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Modifications on tetrahydropyridin-4-ylidene ammonium salts and their antiprotozoal activities

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Abstract

A new series of tetrahydropyridin-4-ylidene ammonium salts was prepared by a sequence of reactions including Dimroth rearrangements and selective reductions. All new compounds were characterized by UV–Vis spectroscopy, FT-IR spectroscopy, HRMS, and NMR spectroscopy. Their antitrypanosomal and antiplasmodial activities as well as their cytotoxicity were investigated in microplate assays. The results were compared to the activities of formerly investigated compounds and structure–activity relationships are discussed. The modification of the substitution in ring positions 1 and 6 led to a significant increase of both the antiprotozoal properties.

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Authors and Affiliations

  1. Faculty of Pharmaceutical Sciences, Government College University, Faisalabad, Pakistan

    Noor-ul-Amin Mohsin

  2. Institute of Pharmaceutical Sciences, University of Graz, Graz, Austria

    Noor-ul-Amin Mohsin, Werner Seebacher, Johanna Faist, Nadine Kretschmer, Rudolf Bauer & Robert Weis

  3. Institute for Chemistry and Technology of Materials (ICTM), University of Technology, Graz, Austria

    Robert Saf

  4. Swiss Tropical and Public Health Institute Basel, University of Basel, Basel, Switzerland

    Marcel Kaiser & Pascal Mäser

Authors
  1. Noor-ul-Amin Mohsin
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  2. Werner Seebacher
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  3. Johanna Faist
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  4. Nadine Kretschmer
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  5. Rudolf Bauer
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  6. Robert Saf
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  7. Marcel Kaiser
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  8. Pascal Mäser
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  9. Robert Weis
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Corresponding author

Correspondence to Werner Seebacher.

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Mohsin, NuA., Seebacher, W., Faist, J. et al. Modifications on tetrahydropyridin-4-ylidene ammonium salts and their antiprotozoal activities. Monatsh Chem 149, 801–812 (2018). https://doi.org/10.1007/s00706-017-2111-9

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  • DOI: https://doi.org/10.1007/s00706-017-2111-9

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