Synthesis and antimalarial activity of new 1,12-bis(N,N'-acetamidinyl)dodecane derivatives

Bioorg Med Chem Lett. 2007 Feb 1;17(3):593-6. doi: 10.1016/j.bmcl.2006.11.013. Epub 2006 Nov 10.

Abstract

Amidoxime and O-substituted derivatives of the bis-alkylamidine 1,12-bis(N,N'-acetamidinyl)dodecane were synthesized and evaluated as in vitro and in vivo antimalarial prodrugs. The bis-O-methylsulfonylamidoxime 8 and the bis-oxadiazolone 9 derivatives show relatively potent antimalarial activity after oral administration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Administration, Oral
  • Alkanes / chemical synthesis*
  • Alkanes / pharmacology*
  • Amidines / chemical synthesis*
  • Amidines / pharmacology*
  • Animals
  • Antimalarials / chemical synthesis*
  • Antimalarials / pharmacology*
  • Female
  • Humans
  • Hydroxylation
  • Indicators and Reagents
  • Injections, Intraperitoneal
  • Malaria / drug therapy
  • Malaria / parasitology
  • Malaria, Falciparum / drug therapy
  • Malaria, Falciparum / parasitology
  • Mice
  • Plasmodium cynomolgi / drug effects
  • Plasmodium falciparum / drug effects

Substances

  • 1,12-bis(N,N'-acetamidinyl)dodecane
  • Alkanes
  • Amidines
  • Antimalarials
  • Indicators and Reagents