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Molecules 2015, 20(5), 8583-8594; doi:10.3390/molecules20058583

Studies on Transition Metal-Quercetin Complexes Using Electrospray Ionization Tandem Mass Spectrometry

1
Key Laboratory of Plant Germplasm Enhancement and Specialty Agriculture, Wuhan Botanical Garden of Chinese Academy of Sciences, Wuhan 430074, China
2
The Keck School of Medicine, University of Southern California, Los Angeles, CA 90089, USA
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 8 April 2015 / Revised: 3 May 2015 / Accepted: 5 May 2015 / Published: 13 May 2015
(This article belongs to the Section Molecular Diversity)
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Abstract

To systematically study the effects of the number of d electrons of the first transition metal ions (Fe, Co, Ni, Cu and Zn) on the formation and stability of metal flavonoid complexes, we took the quercetin/M2+ complex as a model system to investigate the structures and properties of these complexes. Based on considerable structural information obtained through ESI-MSn, all of the first transition metal ions (Fe2+, Co2+, Ni2+, Cu2+ and Zn2+) were found to form different complexes with quercetin, while with the number of chelating flavonoids decreasing along with the reduction of the metal ionic radius. Quercetin forms different complexes with the above metal divalent ions through its 5-OH and 4-carbonyl groups; the complex stability is highly dependent on both the metallic ion and the flavonoid chelator itself. As for the central ion (M2+), when chelated with quercetin to form the complex, the stability of the complex decreased in the following order: Cu2+ > Ni2+ > Co2+ > Fe2+ > Zn2+. With flavonoid: metal stoichiometries at 2:1, the complexes formed between quercetin and metal ions (Fe2+, Ni2+, Co2+ and Zn2+) have the similar fragmentation mechanism, while Cu2+ displayed different fragmentation mechanism due to the concurrent oxidation. View Full-Text
Keywords: flavonoid; ESI-MSn; metal complexes; CID; fragmentation mechanism flavonoid; ESI-MSn; metal complexes; CID; fragmentation mechanism
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Liu, Y.; Guo, M. Studies on Transition Metal-Quercetin Complexes Using Electrospray Ionization Tandem Mass Spectrometry. Molecules 2015, 20, 8583-8594.

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