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Synthesis, X-ray structure and antiproliferative activity of 3-benzylthio-4-propargylselenoquinoline

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Abstract

Synthesis, antiproliferative activity and the X-ray single-crystal structure of the 3-benzylthio-4-propargylselenoquinoline are described. The title compound belongs to the group of the acetylenic derivatives of thioquinolines, which have been intensively investigated as a source of new anticancer agents. The comparative study regarding the X-ray structure, the molecular electrostatic potential analysis, and structure-activity relationship for the title compound and the 3-methylthio-4-propargylthioquinoline and 3-methylthio-4-propargylselenoquinoline are presented.

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Acknowledgments

This work was supported by the Polish Ministry of Science and Higher Education, Grant No. N405 036 31/2655.

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Authors and Affiliations

  1. Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Silesia, 41-200 Sosnowiec, Jagiellonska 4, Poland

    Stanislaw Boryczka & Małgorzata Matyja

  2. Department of Radioisotope Diagnostics and Radiopharmaceuticals, Faculty of Pharmacy, Medical University of Silesia, 41-200 Sosnowiec, Jagiellonska 4, Poland

    Maria Jastrzebska

  3. Institute of Physics, Department of Physics of Crystals, University of Silesia, Uniwersytecka 4, 40-007, Katowice, Poland

    Maria Nowak & Joachim Kusz

  4. Department of Biophysics and Molecular Physics, Institute of Physics, University of Silesia, Uniwersytecka 4, 40-007, Katowice, Poland

    Roman Wrzalik

  5. Department of Experimental Oncology, Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Weigla 12, Wrocław, Poland

    Joanna Wietrzyk

Authors
  1. Stanislaw Boryczka
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  2. Maria Jastrzebska
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  3. Maria Nowak
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  7. Małgorzata Matyja
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Correspondence to Maria Jastrzebska.

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Boryczka, S., Jastrzebska, M., Nowak, M. et al. Synthesis, X-ray structure and antiproliferative activity of 3-benzylthio-4-propargylselenoquinoline. Med Chem Res 19, 551–564 (2010). https://doi.org/10.1007/s00044-009-9212-x

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  • DOI: https://doi.org/10.1007/s00044-009-9212-x

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