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

被引:15
作者
Alexiou, Anamaria D. P. [1 ]
Decandio, Carla C. [1 ]
Almeida, Sabrina da N. [1 ]
Ferreira, Marcelo J. P. [2 ]
Romoff, Paulete [1 ]
Rocha, Reginaldo C. [3 ]
机构
[1] Univ Presbiteriana Mackenzie, Escola Engn, BR-01302000 Sao Paulo, SP, Brazil
[2] Univ Sao Paulo, Inst Biociencias, Dept Bot, BR-05508090 Sao Paulo, SP, Brazil
[3] Los Alamos Natl Lab, Los Alamos, NM 87545 USA
关键词
antiradical activity; chromium(III) complexes; flavonoids; metal-oxo cluster; primuletin; ANTIOXIDANT;
D O I
10.3390/molecules20046310
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
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 H-1-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.
引用
收藏
页码:6310 / 6318
页数:9
相关论文
共 21 条
[1]
Enhancement of antioxidant and anti-inflammatory activities of bioflavonoid rutin by complexation with transition metals [J].
Afanas'ev, IB ;
Ostrakhovitch, EA ;
Mikhal'chik, EV ;
Ibragimova, GA ;
Korkina, LG .
BIOCHEMICAL PHARMACOLOGY, 2001, 61 (06) :677-684
[2]
Andersen O. M., 2006, FLAVONOIDS CHEM BIOC
[3]
[Anonymous], REDOX REP, DOI DOI 10.1179/13510000422500389715231064
[4]
[Anonymous], THESIS U SAO PAULO S
[5]
[Anonymous], SYSTEMATIC INVESTIGA
[6]
Crystal structures of the isomorphous prototypic oxo-centered trinuclear complexes [Cr3O(OOCCH3)(6)(H2O)(3)]Cl center dot 6H(2)O and [Fe3O(OOCCH3)(6)(H2O)(3)]Cl center dot 6H(2)O [J].
Anson, CE ;
Bourke, JP ;
Cannon, RD ;
Jayasooriya, UA ;
Molinier, M ;
Powell, AK .
INORGANIC CHEMISTRY, 1997, 36 (06) :1265-+
[7]
CHEMICAL AND PHYSICAL-PROPERTIES OF TRIANGULAR BRIDGED METAL-COMPLEXES [J].
CANNON, RD ;
WHITE, RP .
PROGRESS IN INORGANIC CHEMISTRY, 1988, 36 :195-298
[8]
Breakdown kinetics of the tri-chromium(III) oxo acetate cluster ([Cr3O(OAc)6]+) with some ligands of biological interest [J].
Chaudhary, Shveta ;
Van Horn, J. David .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2007, 101 (02) :329-335
[9]
Antioxidant property of quercetin-Cr(III) complex: The role of Cr(III) ion [J].
Chen, Weijun ;
Sun, Shaofang ;
Cao, Wei ;
Liang, Yan ;
Song, Jirong .
JOURNAL OF MOLECULAR STRUCTURE, 2009, 918 (1-3) :194-197
[10]
Frisch M. J., 2016, Gaussian 03 Revision B.03