Literature DB >> 12227765

Angiogenesis inhibitor epoxyquinol a: total synthesis and inhibition of transcription factor NF-kappaB.

Chaomin Li1, Sujata Bardhan, Emily A Pace, Mei-Chih Liang, Thomas D Gilmore, John A Porco.   

Abstract

[reaction: see text] The asymmetric synthesis of the natural product (+)-epoxyquinol A (1) and related epoxyquinoid dimers, employing a cascade oxidation/electrocyclization/Diels-Alder dimerization sequence, is reported. In addition, we show that 1 and related molecules inhibit activation of the transcription factor NF-kappaB.

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Year:  2002        PMID: 12227765     DOI: 10.1021/ol026513n

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

Review 2.  Practical aerobic oxidations of alcohols and amines with homogeneous copper/TEMPO and related catalyst systems.

Authors:  Bradford L Ryland; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-07       Impact factor: 15.336

3.  Asymmetric transformations of achiral 2,5-cyclohexadienones.

Authors:  Kyle A Kalstabakken; Andrew M Harned
Journal:  Tetrahedron       Date:  2014-12-23       Impact factor: 2.457

4.  Intermolecular disulfide bond formation in the NEMO dimer requires Cys54 and Cys347.

Authors:  Melanie Herscovitch; William Comb; Thomas Ennis; Kate Coleman; Sheila Yong; Brinda Armstead; Demetrios Kalaitzidis; Sushil Chandani; Thomas D Gilmore
Journal:  Biochem Biophys Res Commun       Date:  2007-12-28       Impact factor: 3.575

5.  A nucleophile-catalyzed cycloisomerization permits a concise synthesis of (+)-harziphilone.

Authors:  Lucy M Stark; Klaus Pekari; Erik J Sorensen
Journal:  Proc Natl Acad Sci U S A       Date:  2004-07-01       Impact factor: 11.205

  5 in total

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