Isolation of Lignan and Fatty Acid Derivatives from the Grains of Echinochloa utilis and Their Inhibition of Lipopolysaccharide-Induced Nitric Oxide Production in RAW 264.7 Cells

  • J Agric Food Chem. 2016 Jan 20;64(2):425-32. doi: 10.1021/acs.jafc.5b05638.
Duc Hung Nguyen  1  2 ,  Bing Tian Zhao  1 ,  Duc Dat Le  1 ,  Young Ho Yoon  3 ,  Jee Youn Ko  3 ,  Koan Sik Woo  3 ,  Do Youn Jun  4 ,  Young Ho Kim  4 ,  Mi Hee Woo  1
Affiliations
  • 1. College of Pharmacy, Catholic University of Daegu , Gyeongsan 38430, Republic of Korea.
  • 2. Phutho College of Pharmacy , Viettri City, Phutho Province 290000, Vietnam.
  • 3. Functional Cereal Crop Research Division, Department of Functional Crop, NICS, RDA , Milyang 50426, Republic of Korea.
  • 4. Laboratory of Immunobiology, School of Life Science and Biotechnology, College of Natural Sciences, Kyungpook National University , Daegu 39061, Republic of Korea.
PMID: 26725284 DOI: 10.1021/acs.jafc.5b05638
Abstract

Two new fatty acid derivatives, echinochlorins A (8) and B (9) and a racemic lignan, (±)-anti-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(E)-3-acetoxypropen-1-yl]-2-methoxyphenoxy}propan-1,3-diol 3-acetate (1), were isolated from Echinochloa utilis grains, along with six known Lignans (2-7) and two fatty acid derivatives (10, 11). Their structures were established by spectroscopic data analyses (IR, UV, HR-FABMS, GC-MS, and 1D and 2D NMR). The configuration of 1 was determined by Mosher's method. Compound 5 displayed potential inhibitory activity on lipopolysaccharide-induced NO production in macrophage RAW 264.7 cells with an IC50 value of 4.8 ± 0.5 μM. These isolated compounds in crude EtOH extract were also quantitated by HPLC.

Keywords
Echinochloa utilis; NO inhibitory activity; echinochlorins A and B; lignans.
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