Literature DB >> 15162219

Natural product based inhibitors of the thioredoxin-thioredoxin reductase system.

Peter Wipf1, Stephen M Lynch, Anne Birmingham, Giselle Tamayo, Allan Jiménez, Nefertiti Campos, Garth Powis.   

Abstract

Spiroketal naphthodecalins are readily assembled by Barton's base mediated Ullmann binaphthyl ether coupling, Dakin reactions and hypervalent iodine spirocyclization. The core structures can be further diversified by enone addition and Stille coupling reactions. Nanomolar inhibitors for the Trx/TrxR redox control system were prepared by this approach and compared to series of natural product isolates. Cytotoxicity in MCF-7 cell assays ranged from an IC50 of 1.6 to >100 microM.

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Year:  2004        PMID： 15162219     DOI： 10.1039/b402431a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  9 in total

1.  Antitumor indolequinones induced apoptosis in human pancreatic cancer cells via inhibition of thioredoxin reductase and activation of redox signaling.

Authors:  Chao Yan; David Siegel; Jeffery Newsome; Aurelie Chilloux; Christopher J Moody; David Ross
Journal:  Mol Pharmacol       Date:  2011-12-06       Impact factor: 4.436

2.  Cyclic Disulfides as Functional Mimics of the Histone Deacetylase Inhibitor FK-228.

Authors:  Jared R Mays; José A Restituyo; Rebeccah J Katzenberger; David A Wassarman; Scott R Rajski
Journal:  Tetrahedron Lett       Date:  2007-06-25       Impact factor: 2.415

3.  Synthesis and chemical diversity analysis of bicyclo[3.3.1]non-3-en-2-ones.

Authors:  Jared T Hammill; Julia Contreras-García; Aaron M Virshup; David Beratan; Weitao Yang; Peter Wipf
Journal:  Tetrahedron       Date:  2010-03-31       Impact factor: 2.457

4.  Molecular pharmacology and antitumor activity of palmarumycin-based inhibitors of thioredoxin reductase.

Authors:  Garth Powis; Peter Wipf; Stephen M Lynch; Anne Birmingham; D Lynn Kirkpatrick
Journal:  Mol Cancer Ther       Date:  2006-03       Impact factor: 6.261

5.  Effects of Mammalian Thioredoxin Reductase Inhibitors.

Authors:  Elias S J Arnér
Journal:  Handb Exp Pharmacol       Date:  2021

6.  Potent activity of indolequinones against human pancreatic cancer: identification of thioredoxin reductase as a potential target.

Authors:  Chao Yan; Biehuoy Shieh; Philip Reigan; Zhiyong Zhang; Marie A Colucci; Aurélie Chilloux; Jeffery J Newsome; David Siegel; Dan Chan; Christopher J Moody; David Ross
Journal:  Mol Pharmacol       Date:  2009-04-13       Impact factor: 4.436

Review 7.  Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

Authors:  Fateh V Singh; Priyanka B Kole; Saeesh R Mangaonkar; Samata E Shetgaonkar
Journal:  Beilstein J Org Chem       Date:  2018-07-17       Impact factor: 2.883

8.  Spirobisnaphthalenes from the mangrove-derived fungus Rhytidhysteron sp. AS21B.

Authors:  Khanitha Pudhom; Thapong Teerawatananond; Supichar Chookpaiboon
Journal:  Mar Drugs       Date:  2014-03-06       Impact factor: 5.118

9.  Downregulation of thioredoxin reductase 1 expression in the substantia nigra pars compacta of Parkinson's disease mice.

Authors:  Zihua Liu; Yuhong Jing; Jie Yin; Jiying Mu; Tingting Yao; Liping Gao
Journal:  Neural Regen Res       Date:  2013-12-15       Impact factor: 5.135
  9 in total

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