EP1443895A2 - Utilisation de sterols et de leurs derives dans des preparations cosmetiques et dermatologiques de protection contre les uva - Google Patents

Utilisation de sterols et de leurs derives dans des preparations cosmetiques et dermatologiques de protection contre les uva

Info

Publication number
EP1443895A2
EP1443895A2 EP02796498A EP02796498A EP1443895A2 EP 1443895 A2 EP1443895 A2 EP 1443895A2 EP 02796498 A EP02796498 A EP 02796498A EP 02796498 A EP02796498 A EP 02796498A EP 1443895 A2 EP1443895 A2 EP 1443895A2
Authority
EP
European Patent Office
Prior art keywords
cholesterol
use according
double bond
skin
hydrogen atom
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP02796498A
Other languages
German (de)
English (en)
Inventor
Susanne Grether-Beck
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.)
Skinlab GmbH
Original Assignee
Skinlab GmbH
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 Skinlab GmbH filed Critical Skinlab GmbH
Publication of EP1443895A2 publication Critical patent/EP1443895A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/575—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of three or more carbon atoms, e.g. cholane, cholestane, ergosterol, sitosterol
    • 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
    • A61K8/63—Steroids; 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/925—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of animal origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • 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
    • 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
    • A61Q19/004—Aftersun preparations

Definitions

  • Formula I does not take into account the actual steric conditions.
  • Plant sterols are found in the fat-soluble fractions of plants and chemically correspond to cholesterol. They inhibit cholesterol absorption in the small intestine and are used, for example, in low-fat spreads, which are intended for this purpose are to lower total cholesterol and LDL cholesterol (Nigon et al. 2001). Plant sterols of edible oils and fatty acids from sunflower seed oil consist of 50% sitosterol esters, 25% campesterol esters, and 20% stigmasterol esters and other compounds. As one of the main sources of plant sterols, soybeans (Glycine max) were examined for their sterol composition. The following results were obtained for total sterols:
  • Ri are hydrogen, methyl and ethyl, and a double bond formed jointly by the radicals R 1 and R 2 .
  • Particularly preferred compounds of the formula I are cholesterol, lanosterol, ⁇ -sitosterol, campesterol and stigmasterol.
  • the compounds of the general formula I themselves can be used as active according to the invention, but also a) those substances which contain compounds of the general formula I, in particular cholesterol, in a concentration which is suitable for the absorption of the compounds I through the skin ensures sufficient effect according to the invention, and b) compounds which pharmacologically enable the increase in cholesterol in human skin.
  • Group b) includes, for example, docosanoic acid (or behenic acid), which occurs in mustard oil, liver oil, peanut oil and rapeseed oil, cafestol and Kahweol, diterpenes that can be isolated from coffee beans, lauric acid, myristic acid, palmitic acid and unsaturated trans fatty acids.
  • docosanoic acid or behenic acid
  • diterpenes that can be isolated from coffee beans
  • lauric acid myristic acid
  • palmitic acid palmitic acid
  • unsaturated trans fatty acids e.g., osteanoic acid
  • statins lovastatin, simvastatin, atorvatatin
  • statins lovastatin, simvastatin, atorvatatin
  • the cholesterol content of human cells is 0.32% on average, whereby cholesterol is found, for example, in the brain, spinal cord, in the adrenal glands or in the blood.
  • Cholesterol can, for example, be in a tincture consisting of propylene glycol and ethanol (in a volume ratio of 7: 3) and cholesterol in a concentration of about 25 grams per liter, e.g. with a brush, to be applied to the skin.
  • Fat bases paraffin oil, amphiphilic substances such as long-chain fatty alcohols, isopropyl palmitic acid
  • Solid thickeners starch, dextrin, dextran, pectin, acacia, agar, methyl cellulose, gelatin / collagen, polyvinyl alcohol, carbopol, silica gel, diatomaceous earth.
  • FIG. 9 shows that ICAM-lmRNA expression is inhibited after preincubation of keratinocytes with campesterol in a concentration of 30 ⁇ M and subsequent UVA irradiation with a dosage of 30 J / cm 2 UVA.
  • Figure: 11 shows that after treatment of human skin equivalents with cholesterol in a dosage of 30 ⁇ M, the value of ICAM-1 experiences a slight increase by a factor of 1.4 after 16 hours.
  • Figure: 12 shows that UVA-induced ICAM-1 expression in skin equivalents was prevented by a 24-hour pre-incubation with a cholesterol dosage of 30 M.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Birds (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Zoology (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Cosmetics (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne l'utilisation de cholestérol, de lanostérol, de phytostérols et de divers stérols naturels et artificiels de formule (I) servant à protéger la peau des effets nocifs des rayonnements UVA. Ces substances sont d'excellents agents actifs pour la préparation de produits de protection solaire. Le cholestérol et le lanostérol sont particulièrement efficaces, ainsi que différents phytostérols tels que le stigmastérol.
EP02796498A 2001-11-12 2002-11-11 Utilisation de sterols et de leurs derives dans des preparations cosmetiques et dermatologiques de protection contre les uva Withdrawn EP1443895A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE2001155200 DE10155200A1 (de) 2001-11-12 2001-11-12 Verwendung von Cholesterin, cholesterinhaltigen Substanzen oder von den Cholesteringehalt erhöhenden Substanzen in kosmetischen und dermatologischen Zubereitungen zum Zwecke der UV-Protektion
DE10155200 2001-11-12
PCT/DE2002/004168 WO2003041675A2 (fr) 2001-11-12 2002-11-11 Utilisation de sterols et de leurs derives dans des preparations cosmetiques et dermatologiques de protection contre les uva

Publications (1)

Publication Number Publication Date
EP1443895A2 true EP1443895A2 (fr) 2004-08-11

Family

ID=7705267

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02796498A Withdrawn EP1443895A2 (fr) 2001-11-12 2002-11-11 Utilisation de sterols et de leurs derives dans des preparations cosmetiques et dermatologiques de protection contre les uva

Country Status (3)

Country Link
EP (1) EP1443895A2 (fr)
DE (1) DE10155200A1 (fr)
WO (1) WO2003041675A2 (fr)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10356187A1 (de) * 2003-12-02 2005-07-21 Beiersdorf Ag Wirkstoffkombinationen aus Phytosterolen und/oder Cholesterin und Licochalcon A oder einem wäßrigen Extrakt aus Radix Glycyrrhizae inflatae, enthaltend Licochalcon A
ITFI20040174A1 (it) 2004-08-03 2004-11-03 Protera S R L Derivati arilsolfonammidici dell'acido idrossammico ad azione inibitoria di metalloproteinasi
KR102127963B1 (ko) 2007-08-30 2020-06-29 바스프 에스이 미용 조성물의 안정화
RU2476226C2 (ru) * 2008-08-05 2013-02-27 Амазония Фитомедикаментос Лтда Фармацевтические применения ланоста-8,24-диен-3-олов
EP2391334B1 (fr) 2009-01-29 2019-06-19 Basf Se Stabilisation de compositions cosmétiques
WO2011003774A2 (fr) 2009-07-07 2011-01-13 Basf Se Combinaisons de filtres anti-uv contenant des malonates de benzylidène
CN109054378B (zh) 2012-02-20 2021-10-01 巴斯夫欧洲公司 用聚合物提高生物杀伤剂的抗微生物活性
JP6234458B2 (ja) 2012-08-16 2017-11-22 ビーエーエスエフ エスイー ポリオキシアルキレン置換アルキレンジアミンならびに皮膚および毛髪に対するその使用
JP6789822B6 (ja) 2014-04-09 2020-12-16 ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ 化粧品製剤におけるｕｖフィルター用可溶化剤
JP2017517489A (ja) 2014-04-11 2017-06-29 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 化粧品紫外線吸収体の混合物
EP3227016B1 (fr) 2014-12-04 2020-08-26 Basf Se Microcapsules
CN106999376B (zh) 2014-12-09 2020-11-10 巴斯夫欧洲公司 用于化妆品配制剂中的uv过滤剂的增溶剂
WO2018065341A1 (fr) 2016-10-05 2018-04-12 Basf Se Composition polymère absorbant les rayons ultraviolets
CN107823218A (zh) * 2017-10-23 2018-03-23 陈有平 抑制光老化的复方二氧化钛凝胶组合物
CN107822913A (zh) * 2017-10-23 2018-03-23 陈有平 含有二氧化钛的复方外用凝胶
CN107822912A (zh) * 2017-10-23 2018-03-23 陈有平 复方二氧化钛凝胶组合物
WO2022008732A1 (fr) 2020-07-10 2022-01-13 Basf Se Amélioration de l'activité de conservateurs antimicrobiens
FR3141332A1 (fr) * 2022-10-26 2024-05-03 Flore Scola Ingrédient actif cosmétique issu d’une fraction non volatile d’exsudat de Canarium, plus particulièrement de Canarium schweinfurthii.

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2676645B1 (fr) * 1991-05-21 1995-01-27 Sederma Sa Nouvelles compositions cosmetiques pour la protection de la peau contre le rayonnement uv.
DE19537027A1 (de) * 1995-10-05 1997-04-10 Beiersdorf Ag Hautpflegemittel für alte Haut
WO1999047113A1 (fr) * 1998-03-16 1999-09-23 The Procter & Gamble Company Compositions permettant d'ameliorer l'etat de la peau
SE514725C2 (sv) * 1998-06-02 2001-04-09 Karlshamns Ab Fraktioneringsförfarande
FR2782919B1 (fr) * 1998-09-04 2001-05-25 Roc Sa Composition contre le vieillissement et son utilisation
EP1121088B1 (fr) * 1998-10-14 2002-12-18 Cognis Deutschland GmbH & Co. KG Utilisation de sterols et de sterols esterifies de l'ordre du nanometre
US20020098207A1 (en) * 1999-02-08 2002-07-25 Daniel H. Maes Cholesterol sulfate compositions for enhancement of stratum corneum function
EP1181006A1 (fr) * 1999-05-17 2002-02-27 The Procter & Gamble Company Methodes de regulation de l'etat de tissus keratiniques chez un mammifere par l'application topique de compositions a base de phytosterol
JP3638474B2 (ja) * 1999-06-17 2005-04-13 株式会社コーセー 日焼け止め化粧料
FR2803513B1 (fr) * 2000-01-12 2003-12-19 Oreal Utilisation de la dhea et/ou de ses precurseurs ou derives pour ameliorer l'aspect papyrace de la peau

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO03041675A3 *

Also Published As

Publication number Publication date
DE10155200A1 (de) 2003-05-28
WO2003041675A2 (fr) 2003-05-22
WO2003041675A3 (fr) 2003-09-04

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