title: A new ursane-type triterpenoid glycoside from Centella asiatica leaves modulates the production of nitric oxide and secretion of TNF-α in activated RAW 264.7 cells.
abstract: One new ursane-type triterpenoid glycoside, asiaticoside G (1), five triterpenoids, asiaticoside (2), asiaticoside F (3), asiatic acid (4), quadranoside IV (5), and 2α,3β,6β-trihydroxyolean-12-en-28-oic acid 28-O-[α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl] ester (6), and four flavonoids, kaempferol (7), quercetin (8), astragalin (9), and isoquercetin (10) were isolated from the leaves of Centella asiatica. Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance (NMR) spectroscopy. The structure of new compound 1 was determined to be 2α,3β,23,30-tetrahydroxyurs-12-en-28-oic acid 28-O-[α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl] ester. The anti-inflammatory activities of the isolated compounds were investigated on lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. Asiaticoside G (1) potently inhibited the production of nitric oxide and tumor necrosis factor-α with inhibition rates of 77.3% and 69.0%, respectively, at the concentration of 100 μM.
authors.affiliation: College of Pharmacy, Chungnam National University, Daejeon, Republic of Korea.
authors.forename: Nguyen Xuan
authors.initials: NX
authors.lastname: Nhiem
authors.forename: Bui Huu
authors.initials: BH
authors.lastname: Tai
authors.forename: Tran Hong
authors.initials: TH
authors.lastname: Quang
authors.forename: Phan Van
authors.initials: PV
authors.lastname: Kiem
authors.forename: Chau Van
authors.initials: CV
authors.lastname: Minh
authors.forename: Nguyen Hoai
authors.initials: NH
authors.lastname: Nam
authors.forename: Jun-Ho
authors.initials: JH
authors.lastname: Kim
authors.forename: Lee-Rang
authors.initials: LR
authors.lastname: Im
authors.forename: Young-Mi
authors.initials: YM
authors.lastname: Lee
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Kim
mesh_terms: D000818:Animals; D002460:Cell Line; D028041:Centella / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D051379:Mice; D009569:Nitric Oxide / Q000096:biosynthesis*; D018515:Plant Leaves / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry*; D014409:Tumor Necrosis Factor-alpha / Q000378:metabolism*
chemical_list: D006027:Glycosides; D014315:Triterpenes; D014409:Tumor Necrosis Factor-alpha; D009569:Nitric Oxide