GB2493955A - Methods and compositions for reducing allergic reactions to fragranced products and perfumes - Google Patents

Methods and compositions for reducing allergic reactions to fragranced products and perfumes Download PDF

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GB2493955A
GB2493955A GB1114692.5A GB201114692A GB2493955A GB 2493955 A GB2493955 A GB 2493955A GB 201114692 A GB201114692 A GB 201114692A GB 2493955 A GB2493955 A GB 2493955A
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vitamin
oxidation
skin
reducing
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David Basketter
Ian White
John Mcfadden
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HDS Ltd
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HDS Ltd
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Priority to PCT/EP2012/065954 priority patent/WO2013026755A1/en
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/075Ethers or acetals
    • A61K31/085Ethers or acetals having an ether linkage to aromatic ring nuclear carbon
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/045Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
    • A61K31/05Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/3533,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • A61K31/355Tocopherols, e.g. vitamin E
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/678Tocopherol, i.e. vitamin E
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0012Galenical forms characterised by the site of application
    • A61K9/0014Skin, i.e. galenical aspects of topical compositions

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Emergency Medicine (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Cosmetics (AREA)
  • Fats And Perfumes (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A method of reducing, avoiding or eliminating allergic contact dermatitis caused by the oxidation products of odorous chemical conventionally used in fragranced products and perfumes, comprising inhibiting oxidation of the odorous chemicals. Preferably, the oxidation is inhibited or reversed using an antioxidant selected from the group including vitamin E, vitamin E acetate, vitamin E linoleate, vitamin E esters, butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA). The skin may be pre-/post-treated with the formulation before/after application of the fragranced product or perfume. A composition for reducing induction of contact allergy or reducing elicitation of allergic contact dermatitis of, in or on the skin in response to a fragranced product or perfume comprising an antioxidant agent is also provided.

Description

Methods and compounds for reducinR allergic reactions to fi-aaranced oroducts and perfumes The invention relates to compounds, compositions, fomiulations and methods for: avoiding; eliminating; or reducing ie inhibiting the induction and/or decreasing the severity and/or frequency of elicitation of allergic reactions to fragranced and perthme products.
As used herein fragrances are odorous compounds which are included as part of the composition of a variety products such as by way of example only cosmetics, toiletries, soap, deodorants, laundry washing products, laundry aids such as fabric conditioners, cleaning products, air fresheners and deodorising products.
As used herein perfumes are products which comprise one or more odorous chemical which are applied directly to the skin, hair or clothing of an individual or animal to enhance the general attractiveness of the wearer. A secondary role is to hide or mask malodours. The one or more odorous chemical is usually diluted with an organic solvent such as by way of example only ethyl alcohol.
As used herein a hapten is a low molecular weight chemical that is immunogenic only when attached to a carrier protein.
As used herein a prehapten is a chemical that itself is non-or low-sensitising but which may be transfonned into a hapten outside the skin by simple chemical transfonnation (such as air oxidation) without the requirement of a specific enzymatic system.
As used herein a prohapten is a chemical that itself is non-or low-sensitising but which may be transformed into a hapten in the skin by specific enzymatic systems.
The present invention aims to reduce, avoid or eliminate both the induction (sensitisation) of contact allergy and/or the elicitation of allergic contact dermatitis in individuals exposed to fragranced and perfUme products.
In a first aspect the invention relates to a method of reducing induction of contact allergy or reducing elicitation of allergic. contact dermatitis of, in or on the skin in rcsponse to a fragranced product or perfume by inhibiting oxidation of odorous chemicals.
in a second aspect the invention relates to a method wherein oxidation is inhibited or rcversed using an antioxidant.
In a further aspect the invention relates to a method wherein the antioxidant is selected from vitamin E, vitamin E acetate, vitamin E linoleate, vitamin E esters, butylated hydroxytoluene, butylated hydroxyanisole or like material.
In a further aspect the invention relates to a method wherein the skin is post-treated to inhibit or reverse oxidation after the application of the fragranced product or perfUme.
In a further aspect the invention relates to a method wherein the skin is pre-treated to inhibit or reverse oxidation before the application of the fragranced product or perfume.
In a further aspect the invention relates to a composition for reducing induction of contact allergy or reducing elicitation of allergic contact dermatitis of in or on the skin in response to a fragranced product or perfume comprising an antioxidant agent.
In a further aspect the invention relates to a composition wherein the antioxidant is selected from vitamin B, vitamin E acetate, vitamin B linoleate, vitamin B esters, butylated hydroxytoluene, butylated hydroxyanisole or like material.
in a further aspect the invention relates to a composition wherein by preventing oxidation, the time taken for the odorous chemicals to dissipate is increased.
Detailed Description:
Perfumes have been used in different cultures through the ages. Their main purpose is to enhance the general attractiveness of the wearer. A secondary role is to hide malodours.
There may be as many as 1000 different chemicals in a single fragrancc compound each of which plays a different role. The most volatile ("top notes"), with odours such as citrus, green-leafy and spicy give way to longer lasting heart' notes with floral odours.
The longest lasting (bottom notes') are often woody or musky in nature.
Current widely used perfumes often consist of a few highly concentrated odorous chemicals.
Many commercially used fragranced products and perifimes for application to or by consumers contain a mixture of organic odorous chemicals one or more of which may undergo chemical changes in or on the skin. Such changes may affect the odour of a chemical, and it may also change it from an innocuous form to a sensitising form which can have irritant properties which in turn give risk to allergic contact dermatitis.
An undesirable consequence of the generation of a number of chemically reactive intermediates is that these can combine with skin proteins rendcring them "foreign" and thus activating the immune system into the production of an allergic reaction ie a cell mediated, Type IV hypersensitivity.
Allergic Contact Dermatitis to fragranced products and perfumes takes the form of an inflammatory rash. Subjects can become sensitised to different odorous chemicals, which presents immunologically as an expansion of a population of T-lymphocytes which recognise and react to epicutaneous contact with the specific odorous chemical (or a chemical with close structural similarities) by producing inflammation within the skin.
Skin sensitization describes an immunological process whereby heightened responsiveness to a chemical allergen is induced. This process involves the chemical being presented to naïve T cells and a clone(s) of T cells being produced which will recognise the chemical in the periphery and induce a host inflammatory response to the chemical (elicitation reaction).
Normally an individual only becomes sensitised after one, or more usually, after several exposures to the fragranced or perfume product. Hence, products which are initially well tolerated may, after repeated usc, cause an allergic reaction.
Allergic contact dermatitis arises during the elicitation phase (clinical reaction in someone already sensitised or made allergic).
An active sensitisation phase (induction) is required before an allergic response can be elicited. Typically an individual only becomes sensitised to an allergenic chemical following repeated exposures. The number of exposures required for sensitisation to occur is highly variable, the frequency of use of the fragranced or perfume product may mean a period of many months or years precedes the acquisition of sensitisation. Many individuals will never become sensitised.
Classical fragrance dermatitis' occurs at sites where fragrances are often applied to the skin, such as on the hands, sides of the neck, behind the ears and on the wrists. However, fragrance dermatitis also occurs on other parts of the body such as the face, axillae and trunk.
Fragrance contact allergy is a clinically significant problem, being the second commonest cause of contact allergy after nickel, and gives rise to a significant degree of morbidity in the general population.
Many of the fragrance chemicals which give rise to allergic contact dermatitis have been well characterised, to the extent that diagnostically, 14 key materials are now present in two mixes, Fragrance Mix 1 (FM 1) and Fragrance Mix 2 (FM IT) used in routine investigations of possible allergic dermatitis. Johansen, J.D., Lepoittevin, i-P., Baskcttcr, D., McFadden, J. and Sosted, H. (2006) Allergens of special interest. Contact Dermatitis, 4th edition, Eds Frosch PJ, Menné T and Lepoiftevin J-P. Springer, Berlin, pp 507 536.
Of these 14, only a minority arc considered to be directly reactive chemicals (the classical haptcns of allergic contact dermatitis). At least half of them require an oxidative process to produce a sensitizing species -these are commonly referred to as prohaptens Dupuis, G. and Benezra, C. (1982) Contact Dermatitis to Simple Chemicals: A Molecular Approach. New York: Marcel Dekker.
By way of example only cinnamyl alcohol, eugenol, isoeugenol, geraniol, farnesol, citronellol, and coumarin are important prohaptens which undergo oxidation to form sensitizing intermediate forms which have a role in the generation of allergic contact dermatitis Basketter DA (1992) Skin sensitization to cinnamic alcohol: The role of skin metabolism. Acta Derm Vencreol. 72: 264 -265; and Barratt MD and Basketter DA (1992) Possible origin of the sensitization potential of isoeugenol and related compounds.
Preliminary studies of potential reaction mechanisms. Contact Dermatitis 27: 98-104; and Bertrand F, Basketter DA, Roberts DW and Lepoiftevin J-P (1997) Skin sensitization to eugenol and isocugenol in mice: Evidence of different metabolic pathways involving orthoquinone and quinonemethide intermediates. Chem Res Toxicol, 10: 335 -343; and Smith CK and Hotchkiss SAM (2002) Allergic Contact Dcmatitis: Chemical and Metabolic Mechanisms. Taylor and Francis, London; and Hagvall L, Bäcktorp C, Svensson 5, Nyman G, Börje A, Karlberg AT. (2007) Fraancc compound geraniol forms contact allergens on air exposure. Identification and quantification of oxidation products and effect on skin sensitization. Chem Res Toxicol. 20: 807 -814.
in addition to the components of FM I and FM Ii, other notable fragrance materials such as limonene and linalool also require oxidation to render them allergenic, Karlberg A-T, Basketter DA, Goosscns A and Lepoittevin i-p (1999) Regulatory classification of substances oxidized to skin sensitizers by exposure to the air. Contact Dermatitis 40: 183 -188; and Christensson JB, Matura M, Gruvberger B, Bruze M, Karlberg AT (2010) Linalool--a significant contact sensitizer after air exposure. Contact Dermatitis 62: 32 -41.
To date, the details of the processes by which innocuous fragrance compounds arc converted to sensitizing intermediates have not been ftilly defined. However, for at least some important prehaptens, cg limonene and linalool, it is clear that air oxidation is the critical factor Karlberg A-T, Basketter DA, Goossens A and Lepoittevin i-P (1999) Regulatory classification of substances oxidized to skin sensitizers by exposure to the air.
Contact Dermatitis 40: 183 -188; and Matura M, Skold M, Börje A, Andersen KE. Bruze M, Frosch P. Goossens A, Johansen SD, Svedman C, White IR, Karlbcrg AT. (2005) Selected oxidized fragrance terpenes are common contact allergens. Contact Dermatitis 52: 320-328.
For others, the detail of the oxidative process(cs) remains the subject of investigation, eg cugcnol and isoeugcnol Sieben S. Hertl M, Al Masaoudi T, MerkHF, Blömckc B. (2001) Characterization of T cell responses to fragrances. Toxicol AppI Pharmacol. 172: 172 -178.
Prehaptcn activation as a result of air or auto oxidation is known to be responsible for the generation of hydroperoxides which are some of the most prominent sensitizing agents involved in contact allergy.
Prehaptcn activation (in contrast to bioactivation of prohaptens) can be reduced by measures adopted in the handling and storage of perfumes for example: perfume compounds may be stored under anaerobic condition (eg tinder nitrogen; and an antioxidant may he added (eg BHT)to reduce oxidation. Similarly fragraneed products and perfumes are generally stored in cool dark conditions so as to minimize oxidation. However all theres measures arc only to preserve the integrity of the perfUme compounds dunng storage, The fragrance substances that have been investigated so far are all terpenes with oxidizable allylic positions that arc able to form sensitising hydroperoxides as primary oxidation products upon air exposure. The primary oxidation products form secondary oxidation products some of which are allergenic Karlberg et al. Chem Res Toxicol 2008: 21:53-69.
Most terpenes oxidize on air exposure due to their inherent properties. Depending on the stability of the formed oxidation products a difference in the sensitization potency of the oxidized terpenes can be seen. Oxidation products of commonly used fragrance terpenes (limonene, linalool, geraniol, linalyl acetate) have been identified as potent sensitisers in predictive animal tests. Karlberg A-I, Boman A, Melin B. Animal experiments on the allergcnicity of d-limonene -the citrus solvent. Ann Occup Hyg 1991: 35:419-426; and Karlbcrg A-I, Magnusson K, Nilsson U. Air oxidation of d-limonene -the citrus solvent -creates potent allergens. Contact Dermatitis 1992: 26: 332-340; and Karlberg A-T, Shao LP, Nilsson U, Gafvert E, Nilsson JLG. Hydroperoxides in oxidized d-limonene identified as potent contact allergens. Arch Derm Res 1994: 286: 97-103; and Skold M, Borje A, Matura M, Karlberg A-T. Studies on the autoxidation and sensitizing capacity of the fragrance chemical linalool, identifying a linalool hydroperoxide. Contact Dermatitis 2002: 46: 267-272; and Sköld M, Börje A, Harambasic E. Karlberg A-T. Contact allergens formed on air exposure of linalool. Identification and quantification of primary and secondary products and the effect on skin sensitization. Chem Res Toxicol 2004: 17: 1697-1705; and Hagvall L, Bäcktorp C, Svensson S. Nyman G. Börje A, Karlberg A-T.
The fragrance compound geraniol forms contact allergens on air exposure. Identification and quantification of oxidation products and effect on skin sensitization. Chem Res Toxicol 2007: 20: 807-814; and Sköld M, Hagvall L, Karlbcrg A-T. Autoxidation of linalyl acetate, the main component of lavender oil, creates potent contact allergens.
Contact Dermatitis 2008: 58: 9-14.
The oxidized fragrance tcrpcnes limonene and linalool have been tested in consecutive dermatitis patients and found to give frequent contact allergic reactions Karlbcrg A-I, Dooms-Goossens A. Contact allergy to oxidized d-limoncne among dermatitis patients.
Contact Dermatitis 1997: 36: 20 1-206; and Matura M, Goossens A, Bordalo 0, Garcia-Bravo B, Magnusson K, Wrangsjö K, Karlberg A-I. Oxidized citrus oil (R-Iimonene) -A frequent skin sensitizer in Europe. J Am Acad Derm 2002: 47: 709-714; and Matura M, Goossens A, Bordalo 0, Garcia-Bravo B, Magnusson K, Wrangsjö K, Karlberg A-I.
Patch testing with oxidized limonene and its hydroperoxide fraction. Contact Dermatitis 2003: 49: 15-21; and Matura M, Skold M, Börje A, Andersen ICE, Bruze M, Frosch F, Goossens A, Johanscn JD, Svcdman C, White IR, Karlberg A-T. Selected oxidized fragrance terpenes are common contact allergens. Contact Dermatitis 2005: 52: 320-328; and Matura M, Skold M, Börje A, Andersen KE, Bruze M, Frosch F, Goossens A, Johansen JD, Svedman C, White JR. Karlberg A-I. Not only oxidized R-(+)-, but also S- (-)-limonene is a common cause of contact allergy in dermatitis patients in Europe.
Contact Dermatitis: 2006: 55: 274-279; and Bràred-Christensson J, Matura M, Gi-uvberger B, Bruze M, Karlberg A-I. Linalool -a significant contact sensitizer after air exposure. Contact Dermtitis 2010: 62: 32-41.
Non-oxidized limonene and linalool do not (or very rarely) cause allergic reactions.
Santucci B et al. Contact Dermatitis 1987: 16: 93-95 (limonene 2%: 0/1200 pos); and Fregert Set aL Contact Dermatitis Newsletter 1969: 5: 85-86. (linalool 10%: 4/792pos (0.5%); and Frosch FJ et al. Contact Dermatitis 1995: 33: 333-342 (linalool 5% and 1%: 0/100 pos).
Due to the complexity of scented products, which are mixtures of many different fragrance substances, there is no published data on the presence of oxidation products in these consumer products. However numerous clinical studies show a clear connection between contact allergy to oxidized limoncne and linalool and contact allergy to other fragrance markers Karlberg A-I, Doonts-Goossens A. Contact allergy to oxidized d-lirnonene among dermatitis patients. Contact Dermatitis 1997: 36: 201-206; and Matura M, Goossens A, Bordalo 0, Garcia-Bravo B, Magnusson K, Wrangsjö K, Karlberg A-I.
Oxidized citrus oil (R-limoncne) -A frequent skin sensitizer in Europe. J Am Acad Dcnn 2002: 47: 709-714; and Matura M, Sköld M, Börjc A, Andersen KE, Bruze M, Frosch P, Goossens A, Johansen JD, Svedman C, White IR, Karlberg A-T. Sclccted oxidized fragrance terpenes are common contact allergens. Contact Dermatitis 2005: 52: 320-328; and Matura M, Sköld M, Börje A, Andersen KE, Bruze M, Frosch P, Goossens A, Johansen JD, Svedman C, White IR, Karlberg A-T. Not only oxidized R-(+)-, but also S-(-)-limonene is a common cause of contact allergy in dermatitis patients in Europe.
Contact Dermatitis: 2006: 55: 274-279; and Brâred-Christensson J, Matura M, Gruvberger B, Bruze M, Karlberg A-T. Linalool -a significant contact sensitizer after air exposure. Contact Dermtitis 2010: 62: 32-4 1.
Other important allergenic products such as aldchydes and epoxides are also produced as a result of both oxidation and bioactivation routcs depending on the structure of the compound.
It is not always possible to know whether a particular allergen that is not directly reactive acts as a prehapten or as a prohapten or both because the oxidation and bioactivation product can often give the same compound for example geraniol.
Geraniol has been thoroughly studied and found to act as both a prehapten and a prohapten and forms the aldehyde geranial, epoxy-geraniol, and also epoxy-geranial via both activation routes (oxidation and bioactivation) Hagvall L, Bãcktorp C, Svensson S, Nyman G. Börje A, Karlberg A-T. The fragranc compound geraniol forms contact allergens on air exposure. Identification and quantification of oxidation products and effect on skin sensitization. Chem Res Toxicol 2007: 20: 807-814; and Hagvall L, Baron JM, BOrje A, WeidolfL, Merk HF, Karlberg A-T. Cytochrome P450 mediated activation of the fragrance compound geraniol forms potent contact allergens. Toxicol AppI Pharmacol 2008: 233: 308-313.
As with geraniol, when haptens are formed from compounds which act as both prohaptens and prehaptens, the impact on the sensitization potency is thought to be higher when an individual is exposed to the oxidized compound compared to thc sensitization potency caused by bioactivation.
This effect is likely the result of dosage differences, oxidation giving rise to higher hapten concentrations than bioactivation.
Thus it appcars that oxidation either autooxidation; by the air; or as a result of a specific enzymatic systems in the skin is crucial in converting a range of otherwise innocuous fragrance compounds into sensitizing forms likely to give rise to contact dermatitis.
The present invention relies on this realization and provides methods, and compositions for reducing or eliminating the allergenicity of odorous chemicals by inhibiting, reducing or reversing oxidation.
The present invention provides compositions which contain one or more anti-oxidising agent.
The compositions of the present invention prevent oxidation of odorous chemicals thereby reducing the risk of allergic sensitisation to the fragranced or perfume product.
Preferably the compositions of the present invention have the added benefit of prolonging the pleasant odour by preventing oxidation of odorous chemicals.
Optionally, the compositions for inhibiting oxidation are applied to the skin before or after the application of the fragranced or perfume product in a pre-treatment and/or post treatment step.
Preferably the compositions for inhibiting oxidation are applied only to areas where the allergic reactions are most pronounced, such as on the hands, sides of the neck, behind the cars and on the wrists.

Claims (1)

  1. <claim-text>Claims: I. A method of reducing induction of contact allergy or reducing elicitation of allergic contact dermatitis of, in or on the skin in response to a fragranced product or perftime by inhibiting oxidation of odorous chemicals.</claim-text> <claim-text>2. A method as claimed in claim 1 whcrein oxidation is inhibitcd or reversed using an antioxidant.</claim-text> <claim-text>3. A method as claimed in claim 2 whcrein the antioxidant is selected from vitamin E, vitamin E acetate, vitamin E linoleate, vitamin E esters, butylated hydroxytoluene, butylated hydroxyanisole or like material.</claim-text> <claim-text>4. A method as claimed in any preceding claim wherein the skin is post-treated to inhibit or reverse oxidation after the application of the fragranced product or perfume.</claim-text> <claim-text>5. A method as claimed in any preceding claim wherein the skin is pre-treated to inhibit or reverse oxidation before the application of the fragranced product or perfume.</claim-text> <claim-text>6. A composition for reducing induction of contact allergy or reducing elicitation of allergic contact dermatitis of, in or on the skin in response to a fragranccd product or perfume comprising an antioxidant agent.</claim-text> <claim-text>7. A composition as claimed in claim 6 wherein the antioxidant is selected from vitamin E, vitamin E acetate, vitamin E linoleate, vitamin E esters, butylated hydroxytolucnc, butylated hydroxyanisolc or like material.</claim-text> <claim-text>8. A composition as claimed in claims 6 to 7 wherein by preventing oxidation, the time taken for the odorous chemicals to dissipate is increased.</claim-text> <claim-text>9. A composition or method substantially as hereinbefore described.</claim-text>
GB1114692.5A 2011-08-25 2011-08-25 Methods and compositions for reducing allergic reactions to fragranced products and perfumes Withdrawn GB2493955A (en)

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PCT/EP2012/065954 WO2013026755A1 (en) 2011-08-25 2012-08-15 Methods and compounds for reducing allergic reactions to fragranced products and perfumes

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US20090258841A1 (en) * 2008-04-01 2009-10-15 Michael Patrick Murphy Compositions and methods for skin care
GB2471135A (en) * 2009-06-19 2010-12-22 H D S Ltd Hair dye composition and use in reducing contact allergy

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DE4443685A1 (en) * 1994-12-08 1996-06-13 Henkel Kgaa Use of tocopherols as stabilizers for fragrances, perfume oils and perfumes
EP1342473A1 (en) * 1996-05-31 2003-09-10 BIO.LO.GA. S.r.l. Esters of vitamin E as products for topical application
WO2008038807A1 (en) * 2006-09-29 2008-04-03 Kobayashi Pharmaceutical Co., Ltd. External composition for skin
US20090258841A1 (en) * 2008-04-01 2009-10-15 Michael Patrick Murphy Compositions and methods for skin care
GB2471135A (en) * 2009-06-19 2010-12-22 H D S Ltd Hair dye composition and use in reducing contact allergy

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Title
British Journal of Dermatology, vol 146, 2002, pages 649-656 *
Chemical Research in Toxicology, vol. 21, No. 1, 2008, pages 53-69 *
Chemical Research in Toxicology, vol. 21, No. 8, 2008, pages 1536-1547 *

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