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http://dx.doi.org/10.5012/bkcs.2011.32.6.1931

Synthesis of Radioiodinated Carbocyclic Cytosine Analogues  

Ahn, Hyun-Seok (Department of Bionanotechnology, Hanyang University)
An, Gwang-Il (Laboratory of Radiopharmaceuticals and Laboratory of Nuclear Medicine)
Rhee, Hak-June (Department of Bionanotechnology, Hanyang University)
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.6, 2011 , pp. 1931-1935 More about this Journal
Abstract
The synthesis of carbocyclic analogues of normal nucleosides has grown exclusively since they have shown potential antiviral and antitumor activities. Radiolabeled cis-1-[4-(hydroxy-methyl)-cyclopent-2-enyl]-5-$[^{124}I]$-iodocytosine (carbocyclic d4IC) and cis-1-[4-(hydroxy-methyl)-cyclopent-2-enyl]-5-(2-$[^{124}I]$iodovinyl)cytosine(carbocyclic d4IVC) were synthesized. The synthetic route employed Pd(0)-catalyzed coupling reaction together with organotin and exchange reaction for radioiodination as key reactions. Carbocyclic $[^{124}I]$d4IC gave more than 75% radiochemical yield with greater than 95% radiochemical purity. Carbocyclic $[^{124}I]$d4IVC gave more than 80% radiochemical yield with greater than 95% radiochemical purity.
Keywords
Carbocyclic nucleoside; Radioiodine; PET; Radiopharmaceutical; Labeling;
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