Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.



Zn(ii) detection and biological activity of a macrocycle containing a bis(oxadiazole)pyridine derivative as fluorophore

Author affiliations

Abstract

The synthesis, photochemical properties, biological effects and the X-ray crystal structure of a fluorescent polyamine macrocycle L are reported. L is a polyamine cyclophane macrocycle in which 2,6-bis(5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl)pyridine (POXAPy) acts as a fluorescent sensor and the polyamine as a metal ion binding unit. L performs as a PET-mediated chemosensor, with a maximum emission wavelength close to 360 nm. This gives rise to a signal that is visible to the naked eye in the blue visible range. L is able to detect the Zn(II) and Cd(II) metal ions in an aqueous solution at pH = 7, with the coordination of the ions switching the emission ON through a CHEF effect. In contrast, paramagnetic metal ions like Cu(II) and Ni(II) completely quench the already low emission of L at this pH value. L affects the cell survival of a leukemic cellular model (U937) at micromolar concentrations with cell death starting after only 24 h of exposure; starting from a final concentration of 5 μM, L almost completely abrogates the survival of the leukemic cells over 72 h, with a mechanism that is compatible with a genomic DNA interaction.

Graphical abstract: Zn(ii) detection and biological activity of a macrocycle containing a bis(oxadiazole)pyridine derivative as fluorophore

Back to tab navigation

Supplementary files

Article information


Submitted
03 Oct 2019
Accepted
18 May 2020
First published
19 May 2020

Dalton Trans., 2020, Advance Article
Article type
Paper

Zn(II) detection and biological activity of a macrocycle containing a bis(oxadiazole)pyridine derivative as fluorophore

G. Ambrosi, M. Fanelli, P. Paoli, M. Formica, D. Paderni, P. Rossi, M. Micheloni, L. Giorgi and V. Fusi, Dalton Trans., 2020, Advance Article , DOI: 10.1039/C9DT03910D

Social activity

Search articles by author

Spotlight

Advertisements