title: Bicyclo[2.2.2]octyl esters of dialkylamino acids as antiprotozoals.
abstract: A couple of bicyclo[2.2.2]octyl esters of 2-dialkylaminoacetic acids were prepared. Their antiplasmodial and antitrypanosomal activities against Trypanosoma brucei rhodesiense (STIB 900) and the K(1) strain of Plasmodium falciparum (resistant to chloroquine and pyrimethamine) were determined using microplate assays. Structure-activity relationships were discussed. The antiprotozoal activities were remarkably increased by insertion of a second basic centre. The selectivity indices of the most active compounds are superior in the bicyclo-octane series.
authors.affiliation: Institute of Pharmaceutical Sciences, Pharmaceutical Chemistry, Karl-Franzens-University, Universitätsplatz 1, A-8010 Graz, Austria.
authors.forename: Christian
authors.initials: C
authors.lastname: Schlapper
authors.forename: Werner
authors.initials: W
authors.lastname: Seebacher
authors.forename: Marcel
authors.initials: M
authors.lastname: Kaiser
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.forename: Robert
authors.initials: R
authors.lastname: Saf
authors.forename: Robert
authors.initials: R
authors.lastname: Weis
mesh_terms: D000478:Alkylation; D000596:Amino Acids / Q000737:chemistry*; D000818:Animals; D000981:Antiprotozoal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry* / Q000633:toxicity*; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects
chemical_list: D000596:Amino Acids; D000981:Antiprotozoal Agents; D001643:Bridged Bicyclo Compounds; D004952:Esters