一种从鱼鳞云杉茎皮中分离得到的新的半日花烷型二萜。

A new seco-abietane-type diterpene from the stem bark of Picea glehni.

作者信息

Tanaka Reiko, Wada Shun-ichi, Kinouchi Yoshitaka, Tokuda Harukuni, Matsunaga Shunyo

出版信息

Planta Med. 2004 Sep;70(9):877-80. doi: 10.1055/s-2004-827241.

DOI:10.1055/s-2004-827241

Abstract

A new seco-abietane-type diterpenoid, 13S-hydroxy-9-oxo-9,10-seco-abiet-8(14)-en-18,10alpha-olide (1) along with a known lignan compound, pinoresinol (2) was isolated from the stem bark of Picea glehni (Fr. Schm.) Masters. Spectroscopic methods and chemical conversions were used to establish the structure of 1. In order to assess their cancer chemopreventive potential, the inhibition of Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol 13-acetate (TPA) was examined for compound 1, its synthetic analogue, 9,10-seco-8S,13S-epoxy-abiet-8(14)-en-18,10alpha-olide (la) and 2. The inhibitory effect of la on EBV-EA induction was strong (0, 20.7, 67.1 and 89.2 % inhibition at 1000, 500,100 and 10 mol ratio/TPA). The IC50 of la was 226 mol ratio/32 pmol/TPA.

摘要

从鱼鳞云杉（Picea glehni (Fr. Schm.) Masters）的茎皮中分离出一种新的海松烷型二萜化合物13S-羟基-9-氧代-9,10-断海松-8(14)-烯-18,10α-内酯（1）以及一种已知的木脂素化合物松脂醇（2）。采用光谱方法和化学转化手段确定了化合物1的结构。为了评估它们的癌症化学预防潜力，检测了化合物1、其合成类似物9,10-断-8S,13S-环氧海松-8(14)-烯-18,10α-内酯（1a）和化合物2对12-O-十四烷酰佛波醇13-乙酸酯（TPA）诱导的爱泼斯坦-巴尔病毒早期抗原（EBV-EA）激活的抑制作用。1a对EBV-EA诱导的抑制作用很强（在1000、500、100和10摩尔比/TPA时，抑制率分别为0、20.7%、67.1%和89.2%）。1a的IC50为226摩尔比/32皮摩尔/TPA。