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    Tubulin-binding dibenz[c,e]oxepines as colchinol analogues for targeting tumour vasculature.

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    Authors
    Edwards, David J
    Hadfield, John A
    Wallace, T
    Ducki, S
    Affiliation
    School of Chemistry, The University of Manchester, Oxford Road, Manchester, UK M13 9PL.
    Issue Date
    2011-01-07
    
    Metadata
    Show full item record
    Abstract
    Various methoxy- and hydroxy-substituted dibenz[c,e]oxepines were prepared via the copper(I)-induced coupling of ether-tethered arylstannanes or the dehydrative cyclisation of 1,1'-biphenyl-2,2'-dimethanols, assembled using the Ullmann cross-coupling of ortho-bromoaryl carbonyl compounds. The dibenzoxepines were screened for their ability to inhibit tubulin polymerisation and the in vitro growth of K562 human chronic myelogenous leukemia cells. The most active was 5,7-dihydro-3,9,10,11-tetramethoxydibenz[c,e]oxepin-4-ol, whose tubulin inhibitory and cytotoxicity (IC(50)) values were 1 μM and 40 nM, respectively.
    Citation
    Tubulin-binding dibenz[c,e]oxepines as colchinol analogues for targeting tumour vasculature. 2011, 9 (1):219-31 Org Biomol Chem
    Journal
    Organic & Biomolecular Chemistry
    URI
    http://hdl.handle.net/10541/120265
    DOI
    10.1039/c0ob00500b
    PubMed ID
    21082139
    Type
    Article
    Language
    en
    ISSN
    1477-0539
    ae974a485f413a2113503eed53cd6c53
    10.1039/c0ob00500b
    Scopus Count
    Collections
    All Paterson Institute for Cancer Research

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