- The reaction of ebselen with peroxynitrite
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Ebselen, 2-phenyl-1,2-benzisoselenazol-3(2H)-one, rapidly reacts with peroxynitrite, the rate constant being of the order of 106 M-1 s-1; the reaction yields the selenoxide of the parent molecule, 2-phenyl-1,2- benzisosele
- Masumoto, Hiroshi,Sies, Helmut
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- Mechanistic investigations on the efficient catalytic decomposition of peroxynitrite by ebselen analogues
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In this study, ebselen and its analogues are shown to be catalysts for the decomposition of peroxynitrite (PN). This study suggests that the PN-scavenging ability of selenenyl amides can be enhanced by a suitable substitution at the phenyl ring in ebselen
- Bhabak, Krishna P.,Vernekar, Amit A.,Jakka, Surendar R.,Roy, Gouriprasanna,Mugesh, Govindasamy
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- Ebselen as a peroxynitrite scavenger in vitro and ex vivo
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We have previously shown that peroxynitrite (PN) selectively impaired prostacyclin (PGI2)-dependent vasorelaxation by tyrosine nitration of PGI2 synthase in an in situ model (Zou MH, Jendral M and Ullrich V, Br J Pharmacol 126: 1283-
- Daiber, Andreas,Zou, Ming-Hui,Bachschmid, Markus,Ullrich, Volker
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p. 153 - 160
(2007/10/03)
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- Aromatic and Azaaromatic Diselenides, Benzisoselenazolones and Related Compounds as Immunomodulators Active in Humans: Synthesis and Properties
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Convenient syntheses of aryl diselenides 2, 1,2-benzisoselenazol-3(2H)-ones 4 and their 1-oxides 7 are reported.Reductive conversions of these compounds to bis(2-carbamoyl)phenyl diselenides 5 and oxidative cyclization of 5 to 1,2-benzisoselenazol-3(2H)-one 1-oxides 7 as the methods for the synthesis of these compounds are reported.Their ability to induce cytokines, such as TNF and IFN-γ, in human peripheral blood leucocyte cultures is described. - Key Words: 1,2-benzisoselenazol-3(2H)-ones/ Cytokine inducers/ Diselenides/ Interferon-gamma/ Tumor necrosis factor
- Mlochowski, Jacek,Kloc, Krystian,Syper, Ludwik,Inglot, Anna D.,Piasecki, Egbert
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p. 1239 - 1244
(2007/10/02)
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- MECHANISM OF THE CATALYTIC REDUCTION OF HYDROPEROXIDES BY EBSELEN : A SELENIUM - 77 NMR STUDY
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Ebselen (2-phenyl-1,2-benzisoselenazol-3(2H)-one 1, a non-toxic selenium containing heterocyclic compound has been shown to display both anti-inflammatory activity in vivo and GSH-Px-like activity in vitro.Using (1)H and (77)Se NMr we investigated the mechanism of reduction of hydroperoxides by thiols in the presence of 1.A catalytic cycle depending on the formation of diselenides and selenylsulfides was found.The selenic acid oxidation level present in compound 1 is particularly stable because of the intermolecular cyclisation.This contracts with previously reported results concerning the oxidation of organoselenium compounds.
- Fisher, Hartmut,Dereu, Norbert
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p. 757 - 768
(2007/10/02)
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- Photochemical Reaction of 2-Aryl-1,2-benzisoselenazol-3(2H)-ones
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The photochemical reaction of 2-aryl-1,2-benzisoselenazol-3(2H)-ones (1) in benzene was found to give dibenzoselenazepin-11(10H)-ones (2).On the other hand, the photochemical reaction of 1 in t-butyl alcohol afforded 2-(2-hydroxy-2-methylpropylseleno)benzanilide, 2-(methylseleno)benzanilide, and 2-aryl-1,2-benzisoselenazol-3(2H)-one 1-oxides together with the photoisomer 2.Mechanisms for these reactions are proposed.
- Kamigata, Nobumasa,Iizuka, Hirokazu,Izuoka, Akira,Kobayashi, Michio
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p. 2179 - 2184
(2007/10/02)
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