Multifaceted Chiral Probe 2,3-Dihydro-4-hydroxy-chromene Schiff Base in Detecting Cu²⁺ Ions, l-Histidine, and Indazole: Spectroscopic Investigation and Confocal and Live Cell Imaging

Abstract

2,3-Dihydro-4-hydroxy-chromene-4(N)-ethyl thiosemicarbazone (probe F4) is used as a chemosensor, and it selectively detected Cu 2+ ions among the metal ions by showing fluorescence "TURN ON" behavior. The stoichiometric binding of the probe with Cu 2+ (CF4) was confirmed by Job's plot and mass spectroscopy. Further, CF4 was used as a sensor for the detection of L-amino acids and N-heterocyclic compounds. Among them, CF4 selectively detected L-histidine by showing fluorescence "TURN-OFF" behavior and selectively detected indazole by showing fluorescence "TURN-ON" behavior. These behaviors were further confirmed by in vivo live cell imaging studies by using Caenorhabditis elegans as a model. In vitro cytotoxicity was assayed for probe F4, complex CF4, and CF4 with L-histidine and indazole. The IC 50 concentration was used for confocal imaging studies by using the MDA-MB-231 cell line (breast cancer cell line).

Recent Advances in Chiral Schiff Base Compounds in 2023

“…Spectroscopic studies and confocal and live-cell imaging using chiral Schiff bases as probes were reported [17]. Optically active Schiff bases are also used for imaging, which is also the analysis of ( 5).…”