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2014 , Vol. 34 >Issue 10: 2130 - 2134

DOI: https://doi.org/10.6023/cjoc201404021

研究简报

新型4-芳基-5,6,7,8-四氢喹唑啉-2-胺类化合物的合成及其生物活性研究

  • 鲍名凯 ,
  • 熊丝丝 ,
  • 曹明珍 ,
  • 徐徐 ,
  • 王石发 ,
  • 张志杰
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  • a. 南京林业大学化学工程学院 南京 210037;
    b. 中国中医科学院中药研究所 北京 100700

收稿日期: 2014-04-12

  修回日期: 2014-05-07

  网络出版日期: 2014-06-11

基金资助

国家林业公益性行业科研专项（No.201104015）和国家自然科学基金（No.31170538）资助项目.

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Synthesis and Biological Activities of Novel 4-Aryl-5,6,7,8-tetrahydroquinazolin-2-amine Derivatives

  • Bao Mingkai ,
  • Xiong Sisi ,
  • Cao Mingzhen ,
  • Xu Xu ,
  • Wang Shifa ,
  • Zhang Zhijie
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  • a. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037;
    b. Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700

Received date: 2014-04-12

  Revised date: 2014-05-07

  Online published: 2014-06-11

Supported by

Project supported by Forestry Public Sector Research Found of State Forestry Administration of China (No. 201104015) and the National Natural Science Foundation of China (No. 31170538).

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摘要

以α-蒎烯为原料，经加成-氧化后与多种芳香醛缩合制得中间体4-芳亚甲基异松蒎酮3a～3h，3a～3h与盐酸胍在叔丁醇钾催化作用下合成8种新型4-芳取代-5，6，7，8，-四氢喹唑啉-2-胺类化合物4a～4h. 其结构经IR，1H NMR，13C NMR，GC-MS和元素分析表征. 初步探讨了所合成化合物对人乳腺癌细胞MCF-7和人肺癌细胞A549的体外生物活性，结果显示部分化合物具有很好的抗肿瘤活性.

关键词： α-蒎烯; 四氢喹唑啉-2-胺; 合成; 抗肿瘤活性

本文引用格式

鲍名凯 , 熊丝丝 , 曹明珍 , 徐徐 , 王石发 , 张志杰 . 新型4-芳基-5,6,7,8-四氢喹唑啉-2-胺类化合物的合成及其生物活性研究[J]. 有机化学, 2014 , 34(10) : 2130 -2134 . DOI: 10.6023/cjoc201404021

Abstract

The intermediate compounds 4-arylidene isopinanones 3a～3h were synthesized by using α-pinene as starting material in three steps reaction including addition, oxidation, and condensation with aromatic aldehydes. Subsequently, eight new 4-aryl-5,6,7,8-tetrahydroquinazolin-2-amine derivatives 4a～4h were obtained by reacting 3a～3h with guanidine hydrochloride under t-BuOK. Their structures were characterized by IR, 1H NMR, 13C NMR, GC-MS and elemental analysis. Biological activities of 4a～4h against MCF-7 (human breast cancer) and A549 (human lung cancer) were tested and the results showed that some of compounds exhibited good antitumor activity.

Key words： α-pinene; tetrahydroquinazolin-2-amine; synthesis; antitumor activity

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