Synthesis and antiprotozoal activities of new 3-azabicyclo[3.2.2]nonanes

Arch Pharm Res. 2015 Aug;38(8):1455-67. doi: 10.1007/s12272-014-0523-1. Epub 2014 Nov 30.

Abstract

Some antimalarial agents in use typically bear basic side chains as ligands. Such ligands were attached to the amino substituent of a bridgehead atom of already antiprotozoal active 3-azabicyclo[3.2.2]nonanes. Structure verification was done by NMR measurements. The new compounds were tested for their antiplasmodial and antitrypanosomal activities against Plasmodium falciparum K 1 (multiresistant) and Trypanosoma brucei rhodesiense as well as for their cytotoxicity against L6 cells. Their activities are compared to those of already prepared compounds and structure-activity relationships are discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / chemical synthesis*
  • Alkanes / pharmacology
  • Antiprotozoal Agents / chemical synthesis*
  • Antiprotozoal Agents / pharmacology
  • Azabicyclo Compounds / chemical synthesis*
  • Azabicyclo Compounds / pharmacology
  • Humans
  • Plasmodium falciparum / drug effects*
  • Plasmodium falciparum / physiology
  • Trypanosoma brucei rhodesiense / drug effects*
  • Trypanosoma brucei rhodesiense / physiology

Substances

  • Alkanes
  • Antiprotozoal Agents
  • Azabicyclo Compounds
  • nonane