EP1812121A1 - Cosmetic and dermatological preparations for the treatment of mature skin - Google Patents

Cosmetic and dermatological preparations for the treatment of mature skin

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Publication number
EP1812121A1
EP1812121A1 EP05811235A EP05811235A EP1812121A1 EP 1812121 A1 EP1812121 A1 EP 1812121A1 EP 05811235 A EP05811235 A EP 05811235A EP 05811235 A EP05811235 A EP 05811235A EP 1812121 A1 EP1812121 A1 EP 1812121A1
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EP
European Patent Office
Prior art keywords
lys
cosmetic
acid
physiologically acceptable
acylated
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Withdrawn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
EP05811235A
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German (de)
French (fr)
Inventor
Thomas Döring
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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Publication date
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Publication of EP1812121A1 publication Critical patent/EP1812121A1/en
Withdrawn legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4953Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • A61K8/355Quinones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365Hydroxycarboxylic acids; Ketocarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55Phosphorus compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/602Glycosides, e.g. rutin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/606Nucleosides; Nucleotides; Nucleic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63Steroids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/645Proteins of vegetable origin; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/673Vitamin B group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/676Ascorbic acid, i.e. vitamin C
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9794Liliopsida [monocotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/99Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from microorganisms other than algae or fungi, e.g. protozoa or bacteria
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/04Preparations for care of the skin for chemically tanning the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the invention relates to topical cosmetic or dermatological compositions for treating mature or intrinsically or extrinsically aged skin, in particular for anti-wrinkle treatment, which contain in a suitable cosmetic or dermatological carrier a combination of at least two selected peptides which are present at different locations in the process of collagen and / or or fibronectin synthesis.
  • a significant consequence of skin aging is the loss of collagen. This is based, on the one hand, on reduced collagen synthesis and, on the other hand, on increased collagen degradation. There is a great deal of interest in effective cosmetic products that are able to sustainably balance the age-related loss of collagen, thereby improving the appearance of aging skin.
  • the synthesis of collagen and fibronectin in dermal fibroblasts can as TGF-ß ⁇ 'SSUE growth facto ⁇ be induced by growth factors.
  • Specific chemoattractant peptides are capable of recruiting cells of the immune system, such as mast cells and macrophages, which then induce repair processes in the tissue via the release of growth factors, for example collagen synthesis.
  • Such peptides are described in the context of the present invention as type a peptides.
  • Type a peptides examples include Lys-Thr-Thr-Lys-Ser (INCI name: Pentapeptide-3) or Gly-His-Lys (INCI name: Tripeptide-1), which differ from the ⁇ 1-pro Derive collagen or from the ⁇ 2-chain of collagen I.
  • TGF-ß is predominantly present in an inactive form bound to TSP-1 (thrombospondin I).
  • Certain tripeptides are able to bind to the sequence Arg-Phe-Lys in TSP-1 and thus release active TGF-ß.
  • Such peptides are referred to in the context of the present invention as type b peptides.
  • type b peptides suitable according to the invention are the sequences Lys-Val-Lys (INCI name: on the priority day tripeptides-3, currently (at the time of the Application: Tripeptide-5 with reference to the "technical name: Tripeptide-3"), Lys-Ile-Lys, and Lys-Phe-Lys.
  • peptides especially hexapeptides, which are also capable of stimulating collagen synthesis, but the mechanism by which this stimulation occurs is still unclear.
  • Such peptides are referred to in the context of the present invention as type c peptides.
  • the hexapeptide having the sequence Val-Gly-Val-Ala-Pro-Gly which is derived from human elastin represents, for example, a type c peptide in the sense of the present invention.
  • Topical compositions containing peptides that stimulate collagen synthesis are known in the art. Such compositions show some anti-wrinkle performance but as a result are not yet satisfactory.
  • Fibronectin is a family of extracellular matrix glycoproteins. Fibronectin forms a network in the dermis and is necessary for maintaining dermal architecture and integrity. The protein level of fibronectin in the skin decreases with age (Bouissouh H., Pieraggi M., Julian M. Pathol, Res. Pract. 178, 515-517, 1988). Fibronectin synthesis is induced by TGF-ß. Active ingredients which are able to increase the amount of TGF- ⁇ , however, do not achieve a sufficient effect on the fibronectin synthesis since TGF- ⁇ is present in an inactive form within the cells.
  • Topical skin care products with proven anti-wrinkle performance e.g. Tretinoin or ⁇ -hydroxycarboxylic acid
  • Other agents with proven anti-wrinkle performance are unstable, e.g. against chemical degradation, e.g. Tretinoin or flavonoids.
  • Phytoflavones which likewise have an anti-wrinkle performance, can have a hormonal effect and are therefore less preferred for cosmetics.
  • An object of the present invention was to provide topical cosmetic or dermatological compositions for the treatment of mature or intrinsically or extrinsically aged skin, in particular for anti-wrinkle treatment, with an optimized activity.
  • a further object of the present invention was to prepare topical cosmetic or dermatological compositions for the treatment of mature or intrinsic or extrinsically aged skin, in particular for anti-wrinkle treatment, with an optimized compatibility.
  • the present invention relates to cosmetic or dermatological compositions for the topical treatment of the skin, which are in a suitable cosmeti ⁇ or dermatological carrier a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and / or be esterified and / or can be present as a physiologically acceptable salt and that in the skin, the release of growth factors such as TGF-ß and subsequently the collagen and / or Fibronectinsynthese stimulates and b) at least one tripeptide which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and by binding to the sequence Arg-Phe-Lys Thrombospondin I the growth factor TGF-ß and thus the Colla ⁇ gene and / or fibronectin synthesis activated.
  • a suitable cosmeti ⁇ or dermatological carrier a) at least one di-, tri-, tetra-, penta- or
  • compositions for topical treatment of the skin in a suitable cosmetic or dermatological carrier a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and or esterified and / or can be present as a physiologically acceptable salt and which stimulates the release of growth factors such as TGF- ⁇ in the skin and subsequently collagen and / or fibronectin synthesis, b) at least one tripeptide, which may be acylated and / or esterified and / or present as a physiologically acceptable salt and which activates the growth factor TGF- ⁇ and thus the collagen and / or fibronectin synthesis by binding to the sequence Arg-Phe-Lys of thrombospondin I, and in addition to the components a) and b) c) at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and
  • At least one peptide of the type a, b or c is N-acylated and / or esterified with a, preferably linear, C 8 -C 22 -fatty acid to improve the penetration into the skin and is optionally physiologically tolerable Salt in front.
  • the fatty acid is particularly preferably saturated, but in another preferred embodiment may also be mono-, di- or tri-unsaturated.
  • N-acylation and / or esterification are C 12 -C 18 -fatty acids, in particular lauric acid, myristic acid, palmitic acid, stearic acid and elaidic acid ((E) -9-octadecenoic acid); very particularly preferred is palmitic acid (C 16 ). It is furthermore particularly preferred that all peptides of the type a, b and c used are N-acylated and / or esterified in this way. Also preferred is the substitution of at least one of the peptides of the type a, b or c with a benzyloxycarbonyl group at the terminal amino group.
  • An inventively preferred peptide of type a is the tripeptide Gly-His-Lys, z. B. under the name "Omega-CH activator" by the company GfN or in N-acylierter ter form (N-palmitoyl-Gly-His-Lys) under the name Biopeptide CL of Sederma is available, moreover (in acylated Former) is also a component of the product Matrixyl 3000 from Sederma
  • the tripeptide Gly-His-Lys whose INCI name at the time of filing according to CTFA-online.org is tripeptide-1, can also be used as a copper salt (Cu 2+ )
  • analogues of Gly-His-Lys can be used, with a maximum of two amino acids being substituted by suitable other amino acids.For the substitution of glycine, alanine, leucine and isoleucine are suitable according to the invention According to the invention, preferred amino acids which can replace histidine or
  • lysine is replaced by arginine, ornithine or citrulline.
  • a further preferred type a peptide according to the invention is accordingly Gly-His-Arg (INCI name: tripeptide-3 at the time of priority, tripeptide-4 at the time of application) and its derivative N-myristoyl-Gly-His-Arg , the Z.
  • Therapeutic Peptide Inc. under the trade name Collasyn 314-GR.
  • Further peptides of the type a) preferred according to the invention are selected from the group comprising the tetrapeptide rigine, rigine-based tetrapeptides and ALAMCAT tetrapeptides.
  • Rigin has the sequence Gly-Gln-Pro-Arg.
  • Rigin-based tetrapeptides include the Rigin analogs and Rigin derivatives, in particular the inventively particularly preferred N-palmitoyl Gly-Gln-Pro-Arg, the z. B. is available under the name Eyeliss of Sederma, but also forms part of the product Matrixyl 3000 of Sederma.
  • the Rigin analogs include those in which the four amino acids are umarran ⁇ giert and / or in which compared to Rigin a maximum of two amino acids are substituted, z.
  • the sequence Ala-Gln-Thr-Arg Preferably, at least one of the amino acids of the sequence contains a Pro or Arg.
  • the tetrapeptide includes both Pro and Arg, and their order and position may vary.
  • the substituting amino acids can be selected from any amino acid defined below.
  • Particularly preferred rigin-based tetrapetides comprise: Xaa-Xbb-Arg-Xcc, Xaa-Xbb-Xcc-Pro, Xaa-Xbb-Pro-Arg, Xaa-Xbb-Pro-Xcc, Xaa-Xbb-Xcc-Arg, wherein Xaa, Xbb and Xcc may be the same or different amino acids and wherein Xaa is selected from Gly and the amino acids which can substitute Gly, Xbb is selected from GIn and the amino acids which can substitute GIn, Xcc is selected from Pro or Arg and the amino acids that can substitute Pro and Arg.
  • the preferred amino acids that can replace GIy include an aliphatic side chain, e.g. B. ⁇ -Ala, Ala, VaI 1 Leu, Pro, Sarcosine (Sar) and Isoleucine (He).
  • the preferred amino acids that can replace GIn include a side chain having an amino group predominantly uncharged at neutral pH (pH 6-7), eg, Asn, Lys, Om, 5-hydroxyproline, citrulline, and canavanine.
  • the preferred amino acids which can replace Arg include a side chain having a nitrogen atom predominantly charged at pH 6, e.g. Pro, Lys, His, desmosine and lsodesmosin.
  • Gly-Gln-Arg-Pro and Val-Val-Arg-Pro are preferred as Rigin analogues.
  • ALAMCAT tetrapeptides are tetrapeptides containing at least one amino acid with an aliphatic side chain, e.g. B. ⁇ -Ala, Ala, VaI, Leu, Pro, Sarcosine (Sar) and Isoleucine (He). Furthermore, ALAMCAT tetrapeptides contain at least one amino acid having a side chain with an amino group which is predominantly uncharged at neutral pH (pH 6-7), for example GIn, Asn, Lys, Orn, 5-hydroxyproline, citrulline and Cana. vanin. Furthermore, ALAMCAT tetrapeptides include at least one amino acid having a side chain with a nitrogen atom predominantly charged at pH 6, e.g.
  • ALAMCAT tetrapeptides may contain any amino acid; however, preferably the fourth amino acid is also selected from the three abovementioned groups.
  • Further preferred peptides of the type a according to the invention are the pentapeptide Lys-Thr-Thr-Lys-Ser and its N-acylated and / or esterified derivatives and / or their physiologically tolerated salts, particularly preferably N-palmitoyl-Lys-Thr-Thr-Lys Ser, available under the name Matrixyl from Sederma.
  • compositions according to the invention are characterized in that they contain at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and / or esterified and / or can be present as a physiologically acceptable salt and in the skin the release of growth factors such as TGF- ⁇ and subsequently stimulates collagen and / or fibronectin synthesis (type a), in a total amount of 0.000001-2.5% by weight, preferably 0.00001-0.5-1% by weight , Particularly preferably 0.0001 - 0.1 wt .-% and most preferably 0.0025 - 0.01 wt .-%, each based on the content of active substance in the Automatzusammen ⁇ tion included.
  • a particularly preferred type b peptide is palmitoyl-Lys-Val-Lys, e.g. As available from Pentapharm under the name SYN ® -COLL According CTFA-online.org is the INCI name of SYN ® -COLL at the time of this application, palmitoyl tripeptide-5, but is called "technical name" palmitoyl tripeptide-3 specified.
  • compositions according to the invention are characterized in that they contain at least one tripeptide which can be N-acylated and / or esterified and / or as a physiologically acceptable salt and which binds to the sequence Arg-Phe-Lys of thrombospondin I Growth factor TGF-ß and thus the collagen and / or fibronectin synthesis activated (type b), in a total amount of 0.000001 - 2 - 5 wt .-%, preferably 0.00001 - 0.5 - 1 wt .-%, particularly preferably 0.0001 to 0.1% by weight and, most preferably, 0.005 to 0.01% by weight, in each case based on the content of active substance in the overall composition.
  • Peptides of the type c which are preferred according to the invention are selected from the hexapeptide Val-Gly-Val-Ala-Pro-Gly, the N-acylated and / or esterified derivatives and / or the physiologically tolerable salts thereof, particularly preferably N-palmitoyl-Val-Gly Val-Ala-Pro-Gly, which is available under the name Biopeptide EL from Sederma.
  • peptides of the type c which are preferred according to the invention are the hexapep tides and / or their N-acylated derivatives Ala-Asp-Leu-Lys-Pro-Thr (hexapeptide-3, for example peptides 02 from Vincience), the hexapeptide derivative , which is available under the trade name Argireline from Lipotec and on the priority date of this application according to CTFA-online.org the INCI name "acetyl-hexapeptide-3" wore, while the filing date of this application, the INCI name "acetyl-hexapeptide-8 "and” acetyl-hexapeptide-3 "is given as” technical name ", hexapeptide-4 (containing lysine, threonine and serine building blocks, eg Collasyn 6KS from Therapeutic Peptide Inc.
  • TPI myristoyl Hexapeptide
  • myristoyl Hexapeptide-4 eg Lipopeptide M 230 from TPI
  • hexapeptide-5 containing glutamic acid, isoleucine, proline, tyrosine and valine building blocks, eg Collasyn 6VY from TPI
  • myristoyl hexapeptides -5 eg Collasyn 614VY from TPI
  • TPI's Collasyn 6KS a hexapeptide derivative with the building blocks lysine, serine and threonine, which is available under the tradename Collasyn Lipo-6KS from TPI and whose INCI name on the priority date was myristoyl hexapeptide-8, at the filing date Myristoyl hexapeptide-13, hexa-peptide-9 (eg, Collaxyl from Vincience), and hexapeptide-10 (eg, Seriseline from Lipotec).
  • compositions according to the invention are characterized in that they contain at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and / or esterified and / or can be present as a physiologically acceptable salt and the collagen synthesis in dermal fibroblasts is stimulated by a different mechanism than the peptide a) or b) (type c), in a total amount of 0.000001-2.5% by weight, preferably 0.00001-0.5 1 wt .-%, particularly preferably 0.0001 - 0.1 wt .-% and most preferably 0.001 - 0.01 wt .-%, each based on the content of active substance in the total composition included.
  • compositions according to the invention contain, in addition to the di-, tri-, tetra-, penta- or hexapeptide, which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and that in the skin stimulates the release of growth factors such as TGF-ß and the tripeptide, which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and by binding to the sequence Arg-Phe-Lys of thrombospondin I the growth factor TGF
  • At least one further cosmetic active ingredient which is selected from monomers, oligomers without stimulating effect on collagen and / or fibronectin synthesis and polymers of Amino acids, NC 2 -C 24 -acylamino acids and / or the esters and / or the physiologically tolerable salts of these substances.
  • Monomers of the amino acids and / or of the NC 2 -C 24 -acylamino acids and / or esters thereof which are preferred according to the invention are selected from alanine, arginine, asparagine, aspartic acid, canavanine, citrulline, cysteine, cystine, dipalmitoylhydroxyproline, desmosine, glutamine, Glutamic acid, glycine, histidine, homophenylalanine, hydroxylysine, hydroxyproline, isodesmosine, isoleucine, leucine, lysine, methionine, methylnorleucine, ornithine, phenylalanine, proline, pyroglutamic acid, sarcosine, serine, taurine, threonine, thyroxine, tryptophan, tyrosine, valine, N-acetyl-L-cysteine, zinc pyroglutamate, sodium octanoy
  • the C 2 -C 24 -acyl radical with which the abovementioned amino acids are derivatized on the amino group is preferably selected from an acetyl, propanoyl, butanoyl, pentanoyl, hexanoyl, heptanoyl, octanoyl, Nonanoyl, decanoyl, undecanoyl, lauroyl, tridecanoyl, myristoyl, pentadecanoyl, cetoyl, palmitoyl, stearoyl, elaidoyl, arachidoyl or behenoyl radicals.
  • Mixtures of C 8 -C 8 -acyl radicals are also referred to as cocoyl radical and are likewise preferred substituents.
  • the amino acids which carry an OH group can also be esterified at this OH group.
  • a preferred example of this according to the invention is hydroxyproline, which is N-acylated and esterified with two, preferably linear, C 1 -C 4 -fatty acid residues, more preferably dipalmitoylhydroxyproline, which is e.g. B. Sepilift DPHP available from the company Seppic.
  • physiologically tolerated salts of the inventively preferred peptide or amino acid active substances containing acid groups and can form salts are preferably selected from the ammonium, alkali metal, magnesium, calcium, Alu ⁇ minium, zinc and manganese salts , Particularly preferred are the sodium, potassium, magnesium, aluminum, zinc and manganese salts.
  • Oligomers of the amino acids and / or the NC 2 -C 24 -acylamino acids which are preferred according to the invention consist of 2 to 19 amino acid units.
  • the oligomers of the amino acids, NC 2 -C 24 -acylamino acids, their esters and their physiologically acceptable salts without particularly stimulating effect on collagen gene and / or fibronectin synthesis are selected from di-, tri-, tetra-, Penta, hexa or pentadecapeptides which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt.
  • N-acylated and / or esterified dipeptides are acetyl-citrullyl-arginine (eg Exsy-algins of exsymol), Tyr-Arg (dipeptide-1), Val-Trp (dipeptide-2), Asn -Phe, Asp-Phe, N-palmitoyl-.beta.-Ala-His, N-acetyl-Tyr-Arg-hexyldecylester (eg, calmosensins from Sederma), carnosine (.beta.-Ala-His), and N-palmitoyl-Pro Arg.
  • acetyl-citrullyl-arginine eg Exsy-algins of exsymol
  • Tyr-Arg dipeptide-1
  • Val-Trp dipeptide-2
  • Asn -Phe Asp-Phe
  • N-palmitoyl-.beta.-Ala-His N
  • N-acylated and / or esterified tripeptides are Lys-Pro-VaI, Tyr-Tyr-Val, Tyr-Val-Tyr, Val-Tyr-Val (tripeptides-2), an under the trade name ATPeptide receives lices and tripeptide to be obtained via IMPAG), His-Ala-Orn and N-acetyl-Arg-Lys-Arg-NH 2 .
  • N-palmitoyl-Tyr-Gly-Gly-Phe-Met VaI-Val-Arg-Pro-Pro, N-palmitoyl-Tyr-Gly-Gly-Phe-, N-palmitoyl-Tyr-Gly-Gly-Phe-Met, which are particularly preferred according to the invention, optionally N-acylated and / or esterified pentapeptides.
  • Leu, Gly-Pro-Phe-Pro-Leu and N-Benzyl-oxycarbonyl-Gly-Pro-Phe-Pro-Leu are serine proteinase inhibitors for the inhibition of desquamation).
  • N-acylated and / or esterified hexapeptides are Ala-Arg-His-Leu-Phe-Trp (hexapeptide-1), acetyl hexapeptide-1 (eg modulenes from Vincience), a hexapeptide Derivative which is available under the trade name SNAP-7 from Centerchem and whose INCI name on the priority date was "acetyl glutamyl hexapeptide-1" according to CTFA-online.org, while at the time of this application the INCI name was given on the priority date according to CTFA -online.org "acetyl glutamyl hexapeptide-6" rings and “acetyl glutamyl hexapeptide-1" is indicated as so-called “technical name”, furthermore hexapeptide-2 (eg melanostatine-DM from Vincience), Val-Val Arg-Pro-Pro-Pro, Ala-Arg-Hi
  • An inventively particularly preferred pentadecapeptide is z.
  • the raw material Vinci 01 from Vincience Pentadeca- peptide-1).
  • Another inventively particularly preferred optional amino acid oligomer without influence on collagen and / or Fibronectinsynthese is the peptide derivative L-glutamylaminoethyl-indole (eg, available under the trade name "Glistin" of exsymol).
  • Preferred polymers of the amino acids and / or the NC 2 -C 24 -acylamino acids according to the invention consist of 20 to 100 amino acid units.
  • particularly preferred polymers of the amino acids and / or the NC 2 -C 24 -acylamino acids are selected from plant and animal protein hydrolysates and / or proteins.
  • Animal protein hydrolysates are z. Elastin, collagen, keratin, silk and milk protein protein hydrolysates, which may also be in the form of esters and / or salts.
  • Vegetable protein hydrolysates eg. Soy, wheat, almonds, peas, potato and rice protein hydrolysates. Corresponding commercial products are z. B.
  • DiaMin® ® Diamalt
  • Gluadin ® Cognis
  • Lexein ® Inolex
  • Crotein ® Crotein ®
  • soy protein hydrolysates e.g., the commercial products phytokines from Coletica or Ridulisse C from Silab.
  • protein hydrolysates may also contain monomeric amino acids and oligopeptides; Their composition is usually not defined.
  • Preference according to the invention is the use of acyl derivatives of protein hydrolysates, z. In the form of their fatty acid condensation products. Corresponding commercial products are z. B. Lamepon ® (Cognis), Gluadin ® (Cognis), Lexein ® (Inolex), Crolastin ® ® or Crotein (Croda).
  • cationic protein hydrolysates are also preferred according to the invention. Particular preference is given to cationic protein hydrolyzates whose underlying protein content has a molecular weight of from 100 to 25,000 daltons, preferably from 250 to 5,000 daltons. Furthermore, cationic protein hydrolyzates are to be understood as meaning quaternized amino acids and mixtures thereof. Furthermore, the cationic protein hydrolyzates can also be further derivatized.
  • inventively used cationic protein hydrolysates and derivatives are some of th under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook" (seventh edition 1997, The Cosmetic, Toiletry, and Fragrance Association 1101 17 Street, NW, Suite 300, Washington, DC 20036-4702) and commercially available products: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Stear Dimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Silica, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Cocodimonium Hydroxypropyl SiCl Amino Acids, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl. Very particular preference is given to the cationic protein hydrolysates and derivatives based on plants.
  • the polymers of the amino acids are selected from DNA repair enzymes.
  • DNA repair enzymes are photolyase and T4 endonuclease V, the latter abbreviated to "T4N5" below. These two enzymes are already known in the art as so-called DNA repair enzymes. DNA repair is defined as the cleavage or removal of UV-induced pyrimidine dimers from the DNA.
  • Photolyase is the abbreviation for deoxyribodipyrimidine photolyase or DNA photolyase, an enzyme with the classification number EC 4.1.99.3.
  • a particularly effi ⁇ tient photolyase comes from Anacystis nidulans, a phototrophic marine microorganism.
  • the photolyase from A. nidulans is now obtained in technically relevant quantities from E. coli.
  • Photolyase relies on light for activation.
  • the enzyme T4 endonuclease V is produced by the ⁇ fenV gene of the bacteriophage T4 and belongs to the phosphodiesterases, which hydrolytically cleave the nucleic acids at the (5 * -3 x ) bond.
  • T4N5 is also active without the influence of light.
  • Liposome-encapsulated DNA repair enzymes are commercially available for. B. under the Pro ⁇ duktberace Photosome TM, liposome-encapsulated T4N5 z. B. under the name Ultrasome TM from AGI Dermatics, USA, available.
  • compositions according to the invention contain Photosome TM and / or Ultrasome TM in total amounts of 0.1-10% by weight, preferably 0.5-5.0% by weight and more preferably 1.0-0.4% by weight. %, based on the total Zusam ⁇ composition.
  • compositions according to the invention are characterized in that they contain the monomers, oligomers without stimulating action on collagen and / or fibronectin synthesis or polymers of amino acids, NC 2 -C 24 -acylamino acids and / or C 2 -C 24 amino acid esters and / or the physiologically acceptable salts of these substances in a total amount of 0.00001 to 10 wt .-%, preferably 0.001 to 5 wt .-% and particularly preferably 0.005 to 3 wt .-%, each based on the total Composition, included.
  • the monomers, oligomers have no stimulating effect on the collagen and / or fibronectin synthesis and / or polymers of amino acids, NC 2 -C 24 -acylamino acids, their esters and / or the physiologically tolerated salts of these substances in supported form applied before, insbeson ular finely divided, powdered substrates such as silica gel, especially Aerosil ® grades, talc, microsponges, modified starches and starch derivatives, kris ⁇ Talliner cellulose, cellulose powders, lactoglobulin, polymer particles of nylon, polyolefins, polycarbonates, polyurethanes, polyacrylates, (Meth) acrylate or (meth) acrylate-vinylidene copolymers, which may be crosslinked, polyesters, polyamides, polyisocyanates styrenes, Teflon and / or silicones.
  • a particularly preferred raw material of this type are the Vegetal Filling Spheres,
  • compositions according to the invention contain, in addition to the peptides of type a and b and optionally c, at least one DNA oligonucleotide or one RNA oligonucleotide.
  • an oligonucleotide is understood as meaning polymers of from 2 to 20, preferably from 2 to 10, mononucleotides which, like polynucleotides and nucleic acids, are linked by phosphoric diester bridges.
  • the nucleotides be ⁇ from nucleobases (usually pyrimidine or purine derivatives), pentoses (usually D-ribofuranose or 2-deoxy-D-ribofuranose in ß-N-glycosidic bond to the nucleobase) and phosphoric acid.
  • the mononucleotides are, for example, adenosine phosphates, cytidine phosphates, guanosine phosphates, uridine phosphates and thymidine phosphates, in particular CMP (cytidine 5'-monophosphate), UDP (uridine 5'-diphosphate), ATP (adenosine 5'-triphosphate) and GTP (guanosine 5'-triphosphate).
  • CMP cytidine 5'-monophosphate
  • UDP uridine 5'-diphosphate
  • ATP adenosine 5'-triphosphate
  • GTP guanosine 5'-triphosphate
  • An oligonucleotide particularly preferred according to the invention is the thymidine dinucleotide.
  • compositions according to the invention are characterized in that they contain at least one DNA oligonucleotide and / or RNA oligonucleotide in a total amount of 0.00001-1.5% by weight, preferably 0.0001-0.1-0, 5 wt .-% and particularly preferably 0.0005 - 0.01 wt .-%, based on the total composition tion.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one natural betaine compound.
  • Natural betaine compounds used according to the invention are naturally occurring compounds having the atomic grouping R 3 N + -CH 2 -X-COO " according to IUPAC rule C-816.1 So-called betaine surfactants (synthetic) do not fall under the betaine compounds used according to the invention, nor are they other zwitterionic compounds in which the positive charge on N or P and the negative charge are formally O, S, B or C, but which do not conform to IUPAC Rule C-816.1
  • compositions according to the invention are characterized in that they contain at least one natural betaine compound in a total amount of 0.05 to 5 wt.%, Preferably 0.1 to 3 wt.%, Particularly preferably 0.5 to 2 wt. -%, in each case based on the total composition included.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one vitamin, provitamin or a compound designated as vitamin precursor from the vitamin groups A, B, C, E, H and K and the esters of the aforementioned substances.
  • the group of substances called vitamin A includes retinol (vitamin A 1 ) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • vitamin A component according to the invention for example, vitamin A acid and its esters, vitamin A aldehyde and vitamin A alcohol and its esters, in particular retinyl palmitate and retinyl acetate, into consideration.
  • the compositions according to the invention preferably contain the vitamin A component in a total amount of 0.05-1% by weight, based on the total composition.
  • the vitamin B group or the vitamin B complex include, among others
  • Vitamin B 1 Vitamin B 1, thiamine trivial name, chemical designation 3 - [(4 '-amino-2'-methyl-5'-pyrimidinyl) methyl] -5- (2-hydroxyethyl) -4-methylthiazolium chloride.
  • Thiamine hydrochloride is preferably used in amounts of from 0.05 to 1% by weight, based on the total composition.
  • Riboflavin or its derivatives are preferably used in total amounts of from 0.05 to 1% by weight, based on the total composition.
  • the compounds nicotinic acid and nicotinamide are performed.
  • Preferred according to the invention is the nicotinic acid amide, which is preferably present in the agents according to the invention in amounts of from 0.05 to 1% by weight, based on the total agent.
  • pantothenic acid and panthenol Panthenol is preferably used.
  • Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols.
  • pantothenic acid or panthenol instead of as well as in addition to pantothenic acid or panthenol also derivatives of 2-furanone having the general structural formula (I) can be used.
  • the substituents R 1 to R 6 independently of one another are a hydrogen atom, a hydroxyl radical, a methyl, methoxy, aminomethyl or hydroxymethyl radical, a saturated or one or two ⁇ unsaturated, linear or branched C 2 -C 4 - hydrocarbon radical, a saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxy-C 2 -C 4 - hydrocarbon radical or a saturated or mono- or di- 2 unsaturated, branched or linear mono-, di- or triamino-C 2 -C 4 - hydrocarbon radical.
  • Particularly preferred derivatives are the commercially available substances dihydro-3-hydroxy-4,4-dimethyl-2 (3H) - furanone with the trivial name pantolactone (Merck), 4-hydroxymethyl- ⁇ -butyrolactone (Merck), 3,3 Dimethyl 2-hydroxy- ⁇ -butyrolactone (Aldrich) and 2,5-dihydro-5-methoxy-2-furanone (Merck), all stereoisomers being expressly included.
  • the extremely preferred 2-furanone derivative according to the invention is pantolactone (dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone), where in formula (I) R 1 is a hydroxyl group, R 2 is a hydrogen atom, R 3 and R 4 represent a methyl group and R 5 and R 6 represent a hydrogen atom.
  • the stereoisomer (R) -pantolactone is formed during the degradation of pantothenic acid.
  • the said compounds of the vitamin B 5 type and the 2-furanone derivatives are in the compositions according to the invention in a total amount of 0.05 to 5 wt .-%, preferably 0.1 to 3 wt .-%, particularly preferably 0.5 to 2 wt .-%, each based on the total composition included.
  • Vitamin B 6 which is understood hereunder not a uniform substance, but the known under the common names pyridoxine, pyridoxamine and pyridoxal derivatives of 5-hydroxymethyl-2-methylpyridin-3-ols.
  • Vitamin B 6 is in the inventive Agents preferably in amounts of 0.0001 to 1.0 wt .-%, in particular in amounts of 0.001 to 0.01 wt .-%, included.
  • Biotin also known as vitamin H or "skin vitamin”.
  • Biotin is (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-c (] -imidazole-4-valeric acid.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0 wt .-%, in particular in amounts of 0.001 to 0.01 wt .-%, included.
  • Vitamin C is preferably used in amounts of 0.1 to 3 wt .-%, based on the total composition.
  • the use of the derivatives ascorbyl palmitate, stearate, dipalmitate, acetate, Mg ascorbyl phosphate, Na ascorbyl phosphate, sodium and magnesium ascorbate, disodium ascorbyl phosphate and sulfate, potassium ascorbyl tocopheryl phosphate, chitosan ascorbate or ascorbyl glucoside may be preferred according to the invention .
  • the use in combination with tocopherols may also be preferred according to the invention.
  • the vitamin E group includes tocopherol, in particular ⁇ -tocopherol, and its derivatives Deri.
  • Preferred derivatives are in particular the esters, such as tocopheryl acetate, nicotinate, phosphate, succinate, linoleate, oleate, tocophereth-5, tocophereth-10, tocophereth-12, tocophereth-18, tocophereth-50 and tocopherol.
  • Tocopherol and its derivatives are preferably present in amounts of from 0.05 to 1% by weight, based on the total composition.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is another name for biotin or vitamin B 7 (see above).
  • the fat-soluble vitamins of the vitamin K group which are based on the basic structure of 2-methyl-1,4-naphthoquinone, include phylloquinone (vitamin K 1 ), farno- quinone or menaquinone-7 (vitamin K2) and menadione (vitamin K 3 ).
  • Vitamin K is preferably present in amounts of 0.0001 to 1.0% by weight, in particular 0.01 to 0.5% by weight, in each case based on the total composition.
  • compositions according to the invention are characterized in that at least one vitamin, provitamin or a vitamin precursor from the vitamin groups A, B, C, E, H and K and their esters from the group comprising vitamin A palmitate (retinyl palmitate), panthenol , Pantolactone, nicotinic acid amide, pyridoxine, pyridoxamine, pyridoxal, biotin, ascorbyl palmitate, acetate, Mg ascorbyl phosphate, Na ascorbyl phosphate, sodium and magnesium ascorbate and the tocopherol esters, especially tocopheryl acetate.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one ⁇ -hydroxycarboxylic acid, ⁇ -ketocarboxylic acid or ⁇ -hydroxycarboholic acid or their ester, lactone or salt form.
  • Preferred ⁇ -hydroxycarboxylic acids or ⁇ -ketocarboxylic acids according to the invention are glycolic acid, lactic acid, tartaric acid, citric acid, 2-hydroxybutanoic acid, 2,3-dihydroxypropanoic acid, 2-hydroxypentanoic acid, 2-hydroxyhexanoic acid, 2-hydroxyheptanoic acid, 2-hydroxyoctanoic acid, 2-hydroxydecanoic acid, 2-hydroxydodecanoic acid, 2-hydroxytetradecanoic acid, 2-hydroxyhexadecanoic acid, 2-hydroxy-octadecanoic acid, mandelic acid, 4-hydroxymandelic acid, malic acid, erythraric acid, threaric acid, glucaric acid, galactaric acid, mannaric acid, gularic acid, 2-hydroxy-2-methylsuccinic acid, gluconic acid, pyruvic acid, Glucuronic acid and galacturonic acid.
  • Particularly preferred ⁇ -hydroxycarboxylic acids are lactic acid, citric acid, glycolic acid and gluconic acid.
  • a particularly preferred ⁇ -hydroxycarboxylic acid is salicylic acid.
  • Preferred esters of the acids according to the invention are selected from methyl, ethyl, propyl, isopropyl, butyl, amyl, pentyl, hexyl, 2-ethylhexyl, octyl, decyl, dodecyl and hexadecyl esters.
  • compositions according to the invention are characterized in that they contain at least one ⁇ -hydroxycarboxylic acid, ⁇ -ketocarboxylic acid or ⁇ -hydroxycarboxylic acid or at least one derivative thereof in a total amount of 0.1-10% by weight, preferably 0.5 - 5 wt .-%, particularly preferably 1 - 2 wt .-%, each based on the total Zusam ⁇ composition containing.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one flavonoid or at least one flavonoid-rich plant extract.
  • the flavonoids preferred according to the invention include the glycosides of the flavones, the flavanones, the 3-hydroxyflavones (flavonols), the aurones and the isoflavones.
  • flavonoids are selected from naringin (aurantiine, naringenin-7-rhamnoglucoside), ⁇ -glucosylrutin, ⁇ -glucosylmyricetin, ⁇ -glucosylisoquercetin, ⁇ -glucosyl-cerecetin, hesperidin (3 ', 5,7-trihydroxy-4' -methoxyflavanone-7-rhamnoglucoside, hesperetin-7-o-rhamnoglucoside), neohesperidin, rutin (3,3 ⁇ 4,7,7-pentahydroxyflavone-3-rhamnoglucoside, quercetin-3-rhamnoglucoside), troxerutin (3,5 dihydroxy-3 ', 4', 7-tris (2-hydroxy- ethoxy) -flavone-3- (6-O- (6-deoxy-aL-mannopyranosyl) - ⁇ -D-glucopy
  • flavonoids are constructed from two flavonoid biflavonoids, z. B. occur in gingko species.
  • Other preferred flavonoids are the chalcones, especially phloricin and neohesperidin dihydrochalcone.
  • compositions according to the invention are characterized in that they contain at least one flavonoid in a total amount of from 0.0001 to 1% by weight, preferably from 0.0005 to 0.5% by weight and more preferably from 0.001 to 0.1% by weight. %, in each case based on the flavonoid active substance in the entire cosmetic composition.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one isoflavonoid or at least one isoflavonoid-rich plant extract.
  • the isoflavones and the isoflavone glycosides are counted here at the isoflavoneides.
  • isoflavones are to be understood as meaning substances which are hydrogenation, oxidation or substitution products of 3-phenyl-4H-1-benzopyran, hydrogenation of which may be in the 2,3-position of the carbon skeleton, oxidation under Formation of a carbonyl group in the 4-position may be present, and by substitution of the replacement of one or more hydrogen atoms by hydroxy or methoxy groups to understand.
  • the isoflavones preferred according to the invention include, for example, daidzein, genistein, prunetin, biochanin, orobol, santal, pratense, irigenin, glycitein, biochanin A and formononetin.
  • isoflavones are daidzein, genistein, glycitein and formononetin.
  • the isoflavones are glycosidically linked to at least one sugar via at least one hydroxy group.
  • Suitable sugars are mono- or oligosaccharides, in particular D-glucose, D-galactose, D-glucuronic acid, D-galacturonic acid, D-xylose, D-apiose, L-rhamnose, L-arabinose and rutinose.
  • Particularly preferred isoflavone glycosides according to the invention are daidzin and genistin.
  • the isoflavones and / or their glycosides are contained in the preparations as constituents of a substance mixture obtained from a plant, in particular a vegetable extract.
  • a vegetable substance mixtures can be obtained, for example, by pressing or extracting from plants such as soy, in particular from the soybean seeds, red clover or chickpeas, in a manner familiar to the person skilled in the art.
  • Particular preference is given to using isoflavones or isoflavone glycosides in the form of soya-derived extracts in the preparations according to the invention, as described, for example, under the product name Soy Protein Isolate SPI (Protein Technology International, St.
  • apple seed extract contains phytohormones, isoflavonoids, phytosterols, triterpenoids, tocopherols and natural waxes.
  • compositions preferred according to the invention are characterized in that they contain at least one isoflavonoid in a total amount of 0.00001 to 1 wt.%, Preferably 0.0005 to 0.5 wt.% And particularly preferably 0.001 to 0.1 wt. , in each case based on the Isoflavonoiditsubstanz in the entire cosmetic composition.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one polyphenol or a polyphenol-rich plant extract.
  • polyphenols are aromatic compounds which contain at least two phenolic hydroxyl groups in the molecule. These include ⁇ he three dihydroxybenzenes catechol, resorcinol and hydroquinone, furthermore phloroglucin, pyrogallol and hexahydroxybenzene.
  • free and etherified polyphenols occur, for example, in floral dyes (anthocyanidins, flavones), in tannins (catechins, tannins), as lichen or fern ingredients (usnic acid, acyl polyphenols), in lignins and as gallic acid derivatives , Preferred polyphenols are flavones, catechols, usnic acid, and tannins are the derivatives of gallic acid, digallic acid and digalloylgallic acid.
  • Particularly preferred polyphenols are the monomeric catechols, that is, the derivatives of flavan-3-ols, and leucoanthocyanidins, that is, the derivatives of leucoanthocyanidins which preferably carry phenolic hydroxyl groups in the 5,7,3 ', 4', 5-position Epicatechin and epigallocatechin, as well as those from it Self-condensation tannins.
  • Such tannins are preferably not used in isolated pure substance but as extracts of tannin-rich plant parts, eg. Extracts of catechu, quebracho, oak bark and pine bark, as well as other tree bark, leaves of green tea (camellia sinensis) and mate. Also particularly preferred are the tannins.
  • a particularly preferred polyphenol-rich cosmetic active ingredient is the commercial product Sepivinol R, an extract of red wine, available from Seppic.
  • Another particularly preferred polyphenol rich cosmetic active ingredient is the commercial product Crodarom Chardonnay, an extract from the cores of the Chardonnay grape, available from Croda.
  • compositions according to the invention are characterized in that they comprise at least one polyphenol in a total amount of 0.001 to 10% by weight, preferably 0.005 to 5% by weight and particularly preferably 0.01 to 3% by weight, in each case on the entire cosmetic composition, included.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one ubiquinone or one ubiquinol or a derivative thereof.
  • Ubiquinols are the reduced form of ubiquinones.
  • Ubiquinones preferred according to the invention have the formula (II):
  • ubiquinone of formula (II) with n 10, also known as coenzyme Q10.
  • compositions according to the invention are characterized in that they contain at least one ubiquinone, ubiquinol or a derivative thereof in one Total amount of 0.0001 to 1 wt .-%, preferably 0.001 to 0.5 wt .-% and particularly preferably 0.005 to 0.1 wt .-%, each based on the total composition tion included.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, silymarin.
  • silymarin is an active substance concentrate from the fruits of the milk thistle (Silybum marianum) which was previously regarded as a uniform substance.
  • the main constituents of silymarin are silybin (silymarin I), silychristin (silymarin II) and silydinin, which belong to the group of Flavanolignans belong.
  • compositions according to the invention are characterized in that they contain silymarin in amounts of 0.0001 to 1% by weight, preferably 0.001 to 0.5% by weight and more preferably 0.005 to 0.1% by weight, in each case based on the total composition.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, ectoine.
  • Ectoin is the common name for 2-methyl-1, 4,5,6-tetrahydropyrimidine-4-carboxylate.
  • Particularly preferred compositions according to the invention are characterized in that they contain ectoine in amounts of from 0.0001 to 1% by weight, preferably from 0.001 to 0.5% by weight and more preferably from 0.005 to 0.01% by weight, in each case based on the total composition.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one inorganic and / or at least one organic UV filter substance.
  • the UV filter substances are liquids which are liquid or crystalline at room temperature and are capable of absorbing ultraviolet rays and of absorbing the absorbed energy in the form of longer-wave radiation, eg. B. to give off heat again.
  • the UVA and UVB filters can be used individually or in mixtures. The use of filter mixtures is preferred according to the invention.
  • the organic UV filters used according to the invention are selected from the derivatives of dibenzoylmethane, cinnamic acid esters, diphenylacrylic acid esters, benzophenone, camphor, p-aminobenzoic acid esters, o-aminobenzoic acid esters, salicylic acid esters, Benzimidazolen, symmetrically or asymmetrically substituted 1, 3,5-triazines, mono ⁇ meren and oligomeric 4,4-Diarylbutadiencarbonklareestern and. -carboxamides, ketotricyclo (5.2.1.0) decane, Benzalmalonklaestern, benzoxazole and any mixtures of the said components.
  • the organic UV filters can be oil-soluble or water-soluble.
  • the benzoxazole derivatives are advantageously present in dissolved form in the cosmetic preparations according to the invention. However, it may also be advantageous if the benzoxazole derivatives are present in a pigmentary, ie undissolved form, for example in particle sizes of 10 nm to 300 nm.
  • oil-soluble UV filters are 1- (4-tert-butylphenyl) -3- (4'-methoxyphe- nyl) propane-1, 3-dione (Parsol ® 1789), 1-phenyl-3- (4 '-isopropylphenyl) -propane-1,3-dione, 3- (4 * -methylbenzylidene) -D, L-camphor, 4- (dimethylamino) benzoic acid 2-ethylhexyl ester, 4- (dimethylamino) benzoic acid 2-octyl ester Ethyl 4- (dimethylamino) benzoate, 2-ethylhexyl 4-methoxycinnamate, propyl 4-methoxycinnamate, isopentyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3,3-phenylcinnamate (octocrylene), salicylic acid-2 e
  • Preferred water-soluble UV filters are 2-phenylbenzimidazole-5-sulfonic acid, phenylene-1, 4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid and its alkali metal, alkaline earth metal, ammonium , Alkylammonium-, Alkanolammonium- and Glucammoniumsal ⁇ e, in particular the sulfonic acid itself with the INCI name phenylbenzimidazole sulfonic acid (CAS No.
  • Neo Heliopan AP sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts, sulfonic acid derivatives of the 3-benzylidene camphor, such as.
  • UV-A filters can themselves serve as solvents or solubilizers for other UV filters.
  • compositions according to the invention contain 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione in combination with at least one UV-B filter 4-methoxycinnamic acid 2-ethylhexyl ester, 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester, 2-ethylhexyl salicylate and 5-trimethylcyclohexylsalicylate.
  • the weight ratio of UV-B filter to 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione is between 1: 1 and 10: 1, preferably between 2: 1 and 8: 1, the molar ratio being between 0.3 and 3.8, preferably between 0.7 and 3.0.
  • the inventively preferred inorganic photoprotective pigments are finely dispersed or colloidally disperse metal oxides and metal salts, for example titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc) and barium sulfate.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm, so-called nanopigments. They may have a spherical shape, but it is also possible to use those particles which have an ellipsoidal or otherwise deviating shape from the spherical shape.
  • the pigments can also be surface-treated, ie hydrophilized or hydrophobized.
  • Typical examples are coated titanium dioxides, such as. Example, titanium dioxide T 805 (Degussa) or Eusolex ® T2000 (Merck).
  • Suitable hydrophobic coating agents are in particular silicones and in particular trialkoxyoctylsilanes or simethicones. Particularly preferred are titanium dioxide and zinc oxide.
  • the organic UV filter substances in amounts of 0.1 to 30 wt .-%, preferably 0.5 to 20 wt .-%, particularly preferably 1.0 to 15 wt .-% and extraordinarily preferably 3.0 - 10 wt .-%, each based on the total composition, contain.
  • the inorganic UV filter substances are present in amounts of 0.1-15% by weight, preferably 0.5-10% by weight, more preferably 1-10-0% by weight and exceptionally preferably 2, 0 - 4.0 wt .-%, each based on the total composition, tion.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one self-tanning agent.
  • Self-tanning active ingredients preferred according to the invention are selected from dihydroxyacetone, erythrulose and 5,6-dihydroxyindoline.
  • Particularly preferred compositions according to the invention are characterized in that they contain at least one self-tanning active ingredient in a total amount of 0.01-15% by weight, preferably 0.1-10% by weight, particularly preferably 1.0-5% by weight. -%, and most preferably 2.0 - 4.0 wt .-%, each based on the total composition included.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one skin-lightening active ingredient.
  • preferred skin lightening agents are selected from ascorbic acid, the esters of ascorbic acid with phosphoric acid and / or organic C 2 -C 2 o-carboxylic acids and their alkali and Erdalkalimetallsal ⁇ zen, thereof kojic acid, hydroquinone, arbutin, mulberry extract, and licorice extract and mixtures thereof. Both as a single substance and as a mixture, the ascorbic acid derivatives and kojic acid are preferred.
  • compositions according to the invention are characterized in that they comprise at least one skin-lightening active ingredient in a total amount of from 0.05 to 5% by weight, preferably from 0.1 to 2% by weight, based in each case on the entire composition ,
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one skin-soothing active ingredient.
  • Skin-calming active ingredients preferred according to the invention are selected from allantoin, ⁇ -bisabolol and ⁇ -lipoic acid, extracts from Centella asiatica, for example obtainable under the name Madecassicoside from DSM, glycyrrethic acid, which is particularly preferably encapsulated in liposomes and in this form z.
  • Alginhydrolysaten as are available, for example, under the trade name Phycosaccharide, in particular phycosaccharides AI, from the company Codif, extracts from Bacopa Monniera, as for example under the trade name Bacocalmine extracts from the Rooibos plant, such as those obtainable, for example, under the trade name Rooibos Herbasec MPE from Cosmetochem, yeast extracts, particularly preferably the commercial product Drieline (INCI name "sorbitol, Yeast Extract”).
  • Phycosaccharide in particular phycosaccharides AI
  • Bacopa Monniera as for example under the trade name Bacocalmine extracts from the Rooibos plant, such as those obtainable, for example, under the trade name Rooibos Herbasec MPE from Cosmetochem, yeast extracts, particularly preferably the commercial product Drieline (INCI name "sorbitol, Yeast Extract").
  • phytocohesins ICI: Sodium Be ta-sitosteryl sulfates
  • compositions according to the invention are characterized in that they contain at least one skin-soothing active ingredient in a total amount of from 0.001 to 5% by weight, more preferably 0.01 to 2% by weight and most preferably 0.1 to 1% by weight. %, in each case based on the total composition, ent.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one moisturizing active ingredient.
  • preferred fuchttechniksspenden- de active ingredients are selected from deoxy sugars, particularly preferably rhamnose and fucose, polysaccharides, which contain at least one deoxysugar block be ⁇ Sonders preferably made of the commercial products Fucogel ® (INCI name Biosaccha- ride Gum-1) from Solabia, Rhamnosoft ® (INCI name Biosaccharide Gum-2) from Solabia, Fucogenol ® (INCI name Biosaccharide Gum-3) from Solabia and glyco- film ® (INCI name Biosaccharide Gum-4) from Solabia, further mixtures of the above, at least a deoxy sugar component-containing polysaccharides, such as the mixture of Biosaccharide Gum-2 and Biosaccharide Gum-3, er ⁇ bib
  • compositions according to the invention are characterized in that they contain at least one moisturizing active ingredient in a total amount of from 0.001 to 10% by weight, more preferably from 0.01 to 5% by weight and exceptionally preferably from 0.1 to 1 or 2 wt .-%, each based on the total Zusam ⁇ composition containing.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one sebum-regulating active substance.
  • Sebum-regulating active substances which are preferred according to the invention are selected from azelaic acid, sebacic acid, 10-hydroxydecanoic acid, 1,10-oecanediol, which are used according to the invention as the particularly preferred triple combination in the commercial product acnacidol PG from Vincience, furthermore from the commercial product azeloglicina (potassium azeloyl diglycinate) Sinerga, Extracts of Spiraea Ulmaria, as they are eg. B.
  • Silab contained in the product Seboregul the company to continue (as Sepicontrol A5 ® z. By Seppic) water and oil soluble extracts of Hamamelis, burdock and nettles, Zimtbaumextract, Chrysanthe ⁇ menex Exercise (z. B.
  • compositions according to the invention are characterized in that they contain at least one sebum-regulating active ingredient in a total amount of from 0.001 to 5% by weight, preferably from 0.01 to 2% by weight and more preferably from 0.1 to 1% by weight. -%, in each case based on the total composition included.
  • Another object of the present invention is the non-therapeutic kosme ⁇ tables use of a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and / or esterified and / or physiologically acceptable Salt may be present and which stimulates in the skin the release of growth factors such as TGF- ⁇ and subsequently collagen and / or fibronectin synthesis, and b) at least a tripeptide which may be acylated and / or esterified and / or present as a physiologically acceptable salt and which binds to the sequence Arg-Phe-Lys of thrombospondin I the growth factor TGF-.beta. and thus the collagen and / or Activated fibronectin, in a cosmetic or dermatological carrier intended for topical application
  • Another object of the present invention is the non-therapeutic kosme ⁇ tables use of a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and / or esterified and / or physiologically acceptable Salt may be present and that in the skin the release of growth factors such as TGF-ß and subsequently stimulates collagen and / or Fibronectinsynthese, and b) at least one tripeptide which may be acylated and / or esterified and / or present as a physiologically acceptable salt and by binding to the sequence Arg-Phe-Lys of Thrombospondins I the growth factor TGF-ß and thus activates the collagen and / or fibronectin synthesis, and in addition to the components a) and b) c) at least one di-, tri-, tetra-, penta- or hexapeptide which N-acylated and / or may be esterified and / or
  • the cosmetic or dermatological compositions according to the invention are in the form of a liquid, flowable or solid oil-in-water emulsion, water-in-oil emulsion, multiple emulsion, in particular an oil-in-water-in-oil or water in-oil-in-water emulsion, macroemulsion, miniemulsion, microemulsion, PIT emulsion, nanoemulsion, Pickering emulsion, hydrodispersion, a hydrogel, a lipogel, a mono- or multiphase solution, a foam, a powder or a mixture with at least one polymer suitable as a medical adhesive.
  • compositions may also be presented in anhydrous form, such as an oil or a balm, in which case the carrier may be a vegetable or animal oil, a mineral oil, a synthetic oil or a mixture of such oils
  • the agents are present as microemulsions
  • microemulsions are understood as meaning not only the thermodynamically stable microemulsions but also the so-called "PIT" emulsions
  • PIT so-called "PIT" emulsions
  • microemulsions When these systems are heated, microemulsions are formed in a certain temperature range (referred to as phase inversion temperature or "PIT"), which on further heating in water-in-oil emulsions On cooling, O / W emulsions are again formed, but they are also present at room temperature as microemulsions or as very finely divided emulsions having a mean particle diameter of less than 400 nm and in particular of about 100 to 300 nm. According to the invention, those micro- or "PIT" emulsions may be preferred which have an average particle diameter of about 200 nm.
  • the compositions according to the invention contain at least one surface-active substance as emulsifier or dispersant.
  • Suitable emulsifiers are, for example, adducts of 4 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear C 8 -C 22 -FeWaIkOhOIe, C 12 -C 22 -FeWSaUrCn and C 8 -C 15 alkylphenols, Ci 2 - C 22 -fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide onto C 3 -C 6 -polyols, in particular onto glycerol, ethylene oxide and polyglycerol addition products on methylglucoside-fatty acid esters, "FeWklarealkanolamide and fatty acid glucamides, C 8 - C 22 alkyl mono- and oligoglycosides and their ethoxylated analogues, with degrees of oligomerization of from 1.1 to 5, in particular from 1.2 to 2.0, and glucose as the sugar component being preferred, mixtures
  • the commercially available product Montanov ® 68 addition products of 5 to 60 moles of ethylene oxide with castor oil and hydrogenated castor oil, partial esters of polyols having 3-6 carbon atoms with saturated Sterols, in particular cholesterol, lanosterol, beta-sitosterol, stigmasterol, campesterol and ergosterol, and also mycosterols, phospholipids, especially glucose phospholipids, fatty acid esters of sugars and sugar alcohols such as sorbitol, polyglycerols and polyglycerol derivatives, preferably polyglyceryl-2-dipolyhydro - xystearat (Dehymuls ® PGPH commercial product) and polyglyceryl-3 diisostearate (Lameform ® TGI glasses ⁇ product) as well as linear and branched C 8 -C 30 fatty acids and their Na, K, ammonium, Ca, Mg and Zn - salts.
  • Montanov ® 68 addition products of
  • the agents according to the invention preferably contain the emulsifiers in amounts of 0.1 to 25% by weight, in particular 0.5 to 15% by weight, based on the total agent.
  • at least one nonionic emulsifier having an HLB value of 8 and below is included.
  • emulsifiers with an HLB value of 8 and below are the adducts of 1 or 2 moles of ethylene oxide or propylene oxide with behenyl alcohol, erucyl alcohol, arachidyl alcohol or behenic acid or erucic acid.
  • the monoesters of C 16 -C 3 o fatty acids with polyols such.
  • pentaerythritol trimethylolpropane, diglycerol, sorbitol, glucose or methyl glucose. Examples of such products are z.
  • compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one conditioning agent.
  • conditioning substances are understood to mean substances which are absorbed by keratinic materials, in particular on the skin, and improve the physical and sensory properties. Conditioners smooth the top layer of the skin and make it soft and supple.
  • Conditioning agents which are preferred according to the invention are selected from fatty substances, in particular vegetable oils, such as sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil, lanolin and its derivatives, liquid paraffin oils, isoparaffin oils and synthetic hydrocarbons, di-n-alkyl ethers having a total of 12 to 36 carbon atoms, z.
  • vegetable oils such as sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil, lanolin and its derivatives
  • liquid paraffin oils isoparaffin oils and synthetic hydrocarbons
  • di-n-alkyl ethers having a total of 12 to 36 carbon atoms, z.
  • di-n-octyl ether and n-hexyl-n-octyl ether fatty acids, especially
  • o-fatty alcohol alkyl hydroxycarboxylates dicarboxylic acid esters such as di-n-butyl adipate and diol esters such as ethylene glycol diol or propylene glycol di (2-ethylhexanoate), symmetri ⁇ rule, unsymmetric or cyclic esters of carbonic acid with fatty alcohols, eg.
  • glycerol carbonate or dicaprylyl As glycerol carbonate or dicaprylyl (Cetiol ® CC), mono, - di- and Trifettkla- esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol, which are ethoxylated with 1-10, preferably 7-9 ethylene oxide units kön ⁇ nen, z.
  • hardened th triglyceride fats for example, soybean lecithin, egg lecithin and kephalin, silicone compounds selected from decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxan and silicone polymers, which may be crosslinked if desired, for. B.
  • polydialkylsiloxanes polyalkylaryl siloxanes, ethoxylated and / or propoxylated polydialkylsiloxanes having the earlier INCI name dimethicone copolyol, as well as polydialkylsiloxanes containing amine and / or hydroxyl groups, preferably substances with the INCI names dimethiconol, Amodimethicone or trimethylsilylamodimethicone.
  • the amount used of the fatty substances is 0.1-50% by weight, preferably 0.1-20% by weight and more preferably 0.1-15% by weight, in each case based on the total skin treatment agent.
  • thickeners for.
  • B. natural and synthetic clays and phyllosilicates such as bentonite, hectorite, montmorillonite or Laponite ® , or anionic polymers of acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid, wherein the acidic groups wholly or partly as sodium , Potassium, ammonium, mono- or triethanolammonium salt, and wherein at least one nonionic monomer may be contained.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylates, methacrylates, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers. These copolymers may also be present in crosslinked form. Suitable commercial products are Sepigel ® 305 Simulgel® ® 600, Simulgel® ® NS and Simulgel® ® EC SEPPIC. Further particularly preferred anionic homopolymers and copolymers are uncrosslinked and crosslinked polyacrylic acids. Such compounds are for example the commercial products Carbopol ®.
  • a particularly preferred anionic copolymer contains as monomer 80-98% of an unsaturated, optionally substituted C 3-6 carboxylic acid or its anhydride and 2-20% of optionally substituted acrylic acid esters of saturated C 10-30 carboxylic acids, the copolymer having the The above-mentioned crosslinking agents can be crosslinked.
  • Corresponding commercial products are Pemulen ® and Carbopol ® - types 954, 980, 1342 and ETD 2020 (ex BF Goodrich).
  • Suitable nonionic polymers include polyvinyl alcohols, which may be partially saponified, for. B. the commercial products Mowiol ® and vinylpyrrolidone / vinyl ester copolymers and polyvinylpyrrolidones, z. B. under the trademark Luviskol ® (BASF) ver ⁇ be driven.
  • antioxidants are antioxidants, preservatives, solvents such as ethanol, isopropanol, ethylene glycol, propylene glycol, propylene glycol, glycerol and diethylene glycol, adsorbents and fillers such as talc and Veegum ®, perfume oils, pigments and dyes for coloring the composition, substances position suitability for adjusting the pH, complexing agents such as EDTA, NTA, ⁇ -alaninediacetic acid and phosphonic acids, propellants such as propane-butane mixtures, pentane, isopentane, isobutane, N 2 O, dimethyl ether, CO 2 and air.
  • solvents such as ethanol, isopropanol, ethylene glycol, propylene glycol, propylene glycol, glycerol and diethylene glycol
  • adsorbents and fillers such as talc and Veegum ®
  • perfume oils pigments and dyes for coloring the composition
  • the skin model tissue cultures were treated with the following formulations:
  • Figures A-F show fluorescence images of the dermis prepared and printed under identical conditions.
  • Figures A, C and E are from tissue culture 1
  • Figures B, D and F are from tissue culture 2.
  • the epidermis shows no staining and is therefore not visible on the images.
  • the brightly colored areas represent fibronectin.
  • Oil-in-water emulsions 1. Skin creams
  • compositions for soaking wipes are examples of compositions for soaking wipes.
  • Example 1 illustrates a soak composition for a lotion and make-up stripper cloth.
  • Example 2 illustrates a soak composition for a self-tanner cloth.
  • Example 3 illustrates a soak composition for a sunscreen cloth.
  • Example 4 illustrates a soak composition for a facial cleansing wipe.

Abstract

The invention relates to topical cosmetic or dermatological compositions for the treatment of mature or intrinsically or extrinsically aged skin, in particular, for anti-wrinkle treatment, containing a combination of at least two selected peptides in a suitable cosmetic or dermatological vehicle, which have an effect at differing points of the process of collagen and/or fibronectin synthesis.

Description

Kosmetische und dermatologische Zusammensetzungen zur Behandlung reifer HautCosmetic and dermatological compositions for the treatment of mature skin
Die Erfindung betrifft topische kosmetische oder dermatologische Zusammensetzungen zur Behandlung reifer oder intrinsisch oder extrinsisch gealterter Haut, insbesondere zur Antifaltenbehandlung, die in einem geeigneten kosmetischen oder dermatologischen Träger eine Kombination von mindestens zwei ausgewählten Peptiden enthalten, die an unterschiedlichen Stellen im Prozess der Collagen- und/oder Fibronectinsynthese wirken.The invention relates to topical cosmetic or dermatological compositions for treating mature or intrinsically or extrinsically aged skin, in particular for anti-wrinkle treatment, which contain in a suitable cosmetic or dermatological carrier a combination of at least two selected peptides which are present at different locations in the process of collagen and / or or fibronectin synthesis.
Eine maßgebliche Folge der Hautalterung ist der Verlust an Collagen. Dieser basiert zum einen auf einer verminderten Collagensynthese, zum anderen auf einem verstärkten Collagenabbau. Es besteht ein großes Interesse an wirksamen kosmetischen Produkten, die in der Lage sind, den altersbedingten Verlust an Collagen nachhaltig auszugleichen, um so das Erscheinungsbild der alternden Haut zu verbessern.A significant consequence of skin aging is the loss of collagen. This is based, on the one hand, on reduced collagen synthesis and, on the other hand, on increased collagen degradation. There is a great deal of interest in effective cosmetic products that are able to sustainably balance the age-related loss of collagen, thereby improving the appearance of aging skin.
Die Synthese von Collagen und Fibronectin in dermalen Fibroblasten kann durch Wachstumsfaktoren wie TGF-ß φ'ssue growth factoή induziert werden. Spezifische chemoattraktiv wirkende Peptide sind in der Lage, Zellen des Immunsystems, wie Mast¬ zellen und Makrophagen, zu rekrutieren, die dann über die Freisetzung von Wachs¬ tumsfaktoren Reparaturprozesse im Gewebe, z.B. die Collagensynthese, induzieren. Solche Peptide werden im Rahmen der vorliegenden Erfindung als Typ a-Peptide be¬ zeichnet. Beispiele für derartige Typ a-Peptide sind Lys-Thr-Thr-Lys-Ser (INCI-Bezeich- nung: Pentapeptide-3) oder Gly-His-Lys (INCI-Bezeichnung: Tripeptide-1), die sich vom α1-pro-Collagen bzw. von der α2-Kette des Collagen I ableiten. Der Wachstumsfaktor TGF-ß liegt jedoch überwiegend in einer inaktiven, an TSP-1 (Thrombospondin I) gebundenen Form vor. Bestimmte Tripeptide sind in der Lage, an die Sequenz Arg-Phe-Lys in TSP-1 zu binden und damit aktives TGF-ß freizusetzen. Solche Peptide werden im Rahmen der vorliegenden Erfindung als Typ b-Peptide bezeichnet. Beispiele für erfindungsgemäß geeignete Typ b-Peptide sind die Sequenzen Lys-Val-Lys (INCI-Bezeichnung: am Prioritätstag Tripeptide-3, aktuell (zum Zeitpunkt der Anmeldung: Tripeptide-5 mit dem Hinweis auf den „technical name: Tripeptide-3"), Lys- Ile-Lys, und Lys-Phe-Lys.The synthesis of collagen and fibronectin in dermal fibroblasts can as TGF-ß φ 'SSUE growth factoή be induced by growth factors. Specific chemoattractant peptides are capable of recruiting cells of the immune system, such as mast cells and macrophages, which then induce repair processes in the tissue via the release of growth factors, for example collagen synthesis. Such peptides are described in the context of the present invention as type a peptides. Examples of such type a peptides are Lys-Thr-Thr-Lys-Ser (INCI name: Pentapeptide-3) or Gly-His-Lys (INCI name: Tripeptide-1), which differ from the α1-pro Derive collagen or from the α2-chain of collagen I. However, the growth factor TGF-ß is predominantly present in an inactive form bound to TSP-1 (thrombospondin I). Certain tripeptides are able to bind to the sequence Arg-Phe-Lys in TSP-1 and thus release active TGF-ß. Such peptides are referred to in the context of the present invention as type b peptides. Examples of type b peptides suitable according to the invention are the sequences Lys-Val-Lys (INCI name: on the priority day tripeptides-3, currently (at the time of the Application: Tripeptide-5 with reference to the "technical name: Tripeptide-3"), Lys-Ile-Lys, and Lys-Phe-Lys.
Weiterhin sind im Stand der Technik bestimmte Peptide, insbesondere Hexapeptide, be¬ kannt, die ebenfalls in der Lage sind, die Collagensynthese zu stimulieren, wobei jedoch der Mechanismus, nach dem diese Stimulierung erfolgt, bislang noch unklar ist. Solche Peptide werden im Rahmen der vorliegenden Erfindung als Typ c-Peptide bezeichnet. Das Hexapeptid mit der Sequenz Val-Gly-Val-Ala-Pro-Gly, das sich von humanem Elastin ableitet, stellt beispielsweise ein Typ c-Peptid im Sinne der vorliegenden Erfin¬ dung dar.Also known in the art are certain peptides, especially hexapeptides, which are also capable of stimulating collagen synthesis, but the mechanism by which this stimulation occurs is still unclear. Such peptides are referred to in the context of the present invention as type c peptides. The hexapeptide having the sequence Val-Gly-Val-Ala-Pro-Gly which is derived from human elastin represents, for example, a type c peptide in the sense of the present invention.
Topische Zusammensetzungen, die Peptide enthalten, die die Collagensynthese stimu¬ lieren, sind im Stand der Technik bekannt. Derartige Zusammensetzungen zeigen eine gewisse Antifaltenleistung, die im Ergebnis jedoch noch nicht befriedigend ist.Topical compositions containing peptides that stimulate collagen synthesis are known in the art. Such compositions show some anti-wrinkle performance but as a result are not yet satisfactory.
Bei Fibronectin handelt es sich um eine Familie von Glycoproteinen der extrazellulären Matrix. Fibronectin bildet ein Netzwerk in der Dermis und ist für den Erhalt der dermalen Architektur und Integrität notwendig. Die Proteinmenge an Fibronectin in der Haut nimmt mit zunehmendem Alter ab (Bouissouh H., Pieraggi M., Julian M. Pathol. Res. Pract. 178, 515-517, 1988). Die Fibronectinsynthese wird durch TGF-ß induziert. Wirkstoffe, die in der Lage sind, die Menge an TGF-ß zu steigern, erreichen jedoch keinen ausrei¬ chenden Effekt auf die Fibronectinsynthese, da TGF-ß innerhalb der Zellen in einer inaktiven Form vorliegt.Fibronectin is a family of extracellular matrix glycoproteins. Fibronectin forms a network in the dermis and is necessary for maintaining dermal architecture and integrity. The protein level of fibronectin in the skin decreases with age (Bouissouh H., Pieraggi M., Julian M. Pathol, Res. Pract. 178, 515-517, 1988). Fibronectin synthesis is induced by TGF-ß. Active ingredients which are able to increase the amount of TGF-β, however, do not achieve a sufficient effect on the fibronectin synthesis since TGF-β is present in an inactive form within the cells.
Topische Hautpflegeprodukte mit nachgewiesener Antifaltenleistung, die z.B. Tretinoin oder α-Hydroxycarbonsäure enthalten, sind häufig nur mäßig oder sogar schlecht haut¬ verträglich. Andere Wirkstoffe mit nachgewiesener Antifaltenleistung sind instabil z.B. gegenüber chemischem Abbau, z.B. Tretinoin oder Flavonoide. Phytoflavone, die eben¬ falls eine Antifaltenleistung aufweisen, können hormonell wirken und sind daher für Kosmetika weniger bevorzugt.Topical skin care products with proven anti-wrinkle performance, e.g. Tretinoin or α-hydroxycarboxylic acid, are often only moderately or even haut¬ compatible. Other agents with proven anti-wrinkle performance are unstable, e.g. against chemical degradation, e.g. Tretinoin or flavonoids. Phytoflavones, which likewise have an anti-wrinkle performance, can have a hormonal effect and are therefore less preferred for cosmetics.
Eine Aufgabe der vorliegenden Erfindung war es, topische kosmetische oder dermatolo¬ gische Zusammensetzungen zur Behandlung reifer oder intrinsisch oder extrinsisch geal¬ terter Haut, insbesondere zur Antifaltenbehandlung, mit einer optimierten Wirksamkeit bereitzustellen. Eine weitere Aufgabe der vorliegenden Erfindung war es, topische kos¬ metische oder dermatologische Zusammensetzungen zur Behandlung reifer oder intrin- sisch oder extrinsisch gealterter Haut, insbesondere zur Antifaltenbehandlung, mit einer optimierten Verträglichkeit bereitzustellen.An object of the present invention was to provide topical cosmetic or dermatological compositions for the treatment of mature or intrinsically or extrinsically aged skin, in particular for anti-wrinkle treatment, with an optimized activity. A further object of the present invention was to prepare topical cosmetic or dermatological compositions for the treatment of mature or intrinsic or extrinsically aged skin, in particular for anti-wrinkle treatment, with an optimized compatibility.
Überraschend und für den Fachmann nicht vorhersehbar wurde nun festgestellt, dass durch die Kombination von Peptiden der Typen a und b sowie in besonders bevorzugter Weise durch die Kombination von Peptiden der Typen a, b und c die Stimulierung der Collagen- und/oder Fibronectinsynthese in synergistischer Weise gesteigert wird; damit ist eine verbesserte Faltenglättung und Antifaltenbehandlung möglich. Gleichzeitig wurde gefunden, dass durch die Kombination von Peptiden der Typen a und b sowie in besonders bevorzugter Weise durch die Kombination von Peptiden der Typen a, b und c in topischen kosmetischen oder dermatologischen Zusammensetzungen eine wirksame Antifaltenbehandlung mit verbesserter Hautverträglichkeit erfolgen kann.Surprisingly and unforeseeable for the skilled worker, it has now been found that the combination of peptides of the types a and b, and in a particularly preferred manner by the combination of peptides of the types a, b and c, synergistic the stimulation of collagen and / or fibronectin synthesis Way is increased; thus an improved wrinkle smoothing and anti-wrinkle treatment is possible. At the same time, it has been found that by the combination of peptides of the types a and b, and particularly preferably by the combination of peptides of the types a, b and c in topical cosmetic or dermatological compositions, an effective anti-wrinkle treatment with improved skin compatibility can take place.
Gegenstand der vorliegenden Erfindung sind kosmetische oder dermatologische Zusam¬ mensetzungen zur topischen Behandlung der Haut, die in einem geeigneten kosmeti¬ schen oder dermatologischen Träger a) mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgli¬ ches Salz vorliegen kann und das in der Haut die Freisetzung von Wachstumsfaktoren wie z.B. TGF-ß und nachfolgend die Collagen- und/oder Fibronectinsynthese stimuliert und b) mindestens ein Tripeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg-Phe-Lys des Thrombospondins I den Wachstumsfaktor TGF-ß und damit die Colla¬ gen- und/oder Fibronectinsynthese aktiviert, enthalten.The present invention relates to cosmetic or dermatological compositions for the topical treatment of the skin, which are in a suitable cosmeti¬ or dermatological carrier a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and / or be esterified and / or can be present as a physiologically acceptable salt and that in the skin, the release of growth factors such as TGF-ß and subsequently the collagen and / or Fibronectinsynthese stimulates and b) at least one tripeptide which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and by binding to the sequence Arg-Phe-Lys Thrombospondin I the growth factor TGF-ß and thus the Colla¬ gene and / or fibronectin synthesis activated.
Ein weiterer Gegenstand der vorliegenden Erfindung sind kosmetische oder dermatologi¬ sche Zusammensetzungen zur topischen Behandlung der Haut, die in einem geeigneten kosmetischen oder dermatologischen Träger a) mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch ver¬ trägliches Salz vorliegen kann und das in der Haut die Freisetzung von Wachstumsfakto¬ ren wie z.B. TGF-ß und nachfolgend die Collagen- und/ oder Fibronectinsynthese stimu¬ liert, b) mindestens ein Tripeptid, das acyliert und/oder verestert sein und/oder als physi¬ ologisch verträgliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg- Phe-Lys des Thrombospondins I den Wachstumsfaktor TGF-ß und damit die Collagen- und/oder Fibronectinsynthese aktiviert, und zusätzlich zu den Komponenten a) und b) c) mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das die Collagensynthese in dermalen Fibroblasten nach einem anderen Mechanismus als das Peptid a) oder b) stimuliert, enthalten.Another object of the present invention are cosmetic or dermatologi¬ cal compositions for topical treatment of the skin, in a suitable cosmetic or dermatological carrier a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and or esterified and / or can be present as a physiologically acceptable salt and which stimulates the release of growth factors such as TGF-β in the skin and subsequently collagen and / or fibronectin synthesis, b) at least one tripeptide, which may be acylated and / or esterified and / or present as a physiologically acceptable salt and which activates the growth factor TGF-β and thus the collagen and / or fibronectin synthesis by binding to the sequence Arg-Phe-Lys of thrombospondin I, and in addition to the components a) and b) c) at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and / or be esterified and / or may be present as a physiologically acceptable salt and that stimulates collagen synthesis in dermal fibroblasts by a mechanism other than the peptide a) or b) stimulated.
In einer bevorzugten Ausführungsform der Erfindung ist mindestens ein Peptid vom Typ a, b oder c zur Verbesserung der Penetration in die Haut mit einer, bevorzugt linearen, C8-C22-Fettsäure N-acyliert und/oder verestert und liegt gegebenenfalls als physiologisch verträgliches Salz vor. Dabei ist die Fettsäure besonders bevorzugt gesättigt, kann in einer anderen bevorzugten Ausführungsform aber auch einfach, zweifach oder dreifach ungesättigt sein. Zur N-Acylierung und/oder Veresterung besonders bevorzugt sind C12- C18-Fettsäuren, insbesondere Laurinsäure, Myristinsäure, Palmitinsäure, Stearinsäure und Elaidinsäure ((E)-9-Octadecensäure); ganz besonders bevorzugt ist Palmitinsäure (C16). Besonders bevorzugt ist weiterhin, dass alle verwendeten Peptide vom Typ a, b und c derartig N-acyliert und/oder verestert sind. Ebenfalls bevorzugt ist die Substitution von mindestens einem der Peptide vom Typ a, b oder c mit einer Benzyloxycarbonyl- gruppe an der terminalen Aminogruppe.In a preferred embodiment of the invention, at least one peptide of the type a, b or c is N-acylated and / or esterified with a, preferably linear, C 8 -C 22 -fatty acid to improve the penetration into the skin and is optionally physiologically tolerable Salt in front. In this case, the fatty acid is particularly preferably saturated, but in another preferred embodiment may also be mono-, di- or tri-unsaturated. Particularly preferred for N-acylation and / or esterification are C 12 -C 18 -fatty acids, in particular lauric acid, myristic acid, palmitic acid, stearic acid and elaidic acid ((E) -9-octadecenoic acid); very particularly preferred is palmitic acid (C 16 ). It is furthermore particularly preferred that all peptides of the type a, b and c used are N-acylated and / or esterified in this way. Also preferred is the substitution of at least one of the peptides of the type a, b or c with a benzyloxycarbonyl group at the terminal amino group.
Ein erfindungsgemäß bevorzugtes Peptid vom Typ a ist das Tripeptid Gly-His-Lys, das z. B. unter der Bezeichnung „Omega-CH-Aktivator" von der Firma GfN oder in N-acylier- ter Form (N-Palmitoyl-Gly-His-Lys) unter der Bezeichnung Biopeptide CL von Sederma erhältlich ist, darüber hinaus (in acylierter Form) auch einen Bestandteil des Produktes Matrixyl 3000 von Sederma darstellt. Das Tripeptid Gly-His-Lys, dessen INCI-Bezeich- nung zum Anmeldezeitpunkt laut CTFA-online.org Tripeptide-1 lautet, kann auch als Kupfersalz (Cu2+) eingesetzt werden und ist als solches über ProCyte Corporation zu beziehen. Weiterhin können Analoga von Gly-His-Lys eingesetzt werden, wobei maximal zwei Aminosäuren durch geeignete andere Aminosäuren substituiert sind. Zur Substitu¬ tion von Glycin sind erfindungsgemäß Alanin, Leucin und Isoleucin geeignet. Die erfin¬ dungsgemäß bevorzugten Aminosäuren, die Histidin oder Lysin ersetzen können, bein¬ halten eine Seitenkette mit einem Stickstoffatom, das bei pH 6 überwiegend geladen vorliegt, z. B. Prolin, Lysin, Arginin, Histidin, Desmosin und Isodesmosin. Besonders bevorzugt wird Lysin durch Arginin, Ornithin oder Citrullin ersetzt. Ein weiteres erfin¬ dungsgemäß bevorzugtes Typ a-Peptid ist dementsprechend Gly-His-Arg (INCI-Bezeich- nung: zum Prioritätszeitpunkt Tripeptide-3, zum Zeitpunkt der Anmeldung Tripeptide-4) sowie dessen Derivat N-Myristoyl-Gly-His-Arg, das z. B. unter der Handelsbezeichnung Collasyn 314-GR von Therapeutic Peptide Inc. erhältlich ist. Weitere erfindungsgemäß bevorzugte Peptide des Typs a) sind ausgewählt aus der Gruppe, die das Tetrapeptid Rigin, Rigin-basierte Tetrapeptide sowie ALAMCAT-Tetra- peptide umfasst.An inventively preferred peptide of type a is the tripeptide Gly-His-Lys, z. B. under the name "Omega-CH activator" by the company GfN or in N-acylierter ter form (N-palmitoyl-Gly-His-Lys) under the name Biopeptide CL of Sederma is available, moreover (in acylated Former) is also a component of the product Matrixyl 3000 from Sederma The tripeptide Gly-His-Lys, whose INCI name at the time of filing according to CTFA-online.org is tripeptide-1, can also be used as a copper salt (Cu 2+ ) In addition, analogues of Gly-His-Lys can be used, with a maximum of two amino acids being substituted by suitable other amino acids.For the substitution of glycine, alanine, leucine and isoleucine are suitable according to the invention According to the invention, preferred amino acids which can replace histidine or lysine include a side chain having a nitrogen atom which is predominantly charged at pH 6, for example proline, lysine, arginine, histidine, De smosine and isodesmosine. Most preferably, lysine is replaced by arginine, ornithine or citrulline. A further preferred type a peptide according to the invention is accordingly Gly-His-Arg (INCI name: tripeptide-3 at the time of priority, tripeptide-4 at the time of application) and its derivative N-myristoyl-Gly-His-Arg , the Z. Commercially available from Therapeutic Peptide Inc. under the trade name Collasyn 314-GR. Further peptides of the type a) preferred according to the invention are selected from the group comprising the tetrapeptide rigine, rigine-based tetrapeptides and ALAMCAT tetrapeptides.
Rigin weist die Sequenz Gly-Gln-Pro-Arg auf. Rigin-basierte Tetrapeptide umfassen die Rigin-Analoga und Rigin-Derivate, insbesondere das erfindungsgemäß besonders bevor¬ zugte N-Palmitoyl-Gly-Gln-Pro-Arg, das z. B. unter der Bezeichnung Eyeliss von Seder- ma erhältlich ist, aber auch einen Bestandteil des Produktes Matrixyl 3000 von Sederma darstellt. Zu den Rigin-Analoga zählen solche, bei denen die vier Aminosäuren umarran¬ giert sind und/oder bei denen gegenüber Rigin maximal zwei Aminosäuren substituiert sind, z. B. die Sequenz Ala-Gln-Thr-Arg. Bevorzugt beinhaltet mindestens eine der Aminosäuren der Sequenz ein Pro oder Arg. Besonders bevorzugt beinhaltet das Tetra¬ peptid sowohl Pro als auch Arg, wobei ihre Reihenfolge und Position variieren können. Die substituierenden Aminosäuren können aus jeder Aminosäure, die im folgenden definiert ist, ausgewählt werden. Besonders bevorzugte Rigin-basierte Tetrapetide um¬ fassen: Xaa-Xbb-Arg-Xcc, Xaa-Xbb-Xcc-Pro, Xaa-Xbb-Pro-Arg, Xaa-Xbb-Pro-Xcc, Xaa- Xbb-Xcc-Arg, wobei Xaa, Xbb und Xcc gleiche oder voneinander verschiedene Amino¬ säuren sein können und wobei Xaa ausgewählt ist aus GIy und den Aminosäuren, die GIy substituieren können, Xbb ausgewählt ist aus GIn und den Aminosäuren, die GIn substituieren können, Xcc ausgewählt ist aus Pro oder Arg und den Aminosäuren, die Pro und Arg substituieren können.Rigin has the sequence Gly-Gln-Pro-Arg. Rigin-based tetrapeptides include the Rigin analogs and Rigin derivatives, in particular the inventively particularly preferred N-palmitoyl Gly-Gln-Pro-Arg, the z. B. is available under the name Eyeliss of Sederma, but also forms part of the product Matrixyl 3000 of Sederma. The Rigin analogs include those in which the four amino acids are umarran¬ giert and / or in which compared to Rigin a maximum of two amino acids are substituted, z. For example, the sequence Ala-Gln-Thr-Arg. Preferably, at least one of the amino acids of the sequence contains a Pro or Arg. More preferably, the tetrapeptide includes both Pro and Arg, and their order and position may vary. The substituting amino acids can be selected from any amino acid defined below. Particularly preferred rigin-based tetrapetides comprise: Xaa-Xbb-Arg-Xcc, Xaa-Xbb-Xcc-Pro, Xaa-Xbb-Pro-Arg, Xaa-Xbb-Pro-Xcc, Xaa-Xbb-Xcc-Arg, wherein Xaa, Xbb and Xcc may be the same or different amino acids and wherein Xaa is selected from Gly and the amino acids which can substitute Gly, Xbb is selected from GIn and the amino acids which can substitute GIn, Xcc is selected from Pro or Arg and the amino acids that can substitute Pro and Arg.
Die bevorzugten Aminosäuren, die GIy ersetzen können, beinhalten eine aliphatische Seitenkette, z. B. ß-Ala, AIa, VaI1 Leu, Pro, Sarcosin (Sar) und lsoleucin (He). Die bevorzugten Aminosäuren, die GIn ersetzen können, beinhalten eine Seitenkette mit einer Aminogruppe, die bei neutralem pH (pH 6-7) überwiegend ungeladen vorliegt, z.B. Asn, Lys, Om, 5-Hydroxyprolin, Citrullin und Canavanin.The preferred amino acids that can replace GIy include an aliphatic side chain, e.g. B. β-Ala, Ala, VaI 1 Leu, Pro, Sarcosine (Sar) and Isoleucine (He). The preferred amino acids that can replace GIn include a side chain having an amino group predominantly uncharged at neutral pH (pH 6-7), eg, Asn, Lys, Om, 5-hydroxyproline, citrulline, and canavanine.
Die bevorzugten Aminosäuren, die Arg ersetzen können, beinhalten eine Seitenkette mit einem Stickstoffatom, das bei pH 6 überwiegend geladen vorliegt, z.B. Pro, Lys, His, Desmosin und lsodesmosin.The preferred amino acids which can replace Arg include a side chain having a nitrogen atom predominantly charged at pH 6, e.g. Pro, Lys, His, desmosine and lsodesmosin.
Als Rigin-Analoga sind erfindungsgemäß Gly-Gln-Arg-Pro und Val-Val-Arg-Pro bevor¬ zugt.According to the invention, Gly-Gln-Arg-Pro and Val-Val-Arg-Pro are preferred as Rigin analogues.
ALAMCAT-Tetrapeptide sind Tetrapeptide, die mindestens eine Aminosäure mit einer aliphatischen Seitenkette enthalten, z. B. ß-Ala, AIa, VaI, Leu, Pro, Sarcosin (Sar) und lsoleucin (He). Weiterhin beinhalten ALAMCAT-Tetrapeptide mindestens eine Amino¬ säure mit einer Seitenkette mit einer Aminogruppe, die bei neutralem pH (pH 6-7) über¬ wiegend ungeladen vorliegt, z.B. GIn, Asn, Lys, Orn, 5-Hydroxyprolin, Citrullin und Cana- vanin. Weiterhin beinhalten ALAMCAT-Tetrapeptide mindestens eine Aminosäure mit einer Seitenkette mit einem Stickstoffatom, das bei pH 6 überwiegend geladen vorliegt, z. B. Arg, Pro, Lys, His, Desmosin und Isodesmosin. Als vierte Aminosäure können ALAMCAT-Tetrapeptide jede beliebige Aminosäure enthalten; bevorzugt ist jedoch auch die vierte Aminosäure aus den drei vorstehend genannten Gruppen ausgewählt. Weitere bevorzugte Peptide des erfindungsgemäßen Typs a sind das Pentapeptid Lys- Thr-Thr-Lys-Ser und seine N-acylierten und/oder veresterten Derivate und/oder deren physiologisch verträglichen Salze, besonders bevorzugt N-Palmitoyl-Lys-Thr-Thr-Lys- Ser, das unter der Bezeichnung Matrixyl von der Firma Sederma erhältlich ist.ALAMCAT tetrapeptides are tetrapeptides containing at least one amino acid with an aliphatic side chain, e.g. B. β-Ala, Ala, VaI, Leu, Pro, Sarcosine (Sar) and Isoleucine (He). Furthermore, ALAMCAT tetrapeptides contain at least one amino acid having a side chain with an amino group which is predominantly uncharged at neutral pH (pH 6-7), for example GIn, Asn, Lys, Orn, 5-hydroxyproline, citrulline and Cana. vanin. Furthermore, ALAMCAT tetrapeptides include at least one amino acid having a side chain with a nitrogen atom predominantly charged at pH 6, e.g. Arg, Pro, Lys, His, Desmosin and Isodesmosin. As the fourth amino acid, ALAMCAT tetrapeptides may contain any amino acid; however, preferably the fourth amino acid is also selected from the three abovementioned groups. Further preferred peptides of the type a according to the invention are the pentapeptide Lys-Thr-Thr-Lys-Ser and its N-acylated and / or esterified derivatives and / or their physiologically tolerated salts, particularly preferably N-palmitoyl-Lys-Thr-Thr-Lys Ser, available under the name Matrixyl from Sederma.
Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acy- liert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das in der Haut die Freisetzung von Wachstumsfaktoren wie z.B. TGF-ß und nach¬ folgend die Collagen- und/oder Fibronectinsynthese stimuliert (Typ a), in einer Gesamtmenge von 0,000001 - 2 - 5 Gew.-%, bevorzugt 0,00001 - 0,5 - 1 Gew.-%, besonders bevorzugt 0,0001 - 0,1 Gew.-% und außerordentlich bevorzugt 0,0025 - 0,01 Gew.-%, jeweils bezogen auf den Gehalt an Aktivsubstanz in der gesamten Zusammen¬ setzung, enthalten.Particularly preferred compositions according to the invention are characterized in that they contain at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and / or esterified and / or can be present as a physiologically acceptable salt and in the skin the release of growth factors such as TGF-β and subsequently stimulates collagen and / or fibronectin synthesis (type a), in a total amount of 0.000001-2.5% by weight, preferably 0.00001-0.5-1% by weight , Particularly preferably 0.0001 - 0.1 wt .-% and most preferably 0.0025 - 0.01 wt .-%, each based on the content of active substance in the Gesamtzusammen¬ tion included.
Erfindungsgemäß bevorzugte Peptide vom Typ b sind ausgewählt aus Lys-Val-Lys, Lys- Val-Dab (Dab = Diaminobuttersäure), Lys-Phe-Lys, Lys-Ile-Lys, Dab-Val-Lys, Lys-Val- Om, Lys-Val-Dap (Dap = Diaminopropionsäure) und Dap-Val-Lys, den Tripeptidsequen- zen, die Gegenstand der WO 2004/099237 A1 sind, sowie den N-acylierten und/oder veresterten Derivaten dieser Tripeptide und/oder deren physiologisch verträglichen Salzen. Ein 'besonders bevorzugtes Peptid vom Typ b ist Palmitoyl-Lys-Val-Lys, z. B. erhältlich von der Firma Pentapharm unter der Bezeichnung SYN®-COLL Gemäß CTFA-online.org lautet die INCI-Bezeichnung von SYN®-COLL zum Zeitpunkt dieser Anmeldung Palmitoyl Tripeptide-5, allerdings wird als „technical name" Palmitoyl Tripeptide-3 angegeben.Preferred peptides of the type b are selected from Lys-Val-Lys, Lys-Val-Dab (Dab = diaminobutyric acid), Lys-Phe-Lys, Lys-Ile-Lys, Dab-Val-Lys, Lys-Val-Om, Lys-Val-Dap (Dap = diaminopropionic acid) and Dap-Val-Lys, the Tripeptidsequen- zen, which are the subject of WO 2004/099237 A1, and the N-acylated and / or esterified derivatives of these tripeptides and / or their physiologically acceptable Salt. A particularly preferred type b peptide is palmitoyl-Lys-Val-Lys, e.g. As available from Pentapharm under the name SYN ® -COLL According CTFA-online.org is the INCI name of SYN ® -COLL at the time of this application, palmitoyl tripeptide-5, but is called "technical name" palmitoyl tripeptide-3 specified.
Gemäß CTFA-online.org steht aktuell, das heißt, zum Zeitpunkt dieser Anmeldung, die INCI-Bezeichnung Tripeptide-3 für ein Tripeptid mit den Bausteinen GIy, Ser und VaI, das unter der Handelsbezeichnung ATPeptide erhältlich ist. Im Prioritätszeitpunkt dieser Anmeldung lautete die INCI-Bezeichnung für das Handelsprodukt ATPeptide Tripeptide- 4. Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens ein Tripeptid, das N-acyliert und/oder verestert sein und/ oder als physiologisch verträgliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg-Phe-Lys des Thrombospondins I den Wachstumsfaktor TGF-ß und damit die Collagen- und/oder Fibronectinsynthese aktiviert (Typ b), in einer Gesamtmenge von 0,000001 - 2 - 5 Gew.-%, bevorzugt 0,00001 - 0,5 - 1 Gew.-%, besonders bevorzugt 0,0001 - 0,1 Gew.-% und außerordentlich bevorzugt 0,005 - 0,01 Gew.-%, jeweils be¬ zogen auf den Gehalt an Aktivsubstanz in der gesamten Zusammensetzung, enthalten.According to CTFA-online.org, currently, that is, at the time of this application, the INCI name tripeptides-3 for a tripeptide with the building blocks GIy, Ser and VaI, which is available under the trade name ATPeptide. The priority date of this application was the INCI name for the commercial product ATPeptide Tripeptide-4. Particularly preferred compositions according to the invention are characterized in that they contain at least one tripeptide which can be N-acylated and / or esterified and / or as a physiologically acceptable salt and which binds to the sequence Arg-Phe-Lys of thrombospondin I Growth factor TGF-ß and thus the collagen and / or fibronectin synthesis activated (type b), in a total amount of 0.000001 - 2 - 5 wt .-%, preferably 0.00001 - 0.5 - 1 wt .-%, particularly preferably 0.0001 to 0.1% by weight and, most preferably, 0.005 to 0.01% by weight, in each case based on the content of active substance in the overall composition.
Erfindungsgemäß bevorzugte Peptide des Typs c sind ausgewählt aus dem Hexapeptid Val-Gly-Val-Ala-Pro-Gly, den N-acylierten und/oder veresterten Derivaten und/oder den physiologisch verträglichen Salzen hiervon, besonders bevorzugt N-Palmitoyl-Val-Gly- Val-Ala-Pro-Gly, das unter der Bezeichnung Biopeptide EL von der Firma Sederma er¬ hältlich ist. Weitere erfindungsgemäß bevorzugte Peptide des Typs c sind die Hexapep- tide und/oder deren N-acylierten Derivate Ala-Asp-Leu-Lys-Pro-Thr (Hexapeptide-3, z. B. Peptide 02 von Vincience), das Hexapeptid-Derivat, das unter der Handelsbezeichnung Argireline von Lipotec erhätllich ist und das am Prioritätstag dieser Anmeldung laut CTFA-online.org die INCI-Bezeichnung „Acetyl-Hexapeptide-3" trug, während am Anmeldetag dieser Anmeldung die INCI-Bezeichnung „Acetyl-Hexapeptide-8" lautet und „Acetyl-Hexapeptide-3" als „technical name" angegeben wird, Hexapeptide-4 (enthaltend Lysin-, Threonin- und Serin-Bausteine, z. B. Collasyn 6KS von Therapeutic Peptide Inc. (TPI)), Myristoyl Hexapeptide-4 (z. B. Lipopeptide M 230 von TPI), Hexapeptide-5 (ent¬ haltend Glutaminsäure-, Isoleucin-, Prolin-, Tyrosin- und Valin-Bausteine, z. B. Collasyn 6VY von TPI), Myristoyl Hexapeptide-5 (z. B. Collasyn 614VY von TPI), Hexapeptide-6, enthaltend Alanin-, Arginin- und Methionin-Bausteine, ein Hexapeptid, das unter der Handelsbezeichnung Collasyn 614VG von TPI erhältlich ist und das am Prioritätstag dieser Anmeldung die INCI-Bezeichnung Myristoyl Hexapeptide-6 trug, während es am Anmeldetag dieser Anmeldung laut CTFA-online.org die INCI-Bezeichnung Myristoyl Hexapeptide-12 hat („technical name" = Myristoyl Hexapeptide-6), Hexapeptide-8 (z. B. Collasyn 6KS von TPI), ein Hexapeptid-Derivat mit den Bausteinen Lysin, Serin und Threonin, das unter der Handelsbezeichnung Collasyn Lipo-6KS von TPI erhältlich ist und dessen INCI-Bezeichnung am Prioritätstag Myristoyl Hexapeptide-8 lautete, während es am Anmeldetag dieser Anmeldung Myristoyl Hexapeptide-13 heißt, Hexa- peptide-9 (z. B. Collaxyl von Vincience) und Hexapeptide-10 (z. B. Seriseline von Lipotec). Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acy- liert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das die Collagensynthese in dermalen Fibroblasten nach einem anderen Mechanis¬ mus als das Peptid a) oder b) stimuliert (Typ c), in einer Gesamtmenge von 0,000001 - 2 - 5 Gew.-%, bevorzugt 0,00001 - 0,5 - 1 Gew.-%, besonders bevorzugt 0,0001 - 0,1 Gew.-% und außerordentlich bevorzugt 0,001 - 0,01 Gew.-%, jeweils bezogen auf den Gehalt an Aktivsubstanz in der gesamten Zusammensetzung, enthalten.Peptides of the type c which are preferred according to the invention are selected from the hexapeptide Val-Gly-Val-Ala-Pro-Gly, the N-acylated and / or esterified derivatives and / or the physiologically tolerable salts thereof, particularly preferably N-palmitoyl-Val-Gly Val-Ala-Pro-Gly, which is available under the name Biopeptide EL from Sederma. Further peptides of the type c which are preferred according to the invention are the hexapep tides and / or their N-acylated derivatives Ala-Asp-Leu-Lys-Pro-Thr (hexapeptide-3, for example peptides 02 from Vincience), the hexapeptide derivative , which is available under the trade name Argireline from Lipotec and on the priority date of this application according to CTFA-online.org the INCI name "acetyl-hexapeptide-3" wore, while the filing date of this application, the INCI name "acetyl-hexapeptide-8 "and" acetyl-hexapeptide-3 "is given as" technical name ", hexapeptide-4 (containing lysine, threonine and serine building blocks, eg Collasyn 6KS from Therapeutic Peptide Inc. (TPI)), myristoyl Hexapeptide-4 (eg Lipopeptide M 230 from TPI), hexapeptide-5 (containing glutamic acid, isoleucine, proline, tyrosine and valine building blocks, eg Collasyn 6VY from TPI), myristoyl hexapeptides -5 (eg Collasyn 614VY from TPI), hexapeptide-6, containing alanine, arginine and methionine building blocks, a hexane apeptid, available under the tradename Collasyn 614VG from TPI and bearing the INCI name myristoyl hexapeptide-6 on the priority date of this application, while having the INCI name Myristoyl Hexapeptide-12 on the filing date of this application according to CTFA-online.org ( "Technical name" = myristoyl hexapeptide-6), hexapeptide-8 (e.g. TPI's Collasyn 6KS), a hexapeptide derivative with the building blocks lysine, serine and threonine, which is available under the tradename Collasyn Lipo-6KS from TPI and whose INCI name on the priority date was myristoyl hexapeptide-8, at the filing date Myristoyl hexapeptide-13, hexa-peptide-9 (eg, Collaxyl from Vincience), and hexapeptide-10 (eg, Seriseline from Lipotec). Particularly preferred compositions according to the invention are characterized in that they contain at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and / or esterified and / or can be present as a physiologically acceptable salt and the collagen synthesis in dermal fibroblasts is stimulated by a different mechanism than the peptide a) or b) (type c), in a total amount of 0.000001-2.5% by weight, preferably 0.00001-0.5 1 wt .-%, particularly preferably 0.0001 - 0.1 wt .-% and most preferably 0.001 - 0.01 wt .-%, each based on the content of active substance in the total composition included.
In einer weiteren bevorzugten Ausführungsform der Erfindung ist neben den Peptiden vom Typ a und b und ggf. c mindestens ein weiterer kosmetischer Wirkstoff enthalten, der die kosmetische Wirkung der erfindungsgemäß verwendeten Peptide vom Typ a und/oder b und/oder ggf. c in unerwarteter Weise steigert und der ausgewählt ist aus Monomeren, Oligomeren ohne stimulierende Wirkung auf die Collagen- und/oder Fibro- nectinsynthese und Polymeren von Aminosäuren, N-C2-C24-Acylaminosäuren, den Estern und/oder den physiologisch verträglichen Salzen dieser Substanzen, DNA- oder RNA-Oligonucleotiden, natürlichen Betainverbindungen, Vitaminen, Provitaminen und Vitaminvorstufen der Gruppen A, B, C, E, H und K und den Estern der vorgenannten Substanzen, α-Hydroxycarbonsäuren, α-Ketocarbonsäuren, ß-Hydroxycarbonsäuren und deren Ester-, Lacton- oder Salzform, Flavonoiden und Flavonoid-reichen Pflanzen¬ extrakten, Isoflavonoiden und Isoflavonoid-reichen Pflanzenextrakten, Polyphenolen und Polyphenol-reichen Pflanzenextrakten, Ubichinon und Ubichinol sowie deren Derivaten, Silymarin, Ectoin, anorganischen und organischen UV-Filtersubstanzen, selbstbräunen¬ den, hautaufhellenden, hautberuhigenden, feuchtigkeitsspendenden und sebumregulie- renden Wirkstoffen sowie Mischungen dieser Wirkstoffe.In a further preferred embodiment of the invention, in addition to the peptides of type a and b and optionally c, at least one further cosmetic active ingredient containing the cosmetic effect of the peptides used according to the invention type a and / or b and / or optionally c in unexpected Is increased and which is selected from monomers, oligomers without stimulating effect on collagen and / or fibronectin synthesis and polymers of amino acids, NC 2 -C 24 -acylamino acids, the esters and / or the physiologically tolerable salts of these substances, DNA or RNA oligonucleotides, natural betaine compounds, vitamins, provitamins and vitamin precursors of groups A, B, C, E, H and K and the esters of the aforementioned substances, α-hydroxycarboxylic acids, α-ketocarboxylic acids, β-hydroxycarboxylic acids and their ester, lactone - or salt form, flavonoids and flavonoid-rich Pflanzen¬ extracts, isoflavonoids and isoflavonoid-rich plant extracts, polyphenols and polyphenol-rich plant extracts, ubiquinone and ubiquinol and their derivatives, silymarin, ectoine, inorganic and organic UV filter substances, self-tanning, skin-lightening, skin-soothing, moisturizing and sebum-regulating active ingredients and mixtures of these active substances.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben dem Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das in der Haut die Freisetzung von Wachstumsfaktoren wie z.B. TGF-ß stimuliert und dem Tripeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg-Phe-Lys des Thrombospondins I den Wachstumsfaktor TGF-ß aktiviert, mindestens einen weite¬ ren kosmetischen Wirkstoff, der ausgewählt ist aus Monomeren, Oligomeren ohne stimu¬ lierende Wirkung auf die Collagen- und/oder Fibronectinsynthese und Polymeren von Aminosäuren, N-C2-C24-Acylaminosäuren und/oder den Estern und/oder den physiolo¬ gisch verträglichen Salzen dieser Substanzen.In a further preferred embodiment, the compositions according to the invention contain, in addition to the di-, tri-, tetra-, penta- or hexapeptide, which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and that in the skin stimulates the release of growth factors such as TGF-ß and the tripeptide, which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and by binding to the sequence Arg-Phe-Lys of thrombospondin I the growth factor TGF At least one further cosmetic active ingredient which is selected from monomers, oligomers without stimulating effect on collagen and / or fibronectin synthesis and polymers of Amino acids, NC 2 -C 24 -acylamino acids and / or the esters and / or the physiologically tolerable salts of these substances.
Erfindungsgemäß bevorzugte Monomere der Aminosäuren und/oder der N-C2-C24-Acyl- aminosäuren und/oder deren Estern sind ausgewählt aus Alanin, Arginin, Asparagin, Asparaginsäure, Canavanin, Citrullin, Cystein, Cystin, Dipalmitoylhydroxyprolin, Desmo- sin, Glutamin, Glutaminsäure, Glycin, Histidin, Homophenylalanin, Hydroxylysin, Hydro- xyprolin, Isodesmosin, Isoleucin, Leucin, Lysin, Methionin, Methylnorleucin, Ornithin, Phenylalanin, Prolin, Pyroglutaminsäure, Sarcosin, Serin, Taurin, Threonin, Thyroxin, Tryptophan, Tyrosin, Valin, N-Acetyl-L-cystein, Zinkpyroglutamat, Natriumoctanoylgluta- mat, Natriumdecanoylglutamat, Natriumlauroylglutamat, Natriummyristoylglutamat, Natriumcetoylglutamat und Natriumstearoylglutamat. Besonders bevorzugt sind Lysin, Serin, Zink- und Natniumpyroglutamat und Natriumlauroylglutamat. Der C2 - C24-Acylrest, mit dem die genannten Aminosäuren an der Aminogruppe deriva- tisiert sind, ist bevorzugt ausgewählt aus einem Acetyl-, Propanoyl-, Butanoyl-, Penta- noyl-, Hexanoyl-, Heptanoyl-, Octanoyl-, Nonanoyl-, Decanoyl-, Undecanoyl-, Lauroyl-, Tridecanoyl-, Myristoyl-, Pentadecanoyl-, Cetoyl-, Palmitoyl-, Stearoyl-, Elaidoyl-, Arachi- doyl- oder Behenoyl-Rest. Mischungen von C8-Ci8-Acylresten werden auch als Cocoyl- Rest bezeichnet und sind ebenfalls bevorzugte Substituenten.Monomers of the amino acids and / or of the NC 2 -C 24 -acylamino acids and / or esters thereof which are preferred according to the invention are selected from alanine, arginine, asparagine, aspartic acid, canavanine, citrulline, cysteine, cystine, dipalmitoylhydroxyproline, desmosine, glutamine, Glutamic acid, glycine, histidine, homophenylalanine, hydroxylysine, hydroxyproline, isodesmosine, isoleucine, leucine, lysine, methionine, methylnorleucine, ornithine, phenylalanine, proline, pyroglutamic acid, sarcosine, serine, taurine, threonine, thyroxine, tryptophan, tyrosine, valine, N-acetyl-L-cysteine, zinc pyroglutamate, sodium octanoylglutamate, sodium decanoylglutamate, sodium lauroylglutamate, sodium myristoylglutamate, sodium cetoylglutamate and sodium stearoylglutamate. Particularly preferred are lysine, serine, zinc and Natniumpyroglutamat and sodium lauroylglutamate. The C 2 -C 24 -acyl radical with which the abovementioned amino acids are derivatized on the amino group is preferably selected from an acetyl, propanoyl, butanoyl, pentanoyl, hexanoyl, heptanoyl, octanoyl, Nonanoyl, decanoyl, undecanoyl, lauroyl, tridecanoyl, myristoyl, pentadecanoyl, cetoyl, palmitoyl, stearoyl, elaidoyl, arachidoyl or behenoyl radicals. Mixtures of C 8 -C 8 -acyl radicals are also referred to as cocoyl radical and are likewise preferred substituents.
Mit den vorgenannten C2 - C24-Acylresten können die Aminosäuren, die eine OH-Gruppe tragen, auch an dieser OH-Gruppe verestert sein. Ein erfindungsgemäß bevorzugtes Beispiel hierfür ist Hydroxyprolin, das mit zwei, bevorzugt linearen, CrC^-Fettsäure- resten N-acyliert und verestert ist, besonders bevorzugt Dipalmitoylhydroxyprolin, das z. B. unter der Bezeichnung Sepilift DPHP von der Firma Seppic erhältlich ist.With the abovementioned C 2 -C 24 -acyl radicals, the amino acids which carry an OH group can also be esterified at this OH group. A preferred example of this according to the invention is hydroxyproline, which is N-acylated and esterified with two, preferably linear, C 1 -C 4 -fatty acid residues, more preferably dipalmitoylhydroxyproline, which is e.g. B. Sepilift DPHP available from the company Seppic.
Die physiologisch verträglichen Salze der erfindungsgemäß bevorzugten Peptid- oder Aminosäure-Wirkstoffe, die Säuregruppen enthalten und Salze bilden können, sind bevorzugt ausgewählt aus den Ammonium-, Alkalimetall-, Magnesium-, Calcium-, Alu¬ minium-, Zink- und Mangan-Salzen. Besonders bevorzugt sind die Natrium-, Kalium-, Magnesium-, Aluminium-, Zink- und Mangan-Salze.The physiologically tolerated salts of the inventively preferred peptide or amino acid active substances containing acid groups and can form salts are preferably selected from the ammonium, alkali metal, magnesium, calcium, Alu¬ minium, zinc and manganese salts , Particularly preferred are the sodium, potassium, magnesium, aluminum, zinc and manganese salts.
Erfindungsgemäß bevorzugte Oligomere der Aminosäuren und/oder der N-C2-C24-Acyl- aminosäuren bestehen aus 2 bis 19 Aminosäureeinheiten. Die erfindungsgemäß beson¬ ders bevorzugten Oligomere der Aminosäuren, N-C2-C24-Acylaminosäuren, ihrer Ester und deren physiologisch verträglicher Salze ohne stimulierende Wirkung auf die Colla¬ gen- und/oder Fibronectinsynthese sind ausgewählt aus Di-, Tri-, Tetra-, Penta-, Hexa- oder Pentadecapeptiden, die N-acyliert und/oder verestert sein und/oder als physiolo¬ gisch verträgliches Salz vorliegen können. Erfindungsgemäß besonders bevorzugte, gegebenenfalls N-acylierte und/ oder veresterte Dipeptide sind Acetyl-Citrullyl-Arginin (z. B. Exsy-Algine von Exsymol), Tyr-Arg (Dipeptide-1), Val-Trp (Dipeptide-2), Asn-Phe, Asp-Phe, N-Palmitoyl-ß-Ala-His, N-Acetyl-Tyr-Arg-hexyldecylester (z. B. Calmosensine von Sederma), Carnosin (ß-Ala-His) und N-Palmitoyl-Pro-Arg. Erfindungsgemäß beson¬ ders bevorzugte, gegebenenfalls N-acylierte und/oder veresterte Tripeptide sind Lys-Pro- VaI, Tyr-Tyr-Val, Tyr-Val-Tyr, Val-Tyr-Val (Tripeptide-2), ein unter der Handelsbezeich¬ nung ATPeptide erhältlices und über IMPAG zu beziehendes Tripeptid), His-Ala-Orn und N-Acetyl-Arg-Lys-Arg-NH2. Erfindungsgemäß besonders bevorzugte, gegebenenfalls N-acylierte und/oder veresterte Pentapeptide sind N-Palmitoyl-Tyr-Gly-Gly-Phe-Met, VaI- Val-Arg-Pro-Pro, N-Palmitoyl-Tyr-Gly-Gly-Phe-Leu, Gly-Pro-Phe-Pro-Leu und N-Benzyl- oxycarbonyl-Gly-Pro-Phe-Pro-Leu (die beiden letztgenannten stellen Serinproteinase- Inhibitoren zur Inhibition der Desquamation dar). Erfindungsgemäß besonders bevorzug¬ te, gegebenenfalls N-acylierte und/oder veresterte Hexapeptide sind Ala-Arg-His-Leu- Phe-Trp (Hexapeptide-1), Acetyl Hexapeptide-1 (z. B. Modulene von Vincience), ein Hexapeptid-Derivat, das unter der Handelsbezeichnung SNAP-7 von Centerchem erhält¬ lich ist und dessen INCI-Bezeichnung am Prioritätstag laut CTFA-online.org „Acetyl Glutamyl Hexapeptide-1" lautete, während zum Zeitpunkt dieser Anmeldung die INCI- Bezeichnung am Prioritätstag laut CTFA-online.org „Acetyl Glutamyl Hexapeptide-6" läutet und „Acetyl Glutamyl Hexapeptide-1" als sog. „technical name" angegeben ist, weiterhin Hexapeptide-2 (z. B. Melanostatine-DM von Vincience), Val-Val-Arg-Pro-Pro- Pro, Ala-Arg-His-Methylnorleucin-Homophenylalanin-Trp (Hexapeptide-7) und Hexapep- tide-11 (z. B. Peptamide-6 von Arch Personal Care). Ein erfindungsgemäß besonders bevorzugtes Pentadecapeptid ist z. B. der Rohstoff Vinci 01 von Vincience (Pentadeca- peptide-1). Ein weiteres erfindungsgemäß besonders bevorzugtes optionales Amino- säureoligomer ohne Einfluss auf die Collagen- und/oder Fibronectinsynthese ist das Peptidderivat L-Glutamylaminoethyl-indol (z. B. erhältlich unter der Handelsbezeichnung „Glistin" von Exsymol).Oligomers of the amino acids and / or the NC 2 -C 24 -acylamino acids which are preferred according to the invention consist of 2 to 19 amino acid units. The oligomers of the amino acids, NC 2 -C 24 -acylamino acids, their esters and their physiologically acceptable salts without particularly stimulating effect on collagen gene and / or fibronectin synthesis are selected from di-, tri-, tetra-, Penta, hexa or pentadecapeptides which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt. Particularly preferred, optionally N-acylated and / or esterified dipeptides according to the invention are acetyl-citrullyl-arginine (eg Exsy-algins of exsymol), Tyr-Arg (dipeptide-1), Val-Trp (dipeptide-2), Asn -Phe, Asp-Phe, N-palmitoyl-.beta.-Ala-His, N-acetyl-Tyr-Arg-hexyldecylester (eg, calmosensins from Sederma), carnosine (.beta.-Ala-His), and N-palmitoyl-Pro Arg. Particularly preferred according to the invention, optionally N-acylated and / or esterified tripeptides are Lys-Pro-VaI, Tyr-Tyr-Val, Tyr-Val-Tyr, Val-Tyr-Val (tripeptides-2), an under the trade name ATPeptide receives lices and tripeptide to be obtained via IMPAG), His-Ala-Orn and N-acetyl-Arg-Lys-Arg-NH 2 . N-palmitoyl-Tyr-Gly-Gly-Phe-Met, VaI-Val-Arg-Pro-Pro, N-palmitoyl-Tyr-Gly-Gly-Phe-, N-palmitoyl-Tyr-Gly-Gly-Phe-Met, which are particularly preferred according to the invention, optionally N-acylated and / or esterified pentapeptides. Leu, Gly-Pro-Phe-Pro-Leu and N-Benzyl-oxycarbonyl-Gly-Pro-Phe-Pro-Leu (the latter two are serine proteinase inhibitors for the inhibition of desquamation). According to the invention, particularly preferred, optionally N-acylated and / or esterified hexapeptides are Ala-Arg-His-Leu-Phe-Trp (hexapeptide-1), acetyl hexapeptide-1 (eg modulenes from Vincience), a hexapeptide Derivative which is available under the trade name SNAP-7 from Centerchem and whose INCI name on the priority date was "acetyl glutamyl hexapeptide-1" according to CTFA-online.org, while at the time of this application the INCI name was given on the priority date according to CTFA -online.org "acetyl glutamyl hexapeptide-6" rings and "acetyl glutamyl hexapeptide-1" is indicated as so-called "technical name", furthermore hexapeptide-2 (eg melanostatine-DM from Vincience), Val-Val Arg-Pro-Pro-Pro, Ala-Arg-His-methylnorleucine-homophenylalanine-Trp (hexapeptide-7) and hexapepten-11 (eg Peptamide-6 from Arch Personal Care). An inventively particularly preferred pentadecapeptide is z. For example, the raw material Vinci 01 from Vincience (Pentadeca- peptide-1). Another inventively particularly preferred optional amino acid oligomer without influence on collagen and / or Fibronectinsynthese is the peptide derivative L-glutamylaminoethyl-indole (eg, available under the trade name "Glistin" of exsymol).
Erfindungsgemäß bevorzugte Polymere der Aminosäuren und/oder der N-C2-C24-Acyl- aminosäuren bestehen aus 20 bis 100 Aminosäureeinheiten. Erfindungsgemäß beson¬ ders bevorzugte Polymere der Aminosäuren und/oder der N-C2-C24-Acylaminosäuren sind ausgewählt aus pflanzlichen und tierischen Proteinhydrolysaten und/oder Proteinen. Tierische Proteinhydrolysate sind z. B. Elastin-, Collagen-, Keratin-, Seiden- und Milch- eiweiß-Proteinhydrolysate, die auch in Form von Estern und/oder Salzen vorliegen können. Erfindungsgemäß bevorzugt sind pflanzliche Proteinhydrolysate, z. B. Soja-, Weizen-, Mandel-, Erbsen-, Kartoffel- und Reisproteinhydrolysate. Entsprechende Handelsprodukte sind z. B. DiaMin® (Diamalt), Gluadin® (Cognis), Lexein® (Inolex) und Crotein® (Croda). Besonders bevorzugt sind Sojaproteinhydrolysate, z. B. die Handels¬ produkte Phytokine von Coletica oder Ridulisse C von Silab. Proteinhydrolysate können naturgemäß auch monomere Aminosäuren und Oligopeptide enthalten; ihre Zusammen¬ setzung ist normalerweise nicht definiert.Preferred polymers of the amino acids and / or the NC 2 -C 24 -acylamino acids according to the invention consist of 20 to 100 amino acid units. According to the invention, particularly preferred polymers of the amino acids and / or the NC 2 -C 24 -acylamino acids are selected from plant and animal protein hydrolysates and / or proteins. Animal protein hydrolysates are z. Elastin, collagen, keratin, silk and milk protein protein hydrolysates, which may also be in the form of esters and / or salts. Vegetable protein hydrolysates, eg. Soy, wheat, almonds, peas, potato and rice protein hydrolysates. Corresponding commercial products are z. B. DiaMin® ® (Diamalt) Gluadin ® (Cognis), Lexein ® (Inolex) and Crotein ® (Croda). Particularly preferred are soy protein hydrolysates, e.g. For example, the commercial products phytokines from Coletica or Ridulisse C from Silab. Naturally, protein hydrolysates may also contain monomeric amino acids and oligopeptides; Their composition is usually not defined.
Erfindungsgemäß bevorzugt ist der Einsatz von Acylderivaten der Proteinhydrolysate, z. B. in Form ihrer Fettsäure-Kondensationsprodukte. Entsprechende Handelsprodukte sind z. B. Lamepon® (Cognis), Gluadin® (Cognis), Lexein® (Inolex), Crolastin® oder Crotein® (Croda).Preference according to the invention is the use of acyl derivatives of protein hydrolysates, z. In the form of their fatty acid condensation products. Corresponding commercial products are z. B. Lamepon ® (Cognis), Gluadin ® (Cognis), Lexein ® (Inolex), Crolastin ® ® or Crotein (Croda).
Erfindungsgemäß bevorzugt sind auch kationisierte Proteinhydrolysate. Besonders bevorzugt sind kationische Proteinhydrolysate, deren zugrunde liegender Proteinanteil ein Molekulargewicht von 100 bis zu 25000 Dalton, bevorzugt 250 bis 5000 Dalton auf¬ weist. Weiterhin sind unter kationischen Proteinhydrolysaten quaternierte Aminosäuren und deren Gemische zu verstehen. Weiterhin können die kationischen Proteinhydroly¬ sate auch noch weiter derivatisiert sein. Als typische Beispiele für erfindungsgemäß verwendete kationische Proteinhydrolysate und -derivate sind einige der unter den INCI- Bezeichnungen im "International Cosmetic Ingredient Dictionary and Handbook", (seventh edition 1997, The Cosmetic, Toiletry, and Fragrance Association 1101 17th Street, N.W., Suite 300, Washington, DC 20036-4702) genannten und im Handel erhält¬ lichen Produkte aufgeführt: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Steardi- monium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed SiIk, Cocodimonium Hydroxy¬ propyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Pro¬ tein, Cocodimonium Hydroxypropyl SiIk Amino Acids, Hydroxypropyl Arginine Lauryl/ Myristyl Ether HCl. Ganz besonders bevorzugt sind die kationischen Proteinhydrolysate und -derivate auf pflanzlicher Basis.Also preferred according to the invention are cationized protein hydrolysates. Particular preference is given to cationic protein hydrolyzates whose underlying protein content has a molecular weight of from 100 to 25,000 daltons, preferably from 250 to 5,000 daltons. Furthermore, cationic protein hydrolyzates are to be understood as meaning quaternized amino acids and mixtures thereof. Furthermore, the cationic protein hydrolyzates can also be further derivatized. As typical examples of inventively used cationic protein hydrolysates and derivatives are some of th under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook" (seventh edition 1997, The Cosmetic, Toiletry, and Fragrance Association 1101 17 Street, NW, Suite 300, Washington, DC 20036-4702) and commercially available products: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Stear Dimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Silica, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Cocodimonium Hydroxypropyl SiCl Amino Acids, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl. Very particular preference is given to the cationic protein hydrolysates and derivatives based on plants.
In einer weiteren bevorzugten Ausführungsform der Erfindung sind die Polymeren der Aminosäuren ausgewählt aus DNA-Reparaturenzymen.In a further preferred embodiment of the invention, the polymers of the amino acids are selected from DNA repair enzymes.
Erfindungsgemäß besonders bevorzugte DNA-Reparaturenzyme sind Photolyase und T4 Endonuclease V, letztere im weiteren mit "T4N5" abgekürzt. Diese beiden Enzyme sind im Stand der Technik bereits als sogenannte DNA-Reparatur-Enzyme bekannt. Unter DNA-Reparatur ist definitionsgemäß die Spaltung bzw. Entfernung von UV-indu- zierten Pyrimidindimeren aus der DNA zu verstehen.Particularly preferred DNA repair enzymes according to the invention are photolyase and T4 endonuclease V, the latter abbreviated to "T4N5" below. These two enzymes are already known in the art as so-called DNA repair enzymes. DNA repair is defined as the cleavage or removal of UV-induced pyrimidine dimers from the DNA.
Photolyase ist die Kurzbezeichnung für Desoxyribodipyrimidin-Photolyase bzw. DNA- Photolyase, ein Enzym mit der Klassifizierungsnummer EC 4.1.99.3. Eine besonders effi¬ ziente Photolyase stammt aus Anacystis nidulans, einem phototrophen marinen Mikro¬ organismus. Die Photolyase aus A. nidulans wird in technisch relevanten Mengen mittler¬ weile aus E. coli gewonnen. Photolyase ist zur Aktivierung auf Licht angewiesen. Das Enzym T4 Endonuclease V wird vom αfenV-Gen der Bakteriophage T4 produziert und gehört zu den Phosphodiesterasen, die die Nucleinsäuren an der (5*-3x)-Bindung hydrolytisch spalten. T4N5 ist auch ohne Lichteinfluss aktiv.Photolyase is the abbreviation for deoxyribodipyrimidine photolyase or DNA photolyase, an enzyme with the classification number EC 4.1.99.3. A particularly effi¬ tient photolyase comes from Anacystis nidulans, a phototrophic marine microorganism. The photolyase from A. nidulans is now obtained in technically relevant quantities from E. coli. Photolyase relies on light for activation. The enzyme T4 endonuclease V is produced by the αfenV gene of the bacteriophage T4 and belongs to the phosphodiesterases, which hydrolytically cleave the nucleic acids at the (5 * -3 x ) bond. T4N5 is also active without the influence of light.
Erfindungsgemäß besonders bevorzugt ist der Einsatz von liposomenverkapselten DNA- Reparaturenzymen. Liposomenverkapselte Photolyase ist im Handel z. B. unter der Pro¬ duktbezeichnung Photosome™, liposomenverkapselte T4N5 z. B. unter der Bezeichnung Ultrasome™ von der Firma AGI Dermatics, USA, erhältlich.Particularly preferred according to the invention is the use of liposome-encapsulated DNA repair enzymes. Liposome-encapsulated photolyase is commercially available for. B. under the Pro¬ duktbezeichnung Photosome ™, liposome-encapsulated T4N5 z. B. under the name Ultrasome ™ from AGI Dermatics, USA, available.
Besonders bevorzugte erfindungsgemäße Zusammensetzungen enthalten Photosome™ und/oder Ultrasome™ in Gesamtmengen von 0,1 - 10 Gew.-%, bevorzugt 0,5 - 5,0 Gew.-% und besonders bevorzugt 1 ,0 - 4,0 Gew.-%, bezogen auf die gesamte Zusam¬ mensetzung.Particularly preferred compositions according to the invention contain Photosome ™ and / or Ultrasome ™ in total amounts of 0.1-10% by weight, preferably 0.5-5.0% by weight and more preferably 1.0-0.4% by weight. %, based on the total Zusam¬ composition.
Besonders bevorzugte erfindungsgemäße Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie die Monomere, Oligomere ohne stimulierende Wirkung auf die Colla¬ gen- und/oder Fibronectinsynthese oder Polymere von Aminosäuren, N-C2-C24-Acylami- nosäuren und/oder C2-C24-Aminosäureestern und/oder den physiologisch verträglichen Salzen dieser Substanzen in einer Gesamtmenge von 0,00001 - 10 Gew.-%, bevorzugt 0,001 - 5 Gew.-% und besonders bevorzugt 0,005 - 3 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten.Particularly preferred compositions according to the invention are characterized in that they contain the monomers, oligomers without stimulating action on collagen and / or fibronectin synthesis or polymers of amino acids, NC 2 -C 24 -acylamino acids and / or C 2 -C 24 amino acid esters and / or the physiologically acceptable salts of these substances in a total amount of 0.00001 to 10 wt .-%, preferably 0.001 to 5 wt .-% and particularly preferably 0.005 to 3 wt .-%, each based on the total Composition, included.
In einer weiteren bevorzugten Ausführungsform liegen die Monomeren, Oligomeren ohne stimulierende Wirkung auf die Collagen- und/oder Fibronectinsynthese und/oder Polymeren von Aminosäuren, N-C2-C24-Acylaminosäuren, deren Estern und/oder die physiologisch verträglichen Salze dieser Substanzen in geträgerter Form vor, insbeson¬ dere aufgetragen auf feinteiligen, pulverförmigen Substraten wie Kieselgel, insbesondere Aerosil®-Typen, Talkum, Microsponges, modifizierten Stärken und Stärkederivaten, kris¬ talliner Cellulose, Cellulosepulvern, Lactoglobulinderivaten, Polymerpartikeln aus Nylon, Polyolefinen, Polycarbonaten, Polyurethanen, Polyacrylaten, (Meth)acrylat- oder (Meth)- acrylat-Vinyliden-Copolymeren, die vernetzt sein können, Polyestern, Polyamiden, PoIy- styrolen, Teflon und/oder Siliconen. Ein besonders bevorzugter Rohstoff dieser Art sind die Vegetal Filling Spheres, auf Kieselgel der Produktserie „Aerosil®" aufgebrachtes Weizenproteinhydrolysat, erhältlich von Coletica.In a further preferred embodiment, the monomers, oligomers have no stimulating effect on the collagen and / or fibronectin synthesis and / or polymers of amino acids, NC 2 -C 24 -acylamino acids, their esters and / or the physiologically tolerated salts of these substances in supported form applied before, insbeson ular finely divided, powdered substrates such as silica gel, especially Aerosil ® grades, talc, microsponges, modified starches and starch derivatives, kris¬ Talliner cellulose, cellulose powders, lactoglobulin, polymer particles of nylon, polyolefins, polycarbonates, polyurethanes, polyacrylates, (Meth) acrylate or (meth) acrylate-vinylidene copolymers, which may be crosslinked, polyesters, polyamides, polyisocyanates styrenes, Teflon and / or silicones. A particularly preferred raw material of this type are the Vegetal Filling Spheres, applied to silica gel the product series "Aerosil ®" wheat protein available from Coletica.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens ein DNA-Oligonucleotid oder ein RNA-Oligonucleotid.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of type a and b and optionally c, at least one DNA oligonucleotide or one RNA oligonucleotide.
Erfindungsgemäß werden unter einem Oligonucleotid Polymerisate aus 2 bis 20, bevor¬ zugt 2 bis 10 Mononucleotiden verstanden, die ebenso wie bei Polynucleotiden und Nucleinsäuren durch Phosphorsäurediester-Brücken verknüpft sind. Die Nucleotide be¬ stehen aus Nucleobasen (meist Pyrimidin- oder Purin-Derivaten), Pentosen (meist D-Ribofuranose oder 2-Desoxy-D-ribofuranose in ß-N-glykosidischer Bindung an die Nucleobase) und Phosphorsäure. Die Mononucleotide sind zum Beispiel Adenosinphos- phate, Cytidinphosphate, Guanosinphosphate, Uridinphosphate und Thymidinphospha- te, insbesondere CMP (Cytidin-5'-monophosphat), UDP (Uridin-5'-diphosphat), ATP (Adenosin-5 '-triphosphat) und GTP (Guanosin-5'-triphosphat).According to the invention, an oligonucleotide is understood as meaning polymers of from 2 to 20, preferably from 2 to 10, mononucleotides which, like polynucleotides and nucleic acids, are linked by phosphoric diester bridges. The nucleotides be¬ from nucleobases (usually pyrimidine or purine derivatives), pentoses (usually D-ribofuranose or 2-deoxy-D-ribofuranose in ß-N-glycosidic bond to the nucleobase) and phosphoric acid. The mononucleotides are, for example, adenosine phosphates, cytidine phosphates, guanosine phosphates, uridine phosphates and thymidine phosphates, in particular CMP (cytidine 5'-monophosphate), UDP (uridine 5'-diphosphate), ATP (adenosine 5'-triphosphate) and GTP (guanosine 5'-triphosphate).
Ein erfindungsgemäß besonders bevorzugtes Oligonucleotid ist das Thymidin- Dinucleotid.An oligonucleotide particularly preferred according to the invention is the thymidine dinucleotide.
Besonders bevorzugte erfindungsgemäße Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens ein DNA-Oligonucleotid und/oder RNA-Oligonucleotid in einer Gesamtmenge von 0,00001 - 1 - 5 Gew.-%, bevorzugt 0,0001 - 0,1 - 0,5 Gew.-% und besonders bevorzugt 0,0005 - 0,01 Gew.-%, bezogen auf die gesamte Zusammen¬ setzung, enthalten.Particularly preferred compositions according to the invention are characterized in that they contain at least one DNA oligonucleotide and / or RNA oligonucleotide in a total amount of 0.00001-1.5% by weight, preferably 0.0001-0.1-0, 5 wt .-% and particularly preferably 0.0005 - 0.01 wt .-%, based on the total composition tion.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens eine natürliche Betainverbindung. Erfindungsgemäß eingesetzte natürliche Betainverbindun- gen sind natürlich vorkommende Verbindungen mit der Atomgruppierung R3N+-CH2-X-COO" gemäß lUPAC-Regel C-816.1. Sogenannte Betaintenside (synthe¬ tisch) fallen nicht unter die erfindungsgemäß verwendeten Betainverbindungen, ebenso wenig andere zwitterionische Verbindungen, in denen sich die positive Ladung an N oder P und die negative Ladung formal an O, S, B oder C befindet, die aber nicht der IUPAC- Regel C-816.1 entsprechen. Erfindungsgemäß bevorzugte natürliche Betainverbindun¬ gen sind Betain (Me3N+-CH2-COO") und Camitin (Me3N+-CH2-CHOH-CH2-COO"), jeweils mit Me = Methyl. Besonders bevorzugte erfindungsgemäße Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens eine natürliche Betainverbindung in einer Gesamtmenge von 0,05 bis 5 Gew.-%, bevorzugt 0,1 bis 3 Gew.-%, besonders bevorzugt 0,5 bis 2 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one natural betaine compound. Natural betaine compounds used according to the invention are naturally occurring compounds having the atomic grouping R 3 N + -CH 2 -X-COO " according to IUPAC rule C-816.1 So-called betaine surfactants (synthetic) do not fall under the betaine compounds used according to the invention, nor are they other zwitterionic compounds in which the positive charge on N or P and the negative charge are formally O, S, B or C, but which do not conform to IUPAC Rule C-816.1 Natural preferred betaine compounds according to the invention are betaine ( Me 3 N + -CH 2 -COO " ) and camitine (Me 3 N + -CH 2 -CHOH-CH 2 -COO " ), each with Me = methyl. Particularly preferred compositions according to the invention are characterized in that they contain at least one natural betaine compound in a total amount of 0.05 to 5 wt.%, Preferably 0.1 to 3 wt.%, Particularly preferably 0.5 to 2 wt. -%, in each case based on the total composition included.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens ein Vita¬ min, Provitamin oder eine als Vitaminvorstufe bezeichnete Verbindung aus den Vitamin¬ gruppen A, B, C, E, H und K und den Estern der vorgenannten Substanzen.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one vitamin, provitamin or a compound designated as vitamin precursor from the vitamin groups A, B, C, E, H and K and the esters of the aforementioned substances.
Zur Gruppe der als Vitamin A bezeichneten Substanzen gehören das Retinol (Vitamin A1) sowie das 3,4-Didehydroretinol (Vitamin A2). Das ß-Carotin ist das Provitamin des Retinols. Als Vitamin A-Komponente kommen erfindungsgemäß beispielsweise Vitamin A-Säure und deren Ester, Vitamin A-Aldehyd und Vitamin A-Alkohol sowie dessen Ester, wie insbesondere Retinylpalmitat und Retinylacetat, in Betracht. Die erfindungsgemäßen Zusammensetzungen enthalten die Vitamin A-Komponente bevorzugt in einer Gesamt¬ menge von 0,05 - 1 Gew.-%, bezogen auf die gesamte Zusammensetzung.The group of substances called vitamin A includes retinol (vitamin A 1 ) and 3,4-didehydroretinol (vitamin A 2 ). The ß-carotene is the provitamin of retinol. As vitamin A component according to the invention, for example, vitamin A acid and its esters, vitamin A aldehyde and vitamin A alcohol and its esters, in particular retinyl palmitate and retinyl acetate, into consideration. The compositions according to the invention preferably contain the vitamin A component in a total amount of 0.05-1% by weight, based on the total composition.
Zur Vitamin B-Gruppe oder zu dem Vitamin B-Komplex gehören unter anderemThe vitamin B group or the vitamin B complex include, among others
- Vitamin B1, Trivialname Thiamin, chemische Bezeichung 3-[(4'-Amino-2'-methyl-5'- pyrimidinyl)-methyl]-5-(2-hydroxyethyl)-4-methylthiazoliumchlorid. Bevorzugt wird Thi- aminhydrochlorid in Mengen von 0,05 bis 1 Gew.-%, bezogen auf die gesamte Zu¬ sammensetzung, eingesetzt.- Vitamin B 1, thiamine trivial name, chemical designation 3 - [(4 '-amino-2'-methyl-5'-pyrimidinyl) methyl] -5- (2-hydroxyethyl) -4-methylthiazolium chloride. Thiamine hydrochloride is preferably used in amounts of from 0.05 to 1% by weight, based on the total composition.
- Vitamin B2, Trivialname Riboflavin, chemische Bezeichung 7,8-Dimethyl-10-(1-D-ribi- tyl)-benzo[g]pteridin-2,4(3H,10H)-dion. Bevorzugt werden Riboflavin oder seine Deri¬ vate in Gesamtmengen von 0,05 bis 1 Gew.-%, bezogen auf die gesamte Zusammen¬ setzung, eingesetzt.- Vitamin B 2 , trivial name riboflavin, chemical name 7,8-dimethyl-10- (1-D-ribityl) -benzo [g] pteridine-2,4 (3H, 10H) -dione. Riboflavin or its derivatives are preferably used in total amounts of from 0.05 to 1% by weight, based on the total composition.
- Vitamin B3. Unter dieser Bezeichnung werden die Verbindungen Nicotinsäure und Nicotinsäureamid (Niacinamid) geführt. Erfindungsgemäß bevorzugt ist das Nicotin¬ säureamid, das in den erfindungsgemäßen Mitteln bevorzugt in Mengen von 0,05 bis 1 Gew.-%, bezogen auf das gesamte Mittel, enthalten ist.- Vitamin B 3 . Under this name, the compounds nicotinic acid and nicotinamide (niacinamide) are performed. Preferred according to the invention is the nicotinic acid amide, which is preferably present in the agents according to the invention in amounts of from 0.05 to 1% by weight, based on the total agent.
- Vitamin B5 (Pantothensäure und Panthenol). Bevorzugt wird Panthenol eingesetzt. Erfindungsgemäß einsetzbare Derivate des Panthenols sind insbesondere die Ester und Ether des Panthenols sowie kationisch derivatisierte Panthenole. In einer weiteren bevorzugten Ausführungsform der Erfindung können an Stelle von sowie zusätzlich zu Pantothensäure oder Panthenol auch Derivate des 2-Furanon mit der allgemeinen Strukturformel (I) eingesetzt werden.- Vitamin B 5 (pantothenic acid and panthenol). Panthenol is preferably used. Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols. In a further preferred embodiment of the invention, instead of as well as in addition to pantothenic acid or panthenol also derivatives of 2-furanone having the general structural formula (I) can be used.
(I)(I)
Bevorzugt sind die 2-Furanon-Derivate, in denen die Substituenten R1 bis R6 unab¬ hängig voneinander ein Wasserstoff atom, einen Hydroxylrest, einen Methyl-, Meth- oxy-, Aminomethyl- oder Hydroxymethylrest, einen gesättigten oder ein- oder zwei¬ fach ungesättigten, linearen oder verzweigten C2-C4 - Kohlenwasserstoffrest, einen gesättigten oder ein- oder zweifach ungesättigten, verzweigten oder linearen Mono-, Di- oder Trihydroxy-C2-C4 - Kohlenwasserstoffrest oder einen gesättigten oder ein- oder zweifach ungesättigten, verzweigten oder linearen Mono-, Di- oder Triamino- C2-C4 - Kohlenwasserstoffrest darstellen. Besonders bevorzugte Derivate sind die auch im Handel erhältlichen Substanzen Dihydro-3-hydroxy-4,4-dimethyl-2(3H)- furanon mit dem Trivialnamen Pantolacton (Merck), 4-Hydroxymethyl-γ-butyrolacton (Merck), 3,3-Dimethyl-2-hydroxy-γ-butyrolacton (Aldrich) und 2,5-Dihydro-5-methoxy- 2-furanon (Merck), wobei ausdrücklich alle Stereoisomeren eingeschlossen sind. Das erfindungsgemäß außerordentlich bevorzugte 2-Furanon-Derivat ist Pantolacton (Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanon), wobei in Formel (I) R1 für eine Hydroxylgruppe, R2 für ein Wasserstoffatom, R3 und R4 für eine Methylgruppe und R5 und R6 für ein Wasserstoffatom stehen. Das Stereoisomer (R)-Pantolacton entsteht beim Abbau von Pantothensäure.Preference is given to the 2-furanone derivatives in which the substituents R 1 to R 6 independently of one another are a hydrogen atom, a hydroxyl radical, a methyl, methoxy, aminomethyl or hydroxymethyl radical, a saturated or one or two ¬ unsaturated, linear or branched C 2 -C 4 - hydrocarbon radical, a saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxy-C 2 -C 4 - hydrocarbon radical or a saturated or mono- or di- 2 unsaturated, branched or linear mono-, di- or triamino-C 2 -C 4 - hydrocarbon radical. Particularly preferred derivatives are the commercially available substances dihydro-3-hydroxy-4,4-dimethyl-2 (3H) - furanone with the trivial name pantolactone (Merck), 4-hydroxymethyl-γ-butyrolactone (Merck), 3,3 Dimethyl 2-hydroxy-γ-butyrolactone (Aldrich) and 2,5-dihydro-5-methoxy-2-furanone (Merck), all stereoisomers being expressly included. The extremely preferred 2-furanone derivative according to the invention is pantolactone (dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone), where in formula (I) R 1 is a hydroxyl group, R 2 is a hydrogen atom, R 3 and R 4 represent a methyl group and R 5 and R 6 represent a hydrogen atom. The stereoisomer (R) -pantolactone is formed during the degradation of pantothenic acid.
Die genannten Verbindungen des Vitamin B5-Typs sowie die 2-Furanonderivate sind in den erfindungsgemäßen Zusammensetzungen in einer Gesamtmenge von 0,05 bis 5 Gew.-%, bevorzugt 0,1 bis 3 Gew.-%, besonders bevorzugt 0,5 bis 2 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten. Vitamin B6, wobei man hierunter keine einheitliche Substanz, sondern die unter den Trivialnamen Pyridoxin, Pyridoxamin und Pyridoxal bekannten Derivate des 5-Hydro- xymethyl-2-methylpyridin-3-ols versteht. Vitamin B6 ist in den erfindungsgemäßen Mitteln bevorzugt in Mengen von 0,0001 bis 1,0 Gew.-%, insbesondere in Mengen von 0,001 bis 0,01 Gew.-%, enthalten.The said compounds of the vitamin B 5 type and the 2-furanone derivatives are in the compositions according to the invention in a total amount of 0.05 to 5 wt .-%, preferably 0.1 to 3 wt .-%, particularly preferably 0.5 to 2 wt .-%, each based on the total composition included. Vitamin B 6 , which is understood hereunder not a uniform substance, but the known under the common names pyridoxine, pyridoxamine and pyridoxal derivatives of 5-hydroxymethyl-2-methylpyridin-3-ols. Vitamin B 6 is in the inventive Agents preferably in amounts of 0.0001 to 1.0 wt .-%, in particular in amounts of 0.001 to 0.01 wt .-%, included.
- Vitamin B7 (Biotin), auch als Vitamin H oder "Hautvitamin" bezeichnet. Bei Biotin han¬ delt es sich um (3aS,4S, 6aR)-2-Oxohexahydrothienol[3,4-c(]-irnidazol-4-valerian- säure. Biotin ist in den erfindungsgemäßen Zusammensetzungen bevorzugt in Mengen von 0,0001 bis 1,0 Gew.-%, insbesondere in Mengen von 0,001 bis 0,01 Gew.-%, enthalten.- Vitamin B 7 (biotin), also known as vitamin H or "skin vitamin". Biotin is (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-c (] -imidazole-4-valeric acid. Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0 wt .-%, in particular in amounts of 0.001 to 0.01 wt .-%, included.
Vitamin C (Ascorbinsäure) wird bevorzugt in Mengen von 0,1 bis 3 Gew.-%, bezogen auf die gesamte Zusammensetzung, eingesetzt. Die Verwendung der Derivate Ascorbylpal- mitat, -stearat, -dipalmitat, -acetat, Mg-Ascorbylphosphat, Na-Ascorbylphosphat, Natri¬ um- und Magnesiumascorbat, Dinatriumascorbylphosphat und -sulfat, Kaliumascorbyl- tocopherylphosphat, Chitosanascorbat oder Ascorbylglucosid kann erfindungsgemäß be¬ vorzugt sein. Die Verwendung in Kombination mit Tocopherolen kann ebenfalls erfin¬ dungsgemäß bevorzugt sein.Vitamin C (ascorbic acid) is preferably used in amounts of 0.1 to 3 wt .-%, based on the total composition. The use of the derivatives ascorbyl palmitate, stearate, dipalmitate, acetate, Mg ascorbyl phosphate, Na ascorbyl phosphate, sodium and magnesium ascorbate, disodium ascorbyl phosphate and sulfate, potassium ascorbyl tocopheryl phosphate, chitosan ascorbate or ascorbyl glucoside may be preferred according to the invention , The use in combination with tocopherols may also be preferred according to the invention.
Zur Vitamin E-Gruppe zählen Tocopherol, insbesondere α-Tocopherol, und seine Deri¬ vate. Bevorzugte Derivate sind insbesondere die Ester, wie Tocopherylacetat, -nicotinat, -phosphat, -succinat, -linoleat, -oleat, Tocophereth-5, Tocophereth-10, Tocophereth-12, Tocophereth-18, Tocophereth-50 und Tocophersolan. Tocopherol und seine Derivate sind bevorzugt in Mengen von 0,05 - 1 Gew.-%, bezogen auf die gesamte Zusammen¬ setzung, enthalten.The vitamin E group includes tocopherol, in particular α-tocopherol, and its derivatives Deri. Preferred derivatives are in particular the esters, such as tocopheryl acetate, nicotinate, phosphate, succinate, linoleate, oleate, tocophereth-5, tocophereth-10, tocophereth-12, tocophereth-18, tocophereth-50 and tocopherol. Tocopherol and its derivatives are preferably present in amounts of from 0.05 to 1% by weight, based on the total composition.
Unter Vitamin F werden üblicherweise essentielle Fettsäuren, insbesondere Linolsäure, Linolensäure und Arachidonsäure, verstanden.Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
Vitamin H ist eine andere Bezeichnung für Biotin oder Vitamin B7 (siehe oben). Zu den fettlöslichen Vitaminen der Vitamin K-Gruppe, denen das Grundgerüst des 2-Methy!-1 ,4-naphthochinons zugrunde liegt, gehören Phyllochinon (Vitamin K1), Farno- chinon oder Menachinon-7 (Vitamin K2) und Menadion (Vitamin K3). Vitamin K ist bevor¬ zugt in Mengen von 0,0001 bis 1 ,0 Gew.-%, insbesondere 0,01 bis 0,5 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten.Vitamin H is another name for biotin or vitamin B 7 (see above). The fat-soluble vitamins of the vitamin K group, which are based on the basic structure of 2-methyl-1,4-naphthoquinone, include phylloquinone (vitamin K 1 ), farno- quinone or menaquinone-7 (vitamin K2) and menadione (vitamin K 3 ). Vitamin K is preferably present in amounts of 0.0001 to 1.0% by weight, in particular 0.01 to 0.5% by weight, in each case based on the total composition.
Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass mindestens ein Vitamin, Provitamin oder eine Vitaminvorstufe aus den Vitamingruppen A, B, C, E, H und K und deren Estern aus der Gruppe, umfassend Vitamin A-palmitat (Retinylpalmitat), Panthenol, Pantolacton, Nicotinsäureamid, Pyri- doxin, Pyridoxamin, Pyridoxal, Biotin, Ascorbylpalmitat, -acetat, Mg-Ascorbylphosphat, Na-Ascorbylphosphat, Natrium- und Magnesiumascorbat und die Tocopherolester, besonders Tocopherylacetat, enthalten ist.Particularly preferred compositions according to the invention are characterized in that at least one vitamin, provitamin or a vitamin precursor from the vitamin groups A, B, C, E, H and K and their esters from the group comprising vitamin A palmitate (retinyl palmitate), panthenol , Pantolactone, nicotinic acid amide, pyridoxine, pyridoxamine, pyridoxal, biotin, ascorbyl palmitate, acetate, Mg ascorbyl phosphate, Na ascorbyl phosphate, sodium and magnesium ascorbate and the tocopherol esters, especially tocopheryl acetate.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens eine α-Hydroxycarbonsäure, α-Ketocarbonsäure oder ß-Hydroxycarbohsäure oder deren Ester-, Lacton- oder Salzform. Erfindungsgemäß bevorzugte α-Hydroxycarbonsäuren oder α-Ketocarbonsäuren sind Glycolsäure, Milchsäure, Weinsäure, Citronensäure, 2- Hydroxybutansäure, 2,3-Dihydroxypropansäure, 2-Hydroxypentansäure, 2-Hydroxy- hexansäure, 2-Hydroxyheptansäure, 2-Hydroxyoctansäure, 2-Hydroxydecansäure, 2- Hydroxydodecansäure, 2-Hydroxytetradecansäure, 2-Hydroxyhexadecansäure, 2-Hydro- xyoctadecansäure, Mandelsäure, 4-Hydroxymandelsäure, Äpfelsäure, Erythrarsäure, Threarsäure, Glucarsäure, Galactarsäure, Mannarsäure, Gularsäure, 2-Hydroxy-2- methylbemsteinsäure, Gluconsäure, Brenztraubensäure, Glucuronsäure und Galact- uronsäure. Besonders bevorzugte α-Hydroxycarbonsäuren sind Milchsäure, Citronen¬ säure, Glycolsäure und Gluconsäure. Eine besonders bevorzugte ß-Hydroxycarbonsäure ist Salicylsäure. Erfindungsgemäß bevorzugte Ester der genannten Säuren sind ausge¬ wählt aus den Methyl-, Ethyl-, Propyl-, Isopropyl-, Butyl-, Amyl-, Pentyl-, Hexyl-, 2-Ethyl- hexyl-, Octyl-, Decyl-, Dodecyl- und Hexadecylestern. Besonders bevorzugte erfindungs¬ gemäße Zusammensetzungen sind dadurch gekennzeichnet, dass sie mindestens eine α-Hydroxycarbonsäuren, α-Ketocarbonsäuren oder ß-Hydroxycarbonsäure oder mindes¬ tens ein Derivat hiervon in einer Gesamtmenge von 0,1 - 10 Gew.-%, bevorzugt 0,5 - 5 Gew.-%, besonders bevorzugt 1 - 2 Gew.-%, jeweils bezogen auf die gesamte Zusam¬ mensetzung, enthalten.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one α-hydroxycarboxylic acid, α-ketocarboxylic acid or β-hydroxycarboholic acid or their ester, lactone or salt form. Preferred α-hydroxycarboxylic acids or α-ketocarboxylic acids according to the invention are glycolic acid, lactic acid, tartaric acid, citric acid, 2-hydroxybutanoic acid, 2,3-dihydroxypropanoic acid, 2-hydroxypentanoic acid, 2-hydroxyhexanoic acid, 2-hydroxyheptanoic acid, 2-hydroxyoctanoic acid, 2-hydroxydecanoic acid, 2-hydroxydodecanoic acid, 2-hydroxytetradecanoic acid, 2-hydroxyhexadecanoic acid, 2-hydroxy-octadecanoic acid, mandelic acid, 4-hydroxymandelic acid, malic acid, erythraric acid, threaric acid, glucaric acid, galactaric acid, mannaric acid, gularic acid, 2-hydroxy-2-methylsuccinic acid, gluconic acid, pyruvic acid, Glucuronic acid and galacturonic acid. Particularly preferred α-hydroxycarboxylic acids are lactic acid, citric acid, glycolic acid and gluconic acid. A particularly preferred β-hydroxycarboxylic acid is salicylic acid. Preferred esters of the acids according to the invention are selected from methyl, ethyl, propyl, isopropyl, butyl, amyl, pentyl, hexyl, 2-ethylhexyl, octyl, decyl, dodecyl and hexadecyl esters. Particularly preferred compositions according to the invention are characterized in that they contain at least one α-hydroxycarboxylic acid, α-ketocarboxylic acid or β-hydroxycarboxylic acid or at least one derivative thereof in a total amount of 0.1-10% by weight, preferably 0.5 - 5 wt .-%, particularly preferably 1 - 2 wt .-%, each based on the total Zusam¬ composition containing.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens ein Flavonoid oder mindestens einen Flavonoid-reichen Pflanzenextrakt. Die erfindungsgemäß bevorzugten Flavonoide umfassen die Glycoside der Flavone, der Flavanone, der 3-Hydroxyflavone (Flavonole), der Aurone und der Isoflavone. Besonders bevorzugte Flavonoide sind ausgewählt aus Naringin (Aurantiin, Naringenin-7-rhamno- glucosid), α-Glucosylrutin, α-Glucosylmyricetin, α-Glucosylisoquercetin, α-Glucosylquer- cetin, Hesperidin (3',5,7-Trihydroxy-4'-methoxyflavanon-7-rhamnoglucosid, Hesperitin-7- O-rhamnoglucosid), Neohesperidin, Rutin (3,3\4\5,7-Pentahydroxyflavon-3-rhamnoglu- cosid, Quercetin-3-rhamnoglucosid), Troxerutin (3,5-Dihydroxy-3',4',7-tris(2-hydroxy- ethoxy)-flavon-3-(6-O-(6-deoxy-a-L-mannopyranosyl)-ß-D-glucopyranosid)), Monoxerutin (3,3l I4l,5-Tetrahydroxy-7-(2-hydroxyethoxy)-flavon-3-(6-O-(6-deoxy-α-L-mannopyrano- syl)-ß-D-glucopyranosid)), Diosmin (3',4',7-Trihydroxy-5-methoxyflavanon-7-rhamnoglu- cosid), Eriodictin und Apigenin-7-glucosid (^.δJ-Trihydroxyflavon^-glucosid). Erfindungsgemäß außerordentlich bevorzugte Flavonoide sind α-Glucosylrutin, Naringin und Apigenin-7-glucosid.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one flavonoid or at least one flavonoid-rich plant extract. The flavonoids preferred according to the invention include the glycosides of the flavones, the flavanones, the 3-hydroxyflavones (flavonols), the aurones and the isoflavones. Particularly preferred flavonoids are selected from naringin (aurantiine, naringenin-7-rhamnoglucoside), α-glucosylrutin, α-glucosylmyricetin, α-glucosylisoquercetin, α-glucosyl-cerecetin, hesperidin (3 ', 5,7-trihydroxy-4' -methoxyflavanone-7-rhamnoglucoside, hesperetin-7-o-rhamnoglucoside), neohesperidin, rutin (3,3 \ 4,7,7-pentahydroxyflavone-3-rhamnoglucoside, quercetin-3-rhamnoglucoside), troxerutin (3,5 dihydroxy-3 ', 4', 7-tris (2-hydroxy- ethoxy) -flavone-3- (6-O- (6-deoxy-aL-mannopyranosyl) -β-D-glucopyranoside)), monoxerutin (3.3 L of I 4 L , 5-tetrahydroxy-7- (2-hydroxyethoxy ) -flavone-3- (6-O- (6-deoxy-.alpha.-L-mannopyranosyl) .beta.-D-glucopyranoside), diosmin (3 ', 4', 7-trihydroxy-5-methoxyflavanone-7 -rhamnoglucoside), eriodictin and apigenin-7-glucoside (^. δJ-trihydroxyflavone-glucoside). Extremely preferred flavonoids according to the invention are α-glucosylrutin, naringin and apigenin-7-glucoside.
Ebenfalls bevorzugt sind die aus zwei Flavonoideinheiten aufgebauten Biflavonoide, die z. B. in Gingko-Arten vorkommen. Weitere bevorzugte Flavonoide sind die Chalkone, vor allem Phloricin und Neohesperidindihydrochalkon.Also preferred are the constructed from two flavonoid biflavonoids, z. B. occur in gingko species. Other preferred flavonoids are the chalcones, especially phloricin and neohesperidin dihydrochalcone.
Erfindungsgemäß bevorzugte Zusammensetzungen sind dadurch gekennzeichnet, dass sie mindestens ein Flavonoid in einer Gesamtmenge von 0,0001 bis 1 Gew.-%, bevor¬ zugt 0,0005 bis 0,5 Gew.-% und besonders bevorzugt 0,001 bis 0,1 Gew.-%, jeweils be¬ zogen auf die Flavonoidaktivsubstanz in der gesamten kosmetischen Zusammenset¬ zung, enthalten.Preferred compositions according to the invention are characterized in that they contain at least one flavonoid in a total amount of from 0.0001 to 1% by weight, preferably from 0.0005 to 0.5% by weight and more preferably from 0.001 to 0.1% by weight. %, in each case based on the flavonoid active substance in the entire cosmetic composition.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens ein Isoflavonoid oder mindestens einen Isoflavonoid-reichen Pflanzenextrakt. Zu den Isofla- vonoiden werden an dieser Stelle die Isoflavone und die Isoflavon-Glycoside gezählt. Unter Isoflavonen sind im Sinne der vorliegenden Erfindung Stoffe zu verstehen, die Hydrierungs-, Oxidations- oder Substitutionsprodukte des 3-Phenyl-4H-1-benzopyrans darstellen, wobei eine Hydrierung in der 2,3-Stellung des Kohlenstoffgerüsts vorliegen kann, eine Oxidation unter Ausbildung einer Carbonylgruppe in der 4-Stellung vorliegen kann, und unter Substitution der Ersatz eines oder mehrerer Wasserstoffatome durch Hydroxy- oder Methoxy-Gruppen zu verstehen ist. Zu den erfindungsgemäß bevorzugten Isoflavonen zählen beispielsweise Daidzein, Genistein, Prunetin, Biochanin, Orobol, Santal, Pratensein, Irigenin, Glycitein, Biochanin A und Formononetin. Als Isoflavone besonders bevorzugt sind Daidzein, Genistein, Glycitein und Formononetin. In den erfindungsgemäß bevorzugten Isoflavon-Glycosiden sind die Isoflavone über min¬ destens eine Hydroxygruppe mit mindestens einem Zucker glycosidisch verknüpft. Als Zucker kommen Mono- oder Oligosaccharide, insbesondere D-Glucose, D-Galactose, D- Glucuronsäure, D-Galacturonsäure, D-Xylose, D-Apiose, L-Rhamnose, L-Arabinose und Rutinose in Betracht. Erfindungsgemäß besonders bevorzugte Isoflavon-Glycoside sind Daidzin und Genistin. Erfindungsgemäß weiterhin bevorzugt ist es, wenn die Isoflavone und/oder deren Glyco- side als Bestandteile eines aus einer Pflanze gewonnenen Substanzgemisches, insbe¬ sondere eines pflanzlichen Extraktes, in den Zubereitungen enthalten sind. Solche pflanzlichen Substanzgemische können in dem Fachmann geläufiger Weise beispiels¬ weise durch Auspressen oder Extrahieren aus Pflanzen wie Soja, insbesondere aus den Sojakeimen, Rotklee oder Kichererbsen gewonnen werden. Besonders bevorzugt wer¬ den in den erfindungsgemäßen Zubereitungen Isoflavone oder Isoflavon-Glycoside in Form von aus Soja gewonnenen Extrakten eingesetzt, wie sie beispielsweise unter der Produktbezeichnung Soy Protein lsolate SPI (Protein Technology International, St. Louis) oder Soy Phytochemicals Concentrate SPC (Archer Daniels Midland, Decatur) im Handel erhältlich sind. Ein weiterer besonders bevorzugter Isoflavonoid-reicher Pflan¬ zenextrakt ist Apfelkernextrakt, insbesondere das Handelsprodukt Ederline von Seporga. Ederline enthält Phytohormone, Isoflavonoide, Phytosterole, Triterpenoide, Tocopherole und natürliche Wachse.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one isoflavonoid or at least one isoflavonoid-rich plant extract. The isoflavones and the isoflavone glycosides are counted here at the isoflavoneides. For the purposes of the present invention, isoflavones are to be understood as meaning substances which are hydrogenation, oxidation or substitution products of 3-phenyl-4H-1-benzopyran, hydrogenation of which may be in the 2,3-position of the carbon skeleton, oxidation under Formation of a carbonyl group in the 4-position may be present, and by substitution of the replacement of one or more hydrogen atoms by hydroxy or methoxy groups to understand. The isoflavones preferred according to the invention include, for example, daidzein, genistein, prunetin, biochanin, orobol, santal, pratense, irigenin, glycitein, biochanin A and formononetin. Particularly preferred isoflavones are daidzein, genistein, glycitein and formononetin. In the isoflavone glycosides which are preferred according to the invention, the isoflavones are glycosidically linked to at least one sugar via at least one hydroxy group. Suitable sugars are mono- or oligosaccharides, in particular D-glucose, D-galactose, D-glucuronic acid, D-galacturonic acid, D-xylose, D-apiose, L-rhamnose, L-arabinose and rutinose. Particularly preferred isoflavone glycosides according to the invention are daidzin and genistin. It is furthermore preferred according to the invention if the isoflavones and / or their glycosides are contained in the preparations as constituents of a substance mixture obtained from a plant, in particular a vegetable extract. Such vegetable substance mixtures can be obtained, for example, by pressing or extracting from plants such as soy, in particular from the soybean seeds, red clover or chickpeas, in a manner familiar to the person skilled in the art. Particular preference is given to using isoflavones or isoflavone glycosides in the form of soya-derived extracts in the preparations according to the invention, as described, for example, under the product name Soy Protein Isolate SPI (Protein Technology International, St. Louis) or Soy Phytochemicals Concentrate SPC (Archer Daniels Midland, Decatur) are commercially available. Another particularly preferred isoflavonoid-rich plant extract is apple seed extract, in particular the commercial product Ederline from Seporga. Ederline contains phytohormones, isoflavonoids, phytosterols, triterpenoids, tocopherols and natural waxes.
Erfindungsgemäß bevorzugte Zusammensetzungen sind dadurch gekennzeichnet, dass sie mindestens ein Isoflavonoid in einer Gesamtmenge von 0,00001 bis 1 Gew.-%, bevorzugt 0,0005 bis 0,5 Gew.-% und besonders bevorzugt 0,001 bis 0,1 Gew.-%, jeweils bezogen auf die Isoflavonoidaktivsubstanz in der gesamten kosmetischen Zusammensetzung, enthalten.Compositions preferred according to the invention are characterized in that they contain at least one isoflavonoid in a total amount of 0.00001 to 1 wt.%, Preferably 0.0005 to 0.5 wt.% And particularly preferably 0.001 to 0.1 wt. , in each case based on the Isoflavonoidaktivsubstanz in the entire cosmetic composition.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens ein Polyphenol oder einen Polyphenol-reichen Pflanzenextrakt.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one polyphenol or a polyphenol-rich plant extract.
Unter Polyphenolen sind erfindungsgemäß aromatische Verbindungen zu verstehen, die mindestens zwei phenolische Hydroxy-Gruppen im Molekül enthalten. Hierzu zählen <He drei Dihydroxybenzole Brenzcatechin, Resorcin und Hydrochinon, weiterhin Phloroglu- cin, Pyrogallol und Hexahydroxybenzol. In der Natur treten freie und veretherte PoIy- phenole beispielsweise in Blütenfarbstoffen (Anthocyanidine, Flavone), in Gerbstoffen (Catechine, Tannine), als Flechten- oder Farn-Inhaltsstoffe (Usninsäure, Acylpolyphe- nole), in Ligninen und als Gallussäure-Derivate auf. Bevorzugte Polyphenole sind Fla¬ vone, Catechine, Usninsäure, und als Tannine die Derivate der Gallussäure, Digallus¬ säure und Digalloylgallussäure. Besonders bevorzugte Polyphenole sind die monomeren Catechine, das heißt die Derivate der Flavan-3-ole, und Leukoanthocyanidine, das heißt die Derivate der Leukoanthocyanidine, die bevorzugt in 5,7,3' ,4',5-Stellung phenolische Hydroxygruppen tragen, bevorzugt Epicatechin und Epigallocatechin, sowie die daraus durch Selbstkondensation entstehenden Gerbstoffe. Solche Gerbstoffe werden bevor¬ zugt nicht in isolierter Reinsubstanz, sondern als Extrakte gerbstoffreicher Pflanzenteile eingesetzt, z. B. Extrakte von Catechu, Quebracho, Eichenrinde und Pinienrinde sowie anderen Baumrinden, Blättern von Grünem Tee (camellia sinensis) und Mate. Ebenfalls besonders bevorzugt sind die Tannine.According to the invention, polyphenols are aromatic compounds which contain at least two phenolic hydroxyl groups in the molecule. These include <he three dihydroxybenzenes catechol, resorcinol and hydroquinone, furthermore phloroglucin, pyrogallol and hexahydroxybenzene. In nature, free and etherified polyphenols occur, for example, in floral dyes (anthocyanidins, flavones), in tannins (catechins, tannins), as lichen or fern ingredients (usnic acid, acyl polyphenols), in lignins and as gallic acid derivatives , Preferred polyphenols are flavones, catechols, usnic acid, and tannins are the derivatives of gallic acid, digallic acid and digalloylgallic acid. Particularly preferred polyphenols are the monomeric catechols, that is, the derivatives of flavan-3-ols, and leucoanthocyanidins, that is, the derivatives of leucoanthocyanidins which preferably carry phenolic hydroxyl groups in the 5,7,3 ', 4', 5-position Epicatechin and epigallocatechin, as well as those from it Self-condensation tannins. Such tannins are preferably not used in isolated pure substance but as extracts of tannin-rich plant parts, eg. Extracts of catechu, quebracho, oak bark and pine bark, as well as other tree bark, leaves of green tea (camellia sinensis) and mate. Also particularly preferred are the tannins.
Ein besonders bevorzugter Polyphenol-reicher kosmetischer Wirkstoff ist das Handels¬ produkt Sepivinol R, ein Extrakt aus Rotwein, erhältlich von der Firma Seppic. Ein weiterer besonders bevorzugter Polyphenol-reicher kosmetischer Wirkstoff ist das Handelsprodukt Crodarom Chardonnay, ein Extrakt aus den Kernen der Chardonnay- Traube, erhältlich von der Firma Croda.A particularly preferred polyphenol-rich cosmetic active ingredient is the commercial product Sepivinol R, an extract of red wine, available from Seppic. Another particularly preferred polyphenol rich cosmetic active ingredient is the commercial product Crodarom Chardonnay, an extract from the cores of the Chardonnay grape, available from Croda.
Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens ein Polyphenol in einer Gesamtmenge von 0,001 bis 10 Gew.-%, bevorzugt 0,005 bis 5 Gew.-% und besonders bevorzugt 0,01 bis 3 Gew.-%, jeweils bezogen auf die gesamte kosmetische Zusammensetzung, enthalten.Particularly preferred compositions according to the invention are characterized in that they comprise at least one polyphenol in a total amount of 0.001 to 10% by weight, preferably 0.005 to 5% by weight and particularly preferably 0.01 to 3% by weight, in each case on the entire cosmetic composition, included.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens ein Ubi- chinon oder ein Ubichinol oder ein Derivat hiervon. Ubichinole sind die reduzierte Form der Ubichinone. Erfindungsgemäß bevorzugte Ubichinone weisen die Formel (II) auf:In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one ubiquinone or one ubiquinol or a derivative thereof. Ubiquinols are the reduced form of ubiquinones. Ubiquinones preferred according to the invention have the formula (II):
(H)(H)
mit n = 6, 7, 8, 9 oder 10.with n = 6, 7, 8, 9 or 10.
Besonders bevorzugt ist das Ubichinon der Formel (II) mit n = 10, auch bekannt als Coenzym Q10.Particularly preferred is the ubiquinone of formula (II) with n = 10, also known as coenzyme Q10.
Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens ein Ubichinon, Ubichinol oder ein Derivat hiervon in einer Gesamtmenge von 0,0001 bis 1 Gew.-%, bevorzugt 0,001 bis 0,5 Gew.-% und beson¬ ders bevorzugt 0,005 bis 0,1 Gew.-%, jeweils bezogen auf die gesamte Zusammenset¬ zung, enthalten.Particularly preferred compositions according to the invention are characterized in that they contain at least one ubiquinone, ubiquinol or a derivative thereof in one Total amount of 0.0001 to 1 wt .-%, preferably 0.001 to 0.5 wt .-% and particularly preferably 0.005 to 0.1 wt .-%, each based on the total composition tion included.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben den Peptiden vom Typ a und b und ggf. c Silymarin. Silymarin stellt erfindungsgemäß ein früher als einheitliche Substanz angesehenes Wirkstoff- Konzentrat aus den Früchten der Mariendistel (Silybum marianum) dar. Die Hauptbe¬ standteile des Silymarins sind Silybin (Silymarin I), Silychristin (Silymarin II) und Silydia- nin, die zur Gruppe der Flavanolignane gehören.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, silymarin. According to the invention, silymarin is an active substance concentrate from the fruits of the milk thistle (Silybum marianum) which was previously regarded as a uniform substance. The main constituents of silymarin are silybin (silymarin I), silychristin (silymarin II) and silydinin, which belong to the group of Flavanolignans belong.
Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie Silymarin in Mengen von 0,0001 bis 1 Gew.-%, bevorzugt 0,001 bis 0,5 Gew.-% und besonders bevorzugt 0,005 bis 0,1 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten.Particularly preferred compositions according to the invention are characterized in that they contain silymarin in amounts of 0.0001 to 1% by weight, preferably 0.001 to 0.5% by weight and more preferably 0.005 to 0.1% by weight, in each case based on the total composition.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben den Peptiden vom Typ a und b und ggf. c Ectoin. Ectoin ist der Trivialname für 2-Methyl-1 ,4,5,6-tetrahydropyrimidin-4-carboxylat. Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekennzeichnet, dass sie Ectoin in Mengen von 0,0001 bis 1 Gew.-%, bevorzugt 0,001 bis 0,5 Gew.-% und beson¬ ders bevorzugt 0,005 bis 0,01 Gew.-%, jeweils bezogen auf die gesamte Zusammenset¬ zung, enthalten.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, ectoine. Ectoin is the common name for 2-methyl-1, 4,5,6-tetrahydropyrimidine-4-carboxylate. Particularly preferred compositions according to the invention are characterized in that they contain ectoine in amounts of from 0.0001 to 1% by weight, preferably from 0.001 to 0.5% by weight and more preferably from 0.005 to 0.01% by weight, in each case based on the total composition.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens eine anorganische und/oder mindestens eine organische UV-Filtersubstanz. Bei den UV-Filtersubstanzen handelt es sich um bei Raumtemperatur flüssig oder kristal¬ lin vorliegende Substanzen, die in der Lage sind, ultraviolette Strahlen zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z. B. Wärme wieder abzugeben. Man unterscheidet UVA-Filter und UVB-Filter. Die UVA- und UVB-Filter können sowohl einzeln als auch in Mischungen eingesetzt werden. Der Einsatz von Filtermischungen ist erfindungsgemäß bevorzugt.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one inorganic and / or at least one organic UV filter substance. The UV filter substances are liquids which are liquid or crystalline at room temperature and are capable of absorbing ultraviolet rays and of absorbing the absorbed energy in the form of longer-wave radiation, eg. B. to give off heat again. One differentiates between UVA filters and UVB filters. The UVA and UVB filters can be used individually or in mixtures. The use of filter mixtures is preferred according to the invention.
Die erfindungsgemäß verwendeten organischen UV-Filter sind ausgewählt aus den Deri¬ vaten von Dibenzoylmethan, Zimtsäureestern, Diphenylacrylsäureestem, Benzophenon, Campher, p-Aminobenzoesäureestern, o-Aminobenzoesäureestem, Salicylsäureestern, Benzimidazolen, symmetrisch oder unsymmetrisch substituierten 1 ,3,5-Triazinen, mono¬ meren und oligomeren 4,4-Diarylbutadiencarbonsäureestern und. -carbonsäureamiden, Ketotricyclo(5.2.1.0)decan, Benzalmalonsäureestern, Benzoxazol sowie beliebigen Mischungen der genannten Komponenten. Die organischen UV-Filter können öllöslich oder wasserlöslich sein. Die Benzoxazol-Derivate liegen vorteilhaft in gelöster Form in den erfindungsgemäßen kosmetischen Zubereitungen vor. Es kann ggf. aber auch von Vorteil sein, wenn die Benzoxazol-Derivate in pigmentärer, d. h. ungelöster Form - bei¬ spielsweise in Partikelgrößen von 10 nm bis zu 300 nm - vorliegen. Erfindungsgemäß besonders bevorzugte öllösliche UV-Filter sind 1-(4-tert.-Butylphenyl)-3-(4'-methoxyphe- nyl)propan-1 ,3-dion (Parsol® 1789), 1-Phenyl-3-(4'-isopropylphenyl)-propan-1,3-dion, 3- (4*-Methylbenzyliden)-D,L-campher, 4-(Dimethylamino)-benzoesäure-2-ethylhexylester, 4-(Dimethylamino)benzoesäure-2-octylester, 4-(Dimethylamino)-benzoesäureamylester, 4-Methoxyzimtsäure-2-ethylhexylester, 4-Methoxyzimtsäurepropylester, 4-Methoxyzimt- säureisopentylester, 2-Cyano-3,3-phenylzimtsäure-2-ethylhexylester (Octocrylene), SaIi- cylsäure-2-ethylhexylester, Salicylsäure-4-isopropylbenzylester, Salicylsäurehomomen- thylester (S.S.δ-Trimethyl-cyclohexylsalicylat), 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy-4-methoxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon, 2-(4'-Diethylamino-2'-hydroxybenzoyl)-benzoesäurehexylester (auch: Aminobenzophe- non, unter der Bezeichnung Uvinul A Plus bei der Firma BASF erhältlich), 4-Methoxy- benzmalonsäuredi-2-ethylhexylester, an Polymere gebundene UV-Filter, z. B. das 3-(4- (2,2-Bis-Ethoxycarbonylvinyl)-phenoxy)propenyl)-methoxysiloxan/ Dimethylsiloxan-Co- polymer mit der INCI-Bezeichnung Dimethicodiethylbenzal malonate (CAS-Nr. 207574- 74-1 , Parsol® SLX), Triazinderivate, wie z. B. 2,4-Bis-{[4-(2-Ethyl-hexyloxy)-2-hydroxy]- phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazin, unter dem Namen Tinosorb S bei CIBA erhältlich), Dioctylbutylamidotriazon (INCI: Diethylhexyl Butamido Triazone, unter dem Namen Uvasorb® HEB bei Sigma 3V erhältlich), 2,4,6-Trianilino-(p-carbo-2'-ethyl-1 '-hexyloxy)-1 ,3,5-triazin (Ethylhexyl Tri¬ azone, Uvinul® T 150), 2-t4,6-Bis(2,4-dimethylphenyl)-1 ,3,5-triazin-2-yl]-5-(octyloxy)- phenol (CAS Nr.: 2725-22-6), 2,4-bis-[5-1(di-methylpropyl)benzoxazol-2-yl-(4-phenyl)- imino]-6-(2-ethylhexyl)-imino-1,3,5-triazin (CAS Nr. 288254-16-0, Uvasorb® K2A von 3V Sigma), die Benzotriazolderivate 2,2'-Methylen-bis-(6-(2H-benzotriazol-2-yl)-4-(1, 1 ,3,3- tetramethylbutyl)-phenol) (Tinosorb M (Ciba)], 2,2'-Methyl-bis-[6(2H-benzotriazol-2-yl)-4- (methyl)phenol] (MIXXIM BB/200 der Firma Fairmount Chemical), 2-(2f-Hydroxy-3',5I-di-t- amylphenyl)benzotriazol (CAS- Nr.: 025973-551), 2-(2'- Hydroxy-5'-octylphenyl)-benzo- triazol (CAS-Nr. 003147-75-9), 2-(2I-Hydroxy-5'-methylphenyl)benzotriazol (CAS-Nr. 2440-22-4), 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1 ,3,3,3-tetramethyM -((tri- methylsilyl)oxy]disiloxanyl)propyl]-phenol (CAS-Nr.: 155633-54-8) mit der INCI-Bezeich- nung Drometrizole Trisiloxane, 2,4-Bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4- methoxyphenyl)-1 ,3,5-triazin (INCI: Bis-Ethylhexyloxyphenol Methoxyphenyl Triazin oder auch Aniso Triazin, erhältlich als Tinosorb® S von CIBA), 2,4-Bis-{[4-(3-sulfonato)-2- hydroxy-propyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin-Natriumsalz, 2,4-Bis-{[4-(3-(2-propyloxy)-2-hydroxy-propyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphe- nyl)-1 ,3,5-triazin, 2,4-Bis-{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-[4-(2-methoxyethyl- carboxyl)-phenylamino]-1 ,3,5-triazin, 2,4-Bis-{[4-(3-(2- propyloxy)-2-hydroxy-propyloxy)- 2-hydroxy]-phenyl}-6-[4-(ethylcarboxyl)-phenylamino]-1 ,3,5-triazin, 2,4-Bis-{[4-(2-ethyl- hexyloxy)-2-hydroxy]-phenyl}-6-(1-methyl-pyrrol-2-yl)-1 ,3,5-triazin, 2,4-Bis- {[4-tris(tri- methylsiloxy-silylpropyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin, 2,4- Bis-{[4-(2-methylpropenyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin, 2,4- Bis-{[4-(1l,1l,1I,3l,5l,5I,5l-Heptamethylsiloxy-2-methyl-propyloxy)-2-hydroxy]-phenyl}-6-(4- methoxyphenyl)-1 ,3,5-triazin sowie Mischungen der genannten Komponenten.The organic UV filters used according to the invention are selected from the derivatives of dibenzoylmethane, cinnamic acid esters, diphenylacrylic acid esters, benzophenone, camphor, p-aminobenzoic acid esters, o-aminobenzoic acid esters, salicylic acid esters, Benzimidazolen, symmetrically or asymmetrically substituted 1, 3,5-triazines, mono¬ meren and oligomeric 4,4-Diarylbutadiencarbonsäureestern and. -carboxamides, ketotricyclo (5.2.1.0) decane, Benzalmalonsäureestern, benzoxazole and any mixtures of the said components. The organic UV filters can be oil-soluble or water-soluble. The benzoxazole derivatives are advantageously present in dissolved form in the cosmetic preparations according to the invention. However, it may also be advantageous if the benzoxazole derivatives are present in a pigmentary, ie undissolved form, for example in particle sizes of 10 nm to 300 nm. According to the invention particularly preferred oil-soluble UV filters are 1- (4-tert-butylphenyl) -3- (4'-methoxyphe- nyl) propane-1, 3-dione (Parsol ® 1789), 1-phenyl-3- (4 '-isopropylphenyl) -propane-1,3-dione, 3- (4 * -methylbenzylidene) -D, L-camphor, 4- (dimethylamino) benzoic acid 2-ethylhexyl ester, 4- (dimethylamino) benzoic acid 2-octyl ester Ethyl 4- (dimethylamino) benzoate, 2-ethylhexyl 4-methoxycinnamate, propyl 4-methoxycinnamate, isopentyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3,3-phenylcinnamate (octocrylene), salicylic acid-2 ethylhexyl ester, 4-isopropylbenzyl salicylate, methyl salicylate (SSδ-trimethylcyclohexylsalicylate), 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone , 2- (4'-diethylamino-2'-hydroxybenzoyl) -benzoic acid hexyl ester (also: aminobenzophenone, available under the name Uvinul A Plus from BASF), 4-methoxy-benzmalonic acid di-2-ethylhexyl ester, bonded to polymers UV filter, z. B. the 3- (4- (2,2-bis-ethoxycarbonylvinyl) phenoxy) propenyl) methoxysiloxane / dimethylsiloxane copolymer with the INCI name Dimethicodiethylbenzal malonate (CAS No. 207574 74-1, Parsol ® SLX), triazine derivatives, such as. B. 2,4-bis - {[4- (2-ethyl-hexyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine (INCI: bis-ethylhexyloxyphenol methoxyphenyl triazine, available) under the name Tinosorb S from CIBA, dioctylbutylamidotriazone (INCI: Diethylhexyl Butamido Triazone, available) under the name Uvasorb HEB from Sigma 3V ®, 2,4,6-trianilino- (p-carbo-2'-ethyl- 1 '-hexyloxy) -1, 3,5-triazine (ethylhexyl Tri¬ Azone, Uvinul ® T 150), 2-t4,6-bis (2,4-dimethylphenyl) -1, 3,5-triazin-2- yl] -5- (octyloxy) phenol (CAS No .: 2725-22-6), 2,4-bis- [5-1 (di-methylpropyl) benzoxazol-2-yl- (4-phenyl) -imino ] -6- (2-ethylhexyl) imino-1,3,5-triazine (CAS no. 288254-16-0, Uvasorb K2A ® from 3V Sigma), the benzotriazole derivatives of 2,2'-methylene-bis- (6 - (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) -phenol) (Tinosorb M (Ciba)], 2,2'-methyl-bis- [6 (2H-benzotriazole -2-yl) -4- (methyl) phenol] (MIXXIM BB / 200 from Fairmount Chemical), 2- (2 f-hydroxy-3 ', 5 I -di-t-amylphenyl) benzotriazole (CAS no. : 025973-551), 2- (2'-hydroxy-5 '-octylphenyl) benzotriazole (CAS no. 003147-75-9), 2- (2 I-hydroxy-5'-methylphenyl) benzotriazole (CAS-No. 2440-22-4), 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3- [1,3,3,3-tetramethyl] - ((trimethylsilyl) oxy ] disiloxanyl) propyl] phenol (CAS No .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, 2,4-bis - {[4- (2-ethyl-hexyloxy) -2-hydroxy ] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine (INCI: bis-Ethylhexyloxyphenol methoxyphenyl triazine or Aniso triazine, available as Tinosorb S from CIBA ®), 2,4-bis - {[ 4- (3-sulfonato) -2-hydroxy-propyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine sodium salt, 2,4-bis - [4 - (3- (2-propyloxy) -2-hydroxy-propyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine, 2,4-bis- [4- (2-ethyl-hexyloxy) -2-hydroxy] -phenyl} -6- [4- (2-methoxyethylcarboxyl) -phenylamino] -1, 3,5-triazine, 2,4-bis- [4- (3- (2-propyloxy) -2-hydroxy-propyloxy) -2-hydroxy] -phenyl} -6- [4- (ethylcarboxyl) -phenylamino] -1, 3,5-triazine, 2,4 Bis - {[4- (2-ethylhexyloxy) -2-hydroxy] -phenyl} -6- (1-methylpyrrol-2-yl) -1, 3,5-triazine, 2,4-bis - {[4-tris (trimethylsiloxy-sily 1-propyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine, 2,4-bis - {[4- (2-methylpropenyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine, 2,4-bis - {[4- (1 l, 1 l, 1 l, 3 l, 5 l, 5 l, 5 l -Heptamethylsiloxy 2-methyl-propyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine and mixtures of the said components.
Bevorzugte wasserlösliche UV-Filter sind 2-Phenylbenzimidazol-5-sulfonsäure, Pheny- len-1 ,4-bis-(2-benzimidazyl)-3,3'-5,5'-tetrasulfonsäure und deren Alkali-, Erdalkali-, Ammonium-, Alkylammonium-, Alkanolammonium- und Glucammoniumsal∑e, insbeson¬ dere die Sulfonsäure selbst mit der INCI Bezeichnung Phenylbenzimidazole Sulfonic Acid (CAS.-Nr. 27503-81-7), die beispielsweise unter dem Handelsnamen Eusolex 232 bei Merck oder unter Neo Heliopan Hydro bei Symrise erhältlich ist, und das Phenylen- 1 ,4-bis-(2-benzimidazyl)-3,31-5,5'-tetrasulfonsäure-bis-natriumsalz mit der INCI-Bezeich- nung Disodium Phenyl Dibenzimidazol Tetrasulfonate (CAS-Nr,: 180898-37-7), das bei¬ spielsweise unter dem Handelsnamen Neo Heliopan AP bei Symrise erhältlich ist, Sulfonsäurederivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxybenzo- phenon-5-sulfonsäure und ihre Salze, Sulfonsäurederivate des 3-Benzylidencamphers, wie z. B. 4-(2-Oxo-3-bornylidenmethyl)benzolsulfonsäure und 2-Methyl-5-(2-oxo-3-borny- liden)sulfonsäure und deren Salze mit der INCI-Bezeichnung Terephthalydene Dicampher Sulfonic Acid (CAS.-Nr.: 90457-82-2, als Mexoryl SX von der Firma Chimex erhältlich).Preferred water-soluble UV filters are 2-phenylbenzimidazole-5-sulfonic acid, phenylene-1, 4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid and its alkali metal, alkaline earth metal, ammonium , Alkylammonium-, Alkanolammonium- and GlucammoniumsalΣe, in particular the sulfonic acid itself with the INCI name phenylbenzimidazole sulfonic acid (CAS No. 27503-81-7), for example, under the trade name Eusolex 232 at Merck or under Neo Heliopan Hydro is available from Symrise and the phenylene-1,4-bis (2-benzimidazyl) -3,3 1 -5,5'-tetrasulfonic acid bis-sodium salt with the INCI name Disodium Phenyl Dibenzimidazole Tetrasulfonate ( CAS No.: 180898-37-7) which is obtainable, for example, under the trade name Neo Heliopan AP from Symrise, sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts, sulfonic acid derivatives of the 3-benzylidene camphor, such as. B. 4- (2-oxo-3-bomylidenemethyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bionylidene) sulfonic acid and its salts with the INCI name Terephthalydene Dicampher Sulfonic Acid (CAS.No. .: 90457-82-2, available as Mexoryl SX from Chimex).
Einige der öllöslichen UV-Filter können selbst als Lösungsmittel oder Lösungsvermittler für andere UV-Filter dienen. So lassen sich beispielsweise Lösungen des UV-A-Filters 1-(4-tert.-Butylphenyl)-3-(4'methoxyphenyl)propan-1,3-dion (z. B. Parsol® 1789) in ver- schiedenen UV-B-Filtern herstellen. Die erfindungsgemäßen Zusammensetzungen ent¬ halten daher in einer weiteren bevorzugten Ausführungsform 1-(4-tert.-Butylphenyl)-3- (4'-methoxyphenyl)propan-1,3-dion in Kombination mit mindestens einem UV-B-Filter, ausgewählt aus 4-Methoxyzimtsäure-2-ethylhexylester, 2-Cyano-3,3-phenylzimtsäure-2- ethylhexylester, Salicylsäure-2-ethylhexylester und S^ö-Trimethyl-cyclohexylsalicylat. In diesen Kombinationen liegt das Gewichtsverhältnis von UV-B-Filter zu 1-(4-tert.-Butyl- phenyl)-3-(4'methoxyphenyl)propan-1 ,3-dion zwischen 1:1 und 10:1, bevorzugt zwischen 2:1 und 8:1, das molare Verhältnis liegt entsprechend zwischen 0,3 und 3,8, bevorzugt zwischen 0,7 und 3,0.Some of the oil-soluble UV filters can themselves serve as solvents or solubilizers for other UV filters. Thus, for example, solutions of the UV-A filter 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione (z. B. Parsol ® 1789) in comparable make various UV-B filters. Therefore, in a further preferred embodiment, the compositions according to the invention contain 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione in combination with at least one UV-B filter 4-methoxycinnamic acid 2-ethylhexyl ester, 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester, 2-ethylhexyl salicylate and 5-trimethylcyclohexylsalicylate. In these combinations, the weight ratio of UV-B filter to 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione is between 1: 1 and 10: 1, preferably between 2: 1 and 8: 1, the molar ratio being between 0.3 and 3.8, preferably between 0.7 and 3.0.
Bei den erfindungsgemäß bevorzugten anorganischen Lichtschutzpigmenten handelt es sich um feindisperse oder kolloiddisperse Metalloxide und Metallsalze, beispielsweise Titandioxid, Zinkoxid, Eisenoxid, Aluminiumoxid, Ceroxid, Zirkoniumoxid, Silicate (Talk) und Bariumsulfat. Die Partikel sollten dabei einen mittleren Durchmesser von weniger als 100 nm, vorzugsweise zwischen 5 und 50 nm und insbesondere zwischen 15 und 30 nm aufweisen, so genannte Nanopigmente. Sie können eine sphärische Form aufweisen, es können jedoch auch solche Partikel zum Einsatz kommen, die eine ellipsoide oder in sonstiger Weise von der sphärischen Gestalt abweichende Form besitzen. Die Pigmente können auch oberflächenbehandelt, d.h. hydrophilisiert oder hydrophobiert vorliegen. Typische Beispiele sind gecoatete Titandioxide, wie z. B. Titandioxid T 805 (Degussa) oder Eusolex® T2000 (Merck). Als hydrophobe Coatingmittel kommen dabei vor allem Silicone und dabei speziell Trialkoxyoctylsilane oder Simethicone in Frage. Besonders bevorzugt sind Titandioxid und Zinkoxid.The inventively preferred inorganic photoprotective pigments are finely dispersed or colloidally disperse metal oxides and metal salts, for example titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc) and barium sulfate. The particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm, so-called nanopigments. They may have a spherical shape, but it is also possible to use those particles which have an ellipsoidal or otherwise deviating shape from the spherical shape. The pigments can also be surface-treated, ie hydrophilized or hydrophobized. Typical examples are coated titanium dioxides, such as. Example, titanium dioxide T 805 (Degussa) or Eusolex ® T2000 (Merck). Suitable hydrophobic coating agents are in particular silicones and in particular trialkoxyoctylsilanes or simethicones. Particularly preferred are titanium dioxide and zinc oxide.
Erfindungsgemäß sind die organischen UV-Filtersubstanzen in Mengen von 0,1 - 30 Gew.-%, bevorzugt 0,5 - 20 Gew.-%, besonders bevorzugt 1,0 - 15 Gew.-% und außer¬ ordentlich bevorzugt 3,0 - 10 Gew.-%, jeweils bezogen auf die gesamte Zusammenset¬ zung, enthalten.According to the invention, the organic UV filter substances in amounts of 0.1 to 30 wt .-%, preferably 0.5 to 20 wt .-%, particularly preferably 1.0 to 15 wt .-% and extraordinarily preferably 3.0 - 10 wt .-%, each based on the total composition, contain.
Erfindungsgemäß sind die anorganischen UV-Filtersubstanzen in Mengen von 0,1 - 15 Gew.-%, bevorzugt 0,5 - 10 Gew.-%, besonders bevorzugt- 1 ,0 - 5 Gew.-% und außer¬ ordentlich bevorzugt 2,0 - 4,0 Gew.-%, jeweils bezogen auf die gesamte Zusammenset¬ zung, enthalten.According to the invention, the inorganic UV filter substances are present in amounts of 0.1-15% by weight, preferably 0.5-10% by weight, more preferably 1-10-0% by weight and exceptionally preferably 2, 0 - 4.0 wt .-%, each based on the total composition, tion.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens einen selbstbräunenden Wirkstoff. Erfindungsgemäß bevorzugte selbstbräunende Wirkstoffe sind ausgewählt aus Dihydroxyaceton, Erythrulose und 5,6-Dihydroxyindolin. Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens einen selbstbräunenden Wirkstoff in einer Gesamtmenge von 0,01 - 15 Gew.-%, bevorzugt 0,1 - 10 Gew.-%, besonders bevorzugt 1,0 - 5 Gew.-% und außerordentlich bevorzugt 2,0 - 4,0 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one self-tanning agent. Self-tanning active ingredients preferred according to the invention are selected from dihydroxyacetone, erythrulose and 5,6-dihydroxyindoline. Particularly preferred compositions according to the invention are characterized in that they contain at least one self-tanning active ingredient in a total amount of 0.01-15% by weight, preferably 0.1-10% by weight, particularly preferably 1.0-5% by weight. -%, and most preferably 2.0 - 4.0 wt .-%, each based on the total composition included.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zu¬ sammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens einen hautaufhellenden Wirkstoff. Erfindungsgemäß bevorzugte hautaufhellende Wirkstoffe sind ausgewählt aus Ascorbinsäure, den Estern der Ascorbinsäure mit Phosphorsäure und/oder organischen C2-C2o-Carbonsäuren sowie deren Alkali- und Erdalkalimetallsal¬ zen, Kojisäure, Hydrochinon, Arbutin, Maulbeerbaumextrakt und Süßholzextrakt sowie Mischungen hiervon. Sowohl als Einzelsubstanz wie auch in Mischung bevorzugt sind die Ascorbinsäurederivate sowie Kojisäure bevorzugt. Besonders bevorzugt sind Natri- umascorbylphosphat, Magnesiumascorbylphosphat, Ascorbylmonopalmitat, Ascorbyl- dipalmitat, Ascorbylmonostearat, Ascorbyldistearat, Ascorbylmonoethylhexanoat, Ascor- byldiethylhexanoat, Ascorbylmonooctanoat, Ascorbyldioctanoat, Ascorbylmonoisostearat und Ascorbyldiisostearat. Die erfindungsgemäß außerordentlich bevorzugten Ascorbin¬ säurederivate sind Natriumascorbylphosphat und Magnesiumascorbylphosphat. Besonders bevorzugte erfindungsgemäße Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens einen hautaufhellenden Wirkstoff in einer Gesamtmenge von 0,05 bis 5 Gew.-%, bevorzugt von 0,1 - 2 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one skin-lightening active ingredient. According to the invention preferred skin lightening agents are selected from ascorbic acid, the esters of ascorbic acid with phosphoric acid and / or organic C 2 -C 2 o-carboxylic acids and their alkali and Erdalkalimetallsal¬ zen, thereof kojic acid, hydroquinone, arbutin, mulberry extract, and licorice extract and mixtures thereof. Both as a single substance and as a mixture, the ascorbic acid derivatives and kojic acid are preferred. Particularly preferred are sodium ascorbyl phosphate, magnesium ascorbyl phosphate, ascorbyl monopalmitate, ascorbyl dipalmitate, ascorbyl monostearate, ascorbyl distearate, ascorbyl monoethyl hexanoate, ascorbyl diethylhexanoate, ascorbyl monooctanoate, ascorbyl dioctanoate, ascorbyl monoisostearate and ascorbyl diisostearate. The inventively extraordinarily preferred ascorbic acid derivatives are sodium ascorbyl phosphate and magnesium ascorbyl phosphate. Particularly preferred compositions according to the invention are characterized in that they comprise at least one skin-lightening active ingredient in a total amount of from 0.05 to 5% by weight, preferably from 0.1 to 2% by weight, based in each case on the entire composition ,
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens einen hautberuhigenden Wirkstoff. Erfindungsgemäß bevorzugte hautberuhigende Wirkstoffe sind ausgewählt aus Allantoin, α-Bisabolol und α-Liponsäure, Extrakten aus Centella asiatica, beispielsweise erhältlich unter der Bezeichnung Madecassicoside von DSM, Glycyrrethinsäure, die besonders bevorzugt in Liposomen verkapselt vorliegt und in dieser Form z. B. unter dem Handelsnamen Calmsphere von Soliance erhältlich ist, Mischungen aus Getreidewachsen, Extrakten aus Schibutter und Argania Spinosa-Öl mit der INCI-Bezeichnung „Spent grain wax and Butyrospermum Parkii (shea butter) extract and Argania Spinosa Kernel OiI", wie sie z. B. unter der Handelsbezeichnung Stimu-Tex AS von der Firma Pentapharm erhältlich sind, Extrakten aus Vanilla Tahitensis, wie sie z. B. unter der Handelsbezeichnung Vanirea (INCI : Vanilla Tahitensis Fruit Extract) von der Firma Solabia erhältlich sind, Alginhydrolysaten, wie sie z. B. unter der Handelsbe¬ zeichnung Phycosaccharide, insbesondere Phycosaccharide AI, von der Firma Codif erhältlich sind, Extrakten aus Bacopa Monniera, wie sie z. B. unter der Handelsbezeich¬ nung Bacocalmine von der Firma Sederma erhältlich sind, Extrakten aus der Rooibos- Pflanze, wie sie z. B. unter dem Handelsnamen Rooibos Herbasec MPE von der Firma Cosmetochem erhältlich sind, Hefeextrakten, besonders bevorzugt das Handelsprodukt Drieline (INCI-Bezeichnung "Sorbitol, Yeast Extract"), erhältlich von der Firma Lanatech, den physiologisch verträglichen Salzen von Sterolsulfaten, wie sie z. B. unter der Han¬ delsbezeichnung Phytocohesine (INCI: Sodium Beta-Sitosterylsulfate) von der Firma Vincience erhältlich sind, Aminodicarbonsäuren mit einer C-Kettenlänge von 3 - 6 Koh¬ lenstoffatomen sowie deren physiologisch verträglichen Salzen, bevorzugt ausgewählt aus Aminomalonsäure, Aminobemsteinsäure (= Asparaginsäure), Aminoglutarsäure und Aminoadipinsäure sowie deren physiologisch verträglichen Salzen wie Kaliumaspartat und Magnesiumaspartat, sowie beliebigen Mischungen dieser Substanzen. Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens einen hautberuhigenden Wirkstoff in einer Gesamtmenge von 0,001 bis 5 Gew.-%, besonders bevorzugt 0,01 bis 2 Gew.-% und außerordentlich bevorzugt 0,1 bis 1 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, ent¬ halten.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one skin-soothing active ingredient. Skin-calming active ingredients preferred according to the invention are selected from allantoin, α-bisabolol and α-lipoic acid, extracts from Centella asiatica, for example obtainable under the name Madecassicoside from DSM, glycyrrethic acid, which is particularly preferably encapsulated in liposomes and in this form z. Sold under the trade name Calmsphere by Soliance, mixtures of cereal waxes, extracts of shea butter and Argania spinosa oil with the INCI name "Spent grain wax and Butyrospermum Parkii (shea butter) extract and Argania Spinosa Kernel OiI ", as available, for example, under the trade name Stimu-Tex AS from Pentapharm, extracts from Vanilla Tahitensis, as described, for example, under the trade name Vanirea (INCI: Vanilla Tahitensis Fruit Extract). Alginhydrolysaten, as are available, for example, under the trade name Phycosaccharide, in particular phycosaccharides AI, from the company Codif, extracts from Bacopa Monniera, as for example under the trade name Bacocalmine extracts from the Rooibos plant, such as those obtainable, for example, under the trade name Rooibos Herbasec MPE from Cosmetochem, yeast extracts, particularly preferably the commercial product Drieline (INCI name "sorbitol, Yeast Extract"). ), available from Lanatech, the physiologically acceptable salts of sterol sulfates, as described, for example, under the trade name phytocohesins (INCI: Sodium Be ta-sitosteryl sulfates) from the company Vincience, aminodicarboxylic acids having a carbon chain length of 3 to 6 carbon atoms and their physiologically acceptable salts, preferably selected from aminomalonic acid, aminosuccinic acid (= aspartic acid), aminoglutaric acid and aminoadipic acid and their physiologically acceptable salts such as Potassium aspartate and magnesium aspartate, and any mixtures of these substances. Particularly preferred compositions according to the invention are characterized in that they contain at least one skin-soothing active ingredient in a total amount of from 0.001 to 5% by weight, more preferably 0.01 to 2% by weight and most preferably 0.1 to 1% by weight. %, in each case based on the total composition, ent.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens einen feuchtigkeitsspendenden Wirkstoff. Erfindungsgemäß bevorzugte feuchtigkeitsspenden- de Wirkstoffe sind ausgewählt aus Desoxyzuckern, besonders bevorzugt Rhamnose und Fucose, Polysacchariden, die mindestens einen Desoxyzucker-Baustein enthalten, be¬ sonders bevorzugt aus den Handelsprodukten Fucogel® (INCI-Bezeichnung Biosaccha- ride Gum-1) von Solabia, Rhamnosoft® (INCI-Bezeichnung Biosaccharide Gum-2) von Solabia, Fucogenol® (INCI-Bezeichnung Biosaccharide Gum-3) von Solabia und Glyco- film® (INCI-Bezeichnung Biosaccharide Gum-4) von Solabia, weiterhin Mischungen der vorgenannten, mindestens einen Desoxyzucker-Baustein enthaltenden Polysaccharide, beispielsweise der Mischung aus Biosaccharide Gum-2 und Biosaccharide Gum-3, er¬ hältlich als Handelsprodukt Elastinol plus® von Solabia, weiterhin Harnstoff, (2-Hydroxy- ethyl)harnstoff, Betain (Me3N+-CH2-COO"), Glycosaminoglycanen, besonders bevorzugt Hyaluronsäure, Dextran, Dextransulfat, Chondroitin-4-sulfat und Chondroitin-6-sulfat, sowie beliebigen Mischungen dieser Substanzen.In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one moisturizing active ingredient. According to the invention preferred feuchtigkeitsspenden- de active ingredients are selected from deoxy sugars, particularly preferably rhamnose and fucose, polysaccharides, which contain at least one deoxysugar block be¬ Sonders preferably made of the commercial products Fucogel ® (INCI name Biosaccha- ride Gum-1) from Solabia, Rhamnosoft ® (INCI name Biosaccharide Gum-2) from Solabia, Fucogenol ® (INCI name Biosaccharide Gum-3) from Solabia and glyco- film ® (INCI name Biosaccharide Gum-4) from Solabia, further mixtures of the above, at least a deoxy sugar component-containing polysaccharides, such as the mixture of Biosaccharide Gum-2 and Biosaccharide Gum-3, er¬ hältlich as the commercial product plus Elastinol ® from Solabia, further urea, (2-hydroxy ethyl) urea, betaine (Me 3 N + -CH 2 -COO " ), glycosaminoglycans, more preferably hyaluronic acid, dextran, dextran sulfate, chondroitin 4-sulfate and chondroitin 6-sulfate, and any mixtures of these substances.
Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens einen feuchtigkeitsspendenden Wirkstoff in einer Gesamt¬ menge von 0,001 bis 10 Gew.-%, besonders bevorzugt 0,01 bis 5 Gew.-% und außer¬ ordentlich bevorzugt 0,1 bis 1 oder 2 Gew.-%, jeweils bezogen auf die gesamte Zusam¬ mensetzung, enthalten.Particularly preferred compositions according to the invention are characterized in that they contain at least one moisturizing active ingredient in a total amount of from 0.001 to 10% by weight, more preferably from 0.01 to 5% by weight and exceptionally preferably from 0.1 to 1 or 2 wt .-%, each based on the total Zusam¬ composition containing.
In einer weiteren bevorzugten Ausführungsform enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens einen sebumregulierenden Wirkstoff. Erfindungsgemäß bevorzugte sebumregulierende Wirk¬ stoffe sind ausgewählt aus Azelainsäure, Sebacinsäure, 10-Hydroxydecansäure, 1,10- Oecandiol, die als erfindungsgemäß besonders bevorzugte Dreierkombination in dem Handelsprodukt Acnacidol PG von Vincience eingesetzt werden, weiterhin aus dem Handelsprodukt Azeloglicina (Potassium Azeloyl Diglycinate) von Sinerga, Extrakten aus Spiraea Ulmaria, wie sie z. B. im Produkt Seboregul der Firma Silab enthalten sind, weiterhin aus wasser- und öllöslichen Extrakten aus Hamamelis, Klettenwurzel und Brennessel, Zimtbaumextract (z. B. Sepicontrol® A5 von der Firma Seppic), Chrysanthe¬ menextrakt (z. B. Laricyl® von Laboratoires Serobiologiques) und den Wirkstoffmischun¬ gen Asebiol® BT 2 (Laboratoires Serobiologiques, INCI: Aqua, Hydrolyzed Yeast Protein, Pyridoxine, Niacinamide, Glycerin, Panthenol, Allantoin, Biotin) und Antifettfaktor® COS- 218/2-A (Cosmetochem, INCI: Aqua, Cetyl-PCA, PEG-8 Isolauryl Thioether, PCA, Cetyl Alcohol).In a further preferred embodiment, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one sebum-regulating active substance. Sebum-regulating active substances which are preferred according to the invention are selected from azelaic acid, sebacic acid, 10-hydroxydecanoic acid, 1,10-oecanediol, which are used according to the invention as the particularly preferred triple combination in the commercial product acnacidol PG from Vincience, furthermore from the commercial product azeloglicina (potassium azeloyl diglycinate) Sinerga, Extracts of Spiraea Ulmaria, as they are eg. B. Silab contained in the product Seboregul the company to continue (as Sepicontrol A5 ® z. By Seppic) water and oil soluble extracts of Hamamelis, burdock and nettles, Zimtbaumextract, Chrysanthe¬ menextrakt (z. B. Laricyl ® by Laboratoires Serobiologiques) and the Wirkstoffmischun¬ gen Asebiol ® BT 2 (Laboratoires Serobiologiques, INCI: Aqua, Hydrolyzed Yeast protein, Pyridoxine, Niacinamide, glycerol, panthenol, allantoin, biotin) and antiobesity factor ® COS 218/2-A (Cosmetochem, INCI: aqua, cetyl-PCA, PEG-8 isolauryl thioether, PCA, cetyl alcohol).
Erfindungsgemäß besonders bevorzugte Zusammensetzungen sind dadurch gekenn¬ zeichnet, dass sie mindestens einen sebumregulierenden Wirkstoff in einer Gesamt¬ menge von 0,001 bis 5 Gew.-%, bevorzugt 0,01 bis 2 Gew.-% und besonders bevorzugt 0,1 bis 1 Gew.-%, jeweils bezogen auf die gesamte Zusammensetzung, enthalten.Particularly preferred compositions according to the invention are characterized in that they contain at least one sebum-regulating active ingredient in a total amount of from 0.001 to 5% by weight, preferably from 0.01 to 2% by weight and more preferably from 0.1 to 1% by weight. -%, in each case based on the total composition included.
Ein weiterer Gegenstand der vorliegenden Erfindung ist die nicht-therapeutische, kosme¬ tische Verwendung von a) mindestens einem Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vor¬ liegen kann und das in der Haut die Freisetzung von Wachstumsfaktoren wie z.B. TGF-ß und nachfolgend die Collagen- und/ oder Fibronectinsynthese stimuliert, und b) mindes- tens einem Tripeptid, das acyliert und/oder verestert sein und/oder als physiologisch ver¬ trägliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg-Phe-Lys des Thrombospondins I den Wachstumsfaktor TGF-ß und damit die Collagen- und/oder Fibronectinsynthese aktiviert, in einem zur topischen Anwendung bestimmten kosmeti¬ schen oder dermatologischen Träger zurAnother object of the present invention is the non-therapeutic kosme¬ tables use of a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and / or esterified and / or physiologically acceptable Salt may be present and which stimulates in the skin the release of growth factors such as TGF-β and subsequently collagen and / or fibronectin synthesis, and b) at least a tripeptide which may be acylated and / or esterified and / or present as a physiologically acceptable salt and which binds to the sequence Arg-Phe-Lys of thrombospondin I the growth factor TGF-.beta. and thus the collagen and / or Activated fibronectin, in a cosmetic or dermatological carrier intended for topical application
- Behandlung reifer oder intrinsisch oder extrinsisch gealterter Haut, insbesondere zur Antifaltenbehandlung, und/oder zur- Treatment of mature or intrinsically or extrinsically aged skin, in particular for anti-wrinkle treatment, and / or
- Verbesserung der Hautverträglichkeit von Hautbehandlungsmitteln mit Antiageing- Wirkung, insbesondere von Antifaltenmitteln.- Improvement of the skin compatibility of skin treatment products with anti-aging effect, in particular anti-wrinkle agents.
Ein weiterer Gegenstand der vorliegenden Erfindung ist die nicht-therapeutische, kosme¬ tische Verwendung von a) mindestens einem Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das in der Haut die Freisetzung von Wachstumsfaktoren wie z.B. TGF-ß und nachfolgend die Collagen- und/ oder Fibronectinsynthese stimuliert, und b) mindestens einem Tripeptid, das acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg-Phe-Lys des Thrombospondins I den Wachstumsfaktor TGF-ß und damit die Collagen- und/oder Fibronectinsynthese aktiviert, und zusätzlich zu den Komponenten a) und b) c) mindestens einem Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das die Collagensynthese in dermalen Fibroblasten nach einem anderen Mechanismus als das Peptid a) oder b) stimuliert, in einem zur topischen Anwendung bestimmten kosmetischen oder dermatologischen Träger zurAnother object of the present invention is the non-therapeutic kosme¬ tables use of a) at least one di-, tri-, tetra-, penta- or hexapeptide, the N-acylated and / or esterified and / or physiologically acceptable Salt may be present and that in the skin the release of growth factors such as TGF-ß and subsequently stimulates collagen and / or Fibronectinsynthese, and b) at least one tripeptide which may be acylated and / or esterified and / or present as a physiologically acceptable salt and by binding to the sequence Arg-Phe-Lys of Thrombospondins I the growth factor TGF-ß and thus activates the collagen and / or fibronectin synthesis, and in addition to the components a) and b) c) at least one di-, tri-, tetra-, penta- or hexapeptide which N-acylated and / or may be esterified and / or present as a physiologically acceptable salt and that stimulates collagen synthesis in dermal fibroblasts by a mechanism other than peptide a) or b) in a cosmetic or dermatological carrier intended for topical application
- Behandlung reifer oder intrinsisch oder extrinsisch gealterter Haut, insbesondere zur Antifaltenbehandlung, und/oder zur- Treatment of mature or intrinsically or extrinsically aged skin, in particular for anti-wrinkle treatment, and / or
- Verbesserung der Hautverträglichkeit von Hautbehandlungsmitteln mit Antiageing- Wirkung, insbesondere von Antifaltenmitteln.- Improvement of the skin compatibility of skin treatment products with anti-aging effect, in particular anti-wrinkle agents.
Vorteilhafterweise liegen die erfindungsgemäßen kosmetischen oder dermatologischen Mittel in Form einer flüssigen, fließfähigen oder festen ÖI-in-Wasser-Emulsion, Wasser¬ in-Öl-Emulsion, Mehrfach-Emulsion, insbesondere einer Öl-in-Wasser-in-ÖI- oder Wasser-in-ÖI-in-Wasser-Emulsion, Makroemulsion, Miniemulsion, Mikroemulsion, PIT- Emulsion, Nanoemulsion, Pickering-Emulsion, Hydrodispersion, eines Hydrogels, eines Lipogels, einer ein- oder mehrphasigen Lösung, eines Schaumes, eines Puders oder einer Mischung mit mindestens einem als medizinischen Klebstoff geeigneten Polymer vor. Diese Darreichungsformen stellen erfindungsgemäß einen „Träger" dar. Die Mittel können auch in wasserfreier Form, wie beispielsweise einem Öl oder einem Balsam, dargereicht werden. Hierbei kann der Träger ein pflanzliches oder tierisches Öl, ein Mineralöl, ein synthetisches Öl oder eine Mischung solcher Öle sein. In einer besonderen Ausführungsform der erfindungsgemäßen Mittel liegen die Mittel als Mikroemulsion vor. Unter Mikroemulsionen werden im Rahmen der Erfindung neben den thermodynamisch stabilen Mikroemulsionen auch die sogenannten "PIT"-Emulsionen verstanden. Bei diesen Emulsionen handelt es sich um Systeme mit den 3 Komponenten Wasser, Öl und Emulgator, die bei Raumtemperatur als ÖI-in-Wasser-Emulsion vorlie¬ gen. Beim Erwärmen dieser Systeme bilden sich in einem bestimmten Temperatur¬ bereich (als Phaseninversiontemperatur oder "PIT" bezeichnet) Mikroemulsionen aus, die sich bei weiterer Erwärmung in Wasser-in-ÖI-Emulsionen umwandeln. Beim anschließenden Abkühlen werden wieder O/W-Emulsionen gebildet, die aber auch bei Raumtemperatur als Mikroemulsionen oder als sehr feinteilige Emulsionen mit einem mittleren Teilchendurchmesser unter 400 nm und insbesondere von etwa 100-300 nm, vorliegen. Erfindungsgemäß können solche Mikro- oder "PIT"-Emulsionen bevorzugt sein, die einen mittleren Teilchendurchmesser von etwa 200 nm aufweisen. In der Ausführungsform als Emulsion enthalten die erfindungsgemäßen Zusammenset¬ zungen mindestens eine oberflächenaktive Substanz als Emulgator oder Dispergiermit¬ tel. Geeignete Emulgatoren sind beispielsweise Anlagerungsprodukte von 4 bis 30 Mol Ethylenoxid und/oder 0 bis 5 Mol Propylenoxid an lineare C8-C22-FeWaIkOhOIe, an C12- C22-FeWSaUrCn und an C8-C15-Alkylphenole, Ci2-C22-Fettsäuremono- und -diester von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an C3-C6-PoIyOIe, insbesondere an Glycerin, Ethylenoxid- und Polyglycerin-Anlagerungsprodukte an Methylglucosid-Fett- säureester, 'FeWsäurealkanolamide und Fettsäureglucamide, C8-C22-Alkylmono- und -oligoglycoside und deren ethoxylierte Analoga, wobei Oligomerisierungsgrade von 1,1 bis 5, insbesondere 1 ,2 bis 2,0, und Glucose als Zuckerkomponente bevorzugt sind, Gemische aus Alkyl-(oligo)-glucosiden und FeWalkoholen, z. B. das im Handel erhältliche Produkt Montanov® 68, Anlagerungsprodukte von 5 bis 60 Mol Ethylenoxid an Rizinusöl und gehärtetes Rizinusöl, Partialester von Polyolen mit 3-6 Kohlenstoffatomen mit gesättigten Sterole (Sterine), insbesondere Cholesterol, Lanosterol, Beta-Sitosterol, Stigmasterol, Campesterol und Ergosterol sowie Mykosterole, Phospho- lipide, vor allem Glucose-Phospolipide, Fettsäureester von Zuckern und Zuckeralkoholen wie Sorbit, Polyglycerine und Polyglycerinderivate, bevorzugt Polyglyceryl-2-dipolyhydro- xystearat (Handelsprodukt Dehymuls® PGPH) und Polyglyceryl-3-diisostearat (Handels¬ produkt Lameform® TGI) sowie lineare und verzweigte C8-C30-Fettsäuren und deren Na-, K-, Ammonium-, Ca-, Mg- und Zn - Salze.Advantageously, the cosmetic or dermatological compositions according to the invention are in the form of a liquid, flowable or solid oil-in-water emulsion, water-in-oil emulsion, multiple emulsion, in particular an oil-in-water-in-oil or water in-oil-in-water emulsion, macroemulsion, miniemulsion, microemulsion, PIT emulsion, nanoemulsion, Pickering emulsion, hydrodispersion, a hydrogel, a lipogel, a mono- or multiphase solution, a foam, a powder or a mixture with at least one polymer suitable as a medical adhesive. The compositions may also be presented in anhydrous form, such as an oil or a balm, in which case the carrier may be a vegetable or animal oil, a mineral oil, a synthetic oil or a mixture of such oils In a particular embodiment of the compositions according to the invention, the agents are present as microemulsions In the context of the invention, microemulsions are understood as meaning not only the thermodynamically stable microemulsions but also the so-called "PIT" emulsions These emulsions are systems with the three components Water, oil and emulsifier which are present at room temperature as an oil-in-water emulsion. When these systems are heated, microemulsions are formed in a certain temperature range (referred to as phase inversion temperature or "PIT"), which on further heating in water-in-oil emulsions On cooling, O / W emulsions are again formed, but they are also present at room temperature as microemulsions or as very finely divided emulsions having a mean particle diameter of less than 400 nm and in particular of about 100 to 300 nm. According to the invention, those micro- or "PIT" emulsions may be preferred which have an average particle diameter of about 200 nm. In the embodiment as emulsion, the compositions according to the invention contain at least one surface-active substance as emulsifier or dispersant. Suitable emulsifiers are, for example, adducts of 4 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear C 8 -C 22 -FeWaIkOhOIe, C 12 -C 22 -FeWSaUrCn and C 8 -C 15 alkylphenols, Ci 2 - C 22 -fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide onto C 3 -C 6 -polyols, in particular onto glycerol, ethylene oxide and polyglycerol addition products on methylglucoside-fatty acid esters, "FeWsäurealkanolamide and fatty acid glucamides, C 8 - C 22 alkyl mono- and oligoglycosides and their ethoxylated analogues, with degrees of oligomerization of from 1.1 to 5, in particular from 1.2 to 2.0, and glucose as the sugar component being preferred, mixtures of alkyl (oligo) glucosides and FeW alcohols, z. For example, the commercially available product Montanov ® 68, addition products of 5 to 60 moles of ethylene oxide with castor oil and hydrogenated castor oil, partial esters of polyols having 3-6 carbon atoms with saturated Sterols, in particular cholesterol, lanosterol, beta-sitosterol, stigmasterol, campesterol and ergosterol, and also mycosterols, phospholipids, especially glucose phospholipids, fatty acid esters of sugars and sugar alcohols such as sorbitol, polyglycerols and polyglycerol derivatives, preferably polyglyceryl-2-dipolyhydro - xystearat (Dehymuls ® PGPH commercial product) and polyglyceryl-3 diisostearate (Lameform ® TGI Handels¬ product) as well as linear and branched C 8 -C 30 fatty acids and their Na, K, ammonium, Ca, Mg and Zn - salts.
Die erfindungsgemäßen Mittel enthalten die Emulgatoren bevorzugt in Mengen von 0,1 bis 25 Gew.-%, insbesondere 0,5 - 15 Gew.-%, bezogen auf das gesamte Mittel. In einer besonders bevorzugten Ausführungsform ist mindestens ein nichtionischer Emulgator mit einem HLB-Wert von 8 und darunter enthalten. Derart geeignete Emulga¬ toren sind beispielsweise Verbindungen der allgemeinen Formel R1 - O - R2, in der R1 eine primäre lineare Alkyl-, Alkenyl- oder Acylgruppe mit 20 - 30 C-Atomen und R2 Wasserstoff, eine Gruppe mit der Formel -(CnH2nO)x-H mit x = 1 oder 2 und n = 2 - 4 oder eine Polyhydroxyalkylgruppe mit 4 - 6 C-Atomen und 2 - 5 Hydroxylgruppen ist. Weitere bevorzugt geeignete Emulgatoren mit einem HLB-Wert von 8 und darunter sind die Anlagerungsprodukte von 1 oder 2 Mol Ethylenoxid oder Propylenoxid an Behenyl- alkohol, Erucylalkohol, Arachidylalkohol oder auch an Behensäure oder Erucasäure. Bevorzugt eignen sich auch die Monoester von C16-C3o-Fettsäuren mit Polyolen wie z. B. Pentaerythrit, Trimethylolpropan, Diglycerin, Sorbit, Glucose oder Methylglucose. Bei¬ spiele für solche Produkte sind z. B. Sorbitanmonobehenat oder Pentaerythrit-mono- erucat.The agents according to the invention preferably contain the emulsifiers in amounts of 0.1 to 25% by weight, in particular 0.5 to 15% by weight, based on the total agent. In a particularly preferred embodiment, at least one nonionic emulsifier having an HLB value of 8 and below is included. Such suitable emulsifiers are, for example, compounds of the general formula R 1 -O-R 2 in which R 1 is a primary linear alkyl, alkenyl or acyl group having 20-30 C atoms and R 2 is hydrogen, a group having the formula - (C n H 2n O) x -H with x = 1 or 2 and n = 2-4 or a polyhydroxyalkyl group having 4-6 C atoms and 2-5 hydroxyl groups. Further preferred emulsifiers with an HLB value of 8 and below are the adducts of 1 or 2 moles of ethylene oxide or propylene oxide with behenyl alcohol, erucyl alcohol, arachidyl alcohol or behenic acid or erucic acid. Preferably, the monoesters of C 16 -C 3 o fatty acids with polyols such. As pentaerythritol, trimethylolpropane, diglycerol, sorbitol, glucose or methyl glucose. Examples of such products are z. B. sorbitan monobehenate or pentaerythritol mono- erucat.
Als optionale Komponenten enthalten die erfindungsgemäßen Zusammensetzungen neben den Peptiden vom Typ a und b und ggf. c mindestens einen konditionierenden Wirkstoff. Unter konditionierenden Wirkstoffen sind erfindungsgemäß solche Substanzen zu verstehen, die auf keratinische Materialien, insbesondere auf die Haut, aufziehen und die physikalischen und sensorischen Eigenschaften verbessern. Konditionierungsmittel glätten die oberste Schicht der Haut und machen sie weich und geschmeidig. Erfindungsgemäß bevorzugte konditionierende Wirkstoffe sind ausgewählt aus Fettstof¬ fen, insbesondere pflanzlichen Ölen, wie Sonnenblumenöl, Olivenöl, Sojaöl, Rapsöl, Mandelöl, Jojobaöl, Orangenöl, Weizenkeimöl, Pfirsichkernöl und den flüssigen Anteilen des Kokosöls, Lanolin und seinen Derivaten, flüssigen Paraffinölen, Isoparaffinölen und synthetischen Kohlenwasserstoffen, Di-n-alkylethem mit insgesamt 12 bis 36 C-Atomen, z. B. Di-n-octylether und n-Hexyl-n-octylether, Fettsäuren, besonders linearen und/oder verzweigten, gesättigten und/oder ungesättigten C8.3o-Fettsäuren, Fettalkoholen, beson¬ ders gesättigten, ein- oder mehrfach ungesättigten, verzweigten oder unverzweigten Fettalkoholen mit 4 - 30 Kohlenstoffatomen, die mit 1 - 75, bevorzugt 5 - 20 Ethylenoxid- Einheiten ethoxyliert und/oder mit 3 - 30, bevorzugt 9 - 14 Propylenoxid-Einheiten prop- oxyliert sein können, Esterölen, das heißt Estern von C6-30-Fettsäuren mit C2.3o-Fettalko- holen, Hydroxycarbonsäurealkylestern, Dicarbonsäureestern wie Di-n-butyladipat sowie Diolestern wie Ethylenglykoldioleat oder Propylenglykoldi(2-ethylhexanoat), symmetri¬ schen, unsymmetrischen oder cyclischen Estern der Kohlensäure mit Fettalkoholen, z. B. Glycerincarbonat oder Dicaprylylcarbonat (Cetiol® CC), Mono,- Di- und Trifettsäure- estern von gesättigten und/oder ungesättigten linearen und/oder verzweigten Fettsäuren mit Glycerin, die mit 1 - 10, bevorzugt 7 - 9 Ethylenoxid-Einheiten ethoxyliert sein kön¬ nen, z. B. PEG-7 Glyceryl Cocoate, Wachsen, insbesondere Insektenwachsen, Pflan¬ zenwachsen, Fruchtwachsen, Ozokerit, Mikrowachsen, Ceresin, Paraffinwachsen, Tri¬ glyceriden gesättigter und gegebenenfalls hydroxylierter Ci6.3o-Fettsäuren, z. B. gehärte¬ ten Triglyceridfetten, Phospholipiden, beispielsweise Sojalecithin, Ei-Lecithin und Kepha- linen, Siliconverbindungen, ausgewählt aus Decamethylcyclopentasiloxan, Dodeca- methylcyclohexasiloxan und Siliconpolymeren, die gewünschtenfalls quervernetzt sein können, z. B. Polydialkylsiloxanen, Polyalkylarylsiloxanen, ethoxylierten und/oder prop- oxylierten Polydialkylsiloxanen mit der früheren INCI-Bezeichnung Dimethicone Copoly- ol, sowie Polydialkylsiloxanen, die Amin- und/oder Hydroxy-Gruppen enthalten, bevor¬ zugt Substanzen mit den INCI-Bezeichnungen Dimethiconol, Amodimethicone oder Tri- methylsilylamodimethicone.As optional components, the compositions according to the invention contain, in addition to the peptides of the type a and b and optionally c, at least one conditioning agent. According to the invention, conditioning substances are understood to mean substances which are absorbed by keratinic materials, in particular on the skin, and improve the physical and sensory properties. Conditioners smooth the top layer of the skin and make it soft and supple. Conditioning agents which are preferred according to the invention are selected from fatty substances, in particular vegetable oils, such as sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil, lanolin and its derivatives, liquid paraffin oils, isoparaffin oils and synthetic hydrocarbons, di-n-alkyl ethers having a total of 12 to 36 carbon atoms, z. B. di-n-octyl ether and n-hexyl-n-octyl ether, fatty acids, especially linear and / or branched, saturated and / or unsaturated C 8 . 3 o-fatty acids, fatty alcohols, particularly saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols having 4-30 carbon atoms, which are ethoxylated with 1-75, preferably 5-20 ethylene oxide units and / or with 3-30, preferably 9-14 propylene oxide units may be propoxylated, ester oils, ie esters of C 6 - 30 fatty acids with C 2 . 3 o-fatty alcohol alkyl hydroxycarboxylates, dicarboxylic acid esters such as di-n-butyl adipate and diol esters such as ethylene glycol diol or propylene glycol di (2-ethylhexanoate), symmetri¬ rule, unsymmetric or cyclic esters of carbonic acid with fatty alcohols, eg. As glycerol carbonate or dicaprylyl (Cetiol ® CC), mono, - di- and Trifettsäure- esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol, which are ethoxylated with 1-10, preferably 7-9 ethylene oxide units kön¬ nen, z. B. PEG-7 glyceryl cocoate, waxes, especially insect waxes, Pflan¬ zenwachsen, fruit waxes, ozokerite, micro waxes, ceresin, paraffin waxes, tri glycerides of saturated and optionally hydroxylated Ci 6 .3o-fatty acids, eg. B. hardened th triglyceride fats, phospholipids, for example, soybean lecithin, egg lecithin and kephalin, silicone compounds selected from decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxan and silicone polymers, which may be crosslinked if desired, for. B. polydialkylsiloxanes, polyalkylaryl siloxanes, ethoxylated and / or propoxylated polydialkylsiloxanes having the earlier INCI name dimethicone copolyol, as well as polydialkylsiloxanes containing amine and / or hydroxyl groups, preferably substances with the INCI names dimethiconol, Amodimethicone or trimethylsilylamodimethicone.
Die Einsatzmenge der Fettstoffe beträgt 0,1 - 50 Gew.%, bevorzugt 0,1 - 20 Gew.% und besonders bevorzugt 0,1 - 15 Gew.%, jeweils bezogen auf das gesamte Hautbehand¬ lungsmittel.The amount used of the fatty substances is 0.1-50% by weight, preferably 0.1-20% by weight and more preferably 0.1-15% by weight, in each case based on the total skin treatment agent.
Weitere geeignete Zusatzstoffe sind Verdickungsmittel, z. B. natürliche und synthetische Tone und Schichtsilikate wie Bentonit, Hectorit, Montmorillonit oder Laponite®, oder anionische Polymere aus Acrylsäure, Methacrylsäure, Crotonsäure, Maleinsäure¬ anhydrid und 2-Acrylamido-2-methylpropansulfonsäure, wobei die sauren Gruppen ganz oder teilweise als Natrium-, Kalium-, Ammonium-, Mono- oder Triethanolammonium-Salz vorliegen können und wobei mindestens ein nichtionisches Monomer enthalten sein kann. Bevorzugte nichtionogene Monomere sind Acrylamid, Methacrylamid, Acrylsäure- ester, Methacrylsäureester, Vinylpyrrolidon, Vinylether und Vinylester. Bevorzugte anionische Copolymere sind Acrylsäure-Acrylamid-Copolymere sowie insbesondere Polyacrylamidcopolymere mit Sulfonsäuregruppen-haltigen Monomeren. Diese Copoly¬ mere können auch vernetzt vorliegen. Geeignete Handelsprodukte sind Sepigel®305, Simulgel®600, Simulgel® NS und Simulgel® EG der Firma SEPPIC. Weitere besonders bevorzugte anionische Homo- und Copolymere sind unvernetzte und vernetzte PoIy- acrylsäuren. Solche Verbindungen sind zum Beispiel die Handelsprodukte Carbopol®. Ein besonders bevorzugtes anionisches Copolymer enthält als Monomer zu 80 - 98 % eine ungesättigte, gewünschtenfalls substituierte C3-6-Carbonsäure oder ihr Anhydrid sowie zu 2 - 20 % gewünschtenfalls substituierte Acrylsäureester von gesättigten C10-30- Carbonsäuren, wobei das Copolymer mit den vorgenannten Vernetzungsagentien ver¬ netzt sein kann. Entsprechende Handelsprodukte sind Pemulen® und die Carbopol®- Typen 954, 980, 1342 und ETD 2020 (ex B. F. Goodrich).Other suitable additives are thickeners, for. B. natural and synthetic clays and phyllosilicates such as bentonite, hectorite, montmorillonite or Laponite ® , or anionic polymers of acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid, wherein the acidic groups wholly or partly as sodium , Potassium, ammonium, mono- or triethanolammonium salt, and wherein at least one nonionic monomer may be contained. Preferred nonionic monomers are acrylamide, methacrylamide, acrylates, methacrylates, vinylpyrrolidone, vinyl ethers and vinyl esters. Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers. These copolymers may also be present in crosslinked form. Suitable commercial products are Sepigel ® 305 Simulgel® ® 600, Simulgel® ® NS and Simulgel® ® EC SEPPIC. Further particularly preferred anionic homopolymers and copolymers are uncrosslinked and crosslinked polyacrylic acids. Such compounds are for example the commercial products Carbopol ®. A particularly preferred anionic copolymer contains as monomer 80-98% of an unsaturated, optionally substituted C 3-6 carboxylic acid or its anhydride and 2-20% of optionally substituted acrylic acid esters of saturated C 10-30 carboxylic acids, the copolymer having the The above-mentioned crosslinking agents can be crosslinked. Corresponding commercial products are Pemulen ® and Carbopol ® - types 954, 980, 1342 and ETD 2020 (ex BF Goodrich).
Geeignete nichtionische Polymere sind beispielsweise Polyvinylalkohole, die teilverseift sein können, z. B. die Handelsprodukte Mowiol® sowie Vinylpyrrolidon/Vinylester-Copoly- mere und Polyvinylpyrrolidone, die z. B. unter dem Warenzeichen Luviskol® (BASF) ver¬ trieben werden.Suitable nonionic polymers include polyvinyl alcohols, which may be partially saponified, for. B. the commercial products Mowiol ® and vinylpyrrolidone / vinyl ester copolymers and polyvinylpyrrolidones, z. B. under the trademark Luviskol ® (BASF) ver¬ be driven.
Weitere geeignete Zusatzstoffe sind Antioxidantien, Konservierungsmittel, Lösungsmittel wie Ethanol, Isopropanol, Ethylenglykol, Propylenglykol, Propylenglykolmonoethylether, Glycerin und Diethylenglykol, Adsorbentien und Füllstoffe, wie Talkum und Veegum®, Parfümöle, Pigmente sowie Farbstoffe zum Anfärben des Mittels, Substanzen zur Ein¬ stellung des pH-Wertes, Komplexbildner wie EDTA, NTA, ß-Alanindiessigsäure und Phosphonsäuren, Treibmittel wie Propan-Butan-Gemische, Pentan, Isopentan, Isobutan, N2O, Dimethylether, CO2 und Luft.Other suitable additives are antioxidants, preservatives, solvents such as ethanol, isopropanol, ethylene glycol, propylene glycol, propylene glycol, glycerol and diethylene glycol, adsorbents and fillers such as talc and Veegum ®, perfume oils, pigments and dyes for coloring the composition, substances position suitability for adjusting the pH, complexing agents such as EDTA, NTA, β-alaninediacetic acid and phosphonic acids, propellants such as propane-butane mixtures, pentane, isopentane, isobutane, N 2 O, dimethyl ether, CO 2 and air.
Die nachfolgenden Beispiele sollen den Gegenstand der Erfindung erläutern, ohne ihn hierauf zu beschränken.The following examples are intended to illustrate the subject matter of the invention without limiting it thereto.
Untersuchung des Einflusses von Typ a- und Typ b-Peptiden auf die Fibronectin- Synthese an HautmodellenInvestigation of the influence of type a and type b peptides on the synthesis of fibronectin on skin models
Hautmodelle wurden, wie bei Schlotmann et al. beschrieben, hergestellt (Schlotmann, K. et al., InL J. Cosm. ScL, 23 (2001) 309-318). Über einen Zeitraum von insgesamt 6 Tagen wurden die zu untersuchenden ÖI-in-Wasser-Emulsionen (Formulierungen 1 - 3) topisch appliziert. Anschließend wurden die Kulturen geerntet, fixiert und 5 μm starke Schnitte angefertigt. Fibronectin wurde durch immunhistochemische Färbung dargestellt.Skin models were, as in Schlotmann et al. (Schlotmann, K. et al., InL J. Cosm. ScL, 23 (2001) 309-318). Over a period of a total of 6 days, the oil-in-water emulsions to be investigated (formulations 1 to 3) were topically applied. Subsequently, the cultures were harvested, fixed and made 5 micron thick sections. Fibronectin was visualized by immunohistochemical staining.
Die Hautmodell-Gewebekulturen wurden mit folgenden Formulierungen behandelt: The skin model tissue cultures were treated with the following formulations:
Die Figuren A - F zeigen Fluoreszensaufnahmen der Dermis, die unter identischen Bedingungen angefertigt und gedruckt wurden. Die Figuren A, C und E stammen von aus einer Gewebekultur 1, die Figuren B, D und F aus einer Gewebekultur 2. Die Epidermis zeigt keine Färbung und ist daher auf den Abbildungen nicht sichtbar. Die hell gefärbten Bereiche stellen Fibronectin dar.Figures A-F show fluorescence images of the dermis prepared and printed under identical conditions. Figures A, C and E are from tissue culture 1, Figures B, D and F are from tissue culture 2. The epidermis shows no staining and is therefore not visible on the images. The brightly colored areas represent fibronectin.
Die Figuren A und B zeigen Gewebe, dass nur mit dem Träger (= Formulierung 1) be¬ handelt wurde. Die Figuren C und D zeigen Gewebe, das mit dem Träger, enthaltend 2,0 ppm Palmitoyl-Tripeptide-1 und 1,0 ppm Palmitoyl-Tetrapeptide-3 (= Formulierung 2, enthaltend nur Typ a-Peptide in Form des Rohstoffs Matrixyl 3000 von Sederma) behan¬ delt wurde. Die Figuren E und F zeigen Gewebe, das mit dem Träger, enthaltend 2,0 ppm Palmitoyl Tripeptide-1 und 1,0 ppm Palmitoyl Tetrapeptide-3 und 20 ppm Palmitoyl- Lys-Val-Lys bzw. Palmitoyl Tripeptide-5 (= Formulierung 3, enthaltend die Rohstoffe Matrixyl 3000 und Syn-COLL) behandelt wurde.FIGS. A and B show tissue which has been treated only with the carrier (= formulation 1). Figures C and D show tissue with the carrier containing 2.0 ppm of palmitoyl tripeptides-1 and 1.0 ppm palmitoyl tetrapeptide-3 (= Formulation 2, containing only type a peptides in the form of the raw material Matrixyl 3000 Sederma) behan¬ delt. Figures E and F show tissue bound to the support containing 2.0 ppm palmitoyl tripeptide-1 and 1.0 ppm palmitoyl tetrapeptide-3 and 20 ppm palmitoyl-Lys-Val-Lys and palmitoyl tripeptides-5 (= formulation 3, containing the raw materials Matrixyl 3000 and Syn-COLL) was treated.
Beim Einsatz von Typ a-Peptiden (Palmitoyl Tripeptide-1 und Palmitoyl Tetrapeptide-3) kam es im Vergleich zur peptidfreien Kontrolle nur zu einem geringfügigen Anstieg der Proteinmenge an Fibronectin (C, D versus A, B). Die Bilder E und F zeigen dagegen, dass die Kombination von Peptiden des Typs a (Palmitoyl Tripeptide-1 und Palmitoyl Tetrapeptide-3) und b (Palmitoyl Tripeptide-5) zu einer deutlichen Steigerung der Fluoreszensintensität für Fibronectin führte. When using type a-peptides (palmitoyl tripeptide-1 and palmitoyl tetrapeptide-3), there was only a slight increase in the protein level of fibronectin (C, D versus A, B) compared to the peptide-free control. On the other hand, pictures E and F show that the combination of peptides of type a (palmitoyl tripeptide-1 and palmitoyl tetrapeptide-3) and b (palmitoyl tripeptide-5) led to a significant increase in the fluorescence intensity for fibronectin.
Alle Angaben sind in Gew.-%, bezogen auf die gesamte Zusammensetzung.All data are in wt .-%, based on the total composition.
1. Oel-in-Wasser-Emulsionen 1. Hautcremes1. Oil-in-water emulsions 1. Skin creams
2. Hautcremes:2. Skin creams:
3. Tagescremes:3rd day creams:
4. Tagescremes mit Lichtschutzfaktor:4. Day Creams with SPF:
5. Tagescremes:5th day creams:
Hautcremes auf Basis einer Lipoprotein-CremeSkin creams based on a lipoprotein cream
2. Wasser-in-Oel-Emulsion 2. Water-in-oil emulsion
3. Wasser-in-Silicon-Emulsion3. Water-in-silicone emulsion
3. Reinigungszubereitungen3. Cleaning preparations
1. Gesichtswasser-Zubereitungen:1. Tonic preparations:
2-Phasen-Wellness-Massagefluid für Körper und Kopfhaut2-phase wellness massage fluid for body and scalp
Beispiele für Zusammensetzungen zum Tränken von TüchernExamples of compositions for soaking wipes
Mit diesen Tränkzusammensetzungen wurden verschiedene Viskose-Vliesstoffe ausge¬ rüstet. Es wurden gelochte, ungelochte, genoppte, einlagige, zweilagige und dreilagige Vliese ausgerüstet. Die Tücher wurden sowohl als feuchte Tücher als auch als trockene Tücher (das heißt, nach dem Ausrüsten wurden die Tücher bis auf einen Restwasser¬ gehalt kleiner 10 Gew.-%, bevorzugt kleiner 5 Gew.-%, getrocknet) verwendet.Various viscose nonwovens were equipped with these impregnating compositions. Perforated, unperforated, dimpled, single-ply, two-ply and three-ply nonwovens were finished. The wipes were used both as wet wipes and as dry wipes (that is, after finishing the wipes to a residual water content of less than 10 wt .-%, preferably less than 5 wt .-%, dried) were used.
Beispiel 1 stellt eine Tränkzusammensetzung für ein Lotions- und Make up-Entfemer- Tuch dar.Example 1 illustrates a soak composition for a lotion and make-up stripper cloth.
Beispiel 2 stellt eine Tränkzusammensetzung für ein Selbstbräuner-Tuch dar. Beispiel 3 stellt eine Tränkzusammensetzung für ein Sonnenschutz-Tuch dar. Beispiel 4 stellt eine Tränkzusammensetzung für ein Gesichtsreinigungs-Tuch dar.Example 2 illustrates a soak composition for a self-tanner cloth. Example 3 illustrates a soak composition for a sunscreen cloth. Example 4 illustrates a soak composition for a facial cleansing wipe.
Hautaufhellende Anti Age-MatrixpflasterSkin lightening anti age matrix patch
Hautberuhigende Anti-Age-ReservoirpflasterSkin soothing anti-aging reservoir plasters
Liste der eingesetzten Rohstoffe List of raw materials used

Claims

Patentansprüche claims
1. Kosmetische oder dermatologische Zusammensetzung zur topischen Behandlung der Haut, enthaltend in einem geeigneten kosmetischen oder dermatologischen Träger a) mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das in der Haut die Freisetzung von Wachstumsfaktoren wie z.B. TGF-ß und nachfolgend die Collagen- und/oder Fibronectinsynthese stimuliert und b) mindestens ein Tripeptid, das N-acyliert und/oder verestert sein und/oder als phy¬ siologisch verträgliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg-Phe-Lys des Thrombospondins I den Wachstumsfaktor TGF-ß und damit die Collagen- und/oder Fibronectinsynthese aktiviert.1. Cosmetic or dermatological composition for the topical treatment of the skin, comprising in a suitable cosmetic or dermatological carrier a) at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and / or esterified and / or may be present as a physiologically acceptable salt and in the skin, the release of growth factors such as TGF-ß and subsequently the collagen and / or Fibronectinsynthese stimulated and b) at least one tripeptide, which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and which by binding to the sequence Arg-Phe -Lys of thrombospondin I activates the growth factor TGF-ß and thus the collagen and / or fibronectin synthesis.
2. Kosmetische oder dermatologische Zusammensetzung gemäß Anspruch 1 , dadurch gekennzeichnet, dass zusätzlich zu den Komponenten a) und b) c) mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das die Collagensynthese in dermalen Fibroblasten nach einem anderen Mechanismus als das Peptid a) oder b) stimuliert, enthalten ist.2. Cosmetic or dermatological composition according to claim 1, characterized in that in addition to the components a) and b) c) at least one di-, tri-, tetra-, penta- or hexapeptide which is N-acylated and / or esterified and / or may be present as a physiologically acceptable salt and that stimulates collagen synthesis in dermal fibroblasts by a mechanism other than peptide a) or b).
3. Kosmetische oder dermatologische Zusammensetzung gemäß Anspruch 1 oder 2, dadurch gekennzeichnet, dass mindestens ein Peptid vom Typ a, b oder c mit einer, bevorzugt linearen, Cs-C^-Fettsäure N-acyliert und/oder verestert ist und gegebe¬ nenfalls als physiologisch verträgliches Salz vorliegt.3. Cosmetic or dermatological composition according to claim 1 or 2, characterized in that at least one peptide of the type a, b or c is N-acylated and / or esterified with one, preferably linear, Cs-C ^ fatty acid and, where appropriate is present as a physiologically acceptable salt.
4. Kosmetische oder dermatologische Zusammensetzung gemäß einem der vorstehen¬ den Ansprüche, dadurch gekennzeichnet, dass das Peptid a) ausgewählt ist aus den Tripeptiden Gly-His-Lys und Gly-His-Arg, dem Tetrapeptid Gly-Gln-Pro-Arg und dem Pentapeptid Lys-Thr-Thr-Lys-Ser und deren N-acylierten und/oder veresterten Deri¬ vaten und/oder physiologisch verträglichen Salzen hiervon.4. Cosmetic or dermatological composition according to any one of vorstehen¬ claims, characterized in that the peptide a) is selected from the tripeptides Gly-His-Lys and Gly-His-Arg, the tetrapeptide Gly-Gln-Pro-Arg and the Pentapeptide Lys-Thr-Thr-Lys-Ser and their N-acylated and / or esterified Deri¬ derivatives and / or physiologically acceptable salts thereof.
5. Kosmetische oder dermatologische Zusammensetzung gemäß einem der vorstehen¬ den Ansprüche, dadurch gekennzeichnet, dass das Tripeptid b) ausgewählt ist aus Lys-Val-Lys, Lys-Val-Dab, Lys-Phe-Lys, Lys-Ile-Lys, Dab-Val-Lys, Lys-Val-Om, Lys- Val-Dap und Dap-Val-Lys und deren N-acylierten und/oder veresterten Derivaten und/oder den physiologisch verträglichen Salzen hiervon.5. Cosmetic or dermatological composition according to one of the preceding claims, characterized in that the tripeptide b) is selected from Lys-Val-Lys, Lys-Val-Dab, Lys-Phe-Lys, Lys-Ile-Lys, Dab Val-Lys, Lys-Val-Om, Lys- Val-Dap and Dap-Val-Lys and their N-acylated and / or esterified derivatives and / or the physiologically acceptable salts thereof.
6. Kosmetische oder dermatologische Zusammensetzung gemäß einem der vorstehen¬ den Ansprüche, dadurch gekennzeichnet, dass das Peptid c) ausgewählt ist aus dem Hexapeptid Val-Gly-Val-Ala-Pro-Gly, den N-acylierten und/oder veresterten Derivaten und/oder den physiologisch verträglichen Salzen hiervon.6. Cosmetic or dermatological composition according to one of the preceding claims, characterized in that the peptide c) is selected from the hexapeptide Val-Gly-Val-Ala-Pro-Gly, the N-acylated and / or esterified derivatives and / or the physiologically acceptable salts thereof.
7. Kosmetische oder dermatologische Zusammensetzung gemäß einem der vorstehen¬ den Ansprüche, dadurch gekennzeichnet, dass mindestens ein Peptid a) in einer Gesamtmenge von 0,000001 - 2 - 5 Gew.-%, bevorzugt 0,00001 - 0,5 - 1 Gew.-%, besonders bevorzugt 0,0001 - 0,1 Gew.-% und außerordentlich bevorzugt 0,0025 - 0,01 Gew.-%, jeweils bezogen auf den Gehalt an Aktivsubstanz in der gesamten Zusammensetzung, enthalten ist.7. Cosmetic or dermatological composition according to any one of the preceding claims, characterized in that at least one peptide a) in a total amount of 0.000001 - 2 - 5 wt .-%, preferably 0.00001 - 0.5 - 1 wt %, more preferably 0.0001 - 0.1 wt .-% and most preferably 0.0025 - 0.01 wt .-%, each based on the content of active substance in the total composition.
8. Kosmetische oder dermatologische Zusammensetzung gemäß einem der vorstehen¬ den Ansprüche, dadurch gekennzeichnet, dass mindestens ein Tripeptid b) in einer Gesamtmenge von 0,000001 - 2 - 5 Gew.-%, bevorzugt 0,00001 - 0,5 - 1 Gew.-%, besonders bevorzugt 0,0001 - 0,1 Gew.-% und außerordentlich bevorzugt 0,005 - 0,01 Gew.-%, jeweils bezogen auf den Gehalt an Aktivsubstanz in der gesamten Zusammensetzung, enthalten ist.8. Cosmetic or dermatological composition according to any one of the preceding claims, characterized in that at least one tripeptide b) in a total amount of 0.000001 - 2 - 5 wt .-%, preferably 0.00001 - 0.5 - 1 wt %, more preferably 0.0001 - 0.1 wt .-% and most preferably 0.005 - 0.01 wt .-%, each based on the content of active substance in the total composition.
9. Kosmetische oder dermatologische Zusammensetzung gemäß einem der vorstehen¬ den Ansprüche, dadurch gekennzeichnet, dass mindestens ein Peptid c) in einer Gesamtmenge von 0,000001 - 2 - 5 Gew.-%, bevorzugt 0,00001 - 0,5 - 1 Gew.-%, besonders bevorzugt 0,0001 - 0,1 Gew.-% und außerordentlich bevorzugt 0,001 - 0,01 Gew.-%, jeweils bezogen auf den Gehalt an Aktivsubstanz in der gesamten Zusammensetzung, enthalten ist.9. Cosmetic or dermatological composition according to any one of the preceding claims, characterized in that at least one peptide c) in a total amount of 0.000001 - 2 - 5 wt .-%, preferably 0.00001 - 0.5 - 1 wt %, more preferably 0.0001 - 0.1 wt .-% and most preferably 0.001 - 0.01 wt .-%, each based on the content of active substance in the total composition is included.
10. Kosmetische oder dermatologische Zusammensetzung gemäß einem der vorstehen¬ den Ansprüche, enthaltend mindestens einen weiteren kosmetischen Wirkstoff, aus¬ gewählt aus: a) Monomeren, Oligomeren ohne stimulierende Wirkung auf die Collagen- und/ oder Fibronectinsynthese und Polymeren von Aminosäuren, N-C2-C24-ACyI- aminosäuren, den Estern und/oder den physiologisch verträglichen Salzen dieser Substanzen, b) DNA- oder RNA-Oligonucleotiden, c) natürlichen Betainverbindungen, d) Vitaminen, Provitaminen und Vitaminvorstufen der Gruppen A, B, C, E1 H und K und den Estern der vorgenannten Substanzen, e) α-Hydroxycarbonsäuren, α-Ketocarbonsäuren, ß-Hydroxycarbonsäuren und deren Ester-, Lacton- oder Salzform, f) Flavonoiden und Flavonoid-reichen Pflanzenextrakten, g) Isoflavonoiden und Isoflavonoid-reichen Pflanzenextrakten, h) Polyphenolen und Polyphenol-reichen Pflanzenextrakten, i) Ubichinon und Ubichinol sowie deren Derivaten, j) Silymarin, k) Ectoin,10. Cosmetic or dermatological composition according to any one of the preceding claims, containing at least one further cosmetic active ingredient, selected from: a) monomers, oligomers without stimulating effect on collagen and / or fibronectin synthesis and polymers of amino acids, NC 2 - C 24 acyl amino acids, the esters and / or the physiologically acceptable salts of these substances, b) DNA or RNA oligonucleotides, c) natural betaine compounds, d) vitamins, provitamins and vitamin precursors of groups A, B, C, E 1 H and K and Esters of the abovementioned substances, e) α-hydroxycarboxylic acids, α-ketocarboxylic acids, β-hydroxycarboxylic acids and their ester, lactone or salt form, f) flavonoids and flavonoid-rich plant extracts, g) isoflavonoids and isoflavonoid-rich plant extracts, h) polyphenols and Polyphenol-rich plant extracts, i) ubiquinone and ubiquinol and their derivatives, j) silymarin, k) ectoine,
I) anorganischen und organischen UV-Fiitersubstanzen, m) selbstbräunenden Wirkstoffen, n) hautaufhellenden Wirkstoffen, o) hautberuhigenden Wirkstoffen, p) feuchtigkeitsspendenden Wirkstoffen, q) sebumregulierenden Wirkstoffen, r) sowie Mischungen dieser Wirkstoffe a) — q).I) inorganic and organic UV filter substances, m) self-tanning active ingredients, n) skin-lightening active ingredients, o) skin-calming active ingredients, p) moisturizing active ingredients, q) sebum-regulating active ingredients, r) and mixtures of these active ingredients a) - q).
11. Kosmetische Zusammensetzung gemäß einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass die Monomeren von Aminosäuren, N-C2-C24- Acylaminosäuren und/oder den Estern und/oder den physiologisch verträglichen Salzen dieser Substanzen ausgewählt sind aus11. Cosmetic composition according to one of the preceding claims, characterized in that the monomers of amino acids, NC 2 -C 24 - acylamino acids and / or the esters and / or the physiologically acceptable salts of these substances are selected from
- Alanin, Arginin, Asparagin, Asparaginsäure, Canavanin, Citrullin, Cystein, Cystin, Dipalmitoylhydroxyprolin, Desmosin, Glutamin, Glutaminsäure, Glycin, Histidin, Homophenylalanin, Hydroxylysin, Hydroxyprolin, Isodesmosin, Iso- leucin, Leucin, Lysin, Methionin, Methylnorleucin, Ornithin, Phenylalanin, Pro¬ lin, Pyroglutaminsäure, Sarcosin, Serin, Taurin, Threonin, Thyroxin, Trypto¬ phan, Tyrosin, Valin, N-Acetyl-L-cystein, Zinkpyroglutamat, Natriumoctanoyl- glutamat, Natriumdecanoylgiutamat, Natriumlauroylglutamat, Natriummyris- toylglutamat, Natriumcetoylglutamat und Natriumstearoylglutamat,Alanine, arginine, asparagine, aspartic acid, canavanine, citrulline, cysteine, cystine, dipalmitoylhydroxyproline, desmosine, glutamine, glutamic acid, glycine, histidine, homophenylalanine, hydroxylysine, hydroxyproline, isodesmosine, isoleucine, leucine, lysine, methionine, methylnorleucine, ornithine , Phenylalanine, proline, pyroglutamic acid, sarcosine, serine, taurine, threonine, thyroxine, tryptophan, tyrosine, valine, N-acetyl-L-cysteine, zinc pyroglutamate, sodium octanoyl glutamate, sodium decanoyl glutamate, sodium lauroyl glutamate, sodium myrthoyl glutamate, sodium cetoyl glutamate and sodium stearoyl glutamate,
- tierischen und pflanzlichen Proteinhydrolysaten, - sowie Mischungen dieser Substanzen.- animal and vegetable protein hydrolysates, - and mixtures of these substances.
12. Kosmetische Zusammensetzung gemäß einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass die Polymeren von Aminosäuren, N-C2-C24-ACyI- aminosäuren und/oder den Estern und/oder den physiologisch verträglichen Salzen dieser Substanzen ausgewählt sind aus :12. Cosmetic composition according to one of the preceding claims, characterized in that the polymers of amino acids, NC 2 -C 24 -ACyI- amino acids and / or the esters and / or the physiologically acceptable salts of these substances are selected from:
- tierischen und pflanzlichen Proteinhydrolysaten, tierischen und pflanzlichen Proteinen und DNA-Reparaturenzymen- Animal and vegetable protein hydrolysates, animal and vegetable proteins and DNA repair enzymes
- sowie Mischungen dieser Substanzen.- and mixtures of these substances.
13. Nicht-therapeutische, kosmetische Verwendung von a) mindestens einem Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das in der Haut die Freisetzung von Wachstumsfaktoren wie z.B. TGF-ß und nachfolgend die Collagen- und/oder Fibronectinsynthese stimuliert, und b) mindestens einem Tripeptid, das acyliert und/ oder verestert sein und/oder als physiologisch verträgliches Salz vorliegen kann und das durch Bindung an die Sequenz Arg-Phe-Lys des Thrombospondins I den Wachs¬ tumsfaktor TGF-ß und damit die Collagen- und/oder Fibronectinsynthese aktiviert, in einem zur topischen Anwendung bestimmten kosmetischen oder dermatologischen Träger zur13. Non-therapeutic, cosmetic use of a) at least one di-, tri-, tetra-, penta- or hexapeptide which may be N-acylated and / or esterified and / or present as a physiologically acceptable salt and that in the skin the release of growth factors such as TGF-ß and subsequently stimulates collagen and / or Fibronectinsynthese, and b) at least one tripeptide which may be acylated and / or esterified and / or present as a physiologically acceptable salt and by binding to the sequence Arg-Phe-Lys of Thrombospondins I the growth factor TGF-ß and thus activates the collagen and / or fibronectin, in a cosmetic or dermatological carrier intended for topical application
Behandlung reifer oder intrinsisch oder extrinsisch gealterter Haut, insbeson¬ dere zur Antifaltenbehandlung, und/oder zurTreatment of mature or intrinsically or extrinsically aged skin, in particular for anti-wrinkle treatment, and / or for
- Verbesserung der Hautverträglichkeit von Hautbehandlungsmitteln mit Anti- ageing-Wirkung, insbesondere von Antifaltenmitteln.- Improvement of the skin compatibility of anti-aging skin care products, especially anti-wrinkle agents.
14. Nicht-therapeutische, kosmetische Verwendung gemäß Anspruch 13, dadurch ge¬ kennzeichnet, dass zusätzlich zu den Peptiden vom Typ a) und b) c) mindestens ein Di-, Tri-, Tetra-, Penta- oder Hexapeptid, das N-acyliert und/oder verestert sein und/ oder als physiologisch verträgliches Salz vorliegen kann und das die Collagensynthe¬ se in dermalen Fibroblasten nach einem anderen Mechanismus als das Peptid a) oder b) stimuliert, enthalten ist. 14. Non-therapeutic, cosmetic use according to claim 13, characterized in that in addition to the peptides of the type a) and b) c) at least one di-, tri-, tetra-, penta- or hexapeptide, the N- may be acylated and / or esterified and / or present as a physiologically acceptable salt and that stimulates collagen synthesis in dermal fibroblasts by a mechanism other than peptide a) or b).
EP05811235A 2004-11-17 2005-11-11 Cosmetic and dermatological preparations for the treatment of mature skin Withdrawn EP1812121A1 (en)

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