Literature DB >> 26034333

Synthesis of the diaryl ether cores common to chrysophaentins A, E and F.

Anthony J Brockway1, Charles I Grove1, Maximillian E Mahoney1, Jared T Shaw1.   

Abstract

The synthesis of the diaryl ether subunits of the marine natural products chrysophaentin A, E and F is described. These natural prodcuts feature tetrasubstituted benzene rings with complex substitution patterns. The central strategy involves an SNAr reaction between a complex phenol and a polysubstituted fluoronitrobenzene. Subseqent attempts to construct the unusual E-chloroalkene linkage through several different approaches are also disclosed.

Entities:  

Keywords:  Chrysophaentin; Claisen; FtsZ; Natural Product Synthesis; SNAr

Year:  2015        PMID： 26034333      PMCID： PMC4448730          DOI： 10.1016/j.tetlet.2015.01.073

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  31 in total

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Journal:  Nature       Date:  2004-03-11       Impact factor: 49.962

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Journal:  Bioorg Med Chem Lett       Date:  2012-09-20       Impact factor: 2.823

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Journal:  Bioorg Med Chem       Date:  2008-10-12       Impact factor: 3.641

Review 7.  Bacterial cell division as a target for new antibiotics.

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Journal:  Curr Opin Microbiol       Date:  2013-08-08       Impact factor: 7.934

8.  Comparison of small molecule inhibitors of the bacterial cell division protein FtsZ and identification of a reliable cross-species inhibitor.

Authors:  David E Anderson; Michelle B Kim; Jared T Moore; Terrence E O'Brien; Nohemy A Sorto; Charles I Grove; Laura L Lackner; James B Ames; Jared T Shaw
Journal:  ACS Chem Biol       Date:  2012-10-05       Impact factor: 5.100

9.  Geographic variability and anti-staphylococcal activity of the chrysophaentins and their synthetic fragments.

Authors:  Jessica L Keffer; Jared T Hammill; John R Lloyd; Alberto Plaza; Peter Wipf; Carole A Bewley
Journal:  Mar Drugs       Date:  2012-05-22       Impact factor: 6.085

10.  Genetic evidence for inhibition of bacterial division protein FtsZ by berberine.

Authors:  Jaroslaw M Boberek; Jem Stach; Liam Good
Journal:  PLoS One       Date:  2010-10-29       Impact factor: 3.240
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  2 in total

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Authors:  Christopher R Fullenkamp; Yen-Pang Hsu; Ellen M Quardokus; Gengxiang Zhao; Carole A Bewley; Michael VanNieuwenhze; Gary A Sulikowski
Journal:  J Am Chem Soc       Date:  2020-09-08       Impact factor: 15.419

2.  Initial Evaluation of AF78: a Rationally Designed Fluorine-18-Labelled PET Radiotracer Targeting Norepinephrine Transporter.

Authors:  Xinyu Chen; Alexander Fritz; Rudolf A Werner; Naoko Nose; Yusuke Yagi; Hiroyuki Kimura; Steven P Rowe; Kazuhiro Koshino; Michael Decker; Takahiro Higuchi
Journal:  Mol Imaging Biol       Date:  2020-06       Impact factor: 3.488
  2 in total

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