The synthesis of [36Cl]-, [82Br]- and [123I]-labelled 1-(3'-chloro-(bromo and iodo)-3'-deoxy-beta-D-arabinofuranosyl)uracil.
Reaction of the epoxy nucleoside 1-(2',3'-epoxy-beta-D-lyxofuranosyl)uracil (1) with [36Cl]HCl afforded [36Cl]-1-(3'-chloro-3'-deoxy-beta-D-arabinofuranosyl)uracil (2a) with a specific activity of 5.48 MBq mmol-1. A similar reaction of 1 with [82Br]NH4Br yielded [82Br]-1-(3'-bromo-3'-deoxy-beta-D-arabinofuranosyl)uracil (2b) with a specific activity of 29 MBq mmol-1. Alternatively neutron activation of the preformed [81Br]-1-(3'-bromo-3'-deoxy-beta-D-arabinofuranosyl)uracil (2b) gave low yields of the [82Br)-labelled 2b with a specific activity of 8.99 MBq mmol-1. [123I]-1-(3'-Iodo-3'-deoxy-beta-D-arabinofuranosyl)uracil (2c) was similarly prepared with a specific activity of 125 GBq mmol-1 by the reaction of [123I]HI with the epoxide. These compounds were prepared for evaluation as non-invasive tumor imaging radiopharmaceuticals.
D001086:Arabinofuranosyluracil / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D001966:Bromine; D002713:Chlorine; D006801:Humans; D007457:Iodine Radioisotopes; D007553:Isotope Labeling / Q000379:methods; D009369:Neoplasms / Q000000981:diagnostic imaging; D011868:Radioisotopes; D011877:Radionuclide Imaging; D014529:Uridine / Q000031:analogs & derivatives*
D007457:Iodine Radioisotopes; D011868:Radioisotopes; C044324:1-(3'-iodo-3'-deoxyarabinofuranosyl)uracil; D001086:Arabinofuranosyluracil; D002713:Chlorine; C044325:1-(3'-bromo-3'-deoxyarabinofuranosyl)uracil; C044326:1-(3'-chloro-3'-deoxyarabinofuranosyl)uracil; D001966:Bromine; D014529:Uridine