Easy access to heterobimetallic complexes for medical imaging applications via microwave-enhanced cycloaddition

Beilstein J Org Chem. 2015 Nov 17:11:2202-8. doi: 10.3762/bjoc.11.239. eCollection 2015.

Abstract

The Cu(I)-catalysed Huisgen cycloaddition, known as "click" reaction, has been applied to the synthesis of a range of triazole-linked porphyrin/corrole to DOTA/NOTA derivatives. Microwave irradiation significantly accelerates the reaction. The synthesis of heterobimetallic complexes was easily achieved in up to 60% isolated yield. Heterobimetallic complexes were easily prepared as potential MRI/PET (SPECT) bimodal contrast agents incorporating one metal (Mn, Gd) for the enhancement of contrast for MRI applications and one "cold" metal (Cu, Ga, In) for future radionuclear imaging applications. Preliminary relaxivity measurements showed that the reported complexes are promising contrast agents (CA) in MRI.

Keywords: DOTA; NOTA; click chemistry; corrole; microwave; porphyrin.