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Microwave-assisted synthesis of a novel class of imidazolylthiazolidin-4-ones and evaluation of its biological activities

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Abstract

The synthesis and biological activity of a hitherto unknown class of compounds, the imidazolylthiazolidin-4-ones, are described. A two-step procedure has been elaborated starting from our previously described 2-aminoimidazoles. The application of microwave irradiation has been proven to be beneficial for the condensation of the imine with mercaptoacetic acid leading to the formation of imidazolylthiazolidin-4-ones. None of the compounds showed antiviral activity at subtoxic concentrations. Several compounds displayed a moderate cytostatic activity. These data form the basis for further improvement of the potential antiproliferative activity of this class of compounds.

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Authors and Affiliations

  1. Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, 3001, Leuven, Belgium

    Sachin G. Modha, Vaibhav P. Mehta, Denis Ermolat’ev & Erik Van der Eycken

  2. Rega Institute for Medical Research, Katholieke Universiteit Leuven, Minderbroedersstraat 10, 3000, Leuven, Belgium

    Jan Balzarini

  3. Biomolecular Architecture, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, 3001, Leuven, Belgium

    Kristof Van Hecke & Luc Van Meervelt

Authors
  1. Sachin G. Modha
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  2. Vaibhav P. Mehta
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  3. Denis Ermolat’ev
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  4. Jan Balzarini
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  5. Kristof Van Hecke
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  6. Luc Van Meervelt
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  7. Erik Van der Eycken
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Correspondence to Erik Van der Eycken.

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Modha, S.G., Mehta, V.P., Ermolat’ev, D. et al. Microwave-assisted synthesis of a novel class of imidazolylthiazolidin-4-ones and evaluation of its biological activities. Mol Divers 14, 767–776 (2010). https://doi.org/10.1007/s11030-009-9221-1

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  • DOI: https://doi.org/10.1007/s11030-009-9221-1

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