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Planta Med 2001; 67(1): 55-60
DOI: 10.1055/s-2001-10873
Original Paper
Georg Thieme Verlag Stuttgart · New York

Abietane Diterpenoids from the Cones of Larix kaempferi and their Inhibitory Effects on Epstein-Barr Virus Activation

Hironori Ohtsu1 , Reiko Tanaka1,*, Yasuko In1 , Shunyo Matsunaga1 , Harukuni Tokuda2 , Hoyoku Nishino2
  • 1 Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, Takatsuki, Osaka, Japan
  • 1 Department of Biochemistry, Kyoto Prefectural University of Medicine, Kyoto, Japan
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Publication History

Publication Date:
31 December 2001 (online)

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Abstract

Four known (1 - 3, 8) and four new abietane diterpenes, 15-hydroxy-8α,14α,12α,13α-diepoxyabietan-18-oic acid (4), 7α,8α,13β,14β-diepoxyabietan-18-oic acid (5), 18-nor-abieta-8,11,13-triene-4α,7α,15-triol (6), and abieta-8,11,13-triene-7α,15,18-triol (7) were isolated from the CHCl3 extract of the cones of Larix kaempferi. A known compound, 13,14-seco-13,14-dioxoabiet-13-en-18-oic acid (8) was isolated from natural sources for the first time. Their structures were determined by chemical and spectroscopic methods including 1D and 2D NMR techniques. The absolute stereostructure of 5 was determined by X-ray crystallographic analysis. The inhibitory effects of these compounds on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter, 12-O-tetradecanoylphorbol-13-acetate (TPA), were examined as a primary screening for antitumor promotors.

Key words

Larix kaempferi - Pinaceae - cones - abietane - EBV-EA activation - antitumor promotors

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D. Ph. Reiko Tanaka

Osaka University of Pharmaceutical Sciences

4-20-1 Nasahara, Takatsuki

Osaka 569-1094

Japan

Email: tanakar@oysun01.oups.ac.jp

Phone: +81-726-90-1084