Synthesis and radioiodination of a nido-1,2-carboranyl derivative of 2-nitroimidazole
Nuclear Medicine and Biology
The synthesis of a nido-carboranyl congener of misonidazole, 1-(3′-nido-carboranyl-2′-hydroxy)propyl-2-nitroimidazole, has been carried out. Alternative methods of preparations were conducted to optimize the chemical yield, with a five step synthesis giving an overall yield (from 1,2-carborane) of 36%. A diastereomeric pair of nido-carboranyl compounds was obtained. The diastereomeric nido-carboranyl misonidazole congeners were (radio)iodinated to yield (> 90%) a mixture of diastereomeric compounds in which the iodine had bonded to a boron atom on the nido-carborane moiety. These compounds will be investigated for their application to boron neutron capture therapy (BNCT) and hypoxia imaging of cancer.
Wilbur, D. S.,
Hamlin, D. K.,
Livesey, J. C.,
Srivastava, R. R.,
Laramore, G. E.,
Griffin, T. W.
Synthesis and radioiodination of a nido-1,2-carboranyl derivative of 2-nitroimidazole.
Nuclear Medicine and Biology, 21(4), 601–611.