A selective fluorescent probe for hydrogen sulfide from a series of flavone derivatives and intracellular imaging

Abstract

In this work, through the orthogonal design of two fluorophores and two recognition groups, a series of fluorescent probes were developed from the flavone derivatives for hydrogen sulfide (H₂S). The probe FlaN-DN stood out from the primarily screening on the selectivity and response intensities. It could respond to H₂S with both the chromogenic and fluorescent signals. Among the recent reported probes for the H₂S detection, FlaN-DN indicated the most highlighted advantages including the rapid response (within 200 s) and the high response multiplication (over 100 folds). FlaN-DN was sensitive to the pH condition, thus could be applied to distinguish the cancer micro-environment. Moreover, FlaN-DN suggested practical capabilities including a wide linear range (0-400 μM), a relatively high sensitivity (limit of detection 0.13 μM), and high selectivity towards H₂S. As a low cytotoxic probe, FlaN-DN achieved the imaging in living HeLa cells. FlaN-DN could detect the endogenous generation H₂S and visualize the dose-dependent responses to the exogenous H₂S level. This work provided a typical case of natural-sourced derivatives as functional implements, which might inspire the future investigations.

Keywords: Flavone derivatives; Fluorescent probe; Hydrogen sulfide detection; Intracellular imaging.