Flavone glycosides from Sicyos angulatus and their inhibitory effects on hepatic lipid accumulation. (January 2019)

• Record Type: Journal Article
• Authors: An, Jin-Pyo; Dang, Lan Huong; Ha, Thi Kim Quy; Pham, Ha Thanh Tung; Lee, Ba-Wool; Lee, Chul Ho; Oh, Won Keun
• Is Part Of: Phytochemistry. Volume 157(2019)
• Page Start: 53
• Page End: 63
• Publication Date: 2019-01
• Subjects: Sicyos angulatus -- Cucurbitaceae -- Flavone glycoside -- Hepatic lipid accumulation -- Non-alcoholic fatty liver diseases (NAFLD); Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2018.10.013
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: A library of extracted natural materials (Korea Bioactive Natural Material Bank) have been screened to discover candidates for the treatment of non-alcoholic liver disease (NAFLD), and the 70% ethanol extract of Sicyos angulatus was found to inhibit hepatic lipid accumulation. Bioassay–guided fractionation of this bioactive extract yielded five previously undescribed flavonoid glycosides and one previously undescribed flavonolignan glycoside along with seven known flavonoid glycosides. The chemical structures of these compounds were elucidated by a combination of extensive spectroscopic analysis, including MS, NMR and UV techniques. Eight compounds of all isolated compounds showed inhibitory effects on the lipid accumulation induced by high concentrations of palmitic acid and glucose in HepG2 cells. Four selected compounds were tested for lipid content in a dose-dependent manner (10, 20 and 40 μM), and among those compounds, kaempferol 3- O - β -d -glucopyranosyl-7- O - α -l -rhamnopyranoside showed the strongest inhibition of hepatic lipid production in HepG2 cells. In an oil-red O staining assay, five compounds were shown to reduce hepatic lipid accumulation better than what was observed in the vehicle control group. The present study suggests a new class of chemical entities for developing bioactive agents for the treatment of diseases caused by fat accumulation in the liver. Graphical abstract: Image 1 Highlights: Six previously undescribed flavone glycosides were isolated from Sicyos angulatus. Four compounds significantly reduced fat accumulation in HepG2 cells. Kaempferol derivatives with a cinnamoyl moiety showed stronger inhibitory activity on hepatic lipid accumulation.