Antiprotozoal Activity of Azabicyclo-Nonanes Linked to Tetrazole or Sulfonamide Cores

N-(Aminoalkyl)azabicyclo[3.2.2]nonanes possess antiplasmodial and antitrypanosomal activity. A series with terminal tetrazole or sulfonamido partial structure was prepared. The structures of all new compounds were confirmed by NMR and IR spectroscopy and by mass spectral data. A single crystal structure analysis enabled the distinction between isomers. The antiprotozoal activities were examined in vitro against strains of Plasmodium falciparum and Trypanosoma brucei rhodesiense (STIB 900). The most active sulfonamide and tetrazole derivates showed activities in the submicromolar range.

Automated summary

N-(Aminoalkyl)azabicyclo[3.2.2]nonanes with terminal tetrazole or sulfonamido partial structure were synthesized. The structures of these compounds were confirmed by various analyses. In vitro experiments showed that the sulfonamide and tetrazole derivatives exhibited significant activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense.