Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
9917742 | European Journal of Pharmaceutical Sciences | 2005 | 9 Pages |
Abstract
Several bicyclo[2.2.2]octan-2-imines and esters of bicyclo[2.2.2]octan-2-ols were prepared. Their antitrypanosomal and antiplasmodial activities against Trypanosoma brucei rhodesiense (STIB 900) and the K1 strain of Plasmodium falciparum (resistant to chloroquine and pyrimethamine) were determined using microplate assays. Two of the synthesized bicyclo[2.2.2]octan-2-one 4â²-phenylthiosemicarbazones showed the highest antitrypanosomal activity (IC50 < 0.3 μM) of the so far prepared 4-amino-6,7-diarylbicyclo[2.2.2]octane derivatives, but they are distinctly less active than suramine (IC50 = 0.0075 μM). Most of the 4â²-phenylthiosemicarbazones and a single bicyclo[2.2.2]octan-2-yl benzoate exhibit attractive antimalarial activity (IC50 = 0.23-0.72 μM). Two bicyclooctanone oximes are even as active as chloroquine (IC50 = 0.08-0.15 μM, chloroquine: IC50 = 0.12 μM against sensitive strains).
Keywords
Related Topics
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Drug Discovery
Authors
Werner Seebacher, Christian Schlapper, Reto Brun, Marcel Kaiser, Robert Saf, Robert Weis,