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Chinese Journal of Organic Chemistry >

2015 , Vol. 35 >Issue 6: 1276 - 1285

DOI: https://doi.org/10.6023/cjoc201412055

Articles

Design, Synthesis and Cytotoxic Activity of Novel Hybrid Compounds between Aza-brazilin and Imidazolium

  • Wang Xuequan ,
  • Li Yan ,
  • Yang Xiaodong ,
  • Zhang Hongbin
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  • a Key Laboratory of Natural Pharmaceutical &Chemical Biology of Yunnan Province, School of Science, Honghe University, Mengzi 661199;
    b Key Laboratory of Medicinal Chemistry for Natural Resource Ministry of Education, Yunnan University, Kunming 650091;
    c State Key Laboratory for Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Science, Kunming 650204

Received date: 2014-12-31

  Revised date: 2015-01-26

  Online published: 2015-02-05

Supported by

Project supported by the Program for Changjiang Scholars and Innovative Research Team in University (No. IRT13095), the National Natural Science Foundation of China (Nos. 21462049, 21332007, U1402227), and the Natural Science Foundation of Yunnan Province (Nos. 2013FA028, 2012FB113, 2010GA014).

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Abstract

A series of novel hybrid compounds between aza-brazilin and imidazole have been prepared from 3-(3,4-dimeth- oxyphenyl)propanoic acid. Their structures were confirmed by 1H NMR, 13C NMR, HR-ESI-MS and X-ray crystallographic analysis. These compounds have been evaluated in vitro against a panel of human tumor cell lines. 2-Methyl-3-(naphthalen- 2-ylmethyl)-1-(2-oxo-2-(4,9,10-trimethoxy-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinolin-5-yl)ethyl)-1H-benzo[d]imidazol- 3-ium bromide (26) was found to be the most potent derivative against four strains human tumor lines and more active than cisplatin, and exhibited the most potent cytotoxic activities selectively against HL-60, MCF-7 and SW-480.

Key words： aza-brazilin; imidazole; hybrid compound; cytotoxic activity

Cite this article

Wang Xuequan , Li Yan , Yang Xiaodong , Zhang Hongbin . Design, Synthesis and Cytotoxic Activity of Novel Hybrid Compounds between Aza-brazilin and Imidazolium[J]. Chinese Journal of Organic Chemistry, 2015 , 35(6) : 1276 -1285 . DOI: 10.6023/cjoc201412055

References

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