Key Laboratory of Phytochemistry and Natural Medicines, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China.
University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
Chem Commun (Camb). 2024 Sep 20;60(76):10512-10515. doi: 10.1039/d4cc03674c.
A novel selenium dioxide promoted selenylation/cyclization of leucosceptrane sesterterpenoids was reported. Two types of leucosceptrane derivatives with different valence states of selenium atoms (Se and Se) were obtained. The mechanisms of these two processes were proposed, and the selenium-containing derivates may serve as intermediates of Riley oxidation that could be trapped with appropriate substrates. Immunosuppressive activity screening revealed that 10 and 11 had obvious inhibitory effects on IFN-γ production, with IC values of 5.29 and 17.60 μM, respectively, which were more active than their precursor leucosceptroid A.
本文报道了一种新型二氧化硒促进的半日花烷倍半萜硒化/环化反应。得到了两种具有不同价态硒原子（Se 和 Se）的半日花烷衍生物。提出了这两个过程的机制，并且含硒衍生物可能作为赖利氧化的中间体，可以与合适的底物结合。免疫抑制活性筛选表明，化合物 10 和 11 对 IFN-γ 的产生具有明显的抑制作用，IC 值分别为 5.29 和 17.60 μM，比其前体半日花烷 A 更具活性。
