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Chinese Journal of Organic Chemistry >

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

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

Notes

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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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

Cite this article

Bao Mingkai , Xiong Sisi , Cao Mingzhen , Xu Xu , Wang Shifa , Zhang Zhijie . Synthesis and Biological Activities of Novel 4-Aryl-5,6,7,8-tetrahydroquinazolin-2-amine Derivatives[J]. Chinese Journal of Organic Chemistry, 2014 , 34(10) : 2130 -2134 . DOI: 10.6023/cjoc201404021

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