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Journal of Wood Science

, Volume 49, Issue 1, pp 0053–0058 | Cite as

Novel stilbenoids isolated from the heartwood of Shorea laeviforia

  • Y. Hiramo
  • R. Kondo
  • K. Sakai
ORIGINAL ARTICLE

Abstract

 Two novel stilbenoids, laevifonol (an ε-viniferin-ascorbic acid hybrid compound) and laevifoside (an O-glucoside of ampelopsin A) were isolated from the heartwood of Shorea laeviforia. Their structures were elucidated by nuclear magnetic resonance spectroscopic evidence including HMQC, HMBC, and NOESY. The novel compounds and other known stilbenoids from S. laeviforia were evaluated for inhibitory activity against rat liver 5α-reductase. Positive inhibitory activities were observed in resveratrol dimers and tetramers. No inhibitory activity was detected in laevifonol and ampelopsin A glucosides, laevifoside, or hemsleyanoside, whereas inhibitory activity was seen in their aglycon. These results suggest that the hydrophilic moiety in these compounds may inhibit action with the hydrophobic active site of the enzyme.

Key words Shorea laeviforia ε-Viniferin–ascorbic acid hybrid Ampelopsin A O-glucoside Oligostilbenes Rat liver 5α-reductase inhibitor 

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Copyright information

© The Japan Wood Research Society 2003

Authors and Affiliations

  • Y. Hiramo
    • 1
  • R. Kondo
    • 2
  • K. Sakai
    • 2
  1. 1.Interior Design Research Institute, Fukuoka Industrial Technology Center, 405-3 Agemaki, Okawa, Fukuoka 831-0031, Japan Tel. +81-944-86-3259; Fax +81-944-86-4744 e-mail: hirano@fitc.pref.fukuoka.jpJP
  2. 2.Department of Forest and Forest Products Sciences, Faculty of Agriculture, Kyushu University, Fukuoka 812-8581, JapanJP

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