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

被引:9
|
作者
Lee, Seoung Rak [1 ]
Kuefner, Michelle [2 ]
Park, Minji [3 ]
Jung, Won Hee [3 ]
Choi, Sang Un [4 ]
Beemelmanns, Christine [2 ]
Kim, Ki Hyun [1 ]
机构
[1] Sungkyunkwan Univ, Sch Pharm, Suwon 16419, South Korea
[2] Hans Knoell Inst, Leibniz Inst Nat Prod Res & Infect Biol, Beutenbergstr 11a, D-07745 Jena, Germany
[3] Chung Ang Univ, Dept Syst Biotechnol, Anseong 17546, South Korea
[4] Korea Res Inst Chem Technol, Deajeon 305600, South Korea
来源
ORGANIC CHEMISTRY FRONTIERS | 2019年 / 6卷 / 02期
基金
新加坡国家研究基金会;
关键词
GLYCOSIDES;
D O I
10.1039/c8qo01009a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:162 / 166
页数:5
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