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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 03: 523 - 529

DOI: https://doi.org/10.6023/cjoc201211041

Articles

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

  • Fang Xianwen ,
  • Zhou Lizhen ,
  • Cheng Zhao ,
  • Yang Meipan ,
  • Yang Bingqin
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  • 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 date: 2012-11-21

  Revised date: 2012-12-17

  Online published: 2012-12-20

Supported by

Project supported by the National Natural Science Foundation of China (No. 21172178).

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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]. Chinese Journal of Organic Chemistry, 2013 , 33(03) : 523 -529 . DOI: 10.6023/cjoc201211041

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