A comparative study on hulled adlay and unhulled adlay through evaluation of their LPS-induced anti-inflammatory effects, and isolation of pure compounds

Chemistry & Biodiversity
Goeun ChoiEun-Kyoung Seo

Abstract

Coicis semen (=the hulled seed of Coix lacryma-jobi L. var. ma-yuen (Rom.Caill.) Stapf; Gramineae), commonly known as adlay and Job's tears, is widely used in traditional medicine and as a nutritious food. Bioassay-guided fractionation of the AcOEt fraction of unhulled adlays, using measurement of nitric oxide (NO) production on lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophage cells, led to the isolation and identification of two new stereoisomers, (+)-(7'S,8'R,7″S,8″R)-guaiacylglycerol β-O-4'-dihydrodisinapyl ether (1) and (+)-(7'S,8'R,7″R,8″R)-guaiacylglycerol β-O-4'-dihydrodisinapyl ether (2), together with six known compounds, 3-8. Compounds 3 and 4 exhibited inhibitory activities on LPS-induced NO production with IC50 values of 1.4 and 3.7 μM, respectively, and suppressed inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein expressions in RAW 264.7 macrophage cells. Simple high-performance liquid chromatography with ultraviolet detection (HPLC/UV) was used to compare the AcOEt fraction of unhulled adlays responsible for the anti-inflammatory activity in RAW 264.7 cells and the inactive AcOEt fraction of hulled adlays.

References

Sep 27, 2003·Journal of Natural Products·Hidenori KuwabaraKazuo Yamasaki
Oct 2, 2003·Journal of Agricultural and Food Chemistry·Francesca CutilloArmando Zarrelli
Jun 8, 2004·Archives of Pharmacal Research·Dae Sik JangEun-Kyoung Seo
Mar 11, 2008·Journal of Natural Products·Maoluo GanNaihong Chen
Aug 12, 2008·Journal of Ethnopharmacology·Fei YuChang-Xiao Liu
May 13, 2011·Journal of Agricultural and Food Chemistry·Huang-Hui ChenChing-Chuan Kuo

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Citations

Feb 23, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yusheng HuZhongjie Liu

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