title: A new quinolone and other constituents from the fruits of Tetradium ruticarpum: effects on neutrophil pro-inflammatory responses.
abstract: The fruit of Tetradium ruticarpum is widely used in healthcare products for the improvement of blood circulation, headache, abdominal pain, amenorrhea, chill limbs, migraine, and nausea. A new quinolone, 2-[(6Z,9Z)-pentadeca-6,9-dienyl]quinolin-4(1H)-one (1), has been isolated from the fruits of T. ruticarpum, together with eleven known compounds. The structure of the new compound was determined by NMR and MS analyses. Rutaecarpine (4), evodiamine (5), and skimmianine (7) exhibited inhibition (IC(50) < or = 20.9 microM) of O2(.-) generation by human neutrophils in response to N-formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB). In addition, 1, evocarpine (2), 4, 7, and evodol (8) inhibited fMLP/CB-induced elastase release with IC(50) values < or =14.4 microM.
authors.affiliation: Graduate Institute of Pharmaceutical Chemistry, College of Pharmacy, China Medical University, Taichung 404, Taiwan.
authors.forename: Tzu-Ying
authors.initials: TY
authors.lastname: Wang
authors.forename: Jin-Bin
authors.initials: JB
authors.lastname: Wu
authors.forename: Tsong-Long
authors.initials: TL
authors.lastname: Hwang
authors.forename: Yueh-Hsiung
authors.initials: YH
authors.lastname: Kuo
authors.forename: Jih-Jung
authors.initials: JJ
authors.lastname: Chen
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D032086:Evodia / Q000737:chemistry*; D005638:Fruit / Q000737:chemistry*; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects* / Q000276:immunology; D010196:Pancreatic Elastase / Q000037:antagonists & inhibitors / Q000276:immunology; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D011799:Quinazolines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D011804:Quinolines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D015363:Quinolones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D013481:Superoxides / Q000276:immunology; D052999:Quinazolinones
chemical_list: D000893:Anti-Inflammatory Agents; D026121:Indole Alkaloids; D010196:Pancreatic Elastase; D010936:Plant Extracts; D011799:Quinazolines; D011804:Quinolines; D015363:Quinolones; D013481:Superoxides; C035932:skimmianine; C028632:rutecarpine; D052999:Quinazolinones; C049639:evodiamine