Structure-activity study of epi-gallocatechin gallate (EGCG) analogs as proteasome inhibitors

被引：47
|
作者：
Wan, SB
Landis-Piwowar, KR
Kuhn, DJ
Chen, D
Dou, QP
Chan, TH [1 ]
机构：
[1] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China
[3] Wayne State Univ, Prevent Program, Barbara Ann Karmanos Canc Inst, Sch Med, Detroit, MI USA
[4] Wayne State Univ, Dept Pathol, Sch Med, Detroit, MI USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2005年 / 13卷 / 06期
基金：
美国国家卫生研究院;
关键词：
D O I：
10.1016/j.bmc.2004.12.056
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The structure-activity relationship of a number of synthetic green tea polyphenol analogs involving modifications of A ring and B ring of epi-gallocatechin gallate (EGCG) as proteasome inhibitors has been examined. It was found that in B ring, a decrease in the number of OH groups led to decreased potency. Introduction of a hydrophobic benzyl group into the 8 position of A ring did not significantly affect the proteasome-inhibitory potency. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2177 / 2185
页数：9
相关论文
共 50 条
  • [1] Structure-activity relationships of synthetic analogs of (-)-epigallocatechin-3-gallate as proteasome inhibitors
    Kazi, A
    Wang, ZG
    Kumar, N
    Falsetti, SC
    Chan, TH
    Dou, QP
    ANTICANCER RESEARCH, 2004, 24 (2B) : 943 - 954
  • [2] LPS INDUCED CASPASE-1 INHIBITED BY EPI-GALLOCATECHIN GALLATE (EGCG), REDUCES INTERLEUKIN-1 FAMILY CYTOKINES
    Dryden, Gerald W.
    Qazzaz, Hassan M.
    GASTROENTEROLOGY, 2022, 162 (07) : S518 - S518
  • [3] Oxidation and degradation of (epi)gallocatechin gallate (EGCG/GCG) and (epi)catechin gallate (ECG/CG) in alkali solution
    Peng, Han
    Shahidi, Fereidoon
    FOOD CHEMISTRY, 2023, 408
  • [4] The physical and chemical stability of amorphous (-)-epi-gallocatechin gallate: Effects of water vapor sorption and storage temperature
    Li, Na
    Taylor, Lynne S.
    Mauer, Lisa J.
    FOOD RESEARCH INTERNATIONAL, 2014, 58 : 112 - 123
  • [5] Effects of epi-gallocatechin gallate on PC-3 cell cytoplasmic membrane in the presence Of Cu2+
    Yu, HN
    Yin, JJ
    Shen, SR
    FOOD CHEMISTRY, 2006, 95 (01) : 108 - 115
  • [6] A structure-activity study for the inhibition of metalloproteinase-9 activity and gene expression by analogues of gallocatechin-3-gallate
    M. Dell’Agli
    S. Bellosta
    L. Rizzi
    G. V. Galli
    M. Canavesi
    F. Rota
    R. Parente
    E. Bosisio
    S. Romeo
    Cellular and Molecular Life Sciences CMLS, 2005, 62 : 2896 - 2903
  • [7] A structure-activity study for the inhibition of metalloproteinase-9 activity and gene expression by analogues of gallocatechin-3-gallate
    Bellosta, S.
    Dell'Agli, M.
    Rizzi, L.
    Galli, G. V.
    Canavesi, M.
    Rota, F.
    Parente, R.
    Bosisio, E.
    Romeo, S.
    ATHEROSCLEROSIS SUPPLEMENTS, 2006, 7 (03) : 481 - 482
  • [8] A structure-activity study for the inhibition of metalloproteinase-9 activity and gene expression by analogues of gallocatechin-3-gallate
    Dell'Agli, M
    Bellosta, S
    Rizzi, L
    Galli, G
    Canavesi, M
    Rota, F
    Parente, R
    Bosisio, E
    Romeo, S
    CELLULAR AND MOLECULAR LIFE SCIENCES, 2005, 62 (23) : 2896 - 2903
  • [9] Cinnamaldehyde Analogs as CYP2A6 Inhibitors: A Structure-Activity Study
    Black, Stephen
    Joseph, Paul
    Higa, Allyson
    Moyeen, Ghina
    Ebisuya, Kara
    Davis, Madison
    Chan, Jeannine
    Harrelson, John
    FASEB JOURNAL, 2016, 30
  • [10] Structure-activity studies of (-)-epigallocatechin gallate derivatives as HCV entry inhibitors
    Bhat, Rohit
    Adam, Amna T.
    Lee, Jungeun Jasmine
    Deloison, Gaspard
    Rouille, Yves
    Seron, Karin
    Rotella, David P.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (17) : 4162 - 4165
12345