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Molecules 2015, 20(4), 6310-6318; doi:10.3390/molecules20046310

A Trinuclear Oxo-Chromium(III) Complex Containing the Natural Flavonoid Primuletin: Synthesis, Characterization, and Antiradical Properties

1
Escola de Engenharia, Universidade Presbiteriana Mackenzie, Rua da Consolação 930, São Paulo, SP CEP 01302-000, Brazil
2
Departamento de Botânica, Instituto de Biociências, Universidade de São Paulo, Rua do Matão, 277, São Paulo, SP CEP 05508-090, Brazil
3
Los Alamos National Laboratory, Los Alamos, NM 87545, USA
*
Author to whom correspondence should be addressed.
Academic Editor: Roman Dembinski
Received: 11 March 2015 / Revised: 30 March 2015 / Accepted: 1 April 2015 / Published: 10 April 2015
(This article belongs to the Section Natural Products)
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Abstract

A new trinuclear oxo-centered chromium(III) complex with formula [Cr3O(CH3CO2)6(L)(H2O)2] (L = 5-hydroxyflavone, known as primuletin) was synthetized and characterized by ESI mass spectrometry, thermogravimetry, and 1H-NMR, UV-Vis, and FTIR spectroscopies. In agreement with the experimental results, DFT calculations indicated that the flavonoid ligand is coordinated to one of the three Cr(III) centers in an O,O-bidentate mode through the 5-hydroxy/4-keto groups. In a comparative study involving the uncoordinated primuletin and its corresponding complex, systematic reactions with the free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) showed that antiradical activity increases upon complexation. View Full-Text
Keywords: antiradical activity; chromium(III) complexes; flavonoids; metal-oxo cluster; primuletin antiradical activity; chromium(III) complexes; flavonoids; metal-oxo cluster; primuletin
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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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MDPI and ACS Style

Alexiou, A.D.P.; Decandio, C.C.; Almeida, S.N.; Ferreira, M.J.P.; Romoff, P.; Rocha, R.C. A Trinuclear Oxo-Chromium(III) Complex Containing the Natural Flavonoid Primuletin: Synthesis, Characterization, and Antiradical Properties. Molecules 2015, 20, 6310-6318.

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