title: Three new guaiane sesquiterpene lactones from rhizomes of Curcuma wenyujin.
abstract: Three new guaiane sesquiterpene lactones (4S)-4-hydroxy-gweicurculactone (1), zedoalactone G (2), and (1R, 4R, 5S, 10S)-zedoalactone B (3), and three known guaiane sesquiterpene lactones, including zedoarolide B (4), zedoalactone B (5), and a new natural product (+)-zedoalactone A (6), were isolated from the rhizomes of Curcuma wenyujin Y.H. Chen et C. Ling. The structures were elucidated by spectroscopic methods including 1D and 2D NMR and HR-ESI-MS. The absolute configuration of 2 was determined via the calculated electronic circular dichroism (ECD), whereas the absolute configurations of 1 and 3 were determined via the ECD data of the [Rh2(OCOCF3)4] complex and [Mo2(OAc)4] complex, respectively. The inhibitory effects of compounds 1-6 on nitric oxide production in lipopolysaccharide-activated macrophages were evaluated. All of them exhibited weak anti-inflammatory activity.
authors.affiliation: Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China.
authors.forename: Guo-Ping
authors.initials: GP
authors.lastname: Yin
authors.forename: Yue-Wei
authors.initials: YW
authors.lastname: An
authors.forename: Guang
authors.initials: G
authors.lastname: Hu
authors.forename: Jing-Jing
authors.initials: JJ
authors.lastname: Zhu
authors.forename: Liang-Mian
authors.initials: LM
authors.lastname: Chen
authors.forename: Liang-Chun
authors.initials: LC
authors.lastname: Li
authors.forename: Zhi-Min
authors.initials: ZM
authors.lastname: Wang
mesh_terms: D000893:Anti-Inflammatory Agents / Q000494:pharmacology; D052176:Azulenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D030024:Curcuma / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D027343:Rhizome / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045789:Sesquiterpenes, Guaiane
chemical_list: C583686:(1R,4R,5S,10S)-zedoalactone B; C583684:(4S)-4-hydroxy-gweicurculactone; D000893:Anti-Inflammatory Agents; D052176:Azulenes; D007783:Lactones; D008070:Lipopolysaccharides; D012717:Sesquiterpenes; D045789:Sesquiterpenes, Guaiane; C421026:guaiane; C583685:zedoalactone G; C062413:gweicurculactone; D009569:Nitric Oxide