Syntheses of the fungal metabolites Boletopsins 7, 11, and 12 from the Papua New Guinea medicinal mushroom Boletopsis sp.

Andrew M. Beekman, Russell A. Barrow

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    Abstract

    Boletopsins 7 (1), 11 (2), and 12 (3) are p-terphenyl dibenzofuran compounds, isolated from the Papua New Guinean medicinal mushroom Boletopsis sp. The first syntheses of these fungal metabolites are reported, allowing for an investigation of their antibiotic activity. The key steps include sequential Suzuki–Miyaura couplings to rapidly form the p-terphenyl backbone and an Ullmann ether synthesis on a formate ester to create the dibenzofuran moiety. Biological evaluation of the synthetic compounds and intermediates against a panel of bacterial nosocomial pathogens was performed.
    Original languageEnglish
    Pages (from-to)1017-1024
    Number of pages8
    JournalThe Journal of Organic Chemistry
    Volume79
    Issue number3
    DOIs
    Publication statusPublished - 17 Jan 2014

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