Cyclodextrin-derived chalcogenides as glutathione peroxidase mimics and their protection of mitochondria against oxidative damage |
| |
| Authors: | Aiquan Jiao Na Yang Jinpeng Wang Xueming Xu Zhengyu Jin |
| |
| Affiliation: | 1. The State Key Laboratory of Food Science and Technology, Jiangnan University, 1800 Lihu Road, Wuxi, China
2. School of Food Science and Technology, Jiangnan University, 1800 Lihu Road, Wuxi, China
|
| |
| Abstract: | A series of novel glutathione peroxidase (GPx) mimics based on organochalcogen cyclodextrin (CD) dimer were synthesized. Their GPx-like antioxidant activities were studied using hydrogen peroxide H2O2, tert-butylhydroperoxide (BHP), and cumene hydroperoxide (CHP) as substrates and glutathione as thiol co-substrate. The results showed that 6A,6B-ditelluronic acid-A,6B′-tellurium bridged γ-cyclodextrin (6-diTe-γ-CD) had the highest peroxidase activity, which was ~670-fold higher than ebselen, a well-known GPx mimic. Reduction of lipophilic CHP often proceeded much faster than reduction of the more hydrophilic H2O2 or BHP, which cannot bind into the hydrophobic interior of the CD. The biological activities were also evaluated for their capacity to protect mitochondria against ferrous sulfate/ascorbate-induced oxidative damage. 6-diTe-γ-CD was the best inhibitor which significantly suppressed ferrous sulfate/ascorbate-induced cytotoxicity as determined by swelling of mitochondria, lipid peroxidation and cytochrome c oxidase activity. Our data suggests that 6-diTe-γ-CD has potential pharmaceutical application in the treatment of ROS-mediated diseases. |
| |
| Keywords: | |
| 本文献已被 SpringerLink 等数据库收录！ |
|
