Terpenoid- and Phenyl Propanoid-Glycosides Isolated from Leaves of Hiba (Thujopsis dolabrata SEIB. et ZUCC.).

• OBATA Takao

  Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University

• SAWABE Akiyoshi

  Institute for Comprehensive Agricultural Sciences, Kinki University

• MORITA Masanori

  Kinki University Joint Research Center

• YAMASHITA Natsuki

  Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University

• MATSUBARA Yoshiharu

  Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University

Bibliographic Information

Other Title

• ヒバ (<I>Thujopsis dolabrata</I> SEIB. et ZUCC.) の葉から単離されたテルペノイド-およびフェニルプロパノイド-配糖体
• Terpenoid and Phenyl Propanoid Glycosid

Abstract

Three terpenoid glycosides and seven phenyl propanoid glycosides were isolated from the leaves of Hiba (Thujopsis dolabrata SEIB. et ZUCC., Asunaro), and their structures were determined based on UV, MS, ¹H-NMR and ¹³C-NMR spectroscopic data. The structures were vomifoliol 9-O-β-D-glucopyranoside (1), (6R, 7E, 9R) -9-hydroxymegastigma-4, 7-dien-3-one-9-O-β-D- glucopyranoside (2), (2E, 6R) -2, 6-dimethyl-2, 7-octadien-6-ol-1-O-β-D-glucopyranoside (3), coniferin (4), 2, 3-dihydro-2- (4'-α-L- rhamnopyranosyl-3-methoxyphenyl) -3-hydroxymethyl-7-methoxy-5-benzofuran propanol (5), 2, 3- dihydro-2- (4' -β-D-glucopyranosyl-3' -methoxyphenyl) -3-hydoxymethyl-7-methoxy-5-benzofuran propanol (6), 2, 3-dihydro-2- (4' -β-D-glucopyranosyl-3' -methoxyphenyl) -3-hydoxymethyl-7-hydroxy-5-benzofuran propanol (7), 2, 3-dihydro-2- (4' -hydroxy-3' -methoxyphenyl) -3-hydroxymethyl-7-methoxy-5- 3-O-α-rhamnopyranosylpropan benzofuran (8), 2, 3-dihydro-2- (4' -hydroxy -3' -methoxyphenyl) -3- hydroxymethyl-7-hydroxy-5- (3-O-α-rhamnopyranosylpropan) benzofuran (9), and 1- (4-hydroxy-3-methoxyphenyl) -2- {2-hydroxy-4- (3-O-α-rhamnopyranosylpropan) phenoxy} propan-1, 3-diol (10). Compounds 1 and 3 were found to have no effect on the germination of lettuce. Compounds 110 were detected in the leaves of Hiba for the first time in this study.

Journal

• Journal of Japan Oil Chemists' Society

  Journal of Japan Oil Chemists' Society 46 (2), 139-144, 1997

  Japan Oil Chemists' Society

Keywords

• terpenoid glycosides
• phenyl propanoid glycosides
• Hiba
• Thujopsis dolabrata
• bioassay

Details

• CRID: 1390001204091378432
• NII Article ID: 10002271805
• NII Book ID: AN10512582
• DOI: 10.5650/jos1996.46.139
• ISSN: 18841996
• ISSN: 13418327
• NDL BIB ID: 4150532
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4150532
• Web Site: https://www.jstage.jst.go.jp/article/jos1996/46/2/46_2_139/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed