title: 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.
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.
authors.affiliation: College of Pharmacy, Catholic University of Daegu , Gyeongsan 38430, Republic of Korea.|Phutho College of Pharmacy , Viettri City, Phutho Province 290000, Vietnam.
authors.forename: Duc Hung
authors.initials: DH
authors.lastname: Nguyen
authors.affiliation: College of Pharmacy, Catholic University of Daegu , Gyeongsan 38430, Republic of Korea.
authors.forename: Bing Tian
authors.initials: BT
authors.lastname: Zhao
authors.affiliation: College of Pharmacy, Catholic University of Daegu , Gyeongsan 38430, Republic of Korea.
authors.forename: Duc Dat
authors.initials: DD
authors.lastname: Le
authors.affiliation: Functional Cereal Crop Research Division, Department of Functional Crop, NICS, RDA , Milyang 50426, Republic of Korea.
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Yoon
authors.affiliation: Functional Cereal Crop Research Division, Department of Functional Crop, NICS, RDA , Milyang 50426, Republic of Korea.
authors.forename: Jee Youn
authors.initials: JY
authors.lastname: Ko
authors.affiliation: Functional Cereal Crop Research Division, Department of Functional Crop, NICS, RDA , Milyang 50426, Republic of Korea.
authors.forename: Koan Sik
authors.initials: KS
authors.lastname: Woo
authors.affiliation: Laboratory of Immunobiology, School of Life Science and Biotechnology, College of Natural Sciences, Kyungpook National University , Daegu 39061, Republic of Korea.
authors.forename: Do Youn
authors.initials: do Y
authors.lastname: Jun
authors.affiliation: Laboratory of Immunobiology, School of Life Science and Biotechnology, College of Natural Sciences, Kyungpook National University , Daegu 39061, Republic of Korea.
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Kim
authors.affiliation: College of Pharmacy, Catholic University of Daegu , Gyeongsan 38430, Republic of Korea.
authors.forename: Mi Hee
authors.initials: MH
authors.lastname: Woo
mesh_terms: D000818:Animals; D031747:Echinochloa / Q000737:chemistry*; D005227:Fatty Acids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000067996:RAW 264.7 Cells; D012639:Seeds / Q000737:chemistry
chemical_list: D005227:Fatty Acids; D017705:Lignans; D008070:Lipopolysaccharides; D010936:Plant Extracts; D009569:Nitric Oxide
keywords: Echinochloa utilis; NO inhibitory activity; echinochlorins A and B; lignans