title: iNOS inhibitory activity of sesquiterpenoids and a monoterpenoid from the rhizomes of Curcuma wenyujin.
abstract: Eleven new sesquiterpenoids, wenyujinins A-K (1-11), and a new monoterpenoid, wenyujinin L (12), were isolated from the rhizomes of Curcuma wenyujin. Their structures and relative configurations were elucidated using 1D and 2D NMR, X-ray crystallographic analysis, and HRESIMS data. The absolute configurations of 1, 2, 3, 4, 6, 8, 9, and 10 were determined by comparison of the experimental and calculated ECD spectra. The absolute configuration of 5 was determined from the ECD data of the [Rh2(OCOCF3)4] complex, whereas those of 7 and 12 were determined from the ECD spectra of the compounds alone. Compounds 7 and 7a strongly inhibited the induction of NO production by LPS, with IC50 values of 7.6 and 8.5 μM, respectively. Compounds 6 and 10 moderately inhibited NO production with IC50 values of 47.7 and 48.6 μM, respectively.
authors.affiliation: Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences , Beijing 100700, People's Republic of China.
authors.forename: Guo-Ping
authors.initials: GP
authors.lastname: Yin
authors.forename: Liang-Chun
authors.initials: LC
authors.lastname: Li
authors.forename: Qing-Zhe
authors.initials: QZ
authors.lastname: Zhang
authors.forename: Yue-Wei
authors.initials: YW
authors.lastname: An
authors.forename: Jing-Jing
authors.initials: JJ
authors.lastname: Zhu
authors.forename: Zhi-Min
authors.initials: ZM
authors.lastname: Wang
authors.forename: Gui-Xin
authors.initials: GX
authors.lastname: Chou
authors.forename: Zheng-Tao
authors.initials: ZT
authors.lastname: Wang
mesh_terms: D000818:Animals; D018360:Crystallography, X-Ray; D030024:Curcuma / Q000737:chemistry*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D008070:Lipopolysaccharides / Q000494:pharmacology; D017737:Macrophages, Peritoneal / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D009569:Nitric Oxide / Q000096:biosynthesis; D052247:Nitric Oxide Synthase Type II / Q000037:antagonists & inhibitors*; D019906:Nuclear Magnetic Resonance, Biomolecular; D027343:Rhizome / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D004365:Drugs, Chinese Herbal; D008070:Lipopolysaccharides; D039821:Monoterpenes; D012717:Sesquiterpenes; D009569:Nitric Oxide; D052247:Nitric Oxide Synthase Type II