A coumarin hydrazone appended rotatable phenolic scaffold as fluorescent chemosensor for Ag+ ions and its bio imaging applications

Selvaraj Anshmya; Ganesan Narmatha; Kailasam Saravana Mani; Raju Nandhakumar

doi:10.1016/j.saa.2023.123215

A coumarin hydrazone appended rotatable phenolic scaffold as fluorescent chemosensor for Ag⁺ ions and its bio imaging applications

Spectrochim Acta A Mol Biomol Spectrosc. 2023 Dec 15:303:123215. doi: 10.1016/j.saa.2023.123215. Epub 2023 Jul 28.

Authors

Selvaraj Anshmya¹, Ganesan Narmatha², Kailasam Saravana Mani³, Raju Nandhakumar⁴

Affiliations

¹ Department of Chemistry, Karpagam Academy of Higher Education, Coimbatore 641 021, India.
² Fluorensic Materials Lab, Department of Applied Chemistry, Karunya Institute of Technology and Sciences, (Deemed-to-be University), Karunya Nagar, Coimbatore 641 114, India.
³ Department of Chemistry, Karpagam Academy of Higher Education, Coimbatore 641 021, India; Centre for Material Chemistry, Karpagam Academy of Higher Education, Coimbatore 641 021, India. Electronic address: chemsaran.mani@gmail.com.
⁴ Fluorensic Materials Lab, Department of Applied Chemistry, Karunya Institute of Technology and Sciences, (Deemed-to-be University), Karunya Nagar, Coimbatore 641 114, India. Electronic address: nandhakumar@karunya.edu.

PMID: 37536242
DOI: 10.1016/j.saa.2023.123215

Abstract

A coumarin hydrazone-phenol conjugate, COH4 was designed, synthesized and utilized for the cation sensing studies by fluorimetry studies. The synthesized chemosensor was completely characterized by the usual spectroscopic and analytical studies. The COH4 receptor was examined for the detection of metal ions, in which it had a noticeable blue shifted fluorescence enhancement for Ag⁺ ions. Upon binding towards Ag⁺ ions, the photoinduced electron transfer (PET) process is inhibited via intramolecular charge transfer (ICT) process assisted by the arrest of the carbon-carbon single bond rotation. The binding stoichiometry of COH4 + Ag⁺ complexation ratio is noted to be 1:2, which was further confirmed by jobs plot method. The limit of detection (LOD) and limit of quantification (LOQ) were found to be 0.41 µM and 0.13 µM respectively. Moreover, COH4 was successfully utilized for the practical applications of Ag⁺ ion detection in bacterial cell lines.

Keywords: Bacterial cell lines; Coumarin hydrazone-phenol conjugate (COH4); Detection of Ag(+) ions; Intramolecular charge transfer; LOD & LOQ.

MeSH terms

Cations
Coumarins / chemistry
Fluorescent Dyes* / chemistry
Hydrazones*
Ions
Phenols
Spectrometry, Fluorescence / methods

Substances

Hydrazones
Fluorescent Dyes
Ions
Cations
Coumarins
Phenols