Synthesis and evaluation of [123I] labeled iodovinyl amino acids syn-, anti-1-amino-3-[2-iodoethenyl]-cyclobutane-1-carboxylic acid, and 1-amino-3-iodomethylene-cyclobutane-1-carboxylic acid as potential SPECT brain tumor imaging agents

syn- and anti-1-amino-3-[2-iodoethenyl]-cyclobutane-1-carboxylic acid (syn-, anti-IVACBC 16, 17) and their analogue 1-amino-3-iodomethylene-cyclobutane-1-carboxylic acid (gem-IVACBC 18) were synthesized and radioiodoinated with [123I] in 34–43% delay-corrected yield. All these amino acids entered 9L gliosarcoma cells primarily via L-type transport in vitro with high uptake of 8–10% ID/1 × 106 cells. Biodistribution studies of [123I]16, 17 and 18 in rats with 9L gliosarcoma brain tumors demonstrated high tumor to brain ratios (4.7–7.3:1 at 60 min post-injection). In this model, syn-, anti-, and gem-[123I]IVACBC are promising radiotracers for SPECT brain tumor imaging.

Three [123I] labeled iodovinyl amino acids were synthesized and evaluated in vitro for rat 9L leucine amino acid transporters. Radiolabeling and biodistribution studies in 9L rat glioblastoma model were performed. Compound [123I]17 showed the highest tumor to brain ratios.Figure optionsDownload as PowerPoint slide