Ravynic acid, an antibiotic polyeneyne tetramic acid from Penicillium sp. elucidated through synthesis

Jonathan D. Myrtle, Andrew M. Beekman, Russell A. Barrow

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A new antibiotic natural product, ravynic acid, has been isolated from a Penicillium sp. of fungus, collected from Ravensbourne National Park. The 3-acylpolyenyne tetramic acid structure was definitively elucidated via synthesis. Highlights of the synthetic method include the heat induced formation of the 3-acylphosphorane tetramic acid and a selective Wittig cross-coupling to efficiently prepare the natural compounds carbon skeleton. The natural compound was shown to inhibit the growth of Staphylococcus aureus down to concentrations of 2.5 µg mL−1.
Original languageEnglish
Pages (from-to)8253-8260
Number of pages8
JournalOrganic & Biomolecular Chemistry
Issue number35
Publication statusPublished - 21 Jul 2016

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