Discovery of Neolignan Glycosides with Acetylcolinesterase Inhibitory Activity from Huangjinya Green Tea Guided by Ultra Performance Liquid Chromatography–Tandem Mass Spectrometry Data and Global Natural Product Social Molecular Networking

June 29, 2020

Title

Discovery of Neolignan Glycosides with Acetylcolinesterase Inhibitory Activity from Huangjinya Green Tea Guided by Ultra Performance Liquid Chromatography–Tandem Mass Spectrometry Data and Global Natural Product Social Molecular Networking

Author

Hao-Yue Wu, Jia-Ping Ke, Wei Wang, Ya-Shuai Kong, Peng Zhang, Tie-Jun Ling, Guan-Hu Bao

Year

2019

Journal

Journal of Agricultural and Food Chemistry

Abstract

Global Natural Product Social feature-based networking was applied to follow the phytochemicals, including nine flavonoid glycosides, six catechins, and three flavonols in Huangjinya green tea. Further, a new 8-O-4′-type neolignan glycoside, camellignanoside A (1), and 15 known compounds (2–16) were isolated through a variety of column chromatographies, and the structure was elucidated extensively by ultra performance liquid chromatography–quadrupole–time-of-flight–tandem mass spectrometry, 1H and 13C nuclear magnetic resonance, heteronuclear single-quantum correlation, heteronuclear multiple-bond correlation, 1H–1H correlation spectroscopy, rotating frame nuclear Overhauser effect spectroscopy, and Nuclear Overhauser effect spectroscopy, and circular dichroism spectroscopies. Compounds 1 and 2 showed acetylcolinesterase inhibition activity, with IC50 = 0.75 and 0.18 μM, respectively.

Instrument

J-815

Keywords

Circular dichroism, Absolute configuration, Natural products, Agricultural and environmental