Synthesis of α-Aminoalkyl Phosphonate Derivatives of Resveratrol as Potential Antitumour Agents

Lei Shi; Xian-Feng Huang; Zhen-Wei Zhu; Huan-Qiu Li; Jia-Yu Xue; Hai-Liang Zhu; Chang-Hong Liu

doi:10.1071/CH08029

RESEARCH ARTICLE

Synthesis of α-Aminoalkyl Phosphonate Derivatives of Resveratrol as Potential Antitumour Agents

Lei Shi ^A , Xian-Feng Huang ^A , Zhen-Wei Zhu ^A , Huan-Qiu Li ^A , Jia-Yu Xue ^A , Hai-Liang Zhu ^A ^B and Chang-Hong Liu ^A ^B

+ Author Affiliations

- Author Affiliations

^A State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, China.

^B Corresponding author. Email: zhuhl@nju.edu.cn

Australian Journal of Chemistry 61(6) 472-475 https://doi.org/10.1071/CH08029
Submitted: 25 January 2008 Accepted: 20 May 2008 Published: 19 June 2008

Abstract

Several α-aminoalkyl phosphonate derivatives of resveratrol were first prepared by partial synthesis from resveratrol. Antitumour activities of the synthesized compounds were determined against a human nasopharyngeal epidermoid tumour cell line KB and a human normal cell line L02 in vitro. The results indicated that these compounds showed good cytotoxic activity against KB but weak cytotoxic activity against L02. Compounds 5c and 5d showed significant cytotoxic activity against KB, with median inhibition concentration (IC₅₀) values of 0.4 μM and 0.9 μM, respectively. On the basis of the biological results, the structure–activity relationship is discussed concisely. The potent antitumour activities shown by 5c and 5d make these resveratrol phosphonate derivatives of great interest for further investigations.

Acknowledgements

The work was co-financed by a grant (Project 30772627) from National Natural Science Foundation of China, and by High Technique Research (BG2007330): Development of Agricultural Biofungicide, Baoman agent.

References

Synthesis of α-Aminoalkyl Phosphonate Derivatives of Resveratrol as Potential Antitumour Agents

Abstract

Acknowledgements

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