Synthesis, characterization, and antioxidant activity of Zn2+ and Cu2+ coordinated polyhydroxychalcone complexes

Four new metal complexes [Cu(ISO) 2 ], [Cu(BUT) 2 ] and [Zn(ISO) 2 ], [Zn(BUT) 2 ] of the polyhydroxychalcones (isoliquiritigenin and butein) are synthesized, structurally characterized and their antioxidant activity is investigated. The formation of the complexes [Cu(ISO) 2 ] and [Zn(ISO) 2 ] is fo...

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Bibliographic Details
Published in:Monatshefte für Chemie 2016, Vol.147 (11), p.1871-1881
Main Authors: Sulpizio, Chiara, Müller, Simon T. R., Zhang, Qi, Brecker, Lothar, Rompel, Annette
Format: Article
Language:English
Subjects:
Analytical Chemistry
Antioxidants
Chemical analysis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Coordination compounds
Copper
Infrared spectroscopy
Inorganic Chemistry
Mass spectrometry
NMR
Nuclear magnetic resonance
Organic Chemistry
Original Paper
Physical Chemistry
Scavenging
Theoretical and Computational Chemistry
Titration
Zinc
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Summary:Four new metal complexes [Cu(ISO) 2 ], [Cu(BUT) 2 ] and [Zn(ISO) 2 ], [Zn(BUT) 2 ] of the polyhydroxychalcones (isoliquiritigenin and butein) are synthesized, structurally characterized and their antioxidant activity is investigated. The formation of the complexes [Cu(ISO) 2 ] and [Zn(ISO) 2 ] is followed by Job’s plot using NMR titration. The resulting compounds are characterized by mass spectrometry, IR spectroscopy, and elemental analysis. Studies on the radical scavenging activity are performed using DPPH as substrate. The results showed that the antioxidant activities of isoliquiritigenin and butein are enhanced after binding to copper or zinc. Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-016-1822-7