Beauvetetraones A–C, phomaligadione-derived polyketide dimers from the entomopathogenic fungus, Beauveria bassiana
| Autor: | Michelle Küfner, Minji Park, Won Hee Jung, Sang Un Choi, Christine Beemelmanns, Seoung Rak Lee, Ki-Hyun Kim |
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| Rok vydání: | 2019 |
| Předmět: |
Quantum chemical
biology Phenylglycine methyl ester 010405 organic chemistry Stereochemistry Chemistry Dimer fungi Organic Chemistry Phloroglucinol Beauveria bassiana 010402 general chemistry biology.organism_classification 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Polyketide Entomopathogenic fungus Natural source |
| Zdroj: | Organic Chemistry Frontiers. 6:162-166 |
| ISSN: | 2052-4129 |
| DOI: | 10.1039/c8qo01009a |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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