Literature DB >> 18951792

Design at the atomic level: generation of novel hybrid biaryloxazolidinones as promising new antibiotics.

Jiacheng Zhou1, Ashoke Bhattacharjee, Shili Chen, Yi Chen, Erin Duffy, Jay Farmer, Joel Goldberg, Roger Hanselmann, Joseph A Ippolito, Rongliang Lou, Alia Orbin, Ayomi Oyelere, Joe Salvino, Dane Springer, Jennifer Tran, Deping Wang, Yusheng Wu, Graham Johnson.   

Abstract

From the X-ray crystal structures of linezolid and the non-selective antibiotic sparsomycin, we have derived a new family of hybrid oxazolidinones. From this initial compound set we have developed a new biaryloxazolidinone scaffold that shows both potent antimicrobial activity as well as selective inhibition of ribosomal translation. The synthesis of these compounds is outlined.

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Year:  2008        PMID: 18951792     DOI: 10.1016/j.bmcl.2008.10.014

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


  11 in total

1.  Revisiting the structures of several antibiotics bound to the bacterial ribosome.

Authors:  David Bulkley; C Axel Innis; Gregor Blaha; Thomas A Steitz
Journal:  Proc Natl Acad Sci U S A       Date:  2010-09-27       Impact factor: 11.205

Review 2.  Antibiotics in the clinical pipeline at the end of 2015.

Authors:  Mark S Butler; Mark At Blaskovich; Matthew A Cooper
Journal:  J Antibiot (Tokyo)       Date:  2016-06-29       Impact factor: 2.649

3.  Cellular pharmacokinetics of the novel biaryloxazolidinone radezolid in phagocytic cells: studies with macrophages and polymorphonuclear neutrophils.

Authors:  Sandrine Lemaire; Paul M Tulkens; Françoise Van Bambeke
Journal:  Antimicrob Agents Chemother       Date:  2010-04-12       Impact factor: 5.191

4.  Cellular pharmacodynamics of the novel biaryloxazolidinone radezolid: studies with infected phagocytic and nonphagocytic cells, using Staphylococcus aureus, Staphylococcus epidermidis, Listeria monocytogenes, and Legionella pneumophila.

Authors:  Sandrine Lemaire; Klaudia Kosowska-Shick; Peter C Appelbaum; Gunther Verween; Paul M Tulkens; Françoise Van Bambeke
Journal:  Antimicrob Agents Chemother       Date:  2010-04-12       Impact factor: 5.191

5.  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

6.  Structure-activity relationships of diverse oxazolidinones for linezolid-resistant Staphylococcus aureus strains possessing the cfr methyltransferase gene or ribosomal mutations.

Authors:  Jeffrey B Locke; John Finn; Mark Hilgers; Gracia Morales; Shahad Rahawi; Kedar G C; Juan José Picazo; Weonbin Im; Karen Joy Shaw; Jeffrey L Stein
Journal:  Antimicrob Agents Chemother       Date:  2010-09-13       Impact factor: 5.191

7.  Synthesis and evaluation of hetero- and homodimers of ribosome-targeting antibiotics: antimicrobial activity, in vitro inhibition of translation, and drug resistance.

Authors:  Yifat Berkov-Zrihen; Keith D Green; Kristin J Labby; Mark Feldman; Sylvie Garneau-Tsodikova; Micha Fridman
Journal:  J Med Chem       Date:  2013-07-01       Impact factor: 7.446

8.  Structural basis for the inhibition of the eukaryotic ribosome.

Authors:  Nicolas Garreau de Loubresse; Irina Prokhorova; Wolf Holtkamp; Marina V Rodnina; Gulnara Yusupova; Marat Yusupov
Journal:  Nature       Date:  2014-09-10       Impact factor: 49.962

9.  An azido-oxazolidinone antibiotic for live bacterial cell imaging and generation of antibiotic variants.

Authors:  Wanida Phetsang; Mark A T Blaskovich; Mark S Butler; Johnny X Huang; Johannes Zuegg; Sreeman K Mamidyala; Soumya Ramu; Angela M Kavanagh; Matthew A Cooper
Journal:  Bioorg Med Chem       Date:  2014-06-14       Impact factor: 3.641

Review 10.  Targeting Antibiotic Resistance.

Authors:  Mathieu F Chellat; Luka Raguž; Rainer Riedl
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-22       Impact factor: 15.336

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