2. Academic Validation
  3. Antiprotozoal activity of bicycles featuring a dimethylamino group at their bridgehead

Antiprotozoal activity of bicycles featuring a dimethylamino group at their bridgehead

  • Bioorg Med Chem. 2016 Aug 15;24(16):3781-9. doi: 10.1016/j.bmc.2016.06.024.
Johanna Faist 1,  Werner Seebacher 2,  Robert Saf 3,  Reto Brun 4,  Marcel Kaiser 4,  Robert Weis 2
Affiliations

Affiliations

  • 1 Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Schubertstraße 1, A-8010 Graz, Austria. Electronic address: johanna.faist@uni-graz.at.
  • 2 Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Schubertstraße 1, A-8010 Graz, Austria.
  • 3 Institute for Chemistry and Technology of Materials (ICTM), Graz University of Technology, Stremayrgasse 9, A-8010 Graz, Austria.
  • 4 Swiss Tropical and Public Health Institute, Socinstrasse 57, CH-4002 Basel, Switzerland; University of Basel, Petersplatz 1, 4003 Basel, Switzerland.
PMID: 27344215 DOI: 10.1016/j.bmc.2016.06.024
Abstract

Several dimethylamino-derivatives of the new compound-class 3-azabicyclo[3.2.2]nonanes were prepared. For better comparison of activity also a few analogues of bicyclo[2.2.2]octanes and 2-azabicyclo[3.2.2]nonanes were synthesized. Their activities were examined in vitro against the multiresistant K1 strain of Plasmodium falciparum and against Trypanosoma brucei rhodesiense (STIB 900). A couple of the newly synthesized compounds showed promising antiprotozoal activity and selectivity. The results of the biological tests of the novel compounds were compared with the activities of already synthesized compounds and of drugs in use. Structure-activity relationships were discussed.

Keywords

2-Azabicyclo-nonanes; 3-Azabicyclo-nonanes; Bicyclo-octanes; Plasmodium falciparum; Trypanosoma brucei rhodesiense.

Figures