A1 Journal article (refereed)
Synthesis, crystal structure and metal ion sensing ability of novel 4-amino-3-nitroso-2H-chromen-2-one : Interaction studies with calf thymus-DNA (2022)

Roy, D., Puttreddy, R., Rissanen, K., Chakraborty, A., & Ghosh, R. (2022). Synthesis, crystal structure and metal ion sensing ability of novel 4-amino-3-nitroso-2H-chromen-2-one : Interaction studies with calf thymus-DNA. Journal of Molecular Structure, 1264, Article 133334. https://doi.org/10.1016/j.molstruc.2022.133334

JYU authors or editors

Puttreddy, Rakesh
Rissanen, Kari

Publication details

All authors or editors: Roy, Debashis; Puttreddy, Rakesh; Rissanen, Kari; Chakraborty, Arijit; Ghosh, Rina

Journal or series: Journal of Molecular Structure

ISSN: 0022-2860

eISSN: 1872-8014

Publication year: 2022

Publication date: 19/05/2022

Volume: 1264

Article number: 133334

Publisher: Elsevier BV

Publication country: Netherlands

Publication language: English

DOI: https://doi.org/10.1016/j.molstruc.2022.133334

Publication open access: Not open

Publication channel open access:

Abstract

A new coumarin derivative, 4-amino-3-nitroso-2H-chromen-2-one (B) was synthesized through a very easy procedure and charecterized by 1H- and 13C- NMR, FTIR, HRMS and single crystal XRD analysis. Its photo-physical characteristics along with its transition metal ion-sensing capability were cultivated. Unique crystal packing with 3D-π-stacking interaction was observed. DFT calculation gave more insight into the electronic properties of B and was found to be in very good agreement with the X-ray data. The studies of solvatochromism of B in various solvents of different polarities as well as its pH dependency have been provided. The compound was employed as a simple fluorimetric as well as colorimetric chemosensor for the investigation of Ni2+, Co2+ and Cu2+ ions. The Job's plot experiments disclosed 2:1, 3:1 and 1:1 stoichiometric bindings between B and the corresponding analyte ions Ni2+, Co2+ and Cu2+, respectively. The detection limits and the binding constant values of B for the Ni2+, Co2+ and Cu2+ions have also been provided. In addition, several experiments employing this chemosensor with calf-thymus DNA (CT-DNA) unveiled itself as a groove binder.

Keywords: coumarins; fluorescence; tracers (indicators); chemical synthesis; crystals

Free keywords: chemosensor; coumarin derivative; crystal structure; metal ion sensing; DNA binding

Fields of science: