Literature DB >> 15324898

Discovery of isoxazolinone antibacterial agents. Nitrogen as a replacement for the stereogenic center found in oxazolidinone antibacterials.

Lawrence B Snyder1, Zhaoxing Meng, Robert Mate, Stanley V D'Andrea, Anne Marinier, Claude A Quesnelle, Patrice Gill, Kenneth L DenBleyker, Joan C Fung-Tomc, MaryBeth Frosco, Alain Martel, John F Barrett, Joanne J Bronson.   

Abstract

A series of potential antimicrobial derivatives possessing bioisosteric replacements for the central oxazolidinone ring found in oxazolidinone antibacterials have been prepared. The design concept involved replacement of the requisite sp(3)-hybridized stereogenic center found at the 5-position of the oxazolidinone with a nitrogen atom. The synthesis and antibacterial activity of three such ring systems, the benzisoxazolinones, pyrroles, and isoxazolinones is described.

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Year:  2004        PMID: 15324898     DOI: 10.1016/j.bmcl.2004.06.076

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


  3 in total

1.  Recent Advances in the Rational Design and Optimization of Antibacterial Agents.

Authors:  Jesse A Jones; Kristopher G Virga; Giuseppe Gumina; Kirk E Hevener
Journal:  Medchemcomm       Date:  2016-07-07       Impact factor: 3.597

2.  Library of 1,4-disubstituted 1,2,3-triazole analogs of oxazolidinone RNA-binding agents.

Authors:  George Acquaah-Harrison; Shu Zhou; Jennifer V Hines; Stephen C Bergmeier
Journal:  J Comb Chem       Date:  2010-07-12

3.  Access to β-Alkylated γ-Functionalized Ketones via Conjugate Additions to Arylideneisoxazol-5-ones and Mo(CO)6-Mediated Reductive Cascade Reactions.

Authors:  Antonio Macchia; Francesco F Summa; Guglielmo Monaco; Andreas Eitzinger; Armin R Ofial; Antonia Di Mola; Antonio Massa
Journal:  ACS Omega       Date:  2022-03-04
  3 in total

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