Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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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)
  • Received : 2011.03.29
  • Accepted : 2011.04.21
  • Published : 2011.06.20
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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.

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References

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