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Prenylated Xanthones from the Roots of Cudrania tricuspidata as Inhibitors of Lipopolysaccharide‐Stimulated Nitric Oxide Production
Author(s) -
Jo Yang Hee,
Kim Seon Beom,
Liu Qing,
Hwang Bang Yeon,
Lee Mi Kyeong
Publication year - 2017
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201600263
Subject(s) - prenylation , chemistry , moiety , nitric oxide , stereochemistry , lipopolysaccharide , two dimensional nuclear magnetic resonance spectroscopy , biochemistry , organic chemistry , enzyme , biology , endocrinology
Investigation of the CH 2 Cl 2 and EtOAc‐soluble fractions of the roots of Cudrania tricuspidata afforded 31 compounds. The structures of the isolated compounds were determined on the basis of spectroscopic data interpretation such as 1D and 2D NMR analysis and elucidated as xanthones with prenyl moieties including four simple xanthones ( 1 – 4 ), five prenylated xanthones with one prenyl moiety ( 5 – 7 , 20 , and 21 ), and 22 prenylated xanthones with two prenyl moieties ( 8 – 19 and 22 – 31 ). Among them, three diprenylated xanthones named cudracuspixanthones E–G ( 16 , 29 , and 31 ) were first isolated in nature. Xanthones 2 , 5 , 6 , 12 , 19 , 21 , 22 , 25 , 27 , and 28 showed moderate inhibition of lipopolysaccharide‐stimulated nitric oxide production in RAW 264.7 cells, with IC 50 values ranging from 16.1 to 24.8 µM.