In the present study, the Schiff based compound (N′1E,N′3E)-N′1, N′3-bis((2-hydroxynaphthalen-1-yl)methylene)malonohydrazide (1) is synthesized via a facile method, characterized and furtherinvestigated for CN- sensing. Compound 1 is synthesized by the reaction of malonyldihydrazide and2-hydroxy-1-naphthaldehyde and its characterization is performed by FT-IR, 1H NMR and ESI-MS spectrometry.Absorption spectrum pattern of 1 is altered upon the addition of CN- ion selectively with thegeneration of a new band at 416 nm in H2O-DMSO (8:2 v/v) medium. The detection limit of 1 for CN- ion isassessed using UV-visible spectral data which is found to be 36.3 μM. The selective visual colour change isobserved upon the addition of CN- ion to colourless solution of 1 (colourless to yellow). A similar change incolour is also detected on Whatman filter paper test strips. Fluorescence intensity of sensor 1 is found to beenhanced on the addition of CN- ion. 1H NMR titration of 1 with CN- ion corroborates the binding of theformer using its naphthol OH and NH protons with the latter. Sensor 1 is also evaluated for intracellulardetection of CN- ion in A549 cells.
Synopsis Compound 1 behaves as colorimetric and fluorimetic sensor for CN− selectively in solution and on Whatman filter paper test strips. Binding of CN− by 1 is supported by 1H NMR titration. Sensor 1 acts as an imaging reagent for live cell intra-cellular detection of CN− in A549 cells.
Volume 135, 2023
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