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

doi:10.6023/cjoc201312029

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (6): 1167-1171.DOI: 10.6023/cjoc201312029 Previous Articles Next Articles

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鬼臼毒素五元氮杂环类衍生物的合成及细胞毒活性研究

朱培芳^a, 赵静峰^b, 羊晓东^b, 张洪彬^b

a. 云南中医学院实验中心昆明 650500;
b. 云南大学教育部自然资源药物化学重点实验室昆明 650091

收稿日期:2013-12-24 修回日期:2014-01-27 发布日期:2014-02-14
通讯作者: 赵静峰 E-mail:jfzhao@ynu.edu.cn
基金资助:
国家自然科学基金（Nos. 20702045，21072164）和云南省自然科学基金（Nos. 2013FA028，2012FB113）资助项目.

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

Zhu Peifang^a, Zhao Jingfeng^b, Yang Xiaodong^b, Zhang Hongbin^b

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:2013-12-24 Revised:2014-01-27 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).

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]. Chin. J. Org. Chem., 2014, 34(6): 1167-1171.

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鬼臼毒素五元氮杂环类衍生物的合成及细胞毒活性研究

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

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