Photophysical characterization and fluorescence cell imaging applications of 4--substituted benzothiadiazoles

In this work, a series of fluorescent 2,1,3-benzothiadiazole derivatives with various N -substituents in the 4-position was synthesized and photophysically characterized in various solvents. Three compounds emerged as excellent fluorescent probes for imaging lipid droplets in cancer cells. A correla...

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Bibliographic Details
Published in:RSC advances Vol. 12; no. 23; pp. 14544 - 1455
Main Authors: Doloczki, Susanne, Holmberg, Karl O, Fdez. Galván, Ignacio, Swartling, Fredrik J, Dyrager, Christine
Format: Journal Article
Published: 13-05-2022
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Summary:In this work, a series of fluorescent 2,1,3-benzothiadiazole derivatives with various N -substituents in the 4-position was synthesized and photophysically characterized in various solvents. Three compounds emerged as excellent fluorescent probes for imaging lipid droplets in cancer cells. A correlation between their high lipophilicity and lipid droplet specificity could be found, with log  P ≥ 4 being characteristic for lipid droplet accumulation. Herein we report the structure-photophysical relationship and cell imaging utility of a series of N -substituted benzothiadiazoles.
Bibliography:Electronic supplementary information (ESI) available: Experimental details, photophysical and computational data, cell pictures and viability, and NMR spectra. See
https://doi.org/10.1039/d2ra01404a
ISSN:2046-2069
DOI:10.1039/d2ra01404a