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Tubulin-binding Dibenz[c,e]oxepines as Colchinol analogues for targeting tumour vasculature

Edwards, David J, Hadfield, John A, Wallace, Timothy W and Ducki, Sylvie 2010, 'Tubulin-binding Dibenz[c,e]oxepines as Colchinol analogues for targeting tumour vasculature' , Organic and Biomolecular Chemistry .

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    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-tetramethoxybenz[c,e]oxepin-4-ol, whose tubulin inhibitory and cytotoxicity (IC50) values were 1 μM and 40 nM respectively.

    Item Type: Article
    Themes: Subjects / Themes > Q Science > QD Chemistry
    Subjects outside of the University Themes
    Schools: Colleges and Schools > College of Science & Technology
    Colleges and Schools > College of Science & Technology > School of Environment and Life Sciences
    Colleges and Schools > College of Science & Technology > School of Environment and Life Sciences > Biomedical Research Centre
    Journal or Publication Title: Organic and Biomolecular Chemistry
    Publisher: Royal Society of Chemistry
    Refereed: Yes
    ISSN: 1477-0520
    Depositing User: JA Hadfield
    Date Deposited: 26 Nov 2010 12:07
    Last Modified: 20 Aug 2013 17:36
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    URI: http://usir.salford.ac.uk/id/eprint/11316

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