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Emeriones A–C: Three Highly Methylated Polyketides with Bicyclo[4.2.0]octene and 3,6-Dioxabicyclo[3.1.0]hexane Functionalities from Emericella nidulans
journal contribution
posted on 2019-06-19, 19:18 authored by Qin Li, Chunmei Chen, Yan He, Danyingzi Guan, Li Cheng, Xincai Hao, Mengsha Wei, Yinyu Zheng, Chang Liu, Xiao-Nian Li, Qun Zhou, Hucheng Zhu, Yonghui ZhangEmeriones A–C (1–3), three
highly methylated polyketides with bicyclo[4.2.0]octene and 3,6-dioxabicyclo[3.1.0]hexane
functionalities, were isolated from Emericella nidulans. An additional peroxide bridge in compound 3 led to
the construction of an unexpected 7,8-dioxatricyclo[4.2.2.02,5]decene scaffold. The structures of 1–3 were elucidated by comprehensive spectroscopic techniques, and their
absolute configurations were confirmed by single-crystal X-ray crystallographic
analyses and ECD calculations. Compound 1 shows weak
inhibitory effects on NO production in LPS-induced RAW264.7 cells.
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dioxatricycloCompound 1Emericella nidulans EmerionesDioxabicycloFunctionalitiecompound 3bicycloperoxide bridgeEmericella nidulansspectroscopic techniquesMethylated Polyketidesdioxabicyclofunctionalitiesingle-crystal X-rayconstructionmethylated polyketidesanalysesconfigurationECD calculationsBicycloLPS-induced RAW 264.7 cellsscaffolddecene
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