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WO2002039974A1 - Compositions de soins personnels - Google Patents

Compositions de soins personnels Download PDF

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Publication number
WO2002039974A1
WO2002039974A1 PCT/GB2001/005123 GB0105123W WO0239974A1 WO 2002039974 A1 WO2002039974 A1 WO 2002039974A1 GB 0105123 W GB0105123 W GB 0105123W WO 0239974 A1 WO0239974 A1 WO 0239974A1
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WO
WIPO (PCT)
Prior art keywords
mycosporine
formula
methyl
added
stirring
Prior art date
Application number
PCT/GB2001/005123
Other languages
English (en)
Inventor
Carole Llewellyn
Edward Galley
Original Assignee
Natural Environment Research Council
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 Natural Environment Research Council filed Critical Natural Environment Research Council
Priority to AU2002223081A priority Critical patent/AU2002223081A1/en
Priority to EP01996358A priority patent/EP1341514A1/fr
Publication of WO2002039974A1 publication Critical patent/WO2002039974A1/fr

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Classifications

    • 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
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25—Silicon; Compounds 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27—Zinc; Compounds 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29—Titanium; Compounds 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • 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
    • A61K8/37—Esters of carboxylic acids
    • 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
    • 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
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966—Triazines or their condensed derivatives
    • 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
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/28—Rubbing or scrubbing compositions; Peeling or abrasive compositions; Containing exfoliants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • 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
    • A61Q19/10—Washing or bathing preparations
    • 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
    • A61Q5/006—Antidandruff preparations
    • 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
    • A61Q5/02—Preparations for cleaning the hair
    • 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
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • the present invention relates to personal care compositions containing sunscreening compounds to counteract the deleterious effects of UV radiation.
  • the personal care compositions are sunscreen compositions in which a sunscreening compound is used to protect the user's skin or hair from UV radiation.
  • sunscreen composition is used herein to encompass sunscreening compositions such as moisturisers, day creams, tanning lotions and sunblockers which are intended for topical application to provide protection for the skin or hair against the sun's rays or other sources of ultraviolet (UV) radiation.
  • sunscreen compositions may contain additional inorganic or organic sunscreening agents.
  • the personal care compositions are cosmetic/toiletries compositions containing a sunscreening compound to protect the compositions from the deleterious effects of exposure of the compositions to UV radiation.
  • Cosmetic/toiletries composition is used herein to encompass compositions intended for application to the skin or hair in which the sunscreen compounds are present to protect the compositions from the deleterious effects of exposure of the composition to UV radiation.
  • Examples of cosmetic/toiletries composition include gels such as bath gels or shower gels, shampoos optionally containing conditioning agents and/or antidandruff agents, hair conditioners, liquid soaps, creams and lotions.
  • Such compositions may be emulsions (oil-in-water emulsions or water-in-oil emulsions).
  • UV absorbing molecules that are permitted for use in the cosmetics, toiletries or healthcare field are oil soluble. There are very few water soluble UV absorbing molecules and there are no high efficiency (Extinction coefficient > 15000) water soluble molecules that absorb in the UVA region between 320 nm and 400 nm. Protection of the skin from these wavelengths is essential as these wavelengths are implicated in both direct UV mediated damage and indirect free radical damage. The deleterious effects of this on the skin include premature ageing, polymorphic light eruptions, skin cancer etc. The deleterious effects of UV radiation on cosmetic/toiletries compositions include colour fading, polymer breakdown leading to product structural instability, actives (eg vitamins) being destroyed etc.
  • MAAs Mycosporine-like amino acids
  • MAAs are not suitable to be the sole suncreening agent in sunscreen compositions, but do offer benefits when used in conjunction with a conventional sunscreening agent, for example those listed in Council Directive 76/768/EEC of 27 July 1976 on the approximation of the laws of the Member States relating to cosmetic products, as last amended by Commission Directive 200/41/EC of 19 June 2000.
  • the MAA and conventional sunscreen protect each other from degradation, whilst offering improved UV protection over that achieved with a conventional sunscreening agent alone.
  • compositions comprising sunscreening compounds which are mycosprorine-like amino acids (MAAs) of formula I
  • Ri is: (a) H; or
  • the compounds of formula I can exist as different tautomers.
  • the present invention embraces all such tautomers and mixtures thereof.
  • the compounds of formula I have an asymmetric carbon atom and can therefore exist as different enantiomers.
  • the present invention embraces all such enantiomers and mixtures thereof.
  • Compounds of formula I in which the group of formula II or III contains a chiral centre can exist as different stereoisomers.
  • the present invention embraces all such stereoisomers and mixtures thereof.
  • R 3 is H, -CH 2 OH, -CH(OH)Me or -CHMe 2 .
  • R 3 is H or -CH 2 OH.
  • the mycosporine-like amino acids can be chemically synthesised or can be extracted from marine micro algae.
  • Compounds of formula V may alternatively be prepared from carbonylcyclohexenyl compounds of formula VIA or VIB by reacting the compound of formula VIA or VIB with a chlorinating agent such as Vilsmeier's Reagent to give a compound of formula VILA or VIIB respectively
  • the compound of formula VIII may be prepared by the methylation of a compound of formula IX
  • the compound of formula IX may be prepared from a compound of formula X
  • the compound of formula X may be prepared from 4-methoxybenzylchloride by a process involving the steps of silylation, Birch reduction and protodesilylation.
  • Axenic (bacteria free) micro-algae known to be rich in compounds of formula I are grown using aseptic techniques in sterilised medium with appropriate trace metal, metal chelating compound and vitamin addition (e.g. f/2 medium or Beverly Erdschreiber Medium).
  • Photosynthetically active radiation is provided by Philip's daylight fluorescent tubes at a light intensity of 80 or 100 ⁇ m "2 s "1 with supplementary UVR on 12:12 or a 18:6 h light: dark cycle. Temperature is kept at 15-20°C depending on species and optimum conditions of pH and turbulence are chosen. Cells are harvested during logarithmic growth phase using centrifugation or filtration.
  • the compounds of formula I can then be solvent extracted (e.g. cold tetrahydrofuran.methanol 20:80, v/v), concentrated and chromatographically purified from the cells to produce defined pure compounds.
  • solvent extracted e.g. cold tetrahydrofuran.methanol 20:80, v/v
  • cells can be digested and filtered to remove cell debris thus producing an extract containing the compound(s)
  • the personal care compositions of the present invention may contain 0.05 to 10% of the mycosporine-like amino acid by weight of the total composition.
  • the amount of mycosporine-like amino acid that may be present is preferably in the range 0.5 to 10%, more preferably 1 to 6%.
  • the amount of mycosporine-like amino acid present that may be present is preferably less than 1% by weight of the total composition, more preferably 0.05 to 0.6%, most preferably 0.3 to 0.5%.
  • the additional organic or inorganic sunscreening agent are preferably selected from those listed in Council Directive 76/768/EEC of 27 July 1976 on the approximation of the laws of the Member States relating to cosmetic products, as last amended by Commission Directive 200/41/EC of 19 June 2000, which is herein incorporated by reference.
  • Suitable additional inorganic sunscreening agents include: a) Microfine titanium dioxide; b) Microfine zinc oxide; c) Boron nitride; d) Iron oxides; and e) Talcs
  • Suitable additional organic sunscreening agents include:
  • para-aminobenzoic acids, esters and derivatives thereof for example, 2- ethylhexyl para-dimethylaminobenzoate and the octyl ester of para- aminobenzoic acid
  • methoxycinnamate esters such as 2-ethylhexyl para-methoxycinnamate, 2- ethoxyethyl para-methoxycinnamate or ⁇ , ⁇ -di-(para-methoxycinnamoyl)- ⁇ '- (2-ethylhexanoyl)-glycerin
  • benzophenones such as oxybenzone
  • dibenzoylmethanes such as 4-(tert-butyl-4'-methoxydibenzoylmethane
  • the sunscreening agents of the present invention may be incorporated into sunscreen products such as aqueous solutions or emulsions in a conventional manner.
  • the emulsion may be an oil-in-water emulsion or a water-in-oil emulsion.
  • oil phase of the water-in-oil or oil-in-water emulsions of the present invention may comprise for example:
  • hydrocarbon oils such as paraffin or mineral oils
  • waxes such as beeswax or paraffin wax
  • natural oils such as sunflower oil, apricot kernel oil, shea butter or jojoba oil
  • silicone oils such as dimethicone, cyclomethicone or cetyldimethicone
  • fatty acid esters such as isopropyl palmitate, isopropyl myristate or dioctylmaleate
  • I) fatty alcohols such as cetyl alcohol or stearyl alcohol; or g) mixtures thereof, for example, the blend of waxes available commercially under the trade name Cutina (Henkel).
  • the oil phase comprises 5 to 40%, more preferably 10 to 30% by weight of the composition. In preferred oil-in-water compositions of the present invention the oil phase comprises 5 to 30%, more preferably 10 to 20% by weight of the composition.
  • the emulsifiers used may be any emulsifiers known in the art for use in water-in-oil or oil-in-water emulsions. It has been found that particularly effective water-in-oil and oil-in-water sunscreen compositions can be prepared by using an emulsifier or mixture of emulsifiers selected from known cosmetically acceptable emulsifiers which include: a) sesquioleates such as sorbitan sesquioleate, available commercially for example under the trade name Arlacel 83 (ICI), or polyglyceryl-2- sesquioleate; b) ethoxylated esters of derivatives of natural oils such as the polyethoxylated ester of hydrogenated castor oil available commercially for example under the trade name Arlacel 989 (ICI); c) silicone emulsifiers such as silicone polyols available commercially for example under the trade name ABIL WS08 (Th.
  • emulsifiers such as fatty acid soaps e.g. potassium stearate and fatty acid sulphates e.g. sodium cetostearyl sulphate available commercially under the trade name Dehydag (Henkel); e) ethoxylated fatty alcohols, for example the emulsifiers available commercially under the trade name Brij (ICI); f) sorbitan esters, for example the emulsifiers available commercially under the trade name Span (ICI); g) ethoxylated sorbitan esters, for example the emulsifiers available commercially under the trade name Tween (ICI); h) ethoxylated fatty acid esters such as ethoxylated stearates, for example the emulsifiers available commercially under the trade name Myrj (ICI); i) ethoxylated mono-, di-, and tri-glycerides, for example the
  • the amount of emulsifier present in the emulsion compositions of the present invention is preferably in the range 1 to 10%.
  • compositions of the present invention may additionally comprise other components which will be well known to those skilled in the art.
  • emolients such as isopropyl myristate or triglycerides of fatty acids e.g. lauric triglyceride or capric/caprylic triglyceride, such as the triglyceride available commercially under the trade name Migliol 810 (Huls UK); moisturisers such as D- panthenol; humectants such as glycerin or 1 ,3-butylene glycol; antioxidants such as DL- ⁇ -tocopherylacetate or butylated hydroxytoluene; emulsion stabilising salts such as sodium chloride, sodium citrate or magnesium sulphate; film formers to assist spreading on the surface of the skin such as alkylated polyvinylpyrrolidone e.g.
  • Antaron GAF
  • thickeners such as acrylic acid polymers e.g. available commercially under the trade name Carbopol (B.F. Goodrich) or modified celluloses e.g. hydroxyethylcellulose available commercially under the trade name Natrosol (Hercules) or alkylgalactomanans available under the trade name N-Hance
  • preservatives such as bronopol, sodium dehydroacetate, polyhexamethylenebiguanide hydrochloride, isothiazolone or diazolidinylurea
  • sequestering agents such as EDTA salts
  • perfumes and colourings EDTA salts.
  • Examples 1 to 19 and 41 to 47 relate to compositions containing sunscreening compounds of formula I and an additional inorganic or organic sunscreening agent intended to protect the user's skin or hair from exposure to UV radiation (sunscreening compositions).
  • Examples 20 to 40 are cosmetic/toiletries compositions containing sunscreening compositions of formula I and an additional organic and inorganic sunscreening agent to protect the compositions from deleterious effects of exposure to UV radiation.
  • a Ingredients 1 to 12 are mixed and heated to 65°C.
  • B Ingredients 13 to 18 are mixed and heated to 70°C to dissolve.
  • Part A is added to part B with stirring, then homogenised for 20 minutes to give a water resistant sun lotion having an SPF of 6.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 to 12 are mixed and heated to 65°C.
  • B Ingredients 13 to 18 are mixed and heated to 70°C to dissolve.
  • C Part A is added to part B with stirring, then homogenised for 20 minutes to give sunscreen compositions of the present invention having an SPF of 6.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 to 11 are mixed and heated to 65°C to melt together.
  • B Ingredients 12 to 17 are mixed and heated to 70°C.
  • Part A is added to part B slowly with stirring.
  • sunscreen compositions of the present invention having an SPF of 25.
  • the amount of sunscreening compound of formula I used is as set out below.
  • Example 4 The following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 to 11 are mixed and heated to 65°C to melt together.
  • Part A is added to part B slowly with stirring.
  • sunscreen compositions of the present invention having an SPF of 25.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • Method A Ingredients 1 to 11 are mixed and heated to 65°C to melt together.
  • Part A is added to part B slowly with stirring.
  • sunscreen compositions of the present invention having an SPF of 25.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 5 and 6 are dispersed into 1 , 2, 3, 4, 7 and 8 at 70°C with a rotor/stator homogeniser.
  • B Ingredients 9 to 13 are dissolved in 14.
  • C Part B is slowly added to part A with stirring.
  • D The resulting emulsion is homogenised to achieve the required viscosity to give sunscreen compositions of the present invention having an SPF of 8.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 and 12 are mixed and heated to 65°C.
  • B Ingredients 13 to 18 are mixed and heated to 70°C to dissolve.
  • sunscreen compositions of the present invention having an SPF of 6.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • the amount of sunscreening compound of formula I used is as set out below.
  • Example 9 The following components are used to make a sunscreen composition of the present invention.
  • Titanium Dioxide MT100T 2.15
  • Polyglyceryl-3 Oleate 1.75
  • Part B is slowly added to part A with stirring.
  • the following components are used to make a sunscreen composition of the present invention.
  • Part B is slowly added to part A with stirring.
  • the emulsion is homogenised to viscosity to give sunscreen compositions of the present invention having an SPF of 30.
  • the amount of sunscreening compound of formula I used is as set out below.
  • Example 11 The following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 5 and 6 are dispersed into 1 , 2, 3, 4, 7 and 8 at 70°C with a rotor/stator homogeniser.
  • B Ingredients 9, 10, 11 , 12 and 13 are dissolved in 14.
  • C Part B is slowly added to part A with stirring.
  • D The emulsion is homogenised to viscosity to give sunscreen compositions of the present invention having an SPF of 30.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • the amount of sunscreening compound of formula I used is as set out below.
  • a Ingredients 1 to 9 are melted together at 65°C.
  • B Ingredients 10 to 16 are dispersed and dissolved into 17 and heated to 65°C.
  • sunscreen compositions of the present invention having an SPF of 4.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 to 9 are mixed and melted together at 65°C.
  • B Ingredients 10, 11 , 12, 13, 14, 15, 16 are dissolved into 17 and heated to 65°C.
  • C Part A is added to part B with stirring and homogenised for 20 minutes to give sunscreen compositions of the present invention having an SPF of 25.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • Method A Ingredients 1 , 2, 3, 4, 17, 18 and 19 are dissolved into 20 and heated to 70°C.
  • B Ingredients 5 to 16 are mixed and melted at 70°C.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 , 2, 3, 4, 16, 17 and 18 are dissolved in 19 and heated to 70°C.
  • B Ingredients 5 to 15 are mixed and heated to 70°C.
  • C Part B is added to part A with stirring and then homogenised for 20 minutes to give sunscreen compositions of the present invention having an SPF of 20.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 to 9 are mixed and melted together at 65°C.
  • B Ingredients 10 and 11 are dispersed into A with rotor/stator homogeniser.
  • C Ingredients 12 to 17 are dissolved in 18.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • sunscreen compositions of the present invention having an SPF of 25.
  • the amount of sunscreening compound of formula I used is as set out below.
  • the following components are used to make a sunscreen composition of the present invention.
  • a Ingredients 1 to 9 and 11 mix and heat to 65°C to melt together.
  • sunscreen compositions of the present invention having an SPF of 25.
  • the amount of sunscreening compound of formula I used is as set out below.
  • a sunscreening compound of formula I and an additional organic or inorganic sunscreening agent are incorporated to protect the compositions from the deleterious effects of exposure to UV radiation.
  • the amounts of the compounds of formula I to be used are given in Table A below.
  • the bulk is heated to 65°C. when uniform, the bulk is cooled with constant stirring to below 35°C.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • UV protector See Table A Method
  • PEG-18 cocamidopropyl betaines, benzophenone 4 and UV protector.
  • the bulk is heated to 65°C. Once uniform, the bulk is cooled with constant stirring to below 35°C.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • Stage 2 Maintaining stirring, the bulk is heated to 65°C. Once uniform, the bulk is cooled with constant stirring to below 35°C.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • polyquaternium-7 tetrasodium EDTA, sodium lauryl sulfate, sodium chloride, PEG-6, dipropylene glycol, PEG-18, PEG-40, PEG-7, cocamidopropyl betaines, benzophenone 4 and UV protector.
  • Stage 2 Maintaining stirring, the bulk is heated to 65°C. Once uniform, the bulk is cooled with constant stirring to below 35°C.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • Stage 2 Maintaining stirring, the bulk is heated to 65°C. Once uniform, the bulk is cooled with constant stirring to below 35°C.
  • the preservative and perfume are added and the product is made to weight with purified water. The product was stirred until cool and uniform.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform and the pearl had set up.
  • Example 26 Shampoo and Conditioner
  • alpha olefin sulfonate alpha olefin sulfonate
  • cocamide DEA lauramide DEA
  • oleamide MIPA cocamidopropyl betaine
  • lauric acid lauric acid
  • oleth-3 phosphate benzophenone 4
  • UV protector UV protector
  • the bulk is heated to 65°C. Once uniform, the bulk is cooled with constant stirring to below 35°C.
  • Stage 3 The preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • Example 27 Shampoo and Conditioner
  • hydroxypropyl guar hydroxypropyltrimonium chloride citric acid, tetrasodium EDTA, sodium lauryl sulfate, cocamidopropyl betaine, ethylene glycol monostearate, benzophenone 4 and UV protector.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • the bulk is heated to 65°C. Once uniform, the bulk is cooled with constant stirring to below 35°C.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • Example 30 Liquid Soap
  • the bulk is heated to 75°C, giving enough time for the oleic acid to saponify.
  • the bulk is then cooled with constant stirring to below 35°C.
  • the preservative and perfume are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • Stage 1 The following materials are added to the water in order with stirring: citric acid, tetrasodium EDTA, sodium lauryl sulfate, PEG-40, PEG-6, PEG-18, acrylates copolymer, dipropylene glycol, benzophenone 4 and UV Protector Stage 2
  • the bulk is heated to 70°C. Once uniform, the bulk is then cooled with constant stirring to below 35°C.
  • the preservative, perfume and mica are added and the product is made to weight with purified water. The product is stirred until cool and uniform.
  • EDTA is dispersed in the water using stirring. Carbomer is then added and hydrated using homogenisation for 30 minutes. The UV protector is added and dispersed using stirring.
  • the paraffinum liquidum is weighed into a separate vessel and heated to 70°C.
  • the oil phase is added to the aqueous phase and an emulsion is formed using high shear homogenisation for 10 minutes.
  • the potassium hydroxide and octyl methoxycinnamate is then added and the shear was maintained for a further 5 minutes.
  • the emulsion is cooled to below 35°C using stirring.
  • the preservative is then added and the product is made to weight with purified water.
  • the emulsion is stirred until cool and uniform.
  • Stage 1 EDTA, citric acid, sodium citrate and glycerin are dispersed in the water using stirring.
  • the hydroxyethyl cellulose is then added and hydrated using homogenisation for 5 minutes.
  • the UV Protector is added and dispersed with stirring. This phase was then heated to 70°C.
  • oils and waxes are mixed in a separate vessel and heated to 70°C until melted.
  • Stage 3 The oil phase is added to the aqueous phase and an emulsion is formed using high shear homogenisation for 10 minutes and the octyl methoxycinnamate is added.
  • Stage 4 The emulsion is cooled to below 35°C using stirring. The preservative and perfume are then added and the product is made to weight with purified water.
  • the emulsion is stirred until cool and uniform.
  • Example 34 Water-in-Oil Emulsion %w/w
  • the oil phase is mixed and heated to 70°C until melted and uniform.
  • the aqueous phase is slowly added to the oil phase and stirred until emulsified and uniform.
  • the emulsion is then transferred to a homogeniser and high shear was applied for 5 minutes and then the octyl methoxycinnamate is added.
  • the emulsion is cooled to below 35°C with stirring and the preservative is added.
  • Stage 1 Magnesium aluminium silicate is added to the water and dispersed using stirring, followed by the addition and dispersion of polysorbate 60 and the UV protector. This phase is heated to 70°C maintaining stirring.
  • Stage 2 The oil phase is mixed in a separate vessel and heated to 70°C until melted and uniform.
  • the oil phase is added to the aqueous phase and an emulsion is formed using high shear homogenisation for 10 minutes and the octyl methoxycinnamate added.
  • the emulsion is cooled to below 35°C using stirring.
  • the preservative is then added and the product is made to weight with purified water.
  • the emulsion is stirred until cool and uniform.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne des compositions de soins personnels renfermant des composés de filtre solaire qui sont des acides aminés de type mycosporine (MAA) représentés par la formule I. Dans la formule, R1 représente : (a) H, ou (b) un groupe représenté par la formule II : -CH(R2)CH2OH (II) dans laquelle R2 représente H ou Me ; ou (c) un groupe représenté par la formule III : -CH(R3)COOH (III) dans laquelle R3 représente H ou un groupe alkyle contenant 1 à 3 atomes de carbone éventuellement substitué par un hydroxy ou un ester de celui-ci ; ou (d) un groupe représenté par la formule IV : -CR4=CHMe (IV) dans laquelle R4 représente H ou COOH ; et R5 représente méthyle ou un groupe représenté par la formule III décrite plus haut ou un ester de celui-ci ; ces compositions renferment en outre un agent de filtre solaire supplémentaire organique ou inorganique.
PCT/GB2001/005123 2000-11-17 2001-11-16 Compositions de soins personnels WO2002039974A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2002223081A AU2002223081A1 (en) 2000-11-17 2001-11-16 Personal care compositions
EP01996358A EP1341514A1 (fr) 2000-11-17 2001-11-16 Compositions de soins personnels

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0028161A GB0028161D0 (en) 2000-11-17 2000-11-17 Personal care compositions
GB0028161.8 2000-11-17

Publications (1)

Publication Number Publication Date
WO2002039974A1 true WO2002039974A1 (fr) 2002-05-23

Family

ID=9903421

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2001/005123 WO2002039974A1 (fr) 2000-11-17 2001-11-16 Compositions de soins personnels

Country Status (4)

Country Link
EP (1) EP1341514A1 (fr)
AU (1) AU2002223081A1 (fr)
GB (1) GB0028161D0 (fr)
WO (1) WO2002039974A1 (fr)

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WO2003039508A1 (fr) * 2001-11-07 2003-05-15 Beiersdorf Ag Emulsions e/h fluides pulverisables
EP1473028A1 (fr) * 2003-04-30 2004-11-03 Mibelle AG Produits cosmétiques pour le soin de la peau et substances actives pour la protection de la peau contre le vieillissement prématuré
EP1479375A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Compositions à usage corporel non sous forme de pain comprenant un pré-mélange ou un véhicule d'un agent traitant structuré par une cire cristalline
EP1479376A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Composition cosmétique comprenant un prémélange à base d'un principe actif structuré favorisant la déposition de principes actifs hydrophiles
EP1479378A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Composition cosmétique comprenant un prémélange à base d'un principe actif structuré favorisant la déposition de principes actifs hydrophobes
JP2004346061A (ja) * 2003-05-22 2004-12-09 Unilever Nv 構造化有益剤プレミックスまたはデリバリービヒクルを含む身体製品組成物
JP2005002100A (ja) * 2003-05-22 2005-01-06 Unilever Nv 構造化効果剤プレミックスまたは送達媒体を含む個人用品組成物および構造化効果剤から分離された光学改質剤の強化効果の提供
JP2007016004A (ja) * 2005-07-11 2007-01-25 Fisheries Research Agency 繊維芽細胞増殖促進剤
WO2007026036A3 (fr) * 2005-08-31 2007-05-10 Univ Malaga Aminoacide de type mycosporine (m-gly) utilise comme antioxydant
WO2007026035A3 (fr) * 2005-08-31 2007-05-10 Univ Malaga Aminoacide de type mycosporine (porphyre 334) utilise comme antioxydant
WO2007026037A3 (fr) * 2005-08-31 2007-05-18 Univ Malaga Melange d'aminoacides de type mycosporine (asterine 330 + palythine) utilise comme antioxydant
WO2007026038A3 (fr) * 2005-08-31 2007-05-24 Univ Malaga Acide amine de type mycosporine (shinorine) utilise en tant qu'antioxydant
ES2317741A1 (es) * 2006-06-20 2009-04-16 Universidad De Malaga Composicion para proteccion solar a base de extractos de algas y liquenes.
WO2010091963A2 (fr) 2009-01-29 2010-08-19 Basf Se Stabilisation de compositions cosmétiques
GB2472021A (en) * 2009-07-21 2011-01-26 Jurlique R & D Pty Ltd Cosmetic sunscreen composition
EP2308837A2 (fr) 2004-08-03 2011-04-13 Protera S.R.L. Dérivés d'acide hydroxamique substitués d'arylsulfonamido en tant qu'inhibiteurs de métalloprotéinases de matrice
WO2011158041A2 (fr) 2010-06-18 2011-12-22 The Boots Company Plc Composition topique
WO2013124784A1 (fr) 2012-02-20 2013-08-29 Basf Se Amélioration de l'activité antimicrobienne de biocides par des polymères
FR3000894A1 (fr) * 2013-01-17 2014-07-18 Gilbert Lab Compositions protectrices de la degradation des acides desoxyribonucleiques des cellules de l'epiderme
US9234204B2 (en) 2012-08-07 2016-01-12 TopGeniX, Inc. Topical composition comprising transformed bacteria expressing a compound of interest
KR20170002587A (ko) 2014-05-13 2017-01-06 각코우호우징 기타사토켄큐쇼 미생물을 사용한 미코스포린 유사 아미노산을 생산하는 방법
WO2017013441A1 (fr) * 2015-07-23 2017-01-26 King's College London Compositions et procédés utilisant de la palythine
JP2017519823A (ja) * 2014-06-17 2017-07-20 トップジェニックス, インク.Topgenix, Inc. Ｕｖ保護用局所製剤
JP2017197475A (ja) * 2016-04-27 2017-11-02 長瀬産業株式会社 安定化されたマイコスポリン様アミノ酸を含有する溶液、およびその製造方法
US9808415B2 (en) 2012-08-16 2017-11-07 Basf Se Polyoxyalkylene substituted alkylene diamines and their use on skin and hair
US10219990B2 (en) 2014-12-09 2019-03-05 Basf Se Solubilizing agents for UV filters in cosmetic formulations
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JP2019524769A (ja) * 2016-08-19 2019-09-05 ユニリーバー・ナームローゼ・ベンノートシヤープ 抗菌性組成物
US10449135B2 (en) 2014-04-09 2019-10-22 Basf Se Solublizing agents for UV filters in cosmetic formulations
US10709645B2 (en) 2014-12-04 2020-07-14 Basf Se Microcapsules
WO2020094954A3 (fr) * 2018-11-06 2020-07-16 Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic Procédé pour évaluer la capacité d'une substance ou d'une composition à prévenir, ralentir ou éliminer les signes du vieillissement de la peau ou des lèvres
JP2020114871A (ja) * 2016-04-27 2020-07-30 長瀬産業株式会社 安定化されたマイコスポリン様アミノ酸を含有する溶液、およびその製造方法
US11046814B2 (en) 2016-10-05 2021-06-29 Basf Se Ultraviolet radiation absorbing polymer composition
WO2022008732A1 (fr) 2020-07-10 2022-01-13 Basf Se Amélioration de l'activité de conservateurs antimicrobiens
JP2022017352A (ja) * 2016-04-27 2022-01-25 長瀬産業株式会社 安定化されたマイコスポリン様アミノ酸を含有する溶液、およびその製造方法
CN113999525A (zh) * 2021-10-28 2022-02-01 东莞市骏青电子科技有限公司 一种抗紫外线保护薄膜及其制备方法
US11246817B2 (en) 2016-08-19 2022-02-15 Conopco, Inc. Antimicrobial composition
US11510854B2 (en) 2017-03-23 2022-11-29 Conopco, Inc. Hair care composition
WO2023281224A1 (fr) * 2021-07-08 2023-01-12 Naos Institute Of Life Science Composition cosmetique solaire contenant des acides amines analogues de la mycosporine
CN115768755A (zh) * 2020-02-26 2023-03-07 爱尔克米亚公司 用于在流动条件下合成吸收紫外线辐射的化合物的方法及包含该化合物的制剂
US11793742B2 (en) 2014-04-11 2023-10-24 Basf Se Mixtures of cosmetic UV absorbers
WO2024027927A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Composition avec fps et photoprotection contre les uva améliorés
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WO2024027926A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Composition comprenant un stabilisant de filtre uv
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WO2024027931A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Compositions stabilisées d'odeur et de colorant
WO2024028514A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Composition ayant un facteur de protection solaire amélioré et une photoprotection contre les uva améliorée
WO2024028515A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Composition comprenant un stabilisant de filtre uv
WO2024028512A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Compositions comprenant un agent renforçateur antimicrobien
WO2024027930A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Compositions comprenant un agent renforçateur antimicrobien
WO2024027928A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Composition à fps et photoprotection contre les uva améliorés
WO2024027929A1 (fr) * 2022-08-05 2024-02-08 Symrise Ag Composition avec résistance à l'eau améliorée

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WO2003039508A1 (fr) * 2001-11-07 2003-05-15 Beiersdorf Ag Emulsions e/h fluides pulverisables
EP1473028A1 (fr) * 2003-04-30 2004-11-03 Mibelle AG Produits cosmétiques pour le soin de la peau et substances actives pour la protection de la peau contre le vieillissement prématuré
JP2005002100A (ja) * 2003-05-22 2005-01-06 Unilever Nv 構造化効果剤プレミックスまたは送達媒体を含む個人用品組成物および構造化効果剤から分離された光学改質剤の強化効果の提供
JP2005097244A (ja) * 2003-05-22 2005-04-14 Unilever Nv 構造化有益物質のプレミックスまたはデリバリービヒクルから成り親水性有益物質の付着を増進させる身体製品組成物
EP1479378A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Composition cosmétique comprenant un prémélange à base d'un principe actif structuré favorisant la déposition de principes actifs hydrophobes
JP2004346070A (ja) * 2003-05-22 2004-12-09 Unilever Nv 結晶性ワックス構造化有効剤予備混合物または送達媒体を含む非棒状個人用品組成物
JP2004346062A (ja) * 2003-05-22 2004-12-09 Unilever Nv 構造化有益剤プレミックス又は送達用ビヒクルを含有してなり且つ該構造化有益剤と異なる別の疎水性物質の増強効果を提供する身体製品用組成物
JP2004346061A (ja) * 2003-05-22 2004-12-09 Unilever Nv 構造化有益剤プレミックスまたはデリバリービヒクルを含む身体製品組成物
US7560125B2 (en) 2003-05-22 2009-07-14 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Personal product compositions comprising structured benefit agent premix or delivery vehicle and providing enhanced deposition of hydrophilic benefit agent
EP1479376A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Composition cosmétique comprenant un prémélange à base d'un principe actif structuré favorisant la déposition de principes actifs hydrophiles
US7776346B2 (en) 2003-05-22 2010-08-17 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Personal product compositions comprising structured benefit agent premix or delivery vehicle
EP1479375A1 (fr) * 2003-05-22 2004-11-24 Unilever Plc Compositions à usage corporel non sous forme de pain comprenant un pré-mélange ou un véhicule d'un agent traitant structuré par une cire cristalline
US7776347B2 (en) 2003-05-22 2010-08-17 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Personal product compositions comprising structured benefit agent premix or delivery vehicle and providing enhanced effect of hydrophobic material separate from the structured benefit agent
US7875582B2 (en) 2003-05-22 2011-01-25 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Nonbar personal product compositions comprising crystalline wax structured benefit agent premix or delivery vehicle
EP2308837A2 (fr) 2004-08-03 2011-04-13 Protera S.R.L. Dérivés d'acide hydroxamique substitués d'arylsulfonamido en tant qu'inhibiteurs de métalloprotéinases de matrice
JP2007016004A (ja) * 2005-07-11 2007-01-25 Fisheries Research Agency 繊維芽細胞増殖促進剤
ES2303412A1 (es) * 2005-08-31 2008-08-01 Universidad De Malaga Aminoacido tipo micosporina (asterine 330 + palythine) como antioxidante.
ES2301438B1 (es) * 2005-08-31 2009-05-01 Universidad De Malaga Uso de aminoacido tipo micosporina (m-gly) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
ES2301428A1 (es) * 2005-08-31 2008-06-16 Universidad De Malaga Uso de aminoacido tipo micosporina (shinorine) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
ES2301438A1 (es) * 2005-08-31 2008-06-16 Universidad De Malaga Uso de aminoacido tipo micosporina (m-gly) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
ES2301426A1 (es) * 2005-08-31 2008-06-16 Universidad De Malaga Uso de aminoacido tipo micosporina (shirorine) en productos para prevencion y tratamiento de eritema actinico, fotocarcinogenesis y fotoenvejecimiento.
ES2301294A1 (es) * 2005-08-31 2008-06-16 Universidad De Malaga Uso de aminoacido tipo micosporina(m-gly) en productos para prevenciony tratamiento de eritema actinico fotocarcinogenesis y fotoenvejecimiento.
WO2007026036A3 (fr) * 2005-08-31 2007-05-10 Univ Malaga Aminoacide de type mycosporine (m-gly) utilise comme antioxydant
ES2303487A1 (es) * 2005-08-31 2008-08-01 Universidad De Malaga Uso de una mezcla purificada de aminoacidos tipo micosporina (asterina 330 + palitina) en productos para prevencion y tratamiento de eritema actimico, fotocarcinogenesis y fotoenvejecimiento.
ES2307438A1 (es) * 2005-08-31 2008-11-16 Universidad De Malaga Uso de una mezcla purificada de aminoacidos tipos micosporina (asterina 330 + palitina) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
WO2007026035A3 (fr) * 2005-08-31 2007-05-10 Univ Malaga Aminoacide de type mycosporine (porphyre 334) utilise comme antioxydant
ES2301294B1 (es) * 2005-08-31 2009-05-01 Universidad De Malaga Uso de aminoacido tipo micosporina(m-gly) en productos para prevenciony tratamiento de eritema actinico, fotocarcinogenesis y fotoenvejecimiento.
ES2301435B1 (es) * 2005-08-31 2009-05-01 Universidad De Malaga Uso de aminoacido tipo micosporina (porfira 334) en productos para prevencion y tratamiento de eritema actinico, fotocarcinogenesis y fotoenvejecimiento.
ES2301426B1 (es) * 2005-08-31 2009-05-01 Universidad De Malaga Uso de aminoacido tipo micosporina (shirorine) en productos para prevencion y tratamiento de eritema actinico, fotocarcinogenesis y fotoenvejecimiento.
ES2301437B1 (es) * 2005-08-31 2009-05-01 Universidad De Malaga Uso de aminoacidos tipo micosporina (porfira 334) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
ES2301293B1 (es) * 2005-08-31 2009-05-01 Universidad De Malaga Uso de aminoacido tipo micosporina (porphyra 334) como antioxidante.
ES2301437A1 (es) * 2005-08-31 2008-06-16 Universidad De Malaga Uso de aminoacidos tipo micosporina (porfira 334) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
ES2301428B1 (es) * 2005-08-31 2009-05-01 Universidad De Malaga Uso de aminoacido tipo micosporina (shinorine) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
ES2303412B1 (es) * 2005-08-31 2009-05-29 Universidad De Malaga Uso de una mezcla purificada de aminoaciods tipo micosporina (asterina 330 + palitina) en productos para prevencion de procesos cancerigenos.
ES2303487B1 (es) * 2005-08-31 2009-05-29 Universidad De Malaga Uso de una mezcla purificada de aminoacidos tipo micosporina (asterina 330 + palitina) en productos para prevencion y tratamiento de eritema actinico, fotocarcinogenesis y fotoenvejecimiento.
ES2301435A1 (es) * 2005-08-31 2008-06-16 Universidad De Malaga Uso de aminoacido tipo micosporina (porfira 334) en productos para prevencion y tratamiento de eritema actinico, fotocarcinogenesis y fotoenvejecimiento.
ES2307438B1 (es) * 2005-08-31 2009-09-28 Universidad De Malaga Uso de una mezcla purificada de aminoacidos tipos micosporina (asterina 330 + palitina) en la prevencion de la oxidacion de productos cosmeticos y farmaceuticos.
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