title: Melampolides from the leaves of Smallanthus sonchifolius and their inhibitory activity of lps-induced nitric oxide production.
abstract: Two new melampolide-type sesquiterpene lactones, 8beta-epoxyangeloyloxy-9alpha-ethoxy-14-oxo-acanthospermolide (1) and 8beta-angeloyloxy-9alpha-ethoxy-14-oxo-acanthospermolide (2), were isolated from the leaves of yacon [Smallanthus sonchifolia (POEPP. et ENDL.) H. Robinson] along with eleven known melampolides, allo-schkuhriolide (3), enhydrin (4), polymatin A (5), fluctuanin (6), 8beta-angeloyloxy-9alpha-acetoxy-14-oxo-acanthospermolide (7), 8beta-angeloyloxy-14-oxo-acanthospermolide (8), 8beta-methacryloyloxymelampolid-14-oic acid methyl ester (9), uvedalin (10), polymatin B (11), 8beta-tigloyloxymelampolid-14-oic acid methyl ester (12), and sonchifolin (13). Their structures were established on the basis of spectroscopic evidence including 1D- and 2D-NMR experiments. All isolates were evaluated for inhibition of LPS-induced nitric oxide production in murine macrophage RAW 264.7 cells.
authors.affiliation: College of Pharmacy, Chungbuk National University, Cheongju, Korea.
authors.forename: Seong Su
authors.initials: SS
authors.lastname: Hong
authors.forename: Seon A
authors.initials: SA
authors.lastname: Lee
authors.forename: Xiang Hua
authors.initials: XH
authors.lastname: Han
authors.forename: Min Hee
authors.initials: MH
authors.lastname: Lee
authors.forename: Ji Sang
authors.initials: JS
authors.lastname: Hwang
authors.forename: Jeong Sook
authors.initials: JS
authors.lastname: Park
authors.forename: Ki-Wan
authors.initials: KW
authors.lastname: Oh
authors.forename: Kun
authors.initials: K
authors.lastname: Han
authors.forename: Myung Koo
authors.initials: MK
authors.lastname: Lee
authors.forename: Heesoon
authors.initials: H
authors.lastname: Lee
authors.forename: Wook
authors.initials: W
authors.lastname: Kim
authors.forename: Dongho
authors.initials: D
authors.lastname: Lee
authors.forename: Bang Yeon
authors.initials: BY
authors.lastname: Hwang
mesh_terms: D000818:Animals; D019659:Asteraceae / Q000737:chemistry*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D018360:Crystallography, X-Ray; D007783:Lactones / Q000737:chemistry* / Q000494:pharmacology*; D008070:Lipopolysaccharides / Q000037:antagonists & inhibitors* / Q000494:pharmacology*; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D008958:Models, Molecular; D009569:Nitric Oxide / Q000096:biosynthesis*; D010936:Plant Extracts / Q000032:analysis; D018515:Plant Leaves / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry* / Q000494:pharmacology*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
chemical_list: C527219:8beta-angeloyloxy-9alpha-ethoxy-14-oxo-acanthospermolide; C527218:8beta-epoxyangeloyloxy-9alpha-ethoxy-14-oxo-acanthospermolide; D007783:Lactones; D008070:Lipopolysaccharides; D010936:Plant Extracts; D012717:Sesquiterpenes; D009569:Nitric Oxide