Novel 2H-isoquinolin-3-ones as antiplasmodial falcipain-2 inhibitors

Bioorg Med Chem. 2009 Sep 15;17(18):6505-11. doi: 10.1016/j.bmc.2009.08.013. Epub 2009 Aug 12.

Abstract

A series of 1-aryl-6,7-disubstituted-2H-isoquinolin-3-ones (2-10) was synthesized and evaluated for their inhibition against Plasmodium falciparum cysteine protease falcipain-2, as well as against cultured P. falciparum strain FCBR parasites. All compounds displayed inhibitory activity against recombinant falcipain-2 and against in vitro cultured intraerythrocytic P. falciparum, with the exception of 9. The new compounds exhibited no selectivity against human cysteine proteases such as cathepsins B and L. The inhibitory activity of the synthesized compounds was also evaluated against another protozoal cysteine protease, namely rhodesain of Trypanosoma brucei rhodesiense.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / pharmacology*
  • Cysteine Endopeptidases / metabolism*
  • Cysteine Proteinase Inhibitors / chemistry
  • Cysteine Proteinase Inhibitors / pharmacology*
  • Humans
  • Isoquinolines / chemistry
  • Isoquinolines / pharmacology*
  • Malaria, Falciparum / drug therapy
  • Parasitic Sensitivity Tests
  • Plasmodium falciparum / drug effects*
  • Plasmodium falciparum / enzymology*
  • Structure-Activity Relationship
  • Trypanosoma brucei rhodesiense / enzymology

Substances

  • Antiprotozoal Agents
  • Cysteine Proteinase Inhibitors
  • Isoquinolines
  • Cysteine Endopeptidases
  • falcipain 2