高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

一系列新型三环二萜的合成与抗肿瘤活性研究

熊轶1, 王奎武1, 潘远江1, 孙红祥2   

    1. 浙江大学化学系,
    2. 动物科学学院, 杭州 310027
  • 收稿日期:2005-10-17 修回日期:1900-01-01 出版日期:2006-11-10 发布日期:2006-11-10
  • 通讯作者: 潘远江

Synthesis and Anti-tumor Activities of a Series of Novel Tricycle Diterpenes

XIONG Yi1, WANG Kui-Wu1, PAN Yuan-Jiang1, SUN Hong-Xiang2   

    1. Department of Chemistry,
    2. College of Animal Science, Zhejiang University, Hangzhou 310027, China
  • Received:2005-10-17 Revised:1900-01-01 Online:2006-11-10 Published:2006-11-10
  • Contact: PAN Yuan-Jiang

PDF (PC)

被引次数

20

摘要： 对活性天然产物(+)-7-deoxynimbidiol非对映异构体的外消旋体cis-(±)-7-deoxynimbidiol进行了合成和衍生, 共得到了8个新型三环二萜化合物; 对合成的新化合物进行了抗肿瘤活性的实验研究, 其中化合物5d对人体乳腺癌瘤株MCF7表现出了较强的抑制作用(IC50=7.49 μg/mL), 可能作为新型抗肿瘤药物先导化合物.

关键词: 三环二萜, 合成, 抗肿瘤活性

Abstract: The tri-ring diterpenes with trans-configuration showed the antitumor potency from many previous inverstigations, but the research for the tri-ring diterpene with cis-configuration has not been regarded so far. During our chemical studies on the bioactive compounds from the plants, a novel tri-ring diterpene (+)-7-deoxynimbidiol which attracts our intensive interest for its good anti-tumor activity was isolated from Celastrus hypoleucus. cis-(±)-7-Deoxynimbidiol(compound 4), the diastereoisomer of (+)-7-deoxynimbidiol, was total synthesized via eight-step reactions with geranic acid as the starting material, and modified by etherification of the phenolic hydroxyl with the substituted benzyl bromide. Eight novel tri-ring diterpenes(compounds 5a—5h) were obtained. The anti-tumor activities of all the new compounds were evaluated. Compound 5d was found to have potency against the cultured human-tumor cell line MCF7(IC50=7.49 μg/mL). The fluorine atom on the benzyl group was speculated to enhancethe anti-tumor activities.

Key words: Tri-ring diterpene, Synthesis, Anti-tumor act ivity

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