in ASFS on day 14, while there was no significant change in ASFS in the placebo group (Figure 1).

[0445] Example 14: Anti-Malassezia Effects of Compounds in DMSO Using Disk Diffusion Assay

[0446] The anti-Malassezia effect of additional fragrance materials in DMSO solutions was determined using the previously described disc diffusion assay. Test sample solutions were prepared in DMSO at final concentrations of 0.5%, 1%, or 2%. Discs (Whatman, 6 mm diameter) were placed on inoculated agar plates. Twenty microliters of sample solution was added to each disc. Agar plates were incubated at 30°C for four days. Following incubation, the diameter of the clear zone of inhibition around the disc was recorded.

[0447] Table 18 shows that the test compounds had anti-Malassezia effects at concentrations of 0.5%, 1% or 2%.

[0448] Table 18: Anti-Malassezia test results of the test compounds against Malassezia restricta in DMSO solution

[0449]

[0450] Example 15: Anti-Malassezia Effect of Additional Fragrance Materials in DMSO

[0451] The anti-Malassezia effect of additional fragrance materials in DMSO solutions was determined using a disc diffusion assay as described above. Test sample solutions were prepared in DMSO at final concentrations of 0.5%, 1%, or 2%. Discs (Whatman, 6 mm diameter) were placed on inoculated agar plates. An aliquot (20 μL) of each sample solution was added to each disc. The agar plates were incubated at 30°C for 4 days. Following incubation, the diameter of the clear zone of inhibition around the disc was recorded.

[0452] Table 19 shows that the following 14 spice materials have anti-Malassezia effects.

[0453] Table 19: Anti-Malassezia test results of 14 flavor materials against Malassezia restricta in DMSO solution

[0454]

[0455] Example 16: Anti-Malassezia Effect of Additional Fragrance Materials in DMSO

[0456] A disc diffusion assay was used to determine the anti-Malassezia efficacy of additional fragrance materials in DMSO as described above. Test sample solutions were prepared in DMSO at a final concentration of 0.5%. Discs (Whatman, 6 mm diameter) were placed on inoculated agar plates. 20 μL of the sample solution was added to each disc. The agar plates were incubated at 30°C for 4 days. Following incubation, the diameter of the clear zone of inhibition surrounding the disc was measured.

[0457] Table 20: Anti-Malassezia test results of fragrance raw materials against Malassezia restricta in DMSO solution

[0458]

[0459]

[0460]

[0461]

Claims

1. An anti-dandruff composition comprising one or more of the following fragrance compounds: (A) Compound of formula (I): R A –Z–R B (I) in R A is R1, where R1 is C4-C 12 Alkyl, C4-C8 alkenyl or C4-C8 alkynyl; or 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 group 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, wherein 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, geranium rose oil, 4-methyl-2-pentylpyridine, 3-(1,3-benzodioxol-5-yl)-2-methylpropane aldehyde, 4-formyl-2-methoxyphenyl 2-methylpropionate, [(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, amyl salicylate, Siberian pine oil, (1'RS, 2RS, 2'RS, (1RS,2RS,2RS,3RS,7'RS,8'RS)-3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0~2,7~]undec[4]ene], (1RS,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 ylidene-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-naphthaldehyde, 8-sec-butylquinoline, 6-sec-butylquinoline, (1RS,2RS,7SR,8RS,9Z)-9-ethylidene-3-oxatetracyclo[6.2.1.0~2,7~]undecane, (1RS,2RS,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, (3-methylbutoxy) allyl acetate, (2-methylbutoxy) allyl 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-butene -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, 2,2-dimethyl-6-methylenecyclohexanecarboxylic acid methyl ester, 2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate, balsam fruit oil, elemi oil, 2-{(1RS)-1-[(1SR)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-{(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 2-oxo-2-{[(1RS)-1-[(1RS)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate ,2RS)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, 2-oxo-2-{[(1RS,2SR)-2,6,6-trimethylcycloheptyl]oxy}ethyl propionate, (2E,4Z)-2,4-decadienoic acid ethyl ester, 2-(methylamino)benzoic acid methyl ester, diphenyl ether, 3-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 4-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-carbaldehyde, 1,4-dioxaheptadecane-5,17-dione, 3,7-dimethyl-6-octenal, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl ester, (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-octenonitrile, 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) ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6 ,7,8,8a-octahydro-2-naphthyl] ene ketone, 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthyl] ene ketone, (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.

2. The composition according to claim 1, wherein the compound of formula (I) is selected from one or more of the following: (i) Compound of formula (II): in R1 is C4-C8 alkyl, C4-C8 alkenyl or C4-C8 alkynyl, and R2 is C 1-6 Alkyl or (carbocyclyl)alkyl; (ii) Compound of formula (III): in R3 is H, C1-C6 alkyl or C1-C6 alkoxy; R4 is H, OH, C1-C6 alkyl optionally substituted with hydroxy, or C1-C6 alkoxy; A is a divalent group selected from the group consisting of a bond, a C1-C6 alkylene group, or a C2-C6 alkenylene group; (iii) Compounds of formula (IV): R5-CH2OH(IV) Where R5 is C5-C 12 alkyl; (iv) (2E,6Z)-2,6-nonadienal.

3. The composition according to claim 2, wherein the compound of formula (II) is selected from the group consisting of methyl octyne carbonate, cyclopropylmethyl 3-hexenoate and ethyl (+ / -)-2-methylbutyrate.

4. The composition according to claim 2, wherein the compound of formula (III) is selected from the group consisting of p-anisylpropionaldehyde, cyclamen propionaldehyde, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (4E)-2,4-dimethyl-5-(4-methylphenyl)-4-pentenal, cyclamen aldehyde, cumylbutyraldehyde, lilysinal, ethyl vanillin, 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propionaldehyde and p-anisaldehyde.

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

6. The composition of any one of the preceding claims, wherein the composition comprises one or more of the following compounds: 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, Ceylon cinnamon oil, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (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 according to any one of the preceding claims, wherein the composition comprises: 1-dodecanol and 1-decanol.

8. The composition according to any one of claims 1 to 6, wherein the composition comprises: 1-dodecanol and p-menthan-7-ol.

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

10. The composition according to any one of claims 1 to 6, wherein the composition comprises: 1-dodecanol, 1-decanol, cinnamaldehyde and citral.

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

12. The composition according to any one of claims 1 to 6, wherein the composition comprises: lemongrass, cinnamon oil and cyclopropyl methyl 3-hexenoate.

13. The composition according to any one of claims 1 to 6, wherein the composition comprises: (2E,6Z)-2,6-nonadienal, cinnamon oil, delta-undecalactone and litsea cubeba oil.

14. The composition according to any one of claims 1 to 6, wherein the composition comprises: (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 according to any one of claims 1 to 6, wherein the composition comprises (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 according to any one of claims 1 to 6, wherein the composition comprises: (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 according to any one of claims 1 to 6, wherein the composition comprises: (2E)-2-dodecenal, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal and octanoic acid.

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

19. The composition according to any one of claims 1 to 6, wherein the composition comprises: Ceylon 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 the preceding claims.

21. A hair care product according to claim 20, wherein the hair care product comprises 0.05 to 5 wt%, preferably 0.05 to 3 wt%, more preferably 0.05 to 2 wt% of the anti-dandruff composition.

22. The hair care product according to claim 20 or 21, wherein the hair care product is selected from the group consisting of a leave-in conditioner, a hair cream, a rinse-off shampoo, a conditioner, a scalp wash, a scalp serum, a scalp scrub, and a body wash.

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

24. The hair care product according to any one of claims 20 to 23, wherein the hair care product further comprises one or more of an epilobium extract, saccharide isomers, vitamin B6 and its derivatives, niacinamide, and panthenol (provitamin B5).

25. Use of a composition as defined in any one of claims 1 to 19 or a hair care product as defined in any one of claims 20 to 24 for treating or preventing dandruff.

26. A method of treating or preventing dandruff, the method comprising administering to a person in need thereof 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.

27. A method for identifying a test compound or composition useful for treating and / or preventing dandruff, comprising: (a) determining whether the test composition reduces the growth of Malassezia furfur, and / or, (b) determining whether the test composition reduces the growth of Malassezia globosa, and / or, (c) determining whether the test composition disrupts the growth of Malassezia restricta, Among these, compounds or compositions that test positive in one or more of the assays can be used / utilized as anti-dandruff compositions.

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