Neurite Outgrowth-Promoting Active Constituents of the Japanese Cypress (Chamaecyparis obtusa)

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  • Kuroyanagi Masanori
    Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima
  • Ikeda Ryuya
    Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima
  • Gao Hui Yuan
    School of Traditional Chinese Medicines, Shenyang Pharaceutical University
  • Muto Norio
    Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima
  • Otaki Keisuke
    Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima
  • Sano Toshikazu
    Hiroshima Prefectural Forestry Research Center
  • Kawahara Nobuo
    National Institute of Health Sciences
  • Nakane Takahisa
    Showa Pharmaceutical University

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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.

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