title: Characterization and NO inhibitory activities of chemical constituents from an edible plant Petasites tatewakianus.
abstract: Petasites tatewakianus is an edible plant belonging to the family Compositae. In our continuous search for NO inhibitors, which may be useful for the development of anti-inflammatory agents, the chemical constituents of the leaves of the edible plant P. tatewakianus were investigated. This phytochemical investigation led to the isolation of 3 new (1-3) and 10 known (4-13) sesquiterpenes and 2 other types of known compounds (14 and 15). Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic data analyses, and the absolute configurations of compounds 1 and 3 were confirmed by comparing their experimental CD spectra with those calculated by the time-dependent density functional theory (TDDFT) method. The following biological studies disclosed that these isolated compounds showed inhibitory activities on LPS-induced NO production in murine microglial BV-2 cells. The results of our phytochemical investigation, including two new bakkenolide sesquiterpenes (1 and 2), one new sesquiterpene with an unusual carbon skeleton (3), and the first report of compounds 5-7 and 10-15 from this species, further revealed the chemical composition of P. tatewakianus as an edible plant, and the biological studies implied that P. tatewakianus, containing bioactive substances with the inhibitory activities of NO production, was potentially beneficial to human health.
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, ‡Tianjin Key Laboratory of Molecular Drug Research, and ⊥School of Medicine, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Meicheng
authors.initials: M
authors.lastname: Wang
authors.forename: Qiang
authors.initials: Q
authors.lastname: Zhang
authors.forename: Hao
authors.initials: H
authors.lastname: Wang
authors.forename: Quanhui
authors.initials: Q
authors.lastname: Ren
authors.forename: Yihang
authors.initials: Y
authors.lastname: Sun
authors.forename: Chunfeng
authors.initials: C
authors.lastname: Xie
authors.forename: Jing
authors.initials: J
authors.lastname: Xu
authors.forename: Da-Qing
authors.initials: DQ
authors.lastname: Jin
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Ohizumi
authors.forename: Yuanqiang
authors.initials: Y
authors.lastname: Guo
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification; D002460:Cell Line; D051379:Mice; D017628:Microglia / Q000187:drug effects / Q000276:immunology; D015394:Molecular Structure; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000276:immunology; D036901:Petasites / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification; D010945:Plants, Edible / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D010936:Plant Extracts; D009569:Nitric Oxide
keywords: NO inhibitory activities; Petasites tatewakianus; TDDFT CD calculations; edible plant; sesquiterpenes