Synthesis and biological evaluation of the first pentafluorosulfanyl analogs of mefloquine

Org Biomol Chem. 2009 Oct 21;7(20):4163-5. doi: 10.1039/b911483a. Epub 2009 Aug 7.

Abstract

Two novel SF5 analogs of the antimalarial agent mefloquine were synthesized in 5 steps and 10-23% overall yields and found to have improved activity and selectivity against malaria parasites. This work also represents the first report of SF5-substituted quinolines.

MeSH terms

  • Animals
  • Antimalarials / chemical synthesis*
  • Antimalarials / chemistry
  • Antimalarials / pharmacology*
  • Antimalarials / toxicity
  • Mefloquine / analogs & derivatives
  • Mefloquine / chemical synthesis*
  • Mefloquine / pharmacology*
  • Mefloquine / toxicity
  • Models, Molecular
  • Molecular Conformation
  • Plasmodium falciparum / drug effects

Substances

  • Antimalarials
  • Mefloquine