A Fluorogenic ONOO--Triggered Carbon Monoxide Donor for Mitigating Brain Ischemic Damage

被引:54
作者
Xing, Linfeng [1 ]
Wang, Bin [2 ,3 ]
Li, Jin [1 ]
Guo, Xinjian [2 ]
Lu, Xicun [1 ]
Chen, Xiaohua [1 ]
Sun, Haitao [4 ]
Sun, Zhenrong [4 ]
Luo, Xiao [5 ]
Qi, Suhua [2 ,3 ]
Qian, Xuhong [1 ,5 ]
Yang, Youjun [1 ]
机构
[1] East China Univ Sci & Technol, Sch Pharm, State Key Lab Bioreactor Engn, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
[2] Xuzhou Med Univ, Sch Med Technol, Xuzhou Key Lab Lab Diagnost, Xuzhou 221004, Jiangsu, Peoples R China
[3] Xuzhou Med Univ, Dept Lab Med, Affiliated Hosp, Xuzhou 221004, Jiangsu, Peoples R China
[4] East China Normal Univ, Sch Phys & Elect Sci, State Key Lab Precis Spect, Shanghai 200241, Peoples R China
[5] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Sch Chem & Mol Engn, Shanghai 200241, Peoples R China
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
IN-SITU; PEROXYNITRITE; THERAPEUTICS; IDENTIFICATION; ANTIOXIDANTS; COMBINATION; MECHANISMS; LIGHT;
D O I
10.1021/jacs.2c00094
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ischemia-reperfusion (I/R) injuries are from the secondary radicals of ONOO-. Direct radical scavenging is difficult because of their high reactivity. ONOO- is longer-lived than the radicals in the biological milieu. Scavenging ONOO- suppresses radical generation preventively. CO is neuroprotective during ischemia. With the scaffold of carbon-caged xanthene, we designed an OONO--triggered CO donor (PCOD585). Notably, PCOD585 exhibited a concomitant fluorescence turn-on upon ONOO- detection, facilitating microscopic monitoring. PCOD585 was cytoprotective in oxygen-glucose deprivation (OGD)-insulted PC-12 cells. It was permeable to the blood-brain barrier and further exhibited neuroprotective effects to MCAO rats by reducing infarction volume, cell apoptosis, and brain edema.
引用
收藏
页码:2114 / 2119
页数:6
相关论文
共 45 条
[1]   Synthesis and properties of boranocarbonate:: A convenient in situ CO source for the aqueous preparation of [99mTC(OH2)3(CO)3]+ [J].
Alberto, R ;
Ortner, K ;
Wheatley, N ;
Schibli, R ;
Schubiger, AP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (13) :3135-3136
[2]   Translational Stroke Research of the Combination of Thrombolysis and Antioxidant Therapy [J].
Amaro, Sergio ;
Chamorro, Angel .
STROKE, 2011, 42 (05) :1495-1499
[3]   Masked Rhodamine Dyes of Five Principal Colors Revealed by Photolysis of a 2-Diazo-1-Indanone Caging Group: Synthesis, Photophysics, and Light Microscopy Applications [J].
Belov, Vladimir N. ;
Mitronova, Gyuzel Yu. ;
Bossi, Mariano L. ;
Boyarskiy, Vadim P. ;
Hebisch, Elke ;
Geisler, Claudia ;
Kolmakov, Kirill ;
Wurm, Christian A. ;
Willig, Katrin I. ;
Hell, Stefan W. .
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (41) :13162-13173
[4]   Regulation of inflammation by the antioxidant haem oxygenase 1 [J].
Campbell, Nicole K. ;
Fitzgerald, Hannah K. ;
Dunne, Aisling .
NATURE REVIEWS IMMUNOLOGY, 2021, 21 (07) :411-425
[5]   Dual effects of carbon monoxide on pericytes and neurogenesis in traumatic brain injury [J].
Choi, Yoon Kyung ;
Maki, Takakuni ;
Mandeville, Emiri T. ;
Koh, Seong-Ho ;
Hayakawa, Kazuhide ;
Arai, Ken ;
Kim, Young-Myeong ;
Whalen, Michael J. ;
Xing, Changhong ;
Wang, Xiaoying ;
Kim, Kyu-Won ;
Lo, Eng H. .
NATURE MEDICINE, 2016, 22 (11) :1335-1341
[6]   Carbon Monoxide Promotes VEGF Expression by Increasing HIF-1α Protein Level via Two Distinct Mechanisms, Translational Activation and Stabilization of HIF-1α Protein [J].
Choi, Yoon Kyung ;
Kim, Chun-Ki ;
Lee, Hansoo ;
Jeoung, Dooil ;
Ha, Kwon-Soo ;
Kwon, Young-Guen ;
Kim, Kyu-Won ;
Kim, Young-Myeong .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2010, 285 (42) :32116-32125
[7]   Chemical Basis of Reactive Oxygen Species Reactivity and Involvement in Neurodegenerative Diseases [J].
Collin, Fabrice .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2019, 20 (10)
[8]   Ischemia and reperfusion-from mechanism to translation [J].
Eltzschig, Holger K. ;
Eckle, Tobias .
NATURE MEDICINE, 2011, 17 (11) :1391-1401
[9]   Chemical Biology of Peroxynitrite: Kinetics, Diffusion, and Radicals [J].
Ferrer-Sueta, Gerardo ;
Radi, Rafael .
ACS CHEMICAL BIOLOGY, 2009, 4 (03) :161-177
[10]   Nitrone-based therapeutics for neurodegenerative diseases: Their use alone or in combination with lanthionines [J].
Floyd, Robert A. ;
Castro Faria Neto, Hugo C. ;
Zimmerman, Guy A. ;
Hensley, Kenneth ;
Towner, Rheal A. .
FREE RADICAL BIOLOGY AND MEDICINE, 2013, 62 :145-156