新型1,1-二氧代-4H-苯并[1,2,4]-噻二嗪类衍生物的合成及其抗肿瘤活性

doi:10.11944/j.issn.1000-0518.2016.09.150420

摘要/Abstract

摘要：

以2-硝基苯磺酰氯为起始原料,经多步反应合成了12种新型1,1-二氧代-4H-苯并[1,2,4]-噻二嗪类衍生物,产物收率高,水溶性好,并经¹H NMR、¹³C NMR、MS-ESI和元素分析法确证结构。用MTT法测试了这类衍生物对肝癌细胞HepG-2生长的抑制作用,结果显示目标化合物能不同程度地抑制肿瘤细胞生长,其中7-氨甲基-3-环丙基-1,1-二氧代-4H-苯并[1,2,4]-噻二嗪 (7c)对肝癌细胞HepG-2的抗性显著,最高抑制率达到79.3%。

关键词: 二氧代-4H-苯并[1,2,4]-噻二嗪类衍生物, 合成, 抗肿瘤活性

Abstract:

Twelve unreported 4H-1,2,4-benzothiadiazine 1,1-dioxide derivatives were synthesized from 2-nitrobenzene sulfonyl chloride with good water-solubility in high yields. These compounds were characterized by ¹H NMR, ¹³C NMR, MS-ESI and elemental analysis. Their inhibiting effects on HepG-2 cell were evaluated with MTT protocol. The results show that 7-(aminomethyl)-3-cyclopropyl-1,1-dioxide-4H-benzo[e][1,2,4]thiadiazine(7c) exhibits the highest inhibition rate of 79.3% among the synthesized compounds.

Key words: 4H-benzothiadiazine dioxides derivatives, synthesis, antitumor activities

谭绪霞, 李世宁, 赵杰, 毛伸, 毛龙飞, 徐桂清. 新型1,1-二氧代-4H-苯并[1,2,4]-噻二嗪类衍生物的合成及其抗肿瘤活性[J]. 应用化学, 2016, 33(9): 1067-1072.

TAN Xuxia, LI Shining, ZHAO Jie, MAO Shen, MAO Longfei, XU Guiqing. Synthesis and Antitumor Activity of Novel 4H-1,2,4-Benzothiadiazine 1,1-Dioxide Derivatives[J]. Chinese Journal of Applied Chemistry, 2016, 33(9): 1067-1072.

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