title: Anti-inflammatory ursane- and oleanane-type triterpenoids from Vitex negundo var. cannabifolia.
abstract: Six new polyoxygenated triterpenoids, cannabifolins A-F (1-6), and eight known triterpenoids, 7-14, were isolated from the leaves of Vitex negundo var. cannabifolia. The absolute configuration of cannabifolin A (1) was determined by single-crystal X-ray crystallographic analysis. Compounds 1 and 2 represent a class of rare natural pentacyclic triterpenoids bearing cis-fused C/D rings and are the first examples of 12,19-epoxy ursane- and oleanane-type triterpenoids. Compounds 3, 7, 8, and 14 exhibited inhibition of nitric oxide production in lipopolysaccharide-induced RAW 264.7 macrophages with IC50 values in the range 24.9-40.5 μM.
authors.affiliation: Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine , Beijing 100029, People's Republic of China.
authors.forename: Man-Man
authors.initials: MM
authors.lastname: Li
authors.forename: Xiao-Qin
authors.initials: XQ
authors.lastname: Su
authors.forename: Jing
authors.initials: J
authors.lastname: Sun
authors.forename: Yu-Fan
authors.initials: YF
authors.lastname: Gu
authors.forename: Zheng
authors.initials: Z
authors.lastname: Huang
authors.forename: Ke-Wu
authors.initials: KW
authors.lastname: Zeng
authors.forename: Qian
authors.initials: Q
authors.lastname: Zhang
authors.forename: Yun-Fang
authors.initials: YF
authors.lastname: Zhao
authors.forename: Daneel
authors.initials: D
authors.lastname: Ferreira
authors.forename: Jordan K
authors.initials: JK
authors.lastname: Zjawiony
authors.forename: Jun
authors.initials: J
authors.lastname: Li
authors.forename: Peng-Fei
authors.initials: PF
authors.lastname: Tu
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004365:Drugs, Chinese Herbal / Q000737:chemistry; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D008968:Molecular Conformation; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D020950:Vitex / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D004365:Drugs, Chinese Herbal; D008070:Lipopolysaccharides; C413246:oleanane; D009569:Nitric Oxide; D009828:Oleanolic Acid