A Multipurpose Metallophore and Its Copper Complexes with Diverse Catalytic Antioxidant Properties to Deal with Metal and Oxidative Stress Disorders: A Combined Experimental, Theoretical, and In Vitro Study

被引:0
作者
Menezes, Lucas B. [1 ]
Sampaio, Raquel M. S. N. [2 ]
Meurer, Lino [1 ]
Szpoganicz, Bruno [1 ]
Cervo, Rodrigo [3 ]
Cargnelutti, Roberta [3 ]
Wang, Lukun [4 ]
Yang, Jiawen [4 ]
Prabhakar, Rajeev [4 ]
Fernandes, Christiane [1 ]
Horn Jr, Adolfo [1 ]
机构
[1] Univ Fed Santa Catarina, Dept Qui?m, BR-88040900 Florianopolis, SC, Brazil
[2] Univ Estadual Norte Fluminense, Lab Ciencias Quim, BR-28013602 Campos Dos Goytacazes, RJ, Brazil
[3] Univ Fed Santa Maria, Dept Qui?m, BR-97105900 Santa Maria, RS, Brazil
[4] Univ Miami, Dept Chem, Coral Gables, FL 33146 USA
基金
美国国家科学基金会;
关键词
SUPEROXIDE-DISMUTASE ACTIVITY; RADICAL-SCAVENGING ACTIVITY; SALEN-MANGANESE COMPLEXES; RAY CRYSTAL-STRUCTURE; HYDROGEN-PEROXIDE; SCHIFF-BASE; CYTOPROTECTIVE AGENTS; REDOX CHEMISTRY; BASIS-SETS; CATALASE;
D O I
10.1021/acs.inorgchem.4c00232
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
We report the discovery that the molecule 1-(pyridin-2-ylmethylamino)propan-2-ol (HL) can reduce oxidative stress in neuronal C6 glioma cells exposed to reactive oxygen species (O-2(-center dot), H2O2, and( center dot)OH) and metal (Cu+) stress conditions. Furthermore, its association with Cu2+ generates [Cu(HL)Cl-2] (1) and [Cu(HL)(2)](ClO4)(2) (2) complexes that also exhibit antioxidant properties. Potentiometric titration data show that HL can coordinate to Cu2+ in 1:1 and 1:2 Cu2+:ligand ratios, which was confirmed by monocrystal X-ray studies. The subsequent ultraviolet-visible, electrospray ionization mass spectrometry, and electron paramagnetic resonance experiments show that they can decompose a variety of reactive oxygen species (ROS). Kinetic studies revealed that 1 and 2 mimic the superoxide dismutase and catalase activities. Complex 1 promotes the fastest decomposition of H2O2 (k obs = 2.32 x 10(7) M-1 s(-1)), efficiently dismutases the superoxide anion (k(cat) = 3.08 x 10(7) M-1 s(-1)), and scavenges the hydroxyl radical (RSA(50) = 25.7 x 10(-6) M). Density functional theory calculations support the formation of dinuclear Cu-peroxide and mononuclear Cu-superoxide species in the reactions of [Cu(HL)Cl-2] with H2O2 and O-2(center dot-), respectively. Furthermore, both 1 and 2 also reduce the oxidative stress of neuronal glioma C6 cells exposed to different ROS, including O-2(center dot-) and (OH)-O-center dot.
引用
收藏
页码:14827 / 14850
页数:24
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