Synthesis and biological evaluation of thymine nucleosides fused with 3',4'-tetrahydrofuran ring

Bioorg Med Chem Lett. 2003 Oct 20;13(20):3499-501. doi: 10.1016/s0960-894x(03)00730-3.

Abstract

The pyrimidine nucleosides fused with 3',4'-tetrahydrofuran ring were successfully synthesized, starting from 1,2;5,6-di-O-isopropylidene-D-glucose and assayed for antiviral activities against HIV-1, HIV-2, EMCV, Cox. B3 and VSV. Thymine analogue (5) and its corresponding 2'-deoxy analogue (6) exhibited high cytotoxicity instead of giving antiviral activities.

MeSH terms

  • Cell Line
  • Furans / chemistry*
  • Microbial Sensitivity Tests
  • Thymine / chemical synthesis*
  • Thymine / chemistry
  • Thymine / pharmacology*
  • Viruses / drug effects

Substances

  • Furans
  • tetrahydrofuran
  • Thymine