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

1 The Prevention Program, Barbara Ann Karmanos Cancer Institute, and Department of Pathology, School of Medicine, Wayne State University, Detroit, Michigan, USA 2 Key Laboratory of Marine Drug, Ministry of Education, Medical College, Ocean University of China, Qingdao, China. 3 Shandong Tumor Hospital & Institute, Breast Cancer Center, Jinan, Shandong, China
* Author to whom correspondence should be addressed.
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)
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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

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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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