Synthesis and in vitro protozoocidal evaluation of novel diazabicyclic tropolone derivatives

Arch Pharm (Weinheim). 2007 Nov;340(11):569-76. doi: 10.1002/ardp.200700143.

Abstract

The synthesis and in vitro antiparasitic activity of twenty-seven novel diazabicycles based on tropolone ethers is presented. The compounds can be readily prepared by means of a high-yielding hetero Diels-Alder reaction using simple and readily available starting materials. Several of the new diazabicycles have in vitro activities against Trypanosoma cruzi, Leishmania donovani, Trypanosoma brucei rhodesiense, and chloroquine-resistant Plasmodium falciparum that are comparable or superior to those of currently employed protozoocidal agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiprotozoal Agents* / adverse effects
  • Antiprotozoal Agents* / chemical synthesis
  • Antiprotozoal Agents* / chemistry
  • Antiprotozoal Agents* / pharmacology
  • Azabicyclo Compounds* / adverse effects
  • Azabicyclo Compounds* / chemical synthesis
  • Azabicyclo Compounds* / chemistry
  • Azabicyclo Compounds* / pharmacology
  • Cell Survival / drug effects
  • Eukaryota / drug effects*
  • Humans
  • KB Cells
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Parasitic Sensitivity Tests
  • Structure-Activity Relationship
  • Tropolone / analogs & derivatives*

Substances

  • Antiprotozoal Agents
  • Azabicyclo Compounds
  • Tropolone