Title:A New Bioactive Thiazolidinone-based Azo Dye for Naked-eye
Colorimetric Detection of Cyanide Ions
Volume: 21
Issue: 6
Author(s): Zahra Zamiraei and Kurosh Rad-Moghadam*
Affiliation:
- Department of Chemistry, University Campus 2, University of Guilan, Rasht, Iran
- Department of Chemistry, Faculty of Sciences, University of Guilan, Rasht, Iran
Keywords:
Azo dye, thiazolidinone, colorimetric sensor, cyanide ion, antibacterial activity, chromatography.
Abstract: A new bioactive azo dye embedding a thiazolidinone heterocyclic core was designed and
synthesized for antibacterial application and colorimetric sensing of cyanide ion (CNˉ) in organic solutions.
The structure of the prepared dye was elucidated from its 1H NMR, FT-IR and UV-Vis spectral
data. It proved to be a fast and sensitive colorogenic sensor for detection of CNˉ. Spectroscopic
studies were carried out to investigate the effect of different CNˉ concentrations on the detection efficiency.
Moreover, the studies revealed no significant competition or influence of other anions on the
sensitivity of CNˉ detection by the synthesized dye. A Job's plot indicated a 1:1 stoichiometry of the
dye and CNˉ in their colorful complex. Further development of the method for naked-eye detection of
CNˉ in low-concentration aqueous solutions was achieved by using the cellulose papers painted with
the dye. The as-prepared testing paper allowed CNˉ sensing in concentrations as low as 2 μM. Evaluation
of the dye for antibacterial activities using the well diffusion technique displayed that its inhibitory
activity is at least as good as and in some cases superior to ampicillin against the bacterial strains
employed in the zone assay. In response to CN¯, the dye changes color from yellow to reddish brown
which accounts for its significant interactions with CNˉ and affords a naked-eye sensing method
without resorting to any spectroscopic instrumentation.