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Beauvetetraones A–C, phomaligadione-derived polyketide dimers from the entomopathogenic fungus, Beauveria bassiana

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Abstract

We report the isolation of two novel epimeric phomaligadione-derived polyketides, beauvetetraones A–B (1–2), from the entomopathogenic fungus Beauveria bassiana. Beauvetetraones A and B feature an unprecedented methylene-bridged phloroglucinol skeleton with a highly rearranged scaffold. In addition, a dimer of two phomaligadiones, named beauvetetraone C, was isolated for the first time from a natural source. The structures of compounds 1–3 including their absolute configurations were unambiguously assigned by NMR spectroscopic analyses, phenylglycine methyl ester (PGME) analysis, and quantum chemical ECD calculations. A putative biosynthetic pathway for beauvetetraones A–C is proposed.

Graphical abstract: Beauvetetraones A–C, phomaligadione-derived polyketide dimers from the entomopathogenic fungus, Beauveria bassiana

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Publication details

The article was received on 18 Sep 2018, accepted on 31 Oct 2018 and first published on 01 Nov 2018


Article type: Research Article
DOI: 10.1039/C8QO01009A
Citation: Org. Chem. Front., 2018, Advance Article
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    Beauvetetraones A–C, phomaligadione-derived polyketide dimers from the entomopathogenic fungus, Beauveria bassiana

    S. R. Lee, M. Küfner, M. Park, W. H. Jung, S. U. Choi, C. Beemelmanns and K. H. Kim, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO01009A

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