Azaindole-BODIPYs: Synthesis, fluorescent recognition of hydrogen sulfate anion and biological evaluation

Kesan G., Topaloglu B., Ozcan E., Kazan H. H., TANRIVERDİ EÇİK E., ŞENKUYTU E., ...More

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol.213, pp.73-82, 2019 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 213
  • Publication Date: 2019
  • Doi Number: 10.1016/j.saa.2019.01.047
  • Journal Name: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.73-82
  • Keywords: Borondipyrromethenes, Azaindole, Hydrogen sulfate, Anionsensor, Fluorescence, Chemosensor, K562 cell lines, DFT, EFFICIENT ENERGY-TRANSFER, PHOTOPHYSICAL PROPERTIES, AQUEOUS-SOLUTION, DYES SYNTHESIS, SENSOR, DESIGN, CHEMOSENSOR
  • Middle East Technical University Affiliated: Yes

Abstract

The synthesized and sensing capability of two novel azaindole substituted mono and distyryl BODIPY dyes against bisulfate anion were reported. Structural characterizations of the targeted compounds were conducted by using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry, H-1 and C-13 NMRspectroscopies. Photophysical properties of the azaindole substituted BODIPY compounds were investigated employing absorption and fluorescence spectroscopies in acetonitrile solution. It was found that the final compounds 3 and 4 exhibited exclusively selective and sensitive turn-off sensor behavior on HSO4- anion. Additionally, the stoichiometry ratio of the targeted compounds to bisulfate anion was measured 0.5 by Job's method. Also, density function theory was performed to the optical response of the sensor for targeted compounds. Furthermore, the cytotoxicity of Azaindole-BODIPYs was examined against living human leukemia K562 cell lines. (C) 2019 Elsevier B.V. All rights reserved.