Synthesis and in vitro anti-leishmanial activity of 1-[5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-yl]- and 1-[5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazol-2-yl]-4-aroylpiperazines

Bioorg Med Chem. 2008 Apr 15;16(8):4509-15. doi: 10.1016/j.bmc.2008.02.052. Epub 2008 Feb 20.

Abstract

The synthesis and anti-leishmanial activity of nitroheteroaryl-1,3,4-thiadiazole-based compounds including 1-[5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-yl]-4-aroylpiperazines and 1-[5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazol-2-yl]-4-aroylpiperazines were described. Most of the synthesized compounds exhibited potent anti-leishmanial activity against both promastigote and amastigote forms of Leishmania major at non-cytotoxic concentrations. In general, 5-nitrofuran derivatives were more active than the corresponding 5-nitrothiophene analogues.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiprotozoal Agents / chemical synthesis*
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / pharmacology*
  • Cells, Cultured
  • Furans / chemistry
  • Leishmania major / drug effects*
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • Nitrogen Compounds / chemical synthesis*
  • Nitrogen Compounds / chemistry
  • Nitrogen Compounds / pharmacology
  • Piperazine
  • Piperazines / chemical synthesis*
  • Piperazines / chemistry
  • Piperazines / pharmacology*
  • Structure-Activity Relationship
  • Thiazoles / chemistry*

Substances

  • Antiprotozoal Agents
  • Furans
  • Nitrogen Compounds
  • Piperazines
  • Thiazoles
  • Piperazine
  • furan