Peptides and the use thereof in darkening the skin
View Patent ↗The present invention relates peptide(s), compositions containing these peptides, and the use thereof in darkening the skin.
1. An isolated peptide having the formula
R 1
>Leu-Ile-Gly-Arg-R 3
R 2 ;
each R 1 and R 2 , independently, is H, C 1-12 alkyl, C 7-10 phenylalkyl, or C(═O)E 1 , where E 1 is C 1-20 alkyl, C 3-20 alkenyl, C 3-20 alkynyl, phenyl, 3,4-dihydroxyphenylalkyl, naphthyl, or C 7-10 phenylalkyl; provided that when either R 1 or R 2 is C(═O)E 1 , the other must be H; and
R 3 is OH, NH 2 , C 1-12 alkoxy, C 7-10 phenylalkoxy, C 11-20 naphthylalkoxy, C 1-12 alkylamino, C 7-10 phenylalkylamino, or C 11-20 naphthylalkylamino;
or a cosmetically acceptable salt thereof.
2. A composition comprising (i) a peptide of claim 1 and (ii) a cosmetically-acceptable topical carrier.
3. A composition of claim 2 , wherein R 1 is H, R 2 is H or C(═O)E 1 where E 1 is C 1-20 alkyl, and R 3 is OH or NH 2 .
4. A composition of claim 2 , wherein said peptide H 2 -Leu-Ile-Gly-Arg-OH(SEQ ID NO:5), Palmitoyl-Leu-Ile-Gly-Arg-OH(SEQ ID NO:13), or Stearatoyl-Leu-Ile-Gly-Arg-OH(SEQ ID NO:21), or a cosmetically-acceptable salt thereof.
5. An isolated peptide of claim 1 , wherein R 1 is H, R 2 is H or C(═O)E 1 where E 1 is C 1-20 alkyl, and R 3 is OH or NH 2 .
6. An isolated peptide of claim 1 , wherein said peptide said peptide H 2 -Leu-Ile-Gly-Arg-OH(SEQ ID NO:5), Palmitoyl-Leu-Ile-Gly-Arg-OH(SEQ ID NO:13), or Stearatoyl-Leu-Ile-Gly-Arg-OH(SEQ ID NO:21), or a cosmetically-acceptable salt thereof.
7. A composition of claim 2 , wherein said peptide is H 2 -Leu-Ile-Gly-Arg-NH 2 (SEQ ID NO:1), Palmitoyl-Leu-Ile-Gly-Arg-NH 2 (SEQ ID NO:9), or Stearatoyl-Leu-Ile-Gly-Arg-NH 2 (SEQ ID NO:17), or a cosmetically-acceptable salt thereof.
8. A peptide of claim 1 , wherein said peptide is H 2 -Leu-Ile-Gly-Arg-NH 2 (SEQ ID NO:1), Palmitoyl-Leu-Ile-Gly-Arg-NH 2 (SEQ ID NO:9), or Stearatoyl-Leu-Ile-Gly-Arg-NH 2 (SEQ ID NO:17), or a cosmetically-acceptable salt thereof.
9. A composition of claim 2 , wherein said composition is in the form selected from the group consisting of a solution, a cream, a lotion, a gel, and an ointment.
10. A composition of claim 3 , wherein said composition is in the form selected from the group consisting of a solution, a cream, a lotion, a gel, and an ointment.
11. A composition of claim 1 , wherein said composition is in the form selected from the group consisting of a solution, a cream, a lotion, a gel, and an ointment.
12. A composition of claim 7 , wherein said composition is in the form selected from the group consisting of a solution, a cream, a lotion, a gel, and an ointment.