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    Free radical formation from anthracycline antitumour agents and model systems--I. Model naphthoquinones and anthraquinones.

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    Authors
    Dodd, Nicholas J F
    Mukherjee, Tulsi
    Affiliation
    Paterson Laboratories, Christie Hospital and Holt Radium Institute, Wilmslow Road, Withington, Manchester M20 9BX, UK
    Issue Date
    1984-02-01
    
    Metadata
    Show full item record
    Abstract
    Several naphthoquinones and anthraquinones were chosen as simple models of the anthracycline drugs and their semiquinone radical anions were generated by various methods. With the exception of 1,4-naphthoquinone, all of the quinones studied gave radicals that were highly reactive with oxygen, but which, in its absence, were stable over a limited pH range. The radicals were studied using electron spin resonance (ESR) spectroscopy and an examination was made of the effect on the distribution of the unpaired electron, of introducing various groups into the conjugated ring system. Hydroxyl groups capable of participating in strong intramolecular hydrogen bonding with neighbouring carbonyl groups had a marked influence on electron distribution and reduced the effects of intermolecular hydrogen bonding of the radicals with solvent molecules.
    Citation
    Free radical formation from anthracycline antitumour agents and model systems--I. Model naphthoquinones and anthraquinones. 1984, 33 (3):379-85 Biochem Pharmacol
    Journal
    Biochemical Pharmacology
    URI
    http://hdl.handle.net/10541/124436
    DOI
    10.1016/0006-2952(84)90229-6
    PubMed ID
    6322802
    Type
    Article
    Language
    en
    ISSN
    0006-2952
    EISSN
    1873-2968
    ae974a485f413a2113503eed53cd6c53
    10.1016/0006-2952(84)90229-6
    Scopus Count
    Collections
    All Paterson Institute for Cancer Research

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