title: New ursane-type triterpene with NO production suppressing activity from Nauclea officinalis.
abstract: Two new ursane-type triterpenes, named as 3β, 19α, 23, 24-tetrahydroxyurs-12-en-28-oic acid (1) and 2β, 3β, 19α, 24-tetrahydroxyurs-12-en-28-oic acid (2), together with two known triterpenoids, 3-oxo-urs-12-ene-27, 28-dioic acid (3) and quinovic acid-3-β-rhamnopyranoside (4), were isolated from the stems (with barks) of Nauclea officinalis. The structures of 1 and 2 were determined by the combined use of single-crystal X-ray diffraction and spectroscopic data analysis. The inhibitory activities on nitric oxide (NO) production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells were examined, and compound 1 was found to inhibit NO production, with the IC(50) value of 4.8 μM.
authors.affiliation: Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China.
authors.forename: Jia-Yi
authors.initials: JY
authors.lastname: Tao
authors.forename: Sheng-Jun
authors.initials: SJ
authors.lastname: Dai
authors.forename: Feng
authors.initials: F
authors.lastname: Zhao
authors.forename: Jun-Feng
authors.initials: JF
authors.lastname: Liu
authors.forename: Wei-Shuo
authors.initials: WS
authors.lastname: Fang
authors.forename: Ke
authors.initials: K
authors.lastname: Liu
mesh_terms: D000818:Animals; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis*; D053978:Pentacyclic Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D024301:Plant Bark / Q000737:chemistry; D019666:Rubiaceae / Q000737:chemistry*
chemical_list: C570927:2beta,3beta,19alpha,24-tetrahydroxyurs-12-en-28-oic acid; D004365:Drugs, Chinese Herbal; D008070:Lipopolysaccharides; D053978:Pentacyclic Triterpenes; D009569:Nitric Oxide