Study of the green tea polyphenols catechin-3-gallate (CG) and epicatechin-3-gallate (ECG) as proteasome inhibitors

Sheng Biao Wan; Di Chen; Q Ping Dou; Tak Hang Chan

doi:10.1016/j.bmc.2004.04.033

Study of the green tea polyphenols catechin-3-gallate (CG) and epicatechin-3-gallate (ECG) as proteasome inhibitors

Bioorg Med Chem. 2004 Jul 1;12(13):3521-7. doi: 10.1016/j.bmc.2004.04.033.

Authors

Sheng Biao Wan¹, Di Chen, Q Ping Dou, Tak Hang Chan

Affiliation

¹ Department of Applied Biology and Chemical Technology and the Open Laboratory of Chirotechnology, Institute of Molecular Technology for Drug Discovery and Synthesis, The Hong Kong Polytechnic University, Hung Hom, Hong Kong, SAR, China.

PMID: 15186836
DOI: 10.1016/j.bmc.2004.04.033

Abstract

The green tea polyphenol catechin-3-gallate (CG) and epicatechin-3-gallate (ECG) were synthesized enantioselectively via a Sharpless hydroxylation reaction followed by a diastereoselective cyclization. Their potencies to inhibit the proteasome activity were measured. The unnatural enantiomers were found to be equally potent to the natural compounds.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Catechin / analogs & derivatives*
Catechin / chemical synthesis*
Catechin / chemistry
Catechin / pharmacology*
Cysteine Proteinase Inhibitors / chemical synthesis
Cysteine Proteinase Inhibitors / chemistry
Cysteine Proteinase Inhibitors / pharmacology
Flavonoids / chemical synthesis
Flavonoids / chemistry
Flavonoids / pharmacology*
Humans
Inhibitory Concentration 50
Jurkat Cells
Molecular Structure
Phenols / chemical synthesis
Phenols / chemistry
Phenols / pharmacology*
Polyphenols
Proteasome Endopeptidase Complex / metabolism
Proteasome Inhibitors*
Stereoisomerism
Tea / chemistry*

Substances

Cysteine Proteinase Inhibitors
Flavonoids
Phenols
Polyphenols
Proteasome Inhibitors
Tea
catechin gallate
Catechin
epicatechin gallate
Proteasome Endopeptidase Complex