Molecular probes for detection and imaging of pancreatic cancer

Patent metadata

Field	Value
Publication number	US-11191850-B2
Application number	US-201716304109-A
Country	US
Kind code	B2
Filing date	May 23, 2017
Priority date	May 23, 2016
Publication date	Dec 7, 2021
Grant date	Dec 7, 2021

Abstract

Molecular probes for detecting and imaging pancreatic cancer are disclosed. The probes are modified benzoxanthene fluorophores, which are selectively taken up by pancreatic cancer cells, such as pancreatic ductal adenocarcinoma cells. Embodiments of the disclosed probes are useful for pancreatic cancer detection, therapeutic monitoring, and/or image-guided surgery.

First claim

We claim:

1. The probe having a chemical structure according to general formula II

where R 1 is —OCH 3 or —NH 2 .

2. The probe of claim 1 where R 1 is —OCH 3 .

3. A method for detecting pancreatic cancer cells, comprising:
contacting pancreatic tissue with a probe according to claim 1 , and
detecting pancreatic cancer cells by detecting fluorescence from the probe.

4. The method of claim 3 where detecting fluorescence from the probe comprises detecting fluorescence at a wavelength corresponding to an emission spectrum maximum of the probe.

5. The method of claim 3 where contacting the pancreatic tissue is performed in vivo.

6. The method of claim 3 where contacting the pancreatic tissue comprises administering the probe to a subject having or suspected of having pancreatic cancer.

7. The method of claim 3 where administering the probe comprises administering a composition comprising the probe and a pharmaceutically acceptable carrier.

8. The method of claim 3 where the probe is administered systemically.

9. The method of claim 7 where the probe is administered intraoperatively.

10. The method of claim 3 where contacting the pancreatic tissue with the probe is performed ex vivo.

11. The method of claim 10 , where detecting fluorescence from the probe is performed 1-30 minutes after contacting the pancreatic tissue with the probe.

12. The method of claim 3 where the pancreatic cancer cells are pancreatic ductal adenocarcinoma cells or pancreatic intraepithelial neoplasia cells.

13. The method of claim 3 where the probe is

14. The method of claim 13 where detecting fluorescence from the probe comprises:
exposing the pancreatic tissue to a light source providing light having a wavelength from 530-560 nm; and
detecting fluorescence at a wavelength of from 570-640 nm.

Assignees

• Univ Portland State

Inventors

• Strongin Robert M
• Sibrian-Vazquez Martha
• Wang Lei
• Escobedo Cordova Jorge O
• Lowry Mark A

Classifications

• C07D491/16 Primary

  Peri-condensed systems · CPC title

• C09B11/14

  Preparation from aromatic aldehydes, aromatic carboxylic acids or derivatives thereof and aromatic amines · CPC title

• A61K9/0012

  Galenical forms characterised by the site of application · CPC title

• C07D311/86

  Oxygen atoms, e.g. xanthones · CPC title

• C09B11/24

  Phthaleins containing amino groups {; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes} · CPC title