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Citation: Ju Hong FENG, Hong Xia DING, Yi XIONG, Yuan Jiang PAN, Yong Min ZHANG, Xiao Jiang HAO, Françoise GUÉRITTE, Joachim STÖCKIGT, Yu ZHAO. Synthesis of Novel Unsaturated Alkyl Ethers of Racemic Deoxyisopodophyllotoxin as Cytotoxic Agents[J]. Chinese Chemical Letters, ;2006, 17(7): 863-866. shu

Synthesis of Novel Unsaturated Alkyl Ethers of Racemic Deoxyisopodophyllotoxin as Cytotoxic Agents

1.
Department of Traditional Chinese Medicine and Natural Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310031;
2.
ZJU-ENS Joint Laboratory of Medicinal Chemistry, Zhejiang University, Hangzhou 310031;
3.
The Key Laboratory of Chemistry of Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550022;
4.
Institut de Chimie des Substances Naturelles, CNRS, F-91198 Gif-sur-Yvette, France;
5.
Lehrstuhl für Pharmazeutische Biologie, Institut für Pharmazie, Johannes-Gutenberg Universität Mainz, D-55099 Mainz, Germany

Received Date: 16 December 2005

Fund Project: This work is by part financially supported by China-France PRA BT-01-02, DAAD-CSC PPP project (CSC [2004] 3067) and Special 985 Fundation from Zhejiang University. One of the authors (Y. Zhao) would also like to express his thankfulness to the Chinese Ministry of Education as well as to Mr. Ka Shing Li for the Cheung Kong Scholars Chair Professorship at Zhejiang University.

A series of isopentenyl-derived unsaturated alkyl ethers 19-31 of racemic deoxyisopodophyllotoxin were designed and synthesized. For comparison, compound 32 with a benzyl group at the same position was also prepared. The cytotoxicities of the synthetic compounds have been screened for six human tumor cell lines such as KB, BEL-7404, A549, Hela, PC-3 and CNE.The results showed that two of them exhibited significant cytotoxicities with their IC₅₀ values on selected cell lines at μmol/L scale.
- Deoxyisopodophyllotoxin,
- unsaturated alkyl ethers,
- synthesis,
- cytotoxic agents
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