Literature DB >> 16730172

The synthesis and in vitro testing of structurally novel antibiotics derived from acylnitroso Diels-Alder adducts.

George P Nora1, Marvin J Miller, Ute Möllmann.   

Abstract

The structural similarity between beta-lactam antibiotics, such as penicillin, and isoxazolidine-3,5-dicarboxylic acids led to the hypothesis that isoxazolidine-3,5-dicarboxylic acids could be effective analogs of beta-lactam antibiotics. The syntheses of relevant isoxazolidine-3,5-dicarboxylic acids from acylnitroso Diels-Alder adducts and subsequent biological testing have shown that these first examples are inhibitors of Escherichia coli X580.

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Year:  2006        PMID： 16730172     DOI： 10.1016/j.bmcl.2006.05.021

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  8 in total

1.  DFT and docking studies of rhodostreptomycins A and B and their interactions with solvated/nonsolvated Mg²⁺ and Ca²⁺ ions.

Authors:  Christiaan Jardínez; Ines Nicolás-Vázquez; Julian Cruz-Borbolla; Cesar A González-Ramírez; Miguel Cepeda; Jose Correa-Basurto; Thangarasu Pandiyan; Rene Miranda
Journal:  J Mol Model       Date:  2013-09-13       Impact factor: 1.810

2.  Stereoselective isoxazolidine synthesis via copper-catalyzed alkene aminooxygenation.

Authors:  Shuklendu D Karyakarte; Thomas P Smith; Sherry R Chemler
Journal:  J Org Chem       Date:  2012-08-15       Impact factor: 4.354

3.  Regio- and stereochemically controlled formation of hydroxamic acids from indium triflate-mediated nucleophilic ring-opening reactions with acylnitroso-Diels-Alder adducts.

Authors:  Baiyuan Yang; Marvin J Miller
Journal:  Tetrahedron Lett       Date:  2010-02-10       Impact factor: 2.415

4.  Cyclopropanation of nitroso Diels-Alder cycloadducts and application to the synthesis of a 2',3'-methano carbocyclic nucleoside.

Authors:  Cheng Ji; Marvin J Miller
Journal:  Tetrahedron Lett       Date:  2010-07-01       Impact factor: 2.415

Review 5.  The nitrosocarbonyl hetero-Diels-Alder reaction as a useful tool for organic syntheses.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-21       Impact factor: 15.336

6.  Concise syntheses of enantiomerically pure protected 4-hydroxypyroglutamic acid and 4-hydroxyproline from a nitroso-cyclopentadiene cycloadduct.

Authors:  Weiqiang Huang; Marvin J Miller
Journal:  Tetrahedron Asymmetry       Date:  2008-12-12

7.  Regio- and stereoselective indium triflate-mediated nucleophilic ring-opening reactions of 3-aza-2-oxabicyclo[2.2.1]hept-5-ene and -[2.2.2]oct-5-ene systems.

Authors:  Baiyuan Yang; Marvin J Miller
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354

8.  Reactions of nitroso hetero-Diels-Alder cycloadducts with azides: stereoselective formation of triazolines and aziridines.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  J Org Chem       Date:  2007-04-13       Impact factor: 4.354
  8 in total

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