EP1874132A1 - Hot flavour and skin sensation composition - Google Patents

Hot flavour and skin sensation composition

Info

Publication number
EP1874132A1
EP1874132A1 EP06727878A EP06727878A EP1874132A1 EP 1874132 A1 EP1874132 A1 EP 1874132A1 EP 06727878 A EP06727878 A EP 06727878A EP 06727878 A EP06727878 A EP 06727878A EP 1874132 A1 EP1874132 A1 EP 1874132A1
Authority
EP
European Patent Office
Prior art keywords
composition
component
hot
acid
isopropyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP06727878A
Other languages
German (de)
English (en)
French (fr)
Inventor
Catherine Maurel
Anh Le
Jérôme BARRA
Christian Starkenmann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Firmenich SA
Original Assignee
Firmenich SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Firmenich SA filed Critical Firmenich SA
Priority to EP06727878A priority Critical patent/EP1874132A1/en
Publication of EP1874132A1 publication Critical patent/EP1874132A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/10Natural spices, flavouring agents or condiments; Extracts thereof
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/82Acid flavourants
    • 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
    • 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]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • 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]
    • A61K8/9794Liliopsida [monocotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00Formulations or additives for perfume preparations
    • 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
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/24Thermal properties
    • A61K2800/242Exothermic; Self-heating; Heating sensation
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/24Thermal properties
    • A61K2800/244Endothermic; Cooling; Cooling sensation

Definitions

  • the present invention aims at providing an ingredient suitable for foods but also for topically administered body care products, such as shampoos and lotions, the ingredient providing a clean, warming trigeminal sensation substantially free of undesired off-notes typically associated with natural extracts, such as the black pepper extracts (spicy, earthy off-note) or mustard oil (pungent sulfury effect), for example.
  • Capsaicin naturally present in various plant species of the Capsicum gender, is a well- known compound providing a strongly warming, hot trigeminal sensation and would thus be ideally employed in compositions providing a warming sensation to a food product.
  • the use of capsaicin and its derivatives is limited by the fact that it may cause skin irritations. What is more, capsicum oleoresin has a pungent and oily off-note, which further puts a hindrance to its use in foods or body care products.
  • the present inventors found that by preparing a composition comprising at least a hot component, a cooling component and a bitter component, a clean hot and/or warming sensation was provided, which is devoid of oily off-notes and further undesired characteristics.
  • the sensation was particularly useful, clean and positively evaluated in food products, oral care and body care products.
  • the present invention provides the use of a composition according to the invention, to provide a hot flavor to a food product.
  • Figure 2 shows comparison of the hot intensity, flavour intensity and overall liking of sugar-free hard-boiled candy application comprising (A) the hot composition of the present invention (according to Example 1), and, (B) capsicum oleoresin as perceived by trained panelists at iso-hot intensity. Statistically significant at 99% (**) level of confidence.
  • composition of the present invention comprises a hot component, a cooling component, a bitter component, and optionally an acid component.
  • the hot taste is a hot, clean taste if evaluated by a skilled panel of experienced tasters and has significantly reduced off-notes and oily organoleptic properties if compared to equally hot compositions based on natural extracts alone or other compositions than those of the present invention.
  • Significantly reduced preferably refers to statistically significance at a confidence level of at least 90% and established with a panel of at least 15 tasters.
  • ingredients typically used in the food and oral care industry that can serve as hot component for the purpose of the invention include piperine, pelargonyl vanillyl amide, vanillyl butyl amide, vanillin butyl ether, eugenol, gingerol, polygodial, shogoal, galangal acetate, capsaicin (N-(4-hydroxy-3-methoxybenzyl)-8-methylnonanamide and/or (6E)-N-(4- hydroxy -3- methoxybenzyl)-8-methyl-6-nonenamide), capsaicin analogs and mixtures comprising two or more of these.
  • the hot component consists of 5-90% of capsicum oleoresin, and 10-95% of at least one other hot ingredient.
  • natural extracts which can directly be used for working the present invention, such as black pepper extract, mustard oil, ginger oleoresin, jambu oleoresin, capsicum oleoresin, Japanese pepper extract, chilli pepper extract, Zealandn pepper extract, for example.
  • Other examples of hot, warming compounds are disclosed in EP 1 121 927 A2, in particular in claim 6 of this reference, which is enclosed herein.
  • the cooling component is preferably a purified compound, but may also be provided in the form of an extract, which provides, when brought in contact with the skin or oral cavity, a cooling sensation, which is mediated by the trigeminal nerve.
  • the cooling component is selected from the group consisting of menthol, menthyl succinate, menthyl lactate, p-menthane-3,8-diol, 8-p-menthen-3-ol (Coolact P®, Takasago), 3-(3'-P-menthanyloxy)-l,2-propanediol (Coolant Agent 10®, Takasago), menthone glycerol ketal (Frescolat ®MGA, Haarmann & Reimer), 2-(l- methylpropyl)-l-cyclohexanone (Freskomenthe®, Givaudan), N-ethyl-3-P- menthanecarboxamide (WS-3, Millennium Speciality Chemicals), aspartic acid, N- (4- hydroxy-3-methoxybenzyl)nonanamide, 5-[5-(l,3-benzodioxol-5-yl)-l-(l-pipe
  • the bitter component is a compound or, more generally, an extract having bitter organoleptic properties.
  • Bitterness is one of five recognized basic tastes (besides sweet, salty, sour and umami) and is mediated by taste buds at the back of the tongue. It can readily be attributed to compounds, ingredients, for example.
  • the bitter component is selected from bitter triterpenes, glucosides of monoterpenes, sesquiterpene lactones, humulone, lupulone, flavonones, quinines, and mixtures of these.
  • Examples for bitter plant extracts include Quassia extract (also called bitter ash extract, FEMA No. 2971), quinquina extract, chamomile oils (FEMA No. 2272 to 2274), gentian root extract (FEMA No. 2506), hops extracts and oils (FEMA No. 2578 to 2580, artichoke leaves oil, just to mention a few.
  • the composition of the present invention further comprises an acid.
  • the acid is food-grade and hence suitable for human consumption.
  • the acid is a C 2 - Cg, more preferably a C 2 -C 6 organic acid.
  • suitable acids are citric acid, acetic acid, succinic acid, pyruvic acid, lactic acid, propionic acid, malonic acid, oxalic acid, amongst many others.
  • inorganic acids which are acceptable for human consumption may be used, equally, for example, HCl, H3PO4 (phosphoric acid), H 2 SO 4 (nitric acid), etc.
  • many others may equally be used instead or in addition in the composition of the invention.
  • any or all of the hot component, the cooling component and/or the bitter ingredient, if present, is/are present in the form of isolated compounds.
  • the cooling component and the acid are present in the form of pure, isolated compounds, or solutions with defined quantity of the isolated compound, for example.
  • composition of the invention may further comprise other ingredients typically used in flavour compositions, for example.
  • the composition may comprise further flavours.
  • the composition may also comprise adjuvants that allow the composition to meet technical requirements, such as stability or tonality persistence.
  • stability or tonality persistence Today, the range of products types and product formulations that are flavoured has become so extensive and subjected to frequent changes that an approach made on a product-by-product basis and on the definition for each case of the adjuvants that can be used is impractical. This is why a list of adjuvants currently used in flavouring formulations is not given here.
  • a skilled person in the art for example a flavourist is capable of choosing these ingredients as a function of the product to be flavoured and of the nature of the flavouring ingredients contained in the formulation.
  • the composition of the invention further comprises a lift enhancer.
  • Lift enhancers are adjuvants capable of increasing the volatility of the other flavours or compounds of the composition of the invention, preferably without inferring or contributing to the flavour or other organoleptic properties of a flavour composition.
  • lift enhancers belong to various chemical groups and include alcohols, aldehydes, ketals, esters, ethers or sulfur compounds, for example.
  • the above percentages refer to the amount of plant extracts as concerns the hot and the bitter component, because hot and bitter principles are mainly commercialised in the form of extracts.
  • the percentages of cooling agent and acid are valid for pure, isolated compounds, because these components are generally commercialised as pure compounds, or solutions with known dilution of the active principle, for example the cooling agent.
  • these percentages do not consider the amounts of other ingredients, such as solvents and adjuvants or other flavours, possibly being present in a flavour composition, but only refer to the part contributing to enhance a warming sensation given by combination of hot component, cooling agents, as well as an acid and/or a bitter component, and, optionally, a lift enhancer.
  • the present invention provides of a composition according to the invention to provide a hot flavor to a food product.
  • the present invention provides a method for imparting a hot taste to a food product, the method comprising the steps of adding to the food product the composition of the present invention.
  • composition of the invention may be used directly as it is or added to food products as discussed below.
  • the present invention provides a food product comprising the composition of the present invention.
  • the composition of the invention may directly be added to a food product at the stage where flavours are generally added.
  • the liquid composition may be encapsulated in a matrix, such as a carbohydrate, phospholipid, or protein matrix, such as a gelatine matrix, for example, or any any bioactive matrix, in order to provide a shelf-stable, dry form of the flavour or skin composition of the invention.
  • the present invention provides a delivery system comprising the composition of the present invention.
  • the delivery system is in the form of a particulate composition and/or a powder.
  • the composition may be encapsulated following standard procedures in spray-dried powders.
  • the composition may be encapsulated in a matrix, which is in a glassy state at room temperature.
  • the composition of the invention may be encapsulated in rod- like granules the preparation of which is disclosed in US 4,707,367.
  • the composition of the invention may be used in liquid food products and/or in products that are solid.
  • the food product is selected from the group consisting of a confectionery product, a bakery product, a beverage carbonated or non-carbonated, a alcoholic drink, a dairy product, a soy product, a soup, a dressing, a gravy, a condiment, a sauce, and a dip, a snack, noodles, chips, meat and fish, for example.
  • confectionery products include chocolates, candies, chewing gums, for example.
  • the present invention provides an oral care product according to the invention.
  • the product may be a toothpaste, a tooth-gel, a mouthwash.
  • the present invention provides a pharmaceutical product comprising the flavor composition according to the invention.
  • a pharmaceutical product comprising the flavor composition according to the invention.
  • examples of such products are syrups, drugs provides in tablets or capsules.
  • the present invention provides a body care product comprising the composition of the present invention.
  • the composition of the invention is put in a lip balm, a shampoo, a soap, a cream, and/or a body lotion, a perfume.
  • the composition comprises a hot component and a cooling component, human skin will be susceptible to make a unique sensational experience when getting in contact with the composition of the present invention.
  • Hot flavour and skin sensation composition A composition providing hot, warming trigeminal properties was prepared according to Table 1 below. All components were mixed under stirring in food-grade solvents. The composition, when tasted as such, provided a strong and clean hot, warming taste. Earthy, oily off-notes and the peppery note typical for piperine were not detected or strongly reduced. Table 1: Components for hot trigeminal composition
  • a further hot flavour and skin sensation composition was prepared with the same procedure as in Example 1, but with the components indicated in Table 2 below.
  • the composition when tasted as such, provided a strong and clean hot, warming taste. Earthy and oily off-notes typical for capsaicin were not detected.
  • Isomalt (10Og) and water (30g) were mixed and heated to 160-165 0 C in a copper pan.
  • the copper pan was removed from the gas frame and placed in a warm water bath (4O 0 C). After a few seconds, the copper pan was removed and the temperature checked. When temperature reached 135 0 C, the flavoring system according to Table 3 was added.
  • the mixture comprising isomalt and was further complemented with 1% of an aqueous solution containing Aspartame (10%) and Acesulfame-K (5%).
  • hot flavors were added according to Table 2 below, in which hot extracts commercially obtained were diluted in the same proportions as in Example 1 (80.2% of solvents) to provide flavor solutions allowing easy handling and dosing.
  • the cooked mass was then poured at ambient temperature (at less than 40% relative humidity) in appropriate Teflon molds.
  • Example 3 The different sugar-free hard-boiled candies obtained in Example 3 were evaluated by 20 trained panellists in one tasting session and tested two samples each, which were presented in a blind and randomised manner. The intensity of each attribute (hot, pungent, spicy, peppery, oily, off-notes and overall intensity) was evaluated on a 0 to 10 linear scale from absent to strong. For data analysis, a Student's t-test was performed to identify differences between the two samples.
  • the composition of the invention (“hot mix”) provides a cleaner hot taste compared to single ingredient like a capsicum oleoresin with its pungent and oily off-notes, black pepper extracts with their typical peppery spicy earthy character, or a mustard oil with its pungent sulfury effect. ( Figure 1).
  • the hot intensity with the composition of the invention is stronger than with black pepper extract or mustard and nearly as strong as that of capsicum oleoresin. Therefore, the blend of the present invention is capable of partly replacing capsaicin content (capsaicin present in capsicum oleoresin, for example).
  • Example 4 the same procedure as in Example 3 was performed to prepare sugar-free hard boiled candy, with the difference that other quantities of hot ingredients were added, as shown in Table 4 below.
  • a lemon-flavour was added at 0.06% to the present candies.
  • the composition of the invention hot mix
  • the composition of Example 1 Table 1
  • a 20wt.% solution of capsicum oleoresin was used in the same solvents as in Example 1.
  • Table 4 Flavor components of different samples of sugar-free hard-boiled candy
  • the trained panellists participated in one tasting session and tested the two samples above each (present invention and capsicum oleoresin), which were presented in a blind and randomised manner.
  • the intensity of each attribute was evaluated on a 0 to 10 linear scale from hot intensity, flavor intensity and overall liking.
  • a Student's t-test was performed to identify significant differences between the two samples.
  • composition of the present invention provided a significantly (p ⁇ 0.1) stronger flavour intensity and over- all liking than candies comprising capsicum oleoresin. Therefore, the composition present invention is suitable to replace capsicum oleoresin to provide hot, warming trigeminal properties while being organoleptically preferred by consumers.
  • flavoured compressed tablets comprising the composition of the invention
  • An encapsulated form of the composition of the present invention was prepared according to standard procedures. Once, a glassy matrix of carbohydrates comprising 9% of a flavour composition according to Example 1, but at double concentration (hot composition: 39.6%; solvents: 61.4%) was prepared according to the procedure outlined in US 4,707,367 to obtain a particulate composition of rod-like granules. Secondly, a spray-dried powder of encapsulated flavour composition was prepared in a carbohydrate matrix (50% maltodextrin, 40% modified starch) with 20% load of the same concentrated composition as for the rod-like granules obtained above. In this way, an encapsulate of the composition of the invention having the double flavour load of the spray-dried encapsulate obtained above was prepared.
  • Sugar-free, cinnamon-flavoured chewable tablets were prepared in that crystalline sorbitol (97.9%), aspartame (0.05%), acesulfame-K (0.05%) and magnesium stearate (2%) were mixed for 5 minutes in a Turbula (WAB AG, Basel, Switzerland). The flavoring system was added with dosages indicated in Table 5. After additional blending (1 minute), tablets of 1.20 g weight and 20mm diameter were prepared using a Specac (Portmann Instruments, Biel, Switzerland) at a 0.40 -ton compression pressure.
  • the resulting beverage was subsequently heat processed at 90°C and held at this temperature for one minute. After the hold time, the beverage was packaged into 300 ml glass bottles and capped. The beverage was cooled to below 32°C within 30 minutes.
  • a dry blended mixture flavor was prepared according to the following composition:
  • This dry blended mixture was dispersed evenly at a rate of 7% onto unsalted potato crisps.
  • the invention's chips were founded to have a smoother, more rounded heat effect, than chips flavored with a dry blended mixture flavor having the same composition but not the invention's composition.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Food Science & Technology (AREA)
  • Biotechnology (AREA)
  • Botany (AREA)
  • Nutrition Science (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Emergency Medicine (AREA)
  • Seasonings (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)
  • Confectionery (AREA)
  • Fats And Perfumes (AREA)
EP06727878A 2005-04-15 2006-04-11 Hot flavour and skin sensation composition Withdrawn EP1874132A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP06727878A EP1874132A1 (en) 2005-04-15 2006-04-11 Hot flavour and skin sensation composition

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP05102993 2005-04-15
PCT/IB2006/051102 WO2006109241A1 (en) 2005-04-15 2006-04-11 Hot flavour and skin sensation composition
EP06727878A EP1874132A1 (en) 2005-04-15 2006-04-11 Hot flavour and skin sensation composition

Publications (1)

Publication Number Publication Date
EP1874132A1 true EP1874132A1 (en) 2008-01-09

Family

ID=35636898

Family Applications (1)

Application Number Title Priority Date Filing Date
EP06727878A Withdrawn EP1874132A1 (en) 2005-04-15 2006-04-11 Hot flavour and skin sensation composition

Country Status (9)

Country Link
US (1) US20080000614A1 (ru)
EP (1) EP1874132A1 (ru)
JP (2) JP2008537951A (ru)
CN (1) CN101155522B (ru)
AR (1) AR053056A1 (ru)
BR (1) BRPI0609763A8 (ru)
MX (1) MX2007012536A (ru)
RU (1) RU2007142200A (ru)
WO (1) WO2006109241A1 (ru)

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MX2010004872A (es) * 2007-11-15 2010-06-02 Nestec Sa Produccion de productos alimenticios con efecto refrescante mejorado en boca y mente.
ES2425356T3 (es) * 2008-04-15 2013-10-14 Firmenich S.A. Composición sensorial de calidez
WO2010139954A1 (en) * 2009-06-05 2010-12-09 Wei Edward Tak Treatment of eye discomfort by topical administration of a cooling agent to the external surface of the eyelid
US9681678B2 (en) * 2011-04-01 2017-06-20 International Flavors & Fragrances Inc. Flavor composition containing flavone glycosides
JP5748626B2 (ja) * 2011-09-21 2015-07-15 サンスター株式会社 口腔用組成物
JP6095364B2 (ja) * 2012-12-28 2017-03-15 花王株式会社 温熱具
CN103300336B (zh) * 2013-06-20 2014-07-30 松村辉 一种酸菜香精及其制备方法和应用
DE102014217216A1 (de) * 2014-08-28 2016-03-03 Henkel Ag & Co. Kgaa Mund- und Zahnpflege- und -reinigungsmittel zur Zahnfleischvitalisierung
US10517805B2 (en) 2015-12-31 2019-12-31 L'oréal Cosmetic compositions having mechanically activated warming enhancement
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* Cited by examiner, † Cited by third party
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US10898537B2 (en) 2015-07-31 2021-01-26 Delivra Inc. Transdermal formulations for delivery of capsaicinoids

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RU2007142200A (ru) 2009-05-20
CN101155522A (zh) 2008-04-02
WO2006109241A1 (en) 2006-10-19
BRPI0609763A8 (pt) 2017-11-21
AR053056A1 (es) 2007-04-18
JP2008537951A (ja) 2008-10-02
BRPI0609763A2 (pt) 2011-10-18
CN101155522B (zh) 2011-08-24
MX2007012536A (es) 2007-12-10
JP2013240346A (ja) 2013-12-05
US20080000614A1 (en) 2008-01-03

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