Synthesis, Crystal Strutures and Antitumor Activity of Novel Nitrogen Mustard-Linked Chalcones

doi:10.6023/cjoc201211041

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (03): 523-529.DOI: 10.6023/cjoc201211041 Previous Articles Next Articles

Articles

含氮芥基查尔酮类衍生物的合成、晶体结构及抗肿瘤活性

方线文, 周丽珍, 成昭, 杨美盼, 杨秉勤

西北大学化学与材料科学学院天然产物及功能分子教育部重点实验室西安 710069

收稿日期:2012-11-21 修回日期:2012-12-17 发布日期:2012-12-20
通讯作者: 杨秉勤 E-mail:yangbq@nwu.edu.cn; fxw325@126.com
基金资助:
国家自然科学基金(No. 21172178)资助项目.

Synthesis, Crystal Strutures and Antitumor Activity of Novel Nitrogen Mustard-Linked Chalcones

Fang Xianwen, Zhou Lizhen, Cheng Zhao, Yang Meipan, Yang Bingqin

Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry and Materials Science, Northwest University, Xi'an 710069

Received:2012-11-21 Revised:2012-12-17 Published:2012-12-20
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21172178).

1. Synthesis, Crystal Strutures and Antitumor Activity of Novel Nitrogen Mustard-Linked Chalcones.PDF(271KB)

Abstract

A series of novel nitrogen mustard-linked chalcones 3a～3r were synthesized by linking the N,N-bis(2- chloroethyl)amine pharmacophore of nitrogen mustards to the chalcone’s framework. Their structures were characterized by ¹H NMR, IR, ESI-HRMS and X-ray techniques. The antitumor activities of the nitrogen mustard-linked chalcones were evaluated against K562 and HepG2 cell lines by an MTT assay. The results reveal that some of the title compounds exhibit potent anti-proliferative activities against selected tumor cells. Among which, compounds 3j against K562 and HepG2 with IC₅₀ values of 20.01 and 43.46 μmol/L, and 3l against K562 and HepG2 with IC₅₀ values of 18.6 and 21.39 μmol/L, respectively. Suitable crystals of 3e and 3l were obtained, and the X-ray diffraction analysis indicates that compounds 3b and 3e are both belong to triclinic, space group P-1.

Key words: chalcones, nitrogen mustard, synthesis, crystal structure, anti-tumor activity

Cite this article

Fang Xianwen, Zhou Lizhen, Cheng Zhao, Yang Meipan, Yang Bingqin. Synthesis, Crystal Strutures and Antitumor Activity of Novel Nitrogen Mustard-Linked Chalcones[J]. Chin. J. Org. Chem., 2013, 33(03): 523-529.

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含氮芥基查尔酮类衍生物的合成、晶体结构及抗肿瘤活性

Synthesis, Crystal Strutures and Antitumor Activity of Novel Nitrogen Mustard-Linked Chalcones

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