title: Guaiane-type sesquiterpenes from Curcuma phaeocaulis and their inhibitory effects on nitric oxide production.
abstract: Ten new guaiane-type sesquiterpenes (1-10), phaeocaulisins A-J, and 18 known guaiane derivatives were isolated from rhizomes of Curcuma phaeocaulis. Their structures were established on the basis of extensive spectroscopic analyses, X-ray crystallographic analysis, and comparison with literature data. Compound 10 is the first example of a norsesquiterpene with this unusual skeleton isolated from the genus Curcuma. All of the isolated compounds were tested for inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages. Compounds 1, 2, 20, and 22-24 inhibited nitric oxide production with IC50 values less than 2 μM. Preliminary structure-activity relationships for these compounds are discussed.
authors.affiliation: Department of Natural Products Chemistry, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
authors.forename: Yue
authors.initials: Y
authors.lastname: Liu
authors.forename: JiangHao
authors.initials: J
authors.lastname: Ma
authors.forename: Qian
authors.initials: Q
authors.lastname: Zhao
authors.forename: ChunRu
authors.initials: C
authors.lastname: Liao
authors.forename: LiQin
authors.initials: L
authors.lastname: Ding
authors.forename: LiXia
authors.initials: L
authors.lastname: Chen
authors.forename: Feng
authors.initials: F
authors.lastname: Zhao
authors.forename: Feng
authors.initials: F
authors.lastname: Qiu
mesh_terms: 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; D008264:Macrophages / Q000187:drug effects; D015394:Molecular Structure; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000096:biosynthesis*; D019906:Nuclear Magnetic Resonance, Biomolecular; D027343:Rhizome / Q000737:chemistry; D045789:Sesquiterpenes, Guaiane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D004365:Drugs, Chinese Herbal; D008070:Lipopolysaccharides; D045789:Sesquiterpenes, Guaiane; D009569:Nitric Oxide