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WO2025137844A1 - Compositions cosmétiques comprenant de la robinine - Google Patents

Compositions cosmétiques comprenant de la robinine Download PDF

Info

Publication number
WO2025137844A1
WO2025137844A1 PCT/CN2023/141750 CN2023141750W WO2025137844A1 WO 2025137844 A1 WO2025137844 A1 WO 2025137844A1 CN 2023141750 W CN2023141750 W CN 2023141750W WO 2025137844 A1 WO2025137844 A1 WO 2025137844A1
Authority
WO
WIPO (PCT)
Prior art keywords
skin
compound
composition according
formula
robinin
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
Application number
PCT/CN2023/141750
Other languages
English (en)
Inventor
Sweelin CHEW
Marie-Céline FRANTZ
Richard Betts
Wagner Magalhaes
Edson KATEKAWA
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.)
LOreal SA
Original Assignee
LOreal 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 LOreal SA filed Critical LOreal SA
Priority to PCT/CN2023/141750 priority Critical patent/WO2025137844A1/fr
Priority to FR2403457A priority patent/FR3157204A3/fr
Publication of WO2025137844A1 publication Critical patent/WO2025137844A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • 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
    • A61K8/602—Glycosides, e.g. rutin
    • 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
    • A61Q19/08—Anti-ageing preparations

Definitions

  • Human skin is made up of two compartments: a deep compartment, the dermis, and a superficial compartment, the epidermis.
  • the epidermis is in contact with the external environment, and its role is to protect the body from dehydration and external chemical or mechanical aggression.
  • Accelerated wound closure is an area of intense scientific research to improve healing that follows skin injury, or within skin that has compromised barrier function.
  • the cutaneous barrier can be unbalanced for example after a cosmetic procedure such as laser treatments and chemical peels, or in the presence of external aggressors such as irritant agents (detergents, acids, bases, oxidants, reducing agents, concentrated solvents, toxic gases or fumes) , mechanical stresses (friction, shocks, abrasion, tearing of the surface, projection of dust, particles, shaving or hair removal) , thermal or climatic imbalances (cold, dryness, radiation) , xenobiotics (undesirable microorganisms, allergens) or internal attacks such as psychological stress. Following such external aggressions, a healing process is triggered, aimed at rapidly and completely restoring this barrier. This physiological process is dependent on complex biological mechanisms involving numerous molecules and enzymes.
  • compositions that promote skin healing, and in particular, that accelerate cutaneous healing.
  • the aim of the invention is therefore to provide a cosmetic composition that meets all these requirements.
  • the inventors made the surprising discovery that the natural molecules of formula (I) are able to accelerate wound healing and thus are potentially of utility for skin regeneration.
  • compositions to accelerate skin regeneration following skin wounding or following cosmetic procedure, to promote recovery following said skin injury and/or improve the efficacy of cosmetic skin procedures.
  • Use of the compositions will result in a faster healing time and recovery from the procedure, resulting in greater willingness of the patient to undergo cosmetic procedures.
  • the said compound of formula (I) or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof or a salt thereof, or a hydrate thereof, is in the form of a plant extract.
  • Robinin can exist in two anomers forms, ⁇ and ⁇ .
  • the compound of formula (II) is the ⁇ anomer of robinin.
  • Robinin is a molecule derived from kaempferol. It is a flavone in the form of a yellow-orange powder. This molecule is found, for example, in the leaves and seeds of the black locust (Robinia pseudoacacia) .
  • Robinin for example, is marketed by INTERCHIM under the name or by SIGMA under the name
  • the composition comprises between 0.001%and 5%by weight relative to the total weight of the composition, more preferably between 0.01 and 4%, even more preferably between 0.02 and 3%, or between 0.03 and 1%by weight relative to the total weight of the composition, of the at least one compound of formula (I) or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof or a salt thereof, or a hydrate thereof.
  • the composition comprises between 0.001 and 5%by weight of robinin or one of its salts relative to the total weight of the composition, preferably between 0.01 and 4%by weight, more preferably between 0.02 and 3%by weight, most preferably between 0.03 and 1%by weight.
  • composition according to the invention comprises ingredients customary in the cosmetic field.
  • the composition according to the invention comprises at least one compound chosen among thickeners, preservatives, perfumes, bactericides, pigments, dyes, carbon and/or silicone oils of inorganic, waxes, fillers, emulsifiers, co-emulsifiers, UVA and/or UVB light protection agents also called UV filters, polymers, hydrophilic and lipophilic gelling agents.
  • a person skilled in the art can adjust the type and amount of these ingredients in the compositions according to the invention by means of routine operations, so that the desired cosmetic properties and stability properties for these compositions are not negatively affected.
  • the quantities of these various ingredients are conventionally the quantities used in the particular domain, for example from 0.01%to 20%of the total weight of the composition.
  • composition of the invention further comprises one or more skin active agents chosen among anti-aging agents and wound healing agents.
  • anti-aging agents denotes any cosmetic agents known to those skilled in the art suitable for reducing and/or slowing the progression of the signs of aging of the skin such as marked microrelief of the skin, fine lines, appearance of wrinkles, loss of tonicity, loss of density loss of firmness, loss of elasticity, decrease in the thickness of the dermis and/or epidermis, dryness, withered skin, loss of the radiance of the skin complexion, appearance of a wizened appearance of the skin, sagging of the skin, withering of the skin and loss of the capacity of the skin to regenerate.
  • wound healing agents denotes any cosmetic agents known to those skilled in the art suitable for promoting and/or speeding up wound healing.
  • the one or more skin active agents may be included in the cosmetic composition in an amount ranging from 0.001%to 5%by weight relative to the total weight of the composition, more preferably between 0.01 and 2%, even more preferably between 0.02 and 1%, or between 0.05 and 1%by weight relative to the total weight of the composition.
  • composition of the invention only comprises the said at least one compound of formula (I) or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof or a salt thereof or a hydrate thereof, as skin active agent.
  • a cis–trans isomer thereof such as an alpha or beta anomer
  • a tautomer thereof or a salt thereof or a hydrate thereof as skin active agent.
  • composition according to the invention comprises a cosmetically acceptable medium.
  • cosmetically acceptable medium means a non-toxic support that can be applied on keratin materials such as the skin and mucous membranes.
  • a cosmetically acceptable medium is compatible with the skin, teguments and/or mucous membranes, it does not induce any sensations of discomfort, or more generally disorders able to lead the user to suspend or stop the administration of the cosmetic composition.
  • said cosmetically acceptable medium can comprise water and/or one or more water-miscible organic solvents.
  • Said solvent may be chosen from polyols and alcohols, such as glycerin, sorbitol, glycols such as butylene glycol, propylene glycol, isoprene glycol, dipropylene glycol, hexylene glycol, polypropylene glycol, ethanol or propanediol.
  • the composition according to the invention has a water content ranging from 20%to 95%by weight, more preferably from 30%to 70%by weight in relation to the total weight of the composition.
  • a composition according to the invention may comprise an oily phase.
  • compositions according to the invention can have all the dosage forms conventionally used for a topical application and in particular in the form of aqueous solutions, hydroalcoholic solutions, oil-in-water (O/W) or water-in-oil (W/O) or multiple (triple: W/O/W or O/W/O) emulsions, aqueous gels, or dispersions of an oily phase in an aqueous phase using spheres, these spheres potentially being lipid vesicles of the ionic and/or non-ionic type (liposomes, niosomes, oleosomes) .
  • These compositions are prepared using routine methods.
  • compositions used in the framework of the invention are intended for topical administration. In a preferred embodiment, compositions used in the framework of the invention are intended for application on the skin.
  • the present invention also relates to the use of at least one compound of formula (I) as described herein or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof or a salt thereof, or a hydrate thereof, to promote and/or speed up skin regeneration.
  • a compound of formula (I) as described herein or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof or a salt thereof, or a hydrate thereof to promote and/or speed up skin regeneration.
  • the compound of formula (I) or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof or a salt thereof, or a hydrate thereof is chosen from robinin and its salts, preferably it is chosen from robinin and its salts in ⁇ -form.
  • promote refers to increasing the effects of the phenomenon. For example, promoting skin regeneration can lead to greater skin generation than without the use of according to the invention.
  • speed up refers to the acceleration of the phenomenon.
  • speeding up skin regeneration can lead to same amount of regenerated skin but in less time than without the use of according to the invention.
  • the present invention relates to use of at least one compound of formula (I) as described herein or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof, or a salt thereof, or a hydrate thereof, according to the invention, to prevent and/or treat signs of aging.
  • the compound of formula (I) or an optical isomer thereof, or a cis–trans isomer thereof (such as an alpha or beta anomer) , or a tautomer thereof or a salt thereof, or a hydrate thereof is chosen from robinin and its salts, preferably it is chosen from robinin and its salts in ⁇ -form.
  • the present invention relates to the use of a composition according to the invention, to prevent and/or treat signs of aging.
  • prevent or “prevention” designates any action that aims to prevent the appearance of a discomfort or uneasiness of an individual. This terms therefore covers the stoppage or limitation of the symptoms, but is limited to the cosmetic aspects.
  • uses according to the invention are topical uses.
  • the composition is applied on the skin, more preferably on the face, the legs or the body, more preferably on the face.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Dermatology (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne une composition cosmétique comprenant un composé de formule (I). La composition cosmétique est utilisée pour favoriser et/ou accélérer la régénération de la peau, pour prévenir et/ou traiter les signes du vieillissement et pour favoriser et/ou accélérer la cicatrisation des plaies. Le procédé cosmétique comprend l'application de la composition.
PCT/CN2023/141750 2023-12-26 2023-12-26 Compositions cosmétiques comprenant de la robinine Pending WO2025137844A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/CN2023/141750 WO2025137844A1 (fr) 2023-12-26 2023-12-26 Compositions cosmétiques comprenant de la robinine
FR2403457A FR3157204A3 (fr) 2023-12-26 2024-04-04 Compositions cosmétiques comprenant de la robinine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2023/141750 WO2025137844A1 (fr) 2023-12-26 2023-12-26 Compositions cosmétiques comprenant de la robinine

Publications (1)

Publication Number Publication Date
WO2025137844A1 true WO2025137844A1 (fr) 2025-07-03

Family

ID=96139008

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2023/141750 Pending WO2025137844A1 (fr) 2023-12-26 2023-12-26 Compositions cosmétiques comprenant de la robinine

Country Status (2)

Country Link
FR (1) FR3157204A3 (fr)
WO (1) WO2025137844A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040191300A1 (en) * 2001-06-21 2004-09-30 Beiersdorf Ag Cosmetic or dermatological impregnated cloths
US20040258647A1 (en) * 2001-10-26 2004-12-23 Beiersdorf Ag Active ingredient-containing cosmetic cleansing emulsions
US20110151032A1 (en) * 2008-07-22 2011-06-23 William Zev Levine Topical anti-inflammatory combination
US20130243709A1 (en) * 2012-03-13 2013-09-19 James E. Hanson Natural Sunscreen Composition
KR20190006258A (ko) * 2017-07-10 2019-01-18 서울대학교산학협력단 항산화 활성을 갖는 삼나무 잎 추출물 및 그의 용도

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040191300A1 (en) * 2001-06-21 2004-09-30 Beiersdorf Ag Cosmetic or dermatological impregnated cloths
US20040258647A1 (en) * 2001-10-26 2004-12-23 Beiersdorf Ag Active ingredient-containing cosmetic cleansing emulsions
US20110151032A1 (en) * 2008-07-22 2011-06-23 William Zev Levine Topical anti-inflammatory combination
US20130243709A1 (en) * 2012-03-13 2013-09-19 James E. Hanson Natural Sunscreen Composition
KR20190006258A (ko) * 2017-07-10 2019-01-18 서울대학교산학협력단 항산화 활성을 갖는 삼나무 잎 추출물 및 그의 용도

Also Published As

Publication number Publication date
FR3157204A3 (fr) 2025-06-27

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