Selenium-Based Catalytic Scavengers for Concurrent Scavenging of H2S and Reactive Oxygen Species

被引:4
作者
Ni, Xiang [1 ]
Marutani, Eizo [2 ]
Shieh, Meg [1 ]
Lam, Yannie [1 ]
Ichinose, Fumito [2 ]
Xian, Ming [1 ]
机构
[1] Brown Univ, Dept Chem, Providence, RI 02912 USA
[2] Massachusetts Gen Hosp, Dept Anesthesia Crit Care & Pain Med, Boston, MA 02114 USA
关键词
Diselenides; Hydrogen Peroxide; Hydrogen Sulfide; Oxidative Stress; Scavengers; HYDROGEN-SULFIDE; ANTIOXIDANT ACTIVITY; FLUORESCENT-PROBES; DISELENIDES; OXIDATION; DESIGN;
D O I
10.1002/anie.202317487
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hydrogen sulfide (H2S) is an endogenous gasotransmitter that plays important roles in redox signaling. H2S overproduction has been linked to a variety of disease states and therefore, H2S-depleting agents, such as scavengers, are needed to understand the significance of H2S-based therapy. It is known that elevated H2S can induce oxidative stress with elevated reactive oxygen species (ROS) formation, such as in H2S acute intoxication. We explored the possibility of developing catalytic scavengers to simultaneously remove H2S and ROS. Herein, we studied a series of selenium-based molecules as catalytic H2S/H2O2 scavengers. Inspired by the high reactivity of selenoxide compounds towards H2S, 14 diselenide/monoselenide compounds were tested. Several promising candidates such as S6 were identified. Their activities in buffers, as well as in plasma- and cell lysate-containing solutions were evaluated. We also studied the reaction mechanism of this scavenging process. Finally, the combination of the diselenide catalyst and photosensitizers was used to achieve light-induced H2S removal. These Se-based scavengers can be useful tools for understanding H2S/ROS regulations.
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页数:9
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共 45 条
  • [1] Efficient inhibition of glyceraldehyde-3-phosphate dehydrogenase (GAPDH) by sulfuration with solubilized elemental sulfur
    Bolton, Sarah G.
    Pluth, Michael D.
    [J]. FREE RADICAL BIOLOGY AND MEDICINE, 2022, 185 : 46 - 51
  • [2] Hydrogen sulfide: physiological properties and therapeutic potential in ischaemia
    Bos, Eelke M.
    van Goor, Harry
    Joles, Jaap A.
    Whiteman, Matthew
    Leuvenink, Henri G. D.
    [J]. BRITISH JOURNAL OF PHARMACOLOGY, 2015, 172 (06) : 1479 - 1493
  • [3] Catalytic Antioxidant Activity of Bis-Aniline-Derived Diselenides as GPx Mimics
    Botteselle, Giancarlo V.
    Elias, Welman C.
    Bettanin, Luana
    Canto, Romulo F. S.
    Salin, Drielly N. O.
    Barbosa, Flavio A. R.
    Saba, Sumbal
    Gallardo, Hugo
    Ciancaleoni, Gianluca
    Domingos, Josiel B.
    Rafique, Jamal
    Braga, Antonio L.
    [J]. MOLECULES, 2021, 26 (15):
  • [4] Reactivity of hydrogen sulfide with peroxynitrite and other oxidants of biological interest
    Carballal, Sebastian
    Trujillo, Madia
    Cuevasanta, Ernesto
    Bartesaghi, Silvina
    Moeller, Matias N.
    Folkes, Lisa K.
    Garcia-Bereguiain, Miguel A.
    Gutierrez-Merino, Carlos
    Wardman, Peter
    Denicola, Ana
    Radi, Rafael
    Alvarez, Beatriz
    [J]. FREE RADICAL BIOLOGY AND MEDICINE, 2011, 50 (01) : 196 - 205
  • [5] The Development of Fluorescent Probes for Visualizing Intracellular Hydrogen Polysulfides
    Chen, Wei
    Rosser, Ethan W.
    Matsunaga, Tetsuro
    Pacheco, Armando
    Akaike, Takaaki
    Xian, Ming
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (47) : 13961 - 13965
  • [6] Photosensitized singlet oxygen and its applications
    DeRosa, MC
    Crutchley, RJ
    [J]. COORDINATION CHEMISTRY REVIEWS, 2002, 233 : 351 - 371
  • [7] H2S cytotoxicity mechanism involves reactive oxygen species formation and mitochondrial depolarisation
    Eghbal, MA
    Pennefather, PS
    O'Brien, PJ
    [J]. TOXICOLOGY, 2004, 203 (1-3) : 69 - 76
  • [8] ROS conversion promotes the bactericidal efficiency of Eosin Y based photodynamic therapy
    Fan, Birong
    Peng, Wan
    Zhang, Yu
    Liu, Pingsheng
    Shen, Jian
    [J]. BIOMATERIALS SCIENCE, 2023, 11 (14) : 4930 - 4937
  • [9] Highly efficient H2S scavengers via thiolysis of positively-charged NBD amines
    Ismail, Ismail
    Chen, Zhuoyue
    Sun, Lu
    Ji, Xiuru
    Ye, Haishun
    Kang, Xueying
    Huang, Haojie
    Song, Haibin
    Bolton, Sarah G.
    Xi, Zhen
    Pluth, Michael D.
    Yi, Long
    [J]. CHEMICAL SCIENCE, 2020, 11 (30) : 7823 - 7828
  • [10] A MODEL STUDY ON THE EFFECT OF AN AMINO GROUP ON THE ANTIOXIDANT ACTIVITY OF GLUTATHIONE-PEROXIDASE
    IWAOKA, M
    TOMODA, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) : 2557 - 2561