Brain-targeted prodrugs of azidothymidine

Toshikiro Kimura, Masahide Onogawa, Eri Yanamoto, Yuji Kurosaki, Taiji Nakayama, Noriko Mizobuchi, Ryoji Konishi, Kouki Kitagawa

Research output: Contribution to journalArticlepeer-review


Five azidothymidine (AZT) prodrugs conjugated with the 1-adamantane moiety or the acyl group via an ester bond were evaluated as the brain-directed prodrug in rats. All the prodrugs showed the high lipophilicity and four of them were rapidly degraded to AZT in both plasma and brain homogenates. Adamantanecarbonyl-AZT (Ada-AZT2) was stable in both plasma and brain homogenates. After intravenous bolus administration of the prodrugs, improved brain AZT levels were observed only in acetyl-AZT (C2-AZT) and decanoyl-AZT (C10-AZT). Ada-AZT2 was highly delivered to the brain in the early time point but was rapidly cleared and the generation of AZT was not observed in the brain. The favorable nature for brain-targeted prodrugs was discussed.

Original languageEnglish
Pages (from-to)413-417
Number of pages5
JournalDrug Delivery System
Issue number6
Publication statusPublished - 1995


  • AZT
  • azidothymidine
  • brain-targeting
  • prodrug

ASJC Scopus subject areas

  • Pharmaceutical Science


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