Echingridimer A, an Oxaspiro Dimeric Sesquiterpenoid with a 6/6/5/6/6 Fused Ring System from Echinops grijsii and Aphicidal Activity Evaluation

文献类型： 外文期刊

第一作者： Liu, Tingting

作者： Liu, Tingting;Jiang, Hongyun;Zhang, Lan;Zhang, Yanning;Mao, Liangang;Wu, Haibo

作者机构：

期刊名称：JOURNAL OF ORGANIC CHEMISTRY （ 影响因子：4.354； 五年影响因子：4.082 ）

ISSN： 0022-3263

年卷期： 2019 年 84 卷 17 期

页码：

收录情况： SCI

摘要： A new dimeric eudesmane sesquiterpenoid with an unreported 6/6/5/6/6 fused carbon skeleton, echingridimer A (1), and five monomers (2-6), including two new compounds (2 and 3), were isolated from the roots of Echinops grijsii. Their structures and absolute configurations were elucidated by comprehensive spectroscopic analyses and confirmed by X-ray crystallography or electronic circular dichroism spectra. Compound 1 represents the first example of a 3,15'-linked Michael-type adduct of two eudesmanes, which feature a unique 1-oxaspiro [4.5] decan moiety. The plausible biogenetic pathway for 1-6 was briefly discussed. The oxaspiro dimer (1) not only showed stronger aphicidal activity than closely related monomeric compounds (2-6) and the commercial aphicide pymetrozine but also exhibited remarkable insecticide activity against a broad range of aphids, thus could be used as a potential biobased insecticide to suppress aphids.

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