Novel L-lyxo and 5'-deoxy-5'-modified TSAO-T analogs: synthesis and anti-HIV-1 activity

Antiviral Res. 1996 Nov;32(3):149-64. doi: 10.1016/s0166-3542(95)00989-2.


Novel L-lyxo-TSAO-T analogs with an inverted configuration at the C-4'-position of the sugar moiety and 5'-deoxy-5'-modified TSAO-T derivatives have been prepared and evaluated for their inhibitory effect on human immunodeficiency virus type 1 (HIV-1) and type 2 (HIV-2) replication in cell culture. None of the compounds showed marked antiviral efficacy. The inactivity of the TSAO-T derivatives may most likely be explained by either their different 4'-configuration or their different chemical structure that may not allow an optimal interaction of the molecules with the lipophilic binding pocket of the HIV-1 reverse transcriptase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology*
  • Cell Line, Transformed
  • HIV-1 / drug effects*
  • HIV-2 / drug effects
  • Humans
  • Molecular Structure
  • Spiro Compounds / chemistry
  • Spiro Compounds / pharmacology*
  • Thymidine / analogs & derivatives*
  • Thymidine / chemistry
  • Thymidine / pharmacology
  • Tumor Cells, Cultured
  • Uridine / analogs & derivatives


  • Anti-HIV Agents
  • Spiro Compounds
  • Thymidine
  • TSAO-T
  • Uridine