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Five New Oxylipins from Chaenomeles sinensis
Author(s) -
Kim Chung Sub,
Kwon Oh Wook,
Kim Sun Yeou,
Choi Sang Un,
Kim Ki Hyun,
Lee Kang Ro
Publication year - 2014
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/s11745-014-3953-0
Subject(s) - chemistry , nitric oxide , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry
In the course of our continuing search for bioactive constituents of Korean medicinal plants, we isolated five new oxylipins, chaenomic acid A–E ( 1 – 5 ), and six known ones ( 6 – 11 ) from the twigs of Chaenomeles sinensis . The structures of the new compounds ( 1 – 5 ) were determined by spectroscopic methods, including 1D and 2D NMR ( 1 H and 13 C NMR, 1 H– 1 H COSY, HMQC, HMBC, and NOESY), olefin cross‐metathesis, and LC/MS analysis. The known compounds ( 6 – 11 ) were identified by comparison of their spectroscopic data and specific optical rotation with the reported data. The isolated compounds ( 1 – 11 ) were tested for their inhibitory effects on nitric oxide production in lipopolysaccharide‐activated murine microglial cells and for their cytotoxic activities against four human cancer cell lines (A549, SK‐OV‐3, A498, and HCT‐15).