Antimalarial activity of HIV-1 protease inhibitor in chromone series

Bioorg Chem. 2014 Dec:57:142-147. doi: 10.1016/j.bioorg.2014.10.006. Epub 2014 Nov 7.

Abstract

Increasing parasite resistance to nearly all available antimalarial drugs becomes a serious problem to human health and necessitates the need to continue the search for new effective drugs. Recent studies have shown that clinically utilized HIV-1 protease (HIV-1 PR) inhibitors can inhibit the in vitro and in vivo growth of Plasmodium falciparum. In this study, a series of chromone derivatives possessing HIV-1 PR inhibitory activity has been tested for antimalarial activity against P. falciparum (K1 multi-drug resistant strain). Chromone 15, the potent HIV-1 PR inhibitor (IC50=0.65μM), was found to be the most potent antimalarial compound with IC50=0.95μM while primaquine and tafenoquine showed IC50=2.41 and 1.95μM, respectively. Molecular docking study of chromone compounds against plasmepsin II, an aspartic protease enzyme important in hemoglobin degradation, revealed that chromone 15 exhibited the higher binding affinity (binding energy=-13.24kcal/mol) than the known PM II inhibitors. Thus, HIV-1 PR inhibitor in chromone series has the potential to be a new class of antimalarial agent.

Keywords: Antimalarial activity; Chromone series; Docking; Plasmepsin II.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials / chemistry*
  • Antimalarials / pharmacology*
  • Aspartic Acid Endopeptidases / antagonists & inhibitors
  • Aspartic Acid Endopeptidases / metabolism
  • Chromones / chemistry*
  • Chromones / pharmacology*
  • HIV Protease Inhibitors / chemistry*
  • HIV Protease Inhibitors / pharmacology*
  • HIV-1 / enzymology
  • Humans
  • Malaria, Falciparum / drug therapy
  • Molecular Docking Simulation
  • Plasmodium falciparum / drug effects*
  • Plasmodium falciparum / enzymology
  • Protozoan Proteins / antagonists & inhibitors
  • Protozoan Proteins / metabolism

Substances

  • Antimalarials
  • Chromones
  • HIV Protease Inhibitors
  • Protozoan Proteins
  • Aspartic Acid Endopeptidases
  • plasmepsin II