Antileishmanial Dinitroaniline Sulfonamides With Activity Against Parasite Tubulin

Bioorg Med Chem Lett. 2002 Sep 2;12(17):2395-8. doi: 10.1016/s0960-894x(02)00465-1.

Abstract

Novel dinitroaniline sulfonamides based on the herbicide oryzalin 3 were synthesized and evaluated for activity against the parasitic protozoan Leishmania donovani and against leishmanial tubulin, the putative antiparasitic target of oryzalin. A subset of these compounds possess more activity against both Leishmania and the target protein in vitro. Compound 20 displays improved potency against leishmanial tubulin and is 13.4-fold more active against L. donovani axenic amastigotes than oryzalin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiprotozoal Agents / chemical synthesis*
  • Antiprotozoal Agents / pharmacology
  • Dinitrobenzenes
  • Inhibitory Concentration 50
  • Leishmania donovani / drug effects*
  • Structure-Activity Relationship
  • Sulfanilamides*
  • Sulfanilic Acids / chemical synthesis
  • Sulfanilic Acids / pharmacology
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / pharmacology
  • Tubulin / drug effects*

Substances

  • Antiprotozoal Agents
  • Dinitrobenzenes
  • Sulfanilamides
  • Sulfanilic Acids
  • Sulfonamides
  • Tubulin
  • oryzalin