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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (05): 797-803. 上一篇    下一篇

综述与进展

片螺素D (LMD)及其衍生物的研究进展

由业诚*,a,b，胡代花a,b，李德鹏a,b，王爱玲a,b，于小松a,b   

  1. (a大连大学环境与化学工程学院 大连 116622)
    (b大连大学辽宁省生物有机化学重点实验室 大连 116622)
  • 收稿日期:2007-07-20 修回日期:2007-09-24 发布日期:2008-05-20
  • 通讯作者: 由业诚

Recent Research Progress in Lamellarin D and Its Derivatives

YOU Ye-Cheng*,a,b,HU Dai-Huaa,b,LI De-Penga,b
WANG Ai-Linga,b,YU Xiao-Songa,b   

  1. (a College of Environment and Chemical Engineering, Dalian University, Dalian 116622)
    (b Liaoning Key Laboratory of Bio-organic Chemistry, Dalian Univer-sity, Dalian 116622)
  • Received:2007-07-20 Revised:2007-09-24 Published:2008-05-20
  • Contact: YOU Ye-Cheng

PDF

1385

被引次数

17

片螺素(Lamellarins)是一类从前腮亚纲软体动物中分离的具有较强生物活性的海洋吡咯生物碱, 迄今已发现40余种. 片螺素D (LMD)是片螺素系列化合物中生物活性最强的, 是继喜树碱(CPT)之后的一种新的拓扑异构酶1抑制剂, 对一系列癌细胞具有很强的细胞毒性, 并作用于细胞线粒体, 影响细胞周期, 诱导细胞凋亡. 结合作者的研究工作, 综述了LMD及其衍生物的最新研究进展, 重点介绍其化学合成(包括合成中心吡咯环和以吡咯环为中心的两大类合成方法), 并展望了该领域今后的发展趋势.

关键词: 片螺素D, 生物碱, 合成, 细胞毒性, 拓扑异构酶1抑制剂

Lamellarins are a group of marine active pyrrole alkaloids isolated from prosobranch mollusks. So far, over 40 lamellarins have been isolated and identified. As the best known member in this series, lamellarin D (LMD) exhibits a significant cytotoxicity against a large panel of cancer cell lines and is a potential non-CPT (camptothecin) topoisomerase 1 poison. It affects cell cycle and acts on cancer cell mitochondria to induce apoptosia. The recent progress in LMD and its derivatives is reviewed in this paper based upon authors’ work. The synthesis of LMD and its derivatives is emphatically introduced, including two major methods (synthesizing the core pyrrole ring as well as starting from pyrrole ring). Furthermore, some promising research trends are proposed.

Key words: alkaloid, cytotoxicity, chemical synthesis, topoisomerase 1 inhibitor, lamellarin D