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        Synthesis of Bicyclic Amines and Their Activities Against Trypanosoma brucei rhodesiense and Plasmodium falciparum $K_1$

        Weis, Robert,Berger, Heinrich,Kaiser, Marcel,Brun, Reto,Saf, Robert,Seebacher, Werner 대한약학회 2008 Archives of Pharmacal Research Vol.31 No.6

        New alkenes, aziridines, and diamines were prepared from antiprotozoal 4-dialkylaminobicyclo[2.2.2]octan-2-imines to investigate the influence of several functional groups in position 2 of the ring skeleton on the antitrypanosomal and antiplasmodial activities. They were synthesized from 4-dialkylaminobicyclo[2.2.2]octan-2-imines and tested for their activities against Trypanosoma b. rhodesiense and Plasmodium falciparum $K_1$ (resistant to chloroquine and pyrimethamine) using in vitro microplate assays. 4-Aminobicyclo[2.2.2]oct-2-enes and 3-azatricyclo[$3.2.2.0^{2,4}$]nonylamines exhibit similar antiprotozoal activities as 4-aminobicyclo[2.2.2] octanes. 4-Aminobicyclo[2.2.2]oct-2-ylamines and their N-benzyl derivatives showed decreased antiplasmodial but enhanced antitrypanosomal ($IC_{50}\;=\;0.22-0.41\;{\mu}M$) activities compared to their parent oximes and to formerly synthesized 4-amino-2-azabicyclo[3.2.2]nonanes. Some of the 4-aminobicyclo[2.2.2]oct-2-ylamines exhibit moderate in vivo activity in mice against Trypanosoma brucei brucei.

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        Synthesis of Bicyclic Amines and Their Activities Against Trypanosoma brucei rhodesiense and Plasmodium falciparum K1

        Robert Weis,Heinrich Berger,Marcel Kaiser,Reto Brun,Robert Saf,Werner Seebacher 대한약학회 2008 Archives of Pharmacal Research Vol.31 No.6

        New alkenes, aziridines, and diamines were prepared from antiprotozoal 4-dialkylaminobicyclo[ 2.2.2]octan-2-imines to investigate the influence of several functional groups in position 2 of the ring skeleton on the antitrypanosomal and antiplasmodial activities. They were synthesized from 4-dialkylaminobicyclo[2.2.2]octan-2-imines and tested for their activities against Trypanosoma b. rhodesiense and Plasmodium falciparum K1 (resistant to chloroquine and pyrimethamine) using in vitro microplate assays. 4-Aminobicyclo[2.2.2]oct-2-enes and 3-azatricyclo[ 3.2.2.02,4]nonylamines exhibit similar antiprotozoal activities as 4-aminobicyclo[2.2.2] octanes. 4-Aminobicyclo[2.2.2]oct-2-ylamines and their N-benzyl derivatives showed decreased antiplasmodial but enhanced antitrypanosomal (IC50 = 0.22-0.41 μM) activities compared to their parent oximes and to formerly synthesized 4-amino-2-azabicyclo[3.2.2]nonanes. Some of the 4-aminobicyclo[2.2.2]oct-2-ylamines exhibit moderate in vivo activity in mice against Trypanosoma brucei brucei.

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