Synthesis and Cytotoxic Activities of Novel Amino Acid-Conjugates of Pyrrole Derivatives

doi:10.6023/cjoc201407016

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (1): 167-174.DOI: 10.6023/cjoc201407016 Previous Articles Next Articles

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新型吡咯类氨基酸缀合物的合成与抗肿瘤活性测定

李衍忠, 赵萍, 詹晓平, 刘增路, 毛振民

上海交通大学药学院上海 200240

收稿日期:2014-07-10 修回日期:2014-08-20 发布日期:2014-09-12
通讯作者: 毛振民 E-mail:zmmao@sjtu.edu.cn
基金资助:
国家“重大新药创制”科技重大专项(No. 2010ZX09401404-004)资助项目.

Synthesis and Cytotoxic Activities of Novel Amino Acid-Conjugates of Pyrrole Derivatives

Li Yanzhong, Zhao Ping, Zhan Xiaoping, Liu Zenglu, Mao Zhenmin

School of Pharmacy, Shanghai Jiaotong University, Shanghai 200240

Received:2014-07-10 Revised:2014-08-20 Published:2014-09-12
Supported by:
Project supported by the National Science and Technology Major Special Drug Discovery (No. 2010ZX09401404-004).

1. Synthesis and Cytotoxic Activities of Novel Amino Acid-Conjugates of Pyrrole Derivatives.PDF(2756KB)

Abstract

Sixteen novel amino acid-conjugates of pyrrole derivatives 7a～7p were designed and synthesized using benzaldehyde or 3,4-dimethoxybenzaldehyde as raw materials. The compounds were synthesized via multi-step reaction including Wittig-Horner, Van Leusen and hydrolysis. The structures of all the target compounds were characterized by ¹H NMR, ¹³C NMR and HRMS. Moreover, the cell proliferation inhibiting activities of the target compounds were evaluated against MCF-7, MGC80-3, Hep G2, CT-26 and HUVEC cell lines by thiazolyl blue tetrazolium bromide (MTT) method. The result indicated that most of the compounds had no significant inhibitory effect against normal human cell HUVEC. However compounds 7a～7h showed significant inhibitory effect against Hep G2, compounds 7i～7p showed stronger inhibitory effect against MCF-7 and MGC 80-3, and compound 7o～7p exhibited the strongest inhibitory activity against MCF-7 in all of the compounds.

Key words: pyrrole, amino acid, synthesis, cytotoxic activities

Cite this article

Li Yanzhong, Zhao Ping, Zhan Xiaoping, Liu Zenglu, Mao Zhenmin. Synthesis and Cytotoxic Activities of Novel Amino Acid-Conjugates of Pyrrole Derivatives[J]. Chin. J. Org. Chem., 2015, 35(1): 167-174.

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新型吡咯类氨基酸缀合物的合成与抗肿瘤活性测定

Synthesis and Cytotoxic Activities of Novel Amino Acid-Conjugates of Pyrrole Derivatives

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