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

Date

2019-04-15

Author

Kesan, Gurkan
Topaloglu, Burcu
Ozcan, Emrah
Kazan, Hasan Huseyin
TANRIVERDİ EÇİK, ESRA
ŞENKUYTU, ELİF
ŞENGÜL, İBRAHİM FAZIL
KANDEMİR, HAKAN
ÇOŞUT, BÜNYEMİN

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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.

Subject Keywords

Borondipyrromethenes, Azaindole, Hydrogen sulfate, Anionsensor, Fluorescence, Chemosensor, K562 cell lines, DFT

URI

https://hdl.handle.net/11511/68505

Journal

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY

DOI

https://doi.org/10.1016/j.saa.2019.01.047

Collections

Department of Biology, Article

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Citation Formats

G. Kesan et al., “Azaindole-BODIPYs: Synthesis, fluorescent recognition of hydrogen sulfate anion and biological evaluation,” SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, pp. 73–82, 2019, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/68505.