WO2023198855A1 - Novel use of a blend of psicose,mannose, fructose and glucose - Google Patents

Novel use of a blend of psicose,mannose, fructose and glucose Download PDF

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Publication number
WO2023198855A1
WO2023198855A1 PCT/EP2023/059723 EP2023059723W WO2023198855A1 WO 2023198855 A1 WO2023198855 A1 WO 2023198855A1 EP 2023059723 W EP2023059723 W EP 2023059723W WO 2023198855 A1 WO2023198855 A1 WO 2023198855A1
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WIPO (PCT)
Prior art keywords
aqueous composition
range
glucose
fructose
psicose
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Ceased
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PCT/EP2023/059723
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English (en)
French (fr)
Inventor
Stephan DOPPLER
Lise Anne KOHLER
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DSM IP Assets BV
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DSM IP Assets BV
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Filing date
Publication date
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Priority to JP2024559888A priority Critical patent/JP2025511993A/ja
Priority to CN202380033866.XA priority patent/CN119072300A/zh
Priority to US18/855,425 priority patent/US20250241834A1/en
Priority to EP23720548.9A priority patent/EP4507671A1/en
Priority to KR1020247037592A priority patent/KR20250018481A/ko
Publication of WO2023198855A1 publication Critical patent/WO2023198855A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A61K8/30Cosmetics 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
    • A61K8/345Alcohols 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
    • A61K8/60Sugars; Derivatives 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
    • A61K8/67Vitamins
    • A61K8/673Vitamin B group
    • 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
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q90/00Cosmetics or similar toiletry preparations for specific uses not provided for in other groups of this subclass
    • 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
    • A61K2800/10General cosmetic use
    • 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
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers
    • 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
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers
    • A61K2800/524Preservatives
    • 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
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/592Mixtures of compounds complementing their respective functions
    • A61K2800/5922At least two compounds being classified in the same subclass of A61K8/18

Definitions

  • Vitamin B12 also known as cyanocobalamin is a popular cosmetic ingredient used to relieve sensitive and stressed skin as well as to treat itchy, irritated, inflamed, red and cracked skin. Vitamin B12 has also been reported to help to prevent photo-damaged skin and to protect skin barrier damage e.g., induced by inflammation. Furthermore, Vitamin B12 plays an important part in speeding up cell recovery and regeneration, thus making skin look more vibrant. In addition, Vitamin B12 provides a nice and pleasant pink color to cosmetic products.
  • aqueous compositions containing Vitamin B12 can be effectively reduced by the addition of a blend of sugars comprising at least psicose, mannose, fructose and glucose. Said effect is particularly pronounced in aqueous compositions comprising in addition phenoxyethanol, (ethyl)hexylglycerin and/ or an 1 ,2-alkanediol.
  • the present invention is concerned with the use of a blend of sugars (also referred to herein as sugar blend) comprising psicose, mannose, fructose and glucose (sugar blend A) for suppressing discoloration in aqueous compositions comprising Vitamin B12.
  • sugar blend also referred to herein as sugar blend
  • said aqueous composition further comprises one or more preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols.
  • said aqueous composition further comprises one or more preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols which are also admixed into the aqueous composition.
  • the invention relates to the use of a combination of Vitamin B12 and a sugar blend comprising psicose, mannose, fructose and glucose, preferably in combination with one or more preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols for the preparation of storage (i.e. color) stable compositions.
  • the compositions exhibit an excellent storage stability in view of preventing/suppressing discoloration caused by Vitamin B12.
  • compositions can be prepared by admixing Vitamin B12, a sugar blend comprising psicose, mannose, fructose and glucose, preferably in combination with one or more preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols and water.
  • a sugar blend comprising psicose, mannose, fructose and glucose
  • preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols and water.
  • the psicose, mannose, fructose and glucose can either be added as single ingredients or as a premix already comprising all of psicose, mannose, fructose and glucose.
  • the sugar blend is added in the form of a premix, even more preferably an aqueous premix as outlined below.
  • aqueous composition refers to compositions which comprise water.
  • the aqueous compositions preferably do not comprise rutin.
  • suppress/ suppressing discoloration refers to a reduced discoloration of the compositions according to the present invention compared to a control not comprising the mixture according to the present invention.
  • the suppression of discoloration according to the present invention can be assessed visually and/ or by measuring the b-values (according to the Cl ELAB colorspace), whereas the b-values are reduced upon storage, such as upon storage for at least 2 weeks compared to a respective control not comprising the sugar blend as outlined in the example.
  • Vitamin B12 refers to cyanocobalamine [Cas No. 68-19-9], which is e.g. available as as Quali®-B or Vitamin B12 Cryst Food Grade at DSM Nutritional Products AG, (4303 Kaiseraugst, Switzerland).
  • the use level of Vitamin B12 in all embodiments of the present invention is selected in the range from 0.0001 wt.-% to 1 wt.-%, preferably from 0.0001 wt.-% to 0.5 wt.-%, preferably in the range from 0.001 wt.-% to 0.25 wt.-%, most preferably in the range from 0.001 to 0.1 wt.-%.
  • Suitable ranges include from 0.0025 to 0.1 wt.-%, 0.005 wt.% to 0.075 wt.-%, 0.005 to 0.05 wt.-%, 0.0075 wt.% to 0.1 wt.-%, 0.0075 wt.% to 0.075 wt.-%, 0.0075 wt.% to 0.05 wt.-%, as well as 0.0075 wt.% to 0.025 wt.-%.
  • the use level of psicose in all embodiments of the present invention is selected in the range from 0.0001 to 0.5 wt.-%, more preferably in the range from 0.0005 to 0.25 wt.-%, most preferably in the range from 0.00075 to 0.2 wt.-% such as in the range from 0.001 to 0.15 wt.-%, based on the total weight of the composition.
  • Suitable ranges encompass 0.0001 to 0.1 wt.-%; 0.0005 to 0.1 wt.-%, 0.00075 to 0.1 wt.-%, 0.00075 to 0.1 wt.-%, 0.001 to 0.1 wt.-%, 0.005 to 0.1 wt.-%, 0.01 to 0.1 wt.-%, and 0.01 to 0.1 wt.-%, 0.001 to 0.5 wt.-%, 0.001 to 0.25 wt.-%, 0.001 to 0.05 wt.-%, and 0.01 to 0.05 wt.-% as well as 0.01 to 0.02 wt.-%.
  • the use level of mannose in all embodiments of the present invention is selected in the range from 0.0001 to 0.5 wt.-%, more preferably in the range from 0.0005 to 0.25 wt.-%, most preferably in the range from 0.00075 to 0.2 wt.-% such as in the range from 0.001 to 0.15 wt.-%, based on the total weight of the composition.
  • the use level of fructose in all embodiments of the present invention is selected in the range from 0.01 to 2 wt.-%, more preferably in the range from 0.05 to 1 wt.-%, most preferably in the range from 0.05 to 0.75 wt.-% such as in the range from 0.05 to 0.5 wt.-%, based on the total weight of the composition.
  • Further suitable ranges encompass 0.01 to 1 wt.-%; 0.05 to 1 wt.-%, 0.01 to 0.5 wt.-%; 0.05 to 0.5 wt.-%, 0.1 to 1 wt.-%; 0.1 to 0.5 wt.-%, 0.01 to 0.25 wt.-% as well as
  • the use level of glucose in all embodiments of the present invention is selected in the range from 0.01 to 3 wt.-%, more preferably in the range from 0.05 to 2.5 wt.-%, most preferably in the range from 0.075 to 2 wt.-% such as in the range from 0.1 to 1 wt.-%, based on the total weight of the composition.
  • Further suitable ranges encompass 0.01 to 1 wt.-%; 0.05 to 1 wt.-%, 0.01 to 0.5 wt.-%; 0.05 to 0.5 wt.-%, 0.1 to 1 wt.-%; 0.1 to 0.5 wt.-%, as well as 0.1 to 0.25 wt.-%.
  • all isomers of the sugars can be used, i.e. the respective D- and L-isomers, as well as mixtures thereof.
  • the sugars are incorporated into the aqueous composition according to the present invention in the form of a sugar premix A comprising a) from 1 to 5 wt.-%, based on the sugar premix, of psicose, b) from 1 to 5 wt.-%, based on the sugar premix, of mannose, c) from 10 to 30 wt.-%, based on the sugar premix, of fructose, and d) from 15 to 60 wt.-%, based on the sugar premix, of glucose.
  • a sugar premix A comprising a) from 1 to 5 wt.-%, based on the sugar premix, of psicose, b) from 1 to 5 wt.-%, based on the sugar premix, of mannose, c) from 10 to 30 wt.-%, based on the sugar premix, of fructose, and d) from 15 to 60 wt.-%, based on the sugar
  • the sugar premix is a sugar premix B comprising a) from 1 to 5 wt.-%, based on the sugar premix, of psicose, b) from 1 to 5 wt.-%, based on the sugar premix, of mannose, c) from 10 to 30 wt.-%, based on the sugar premix, of fructose, and d) from 15 to 35 wt.-%, based on the sugar premix, of glucose.
  • the sugar premix is a sugar premix C comprising a) from 2 to 3 wt.-%, based on the sugar premix, of psicose, b) from 1 .5 to 3 wt.-%, based on the sugar premix, of mannose, c) from 10 to 20 wt.-%, based on the sugar premix, of fructose, and d) from 20 to 30 wt.-%, based on the sugar premix, of glucose.
  • sugar premix as used herein refers to a pre-blended mixture comprising psicose, mannose, fructose and glucose in the amounts indicated herein.
  • Said sugar premix can either be prepared by admixing the individual sugars or by isomerization of glucose, preferably of plant derived glucose, before incorporation into the aqueous compositions according to the present invention.
  • the isomerization process comprises (a) dissolving glucose in water followed by (b) isomerization said glucose in the presence of a base, preferably in the presence of sodium hydroxide, more preferably at a temperature selected in the range from 25 to 100°C and (c) purifying the resulting reaction mixture by chromatography and optionally filtration.
  • the sugar premix may further comprise up to 7.5 wt.-%, preferably up to 5 wt.-% of further sugars selected from the group of pentoses, hexoses, di- and oligosaccharides, such as in particular galactose, sorbose as well as di- and oligosaccharides.
  • the amount of galactose and/ or sorbose in the sugar premix according to the present invention is selected in the range from 0 to 4 wt.-%, such as in the range from 1 to 3 wt.-%.
  • the residual amounts of sugars comprised in the premix are di- and oligosaccharides.
  • the sugar premix according to the present invention further comprises (e) sorbose in amounts selected in the range froml to 5 wt.-%, preferably in the range from 1 to 3 wt.-%, based on the sugar premix.
  • the use level of sorbose in all embodiments of the present invention is selected in the range from 0.0001 to 0.5 wt.-%, more preferably in the range from 0.0005 to 0.25 wt.-%, most preferably in the range from 0.00075 to 0.2 wt.-% such as in the range from 0.001 to 0.15 wt.-%, based on the total weight of the composition.
  • Suitable ranges encompass 0.0001 to 0.1 wt.-%; 0.0005 to 0.1 wt.-%, 0.00075 to 0.1 wt.-%, 0.00075 to 0.1 wt.-%, 0.001 to 0.1 wt.-%, 0.005 to 0.1 wt.-%, 0.01 to 0.1 wt.-%, and 0.01 to 0.1 wt.-%, 0.001 to 0.05 wt.-%, and 0.01 to 0.05 wt.-%.
  • the sugar premix according to the present invention is an aqueous sugar premix, i.e. wherein the sugars are dissolved in water.
  • a particularly suitable aqueous sugar premix according to the present invention (sugar premix D) consists essentially of a) from 1 to 5 wt.-%, preferably from 2 to 3 wt.-%, based on the aqueous sugar premix, of psicose, b) from 1 to 5 wt.-%, preferably from 1.5 to 3 wt.-%, based on the aqueous sugar premix, of mannose, c) from 10 to 30 wt.-%, preferably from 10 to 20 wt.-%, based on the aqueous sugar premix, of fructose, d) from 15 to 30 wt.-%, preferably from 20 to 30 wt.-%, based on the aqueous sugar premix, of glucose, and optionally e) up
  • the term consisting essentially of as used herein means that the total amount of the ingredients a) to g) ideally sums up to 100 wt.-%. It is however not excluded that small amount of unknown (sugar) impurities, e.g. derived from the isomerization process of glucose may be present.
  • An aqueous sugar premix according to the present invention is e.g. commercially available as Pentavitin® at DSM Nutritional Products Ltd.
  • the total amount of sugar premix to be incorporated into the aqueous compositions according to the present invention is preferably selected in the range from 0.01 to 10 wt.-%, more preferably in the range from 0.1 to 7.5 wt.-%, most preferably in the range from 0.2 to 5 wt.-%, based on the total weight of the aqueous composition. Further suitable ranges are from 0.25 to 2.5 wt.-% and from 0.5 to 2 wt.-%. Particularly preferred ranges according to the present invention are from 0.2 to 1 wt.-%, more preferably from 0.25 to 0.75 wt.-%, such as from 0.3 to 0.6 wt.-%.
  • the weight-ratio (w/w) between the sugar premix according to the present invention and the Vitamin B12 is selected in the range from 5000:1 to 1 :1 , preferably from 1000:1 to 1 :1 , more preferably in the range from 500:1 to 100:1 , most preferably in the range from 100:1 to 25:1 , such as I the range from 75:1 to 25:1.
  • the total amount of water in the aqueous composition according to the present invention is advantageously at least 20 wt.-%, preferably at least 30 wt.-%, more preferably at least 40 wt.-%, most preferably at least 45 wt.-%, such as in particular in the range from 50 to 99 wt.-% of water, based on the total weight of the aqueous composition
  • the water content in the aqueous compositions according to the present invention is selected in the range from 30 to 99 wt.-%, from 40 to 99 wt.-%, from 45 to 99 wt.-% or from 50 to 99 wt.-%, based on the total weight of the aqueous composition. Further suitable ranges are from 30 to 75 wt.-%, from 30 to 70 wt.-%, from 30 to 60 wt.-% and from 40 to 60 wt.-%.
  • the aqueous compositions preferably are topical compositions, i.e. compositions intended to be applied to the skin and/ or scalp.
  • compositions are topical cosmetic (non-therapeutic) compositions intended for beautifying the skin or the scalp i.e. used to treat, care for or improve the appearance of the skin and/or the scalp.
  • compositions preferably further comprise one or more preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols, preferably from phenoxyethanol, ethylhexylglycerin and/ or 1 ,2-hexandiol. Said compositions are still novel.
  • the present invention also relates to storage stable aqueous compositions comprising water, Vitamin B12 and one or more preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols, preferably from phenoxyethanol, ethylhexylglycerin and/ or 1 ,2-hexandiol, wherein the composition further comprises psicose, mannose, fructose and glucose. It is well understood that all preferences and definitions given herein also apply. These compositions exhibit a particular storage stability in view of preventing/suppressing discoloration as well as storage stability overall.
  • the total amount of the preservatives selected from the group consisting of phenoxyethanol, (ethyl)hexylglycerin and 1 ,2-alkandiols, preferably from phenoxyethanol, ethylhexylglycerin and/ or 1 ,2-hexandiol in the aqueous compositions according to the present invention is preferably selected from 0.1 to 5 wt.-%, more preferably 0.25 to 3 wt.-%, most preferably from 0.5 to 3 wt.- %, based on the total weight of the aqueous composition.
  • the topical cosmetic compositions according to the present invention may be leave-on or rinse- off compositions, and include any product applied to a human body, primarily for improving appearance, cleansing, odor control or general aesthetics.
  • the cosmetic compositions of the present invention are leave-on compositions.
  • topical cosmetic compositions according to the invention may next to water may comprise further ingredients as cosmetically acceptable carrier.
  • cosmetic carrier also referred to herein as carrier refers to all vehicles/ carriers conventionally used in cosmetic compositions, i.e. which are suitable for topical application to the keratinous tissue, have good aesthetic properties, are compatible with the actives present in the composition, and will not cause any unreasonable safety or toxicity concerns.
  • Such carriers are well-known to one of ordinary skill in the art, and can include one or more compatible liquid(s) or solid filler diluent(s), excipient(s), additive(s) or vehicle(s) which are suitable for application to skin.
  • compositions of the present invention preferably comprise from about 50% to about 99.999%, more preferably from about 60% to about 99.99%, still more preferably from 75% to about 99%, and most preferably, from about 80% to about 98% such as about 90% to about 98%, by weight of the composition, of a carrier, based on the total weight of the composition.
  • the cosmetic compositions in accordance with the invention can be in the form of a liquid, lotion, a thickened lotion, a gel, a cream, a milk, an ointment, a paste, a powder, a make-up, or a solid tube stick and can be optionally be packaged as an aerosol and can be provided in the form of a mousse such as an aerosol mousse, a foam or a spray foam, a spray, a stick.
  • Vitamin B12 and the respective sugars or the sugar premix are formulated into lotions, creams, gels, and tonics.
  • These product forms may be used for a number of applications, including, but not limited to, hand and body lotions, facial moisturizers, anti-ageing preparations, make-ups including foundations, and the like. Any additional components required to formulate such products vary with product type and can be routinely chosen by one skilled in the art.
  • compositions of the present invention are formulated as an aerosol and applied to the skin as a spray-on product, a propellant is added to the composition.
  • compositions according to the present invention can be prepared by conventional methods in the art such as e.g. by admixing the Vitamin B12 and the respective sugar or sugar premix with all the definitions and preferences given herein with the cosmetically acceptable carrier.
  • the cosmetic composition may comprise further ingredients, which may form part of the carrier.
  • ingredients are particularly surfactants, emulsifiers, thickeners, and oils.
  • surfactants, emulsifiers, thickeners, and oils are well known to a person skilled in the art.
  • the cosmetic compositions of the invention may comprise further conventional (cosmetic) adjuvants and additives, such as preservatives/antioxidants, fatty substances/oils, water, organic solvents, silicones, thickeners, softeners, emulsifiers, antifoaming agents, aesthetic components such as fragrances, surfactants, fillers, anionic, cationic, non-ionic or amphoteric polymers or mixtures thereof, propellants, acidifying or basifying agents, dyes, colorings/colorants, abrasives, absorbents, chelating agents and/ or sequestering agents, essential oils, skin sensates, astringents, pigments or any other ingredients usually formulated into such compositions.
  • cosmetic adjuvants and additives such as preservatives/antioxidants, fatty substances/oils, water, organic solvents, silicones, thickeners, softeners, emulsifiers, antifoaming agents, aesthetic components such as fragrances, surfactants, fillers, anionic
  • the excipients, additives, diluents, etc. mentioned in the following are suitable for the compositions according to the present invention.
  • the necessary amounts of the cosmetic and dermatological adjuvants and additives can, based on the desired product, easily be determined by the skilled person.
  • the additional ingredients can either be added to the oily phase, the aqueous phase or separately as deemed appropriate. The mode of addition can easily be adapted by a person skilled in the art.
  • cosmetic excipients examples include cosmetic excipients, diluents, adjuvants, additives as well as active ingredients commonly used in the skin care industry which are suitable for use in the cosmetic compositions of the present invention are for example described in the International Cosmetic Ingredient Dictionary & Handbook by Personal Care Product Council (http://www.personalcarecouncil.org/), accessible by the online INFO BASE (http://online.personalcarecouncil.org/jsp/Home.jsp), without being limited thereto.
  • the cosmetically active ingredients useful herein can in some instances provide more than one benefit or operate via more than one mode of action.
  • the cosmetic compositions according to the present invention are in particular skin care preparations, functional preparations and/or hair care preparations such as most in particularly skin or hair care preparations.
  • Examples of skin care preparations are, in particular, light protective preparations (sun care preparations), anti-ageing preparations, preparations for the treatment of photo-ageing, body oils, body lotions, body gels, treatment creams, skin protection ointments, moisturizing preparations such as moisturizing gels or moisturizing sprays, face and/or body moisturizers, make-up as well as skin lightening preparations.
  • light protective preparations unsun care preparations
  • anti-ageing preparations preparations for the treatment of photo-ageing
  • body oils body lotions, body gels, treatment creams, skin protection ointments
  • moisturizing preparations such as moisturizing gels or moisturizing sprays
  • face and/or body moisturizers make-up as well as skin lightening preparations.
  • Examples of functional preparations are cosmetic compositions containing active ingredients such as hormone preparations, vitamin preparations, vegetable extract preparations, anti-ageing preparations, and/or antimicrobial (antibacterial or antifungal) preparations without being limited thereto.
  • hair care preparations which are suitable according to the invention and which may be mentioned are shampoos, hair conditioners (also referred to as hair rinses), hairdressing compositions, hair tonics, hair regenerating compositions, hair lotions, water wave lotions, hair sprays, hair creams, hair gels, hair oils, hair pomades or hair brilliantines. Accordingly, these are always preparations which are applied to the hair and the scalp for a shorter or longer time depending on the actual purpose for which they are used.
  • the cosmetic compositions according to the present invention are emulsions and/or gels. Even more preferably, the cosmetic compositions are emulsions which contain an oily phase and an aqueous phase such as in particular O/W, W/O, Si/W, W/Si, O/W/O, W/O/W multiple or a pickering emulsions.
  • the amount of the oily phase (i.e. the phase containing all oils and fats including the polar oils) present in such emulsions such as in particular O/W, W/O, Si/W, W/Si, O/W/O, W/O/W multiple or a pickering emulsions is preferably at least 10 wt.-%, such as in the range from 10 to 60 wt. %, preferably in the range from 15 to 50 wt.-%, most preferably in the range from 15 to 40 wt.-%, based on the total weight of the composition.
  • the oil phase according to the invention preferably comprises oils selected from butylenglykoldicaprylatZ-dicaprat, propylenglykoldicaprylatZ-dicaprat, dicaprylylether, C12-15- Alkylbenzoat, C18 38 fatty acid triglyceride, dibutyladipate, cyclomethicone, dimethicone, 2- phenylethylbenzoat, isopropyl lauroyl sarkosinate, caprylic/ capric triglyceride as well as mixtures thereof.
  • the amount of the aqueous phase present in such emulsions is preferably at least 20 wt.-%, such as in the range from 20 to 90 wt.-%, preferably in the range from 30 to 80 wt.-%, most preferably in the range from 30 to 70 wt.-%, based on the total weight of the composition.
  • the ratio of oily phase to aqueous phase is selected in the range from 40:60 to 30 to 70.
  • compositions according to the present invention are in the form of an oil-in-water (O/W) emulsion comprising an oily phase dispersed in an aqueous phase in the presence of an O/W emulsifier.
  • O/W oil-in-water
  • the preparation of such O/W emulsions is well known to a person skilled in the art.
  • composition according to the invention contains advantageously at least one O/W- or Si/W-emulsifier selected from the list of, glyceryl stearate citrate, glyceryl stearate SE (self-emulsifying), stearic acid, salts of stearic acid, polyglyceryl-3- methylglycosedistearate.
  • O/W- or Si/W-emulsifiers are phosphate esters and the salts thereof such as cetyl phosphate (e.g. as Amphisol® A from DSM Nutritional Products Ltd.), diethanolamine cetyl phosphate (e.g.
  • the at least one O/W, respectively Si/W emulsifier is preferably used in an amount of 0.5 to 10 wt. %, in particular in the range from 0.5 to 6 wt.-%, such as more in particular in the range from 0.5 to 5 wt.-%, such as most in particular in the range from 1 to 4 wt.-%, based on the total weight of the cosmetic composition.
  • Particular suitable O/W emulsifiers to be used in the compositions according to the invention encompass phosphate ester emulsifiers such as advantageously 8-10 alkyl ethyl phosphate, CO- 15 alkyl phosphate, ceteareth-2 phosphate, ceteareth-5 phosphate, ceteth-8 phosphate, ceteth- 10 phosphate, cetyl phosphate, C6-10 pareth-4 phosphate, C12-15 pareth-2 phosphate, 012-15 pareth-3 phosphate, DEA-ceteareth-2 phosphate, DEA-cetyl phosphate, DEA-oleth-3 phosphate, potassium cetyl phosphate, deceth-4 phosphate, deceth-6 phosphate and trilaureth-4 phosphate.
  • phosphate ester emulsifiers such as advantageously 8-10 alkyl ethyl phosphate, CO- 15 alkyl phosphate, ceteareth-2 phosphate, ceteareth
  • a particular suitable O/W emulsifier to be used in the compositions according to the invention is potassium cetyl phosphate e.g. commercially available as Amphisol® K at DSM Nutritional Products Ltd Kaiseraugst.
  • O/W emulsifiers are non-ionic self-emulsifying systems derived from olive oil e.g. known as (INCI Name) cetearyl olivate and sorbitan olivate (chemical composition: sorbitan ester and cetearyl ester of olive oil fatty acids) sold under the tradename OLIVEM 1000.
  • the invention relates to cosmetic compositions with all the definitions and preferences given herein in the form of O/W emulsions comprising an oily phase dispersed in an aqueous phase in the presence of an O/W emulsifier wherein the O/W emulsifier is potassium cetyl phosphate.
  • the topical compositions according to the invention comprise a thickener in particular if the topical composition is in the form of an emulsion to assist in making the consistency of a product suitable.
  • Preferred thickeners are aluminiumsilicates, xanthan gum, hydroxypropylmethylcellulose, hydroxyethylcellulose, polyacrylates such as carbopole® (e.g. Carbopole 980, 981 , 1382, 2984, 5984) or mixtures thereof.
  • Further preferred thickeners encompass acrylate/C10-30 alkyl acrylate copolymers (such as e.g. Pemulen TR 1 , Pemulen TR 2, Carbopol 1328 by. NOVEON) as well as Aristoflex AVC (INCI: Ammonium Acryloyldimethyltaurate/VP Copolymer).
  • the cosmetic compositions according to the present invention advantageously comprise one or more preservatives preservative.
  • the preservative is preferably used in an amount of 0.1 to 2 wt.-%, more preferably in an amount of 0.5 to 1.5 wt.-%, based on the total weight of the composition.
  • the cosmetic compositions according to the invention in general have a pH in the range from 3 to 10, preferably a pH in the range from 4 to 8 and most preferably a pH in the range from 4 to 7.5 such as in the range from 5 to 6.5.
  • the pH can easily be adjusted as desired with suitable acids, such as e.g. citric acid, or bases, such as sodium hydroxide (e.g. as aqueous solution), triethanolamine (TEA Care), Tromethamine (Trizma Base) and Aminomethyl Propanol (AMP-Ultra PC 2000), according to standard methods in the art.
  • suitable acids such as e.g. citric acid
  • bases such as sodium hydroxide (e.g. as aqueous solution), triethanolamine (TEA Care), Tromethamine (Trizma Base) and Aminomethyl Propanol (AMP-Ultra PC 2000)
  • the amount of the cosmetic composition to be applied to the skin is not critical and can easily be adjusted by a person skilled in the art.
  • the formulations as outlined in table 1 to 3 were prepared and then stored in clear glass vials at 50°C (accelerated stability test conditions).
  • the colour stability of Vitamin B12 was assessed by measuring the a value (L* a* b* values/ Cl ELAB system) initially and after 2 respectively 6 weeks storage (the lower the a-value, the higher the discoloration, i.e. fading of the red-pinkish color of Vitamin B12).
  • the mixture of sugars according to the present invention protects best the reddish-pink color of Vitamin B12 upon storage, psicose alone only exhibits a small stabilisation effect at relative high concentrations.

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  • Dermatology (AREA)
  • Cosmetics (AREA)
PCT/EP2023/059723 2022-04-14 2023-04-13 Novel use of a blend of psicose,mannose, fructose and glucose Ceased WO2023198855A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP2024559888A JP2025511993A (ja) 2022-04-14 2023-04-13 プシコース、マンノース、フルクトース及びグルコースのブレンドの新規使用
CN202380033866.XA CN119072300A (zh) 2022-04-14 2023-04-13 阿洛酮糖、甘露糖、果糖和葡萄糖的共混物的新颖用途
US18/855,425 US20250241834A1 (en) 2022-04-14 2023-04-13 Novel use of a blend of psicose, mannose, fructose and glucose
EP23720548.9A EP4507671A1 (en) 2022-04-14 2023-04-13 Novel use of a blend of psicose, mannose, fructose and glucose
KR1020247037592A KR20250018481A (ko) 2022-04-14 2023-04-13 프시코스, 만노오스, 프룩토오스 및 글루코스의 블렌드의 신규한 용도

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EP22168286 2022-04-14
EP22168286.7 2022-04-14

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WO2023198855A1 true WO2023198855A1 (en) 2023-10-19

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JPH04235925A (ja) * 1991-01-11 1992-08-25 Otsuka Pharmaceut Co Ltd 安定な総合ビタミン注射液
CN110151588A (zh) * 2019-05-24 2019-08-23 广州维真渼生物科技有限公司 矿泉活肤水及其制备方法
DE102018005078A1 (de) * 2018-06-26 2020-01-02 Ilma biochem GmbH Verfahren zur Herstellung und Zusammensetzung von stabilisierten Cob(II)alamin- und Cob(II)inamide-Lösungen als Ausgangszubereitungen zur Herstellung von Arzneimitteln, Medizinprodukten, Nahrungsergänzungsmitteln und Kosmetika
AU2020312430A1 (en) * 2019-07-12 2021-03-18 Chemvet Australia Pty Ltd Injectable nutritional supplement
EP3834623A1 (en) * 2018-08-10 2021-06-16 Samyang Corporation Nutritional drink
WO2022053602A1 (en) * 2020-09-10 2022-03-17 Dsm Ip Assets B.V. Novel use of saccharide isomerate

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Publication number Priority date Publication date Assignee Title
JPH04235925A (ja) * 1991-01-11 1992-08-25 Otsuka Pharmaceut Co Ltd 安定な総合ビタミン注射液
DE102018005078A1 (de) * 2018-06-26 2020-01-02 Ilma biochem GmbH Verfahren zur Herstellung und Zusammensetzung von stabilisierten Cob(II)alamin- und Cob(II)inamide-Lösungen als Ausgangszubereitungen zur Herstellung von Arzneimitteln, Medizinprodukten, Nahrungsergänzungsmitteln und Kosmetika
EP3834623A1 (en) * 2018-08-10 2021-06-16 Samyang Corporation Nutritional drink
CN110151588A (zh) * 2019-05-24 2019-08-23 广州维真渼生物科技有限公司 矿泉活肤水及其制备方法
AU2020312430A1 (en) * 2019-07-12 2021-03-18 Chemvet Australia Pty Ltd Injectable nutritional supplement
WO2022053602A1 (en) * 2020-09-10 2022-03-17 Dsm Ip Assets B.V. Novel use of saccharide isomerate

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DATABASE GNPD [online] MINTEL; 9 April 2019 (2019-04-09), ANONYMOUS: "Toning Sunscreen 100 SPF 50+ PA ++++", XP055643143, retrieved from https://www.gnpd.com/sinatra/recordpage/6452841/ Database accession no. 6452841 *

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CN119072300A (zh) 2024-12-03
JP2025511993A (ja) 2025-04-16
EP4507671A1 (en) 2025-02-19
KR20250018481A (ko) 2025-02-06

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