Polypeptides KXK and their use

• US 8,404,648 B2
• Filed: 02/16/2006
• Issued: 03/26/2013
• Est. Priority Date: 02/16/2006
• Status: Active Grant

• Current Assignee: Sederma, Co.
• Original Assignee: Sederma, Co.
• Inventors: Lintner, Karl, Peschard, Olivier, Mondon, Philippe, Mas Chamberlin, Claire
• Primary Examiner(s): Tsang, Cecilia J
• Assistant Examiner(s): NIEBAUER, RONALD T
• Application Number:
  US12/224,032
• Publication Number:
  US 20110033507A1
• Time in Patent Office: 2,595 Days
• Field of Search: None
• US Class Current: 514/21.9
• CPC Class Codes: A61K 38/00 Medicinal preparations containing peptides peptides containing beta-lactam rings A61K31/00; cyclic dipeptides not having in their molecule any other peptide link than those which form their ring, e.g. piperazine-2,5-diones, A61K31/00; ergot alkaloids of the cyclic peptide type A61K31/48; containing macromolecular compounds having statistically distributed amino acid units A61K31/74; medicinal preparations containing antigens or antibodies A61K39/00; medicinal preparations characterised by the non-active ingredients, e.g. peptides as drug carriers, A61K47/00
• CPC Class Codes: A61K 8/64 Proteins; Peptides; Derivatives or degradation products thereof
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61P 17/14 for baldness or alopecia
• CPC Class Codes: A61P 17/16 Emollients or protectives, e.g. against radiation
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 19/06 for countering cellulitis
• CPC Class Codes: A61Q 19/08 Anti-ageing preparations
• CPC Class Codes: C07K 5/0815 with the first amino acid being basic
• CPC Class Codes: C07K 5/1019 with the first amino acid being basic

Abstract

The invention concerns polypeptides of the general formula (I): A-(Xaa)_n-Lys-X-Lys-B wherein: i) A is —NH2, NH3+, or NH-D (D is an acyl group being biotin or an alkyl chain (C2-C22)), H) B is H, O⁻OR¹ or NR²R³ and R¹, R² and R³ independently either: H or an alkyl chain (C1-C24), iii) (Xaa)_n is an amino acid chain including any amino acid natural or not, excluding arginine and lysine, iv) “n” is between 0-3, and v) X is either a chain of two any amino acids (Xaa1Xaa2) which may be the same or different, excluding arginine, lysine and excluding Xaa1Xaa2=Thr-Thr, Gly-His and Glu-His, or X is a spacer selected among beta-alanyl, 5-amino-valeroyl, 4-amino-cyclohexanoyl, 4-amino-butyroyl, 6-amino-caproyl and derivatives thereof. More particularly, the invention concerns polypeptides of formula (I) wherein “n” is 0 and with the formula: A-Lys-X-Lys-B; A, X and B being defined herein. Compositions containing at least one of said polypeptides and their use.

Claims

1. A compound selected from the group consisting of Pal-Lys-Thr-Phe-Lys (SEQ ID NO:

7), Ela-Lys-Thr-Phe-Lys (SEQ ID NO;

8), Ela-Lys-Thr-Ala-Lys (SEQ ID NO;

9), Pal-Lys-Ava-Lys, Ela-Lys-Ala-Tyr-Lys (SEQ ID NO;

10), Ela-Lys-Phe-Tyr-Lys (SEQ ID NO;

11), Pal-Lys-β

Ala-Lys, Pal-Lys-Abu-Lys and Pal-Lys-Aca-Lys.

2. A cosmetic or dermopharmaceutical composition comprising

a) at least one compound according to claim 1 and

b) a dermatologically acceptable carrier.

3. The cosmetic or dermopharmaceutical composition according to claim 2 wherein said compound is present at a concentration between 0.00001% (w/w) and 15% (w/w) by weight of the composition.

4. The cosmetic or dermopharmaceutical composition according to claim 2 further comprising one or more skin anti-aging agent, anti-wrinkle agent, anti-atrophy agent, or an anti-oxidant/radical scavenger.

5. The cosmetic or dermopharmaceutical composition according to claim 2 further comprising at least one skin care active or additional ingredient.

6. The cosmetic or dermopharmaceutical composition according to claim 2 wherein said compound is present at a concentration between 0.0001% (w/w) and 0.1% (w/w) by weight of the composition.

7. The compound of claim 1 wherein said compound is Pal-Lys-Thr-Phe-Lys (SEQ ID NO:

7) or Pal-Lys-Ava-Lys.