title: Chemical Constituents of the Rare Cliff Plant Oresitrophe rupifraga and Their Antineuroinflammatory Activity.
abstract: Four new (1 - 4) and thirteen known (5 - 17) compounds were isolated from a rare cliff plant, Oresitrophe rupifraga. Based on spectroscopic evidence, the new structures were established to be [(2S,3R,4R)-4-(4-methoxybenzyl)-2-(4-methoxyphenyl)-tetrahydrofuran-3-yl]methanol (1), (3α)-23-(acetyloxy)-3-hydroxyolean-12-en-29-oic acid (2), 3α,23-(isopropylidenedioxy)olean-12-en-29-oic acid (3, artifact of isolation), and (3β,15β)-3-hydroxycholest-5-en-15-yl β-d-glucopyranoside (4), respectively. Among the isolates, compounds 1, 4, epieudesmin (7), and 1-O-(9Z,12Z,15Z-octadecatrienoyl)glycerol (17) were found to show significant antineuroinflammatory effects by inhibiting the NO production in lipopolysaccharide (LPS)-stimulated murine BV-2 microglial cells, with IC50 values of 7.21, 9.39, 4.96, and 8.51 μm, respectively.
authors.affiliation: Department of Natural Products Chemistry, School of Pharmacy, Fudan University, Shanghai, 201203, P. R. China.
authors.forename: Xi-Ying
authors.initials: XY
authors.lastname: Wu
authors.affiliation: Department of Natural Products Chemistry, School of Pharmacy, Fudan University, Shanghai, 201203, P. R. China. jxiong@fudan.edu.cn.
authors.forename: Juan
authors.initials: J
authors.lastname: Xiong
authors.affiliation: Department of Pharmacology, School of Pharmacy, Fudan University, Shanghai, 201203, P. R. China.
authors.forename: Xin-Hua
authors.initials: XH
authors.lastname: Liu
authors.affiliation: Department of Natural Products Chemistry, School of Pharmacy, Fudan University, Shanghai, 201203, P. R. China.
authors.forename: Jin-Feng
authors.initials: JF
authors.lastname: Hu
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D008070:Lipopolysaccharides / Q000494:pharmacology; D051379:Mice; D017628:Microglia / Q000187:drug effects / Q000378:metabolism; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis* / Q000172:deficiency; D031995:Saxifragaceae / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000893:Anti-Inflammatory Agents; D008070:Lipopolysaccharides; D009569:Nitric Oxide
keywords: Antineuroinflammation; Cholestane glycoside; Lignans; Oleanane triterpenoids; Oresitrophe rupifraga; Rare cliff plant