Synthesis and Discovery of Schiff Base Bearing Furopyrimidinone for Selective Recognition of Zn2+ and its Applications in Cell Imaging and Detection of Cu2

Abstract

A simplefuro [2,3-d]pyrimidinone-based Schiff base FPS was synthesized via aza-Wittig reaction and structure elucidation was carried out by spectroscopic studies FT-IR, 1H NMR, and 13C NMR and mass spectrometry. FPS showed weak fluorescence emission in methanol and the selectivity of FPS to different metal ions (Mn²⁺, Ca²⁺, Fe²⁺, Fe³⁺, Mg²⁺, Al³⁺, Ba²⁺, Ag⁺, Co²⁺, Na⁺, K⁺, Cu²⁺, Zn²⁺, Pb²⁺, Bi³⁺) were studied by absorption and fluorescence titration. The results show that FPS has selective fluorescence sensing behavior for Zn²⁺ ions and the limit of detection (LOD) was calculated to be 1.19 × 10^-8 mol/L. Moreover, FPS-Zn²⁺ acts as a metal based highly selective and sensitive new chemosensor for Cu²⁺ ions and the LOD was calculated to be 2.25 × 10^-7 mol/L. In accordance with the results and theoretical calculations, we suspected that the binding mechanisms of FPS to Zn²⁺ and Cu²⁺ were assigned to be the cooperative interaction of Zn²⁺(Cu²⁺)-N.

Keywords: Cu2+/Fe2+ detection; Zn2+ recognition; fluorescence; furo[2, 3-d]pyrimidinone; live cells imaging; schiff base.