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Journal of Wood Science

, Volume 47, Issue 6, pp 476–482 | Cite as

Lignans ofChamaecyparis obtusa

  • Naohiro Takaku
  • Don-Ha Choi
  • Keigo Mikame
  • Tomoya Okunishi
  • Shiro Suzuki
  • Hideo Ohashi
  • Toshiaki UmezawaEmail author
  • Mikio Shimada
Original Article
  • 357 Downloads

Abstract

Heartwood ofChamaecyparis obtusa contains significant amounts of a dibenzylbutyrolactone lignan, hinokinin (8). This investigation demonstrated that the contents of 8 and a norlignan, hinokiresinol (12), were higher in the heartwood region than in the sapwood, indicating their nature of being heartwood extractives. Eleven lignans — xanthoxylol (1), 7-oxohinokinin (2), savinin (3), dihydrosesamin (4), isoactifolin (5), sesamin (6), piperitol (7), hinokinin (8), pluviatolide (9), haplomyrfolin (10), and rnatairesinol (11) — were isolated from young shoots ofChamaecyparis obtusa cv. Breviramea. Eight lignans (1, 2, 4, 5, 7, 9,10, and11) were isolated from this plant for the first time. Chiral high-performance liquid Chromatographie analysis showed that8, 9, 10, and11, were found to be levorotatory and optically pure (>99% e.e.). Based on the chemical structures of the isolated lignans, possible biosynthetic pathways of8 are discussed.

Key words

Lignan Stereochemistry Chamaecyparis obtusa Chamaecyparis obtusa cv. Breviramea Heartwood 

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Copyright information

© The Japan Wood Research Society 2001

Authors and Affiliations

  • Naohiro Takaku
    • 1
  • Don-Ha Choi
    • 1
    • 3
  • Keigo Mikame
    • 1
  • Tomoya Okunishi
    • 1
  • Shiro Suzuki
    • 1
  • Hideo Ohashi
    • 2
  • Toshiaki Umezawa
    • 1
    Email author
  • Mikio Shimada
    • 1
  1. 1.Laboratory of Biochemical Control, Wood Research InstituteKyoto UniversityKyotoJapan
  2. 2.Faculty of AgricultureGifu UniversityGifuJapan
  3. 3.Korea Forest Research InstituteSeoulKorea

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