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Preparative isolation of sargachromanol E from Sargassum siliquastrum by centrifugal partition chromatography and its anti-inflammatory activity

Lee, Ji-Hyeok, Ko, Ju-Young, Samarakoon, Kalpa, Oh, Jae-Young, Heo, Soo-Jin, Kim, Chul-Young, Nah, Jae-Woon, Jang, Mi-Kyeong, Lee, Jung-Suck, Jeon, You-Jin
Food and chemical toxicology 2013 v.62 pp. 54-60
Sargassum, anti-inflammatory activity, chloroform, countercurrent chromatography, inflammation, interleukin-1beta, lipopolysaccharides, macrophages, mitogen-activated protein kinase, nitric oxide, nitric oxide synthase, nuclear magnetic resonance spectroscopy, prostaglandin synthase, prostaglandins, transcription factors, tumor necrosis factor-alpha
Centrifugal partition chromatography (CPC) can be used to isolate various bioactive compounds from natural materials by one-step. We confirmed antioxidative compounds existed in chloroform (CHCl3) fraction of Sargassum siliquastrum using online-HPLC. Fractions (A, B, C, D and E) were separated from the CHCl3 fraction by preparative CPC (n-hexane:ethyl acetate:methanol:water, 5:5:7:3, v/v). In this study, we proved that the isolated compounds exhibit anti-inflammatory activities using lipopolysaccharide (LPS) stimulated RAW 264.7 macrophages. The fraction A which exhibited the strongest inhibitory effect on nitric oxide (NO) production level, was confirmed as sargachromanol E by LC–MS–ESI, 1H NMR and 13C NMR data. The sargachromanol E significantly reduced the inflammatory response in LPS induced macrophages, decreasing LPS-induced transcription factor of pro-inflammatory cyclooxygenase-2, NO synthase, phosphate P38, phosphate ERK1/2, LPS-stimulated tumor-necrosis factor alpha, interleukin-1 beta and prostaglandin E2 release. In conclusion, it was suggested that sargachromanol E inhibited inflammation in LPS induced RAW 264.7 cells via MAPK pathway.