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Synthesis and antiprotozoal activities of new 3-azabicyclo[3.2.2]nonanes

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Abstract

Some antimalarial agents in use typically bear basic side chains as ligands. Such ligands were attached to the amino substituent of a bridgehead atom of already antiprotozoal active 3-azabicyclo[3.2.2]nonanes. Structure verification was done by NMR measurements. The new compounds were tested for their antiplasmodial and antitrypanosomal activities against Plasmodium falciparum K 1 (multiresistant) and Trypanosoma brucei rhodesiense as well as for their cytotoxicity against L6 cells. Their activities are compared to those of already prepared compounds and structure–activity relationships are discussed.

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Acknowledgments

This work was supported by a research Grant of the Karl-Franzens-University of Graz.

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Authors and Affiliations

  1. Center for Research in Molecular Medicine, The University of Lahore, Lahore, Pakistan

    Sarfraz Ahmad

  2. Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, Karl-Franzens-University, Universitätsplatz 1, 8010, Graz, Austria

    Werner Seebacher, Armin Presser, Johanna Faist & Robert Weis

  3. Department of Pharmcognosy, Institute of Pharmaceutical Sciences, Karl-Franzens-University, Universitätsplatz 4, 8010, Graz, Austria

    Volker Wolkinger

  4. Swiss Tropical and Public Health Institute, Socinstrasse 57, 4002, Basel, Switzerland

    Marcel Kaiser & Reto Brun

  5. University of Basel, Petersplatz 1, 4003, Basel, Switzerland

    Marcel Kaiser & Reto Brun

  6. Institute for Chemistry and Technology of Materials (ICTM), Graz University of Technology, Stremayrgasse 9, 8010, Graz, Austria

    Robert Saf

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  1. Sarfraz Ahmad
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  2. Werner Seebacher
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Correspondence to Werner Seebacher.

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Ahmad, S., Seebacher, W., Wolkinger, V. et al. Synthesis and antiprotozoal activities of new 3-azabicyclo[3.2.2]nonanes. Arch. Pharm. Res. 38, 1455–1467 (2015). https://doi.org/10.1007/s12272-014-0523-1

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  • DOI: https://doi.org/10.1007/s12272-014-0523-1

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