高等学校化学学报 ›› 2015, Vol. 36 ›› Issue (6): 1100.doi: 10.7503/cjcu20141145

• 有机化学 • 上一篇    下一篇

蒽醌类亲脂性阳离子的合成及抗癌活性

刘丹1, 胡秀芳1, 郑艳艳1, 潘鹤1, 罗舒维1, 洪芳1, 赵文娜1, 姜美红1, 祝云辉1, 邵敬伟1, 王文峰1,2()   

  1. 1. 福州大学化学学院
    2. 能源与环境光催化国家重点实验室, 福州 350108
  • 收稿日期:2014-12-31 出版日期:2015-06-10 发布日期:2015-05-15
  • 作者简介:联系人简介: 王文峰, 男, 博士, 教授, 主要从事药物合成研究. E-mail:wangwf@fzu.edu.cn
  • 基金资助:
    国家基础科学人才培养基金(批准号: J1103303)和福建省自然科学基金(批准号: 2013J01361)资助

Synthesis of Lipiophilic Cations of Anthraquinone and Their Anticancer Activities

LIU Dan1, HU Xiufang1, ZHENG Yanyan1, PAN He1, LUO Shuwei1, HONG Fang1, ZHAO Wenna1, JIANG Meihong1, ZHU Yunhui1, SHAO Jingwei1, WANG Wenfeng1,2,*()   

  1. 1. College of Chemistry
    2. State Key Laboratory of Photocatalysis on Energy and Environment,Fuzhou University, Fuzhou 350108, China
  • Received:2014-12-31 Online:2015-06-10 Published:2015-05-15
  • Contact: WANG Wenfeng E-mail:wangwf@fzu.edu.cn
  • Supported by:
    † Supported by the National Natural Science Foundation of China(No.J1103303) and the Natural Science Foundation of Fujian Province, China(No.2013J01361)

摘要:

合成了7个大黄素季铵盐、 2个芦荟大黄素季铵盐、 1个水溶性大黄素季铵盐和1个α-萘酚醌苯基甲烷季铵盐化合物, 并测试了其抗癌活性. 含有1条长碳链的大黄素季铵盐的抗癌活性很低, 但是含有2条长碳链的大黄素和芦荟大黄素季铵盐的抗癌活性较好. 用亲水性的长链替代季铵盐中亲脂性的长碳链会导致大黄素季铵盐失去抗癌活性. α-萘酚醌苯基甲烷季铵盐显示了中等的抗癌活性, 表明在具有电子传递能力的分子中引入亲脂性的长碳链季铵盐可以增加其抗癌活性.

关键词: 大黄素, 芦荟大黄素, 亲脂性阳离子, 抗癌活性

Abstract:

Seven emodin quaternary ammonium salts, two aloe emodin quaternary ammonium salts, one water soluble emodin quaternary ammonium as well as a quaternary ammonium salt of α-naphtholbenzein were synthesized and the in vitro anticancer activities were tested. Emodin quaternary ammonium salts containing one long carbon chain showed very low anticancer activities, and emodin and aloe emodin quaternary ammonium salts containing two carbon chains exhibited high anticancer activities. Using hydrophilic long chains to replace lipiophilic long carbon chains made emodin quaternary ammonium salts lose anticancer activities. Quaternary ammonium salt of α-naphtholbenzein showed a moderate anticancer activity, which indicated that the introduction of lipiophilic cations to a molecule with ability to transfer electrons could increase its anticancer activity.

Key words: Emodin, Aloe emodin, Lipiophilic cation, Anticancer activity

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