Cage-like bifunctional chelators, copper-64 radiopharmaceuticals and PET imaging using the same

Patent metadata

Field	Value
Publication number	US-10646598-B2
Application number	US-201615194425-A
Country	US
Kind code	B2
Filing date	Jun 27, 2016
Priority date	Jan 27, 2009
Publication date	May 12, 2020
Grant date	May 12, 2020

Abstract

Disclosed is a class of versatile Sarcophagine based bifunctional chelators (BFCs) containing a hexa-aza cage for labeling with metals having either imaging, therapeutic or contrast applications radiolabeling and one or more linkers (A) and (B). The compounds have the general formula

where A is a functional group selected from group consisting of an amine, a carboxylic acid, an ester, a carbonyl, a thiol, an azide and an alkene, and B is a functional group selected from the group consisting of hydrogen, an amine, a carboxylic acid, and ester, a carbonyl, a thiol, an azide and an alkene. Also disclosed are conjugate of the BFC and a targeting moiety, which may be a peptide or antibody. Also disclosed are metal complexes of the BFC/targeting moiety conjugates that are useful as radiopharmaceuticals, imaging agents or contrast agents.

First claim

We claim:

1. A chemical composition comprising a molecule selected from the group consisting of

wherein the molecule is complexed with a metal or metal ion.

2. The chemical composition according to claim 1 , wherein the metal is selected from the group consisting of 90 Y, Gd, 68 Ga, 57 Co, 60 Co, 52 Fe, 64 Cu and 67 Cu.

3. A bifunctional chelator and targeting moiety conjugate comprising a molecule selected from the group consisting of

wherein the targeting moiety is selected from the group consisting of a peptide and an antibody.

4. The bifunctional chelator and targeting moiety conjugate according to claim 3 , wherein the peptide is selected from the group consisting of a RGD, Asp-Gly-Glu-Ala (DGEA), bombesin peptides (BBN), and uPAR peptides.

5. A method of positron emission tomography (PET) imaging comprising:
introducing into a subject a chemical composition according to claim 2 ; and
imaging the subject after introducing the composition.

Assignees

• Univ Southern California

Inventors

• Conti Peter S
• Cai Hancheng
• Li Zibo
• Liu Shuanglong

Classifications

• A61K51/088

  conjugates with carriers being peptides, polyamino acids or proteins (antibodies A61K51/10) · CPC title

• A61P35/04

  specific for metastasis · CPC title

• A61K51/0482 Primary

  chelates from cyclic ligands, e.g. DOTA · CPC title

• C07K5/1021

  with the first amino acid being acidic · CPC title

• C07D487/08

  Bridged systems · CPC title