Bioactivity and molecular modelling of diphenylsulfides and diphenylselenides

Julie A. Woods, John A. Hadfield, Alan T. McGown, Brian W. Fox

    Research output: Contribution to journalArticlepeer-review

    83 Citations (Scopus)


    Bis(2-bromo-4,5-dimethoxyphenyl)sulfide (5) and bis(2-bromo-4,5-dimethoxyphenyl) selenide (7) have been shown to block cells in the G2/M phase of the cell cycle, whereas the debromo (4,6) equivalents do not. The biobromoselenide (7) is cytotoxic to tumour cells in vitro and has been shown to increase the mitotic index of treated cells. These biological effects are consistent with disruption of the mitotic apparatus. This agent does not inhibit microtubule assembly in vitro, but does bind to tubulin. Molecular modelling of these structures indicates that their spatial and electronic structures may make an important contribution to the biological activity.
    Original languageEnglish
    Pages (from-to)333-40
    Number of pages8
    JournalBioorganic & Medicinal Chemistry
    Issue number5
    Publication statusPublished - Nov 1993


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