title: Nitric oxide scavenging lignans from Vitex negundo seeds.
abstract: A new phenyldihydronaphthalene-type lignan, vitexdoin A (1), a new phenylnaphthalene-type lignan alkaloid, vitedoamine B (2), four new phenylnaphthalene-type lignans, vitexdoins B-E (3-6), and four known lignan derivatives (7-10) were isolated from Vitex negundo seeds. Their structures were elucidated by detailed analyses of NMR, IR, and MS data. The ability of the isolates to prevent nitric oxide (NO) production by LPS-stimulated RAW 264.7 macrophages in a concentration-dependent manner was also studied. Compounds 5, 6, and 9 were among the most potent NO production inhibitors, with IC(50) values of 0.13, 0.15, and 0.11 microM, respectively. The introduction of free hydroxy groups plays a vital role in the potency of these compounds.
authors.affiliation: Department of Pharmacognosy, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai, People's Republic of China.
authors.forename: Cheng-Jian
authors.initials: CJ
authors.lastname: Zheng
authors.forename: Bao-Kang
authors.initials: BK
authors.lastname: Huang
authors.forename: Ting
authors.initials: T
authors.lastname: Han
authors.forename: Qiao-Yan
authors.initials: QY
authors.lastname: Zhang
authors.forename: Hong
authors.initials: H
authors.lastname: Zhang
authors.forename: Khalid
authors.initials: K
authors.lastname: Rahman
authors.forename: Lu-Ping
authors.initials: LP
authors.lastname: Qin
mesh_terms: D000818:Animals; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D012639:Seeds / Q000737:chemistry; D013329:Structure-Activity Relationship; D020950:Vitex / Q000737:chemistry*
chemical_list: D017705:Lignans; D008070:Lipopolysaccharides; C544282:vitedoamine B; C544281:vitexdoin A; D009569:Nitric Oxide