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Int. J. Mol. Sci. 2008, 9(6), 951-961; doi:10.3390/ijms9060951
Article

Prodrugs of Fluoro-Substituted Benzoates of EGC as Tumor Cellular Proteasome Inhibitors and Apoptosis Inducers

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Received: 1 April 2008; in revised form: 12 May 2008 / Accepted: 26 May 2008 / Published: 2 June 2008
(This article belongs to the Special Issue Structure-Property/Activity Modeling of Polyphenols)
Download PDF [329 KB, uploaded 19 June 2014]
Abstract: The most potent catechin in green tea is (-)-epigallocatechin-3-gallate [(-)- EGCG], which, however, is unstable under physiological conditions. To discover more stable and more potent polyphenol proteasome inhibitors, we synthesized several novel fluoro-substituted (-)-EGCG analogs, named F-EGCG analogs, as well as their prodrug forms with all of -OH groups protected by acetate. We report that the prodrug form of one F-EGCG analog exhibited greater potency than the previously reported peracetate of (-)- EGCG to inhibit proteasomal activity, suppress cell proliferation, and induce apoptosis in human leukemia Jurkat T cells, demonstrating the potential of these compounds to be developed into novel anti-cancer and cancer-preventive agents.
Keywords: tea polyphenols; prodrugs; proteasome inhibitors; cancer prevention; cancer therapy tea polyphenols; prodrugs; proteasome inhibitors; cancer prevention; cancer therapy
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Yu, Z.; Qin, X.L.; Gu, Y.Y.; Chen, D.; Cui, Q.C.; Jiang, T.; Wan, S.B.; Dou, Q.P. Prodrugs of Fluoro-Substituted Benzoates of EGC as Tumor Cellular Proteasome Inhibitors and Apoptosis Inducers. Int. J. Mol. Sci. 2008, 9, 951-961.

AMA Style

Yu Z, Qin XL, Gu YY, Chen D, Cui QC, Jiang T, Wan SB, Dou QP. Prodrugs of Fluoro-Substituted Benzoates of EGC as Tumor Cellular Proteasome Inhibitors and Apoptosis Inducers. International Journal of Molecular Sciences. 2008; 9(6):951-961.

Chicago/Turabian Style

Yu, Zhiyong; Qin, Xu L.; Gu, Yan Y.; Chen, Di; Cui, Qiuzhi C.; Jiang, Tao; Wan, Sheng B.; Dou, Q. P. 2008. "Prodrugs of Fluoro-Substituted Benzoates of EGC as Tumor Cellular Proteasome Inhibitors and Apoptosis Inducers." Int. J. Mol. Sci. 9, no. 6: 951-961.


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