Synthetic bicyclic iminosugar derivatives fused thiazolidin-4-one as new potential HIV-RT inhibitors

Bioorg Med Chem Lett. 2012 Dec 1;22(23):7041-4. doi: 10.1016/j.bmcl.2012.09.100. Epub 2012 Oct 3.

Abstract

Novel bicyclic iminosugar derivatives fused thiazolidin-4-one were conveniently synthesized by double Pummerer rearrangements, and their HIV reverse transcriptase (RT) inhibitory activities were preliminary examined. The notable anti-HIV-RT activity demonstrated that such bicyclic azasugars hold potential as a new kind of HIV-RT inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • HIV Reverse Transcriptase / antagonists & inhibitors*
  • HIV Reverse Transcriptase / metabolism
  • HIV-1 / enzymology
  • Humans
  • Imino Sugars / chemical synthesis
  • Imino Sugars / chemistry*
  • Molecular Conformation
  • Protein Binding
  • Reverse Transcriptase Inhibitors / chemical synthesis*
  • Reverse Transcriptase Inhibitors / chemistry
  • Reverse Transcriptase Inhibitors / metabolism
  • Temperature
  • Thiazoles / chemistry*
  • Time Factors

Substances

  • Imino Sugars
  • Reverse Transcriptase Inhibitors
  • Thiazoles
  • HIV Reverse Transcriptase