岳桦茎皮中齐墩果烷型三萜类化合物的癌症化学预防活性

Cancer chemopreventive activity of oleanane-type triterpenoids from the stem bark of Betula ermanii.

作者信息

Yamaguchi Chiharu, In Yasuko, Wada Shun-ichi, Yamada Takeshi, Tokuda Harukuni, Tanaka Reiko

机构信息

Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, Takatsuki, Osaka, Japan.

出版信息

Chem Biodivers. 2009 Jul;6(7):1093-100. doi: 10.1002/cbdv.200800266.

DOI:10.1002/cbdv.200800266

PMID:19623559

Abstract

In search for cancer chemopreventive agents from natural sources, three oleanane- and four known lupane-type triterpenoids, and sitosterol from the stem bark of Betula ermanii were tested for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). Among them, 3beta-acetoxy-12alpha-hydroxyoleanan-13beta,28-olide (1) and 3beta-acetoxy-11alpha,12alpha-epoxyoleanan-13beta,28-olide (2) were investigated for the inhibitory effect in a two-stage carcinogenesis test on mouse skin using 7,12-dimethylbenz[a]anthracene (DMBA) as an initiator and TPA as a promoter. 3beta-Acetoxy-11alpha,12alpha-epoxyoleanan-13beta,28-olide (2) was found to exhibit the potent antitumor promoting activity in the in vivo carcinogenesis test.

摘要

为了从天然来源寻找癌症化学预防剂，对来自岳桦茎皮的三种齐墩果烷型和四种已知的羽扇豆烷型三萜类化合物以及甾醇进行了测试，考察它们对12-O-十四酰佛波醇-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。其中，3β-乙酰氧基-12α-羟基齐墩果烷-13β,28-内酯（1）和3β-乙酰氧基-11α,12α-环氧齐墩果烷-13β,28-内酯（2）在以7,12-二甲基苯并[a]蒽（DMBA）为引发剂、TPA为促癌剂的小鼠皮肤两阶段致癌试验中考察了其抑制作用。在体内致癌试验中发现3β-乙酰氧基-11α,12α-环氧齐墩果烷-13β,28-内酯（2）具有较强的抗肿瘤促癌活性。