Stereoisomers of fatty acid analogs for diagnostic imaging
View Patent ↗The present invention provides novel imaging agents for clinical diagnosis of injuries and diseases, in the form of a radionuclide in spatial proximity to a substantially pure stereoisomer of a fatty acid analog. The invention also provides methods for using the novel imaging agents, and kits containing one or more of the novel imaging agents of the invention.
1. A method of radio imaging cardiovascular tissue of a subject comprising administering intravenously to a subject an effective amount of pharmaceutical composition comprising:
(i) an imaging agent including a substantially pure stereoisomer of a radionuclide labeled β-methyl fatty acid analog having a formula,
R 1 (CH 2 ) n C(R 3 )HCH 2 COOR 2
in which R 1 is selected from the group consisting of hydrogen, fluorine, an aryl group, a substituted aryl group and an iodothiophene group; R 2 is selected from the group consisting of a hydrogen, a primary amine, a secondary amine, a tertiary amine, an allyl group, a substituted alkyl group, an aryl group, and a substituted aryl group; R 3 is selected from the group consisting of a hydrogen, a methyl, a hydroxyl, a keto ester, a methoxy, a halide, and an amine and n is greater than or equal to 12; and
(ii) a chelating structure.
2. The method of claim 1 in which the chelating structure is covalently or noncovalently associated with any moiety of the imaging agent.
3. The method of claim 1 in which R 1 of the formula comprises a p-radiohalophenyl group.
4. The method of claim 3 in which the p-radiohalophenyl group is selected from the group consisting of p-radioiodophenyl and p-radiofluorophenyl.
5. The method of claim 1 in which the radionuclide labeled β-methyl fatty acid analog is 15-(p-[ 123 I]iodophenyl)-3-(R)-methylpentadecanoic acid.
6. The method of claim 1 in which the radionuclide labeled β-methyl fatty acid analog is 15-(p-[ 123 I]iodophenyl)-3-(S)-methylpentadecanoic acid.
7. The method of claim 1 in which the radionuclide labeled β-methyl fatty acid analog is 15-(p-[ 18 F]fluorophenyl)-3-(R)-methylpentadecanoic acid.
8. The method of claim 1 in which the radionuclide labeled β-methyl fatty acid analog is 15-(p-[ 18 F]fluorophenyl)-3-(S)-methylpentadecanoic acid.
9. The method of claim 1 in which the radionuclide labeled β-methyl fatty acid analog is 15-(p-[ 131 I]iodophenyl)-3-methylpentadecanoic acid.
10. The method of claim 9 in which the radionuclide labeled β-methyl fatty acid has an (R)-stereoisomeric configuration.
11. The method of claim 9 in which the radionuclide labeled β-methyl fatty acid has an (S)-stereoisomeric configuration.