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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 6: 1167 - 1171

DOI: https://doi.org/10.6023/cjoc201312029

Articles

Synthesis and Cytotoxic Activity of Podophyllotoxin Five-Membered N-Heterocyclic Derivatives

  • Zhu Peifang ,
  • Zhao Jingfeng ,
  • Yang Xiaodong ,
  • Zhang Hongbin
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  • a. Experimental Center, Yunnan University of Traditional Chinese Medicine, Kunming 650500;
    b. Key Laboratory of Medicinal Chemistry for Natural Resource Ministry of Education, Yunnan University, Kunming 650091

Received date: 2013-12-24

  Revised date: 2014-01-27

  Online published: 2014-02-14

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20702045, 21072164) and the Natural Science Foundation of Yunnan Province (Nos. 2013FA028, 2012FB113).

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Abstract

Nine novel podophyllotoxin five-membered N-heterocyclic derivatives have been prepared from commercially podophyllotoxin. Their structures were confirmed by 1H NMR, 13C NMR, IR, HR-ESI-MS and X-ray crystallographic analysis. These derivatives have been evaluated in vitro against a panel of human tumor cell lines. Compound 10 (IC50: 2.63～4.73 μmol/L) showed superior cytotoxic activity compared with DDP (a clinically available anticancer drug) in four human tumor cell lines investigation, which is to be a lead compound for further structural modifications and activity research.

Key words： podophyllotoxin; five-membered N-heterocycles; structure modification; cytotoxic activity

Cite this article

Zhu Peifang , Zhao Jingfeng , Yang Xiaodong , Zhang Hongbin . Synthesis and Cytotoxic Activity of Podophyllotoxin Five-Membered N-Heterocyclic Derivatives[J]. Chinese Journal of Organic Chemistry, 2014 , 34(6) : 1167 -1171 . DOI: 10.6023/cjoc201312029

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