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Title: A trinuclear oxo-chromium(III) complex containing the natural flavonoid primuletin: Synthesis, characterization, and antiradical properties

Journal Article · · Molecules
 [1];  [2];  [2];  [2];  [3];  [2]
  1. Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
  2. Univ. Presbiteriana Mackenzie, Sao Paulo (Brazil)
  3. Univ. de Sao Paulo, Sao Paulo (Brazil)

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.

Research Organization:
Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
Sponsoring Organization:
USDOE
Grant/Contract Number:
AC52-06NA25396
OSTI ID:
1208875
Journal Information:
Molecules, Vol. 20, Issue 4; ISSN 1420-3049
Publisher:
MDPICopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 10 works
Citation information provided by
Web of Science

References (15)

Predicting How Polyphenol Antioxidants Prevent DNA Damage by Binding to Iron journal July 2008
Antioxidant properties of complexes of flavonoids with metal ions journal April 2004
Synthesis, Characterization, Antioxidative Activity and DNA Binding Properties of the Copper(II), Zinc(II), Nickel(II) Complexes with 1,2-Di(4′-iminonaringenin)ethane journal January 2008
Reactivity of Chromium(III) Nutritional Supplements in Biological Media: An X-Ray Absorption Spectroscopic Study journal May 2008
µ 3 -Oxotrimetal acetato-complexes of chromium, manganese, iron, cobalt, rhodium, and iridium journal January 1973
The use of conductivity measurements in organic solvents for the characterisation of coordination compounds journal October 1971
1H and13C-NMR data of hydroxyflavone derivatives journal January 2007
Crystal Structures of the Isomorphous Prototypic Oxo-Centered Trinuclear Complexes [Cr 3 O(OOCCH 3 ) 6 (H 2 O) 3 ]Cl·6H 2 O and [Fe 3 O(OOCCH 3 ) 6 (H 2 O) 3 ]Cl·6H 2 O journal March 1997
Breakdown kinetics of the tri-chromium(III) oxo acetate cluster ([Cr3O(OAc)6]+) with some ligands of biological interest journal February 2007
Raman and surface-enhanced Raman spectra of flavone and several hydroxy derivatives journal January 2007
Syntheses of 5-Hydroxyflavone-Transition Metal Complexes journal August 1978
Synthesis and Characterization of Some New Complexes of Magnesium (II) and Zinc (II) with the Natural Flavonoid Primuletin journal July 2013
Chemical Methods To Evaluate Antioxidant Ability journal October 2010
Antioxidant property of quercetin–Cr(III) complex: The role of Cr(III) ion journal January 2009
Enhancement of antioxidant and anti-inflammatory activities of bioflavonoid rutin by complexation with transition metals journal March 2001

Cited By (4)

Metal-ligand coordination and antiradical activity of a trichromium(III) complex with the flavonoid naringenin journal May 2017
Metal-ligand coordination and antiradical activity of a trichromium(III) complex with the flavonoid naringenin text January 2017
Metal-ligand coordination and antiradical activity of a trichromium(III) complex with the flavonoid naringenin text January 2017
Determination of Anticancer Zn(II)–Rutin Complex Structures in Solution through Density Functional Theory Calculations of 1H NMR and UV–VIS Spectra journal February 2020