Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum Albumins

The synthesis, characterization and biological profile (antioxidant capacity, interaction with calf-thymus DNA and serum albumins) of five neutral copper(II) complexes of 5–fluoro–salicylaldehyde in the absence or presence of the <i>N</i>,<i>N’</i>–donor co–ligands 2,2′–bipyr...

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Main Authors: Zisis Papadopoulos, Efstratia Doulopoulou, Ariadni Zianna, Antonios G. Hatzidimitriou, George Psomas
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/24/8929
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author Zisis Papadopoulos
Efstratia Doulopoulou
Ariadni Zianna
Antonios G. Hatzidimitriou
George Psomas
author_facet Zisis Papadopoulos
Efstratia Doulopoulou
Ariadni Zianna
Antonios G. Hatzidimitriou
George Psomas
author_sort Zisis Papadopoulos
collection DOAJ
description The synthesis, characterization and biological profile (antioxidant capacity, interaction with calf-thymus DNA and serum albumins) of five neutral copper(II) complexes of 5–fluoro–salicylaldehyde in the absence or presence of the <i>N</i>,<i>N’</i>–donor co–ligands 2,2′–bipyridylamine, 2,9–dimethyl–1,10–phenanthroline, 1,10–phenanthroline and 2,2′–bipyridine are presented herein. The compounds were characterized by physicochemical and spectroscopic techniques. The crystal structures of four complexes were determined by single-crystal X-ray crystallography. The ability of the complexes to scavenge 1,1–diphenyl–picrylhydrazyl and 2,2′–azinobis(3–ethylbenzothiazoline–6–sulfonic acid) radicals and to reduce H<sub>2</sub>O<sub>2</sub> was investigated in order to evaluate their antioxidant activity. The interaction of the compounds with calf-thymus DNA possibly takes place <i>via</i> intercalation as suggested by UV–vis spectroscopy and DNA–viscosity titration studies and <i>via</i> competitive studies with ethidium bromide. The affinity of the complexes with bovine and human serum albumins was examined by fluorescence emission spectroscopy revealing the tight and reversible binding of the complexes with the albumins.
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spelling doaj.art-8892e5083a6c4079b2329f46d04f354b2023-11-24T16:59:59ZengMDPI AGMolecules1420-30492022-12-012724892910.3390/molecules27248929Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum AlbuminsZisis Papadopoulos0Efstratia Doulopoulou1Ariadni Zianna2Antonios G. Hatzidimitriou3George Psomas4Laboratory of Inorganic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, GreeceLaboratory of Inorganic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, GreeceLaboratory of Inorganic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, GreeceLaboratory of Inorganic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, GreeceLaboratory of Inorganic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, GreeceThe synthesis, characterization and biological profile (antioxidant capacity, interaction with calf-thymus DNA and serum albumins) of five neutral copper(II) complexes of 5–fluoro–salicylaldehyde in the absence or presence of the <i>N</i>,<i>N’</i>–donor co–ligands 2,2′–bipyridylamine, 2,9–dimethyl–1,10–phenanthroline, 1,10–phenanthroline and 2,2′–bipyridine are presented herein. The compounds were characterized by physicochemical and spectroscopic techniques. The crystal structures of four complexes were determined by single-crystal X-ray crystallography. The ability of the complexes to scavenge 1,1–diphenyl–picrylhydrazyl and 2,2′–azinobis(3–ethylbenzothiazoline–6–sulfonic acid) radicals and to reduce H<sub>2</sub>O<sub>2</sub> was investigated in order to evaluate their antioxidant activity. The interaction of the compounds with calf-thymus DNA possibly takes place <i>via</i> intercalation as suggested by UV–vis spectroscopy and DNA–viscosity titration studies and <i>via</i> competitive studies with ethidium bromide. The affinity of the complexes with bovine and human serum albumins was examined by fluorescence emission spectroscopy revealing the tight and reversible binding of the complexes with the albumins.https://www.mdpi.com/1420-3049/27/24/89295–fluoro–salicylaldehydecopper(II) complexesantioxidant activityinteraction with DNAinteraction with albumins
spellingShingle Zisis Papadopoulos
Efstratia Doulopoulou
Ariadni Zianna
Antonios G. Hatzidimitriou
George Psomas
Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum Albumins
Molecules
5–fluoro–salicylaldehyde
copper(II) complexes
antioxidant activity
interaction with DNA
interaction with albumins
title Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum Albumins
title_full Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum Albumins
title_fullStr Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum Albumins
title_full_unstemmed Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum Albumins
title_short Copper(II) Complexes of 5–Fluoro–Salicylaldehyde: Synthesis, Characterization, Antioxidant Properties, Interaction with DNA and Serum Albumins
title_sort copper ii complexes of 5 fluoro salicylaldehyde synthesis characterization antioxidant properties interaction with dna and serum albumins
topic 5–fluoro–salicylaldehyde
copper(II) complexes
antioxidant activity
interaction with DNA
interaction with albumins
url https://www.mdpi.com/1420-3049/27/24/8929
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