Key Laboratory of Control of Biological Hazard Factors (Plant Origin) for Agriproduct Quality and Safety, Ministry of Agriculture and Rural Affairs of the People's Republic of China , Institute of Plant Protection, Chinese Academy of Agricultural Sciences , Beijing 100193 , China.
College of Life and Environmental Sciences , Minzu University of China , Beijing 100081 , China.
J Org Chem. 2019 Sep 6;84(17):10757-10763. doi: 10.1021/acs.joc.9b01212. Epub 2019 Aug 19.
A new dimeric eudesmane sesquiterpenoid with an unreported 6/6/5/6/6 fused carbon skeleton, echingridimer A (), and five monomers (-), including two new compounds ( and ), were isolated from the roots of . Their structures and absolute configurations were elucidated by comprehensive spectroscopic analyses and confirmed by X-ray crystallography or electronic circular dichroism spectra. Compound 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 - was briefly discussed. The oxaspiro dimer () not only showed stronger aphicidal activity than closely related monomeric compounds (-) 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.
从 的根部分离得到一个新的二聚倍半萜，具有未报道的 6/6/5/6/6 稠合碳骨架，echingridimer A ()，和五个单体 (-)，包括两个新化合物 ( 和 )。通过综合光谱分析阐明了它们的结构和绝对构型，并通过 X 射线晶体学或电子圆二色光谱确证。化合物 代表两个倍半萜的首例 3,15'-连接的 Michael 型加合物，其特征在于独特的 1-噁螺[4.5]癸烷部分。简要讨论了 - 的可能生物合成途径。噁螺二聚体 ()不仅显示出比密切相关的单体化合物 (-)和商业杀蚜虫剂吡虫啉更强的杀蚜虫活性，而且对广泛的蚜虫表现出显著的杀虫剂活性，因此可作为一种潜在的生物基杀虫剂来抑制蚜虫。
