2-Oxo-tetrahydro-1,8-naphthyridines as selective inhibitors of malarial protein farnesyltransferase and as anti-malarials

Bioorg Med Chem Lett. 2008 Jan 15;18(2):494-7. doi: 10.1016/j.bmcl.2007.11.104. Epub 2007 Dec 3.

Abstract

A new class of 2-oxo-tetrahydro-1,8-naphthyridine-based protein farnesyltransferase inhibitors were synthesized and found to inhibit protein farnesyltransferase from the malaria parasite with potencies in the low nanomolar range. The compounds were much less potent on mammalian protein prenyltransferases. Two of the compounds block the growth of malaria in culture with potencies in the sub-micromolar range. Some of the compounds were found to be much more metabolically stable than previously described tetrahydroquinoline-based protein farnesyltransferase inhibitors.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Alkyl and Aryl Transferases / antagonists & inhibitors*
  • Animals
  • Antimalarials / pharmacokinetics
  • Antimalarials / pharmacology*
  • Drug Design
  • Enzyme Inhibitors / pharmacokinetics
  • Enzyme Inhibitors / pharmacology*
  • Naphthyridines / pharmacokinetics
  • Naphthyridines / pharmacology*
  • Plasmodium falciparum / drug effects
  • Rats

Substances

  • Antimalarials
  • Enzyme Inhibitors
  • Naphthyridines
  • Alkyl and Aryl Transferases
  • p21(ras) farnesyl-protein transferase