Next Article in Journal
A New Approach on Estimation of Solubility and n-Octanol/ Water Partition Coefficient for Organohalogen Compounds
Next Article in Special Issue
Dietary Protection Against Free Radicals: A Case for Multiple Testing to Establish Structure-activity Relationships for Antioxidant Potential of Anthocyanic Plant Species
Previous Article in Journal
Cloning, Expression, Purification and Crystallization of the PR Domain of Human Retinoblastoma Protein-Binding Zinc Finger Protein 1 (RIZ1)
Previous Article in Special Issue
3D-QSAR Investigation of Synthetic Antioxidant Chromone Derivatives by Molecular Field Analysis
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

1,3
,
2
,
2
,
1
,
1
,
2
,
2
 and
1,*
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 / Revised: 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 (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Int. J. Mol. Sci. EISSN 1422-0067 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert