WO2023025802A1 - Use of human milk oligosaccharides for suppressing discoloration - Google Patents

Use of human milk oligosaccharides for suppressing discoloration Download PDF

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Publication number
WO2023025802A1
WO2023025802A1 PCT/EP2022/073483 EP2022073483W WO2023025802A1 WO 2023025802 A1 WO2023025802 A1 WO 2023025802A1 EP 2022073483 W EP2022073483 W EP 2022073483W WO 2023025802 A1 WO2023025802 A1 WO 2023025802A1
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WIPO (PCT)
Prior art keywords
vitamin
composition
fucosyllactose
human milk
range
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PCT/EP2022/073483
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English (en)
French (fr)
Inventor
Stephan DOPPLER
Lise Anne KOHLER
Christine Mendrok-Edinger
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Dsm Ip Assets B.V.
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Publication date
Application filed by Dsm Ip Assets B.V. filed Critical Dsm Ip Assets B.V.
Priority to CN202280057109.1A priority Critical patent/CN117835958A/zh
Priority to EP22768775.3A priority patent/EP4392006A1/en
Publication of WO2023025802A1 publication Critical patent/WO2023025802A1/en

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67—Vitamins
    • A61K8/673—Vitamin B group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

Definitions

  • the present invention is concerned with the use of fucosylated human milk oligosaccharides for suppressing discoloration in cosmetic compositions comprising a B Vitamin. Furthermore, the invention relates to a method for reducing discoloration of topical compositions containing a B Vitamin, comprising preparing a topical composition comprising a fucosylated human milk oligosaccharide, a B Vitamin and a cosmetically acceptable carrier.
  • Vitamin B Vitamins such as Vitamin B6 or Vitamin B12 as well as derivatives thereof are used in cosmetic applications to exert various beneficial physiological effects.
  • Vitamin B6 is used for example to stimulate the healthy-looking appearance of hair and contribute to the efficacy of anti-dandruff products.
  • Vitamin B12 also known as cyanocobalamin is used in cosmetic applications to reduce the appearance of wrinkles and skin folds, to hydrate and to significantly improve the skin's elasticity.
  • HMOs Human milk oligosaccharides
  • compositions containing a B Vitamin respectively derivatives thereof can be effectively reduced by the addition of fucosylated human milk oligosaccharides.
  • the present invention is concerned with the use of fucosylated human milk oligosaccharides for suppressing discoloration in topical compositions comprising a B Vitamin.
  • the invention is concerned with a method for reducing discoloration of topical compositions containing a B Vitamin, comprising preparing a topical composition comprising a B Vitamin, a fucosylated human milk oligosaccharide and a cosmetically acceptable carrier, and optionally storing the respective composition for at least 1 , more preferably for at least 2, most preferably for at least 4 weeks, such as e.g. for 6 weeks, preferably at room temperature (i.e. about 22°C) or at 50°C.
  • the invention relates to the use of a combination of a B Vitamin and a fucosylated human milk oligosaccharides for the preparation of storage stable composition.
  • the compositions in particular exhibit an excellent storage stability in view of preventing/suppressing discoloration.
  • Said compositions can be prepared by admixing the respective B Vitamin(s) and at least one fucosylated human milk oligosaccharide into a cosmetically acceptable carrier, which carrier preferably comprises water.
  • suppress/ suppressing discoloration refers to a reduced discoloration of the composition according to the present invention compared to control.
  • the suppression of discoloration according to the present invention is reflected by reduced b-values (according to the CIELAB colorspace) compared to control not comprising the respective HMO upon storage, such as upon storage for at least 2 weeks as outlined in the example.
  • B Vitamins are a known class of water soluble vitamins and encompasses B1 (thiamin), B2 (riboflavin), B3 (niacin), B5 (pantothenic acid), B6 (pyridoxine), B7 (biotin), B9 (folate) as well as B12 (cobalamin).
  • Preferred B Vitamins according to present invention are Vitamin B12 and Vitamin B6 as well as derivatives thereof.
  • Vitamin B12 refers to cyanocobalamine [Cas No. 68-19-9], which is e.g. available as as Quali®-B 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 of 0.0001 wt.-% to 0.1 wt.-%, preferably in the range of 0.001 wt.-% to 0.05 wt.-%, most preferably in the range of 0.001 to 0.025 wt.-%. Further suitable ranges include 0.001 wt.% to 0.01 wt.-% as well as 0.0025 to 0.0075 wt.-%.
  • Vitamin B6 and derivatives thereof refers in particular to pyridoxine hydrochloride [58-56-0], pyridoxal [CAS-Nr. 66-72-8] and pyridoxamin [CAS-Nr. 85-87-0], In all embodiments, particularly preferred is the use of pyridoxine hydrochloride also known as Vitamin B6 hydrochloride or Vitamin B6 which is e.g. available as Pyridoxine hydrochloride or Pyridoxine Hydrochloride 98 DC at DSM Nutritional Products AG, (4303 Kaiseraugst, Switzerland).
  • the amount of Vitamin B6 or a derivative thereof such as in particular pyridoxine hydrochloride in the compositions according to the present invention is selected in the range of 0.02 to 6 wt. %, preferably in the range of 0.05 to 4 wt. %, most preferably in the range of 0.1 to 3 wt. %, based on the total weight of the composition.
  • HMOs human milk oligosaccharides
  • human milk oligosaccharides refers to a family of structurally diverse unconjugated glycans that are highly abundant in and unique to human milk. Originally, HMOs were proposed to be prebiotic "bifidus factors," or human milk glycans found to promote growth in Bifidobacterial species of the gut and found uniquely in the stool of breast fed infants compared to formula fed infants.
  • HMOs are composed of the five monosaccharides glucose (Glc), galactose (Gal), N- acetylglucosamine (GIcNAc), fucose (Fuc) and sialic acid (Sia), with N-acetylneuraminic acid (Neu5Ac) as the predominant if not only form of Sia. More than two hundred different HMOs have been identified so far.
  • HMOs can be isolated from breast milk or they can be produced chemically or biochemically. HMOs are available commercially from a variety of producers.
  • the source of the HMO is not essential. It is clear that HMOs from different sources can be used.
  • fucosylated HMO refers to a1-2 respectively a1-3 fucosylated HMO’s.
  • fucosylated HMO’s are 2' fucosyllactose (CAS No: 41263-94-9), 3-fucosyllactose (CAS No: 41312-47-4), difucosyllactose (also known as Lactodifucotetraose; CAS No: 20768-11-0) and Lacto-N- fucopentaose I (CAS No: 7578-25-8). Most preferred are 2’-fucosyllactose and 3- fucosyllactose.
  • the total amount of HMO(s) according to the present invention in the compositions according to the present invention is preferably selected in the range from 0.01 to 10 wt.-%, more preferably from 0.1 to 7.5 wt.-%, most preferably from 0.2 to 5 wt.-%, based on the total weight of the composition. Further suitable ranges are from 0.25 to 2.5 wt.-%, from 0.5 to 2 wt.-%, from 0.1 to 1 wt.-%, from 0.25 to 0.75 wt.-% and from 0.3 to 0.6 wt.-%. Particularly preferred ranges according to the present invention are from 0.1 to 5 wt.-%, more preferably from 0.25 to 5 wt.-%, such as from 0.3 to 5 wt.-%.
  • the use level (in weight-%) of the HMO(s) is higher than the one of the B Vitamin and/or a derivative thereof, i.e. the HMO(s) is/ are used in an excess.
  • the weight-ratio (w/w) between the fucosylated HMO(s) and Vitamin B6 or a derivative thereof is selected in the range from 50:1 to 1 :1 , more preferably in the range from 25:1 to 1 :1 , most preferably in the range from 15:1 to 5:1. Further preferred ranges are 10:1 to 7.5:1 , 10:1 to 5:1 or 10:1 to 2:1.
  • the weight-ratio (w/w) between the HMO(s) and the Vitamin B12 is selected in the range from 10000:1 to 1 :1 , more preferably in the range from 1500:1 to 10:1 , most preferably in the range from 1250:1 to 50:1. Further preferred ranges are 1500:1 to 50:1 , 1500:1 to 75:1 , 1000:1 to 50:1 , 1000:1 to 75:1 , or 1000:1 to 100:1..
  • cosmetic composition refers to cosmetic compositions which are used to treat, care for or improve the appearance of the skin and/or the scalp.
  • compositions preferably are aqueous compositions, i.e. compositions which comprise water.
  • the water content in the compositions according to the present invention is selected in the range from 30 to 90 wt.-%, from 40 to 90 wt.-%, from 45 to 90 wt.-% or from 50 to 90 wt.-%, based on the total weight of the 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 present invention is concerned with storage stable compositions comprising 3-fucosyllactose and/ or difucosyllatose and a B Vitamin and/or a derivative thereof and a cosmetically acceptable carrier with all the definitions and preferences as given herein as defined herein as such compositions are still novel.
  • These compositions in particular exhibit an excellent storage stability in view of preventing/suppressing discoloration.
  • compositions according to the present invention are cosmetic compositions intended to be topically applied to mammalian keratinous tissue such as in particular to human skin or the human scalp.
  • Such compositions are also called dermatological compositions.
  • the cosmetic compositions are topical cosmetic (i.e. dermatological) compositions with all the definitions and preferences as given herein.
  • 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.
  • compositions according to the invention intended for topical application comprise a physiologically acceptable medium, i.e. a medium compatible with keratinous substances, such as the skin, mucous membranes, and keratinous fibers.
  • physiologically acceptable medium is a cosmetically acceptable carrier.
  • the carrier comprises water.
  • 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 carrier consists furthermore of at least 30 wt. %, more preferably of at least 40 wt.-%, most preferably of at least 45 wt.-% of water, such as in particular of 50 to 90 wt.-% of water.
  • 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 makeup, 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.
  • the B Vitamin and/or a derivative thereof and the respective HMO(s) 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 B Vitamin and/or a derivative thereof and the respective HMO(s) 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
  • compositions according to the present invention 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 photoageing, 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 photoageing
  • 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.
  • 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 butylenglykoldicaprylatAdicaprat, propylenglykoldicaprylatAdicaprat, 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 of 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.
  • emulsifiers are sorbitan oleate, sorbitan sesquioleate, sorbitan isostearate, sorbitan trioleate, cetearyl glucoside, lauryl glucoside, decyl glucoside, sodium stearoyl glutamate, sucrose polystearate and hydrated polyisobutene.
  • one or more synthetic polymers may be used as an emulsifier. For example, PVP eicosene copolymer, aery lates/C 10-30 alkyl acrylate crosspolymer, and mixtures thereof.
  • 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 of 0.5 to 6 wt.-%, such as more in particular in the range of 0.5 to 5 wt.-%, such as most in particular in the range of 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, C9-15 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, C12-15 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, C9-15 alkyl phosphate, ceteareth-2 phosphate, ceteareth-5
  • 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 amount of oily phase in such O/W emulsions is preferably at least 10 wt.-%, more preferably in the range of 10 to 60 wt.-%, most preferably in the range of 15 to 50 wt.-%, such as in the range of 15 to 40 wt.-%, based on the total weight of the composition.
  • the cosmetic compositions according to the invention further comprise at least one fatty alcohol (co-emulsifier), such as in particular cetyl alcohol, cetearyl alcohol and/ or behenyl alcohol.
  • fatty alcohol co-emulsifier
  • the total amount of one or several fatty alcohols on the topical compositions according to the invention is preferably selected in the range of about 0.1 to 10.0 wt.-%, in particular in the range of about 0.5 to 6.0 wt.-% with respect to the total weight of the topical composition.
  • 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 aery late/C 10-30 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 a 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 of 3 to 10, preferably a pH in the range of 4 to 8 and most preferably a pH in the range of 4 to 7.5 such as in the range of 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.
  • compositions according to the present invention are free of any parabenes, benzethoniumchlorid, piroctone olamine, lauroylarginat, methylisothiazolinon, chlormethylisothiazolinon, bronopol, benzalkoniumchloride, formaldehyd releasing compounds, salicylic acid, triclosan, DMDM hydantoin, chlorphenesin and IPBC (lodopropinylbutyl carbamate), such as in particular free of methylchloroisothiazolinone.
  • 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 amount is selected in the range of 0.1 to 3 mg/cm2 skin, such as preferably in the range of 0.1 to 2 mg/cm2 skin and most preferably in the range of 0.5 to 2 mg/cm2 skin.
  • LNnT Lacto-N-neotetraose
  • Table 2.2 Colour stability upon storage at 40°C/50°C (b-values) As can be retrieved from table 2.2, the respective HMOs lead to a reduction in the discoloration compared to control, even after 6 weeks of storage and elevated temperatures.
  • Table 2.4 Colour stability upon storage at 40°CZ 50°C (b-values); 1 %

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
PCT/EP2022/073483 2021-08-24 2022-08-23 Use of human milk oligosaccharides for suppressing discoloration WO2023025802A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202280057109.1A CN117835958A (zh) 2021-08-24 2022-08-23 人乳低聚糖用于抑制变色的用途
EP22768775.3A EP4392006A1 (en) 2021-08-24 2022-08-23 Use of human milk oligosaccharides for suppressing discoloration

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EP21192704.1 2021-08-24

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KR102042967B1 (ko) * 2017-03-07 2019-11-11 코스맥스 주식회사 푸코실락토오스를 포함하는 피부 노화 개선용 화장료 조성물
US20200163981A1 (en) * 2017-05-09 2020-05-28 Societe Des Produits Nestle S.A. Synergistic production of butyrate associated with the complexity of hmos blend for use in infants or young children for health purposes
KR101972925B1 (ko) * 2018-09-05 2019-04-26 (주)에이피테크놀로지 2'-푸코실락토오스를 함유하는 자극 완화용 화장료 조성물

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