title: Antiprotozoal activity of bicycles featuring a dimethylamino group at their bridgehead.
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.
authors.affiliation: Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Schubertstraße 1, A-8010 Graz, Austria. Electronic address: johanna.faist@uni-graz.at.
authors.forename: Johanna
authors.initials: J
authors.lastname: Faist
authors.affiliation: Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Schubertstraße 1, A-8010 Graz, Austria.
authors.forename: Werner
authors.initials: W
authors.lastname: Seebacher
authors.affiliation: Institute for Chemistry and Technology of Materials (ICTM), Graz University of Technology, Stremayrgasse 9, A-8010 Graz, Austria.
authors.forename: Robert
authors.initials: R
authors.lastname: Saf
authors.affiliation: Swiss Tropical and Public Health Institute, Socinstrasse 57, CH-4002 Basel, Switzerland; University of Basel, Petersplatz 1, 4003 Basel, Switzerland.
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.affiliation: Swiss Tropical and Public Health Institute, Socinstrasse 57, CH-4002 Basel, Switzerland; University of Basel, Petersplatz 1, 4003 Basel, Switzerland.
authors.forename: Marcel
authors.initials: M
authors.lastname: Kaiser
authors.affiliation: Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, University of Graz, Schubertstraße 1, A-8010 Graz, Austria.
authors.forename: Robert
authors.initials: R
authors.lastname: Weis
mesh_terms: D000818:Animals; D000981:Antiprotozoal Agents / Q000737:chemistry* / Q000494:pharmacology*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry* / Q000494:pharmacology*; D002478:Cells, Cultured; D010963:Plasmodium falciparum / Q000187:drug effects; D051381:Rats; D013057:Spectrum Analysis / Q000379:methods; D013329:Structure-Activity Relationship; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects
chemical_list: D000981:Antiprotozoal Agents; D001643:Bridged Bicyclo Compounds
keywords: 2-Azabicyclo-nonanes; 3-Azabicyclo-nonanes; Bicyclo-octanes; Plasmodium falciparum; Trypanosoma brucei rhodesiense