Janthinoid A, an unprecedented tri-nor-meroterpenoid with highly modified bridged 4a,1-(epoxymethano)phenanthrene scaffold, produced by the endophyte of Penicillium janthinellum TE-43

文献类型： 外文期刊

第一作者： Li, Xiao-Dong

作者： Li, Xiao-Dong;Su, Jun-Cheng;Jiang, Bao-Zhen;Li, Ye-Ling;Guo, Yuan-Qiang;Li, Ye-Ling;Guo, Yuan-Qiang;Zhang, Peng

作者机构：

期刊名称：ORGANIC CHEMISTRY FRONTIERS （ 影响因子：5.281； 五年影响因子：4.89 ）

ISSN： 2052-4129

年卷期： 2021 年 8 卷 22 期

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收录情况： SCI

摘要： Janthinoid A (1), an unprecedented C-22 meroterpenoid featuring a highly modified bridged 4a,1-(epoxymethano)phenanthrene scaffold incorporating eight continuous quaternary carbons, along with its biosynthetic-related C-25 analogue andrastone I (2), were isolated from the endophytic fungus Penicillium janthinellum TE-43. Their structures were unambiguously established by comprehensive analyses of spectroscopic data, quantum chemical calculations, and X-ray diffraction. The tri-nor-meroterpenoid skeleton of 1 was produced by a unique biosynthetic pathway, involving the ring cleavage and continuous carbon degradations of the aromatic polyketide precursor, which is distinct from the commonly-observed meroterpenoids both structurally and biogenetically, representing a new type of meroterpenoid. Both compounds showed significant in vivo anti-tumor activities against NSCLC cells A549.

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