IP Library › Granted Patent US 12,049,518
Granted Patent B2
US 12,049,518 · App. 16/620,403 · Granted Jul 30, 2024

Pharmacokinetics and cholecystokinin-2 receptor (CCK2R) targeting for diagnosis and therapy

Inventors: Elisabeth Von Guggenberg Zu Riedhofen (Innsbruck, AT); Maximilian Klingler (Innsbruck, AT)
Assignee: Medizinische Universität Innsbruck
C07K7/08A61K38/08A61K51/088C07K7/06A61K38/00
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Quick Facts
Patent No.
US 12,049,518
App. No.
16/620,403
Granted
Jul 30, 2024
Kind
B2
Abstract

The present invention provides valuable peptidomimetics for therapeutic and diagnostic purposes as well as compositions, methods, uses and kits based on these peptidomimetics. In particular, the peptidomimetics of the present invention are incorporated by CCK2R expressing cells, for instance, cancer cells. This allows, for instance, to selectively destroy cancer cells or to selectively image cancer cells that express CCK2R.

Claims (34)

1. A peptidomimetic comprising an amino acid polymer with the sequence

DGlu-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 ,

DGlu-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-2Nal-NH 2 ,

DGlu-Pro-Tyr-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 ,

DLys-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 ,

DGlu-Tyr-Pro-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 , or

DGlu-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-(N-Me)1Nal-NH 2 .

2. The peptidomimetic of claim 1 , wherein the peptidomimetic is 8 to 13 amino acids in length.

3. The peptidomimetic of claim 1 , wherein the peptidomimetic further comprises a reporter group or a cytotoxic group.

4. The peptidomimetic of claim 3 , wherein the peptidomimetic further comprises a chelator and the reporter group or cytotoxic group is coordinated by the chelator, or wherein the peptidomimetic further comprises a prosthetic group and the reporter group or cytotoxic group is part of the prosthetic group.

5. The peptidomimetic of claim 3 , wherein the reporter group or cytotoxic group is a radionuclide.

6. The peptidomimetic of claim 1 comprising an amino acid polymer with the sequence: DGlu-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 .

7. The peptidomimetic of claim 1 comprising an amino acid polymer with the sequence: DGlu-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-2Nal-NH 2 .

8. The peptidomimetic of claim 1 comprising an amino acid polymer with the sequence: DGlu-Pro-Tyr-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 .

9. The peptidomimetic of claim 1 comprising an amino acid polymer with the sequence: DLys-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 .

10. The peptidomimetic of claim 1 comprising an amino acid polymer with the sequence: DGlu-Tyr-Pro-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 .

11. The peptidomimetic of claim 1 comprising an amino acid polymer with the sequence: DGlu-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-(N-Me)1Nal-NH 2 .

12. A peptidomimetic consisting of the amino acid sequence:

DGlu-Ala-Tyr-Gly-Trp-(N-Me)Nle-Asp-1Nal-NH 2 .

13. A pharmaceutical or diagnostic composition comprising the peptidomimetic of claim 1 and a pharmaceutical carrier.

14. A method of producing the peptidomimetic of claim 1 , comprising synthesizing the peptidomimetic.

15. A method of delivering a reporter group or a cytotoxic group to a cell, comprising contacting a cell with the peptidomimetic of claim 3 , wherein the peptidomimetic comprises a reporter group or a cytotoxic group, thereby delivering the reporter group or the cytotoxic group to the cell.

16. A method of imaging a cell that expresses CCK2R on the surface of the cell, wherein the method comprises the steps of

a) contacting the cell with the peptidomimetic of claim 1 , wherein the peptidomimetic comprises a reporter group, and

b) visualizing the reporter group that is in contact with the cell.

17. The method of claim 16 , wherein contacting comprises administering the peptidomimetic to a patient.

18. The method of claim 17 , wherein the patient has cancer.

19. A method of treating a patient that suffers from a disease that involves the expression of CCK2R, comprising administering the peptidomimetic of claim 1 to the patient.

20. The method of claim 19 , wherein the disease that involves expression of CCK2R is a cancer that expresses CCK2R on the surface of cancer cells.

21. The method of claim 19 , wherein the disease that involves expression of CCK2R is thyroid cancer, lung cancer, gastrointestinal stromal tumors, tumors of the nervous system, stromal ovarian cancer, gastrointestinal cancer, neuroendocrine tumors, gastroenteropancreatic tumors, neuroblastoma, tumors of the reproductive system, insulinomas, vipomas, bronchial carcinoids, ileal carcinoids, leiomyosarcomas, leiomyomas, and/or granulosa cell tumors.

22. A method of diagnosing cancer that expresses CCK2R on the surface of a cancer cell in a patient, wherein the method comprises the steps of

a) contacting the cancer cell of the patient with the peptidomimetic of claim 1 , wherein the peptidomimetic comprises a reporter group, and

b) visualizing the reporter group that is in contact with the cancer cell.

23. The method of claim 22 , wherein the cancer is thyroid cancer, lung cancer, gastrointestinal stromal tumors, tumors of the nervous system, stromal ovarian cancer, gastrointestinal cancer, neuroendocrine tumors, gastroenteropancreatic tumors, neuroblastoma, tumors of the reproductive system, insulinomas, vipomas, bronchial carcinoids, ileal carcinoids, leiomyosarcomas, leiomyomas, and/or granulosa cell tumors.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2020
From: VON GUGGENBERG ZU RIEDHOFEN, ELISABETH; KLINGLER, MAXIMILIAN
To: MEDIZINISCHE UNIVERSITAT INNSBRUCK
Reel/Frame 051583/0493 →
Priority Claims (1)
EP 17174973 · Jun 8, 2017 · regional
Continuity (1)
Related Publication 20210388025A1 · Dec 16, 2021
Cited By (1)
US 12,642,876