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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2022-12-01
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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. |
first_indexed | 2024-03-09T16:02:23Z |
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issn | 1420-3049 |
language | English |
last_indexed | 2024-03-09T16:02:23Z |
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series | Molecules |
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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