Antimalarial activity of azadipeptide nitriles

Bioorg Med Chem Lett. 2010 Jan 1;20(1):252-5. doi: 10.1016/j.bmcl.2009.10.122. Epub 2009 Oct 30.

Abstract

Azadipeptide nitriles-novel cysteine protease inhibitors-display structure-dependent antimalarial activity against both chloroquine-sensitive and chloroquine-resistant lines of cultured Plasmodium falciparum malaria parasites. Inhibition of parasite's hemoglobin-degrading cysteine proteases was also investigated, revealing the azadipeptide nitriles as potent inhibitors of falcipain-2 and -3. A correlation between the cysteine protease-inhibiting activity and the antimalarial potential of the compounds was observed. These first generation azadipeptide nitriles represent a promising new class of compounds for antimalarial drug development.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials / chemical synthesis
  • Antimalarials / chemistry*
  • Antimalarials / pharmacology
  • Aza Compounds / chemistry*
  • Cysteine Endopeptidases / chemistry*
  • Cysteine Endopeptidases / metabolism
  • Cysteine Proteinase Inhibitors / chemical synthesis
  • Cysteine Proteinase Inhibitors / chemistry*
  • Cysteine Proteinase Inhibitors / pharmacology
  • Dipeptides / chemistry*
  • Nitriles / chemical synthesis
  • Nitriles / chemistry*
  • Nitriles / pharmacology
  • Plasmodium falciparum / drug effects

Substances

  • Antimalarials
  • Aza Compounds
  • Cysteine Proteinase Inhibitors
  • Dipeptides
  • Nitriles
  • Cysteine Endopeptidases
  • falcipain 2
  • falcipain 3