A biomimetic semisynthesis enables structural elucidation of selaginellin U: a tautomeric cyclic alkynylphenol from Selaginella tamariscina. Issue 7 (19th July 2017)

• Record Type: Journal Article
• Authors: Zhu, Qin-Feng; Bao, Ying; Zhang, Zhi-Jun; Su, Jia; Shao, Li-Dong; Zhao, Qin-Shi
• Is Part Of: Royal Society open science. Volume 4:Issue 7(2017)
• Publication Date: 2017-07-19
• Subjects: biomimetic semisynthesis -- structural elucidation -- selaginellins -- alkynylphenol -- Selaginella tamariscina; Science -- Periodicals; 500
• DOI: 10.1098/rsos.170352
• Languages: English
• ISSNs: 2054-5703

Abstract

Abstract : Two new lactone-containing selaginellins T and U (1 and2 ) together with eleven known selaginellin derivatives (3 and7 –16 ) were isolated from the whole plant of Selaginella tamariscina . The structure of tautomeric selaginellin U along with its biogenetic pathway was confirmed and proposed by a cross-validation of the semisynthesis of compound4 from selaginellin (3 ) and derivation from2 to4 . Additionally, compounds3, 13 and16 exhibited good inhibitory activities against β-site amyloid precursor protein cleaving enzyme 1 (BACE1) with IC50 values of 81.17, 51.13 and 48.89 µM, respectively.