Title
(±)-Japonones A and B, two pairs of new enantiomers with anti-KSHV activities from Hypericum japonicum
Author
Linzhen Hu, Hucheng Zhu, Lei Li, Jinfeng Huang, Weiguang Sun, Junjun Liu, Hua Li, Zengwei Luo, Jianping Wang, Yongbo Xue, Yu Zhang, Yonghui Zhang
Year
2016
Journal
Scientific Reports
Abstract
Two pairs of new enantiomers with unusual 5,5-spiroketal cores, termed (±)-japonones A and B [(±)-1 and (±)-2], were obtained from Hypericum japonicum Thunb. The absolute configurations of (±)-1 and (±)-2 were characterized by extensive analyses of spectroscopic data and calculated electronic circular dichroism (ECD) spectra, the application of modified Mosher’s methods, and the assistance of quantum chemical predictions (QCP) of 13C NMR chemical shifts. Among these metabolites, (+)-1 exhibited some inhibitory activity on Kaposi’s sarcoma associated herpesvirus (KSHV). Virtual screening of (±)-1 and (±)-2 were conducted using the Surflex-Dock module in the Sybyl software, and (+)-1 exhibited ability to bind with ERK to form key interactions with residues Lys52, Pro56, Ile101, Asp165, Gly167 and Val99.
Full Article
Instrument
J-1500
Keywords
Circular dichroism, Absolute configuration, Natural products, Pharmaceutical