IP Library › Granted Patent US 7,176,279
Granted Patent B2
US 7,176,279 · App. 10/638,071 · Granted Feb 13, 2007

Cyclic peptide compositions and methods for treatment of sexual dysfunction

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Quick Facts
Patent No.
US 7,176,279
App. No.
10/638,071
Granted
Feb 13, 2007
Kind
B2
Abstract

A cyclic peptide with a C-terminus —OH group. Further provided are compositions and methods for treatment of sexual dysfunction in mammals, including male sexual dysfunction, such as erectile dysfunction, and female sexual dysfunction, by administration of a cyclic peptide including a C-terminus —OH group. Methods of administration include injection, oral, urethral, vaginal, nasal and mucosal administration.

Claims (50)

1. A method for stimulating sexual response in a mammal, comprising administering a pharmaceutically sufficient amount of a composition comprising a cyclic peptide selected from the group consisting of:

Ac-Nle-cyclo(-Asp-D-His-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-Phe-Arg-Trp-Lys)-OH (SEQ ID NO:2),

Ac-Nle-cyclo(-Asp-Phe-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Lys-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-Trp-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-D-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Arg-D-Trp-Lys)-OH,

Ahx-cyclo(-Asp-His-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-Tyr-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe(4-Cl)-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Orn-Trp-Lys)-OH,

Nle-cyclo(-Asp-His-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Arg-Nal 1-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Arg-Bip-Lys)-OH, and

Cyclo(-Succ-His-D-Phe-Arg-Trp-Lys)-OH,

or a pharmaceutically acceptable salt thereof, for a time and under conditions effective to stimulate a sexual response.

2. The method of claim 1 wherein said composition further comprises a pharmaceutically acceptable carrier.

3. The method of claim 1 wherein administering comprises a method of administration selected from the group consisting of administration by injection, administration through mucous membranes, buccal administration, oral administration, urethral administration, vaginal administration, dermal administration, inhalation administration and nasal administration.

4. The method of claim 3 , wherein administering comprises nasal administration of a metered amount of a formulation comprising an aqueous buffer.

5. The method of claim 4 , wherein the aqueous buffer is a member selected from the group consisting of saline buffer and citrate buffer and a mixture thereof.

6. The method of claim 1 wherein the mammal is a male.

7. The method of claim 6 wherein the sexual response is penile erection.

8. The method of claim 1 wherein the mammal is a female.

9. The method of claim 8 wherein the sexual response is female sexual arousal.

10. A synthetic cyclic peptide wherein the peptide is:

Ac-Nle-cyclo(-Asp-D-His-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-Phe-Arg-Trp-Lys)-OH (SEQ ID NO:2),

Ac-Nle-cyclo(-Asp-Phe-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Lys-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-Trp-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-D-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Arg-D-Trp-Lys)-OH,

Ahx-cyclo(-Asp-His-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-Tyr-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe(4-C1)-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Orn-Trp-Lys)-OH,

Nle-cyclo(-Asp-His-D-Phe-Arg-Trp-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Arg-Nal 1-Lys)-OH,

Ac-Nle-cyclo(-Asp-His-D-Phe-Arg-Bip-Lys)-OH, and

Cyclo(-Succ-His-D-Phe-Arg-Trp-Lys)-OH.

11. A pharmaceutical composition comprising a cyclic peptide of claim 10 or a pharmaceutical salt thereof and a pharmaceutically accentable carrier.

12. The pharmaceutical composition of claim 11 wherein the peptide is a MC3-R agonist.

13. The pharmaceutical composition of claim 11 wherein the peptide is a MC4-R agonist.

14. The pharmaceutical composition of claim 11 wherein the peptide is in a therapeutically effective amount to treat sexual dysfunction in a mammal.

15. The pharmaceutical composition of claim 14 wherein the mammal is a male.

16. The pharmaceutical composition of claim 14 wherein the sexual dysfunction is erectile dysfunction.

17. The pharmaceutical composition of claim 14 wherein the mammal is a female.

18. The pharmaceutical composition of claim 14 wherein the dysfunction is female sexual dysfunction.

19. A synthetic peptide consisting of Ac-Nle-cyclo(-Asp-His-D-Phe-Lys-Trp-Lys)-OH.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2003
From: SHARMA, SHUBH D.; YANG, WEI; RAJPUROHIT, RAMESH; SHADIACK, ANNETTE M.
To: PALATIN TECHNOLOGIES, INC.
Reel/Frame 014679/0055 →