School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China; Key Laboratory of Advanced Technology of Materials, Ministry of Education, School of Material Science and Engineering, Southwest Jiaotong University, Chengdu 610031, People's Republic of China.
Department of Pharmacy, The First Affiliated Hospital of Chengdu Medical College, Chengdu 610500, People's Republic of China.
Fitoterapia. 2019 Mar;133:212-218. doi: 10.1016/j.fitote.2019.01.015. Epub 2019 Jan 25.
Natural euphoractane and myrsinane diterpene skeletons, together with an unnatural 5/7/7/4 fused-ring diterpene skeleton were furnished via BF·EtO-mediated transformation of lathyrane-type diterpene, Euphorbia factor L1. The skeleton transformation process was mainly involved in the cascade oxirane-opening (cyclopropane-opening)/oxe-Micheal addition reaction. The structures of three diterpenes were confirmed by comprehensive spectra analysis and single crystals X-ray diffraction. Current results proved the biogenesis pathway between lathyrane with euphoractane and myrsinane by chemical transformation for the first time.
天然 euphoractane 和 myrsinane 二萜骨架，以及一个非天然的 5/7/7/4 稠合环二萜骨架，通过 BF·EtO 介导的 lathyrane 型二萜 Euphorbia factor L1 的转化得到。骨架转化过程主要涉及环氧开环（环丙烷开环）/氧迈克尔加成反应的级联反应。三种二萜的结构通过综合光谱分析和单晶 X 射线衍射确定。目前的结果首次通过化学转化证明了 lathyrane 与 euphoractane 和 myrsinane 之间的生物发生途径。
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