PLoS ONE (Jan 2015)

Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior.

  • Marzena Rams-Baron,
  • Mateusz Dulski,
  • Anna Mrozek-Wilczkiewicz,
  • Mateusz Korzec,
  • Wioleta Cieslik,
  • Ewelina Spaczyńska,
  • Piotr Bartczak,
  • Alicja Ratuszna,
  • Jaroslaw Polanski,
  • Robert Musiol

DOI
https://doi.org/10.1371/journal.pone.0131210
Journal volume & issue
Vol. 10, no. 6
p. e0131210

Abstract

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New styrylquinoline derivatives with their photophysical constants are described. The synthesis was achieved via Sonogashira coupling using the newly developed heterogeneous nano-Pd/Cu catalyst system, which provides an efficient synthesis of high purity products. The compounds were tested in preliminary fluorescent microscopy studies to in order to identify their preferable cellular localization, which appeared to be in the lipid cellular organelles. The spectroscopic properties of the compounds were measured and theoretical TD-DFT calculations were performed. A biological analysis of the quinolines that were tested consisted of cytotoxicity assays against normal human fibroblasts and colon adenocarcinoma cells. All of the compounds that were studied appeared to be safe and indifferent to cells in a high concentration range. The presented results suggest that the quinoline compounds that were investigated in this study may be valuable structures for development as fluorescent dyes that could have biological applications.