Key Laboratory of Mountain Ecological Restoration and Bioresource Utilization, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, People's Republic of China.
J Org Chem. 2012 Oct 5;77(19):8435-43. doi: 10.1021/jo301225v. Epub 2012 Sep 19.
Fifteen new lignans, gymnothelignans A-O (1-15), bearing tetrahydrofuran with variable conformations belonging to three potentially related skeletons were isolated from Gymnotheca chinensis Decne. The structures were elucidated by means of detailed spectroscopic analysis. Absolute configurations were assigned using X-ray single-crystal diffraction and chemical transformations. Moreover, by the homology, compounds 1-11 and eupomatilones were confirmed to have uniform R-configuration at C-5. However, a synthesized congener has long been mistaken as 5-epimer of eupomatilone-6. This work provides guidance for the absolute configuration establishment of the subeupomatilone family with trans-H-4-H-5 configuration.
从 Gymnotheca chinensis Decne. 中分离得到 15 种新的木脂素， Gymnothelignans A-O（1-15），它们具有不同构象的四氢呋喃，属于三个潜在相关骨架。通过详细的光谱分析阐明了这些结构。使用 X 射线单晶衍射和化学转化确定了绝对构型。此外，通过同源性，确定化合物 1-11 和 eupomatilones 在 C-5 位具有一致的 R-构型。然而，一种合成的同系物长期以来一直被误认为是 eupomatilone-6 的 5-差向异构体。这项工作为具有 trans-H-4-H-5 构型的 subepomatilone 家族的绝对构型建立提供了指导。
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