A biomimetic semisynthesis enables structural elucidation of selaginellin U: a tautomeric cyclic alkynylphenol from Selaginella tamariscina

Autor: Qin-Feng Zhu, Ying Bao, Zhi-Jun Zhang, Jia Su, Li-Dong Shao, Qin-Shi Zhao
Jazyk: angličtina
Rok vydání: 2017
Předmět:
Zdroj: Royal Society Open Science, Vol 4, Iss 7 (2017)
Druh dokumentu: article
ISSN: 2054-5703
DOI: 10.1098/rsos.170352
Popis: Two new lactone-containing selaginellins T and U (1 and 2) together with eleven known selaginellin derivatives (3 and 7–16) 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 compound 4 from selaginellin (3) and derivation from 2 to 4. Additionally, compounds 3, 13 and 16 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.
Databáze: Directory of Open Access Journals