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Cyathane Diterpenes from Cultures of the Bird's Nest Fungus Cyathus hookeri and Their Neurotrophic and Anti-neuroinflammatory Activities.
Tang, Dan Xu, Yuan-Zhen Wang, Wei-Wei Yang, Zhi Liu, Bo Stadler, Marc Liu, Ling-Li Gao, Jin-Ming
Tang, Dan
Xu, Yuan-Zhen
Wang, Wei-Wei
Yang, Zhi
Liu, Bo
Stadler, Marc
Liu, Ling-Li
Gao, Jin-Ming
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2019-06-18
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Abstract
Six new cyathane diterpenoids, cyahookerins A-F (1-6), as well as nine known analogues (7-15), were isolated from the liquid culture of the basidiomycete Cyathus hookeri. Their structures were elucidated on the basis of extensive spectroscopic analyses (1D and 2D NMR, HRESIMS, and ECD), and the absolute configurations of compounds 1 and 4 were determined by single-crystal X-ray crystallography. Compounds 1 and 2 represent the first unusual cyathane acetals featuring a dioxolane ring. Compounds 1-6 displayed differential nerve growth factor-induced neurite outgrowth-promoting activity in PC-12 cells at concentrations of 10 μM. In addition, cyahookerin B (2), cyathin E (9), cyathin B2 (12), and cyathin Q (13) showed significant nitric oxide production inhibition in Lipopolysaccharide (LPS)-activated BV-2 microglial cells with IC50 values of 12.0, 6.9, 10.9, and 9.1 μM, respectively. Similar binding modes of the four compounds were indicated by molecular-docking studies, and structure-activity relationships are discussed.
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J Nat Prod. 2019 Jun 18. doi: 10.1021/acs.jnatprod.9b00091.
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en
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1520-6025
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Attribution-NonCommercial-ShareAlike 4.0 International