Melanotropin ligands for skin care

Patent metadata

Field	Value
Publication number	US-9290539-B2
Application number	US-201414300991-A
Country	US
Kind code	B2
Filing date	Jun 10, 2014
Priority date	May 17, 2011
Publication date	Mar 22, 2016
Grant date	Mar 22, 2016

Abstract

A MC1R peptide ligand-elastic vesicle complex for preventing skin maladies. The MC1R peptide ligand is modified by coupling the melanocortin 1 receptor (MC1R) ligand to a functionality or linker, such as a click functionality, for conjugation to a surface or agent. The modified MC1R peptide ligand can be coupled, e.g., via a click reaction with a complementary click functionality attached, to a moiety to form an MC1R-targeted agent. Drugs, contrast agents, polymers, particles, micelles, elastic vesicles, surfaces of larger structures, or other moieties can be targeted to the MC1R. The MC1R peptide ligand-elastic vesicle complex is prepared as a patch or viscous emulsion that can be applied to human skin.

First claim

What is claimed:

1. A patch comprising an impenetrable outer layer and a permeable inner layer, wherein the outer layer and inner layer form a reservoir for storing a pharmaceutical composition for treatment of melanoma, wherein the pharmaceutical composition comprises a melanocortin 1 receptor (MC1R) peptide ligand-elastic vesicle complex, wherein the elastic vesicle comprises a lipid bilayer, a surfactant, an outer core and an inner core, and wherein the MC1R peptide ligand is disposed within the inner core of the elastic vesicle, wherein said MC1R peptide ligand is selected from:

(SEQ ID NO: 9)

H-Tyr-Val-Nle-Gly-His-DNal(′2)-Arq-DTrp-Asp-Arg-

Phe-Gly-NH2 9;

(SEQ ID NO: 11)

H-Tyr-Val-Nle-Gly-His-DPhe-Arg-DNal(2′)-Asp-Arg-

Phe-Gly-NH2;

(SEQ ID NO: 18)

H-Tyr-Val-Leu-Gly-His-DPhe-Arg-DNal(2′)-Asp-Arg-

Phe-Gly-NH2;

or

(SEQ ID NO: 19)

H-Tyr-Val-Ile-Gly-His-DPhe-Arg-DNal(2′)-Asp-Arg-

Phe-Gly-NH2.

2. The patch of claim 1 , wherein when the patch is applied to a skin of a human, the pharmaceutical composition permeates through a plurality of pores disposed in the inner layer and penetrates the skin, and wherein at least the MC1R peptide ligand-elastic vesicle complex passes through the skin.

3. The pharmaceutical composition of claim 2 , wherein a concentration of the MC1R peptide ligand in the blood stream is at most 10 ng/ml for a period of at least 4 hours.

4. The MC1R peptide ligand claim 1 , wherein the MC1R peptide ligand is an agonist of the MC1R receptor.

5. A viscous emulsion comprising a cosmeceutical composition for treatment of melanoma, said cosmeceutical composition comprising a melanocortin 1 receptor (MC1R) peptide ligand-elastic vesicle complex, wherein the elastic vesicle comprises a lipid bilayer, a surfactant, an outer core and an inner core, and wherein the MC1R peptide ligand is disposed within the inner core of the elastic vesicle, wherein said MC1R peptide ligand is selected from:

(SEQ ID NO: 9)

H-Tyr-Val-Nle-Gly-His-DNal(2′)-Arg-DTrp-Asp-Arg-

Phe-Gly-NH 2 ;

(SEQ ID NO: 11)

H-Tyr-Val-Nle-Gly-His-DPhe-Arg-DNal(2′)-Asp-Arg-

Phe-Gly-NH 2 ;

(SEQ ID NO: 18)

H-Tyr-Val-Leu-Gly-His-DPhe-Arg-DNal(2′)-Asp-Arg-

Phe-Gly-NH 2 ;

or

(SEQ ID NO: 19)

H-Tyr-Val-ILe-Gly-His-DPhe-Arg-DNal(2′)-Asp-Arg-

Phe-Gly-NH 2 .

6. The viscous emulsion of claim 5 , wherein when the viscous emulsion is applied to a skin of a human, the cosmeceutical composition penetrates the skin, wherein at least the MC1R peptide ligand-elastic vesicle complex passes through the skin.

7. The cosmeceutical composition of claim 5 , wherein the concentration of the MC1R peptide ligand in the blood stream is at most 10 ng/ml for a period of at least 4 hours.

8. The MCIR peptide ligand of claim 5 , wherein the MC1R peptide ligand is an agonist of the MC1R receptor.

9. The viscous emulsion of claim 5 , wherein the viscous emulsion is a lotion, a cream, or a gel.

Assignees

• Univ Arizona State

Inventors

• Cai Minying
• Hruby Victor J
• Shelby Sean

Classifications

• C07K7/08 Primary

  having 12 to 20 amino acids (gastrins C07K14/595; somatostatins C07K14/655; melanotropins C07K14/68) · CPC title

• C07K14/723

  G protein coupled receptor, e.g. TSHR-thyrotropin-receptor, LH/hCG receptor, FSH receptor · CPC title

• C07K14/685

  Alpha-melanotropin · CPC title

• C07K14/68

  Melanocyte-stimulating hormone [MSH] · CPC title

• A61L15/00

  Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads (for liquid bandages A61L26/00; radioactive dressings {A61N5/1029}) · CPC title