• Login
    View Item 
    •   Home
    • The Manchester Institute Cancer Research UK
    • All Paterson Institute for Cancer Research
    • View Item
    •   Home
    • The Manchester Institute Cancer Research UK
    • All Paterson Institute for Cancer Research
    • View Item
    JavaScript is disabled for your browser. Some features of this site may not work without it.

    Browse

    All of ChristieCommunitiesTitleAuthorsIssue DateSubmit DateSubjectsThis CollectionTitleAuthorsIssue DateSubmit DateSubjectsProfilesView

    My Account

    LoginRegister

    Local Links

    The Christie WebsiteChristie Library and Knowledge Service

    Statistics

    Display statistics

    The autoxidation of the reduced forms of EO9.

    • CSV
    • RefMan
    • EndNote
    • BibTex
    • RefWorks
    Authors
    Butler, John
    Spanswick, V J
    Cummings, J
    Affiliation
    CRC Department of Biophysical Chemistry, Paterson Institute for Cancer Research, Christie Hospital, Manchester, UK.
    Issue Date
    1996-08
    
    Metadata
    Show full item record
    Abstract
    The properties of the semiquinone radical from [3-hydroxy-5-aziridinyl-1-methyl-2-(1H-indole-4,7-indi one)-prop-beta-en-alpha-ol], EO9, have been studied using pulse-radiolysis techniques. The reduction potential of the semiquinone of EO9 at pH7.4, E(EO9/EO9-), is -253 +/- 6 mV and hence this quinone can be readily reduced by one-electron reducing enzymes such as cytochrome P450 reductase and xanthine oxidase. However, the radical is unstable in the presence of oxygen (k = 1.3 +/- 0.15 x 10(8) M-1 s-1). The semiquinone radicals and the hydroquinone are in equilibrium although the formation of the hydroquinone is favoured t physiologically relevant pH. The hydroquinone of EO9 is also unstable in the presence of oxygen and it is predicted that in fully aerated solutions, its half life is 1.5 +/- 0.3 seconds. These results are discussed in view of the selective cytotoxicity of EO9 and its ability to undergo bioreductive activation by one-electron reducing enzymes and DT-diaphorase.
    Citation
    The autoxidation of the reduced forms of EO9. 1996, 25 (2):141-8 Free Radic. Res.
    Journal
    Free Radical Research
    URI
    http://hdl.handle.net/10541/95633
    DOI
    10.3109/10715769609149919
    PubMed ID
    8885332
    Type
    Article
    Language
    en
    ISSN
    1071-5762
    ae974a485f413a2113503eed53cd6c53
    10.3109/10715769609149919
    Scopus Count
    Collections
    All Paterson Institute for Cancer Research

    entitlement

    Related articles

    • Indolequinone bioreductive drugs: kinetic factors which influence selectivity for hypoxia.
    • Authors: Everett SA, Naylor MA, Nolan J, Patel KB, Wardman P
    • Issue date: 1998 Sep
    • DT-diaphorase protects cells from the hypoxic cytotoxicity of indoloquinone EO9.
    • Authors: Plumb JA, Gerritsen M, Workman P
    • Issue date: 1994 Dec
    • Involvement of NADPH: cytochrome P450 reductase in the activation of indoloquinone EO9 to free radical and DNA damaging species.
    • Authors: Bailey SM, Lewis AD, Patterson LH, Fisher GR, Knox RJ, Workman P
    • Issue date: 2001 Aug 15
    • 5-substituted analogues of 3-hydroxymethyl-5-aziridinyl-1-methyl-2-[1H-indole-4,7-dione]prop-2-en- 1-ol (EO9, NSC 382459) and their regioisomers as hypoxia-selective agents: structure-cytotoxicity in vitro.
    • Authors: Jaffar M, Naylor MA, Robertson N, Lockyer SD, Phillips RM, Everett SA, Adams GE, Stratford IJ
    • Issue date: 1998 Mar
    • Relative importance of DT-diaphorase and hypoxia in the bioactivation of EO9 by human lung tumor cell lines.
    • Authors: Plumb JA, Gerritsen M, Milroy R, Thomson P, Workman P
    • Issue date: 1994 May 15
    DSpace software (copyright © 2002 - 2025)  DuraSpace
    Quick Guide | Contact Us
    Open Repository is a service operated by 
    Atmire NV
     

    Export search results

    The export option will allow you to export the current search results of the entered query to a file. Different formats are available for download. To export the items, click on the button corresponding with the preferred download format.

    By default, clicking on the export buttons will result in a download of the allowed maximum amount of items.

    To select a subset of the search results, click "Selective Export" button and make a selection of the items you want to export. The amount of items that can be exported at once is similarly restricted as the full export.

    After making a selection, click one of the export format buttons. The amount of items that will be exported is indicated in the bubble next to export format.