Literature DB >> 21152270

Synthesis of (2R, 3R)-epigallocatechin-3-O-(4-hydroxybenzoate), a novel catechin from Cistus salvifolius, and evaluation of its proteasome inhibitory activities.

Kumi Osanai1, Congde Huo, Kristin R Landis-Piwowar, Q Ping Dou, Tak Hang Chan.   

Abstract

The total and semi syntheses of (2R, 3R)-epigallocatechin-3-O-(4-hydroxybenzoate), a novel catechin from Cistus salvifolius, was accomplished. The proteasome inhibition and cytotoxic activities of the synthetic compound and its acetyl derivative were studied and compared with (2R, 3R)-epigallocatechin-3-gallate (EGCG), the active component from green tea.

Entities:  

Year:  2007        PMID： 21152270      PMCID： PMC2998073          DOI： 10.1016/j.tet.2007.05.043

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  19 in total

Review 1.  The ubiquitin-proteasome pathway and pathogenesis of human diseases.

Authors:  A L Schwartz; A Ciechanover
Journal:  Annu Rev Med       Date:  1999       Impact factor: 13.739

2.  Enzymology of methylation of tea catechins and inhibition of catechol-O-methyltransferase by (-)-epigallocatechin gallate.

Authors:  Hong Lu; Xiaofeng Meng; Chung S Yang
Journal:  Drug Metab Dispos       Date:  2003-05       Impact factor: 3.922

Review 3.  The proteasome as a potential target for novel anticancer drugs and chemosensitizers.

Authors:  Kristin R Landis-Piwowar; Vesna Milacic; Di Chen; Huanjie Yang; Yunfeng Zhao; Tak Hang Chan; Bing Yan; Q Ping Dou
Journal:  Drug Resist Updat       Date:  2007-01-02       Impact factor: 18.500

4.  Peracetylation as a means of enhancing in vitro bioactivity and bioavailability of epigallocatechin-3-gallate.

Authors:  Joshua D Lambert; Shengmin Sang; Jungil Hong; Seok-Joo Kwon; Mao-Jung Lee; Chi-Tang Ho; Chung S Yang
Journal:  Drug Metab Dispos       Date:  2006-09-22       Impact factor: 3.922

5.  Bax degradation by the ubiquitin/proteasome-dependent pathway: involvement in tumor survival and progression.

Authors:  B Li; Q P Dou
Journal:  Proc Natl Acad Sci U S A       Date:  2000-04-11       Impact factor: 11.205

Review 6.  Green tea and tea polyphenols in cancer prevention.

Authors:  Di Chen; Kenyon G Daniel; Deborah J Kuhn; Aslamuzzaman Kazi; Mohammad Bhuiyan; Lianhai Li; Zhigang Wang; Sheng Biao Wan; Wai Har Lam; Tak Hang Chan; Q Ping Dou
Journal:  Front Biosci       Date:  2004-09-01

7.  A potential prodrug for a green tea polyphenol proteasome inhibitor: evaluation of the peracetate ester of (-)-epigallocatechin gallate [(-)-EGCG].

Authors:  Wai Har Lam; Aslamuzzaman Kazi; Deborah J Kuhn; Larry M C Chow; Albert S C Chan; Q Ping Dou; Tak Hang Chan
Journal:  Bioorg Med Chem       Date:  2004-11-01       Impact factor: 3.641

8.  Flavan-3-ols, prodelphinidins and further polyphenols from Cistus salvifolius.

Authors:  A Danne; F Petereit; A Nahrstedt
Journal:  Phytochemistry       Date:  1994-09       Impact factor: 4.072

9.  Docking studies and model development of tea polyphenol proteasome inhibitors: applications to rational drug design.

Authors:  David M Smith; Kenyon G Daniel; Zhigang Wang; Wayne C Guida; Tak-Hang Chan; Q Ping Dou
Journal:  Proteins       Date:  2004-01-01

10.  Cancer inhibition by green tea.

Authors:  H Fujiki; M Suganuma; S Okabe; N Sueoka; A Komori; E Sueoka; T Kozu; Y Tada; K Suga; K Imai; K Nakachi
Journal:  Mutat Res       Date:  1998-06-18       Impact factor: 2.433
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  4 in total

1.  Synthesis and structure-activity relationships of EGCG analogues, a recently identified Hsp90 inhibitor.

Authors:  Anuj Khandelwal; Jessica A Hall; Brian S J Blagg
Journal:  J Org Chem       Date:  2013-08-01       Impact factor: 4.354

Review 2.  EGCG, green tea polyphenols and their synthetic analogs and prodrugs for human cancer prevention and treatment.

Authors:  Di Chen; Sheng Biao Wan; Huanjie Yang; Jian Yuan; Tak Hang Chan; Q Ping Dou
Journal:  Adv Clin Chem       Date:  2011       Impact factor: 5.394

Review 3.  Green tea polyphenols as proteasome inhibitors: implication in chemoprevention.

Authors:  H Yang; K Landis-Piwowar; T H Chan; Q P Dou
Journal:  Curr Cancer Drug Targets       Date:  2011-03       Impact factor: 3.428

4.  High-Performance Liquid Chromatography-Hydrogen/Deuterium Exchange-High-Resolution Mass Spectrometry Partial Identification of a Series of Tetra- and Pentameric Cyclic Procyanidins and Prodelphinidins in Wine Extracts.

Authors:  Vakarė Merkytė; Edoardo Longo; Michaël Jourdes; Alicia Jouin; Pierre-Louis Teissedre; Emanuele Boselli
Journal:  J Agric Food Chem       Date:  2020-01-22       Impact factor: 5.279
  4 in total

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