Issue 76, 2024

Selenium dioxide promoted selenylation/cyclization of leucosceptrane sesterterpenoids

Abstract

A novel selenium dioxide promoted selenylation/cyclization of leucosceptrane sesterterpenoids was reported. Two types of leucosceptrane derivatives with different valence states of selenium atoms (Se2+ and Se4+) 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 IC50 values of 5.29 and 17.60 μM, respectively, which were more active than their precursor leucosceptroid A.

Graphical abstract: Selenium dioxide promoted selenylation/cyclization of leucosceptrane sesterterpenoids

Supplementary files

Article information

Article type
Communication
Submitted
22 Jul 2024
Accepted
29 Aug 2024
First published
29 Aug 2024

Chem. Commun., 2024,60, 10512-10515

Selenium dioxide promoted selenylation/cyclization of leucosceptrane sesterterpenoids

H. Geng, R. Fu, T. Zhou, M. Li, Y. Liu, X. Li, Y. Liu, Y. Zheng and S. Li, Chem. Commun., 2024, 60, 10512 DOI: 10.1039/D4CC03674C

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