文摘
In our pursuit to find an appropriate reporter probe for herpes simplex virus type-1 thymidine kinase (HSV1-tk), a carbocyclic nucleoside analogue, cis-1-[4-(hydroxymethyl)-2-cyclopenten-1-yl]-5-[124I]iodouracil, hasbeen efficiently synthesized. A Pd(0)-catalyzed coupling reaction together with organotin and exchangereactions for radiolabeling gave more than 80% radiochemical yield with greater than 95% radiochemicalpurity and 1.15 GBq/mol specific activity. Biological data reveal that the analogue is stable in vitro, lesstoxic than ganciclovir (GCV), and selective to HSV1-tk-expressed cells based on micro positron emissiontomography (microPET) image analyses. Thus, this new carbocyclic nucleoside, referred to in this paper ascarbocyclic 2',3'-didehydro-2',3'-dideoxy-5-iodouridine (carbocyclic d4IU) is a potential imaging probe forHSV1-tk.