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An oxalamide-bridged imidazole based 'turn off' fluorescent receptor for copper(II) and iron(III) ions.
- Source :
- New Journal of Chemistry; 7/28/2023, Vol. 47 Issue 28, p13342-13352, 11p
- Publication Year :
- 2023
-
Abstract
- We describe the synthesis of a symmetrical N,N′-bis(3-(1H-imidazol-1-yl)propyl)oxalamide-based receptor OX(PID)<subscript>2</subscript> and its characterization by different physicochemical techniques, namely FT-IR, <superscript>1</superscript>H and <superscript>13</superscript>C NMR, TGA, and mass spectrometry. Single crystal X-ray diffraction analysis shows that OX(PID)<subscript>2</subscript> crystallizes in monoclinic space group P21/c. The sensing capability of OX(PID)<subscript>2</subscript> towards various cations has been exhaustively investigated using UV-vis and fluorescence spectroscopy. OX(PID)<subscript>2</subscript> shows high selectivity and sensitivity towards Cu<superscript>2+</superscript> and Fe<superscript>3+</superscript> ions with a 1 : 1 binding ratio over other metal ions, which was highly supported via Job's plot and density functional theory calculations. The Cu<superscript>2+</superscript> and Fe<superscript>3+</superscript> ions induce the 'turn-off' signal when interacting with OX(PID)<subscript>2</subscript>. Moreover, using four different bacterial species, including S. aureus, B. subtilis, E. coli, and K. pneumonia, the biological activities of the newly created oxalamide-based compounds were assessed against various pathogenic bacteria and compared to streptomycin as a reference drug. Our substances exhibit moderate to good vital action against the aforementioned harmful microorganisms, according to the results. Then, fluorescence imaging in MDA-MB-231 on receptor OX(PID)<subscript>2</subscript> suggested that OX(PID)<subscript>2</subscript> had great potential in the application of bioimaging. The receptor with Cu<superscript>2+</superscript> or Fe<superscript>3+</superscript> ions was found to be cytotoxic against MDA-MB-231 and could be used as an anticancer agent. [ABSTRACT FROM AUTHOR]
- Subjects :
- CHEMORECEPTORS
COPPER
IRON
ESCHERICHIA coli
IONS
IMIDAZOLES
DENSITY functional theory
Subjects
Details
- Language :
- English
- ISSN :
- 11440546
- Volume :
- 47
- Issue :
- 28
- Database :
- Complementary Index
- Journal :
- New Journal of Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 164957703
- Full Text :
- https://doi.org/10.1039/d3nj02444j