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

页码：162 / 166

页数：5

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