Planta Med 2003; 69(11): 1041-1047
DOI: 10.1055/s-2003-45153
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Two New Anti-Tumor Promoting Serratane-Type Triterpenoids from the Stem Bark of Picea jezoensis var. jezoensis

Reiko Tanaka1 , Yohei Ishikawa1 , Toshifumi Minami1 , Katsuhiko Minoura1 , Harukuni Tokuda2 , Shunyo Matsunaga1
  • 1Osaka University of Pharmaceutical Sciences, Osaka, Japan
  • 2Kyoto Prefectural University of Medicine, Kyoto, Japan
This study was supported by a Grant-in-Aid for High Technology from the Ministry of Education, Science, Sports and Culture, Japan
Weitere Informationen

Publikationsverlauf

Received: May 15, 2003

Accepted: August 10, 2003

Publikationsdatum:
09. Januar 2004 (online)

Abstract

Two new serratane-type triterpenoids, 1 and 2, were isolated from the stem bark of Picea jezoensis Carr. var. jezoensis (Pinaceae). Their structures were determined to be 3β-methoxyserrat-13-en-21β-ol (1) and 13β, l4β-epoxy-3β-methoxyserratan-21β-ol (2) on the basis of spectroscopic methods and partial syntheses. Compounds 1 and 2 and their acetates were screened as potential anti-tumor promoters by using the in vitro short-term 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced Epstein-Barr virus early antigen (EBV-EA) activation assay. IC50 value evaluation showed that compound 1 was more effective than others. In addition, compounds 1 and 2 were examined for anti-tumor promoting activities in a two-stage carcinogenesis assay of mouse skin tumors induced by 7,12-dimethylbenz[a]anthracene (DMBA) as an initiator and TPA as a promoter. Compounds 1 and 2 exhibited significant anti-tumor promoting effects on mouse skin carcinogenesis.

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Dr. Reiko Tanaka

Department of Medicinal Chemistry

4-20-1 Nasahara

Takatsuki

Osaka 569-1094

Japan

Telefon: and Fax: +81-726-90-1084

eMail: tanakar@gly.oups.ac.jp