EP4392006A1 - Use of human milk oligosaccharides for suppressing discoloration - Google Patents
Use of human milk oligosaccharides for suppressing discolorationInfo
- Publication number
- EP4392006A1 EP4392006A1 EP22768775.3A EP22768775A EP4392006A1 EP 4392006 A1 EP4392006 A1 EP 4392006A1 EP 22768775 A EP22768775 A EP 22768775A EP 4392006 A1 EP4392006 A1 EP 4392006A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- vitamin
- composition
- fucosyllactose
- human milk
- range
- 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.)
- Pending
Links
- 235000020256 human milk Nutrition 0.000 title claims abstract description 23
- 210000004251 human milk Anatomy 0.000 title claims abstract description 23
- 238000002845 discoloration Methods 0.000 title claims abstract description 21
- 229920001542 oligosaccharide Polymers 0.000 title claims abstract description 19
- 150000002482 oligosaccharides Chemical class 0.000 title claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 109
- 239000002537 cosmetic Substances 0.000 claims abstract description 35
- 235000019156 vitamin B Nutrition 0.000 claims abstract description 28
- 239000011720 vitamin B Substances 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 6
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 claims description 22
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- FDJOLVPMNUYSCM-WZHZPDAFSA-L cobalt(3+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+3].N#[C-].N([C@@H]([C@]1(C)[N-]\C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C(\C)/C1=N/C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C\C1=N\C([C@H](C1(C)C)CCC(N)=O)=C/1C)[C@@H]2CC(N)=O)=C\1[C@]2(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]1[C@@H](O)[C@@H](N2C3=CC(C)=C(C)C=C3N=C2)O[C@@H]1CO FDJOLVPMNUYSCM-WZHZPDAFSA-L 0.000 claims description 16
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- LKOHREGGXUJGKC-GXSKDVPZSA-N alpha-L-Fucp-(1->3)-[alpha-L-Fucp-(1->2)-beta-D-Galp-(1->4)]-beta-D-Glcp Chemical compound C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]2O[C@@H]2[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O LKOHREGGXUJGKC-GXSKDVPZSA-N 0.000 claims description 12
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- 229910019142 PO4 Inorganic materials 0.000 description 11
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- -1 6'sialyllactose sodium salt Chemical class 0.000 description 10
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- 235000019171 pyridoxine hydrochloride Nutrition 0.000 description 5
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- 238000007792 addition Methods 0.000 description 4
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- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
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- 230000003648 hair appearance Effects 0.000 description 1
- 239000008266 hair spray Substances 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
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- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- PYIDGJJWBIBVIA-UYTYNIKBSA-N lauryl glucoside Chemical compound CCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PYIDGJJWBIBVIA-UYTYNIKBSA-N 0.000 description 1
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- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
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- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
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- OSORMYZMWHVFOZ-UHFFFAOYSA-N phenethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCC1=CC=CC=C1 OSORMYZMWHVFOZ-UHFFFAOYSA-N 0.000 description 1
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- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 1
- 229940081510 piroctone olamine Drugs 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000013406 prebiotics Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229960003581 pyridoxal Drugs 0.000 description 1
- 235000008164 pyridoxal Nutrition 0.000 description 1
- 239000011674 pyridoxal Substances 0.000 description 1
- 235000008151 pyridoxamine Nutrition 0.000 description 1
- 239000011699 pyridoxamine Substances 0.000 description 1
- 235000008160 pyridoxine Nutrition 0.000 description 1
- 239000011677 pyridoxine Substances 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 229960002477 riboflavin Drugs 0.000 description 1
- 235000019192 riboflavin Nutrition 0.000 description 1
- 239000002151 riboflavin Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- SQVRNKJHWKZAKO-OQPLDHBCSA-N sialic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)OC1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-OQPLDHBCSA-N 0.000 description 1
- 230000037394 skin elasticity Effects 0.000 description 1
- 229940045898 sodium stearoyl glutamate Drugs 0.000 description 1
- LTWFUJWFLMHANB-TZCPRLTCSA-M sodium;(2s,4s,5r,6r)-5-acetamido-2-[(2r,3s,4s,5r,6s)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(2r,3r,4r,5r)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxyoxan-4-yl]oxy-4-hydroxy-6-[(1r,2r)-1,2,3-trihydroxypropyl]oxane-2-carboxylate Chemical compound [Na+].O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C([O-])=O)O[C@@H]1[C@@H](O)[C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)O[C@H](CO)[C@@H]1O LTWFUJWFLMHANB-TZCPRLTCSA-M 0.000 description 1
- KDHFCTLPQJQDQI-BDQAORGHSA-M sodium;(4s)-4-amino-5-octadecanoyloxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O KDHFCTLPQJQDQI-BDQAORGHSA-M 0.000 description 1
- 229940057429 sorbitan isostearate Drugs 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 239000011493 spray foam Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 235000019157 thiamine Nutrition 0.000 description 1
- 239000011721 thiamine Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 229940072029 trilaureth-4 phosphate Drugs 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
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Classifications
-
- 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
- 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.
- 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).
- 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.
- 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 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.
- 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 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.
- 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
- 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 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.
- 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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Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP21192704 | 2021-08-24 | ||
| PCT/EP2022/073483 WO2023025802A1 (en) | 2021-08-24 | 2022-08-23 | Use of human milk oligosaccharides for suppressing discoloration |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP4392006A1 true EP4392006A1 (en) | 2024-07-03 |
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ID=77465837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP22768775.3A Pending EP4392006A1 (en) | 2021-08-24 | 2022-08-23 | Use of human milk oligosaccharides for suppressing discoloration |
Country Status (3)
| Country | Link |
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| EP (1) | EP4392006A1 (en) |
| CN (1) | CN117835958A (en) |
| WO (1) | WO2023025802A1 (en) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6393549B2 (en) * | 2014-07-01 | 2018-09-19 | 三菱ケミカルフーズ株式会社 | Vitamin B12-containing composition |
| KR102042967B1 (en) * | 2017-03-07 | 2019-11-11 | 코스맥스 주식회사 | Cosmetic composition for anti-aging comprising fucosyllactose |
| AU2018265066B2 (en) * | 2017-05-09 | 2023-10-19 | 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 (en) * | 2018-09-05 | 2019-04-26 | (주)에이피테크놀로지 | Cosmetic composition for skin irritation alleviation with 2'-fucosyllactose |
-
2022
- 2022-08-23 EP EP22768775.3A patent/EP4392006A1/en active Pending
- 2022-08-23 CN CN202280057109.1A patent/CN117835958A/en active Pending
- 2022-08-23 WO PCT/EP2022/073483 patent/WO2023025802A1/en not_active Ceased
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| WO2023025802A1 (en) | 2023-03-02 |
| CN117835958A (en) | 2024-04-05 |
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