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

Lee SR, Küfner M, Park M, Jung WH, Choi SU, Beemelmanns C, Kim KH (2018) Beauvetetraones A-C, phomaligadione-derived polyketide dimers from the entomopathogenic fungus, Beauveria bassiana Org. Chem. Front. [Epub ahead of print] Open Access

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.

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doi: 10.1039/C8QO01009A