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

doi:10.6023/cjoc201412055

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (6): 1276-1285.DOI: 10.6023/cjoc201412055 Previous Articles Next Articles

Articles

氮杂Brazilin-咪唑盐杂合物的设计、合成及细胞毒活性研究

汪学全^a,b, 李艳^c, 羊晓东^b, 张洪彬^b

a 红河学院理学院云南省天然药物与化学生物学重点实验室蒙自 661199;
b 云南大学教育部自然资源药物化学重点实验室昆明 650091;
c 中国科学院昆明植物研究所植物化学与西部植物资源持续利用国家重点实验室昆明 650204

收稿日期:2014-12-31 修回日期:2015-01-26 发布日期:2015-02-05
通讯作者: 羊晓东, 张洪彬 E-mail:xdyang@ynu.edu.cn;zhanghb@ynu.edu.cn
基金资助:
长江学者和创新团队发展计划(No. IRT13095)、国家自然科学基金(Nos. 21462049, 21332007, U1402227)、云南省自然科学基金(Nos. 2013FA028, 2012FB113, 2010GA014)资助项目.

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

Wang Xuequan^a,b, Li Yan^c, Yang Xiaodong^b, Zhang Hongbin^b

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:2014-12-31 Revised:2015-01-26 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).

1. Design, Synthesis and Cytotoxic Activity of Novel Hybrid Compounds between Aza-brazilin and Imidazolium.PDF(3023KB)

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]. Chin. J. Org. Chem., 2015, 35(6): 1276-1285.

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氮杂Brazilin-咪唑盐杂合物的设计、合成及细胞毒活性研究

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

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