EP2744475A2 - Formulation cosmétique contenant n-acyl-phytosphingosine - Google Patents
Formulation cosmétique contenant n-acyl-phytosphingosineInfo
- Publication number
- EP2744475A2 EP2744475A2 EP12775260.8A EP12775260A EP2744475A2 EP 2744475 A2 EP2744475 A2 EP 2744475A2 EP 12775260 A EP12775260 A EP 12775260A EP 2744475 A2 EP2744475 A2 EP 2744475A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- phytosphingosine
- formulation
- skin
- hexanoyl
- cosmetic formulation
- 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- Withdrawn
Links
Classifications
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- 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
- A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
-
- 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
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/49—Solubiliser, Solubilising system
-
- 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
- A61K31/66—Phosphorus compounds
- A61K31/683—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
- A61K31/685—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols one of the hydroxy compounds having nitrogen atoms, e.g. phosphatidylserine, lecithin
-
- 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
- A61K31/66—Phosphorus compounds
- A61K31/683—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
- A61K31/688—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols both hydroxy compounds having nitrogen atoms, e.g. sphingomyelins
Definitions
- N-acyl-phytosphingosine can be produced from the combination of N-acyl-phytosphingosine and 1, 2-pentanediol cosmetic formulations, which are particularly well suited for use on the skin.
- the N-acyl phytosphingosine is N-hexanoyl-phytosphingosine.
- a particularly good cosmetic effect on the skin could be achieved.
- the formulation comprises no further ceramides in addition to the N-acyl-phytosphingosine. Surprisingly, it was found that very good cosmetic effects could already be achieved with N-acyl-phytosphingosine as the only ceramide.
- the N-acyl phytosphingosine is included in the formulation at a level of from 0.02% to 2% by weight based on the total formulation.
- the N-acyl-phytosphingosine is included in the formulation in a concentration of 0.1% to 1% by mass, based on the total formulation. For these mass concentrations could be particularly good cosmetic
- Emollients, emulsifiers and surfactants, thickeners / viscosity regulators / stabilizers, UV light protection filters, antioxidants, hydrotropes (or polyols), solids and fillers, for example, are also included as auxiliary substances contained in the cosmetic formulation.
- Film formers pearlescing additives, deodorant and antiperspirant active ingredients, insect repellents, self-tanning agents, preservatives, conditioners, perfumes, dyes, biogenic agents, care additives, superfatting agents and other solvents.
- herbal extracts are chestnut extract, chamomile extract, rosemary extract, black and red currant extract, birch extract, rosehip extract, algae extracts, green tea extract, aloe extract, ginseng extract, ginko extract, grapefruit extract, calendula extract, cucumber extract, Camphor, Thymus Extract, Mangosteen Extract, Cystus Extract, Terminalia Arjuna extract, oat extract, oregano extract, raspberry extract, strawberry extract, etc.
- the so-called barrier lipids can be counted, for example, ceramides, phytosphingosine and derivatives, sphingosine and derivatives, sphinganine and derivatives, pseudoceramides, phospholipids , Lysophospholipids, cholesterol and derivatives, cholesteryl esters, free fatty acids, lanolin and derivatives, squalane, squalene and related substances.
- the biogenic active substances are also anti-acne such as benzyl peroxide, phytosphingosine and derivatives, niacinamide hydroxybenzoate, nicotinaldehyde, retinoic acid and derivatives, salicylic acid and derivatives, citronellic acid etc.
- anti-acne such as benzyl peroxide, phytosphingosine and derivatives, niacinamide hydroxybenzoate, nicotinaldehyde, retinoic acid and derivatives, salicylic acid and derivatives, citronellic acid etc.
- the cosmetic formulation comprises
- Glycolipids medium chain triglycerides, branched chain fatty alcohols such as octyldodecanol, taurine, phospholipids, 1,2-pentylene glycol and C8 / C10 glycerol partial esters
- the cosmetic formulation C12-15 Alkyl Benzoate, particularly TEGOSOFT ® TN comprises. Particularly good values could be achieved with this additional excipient.
- the cosmetic formulation comprises PPG-13 myristyl ether, in particular TEGOSOFT ® APM. Particularly good values could be achieved with this additional excipient.
- the cosmetic formulation octyl dodecanol, in particular TEGOSOFT ® G20 comprises. Particularly good values could be achieved with this additional excipient.
- Claimed is the use of a previously described formulation for application to the skin.
- the excipient for example, be a solvent and thus, for example, 1, 2-pentanediol.
- 1, 2-pentanediol in a preferred variant of the use of the excipient is 1, 2-pentanediol.
- Embodiments should be limited.
- Example 1 Investigation of the influence of N-hexanoyl-phytosphingosine on the
- the cells were further incubated with this medium for 12 days, with a media change every three days. Subsequently, the medium was removed from the cells and replaced with fresh medium with N-hexanoyl-phytosphingosine. Methanol was used as the vehicle, the final concentration of the vehicle in the medium being 0.05% (v / v). Final concentration of N-hexanoyl-phytosphingosine in Medium was 2.5 ⁇ .
- the cultivation was carried out without active ingredient, only with medium (vehicle). All cultivations were done twice (with cells 2
- Stearin (Stearic acid (and) 0,50 0,50 0,50 0,50 0,50 0,50 palmitic acid)
- Amount of active ingredient which must be introduced into the formulation can be reduced at a high bioavailability.
- Example 5 Reduction of Skin Tear on the Upper Arm by N-Hexanoyl Phytosphingosine
- the reduction of skin slack in the upper arm, quantifiable by the parameter of echogenicity of the skin, by topical application of N-hexanoyl-phytosphingosine in formulation was demonstrated in a human study.
- the panel included healthy female subjects of Caucasian origin, up to seventy years of age, in their postmenopausal stage.
- the echogenicity of the skin on the upper arms of the subjects was at most 60% (DermaScan ® C, B-scan mode).
- the formulations were applied on the upper arms.
- Vehicle formulation (vehicle) and formulation with different concentrations of N-hexanoyl-phytosphingosine (N-hexanoyl-phytosphingosine) was applied by 16 subjects each.
- N-hexanoyl-phytosphingosine N-hexanoyl-phytosphingosine
- Stearin Stearin (Stearic acid (and) palmitic 0.50 0.50 0.50 0.50
- Glycerol (glycerin) 2.50 2.50 2.50
- the measurements took place in a temperature and humidity controlled room (24 + 2 ° C, 50 ⁇ 10 relative humidity). Subjects were asked not to apply any product for up to twelve hours prior to measurement and to stop their arms from being washed for three hours prior to measurement.
- the sagging was measured by measuring the echogenicity of the skin by means of ultrasonic scanners Dermascan ® C.
- the echogenicity was in B-scan mode
- Figure 5 shows the increase in skin density on the upper arm.
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)
- Birds (AREA)
- Epidemiology (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Cosmetics (AREA)
Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102011085497A DE102011085497A1 (de) | 2011-10-31 | 2011-10-31 | Kosmetische Formulierung |
PCT/EP2012/070909 WO2013064388A2 (fr) | 2011-10-31 | 2012-10-23 | Formulation cosmétique |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2744475A2 true EP2744475A2 (fr) | 2014-06-25 |
Family
ID=47046624
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12775260.8A Withdrawn EP2744475A2 (fr) | 2011-10-31 | 2012-10-23 | Formulation cosmétique contenant n-acyl-phytosphingosine |
Country Status (8)
Country | Link |
---|---|
US (1) | US20140309309A1 (fr) |
EP (1) | EP2744475A2 (fr) |
JP (1) | JP2014532675A (fr) |
KR (1) | KR20140096042A (fr) |
CN (1) | CN103917217A (fr) |
BR (1) | BR112014010349A2 (fr) |
DE (1) | DE102011085497A1 (fr) |
WO (1) | WO2013064388A2 (fr) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR3021540B1 (fr) * | 2014-06-03 | 2016-06-03 | Caster | Compositions de soins de la peau |
KR101944716B1 (ko) * | 2016-07-06 | 2019-02-01 | 주식회사 피토스 | N-아세틸 피토스핑고신-1-포스페이트를 함유하는 주름개선 및 노화방지를 위한 화장품용 조성물 |
JP2020514739A (ja) * | 2017-03-06 | 2020-05-21 | ハプルサイエンス・インコーポレイテッド | Hapln1を利用した皮膚老化の測定用または予防用または改善用の組成物 |
JP7222001B2 (ja) * | 2021-01-22 | 2023-02-14 | ハプルサイエンス・インコーポレイテッド | Hapln1を利用した皮膚老化の測定用または予防用または改善用の組成物 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9308103D0 (en) * | 1993-04-20 | 1993-06-02 | Unilever Plc | Cosmetic composition |
JPH101414A (ja) * | 1996-06-12 | 1998-01-06 | Kanebo Ltd | 皮膚化粧料 |
FR2767056A1 (fr) * | 1997-08-07 | 1999-02-12 | Oreal | Utilisation d'un 2-amino-alcane polyol en tant qu'agent destine a traiter les signes du vieillissement cutane |
JP4255621B2 (ja) | 1998-05-14 | 2009-04-15 | コスモフェルム ベスローテン フェンノートシャップ | アミノアルコールのアシル化方法 |
JP2000264826A (ja) * | 1999-03-16 | 2000-09-26 | Ryuhodo Seiyaku Kk | 液晶組成物およびそれが配合されてなる皮膚化粧料 |
JP3730102B2 (ja) * | 2000-09-14 | 2005-12-21 | ポーラ化成工業株式会社 | 透過促進用の皮膚外用剤 |
JP2003176210A (ja) * | 2001-12-12 | 2003-06-24 | Nonogawa Shoji Kk | 乳化型化粧料 |
JP2005535717A (ja) * | 2002-08-14 | 2005-11-24 | キム,テユン | フィトスフィンゴシン誘導体を含むアポトーシス誘導用組成物 |
JP2008044857A (ja) * | 2006-08-11 | 2008-02-28 | Toyobo Co Ltd | 肌荒れ改善剤 |
RU2499607C2 (ru) * | 2006-09-19 | 2013-11-27 | Басф Се | Косметические препараты на основе молекулярно впечатанных полимеров |
CA2665552C (fr) | 2006-10-13 | 2013-02-19 | Evonik Goldschmidt Gmbh | Composition de traitement cutane |
JPWO2008053960A1 (ja) * | 2006-11-02 | 2010-02-25 | メルシャン株式会社 | セラミド合成促進剤、化粧料、皮膚外用剤、老化防止方法およびしわ改善方法 |
WO2009149227A1 (fr) * | 2008-06-06 | 2009-12-10 | Lubrizol Advanced Materials, Inc. | Composés d’ester pour utilisation dans des produits de soins personnels |
DE102010002609A1 (de) * | 2010-03-05 | 2011-09-08 | Evonik Goldschmidt Gmbh | Partialester eines Polyglycerins mit mindestens einer Carbonsäure und einer polyfunktionalen Carbonsäure, ihre Herstellung und Verwendung |
DE102010029499A1 (de) | 2010-05-31 | 2011-12-01 | Evonik Goldschmidt Gmbh | Polyolpartialester zur Anwendung in Kosmetik |
-
2011
- 2011-10-31 DE DE102011085497A patent/DE102011085497A1/de not_active Withdrawn
-
2012
- 2012-10-23 JP JP2014539283A patent/JP2014532675A/ja active Pending
- 2012-10-23 US US14/355,230 patent/US20140309309A1/en not_active Abandoned
- 2012-10-23 CN CN201280053992.3A patent/CN103917217A/zh active Pending
- 2012-10-23 KR KR1020147011149A patent/KR20140096042A/ko not_active Application Discontinuation
- 2012-10-23 BR BR112014010349A patent/BR112014010349A2/pt not_active IP Right Cessation
- 2012-10-23 WO PCT/EP2012/070909 patent/WO2013064388A2/fr active Application Filing
- 2012-10-23 EP EP12775260.8A patent/EP2744475A2/fr not_active Withdrawn
Non-Patent Citations (2)
Title |
---|
None * |
See also references of WO2013064388A2 * |
Also Published As
Publication number | Publication date |
---|---|
KR20140096042A (ko) | 2014-08-04 |
WO2013064388A3 (fr) | 2013-07-11 |
WO2013064388A2 (fr) | 2013-05-10 |
DE102011085497A1 (de) | 2013-05-02 |
CN103917217A (zh) | 2014-07-09 |
BR112014010349A2 (pt) | 2017-04-18 |
US20140309309A1 (en) | 2014-10-16 |
JP2014532675A (ja) | 2014-12-08 |
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Legal Events
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DAX | Request for extension of the european patent (deleted) | ||
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: EVONIK DEGUSSA GMBH |
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17Q | First examination report despatched |
Effective date: 20160720 |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: EXAMINATION IS IN PROGRESS |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
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18D | Application deemed to be withdrawn |
Effective date: 20170627 |