A novel indolehydrazone appended salicyaldehyde platform for detection of multianalytes (Al3+, Zn2+ and F- ions): Live cell imaging

We have designed and synthesized, the probe 4-bromo-2-((E)-((Z)-((5-bromo-1H-indol-2-yl) methylene) hydrazono) methyl)phenol (BHPL) for successfully utilized to detect Al3+/Zn2+/F- ions in DMSO: H2O (9:1) system. The binding and sensing performance of BHPL in the presence of Al3+/Zn2+/F- ions were studied using optical methods such as UV–visible and fluorescence techniques. The 1:1 binding stoichiometric ratio of BHPL with Al3+/Zn2+/F- ions were confirmed via Job’s plot and electrospray ionization mass spectroscopy (ESI-MS) analysis. Upon titrated with EDTA, the Zn2+/Al3+ complexes of BHPL exhibit reversibility under similar solvent system. The probe BHPL could functioned as a good fluorescent device to detect Zn2+ ions in HeLa cells and fluorescence imaging analysis in Zebrafish embryos. [Display omitted] •Designed and synthesized, the probe 4-bromo-2-((E)-((Z)-((5-bromo-1H-indol-2-yl) methylene) hydrazono)methyl)phenol (BHPL) for successfully utilized to detect Al3+/Zn2+/F- ions in DMSO: H2O (9:1) system.•The 1:1 binding stoichiometric ratio of BHPL with Al3+/Zn2+/F- ions were confirmed via Job’s plot and electrospray ionization mass spectroscopy (ESI-MS) analysis.•Upon titrated with EDTA, the Zn2+/Al3+ complexes of BHPL exhibit reversibility under similar solvent system.•The probe BHPL could functioned as a good fluorescent device to detect Zn2+ ions in HeLa cells and fluorescence imaging analysis in Zebrafish embryos. A new probe 4-bromo-2-((E)-((Z)-((5-bromo-1H-indol-2-yl) methylene) hydrazono) methyl) phenol (BHPL) has been developed and successfully employed for the detection of Al3+/Zn2+/F-ions in DMSO: H2O (9:1) system. The photophysical evaluation of BHPL with cations/anions were rationalized by UV–visible and fluorescence spectroscopy. The stoichiometric binding mode of BHPL with Al3+/Zn2+/F- ions were confirmed by Job’s plot analysis and strongly supported by1H NMR titration,19F NMR analysis and electrospray ionization mass spectroscopy (ESI-MS) techniques. The optimized geometries of BHPL with their complexes and ground state energy levels were gauged via DFT calculations. In the biological environment, BHPL could perform as an obvious fluorescent chemical tool to detect Zn2+ionsin HeLa cells and fluorescence imaging analysis in Zebrafish embryos.