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Issue 2, 2019
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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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Article information


Submitted
18 Sep 2018
Accepted
31 Oct 2018
First published
01 Nov 2018

Org. Chem. Front., 2019,6, 162-166
Article type
Research Article

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., 2019, 6, 162
DOI: 10.1039/C8QO01009A

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