WO2019042685A1 - A personal care composition - Google Patents

A personal care composition Download PDF

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Publication number
WO2019042685A1
WO2019042685A1 PCT/EP2018/070746 EP2018070746W WO2019042685A1 WO 2019042685 A1 WO2019042685 A1 WO 2019042685A1 EP 2018070746 W EP2018070746 W EP 2018070746W WO 2019042685 A1 WO2019042685 A1 WO 2019042685A1
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WO
WIPO (PCT)
Prior art keywords
composition
dgla
dha
epa
ester
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PCT/EP2018/070746
Other languages
French (fr)
Inventor
Chenliang GUO
Nan Huang
Sheila Alves Rocha
Original Assignee
Unilever N.V.
Unilever Plc
Conopco, Inc., D/B/A Unilever
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Application filed by Unilever N.V., Unilever Plc, Conopco, Inc., D/B/A Unilever filed Critical Unilever N.V.
Publication of WO2019042685A1 publication Critical patent/WO2019042685A1/en

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Classifications

    • 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
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19Carboxylic acids, e.g. valproic acid
    • A61K31/20Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
    • A61K31/202Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids having three or more double bonds, e.g. linolenic
    • 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
    • A61K31/357Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
    • A61K31/36Compounds containing methylenedioxyphenyl groups, e.g. sesamin
    • 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
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • 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
    • A61K8/37Esters of carboxylic acids
    • 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
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • 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
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • 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
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/02Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/006Antidandruff preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

Definitions

  • the invention relates to a personal care composition, more particularly to a
  • compositions for application to a topical surface of a human or animal that prevents or reduces inflammation.
  • the composition could be delivered in the form of a skin, scalp, hair or an oral care product, more particularly a skin care product.
  • Inflammation a complicated biological host response to harmful stimuli, is a
  • the innate immune system for a host is the first line of defence against invading organisms in a non-specific manner. Dysregulated inflammation may cause various personal care problems including gingivitis/periodontitis (in the oral cavity), dandruff (on scalp/ hair) and eczema/acnes (on skin).
  • gingivitis/periodontitis in the oral cavity
  • dandruff on scalp/ hair
  • eczema/acnes on skin.
  • To assist the host organism e.g. the human or animal
  • several anti-inflammatory agents either through topical application or through oral consumption have been developed and used to mitigate the above problems.
  • inflammation is a process that is manifest on the topical surface of the human or animal body in one or all of the above described conditions.
  • the present inventors have attempted to alleviate the symptoms of the above conditions by developing combination of actives that exhibit synergistic anti-inflammatory benefits.
  • the present invention concerns identification of actives which could be derivatized from compounds found in extracts of natural materials. Natural materials from which many actives have been extracted include several spices, ginger, turmeric, tea, grape, tomato and a host of others. The present inventors have studied combination of materials that could potentially provide synergistic anti-inflammatory activity. After extensive
  • JP1 1269456 A (1999) relates to a composition which improves the stability of highly unsaturated fatty acid in vivo and enhances the utilization factor of the acid in vivo by incorporating sesamin and/or an analog thereof.
  • W015138224 A1 relates to compositions and methods for reducing chronic low-level inflammation comprising hydrophobic derivatives of aspirin and/or hydrophobic derivatives of sesamol in combination with eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), and their methods for reducing chronic low-level inflammation associated with chronic conditions including obesity, metabolic syndrome, diabetes, cardiovascular disease, cancer, auto-immune disorders, ocular and neurological disorders.
  • EPA eicosapentaenoic acid
  • DHA docosahexaenoic acid
  • WO2015138224 A1 (Barry D. SEARS) discloses a composition comprising
  • EPA eicosapentaenoic acid
  • DHA docosahexaenoic acid
  • US2006289834 A1 discloses an external composition having oxidative stability, comprising a polyunsaturated fatty acid or its salt or ester which contains an antioxidant comprising an antioxidative sesame component and ascorbic acid or an ascorbyl fatty acid ester and an external base material.
  • At least one of the actives can be derived from a compound extractable from a natural source.
  • a personal care composition comprising:
  • PUFA polyunsaturated fatty acid
  • DHA docosahexaenoic acid
  • EPA eicosapentaenoic acid
  • EPA eicosapentaenoic acid
  • DHA-ethyl ester eicosapentaenoic acid
  • EPA-ethyl ester eicosapentaenoic acid
  • DHA-triglyceride EPA-triglyceride
  • DGLA dihomogamma-Linolenic Acid
  • DGLA-ethyl ester DGLA-triglyceride or combinations thereof;
  • a lignan compound extractable from sesame selected from sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin or combinations thereof; and (iii) a cosmetically acceptable base;
  • the mole ratio of the PUFA or ester thereof to the lignan compound is from 2:1 to 1 :10.
  • Another aspect of the present invention relates to a non-therapeutic method of reducing or preventing inflammation on a topical surface of a human or animal body comprising the step of applying the composition of the present invention on to a desired topical surface.
  • Yet another aspect of the present invention relates to non-therapeutic use of the composition of the present invention for improving a skin condition including skin aging, pigmentation, photo-damage, skin irritation or inflammation.
  • a skin condition including skin aging, pigmentation, photo-damage, skin irritation or inflammation.
  • topical composition' or a 'skin care composition' as used herein, is meant to include a composition for topical application to the skin of mammals, especially humans.
  • a composition could be of the leave-on or of the wash-off/ rinse-off type.
  • a leave-on composition is meant a composition that is applied to the desired skin surface and left on for a period (say from one minute to 24 hours) after which it may be wiped or rinsed off with water, usually during the regular course of personal washing.
  • wash-off/ rinse off composition is meant a composition that is applied to the desired skin surface for a shorter period of time say of the order of seconds or minutes and usually contains sufficient surfactants that aids in cleaning the surface which may be rinsed off with copious amounts of water.
  • the composition may also be formulated into a product which is applied to a human body for improving the appearance, cleansing, odor control or general aesthetics.
  • the composition of the present invention can be in the form of a liquid, lotion, cream, foam, scrub, gel or stick form and may be delivered through a roll-on device or using a propellant containing aerosol can.
  • Skin as used herein is meant to include skin on any part of the body e.g., neck, chest, back, arms, underarms, hands, legs, buttocks and scalp.
  • a class of deodorant product is the so called anti-perspirant (AP) product which contains an AP active which when applied to the axilla of an individual delivers anti-perspirancy and deodorancy benefits.
  • AP anti-perspirant
  • a 'Hair Care Composition is meant to include a composition for topical application to hair and/or scalp of mammals, especially humans. Such a composition may be generally classified as leave-on or rinse off, and includes any product applied to a human body for also improving appearance, cleansing, odor control or general aesthetics.
  • the composition of the present invention can be in the form of a liquid, lotion, cream, foam, scrub, gel, or bar. Non-limiting examples of such compositions include leave-on hair lotions, creams, and wash-off shampoos, conditioners, shower gels, or toilet bar.
  • the composition of the present invention is preferably a wash-off composition, especially preferred being a shampoo or a conditioner and most preferably a shampoo.
  • a personal care composition comprising a polyunsaturated fatty acid (PUFA) or ester thereof selected from docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), DHA-ethyl ester, EPA-ethyl ester, DHA-triglyceride, EPA-triglyceride, dihomogamma-Linolenic Acid (DGLA), DGLA-ethyl ester, DGLA-triglyceride or combinations thereof; a lignan compound extractable from sesame selected from sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin or combinations thereof; and a cosmetically acceptable base; wherein the mole ratio of the PUFA or
  • DHA and EPA are naturally enriched in fish oil, especially in marine fish, where their presence can make up over 60% of the fatty acids.
  • a process called rendering which is comprised of heating in solvent and separation steps, is the common traditional way of extracting fish oil. More recently, supercritical extraction is introduced to reduce the damaing effect of solvent/heating (Sathivel, S. (2010) Fish Oil Extraction, Purification, and its Properties, in Handbook of Seafood Quality, Safety and Health Applications).
  • Triglyceride is the natural form in which DHA and EPA exist in fish oil. They are often hydrolyzed into free fatty acids, and subsequently made into products in such form, or further derivatised into ethyl esters and even phospholipids.
  • n-3 PUFA Other sources of DHA and EPA, as n-3 PUFA, include eggs, meat, and microalgae designed to produce such PUFA through biological fermentation. Also, flaxseed (linseed) is enriched with alpha-linolenic-acid (ALA), which can potentially be a precursor of DHA and EPA.
  • ALA alpha-linolenic-acid
  • DGLA is rarely found in dietary sources, only in trace level in certain animal products. Evening primrose (Oenothera) oil is the most commonly known natural source of DGLA. The majority of DGLA supply comes from industrial production, through biological approaches using yeast, fungus, or algae. Similar to DHA and EPA, free fatty acid form of DGLA can be derivatized into triglycerides or ethyl esters for application.
  • DHA, EPA, and DGLA are all long chain PUFAs, exist in liquid form under room temperature and susceptible to oxidation and hydrogenation. When being oxidized, there can be odor generated as volatile products.
  • DHA, EPA, and DGLA have important biological functions, as they are all considered essential fatty acids. They mainly participate in the lipid regulatory system for immunity, by acting as substrates for the synthesis of lipid mediators of inflammation or wound healing. They are also important for the maintenance of neural network, especially during the developmental phase of the brain. Deficiency in these PUFAs has been associated with risk for cardiovascular disease, mental health issue, as well as immune dysregulation.
  • the PUFA or ester thereof are preferably included in 0.01 to 10 wt%, more preferably from 0.2 to 5 wt% by weight of the composition.
  • the preferred polyunsaturated fatty acids for inclusion in the composition of the invention are DHA, EPA, DGLA or DGLA ethyl ester.
  • the composition of the invention includes a lignin compound which is extractable from sesame and are selected from one or more of sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin.
  • the lignan compounds are preferably included in 0.01 to 10 wt%, more preferably from 0.1 to 5 wt% by weight of the composition.
  • the preferred lignin compounds for inclusion in the composition of the invention are sesamin, sesamol, episesamin or sesaminol.
  • the mole ratio of the PUFA or ester thereof to the lignan compound is from 2:1 to 1 :10 preferably from 2:1 to 1 :5.
  • Lignans are natural compounds with dimers of phenyl propane units. Sesame lignans are particular lignans found in sesame (Sesamum indicum) seed oil. Besides this prevalent oilseed crop, plants such as Piper retrofractum, Pericarpium zanthorxyli, and Camellia oleifera are also viable sources. Lignans exist primarily as aglycones, and are extracted together with seed oil and then purified through chromatographic methods.
  • the sesamin lignans exist as white crystal powder, with good solubility in polar solvents. Biologically, they specifically inhibit delta-5 fatty acid desaturase. Based on this mechanism, they can reduce the conversion of n-6 PUFA towards proinflammatory lipid signal mediators and preserve higher level of n-3 PUFA such as DHA. They have been associated with health benefits such as improving blood lipid profile, neuroprotection under cerebral ischemia, increasing blood vitamin E level, and liver cell protection (A.A. Dar, N. Arumugam / Bioorganic Chemistry 50 (2013) 1-10).
  • composition of the invention is preferably in the form of a skin, scalp or hair care product.
  • the cosmetically acceptable base in such products generally comprises one or more of water, oil, and surfactant and is generally in the form of an emulsion, gel or combinations thereof.
  • the composition of the invention preferably is used for skin care.
  • the cosmetically acceptable base in such cases may be a liquid or solid material.
  • base is present in an amount ranging from 10 to 99.9 wt%, more preferably from 20 to 95 wt%, most preferably from 40 to 85 wt% by total weight of the composition.
  • the cosmetically acceptable carrier includes water. Water is preferably included in an amount from 30 to 90 wt%, more preferably from 30 to 85 wt%, most preferably from 30 to 80 wt% by total weight of the sunscreen composition.
  • suitable carrier classes include silicones, polyhydric alcohols, hydrocarbons, triglycerides and thickening powders.
  • the skin care composition could be in any form including toners, lotions, creams, mousses, scrub, serum or gel that is suitable for topical application to the skin.
  • the composition can be either a leave-on product such as skin lotions, creams,
  • composition is a skin lotion or a cream.
  • the composition may comprise an emollient oil that act as a co-solvent.
  • Suitable emollient oils include, for example, ester of alkoxylated aromatic alcohol with fatty carboxylic acid, esters of polyglycols or diols with fatty carboxylic acid such as caprylic/capric triglyceride, ester of fatty alcohol and fatty acid, alkoxylated derivative of benzyl alcohol and mixtures thereof.
  • the emollient oil is caprylic/capric triglyceride.
  • compositions comprise co-solvent in an amount from 0.01 to 10 wt%, more preferably from 0.1 to 8 wt%, most preferably from 1 to 6 wt%, based on the total weight of the sunscreen composition.
  • the composition may additionally comprise sunscreen agents such as inorganic sunscreens. For example, zinc oxide, titanium dioxide, iron oxide, silica such as fumed silica. The amount of such sunscreen agents is preferably incorporated from 0.1 to 5 wt% by total weight of the sunscreen composition.
  • the composition of the invention may comprise a UV-A sunscreen agent selected from the group consisting of a dibenzoylmethane derivative, a triazine derivative, a benzophenone derivative and mixtures thereof.
  • the UV-A sunscreen agent comprises or is a dibenzoylmethane derivative, for example, butyl methoxydibenzoylmethane (sold under the trade name Parsol 1789).
  • the composition of the present invention comprises from 0.1 to 15 wt% by weight of the UV-A sunscreen agent, more preferably from 0.1 to 10 wt%, most preferably from 1 to 5 wt%, based on the total weight of the composition.
  • the composition of the invention may also comprise a UV-B sunscreen agent.
  • Suitable UV-B sunscreen agent of the invention is selected from the group consisting of a benzophenone, an anthranilate, a salicylate, a cinnamate, a camphor, benzylidene malonate, a triazone, and derivatives thereof.
  • the UV-B sunscreen agent comprises or is a cinnamate derivative, for example, ethylhexyl methoxycinnamate (sold under the trade name Parsol MCX).
  • the composition of the invention preferably comprises from 0.1 to 20 wt% by weight of the UV-B sunscreen agent, more preferably from 0.5 to 18 wt%, most preferably from 1 to 15 wt%, based on the total weight of the composition.
  • a skin lightening agent may also be incorporated into the composition of the invention.
  • Suitable skin lightening agents other than Vitamin B3 and its derivatives e.g. niacin, nicotinic acid, niacinamide
  • kojic acid e.g. arbutin, tranexamic acid, placental extract, ascorbic acid and its derivatives
  • the skin lightening agent is present in an amount from 0.1 to 10 wt%, more preferably from 0.2 to 5 wt%, most preferably from 0.3 to 3 wt% by total weight of the composition.
  • composition of the invention may also comprise other ingredients which are common in the art to enhance physical properties and performance.
  • suitable ingredients include but are not limited to humectants, thickeners, opacifiers, binders, colorants and pigments, pH adjusting agents, preservatives, optics, perfumes, viscosity modifiers, biological additives, buffering agents, conditioners, natural extracts, essential oils and skin benefit agents including other anti-inflammatory agents, cooling agents, antiperspirant agents, anti-aging agents, anti-acne agents, anti-microbial agents and antioxidants.
  • the personal care composition When the personal care composition is delivered for oral care, it includes a
  • the composition of the invention is a composition hair care. It is especially useful for preventing or alleviating the symptoms of dandruff.
  • One medium through which this may be delivered is that of a shampoo.
  • the composition of the invention especially shampoos are formulated with an anionic surfactant e.g. an alkyl sulphate and/or ethoxylated alkyl sulfate surfactant. These anionic surfactants are preferably present at a level of from 1 to 20 wt%, preferably 2 to 16 wt%, furthermore preferably from 3 to 16 wt% by weight of the composition.
  • Preferred alkyl sulfates are C8-18 alky sulfates, more preferably C12-18 alkyl sulfates, preferably in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium.
  • Shampoo compositions preferably comprise one or more further anionic cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair.
  • compositions of the invention preferably additionally comprise an amphoteric surfactant preferably a betaine surfactant, more preferably an alkyl amido propyl betaine surfactant for example cocoamidopropyl betaine.
  • the composition comprises from 0.1 to 10 wt.%, preferably from 0.5 to 8 wt.%, more preferably from 1 to 5 wt.% of a betaine surfactant
  • cationic polymers are generally included therein.
  • the composition of the invention additionally includes 0.01 to 2.0 wt% of a cationic polymer.
  • the cationic polymer is preferably guar hydroxypropyl trimonium chloride. Guar polymer predominantly contains galactomannan polymer chains. This polymer is available at various molecular weights and degree of cationic substitutions depending on how much guar is hydrolysed and cationised.
  • compositions of the invention comprise 0.04 to 0.5 wt%, more preferably comprise 0.08 to 0.25 wt% by weight of the composition of the cationic polymer.
  • the composition is called a hair conditioner.
  • the most popular conditioning agents used in hair care compositions are water-insoluble oily materials such as mineral oils, naturally occurring oils such as triglycerides and silicone polymers.
  • Conditioning benefit is achieved by the oily material being deposited onto the hair resulting in the formation of a film, which makes the hair easier to comb when wet and more manageable when dry.
  • An especially useful conditioning agent is a silicone compound, preferably a non-volatile silicone compound.
  • Advantageously compositions herein may include one or more silicones.
  • the silicones are conditioning agents found in dispersed or suspended particulate form. They are intended to deposit onto hair remaining behind after rinsing of the hair with water.
  • Suitable silicone oils may include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers and mixtures thereof. Amino silicones are often formulated with shampoo compositions.
  • Amino silicones are silicones containing at least one primary amine, secondary amine, tertiary amine or a quaternary ammonium group. High molecular weight silicone gums can also be utilized. Another useful type are the crosslinked silicone elastomers such as Dimethicone/Vinyl/Dimethicone Crosspolymers (e.g. Dow Corning 9040 and 9041 ). Amount of the silicone in the compositions of the invention, where present, may range from 0.1 to 10 wt.%, preferably from 0.1 to 8wt.%, more preferably from 0.3 to 5wt.% by weight of the hair care compositions.
  • the pH of the compositions of the invention is preferably equal to or higher than 4.0, more preferably in the range of 5.0 to 7.0.
  • the hair conditioning composition usually comprises conditioning surfactants selected from cationic surfactants, used singly or in admixture.
  • conditioning surfactants selected from cationic surfactants, used singly or in admixture.
  • Suitable cationic surfactants for use in conditioner compositions according to the invention include
  • cetyltrimethylammonium chloride behenyltrimethylammonium chloride, cetylpyridinium chloride, tetramethylammonium chloride, tetraethylammonium chloride,
  • hexadecyltrimethylammonium chloride octyldimethylbenzylammonium chloride, decyldimethylbenzylammonium chloride, stearyldimethylbenzylammonium chloride, didodecyldimethylammonium chloride, dioctadecyldimethylammonium chloride, tallowtnmethylammonium chloride, dihydrogenated tallow dimethyl ammonium chloride (eg, Arquad 2HT/75 from Akzo Nobel), cocotrimethylammonium chloride, PEG-2- oleammonium chloride and the corresponding hydroxides thereof.
  • Suitable cationic surfactants include those materials having the CTFA designations Quaternium- 5, Quaternium-31 and Quaternium-18. Mixtures of any of the foregoing materials may also be suitable.
  • a particularly useful cationic surfactant for use in conditioners according to the invention is cetyltrimethylammonium chloride, available commercially, for example as GENAMIN CTAC, ex Hoechst Celanese.
  • Another particularly useful cationic surfactant for use in conditioners according to the invention is
  • behenyltrimethylammonium chloride available commercially, for example as
  • the most preferred cationic surfactants for use in the composition are
  • the level of cationic surfactant will generally range from 0.1 % to 5 wt%, preferably 0.5 to 2.5 wt% by weight of the composition.
  • Hair conditioning compositions of the invention preferably may also additionally comprise a fatty alcohol. The combined use of fatty alcohols and cationic surfactants in conditioning compositions is believed to be especially advantageous, because this leads to the formation of a lamellar phase, in which the cationic surfactant is dispersed.
  • the level of fatty alcohol in conditioners of the invention will generally range from 0.5 to 10 wt%, preferably from 0.1 % to 8 wt%, more preferably from 0.2 % to 7 wt%, most preferably from 0.3 % to 6 wt% by weight of the composition
  • Hair care compositions whether delivered as shampoos or conditioners usually comprise an anti-dandruff agent.
  • the most preferred anti-dandruff agent for use in the composition of the invention is a zinc based anti-dandruff agent preferably zinc pyrthione.
  • Shampoo composition as per the invention preferably additionally comprises a conazole fungicide.
  • the conazole fungicide is selected form ketoconazole, climbazole or mixtures thereof.
  • the azole fungicide is preferably included in 0.01 to 2 wt%, more preferably 0.025 to 0.75 wt% by weight of the composition.
  • the presence of a conazole fungicide is believed to improve the deposition of zinc pyrithione.
  • Examples 1 to12 Synergistic anti-inflammation efficacy of PUFA with sesamol in THP- 1 invitro assay
  • IL-6 concentration was quantified in the supernatant by BD Elisa kit.
  • IL-6 inhibition rate was calculated in comparison with vehicle control with LPS stimulation as reference, for each treatment.

Abstract

The invention relates to a personal care composition, more particularly to a composition for application to a topical surface that prevents or reduces inflammation. The composition could be delivered in the form of a skin, scalp, hair or oral care product, more particularly a skin care product. The benefit is delivered via a combination of a polyunsaturated fatty acid (PUFA) or ester thereof selected from docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), DHA-ethyl ester, EPA-ethyl ester, DHA-triglyceride, EPA-triglyceride, dihomogamma-linolenic acid (DGLA), DGLA-ethyl ester (DGLA-EE), DGLA-triglyceride or combinations thereof and a lignan compound extractable from sesame selected from sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin or combinations thereof.

Description

A PERSONAL CARE COMPOSITION
Field of the invention The invention relates to a personal care composition, more particularly to a
composition for application to a topical surface of a human or animal that prevents or reduces inflammation. The composition could be delivered in the form of a skin, scalp, hair or an oral care product, more particularly a skin care product. Background of the invention
Inflammation, a complicated biological host response to harmful stimuli, is a
mechanism by which the host removes the stimuli and initiates the healing process for self-protection. The innate immune system for a host is the first line of defence against invading organisms in a non-specific manner. Dysregulated inflammation may cause various personal care problems including gingivitis/periodontitis (in the oral cavity), dandruff (on scalp/ hair) and eczema/acnes (on skin). To assist the host organism (e.g. the human or animal) several anti-inflammatory agents either through topical application or through oral consumption have been developed and used to mitigate the above problems.
The skin experiences many conditions like aging, pigmentation, photo-damage, and skin irritation which are all accompanied by inflammation. Additionally inflammation has been implicated in many problems like skin wrinkling, acne, age spots, eczema, dandruff, and hyper-pigmentation. These problems, in addition to causing discomfort, also leave a displeasing cosmetic appearance. Many of the above problems have been treated or alleviated by use of one or more of emollients, sunscreens, anti-aging actives, or anti-microbial actives. Anti-inflammatory actives are also often included. Thus, inflammation is a process that is manifest on the topical surface of the human or animal body in one or all of the above described conditions. The present inventors have attempted to alleviate the symptoms of the above conditions by developing combination of actives that exhibit synergistic anti-inflammatory benefits. The present invention concerns identification of actives which could be derivatized from compounds found in extracts of natural materials. Natural materials from which many actives have been extracted include several spices, ginger, turmeric, tea, grape, tomato and a host of others. The present inventors have studied combination of materials that could potentially provide synergistic anti-inflammatory activity. After extensive
experimentation, they found that certain specific polyunsaturated fatty acids in combination with certain lignan compounds present in or derivable from sesame extract exhibit such behaviour and this is observed only at certain specific mole ratio range of the compounds.
JP1 1269456 A (1999) relates to a composition which improves the stability of highly unsaturated fatty acid in vivo and enhances the utilization factor of the acid in vivo by incorporating sesamin and/or an analog thereof.
W015138224 A1 relates to compositions and methods for reducing chronic low-level inflammation comprising hydrophobic derivatives of aspirin and/or hydrophobic derivatives of sesamol in combination with eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA), and their methods for reducing chronic low-level inflammation associated with chronic conditions including obesity, metabolic syndrome, diabetes, cardiovascular disease, cancer, auto-immune disorders, ocular and neurological disorders.
WO2015138224 A1 (Barry D. SEARS) discloses a composition comprising
hydrophobic derivatives of aspirin and/or hydrophobic derivatives of sesamol in combination with eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) for reducing chronic low-level inflammation associated with chronic conditions including obesity, metabolic syndrome, diabetes, cardiovascular disease, cancer, auto-immune disorders, ocular and neurological disorders in a mammal.
US2006289834 A1 (Nobushige Doisaki et al) discloses an external composition having oxidative stability, comprising a polyunsaturated fatty acid or its salt or ester which contains an antioxidant comprising an antioxidative sesame component and ascorbic acid or an ascorbyl fatty acid ester and an external base material.
The above two publications generally relate to reducing inflammation through ingestion of the combination of actives and there is no disclosure of their use in topical composition especially the specific ratios needed to achieve the benefit. It is thus an object of the present invention to provide for a personal care composition where the actives exhibit synergistic anti-inflammatory behavior.
It is another object of the present invention where at least one of the actives can be derived from a compound extractable from a natural source.
Summary of the invention
According to the first aspect of the present invention there is provided a personal care composition comprising:
(i) a polyunsaturated fatty acid (PUFA) or ester thereof selected from
docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), DHA-ethyl ester, EPA-ethyl ester, DHA-triglyceride, EPA-triglyceride, dihomogamma-Linolenic Acid (DGLA), DGLA-ethyl ester, DGLA-triglyceride or combinations thereof;
(ii) a lignan compound extractable from sesame selected from sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin or combinations thereof; and (iii) a cosmetically acceptable base;
wherein the mole ratio of the PUFA or ester thereof to the lignan compound is from 2:1 to 1 :10.
Another aspect of the present invention relates to a non-therapeutic method of reducing or preventing inflammation on a topical surface of a human or animal body comprising the step of applying the composition of the present invention on to a desired topical surface.
Yet another aspect of the present invention relates to non-therapeutic use of the composition of the present invention for improving a skin condition including skin aging, pigmentation, photo-damage, skin irritation or inflammation. Detailed description of the invention
Except in the examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and/or use may optionally be understood as modified by the word "about". All amounts are by weight of the final composition, unless otherwise specified.
It should be noted that in specifying any ranges of values, any particular upper value can be associated with any particular lower value.
For the avoidance of doubt, the word "comprising" is intended to mean "including" but not necessarily "consisting of" or "composed of". In other words, the listed steps or options need not be exhaustive. The disclosure of the invention as found herein is to be considered to cover all embodiments as found in the claims as being multiply dependent upon each other irrespective of the fact that claims may be found without multiple dependency or redundancy. Where a feature is disclosed with respect to a particular aspect of the invention (for example a composition of the invention), such disclosure is also to be considered to apply to any other aspect of the invention (for example a method of the invention) mutatis mutandis. By Ά topical composition' or a 'skin care composition' as used herein, is meant to include a composition for topical application to the skin of mammals, especially humans. Such a composition could be of the leave-on or of the wash-off/ rinse-off type. By a leave-on composition is meant a composition that is applied to the desired skin surface and left on for a period (say from one minute to 24 hours) after which it may be wiped or rinsed off with water, usually during the regular course of personal washing. By a wash-off/ rinse off composition is meant a composition that is applied to the desired skin surface for a shorter period of time say of the order of seconds or minutes and usually contains sufficient surfactants that aids in cleaning the surface which may be rinsed off with copious amounts of water. The composition may also be formulated into a product which is applied to a human body for improving the appearance, cleansing, odor control or general aesthetics. The composition of the present invention can be in the form of a liquid, lotion, cream, foam, scrub, gel or stick form and may be delivered through a roll-on device or using a propellant containing aerosol can. "Skin" as used herein is meant to include skin on any part of the body e.g., neck, chest, back, arms, underarms, hands, legs, buttocks and scalp. When the product is used for the underarms it is usually called a deodorant product or a deo product. A class of deodorant product is the so called anti-perspirant (AP) product which contains an AP active which when applied to the axilla of an individual delivers anti-perspirancy and deodorancy benefits.
By a 'Hair Care Composition" as used herein, is meant to include a composition for topical application to hair and/or scalp of mammals, especially humans. Such a composition may be generally classified as leave-on or rinse off, and includes any product applied to a human body for also improving appearance, cleansing, odor control or general aesthetics. The composition of the present invention can be in the form of a liquid, lotion, cream, foam, scrub, gel, or bar. Non-limiting examples of such compositions include leave-on hair lotions, creams, and wash-off shampoos, conditioners, shower gels, or toilet bar. The composition of the present invention is preferably a wash-off composition, especially preferred being a shampoo or a conditioner and most preferably a shampoo.
"Water-insoluble", as used herein, refers to the solubility of a material in water at 25°C and atmospheric pressure being 0.1 % by weight or less. According to the first aspect of the invention there is provided a personal care composition comprising a polyunsaturated fatty acid (PUFA) or ester thereof selected from docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), DHA-ethyl ester, EPA-ethyl ester, DHA-triglyceride, EPA-triglyceride, dihomogamma-Linolenic Acid (DGLA), DGLA-ethyl ester, DGLA-triglyceride or combinations thereof; a lignan compound extractable from sesame selected from sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin or combinations thereof; and a cosmetically acceptable base; wherein the mole ratio of the PUFA or ester thereof to the lignan compound is from 2:1 to 1 :10.
DHA and EPA are naturally enriched in fish oil, especially in marine fish, where their presence can make up over 60% of the fatty acids. A process called rendering, which is comprised of heating in solvent and separation steps, is the common traditional way of extracting fish oil. More recently, supercritical extraction is introduced to reduce the damaing effect of solvent/heating (Sathivel, S. (2010) Fish Oil Extraction, Purification, and its Properties, in Handbook of Seafood Quality, Safety and Health Applications). Triglyceride is the natural form in which DHA and EPA exist in fish oil. They are often hydrolyzed into free fatty acids, and subsequently made into products in such form, or further derivatised into ethyl esters and even phospholipids.
Other sources of DHA and EPA, as n-3 PUFA, include eggs, meat, and microalgae designed to produce such PUFA through biological fermentation. Also, flaxseed (linseed) is enriched with alpha-linolenic-acid (ALA), which can potentially be a precursor of DHA and EPA.
DGLA is rarely found in dietary sources, only in trace level in certain animal products. Evening primrose (Oenothera) oil is the most commonly known natural source of DGLA. The majority of DGLA supply comes from industrial production, through biological approaches using yeast, fungus, or algae. Similar to DHA and EPA, free fatty acid form of DGLA can be derivatized into triglycerides or ethyl esters for application.
DHA, EPA, and DGLA are all long chain PUFAs, exist in liquid form under room temperature and susceptible to oxidation and hydrogenation. When being oxidized, there can be odor generated as volatile products.
DHA, EPA, and DGLA have important biological functions, as they are all considered essential fatty acids. They mainly participate in the lipid regulatory system for immunity, by acting as substrates for the synthesis of lipid mediators of inflammation or wound healing. They are also important for the maintenance of neural network, especially during the developmental phase of the brain. Deficiency in these PUFAs has been associated with risk for cardiovascular disease, mental health issue, as well as immune dysregulation.
The PUFA or ester thereof are preferably included in 0.01 to 10 wt%, more preferably from 0.2 to 5 wt% by weight of the composition. The preferred polyunsaturated fatty acids for inclusion in the composition of the invention are DHA, EPA, DGLA or DGLA ethyl ester. The composition of the invention includes a lignin compound which is extractable from sesame and are selected from one or more of sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin. The lignan compounds are preferably included in 0.01 to 10 wt%, more preferably from 0.1 to 5 wt% by weight of the composition. The preferred lignin compounds for inclusion in the composition of the invention are sesamin, sesamol, episesamin or sesaminol. The mole ratio of the PUFA or ester thereof to the lignan compound is from 2:1 to 1 :10 preferably from 2:1 to 1 :5.
Lignans are natural compounds with dimers of phenyl propane units. Sesame lignans are particular lignans found in sesame (Sesamum indicum) seed oil. Besides this prevalent oilseed crop, plants such as Piper retrofractum, Pericarpium zanthorxyli, and Camellia oleifera are also viable sources. Lignans exist primarily as aglycones, and are extracted together with seed oil and then purified through chromatographic methods.
The sesamin lignans exist as white crystal powder, with good solubility in polar solvents. Biologically, they specifically inhibit delta-5 fatty acid desaturase. Based on this mechanism, they can reduce the conversion of n-6 PUFA towards proinflammatory lipid signal mediators and preserve higher level of n-3 PUFA such as DHA. They have been associated with health benefits such as improving blood lipid profile, neuroprotection under cerebral ischemia, increasing blood vitamin E level, and liver cell protection (A.A. Dar, N. Arumugam / Bioorganic Chemistry 50 (2013) 1-10).
The composition of the invention is preferably in the form of a skin, scalp or hair care product. The cosmetically acceptable base in such products generally comprises one or more of water, oil, and surfactant and is generally in the form of an emulsion, gel or combinations thereof.
The composition of the invention preferably is used for skin care. The cosmetically acceptable base in such cases may be a liquid or solid material. Typically, base is present in an amount ranging from 10 to 99.9 wt%, more preferably from 20 to 95 wt%, most preferably from 40 to 85 wt% by total weight of the composition. It is particularly preferred that the cosmetically acceptable carrier includes water. Water is preferably included in an amount from 30 to 90 wt%, more preferably from 30 to 85 wt%, most preferably from 30 to 80 wt% by total weight of the sunscreen composition. Besides water, suitable carrier classes include silicones, polyhydric alcohols, hydrocarbons, triglycerides and thickening powders.
The skin care composition could be in any form including toners, lotions, creams, mousses, scrub, serum or gel that is suitable for topical application to the skin. The composition can be either a leave-on product such as skin lotions, creams,
antiperspirants, deodorants, lipsticks, foundations, mascara, sunless tanners and sunscreen lotions or a rinse-off product such as shower gels and toilet bars. It is preferred that the composition is a skin lotion or a cream.
The composition may comprise an emollient oil that act as a co-solvent. Suitable emollient oils include, for example, ester of alkoxylated aromatic alcohol with fatty carboxylic acid, esters of polyglycols or diols with fatty carboxylic acid such as caprylic/capric triglyceride, ester of fatty alcohol and fatty acid, alkoxylated derivative of benzyl alcohol and mixtures thereof. Preferably the emollient oil is caprylic/capric triglyceride.
Typically, such compositions comprise co-solvent in an amount from 0.01 to 10 wt%, more preferably from 0.1 to 8 wt%, most preferably from 1 to 6 wt%, based on the total weight of the sunscreen composition. The composition may additionally comprise sunscreen agents such as inorganic sunscreens. For example, zinc oxide, titanium dioxide, iron oxide, silica such as fumed silica. The amount of such sunscreen agents is preferably incorporated from 0.1 to 5 wt% by total weight of the sunscreen composition. The composition of the invention may comprise a UV-A sunscreen agent selected from the group consisting of a dibenzoylmethane derivative, a triazine derivative, a benzophenone derivative and mixtures thereof. In a preferred embodiment, the UV-A sunscreen agent comprises or is a dibenzoylmethane derivative, for example, butyl methoxydibenzoylmethane (sold under the trade name Parsol 1789). Typically, the composition of the present invention comprises from 0.1 to 15 wt% by weight of the UV-A sunscreen agent, more preferably from 0.1 to 10 wt%, most preferably from 1 to 5 wt%, based on the total weight of the composition. The composition of the invention may also comprise a UV-B sunscreen agent. Suitable UV-B sunscreen agent of the invention is selected from the group consisting of a benzophenone, an anthranilate, a salicylate, a cinnamate, a camphor, benzylidene malonate, a triazone, and derivatives thereof. In a preferred embodiment, the UV-B sunscreen agent comprises or is a cinnamate derivative, for example, ethylhexyl methoxycinnamate (sold under the trade name Parsol MCX).
Typically, the composition of the invention preferably comprises from 0.1 to 20 wt% by weight of the UV-B sunscreen agent, more preferably from 0.5 to 18 wt%, most preferably from 1 to 15 wt%, based on the total weight of the composition.
A skin lightening agent may also be incorporated into the composition of the invention. Suitable skin lightening agents other than Vitamin B3 and its derivatives (e.g. niacin, nicotinic acid, niacinamide) are kojic acid, arbutin, tranexamic acid, placental extract, ascorbic acid and its derivatives (e.g. magnesium ascorbyl phosphate, sodium ascorbyl phosphate, ascorbyl glucoside, and ascorbyl tetraisopalmitates), aloe extract, ammonium lactate, azelaic acid, citrate esters, ellagic acid, glycolic acid, green tea extract, hydroquinone, lemon extract, linoleic acid, vitamins like vitamin B6, vitamin B12, vitamin C, vitamin A, a dicarboxylic acid, resorcinol derivatives, hydroxycarboxylic acid like lactic acid and their salts (e.g. sodium lactate) or a mixture thereof. Typically, the skin lightening agent is present in an amount from 0.1 to 10 wt%, more preferably from 0.2 to 5 wt%, most preferably from 0.3 to 3 wt% by total weight of the composition.
The composition of the invention may also comprise other ingredients which are common in the art to enhance physical properties and performance. Suitable ingredients include but are not limited to humectants, thickeners, opacifiers, binders, colorants and pigments, pH adjusting agents, preservatives, optics, perfumes, viscosity modifiers, biological additives, buffering agents, conditioners, natural extracts, essential oils and skin benefit agents including other anti-inflammatory agents, cooling agents, antiperspirant agents, anti-aging agents, anti-acne agents, anti-microbial agents and antioxidants. When the personal care composition is delivered for oral care, it includes a
cosmetically acceptable base which comprises an abrasive, a thickener, a humectant and an orally acceptable surfactant. Preferably, the composition of the invention is a composition hair care. It is especially useful for preventing or alleviating the symptoms of dandruff. One medium through which this may be delivered is that of a shampoo. The composition of the invention especially shampoos are formulated with an anionic surfactant e.g. an alkyl sulphate and/or ethoxylated alkyl sulfate surfactant. These anionic surfactants are preferably present at a level of from 1 to 20 wt%, preferably 2 to 16 wt%, furthermore preferably from 3 to 16 wt% by weight of the composition. Preferred alkyl sulfates are C8-18 alky sulfates, more preferably C12-18 alkyl sulfates, preferably in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium. Shampoo compositions preferably comprise one or more further anionic cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair.
The compositions of the invention preferably additionally comprise an amphoteric surfactant preferably a betaine surfactant, more preferably an alkyl amido propyl betaine surfactant for example cocoamidopropyl betaine. In a preferred embodiment, the composition comprises from 0.1 to 10 wt.%, preferably from 0.5 to 8 wt.%, more preferably from 1 to 5 wt.% of a betaine surfactant To enhance deposition of actives from compositions of the invention especially shampoos, cationic polymers are generally included therein. In accordance with the present invention too, it is preferred that the composition of the invention additionally includes 0.01 to 2.0 wt% of a cationic polymer. The cationic polymer is preferably guar hydroxypropyl trimonium chloride. Guar polymer predominantly contains galactomannan polymer chains. This polymer is available at various molecular weights and degree of cationic substitutions depending on how much guar is hydrolysed and cationised.
Preferably the compositions of the invention comprise 0.04 to 0.5 wt%, more preferably comprise 0.08 to 0.25 wt% by weight of the composition of the cationic polymer. When conditioning benefits are to be delivered through the composition of the invention the composition is called a hair conditioner. Typically, the most popular conditioning agents used in hair care compositions are water-insoluble oily materials such as mineral oils, naturally occurring oils such as triglycerides and silicone polymers.
Conditioning benefit is achieved by the oily material being deposited onto the hair resulting in the formation of a film, which makes the hair easier to comb when wet and more manageable when dry. An especially useful conditioning agent is a silicone compound, preferably a non-volatile silicone compound. Advantageously compositions herein may include one or more silicones. The silicones are conditioning agents found in dispersed or suspended particulate form. They are intended to deposit onto hair remaining behind after rinsing of the hair with water. Suitable silicone oils may include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers and mixtures thereof. Amino silicones are often formulated with shampoo compositions. Amino silicones are silicones containing at least one primary amine, secondary amine, tertiary amine or a quaternary ammonium group. High molecular weight silicone gums can also be utilized. Another useful type are the crosslinked silicone elastomers such as Dimethicone/Vinyl/Dimethicone Crosspolymers (e.g. Dow Corning 9040 and 9041 ). Amount of the silicone in the compositions of the invention, where present, may range from 0.1 to 10 wt.%, preferably from 0.1 to 8wt.%, more preferably from 0.3 to 5wt.% by weight of the hair care compositions.
The pH of the compositions of the invention is preferably equal to or higher than 4.0, more preferably in the range of 5.0 to 7.0.
The hair conditioning composition usually comprises conditioning surfactants selected from cationic surfactants, used singly or in admixture. Suitable cationic surfactants for use in conditioner compositions according to the invention include
cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, cetylpyridinium chloride, tetramethylammonium chloride, tetraethylammonium chloride,
octyltrimethylammonium chloride, dodecyltrimethylammonium chloride,
hexadecyltrimethylammonium chloride, octyldimethylbenzylammonium chloride, decyldimethylbenzylammonium chloride, stearyldimethylbenzylammonium chloride, didodecyldimethylammonium chloride, dioctadecyldimethylammonium chloride, tallowtnmethylammonium chloride, dihydrogenated tallow dimethyl ammonium chloride (eg, Arquad 2HT/75 from Akzo Nobel), cocotrimethylammonium chloride, PEG-2- oleammonium chloride and the corresponding hydroxides thereof. Further suitable cationic surfactants include those materials having the CTFA designations Quaternium- 5, Quaternium-31 and Quaternium-18. Mixtures of any of the foregoing materials may also be suitable. A particularly useful cationic surfactant for use in conditioners according to the invention is cetyltrimethylammonium chloride, available commercially, for example as GENAMIN CTAC, ex Hoechst Celanese. Another particularly useful cationic surfactant for use in conditioners according to the invention is
behenyltrimethylammonium chloride, available commercially, for example as
GENAMIN KDMP, ex Clariant. Yet another preferred cationic surfactant is
stearamidopropyl dimethylamine.
The most preferred cationic surfactants for use in the composition are
stearamidopropyl dimethylamine, behentrimonium chloride, or
stearyl trimethyl ammonium chloride. In conditioners of the invention, the level of cationic surfactant will generally range from 0.1 % to 5 wt%, preferably 0.5 to 2.5 wt% by weight of the composition. Hair conditioning compositions of the invention preferably may also additionally comprise a fatty alcohol. The combined use of fatty alcohols and cationic surfactants in conditioning compositions is believed to be especially advantageous, because this leads to the formation of a lamellar phase, in which the cationic surfactant is dispersed. The level of fatty alcohol in conditioners of the invention will generally range from 0.5 to 10 wt%, preferably from 0.1 % to 8 wt%, more preferably from 0.2 % to 7 wt%, most preferably from 0.3 % to 6 wt% by weight of the composition
Hair care compositions whether delivered as shampoos or conditioners usually comprise an anti-dandruff agent. The most preferred anti-dandruff agent for use in the composition of the invention is a zinc based anti-dandruff agent preferably zinc pyrthione.
Shampoo composition as per the invention preferably additionally comprises a conazole fungicide. Preferably the conazole fungicide is selected form ketoconazole, climbazole or mixtures thereof. The azole fungicide is preferably included in 0.01 to 2 wt%, more preferably 0.025 to 0.75 wt% by weight of the composition. The presence of a conazole fungicide is believed to improve the deposition of zinc pyrithione. The invention will now be illustrated with the help of the following non-limiting examples.
Examples Examples 1 to12: Synergistic anti-inflammation efficacy of PUFA with sesamol in THP- 1 invitro assay
The following procedure was used to test the anti-inflammation efficacy of the various actives alone or in combination.
(i) 5X105 THP-1 monocytes were placed into 24-well plates, with 100 nM 12-myristate 13-acetate (PMA) in the culture media to differentiate the cells.
(ii) After 72 hours differentiation, treatments as follows were applied to the cells, all the treatments that from (3)-(17) were together with LPS-1 μg ml:
(1 ) control; (2) LPS-1 pg/ml; (3) Dex-50 nM; (4) DHA-200 μΜ; (5) DHA-100 μΜ; (6)
DHA-20 μΜ; (7) sesamol-200 μΜ; (8) sesamol-100 μΜ; (9) sesamol-50 μΜ; (10) sesamol-20 μΜ; (13) DHA-Ι ΟΟμΜ + sesamol-200 μΜ; (14) DHA-100 μΜ + sesamol-100 μΜ; (15) DHA-100 μΜ + sesamol-50 μΜ; (16) DHA-20 μΜ + sesamol- 200 μΜ; (17) DHA-20 μΜ + sesamol-20 μΜ.
(iii) After 24 hours incubation, the supernatants were collected.
(iv) Then IL-6 concentration was tested in the supernatant by BD Elisa kit.
The results in terms of concentration of IL-6 as a % of that obtained for LPS is given in Table -1 below. The lower the percentage, the higher the anti-inflammatory potential. The CI value (combination index) of the various combinations is also less than 1 indicating synergism. Table -1
Figure imgf000015_0001
The data in Table above indicates that a combination of DHA with sesamol at various concentrations exhibits synergistic anti-inflammatory behaviour (with the CI value (combination index) of the various combinations is also less than 1 which indicated synergy between the polyunsaturated fatty acid and sesamol.
Examples 13 to29: Anti-inflammation efficacy of combination of a PUFA with various liqnans:
(i) 5X105 THP-1 monocytes were placed into 24-well plates, with 100nM PMA in the culture media to differentiate the cells.
(ii) After 72 hours differentiation, treatments as follows were supplemented into fresh media and applied to the cells:
(1 ) Vehicle control with LPS (1 g/mL) stimulation
(2) Individual PUFA actives at 50 μΜ alone with LPS (1 g/mL) stimulation.
(3) Individual lignan actives at 50 μΜ alone with LPS (1 g/mL) stimulation.
(4) Combinations between each PUFA and lignin active, except for DGLA-EE, which only combined with sesamol.
(iii) After 24 hours incubation, the supernatants were collected.
(iv) Then IL-6 concentration was quantified in the supernatant by BD Elisa kit. (v) IL-6 inhibition rate was calculated in comparison with vehicle control with LPS stimulation as reference, for each treatment.
The data below is expressed in % IL-6 inhibition rate in Table-2 and 3. The
higher the IL-6 inhibition rate percentage, the higher the anti-inflammatory benefit.
Table - 2
Figure imgf000016_0001
Table - 3
Figure imgf000016_0002
The data in Table 2 and 3 above indicate vastly superior anti-inflammation potential for the combinations as compared to the individual components.

Claims

Claims
1. A personal care composition comprising:
(i) a polyunsaturated fatty acid (PUFA) or ester thereof selected from
docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), DHA-ethyl ester, EPA-ethyl ester, DHA-triglyceride, EPA-triglyceride, dihomogamma-linolenic acid (DGLA), DGLA-ethyl ester (DGLA-EE), DGLA-triglyceride or combinations thereof;
(ii) a lignan compound extractable from sesame selected from sesamin, sesamol, episesamin, sesaminol, episesaminol, sesamolin or combinations thereof; and
(iii) a cosmetically acceptable base;
wherein the mole ratio of the PUFA or ester thereof to the lignan compound is from 2:1 to 1 :10.
2. A composition as claimed in claim 1 wherein the mole ratio of the PUFA or ester thereof to the lignan compound is 2:1 to 1 :5.
3. A composition as claimed in claim 1 or 2 wherein the PUFA or ester thereof is DHA, EPA, DGLA or DGLA ethyl ester.
4. A composition as claimed in any one of the preceding claims comprising 0.01 to 10% PUFA or ester thereof by weight of the composition.
5. A composition as claimed in any one of the preceding claims comprising 0.01 to 10% lignan compound by weight of the composition.
6. A composition as claimed in any one of the preceding claims wherein the
cosmetically acceptable base comprises water, oil, surfactant, emulsion, gel or combinations thereof.
7. A composition as claimed in any one of the preceding claims in the form of an oral care, or a skin, scalp or hair care product.
8. A non-therapeutic method of reducing or preventing inflammation on a topical
surface of a human or animal body comprising the step of applying the composition as claimed in any one of the preceding claims on to the desired surface.
9. Non-therapeutic use of a composition as claimed in any one of the preceding claims 1 to 7 for improving a skin condition including skin aging, pigmentation, photo-damage and skin irritation and inflammation.
10. A personal composition for use to reduce or prevent inflammation on a topical surface of a human or animal body, comprising:
(i) a polyunsaturated fatty acid (PUFA) or ester thereof selected from
docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), DHA-ethyl ester, EPA-ethyl ester, DHA-triglyceride, EPA-triglyceride, dihomogamma- linolenic acid (DGLA), DGLA-ethyl ester (DGLA-EE), DGLA-triglyceride or combinations thereof;
(ii) a lignan compound extractable from sesame selected from sesamin,
sesamol, episesamin, sesaminol, episesaminol, sesamolin or combinations thereof; and
(iii) a cosmetically acceptable base;
wherein the mole ratio of the PUFA or ester thereof to the lignan compound is from 2:1 to 1 :10.
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SATHIVEL, S.: "Handbook of Seafood Quality, Safety and Health Applications", 2010, article "Fish Oil Extraction, Purification, and its Properties"

Cited By (1)

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Publication number Priority date Publication date Assignee Title
CN115414269A (en) * 2022-08-03 2022-12-02 陕西畅想制药有限公司 Cosmetic supramolecular solution containing sesamol and preparation method and application thereof

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