title: Neurite outgrowth-promoting active constituents of the Japanese cypress (Chamaecyparis obtusa).
abstract: In the screening of biologically active constituents from woody plants, the methanol extract of leaves of Chamaecyparis obtusa showed potent neurite outgrowth-promoting activity in neuronal PC12 cells. The ethyl acetate-soluble fraction of the methanol extract showed potent activity and was separated by means of various chromatographic methods to give the two new compounds 1 and 2, as well as 11 known lignan and sesquiterpene derivatives. The structures of the new compounds were determined to be 9-O-acetyldihydrosesamin (1) and 9-O-(11-hydroxyeudesman-4-yl)dihydrosesamin (2), respectively, in NMR studies including 2D-NMR experiments. Of the 13 compounds, the known compound hinokinin (5) and the new compound 2 showed potent neurite outgrowth-promoting activity in PC 12 cells.
authors.affiliation: Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, Hiroshima, Japan. kuroyang@pu-hiroshim.ac.jp
authors.forename: Masanori
authors.initials: M
authors.lastname: Kuroyanagi
authors.forename: Ryuya
authors.initials: R
authors.lastname: Ikeda
authors.forename: Hui Yuan
authors.initials: HY
authors.lastname: Gao
authors.forename: Norio
authors.initials: N
authors.lastname: Muto
authors.forename: Keisuke
authors.initials: K
authors.lastname: Otaki
authors.forename: Toshikazu
authors.initials: T
authors.lastname: Sano
authors.forename: Nobuo
authors.initials: N
authors.lastname: Kawahara
authors.forename: Takahisa
authors.initials: T
authors.lastname: Nakane
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D052117:Benzodioxoles; D029780:Chamaecyparis / Q000737:chemistry*; D004149:Dioxoles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D020932:Nerve Growth Factor / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D016501:Neurites / Q000187:drug effects*; D016716:PC12 Cells; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D051381:Rats
chemical_list: C525686:9-O-(11-hydroxyeudesman-4-yl)dihydrosesamin; C525685:9-O-acetyldihydrosesamin; D052117:Benzodioxoles; D004149:Dioxoles; D017705:Lignans; C475934:hinokinin; D020932:Nerve Growth Factor; D015107:4-Butyrolactone