Novel Schiff Base of E-2-(((4-Aminophenyl)imino)methyl)-5-(difluoromethoxy)phenol Fluorescence Chemosensor for Detection of Al3+, Fe2+, Cu2+ Ions and its Application towards Live Cell Imaging

Mathivanan Iyappan1,, Ezhumalai Dhineshkumar1, and Chinnadurai Anbuselvan1,2,*,

1Department of Chemistry, Annamalai University, Annamalainagar-608002, India

2P.G. and Research Department of Chemistry, Government Arts College, Chidambaram-608102, India

*Corresponding author: E-mail: cas_amu@yahoo.co.in

Abstract

A Schiff base compound E-2-(((4-aminophenyl)imino)methyl)-5-(difluoromethoxy)phenol was synthesized and characterized by FT-IR, 1H and 13C NMR, ESI-mass spectroscopy. The synthesized compound also selectively detects Al3+, Fe2+ and Cu2+ without any interference of other metal ions. Fluorescence titrations carried out to find the selectivity of Al3+, Fe2+ and Cu2+ in turn-on system, with binding modes of 2:1 complex, confirmed by Job′s plot. The presence of metal ions Al3+, Fe2+ and Cu2+ with receptor conformed by ESI-MS spectrum, which changed the base value at 298.00 m/z. Moreover, among the binding constant of three metals calculated (20 μM), Al3+ showed a high value of 5.7 × 104 M-1 compared to Fe2+ and Cu2+ metal ions. Prominently, the cytotoxicity activities of probe with HeLa cells were also calculated.

Keywords

Schiff base, Fluorescence, Heavy metals ions, Cytotoxicity.

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