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 struc...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2022-09, Vol.27 (19), p.6217
Main Authors: Dolensky, Johanna, Hinteregger, Clemens, Leitner, Andreas, Seebacher, Werner, Saf, Robert, Belaj, Ferdinand, Mäser, Pascal, Kaiser, Marcel, Weis, Robert
Format: Article
Language:English
Subjects:
Antibiotics
antimalarial
Antiprotozoal activity
Antiprotozoal agents
antitrypanosomal
azabicyclo-nonanes
Chromatography
Crystal structure
Crystals
Cytotoxicity
Drugs
Infections
Infrared spectroscopy
Isomers
Malaria
Mass spectroscopy
Nitrogen
NMR
Nonanes
Nuclear magnetic resonance
Nuclear magnetic resonance spectroscopy
Parasites
Pentamidine isethionate
Pharmaceuticals
Plasmodium falciparum
Single crystals
Structural analysis
Structure
Sulfonamides
Suramin sodium
Tetrazoles
Tropical diseases
Trypanosoma brucei
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Summary: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.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27196217