One-electron reduction characteristics of N(3)-substituted 5-fluorodeoxyuridines synthesized as radiation-activated prodrugs

  • Tanabe K
  • Mimasu Y
  • Eto A
 et al. 
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We designed and synthesized N(3)-substituted 5-fluorodeoxyuridines as radiation-activated prodrugs of the antitumor agent, 5-fluorodeoxyuridine (5-FdUrd). A series of 5-FdUrd derivatives possessing a 2-oxoalkyl group at the N(3)-position released 5-FdUrd in good yield via one-electron reduction initiated by hypoxic irradiation. Cytotoxicity of the 5-FdUrd derivative possessing the 2-oxocyclopentyl group (3d) was low, but was enhanced by hypoxic irradiation resulting in 5-FdUrd release. © 2003 Elsevier Ltd. All rights reserved.

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  • Kazuhito Tanabe

  • Youhei Mimasu

  • Akira Eto

  • Yukihiro Tachi

  • Shingo Sakakibara

  • Mayuko Mori

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