高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (6): 1172.

• 研究论文 • 上一篇    下一篇

藤黄酸氧化类似物的合成及抗肿瘤活性的二维定量构效关系

王进欣1, 杨燕1, 马俊海1, 张磊1, 郭青龙2, 尤启冬1,2   

  1. 1. 中国药科大学药物化学教研室,
    2. 江苏省肿瘤的发生与干预重点实验室, 南京 210009
  • 收稿日期:2009-07-03 出版日期:2010-06-10 发布日期:2010-06-10
  • 通讯作者: 尤启冬, 男, 博士, 教授, 主要从事化学治疗药物的设计和合成研究. E-mail: youqidong@gmail.com; jinxinwang@163.com
  • 基金资助:

    国家自然科学基金重大研究计划项目(批准号: 90713038)、国家自然科学基金面上项目(批准号: 30873157)和江苏省青蓝工程优秀骨干教师培育项目和重大新药创制科技重大专项(批准号: 2009ZX09501-003)资助.

Synthesis of Gambogic Acid Oxidative Analogues and Their Dimension Quantity Structure-activity Relationship Analysis

WANG Jin-Xin1, YANG Yan1, MA Jun-Hai1, ZHANG Lei1, GUO Qing-Long2 , YOU Qi-Dong1,2*   

  1. 1. Department of Medicinal Chemistry,
    2. Jiangsu Key Laboratory of Carcinogenesis and Intervention, China Pharmaceutical University, Nanjing 210009, China
  • Received:2009-07-03 Online:2010-06-10 Published:2010-06-10
  • Contact: YOU Qi-Dong. E-mail: youqidong@gmail.com; jinxinwang@163.com
  • Supported by:

    国家自然科学基金重大研究计划项目(批准号: 90713038)、国家自然科学基金面上项目(批准号: 30873157)和江苏省青蓝工程优秀骨干教师培育项目和重大新药创制科技重大专项(批准号: 2009ZX09501-003)资助.

摘要:

报道了35,40-二羟基-6-甲氧基-藤黄酸甲酯(1)、9,10-二羟基-6-甲氧基-藤黄酸甲酯(2)和2-去异己烯-2-(2-甲酰基)乙基-6-甲氧基-藤黄酸甲酯(3)的化学合成和抗肿瘤活性. 采用二维定量构效关系方法经计算机模拟与统计分析, 获得定量构效关系方程. 结果显示, 藤黄酸氧化衍生物的极性体积比、零阶价分子连接性指数、总电荷绝对值和体积与抗肿瘤活性间表现出了良好的线性关系.

关键词: 藤黄酸; 氧化反应; 抗肿瘤活性; 定量构效关系

Abstract:

35,40-Dihydroxyl-6-methoxyl-gambogic acid methyl ester(1), 9,10-dihydroxyl-6-methoxyl-gambogic acid methyl ester(2) and 2-deisohexylene-2-(2-formyl)ethyl-6-methoxyl-gambogic acid methyl ester(3) were first synthesized. And their antitumour activities on several cancer lines were tested. Meanwhile via Tripos Sci QSAR software calculationthe QSAR equation explains the relationship between activity and structure with 2D QSAR method, and the biological activities are closely related to polarity volume ratio, the absolute value of the total charge, valence connectivity indexes and molecular volume. Our research can provide some guide meaning for the following research on studies of gambogic acid derivates.

Key words: Gambogic acid; Oxidizing reaction; Antitumor; Quantity structure-activity relationship(QSAR)

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