Journal
JOURNAL OF NATURAL PRODUCTS
Volume 82, Issue 6, Pages 1599-1608Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.9b00091
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Funding
- National Natural Science Foundation [21572182, 21602177, 21601145]
- Fundamental Research Funds for the Central Universities [2452019096, 245201176]
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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 mu M. In addition, cyahookerin B (2), cyathin E (9), cyathin B-2 (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 mu M, respectively. Similar binding modes of the four compounds were indicated by molecular-docking studies, and structure activity relationships are discussed.
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