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Synthesis and characterization of ethyl benzotriazolyl acrylate-based D-π-A fluorophores for live cell-based imaging applications.

Ana Sofia Ortega-VillarrealEugenio Hernández-FernándezChristopher JensenGabriel A Valdivia-BerroetaSamuel GarrardIsrael LópezStacey J SmithKenneth A ChristensenMiguel Ángel Reyes GonzálezDavid J Michaelis
Published in: RSC advances (2019)
A series of eight new ethyl ( Z )-benzotriazolyl acrylates 6a-d and 7a-d have been synthesized by conventional heating and microwave irradiation from ethyl benzotriazolyl acetates 3 and 4 with the corresponding aromatic aldehydes. This work reports the synthetic approach and spectroscopic characterization ( 1 H, 13 C-NMR, HRMS) of all the synthesized compounds. X-ray diffraction analyses were performed for molecules 6a, 7a and 7d. Photophysical properties of compounds were evaluated. Finally, compound 6a was tested in a human cell line and showed low to no cytotoxicity at relevant concentrations. Initial testing demonstrates its potential use as a fluid-phase fluorescent marker for live cell imaging.
Keyphrases
  • high resolution
  • ionic liquid
  • endothelial cells
  • magnetic resonance
  • molecular docking
  • magnetic resonance imaging
  • living cells
  • adverse drug
  • radiation induced
  • electron microscopy
  • liquid chromatography