Literature DB >> 21733684

Structure-activity studies of RNA-binding oxazolidinone derivatives.

Iwona Maciagiewicz1, Shu Zhou, Stephen C Bergmeier, Jennifer V Hines.   

Abstract

The structure-activity relationship of a series of oxazolidinones binding to T-box riboswitch antiterminator RNA has been investigated. Oxazolidinones differentially substituted at C-5 were prepared and the ligand-induced fluorescence resonance energy transfer (FRET) changes in FRET-labeled antiterminator model RNA were assayed. Both qualitative and quantitative analysis of the structure-activity relationship indicate that hydrogen bonding and hydrophobic properties play a significant role in ligand binding.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID: 21733684      PMCID: PMC3466080          DOI: 10.1016/j.bmcl.2011.05.130

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


  18 in total

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Journal:  Chembiochem       Date:  2003-10-06       Impact factor: 3.164

2.  Solution structure of the Bacillus subtilis T-box antiterminator RNA: seven nucleotide bulge characterized by stacking and flexibility.

Authors:  Melinda S Gerdeman; Tina M Henkin; Jennifer V Hines
Journal:  J Mol Biol       Date:  2003-02-07       Impact factor: 5.469

3.  Synthesis and biological evaluation of 2-phenylquinolones targeted at Tat/TAR recognition.

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Journal:  Bioorg Med Chem Lett       Date:  2008-12-11       Impact factor: 2.823

Review 4.  Biochemical features and functional implications of the RNA-based T-box regulatory mechanism.

Authors:  Ana Gutiérrez-Preciado; Tina M Henkin; Frank J Grundy; Charles Yanofsky; Enrique Merino
Journal:  Microbiol Mol Biol Rev       Date:  2009-03       Impact factor: 11.056

Review 5.  Targeting RNA with small molecules.

Authors:  Jason R Thomas; Paul J Hergenrother
Journal:  Chem Rev       Date:  2008-03-25       Impact factor: 60.622

6.  Structure-activity studies of oxazolidinone analogs as RNA-binding agents.

Authors:  John Means; Steven Katz; Abhijit Nayek; Rajaneesh Anupam; Jennifer V Hines; Stephen C Bergmeier
Journal:  Bioorg Med Chem Lett       Date:  2006-04-05       Impact factor: 2.823

7.  Mitoxantrone analogues as ligands for a stem-loop structure of tau pre-mRNA.

Authors:  Yang Liu; Eleanor Peacey; John Dickson; Christine P Donahue; Suxin Zheng; Gabriele Varani; Michael S Wolfe
Journal:  J Med Chem       Date:  2009-11-12       Impact factor: 7.446

8.  4,5-Disubstituted oxazolidinones: High affinity molecular effectors of RNA function.

Authors:  Rajaneesh Anupam; Abhijit Nayek; Nicholas J Green; Frank J Grundy; Tina M Henkin; John A Means; Stephen C Bergmeier; Jennifer V Hines
Journal:  Bioorg Med Chem Lett       Date:  2008-05-06       Impact factor: 2.823

9.  Small molecule ligands for bulged RNA secondary structures.

Authors:  S Todd Meyer; Paul J Hergenrother
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10.  Identification of neomycin B-binding site in T box antiterminator model RNA.

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Journal:  Bioorg Med Chem       Date:  2008-03-07       Impact factor: 3.641

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  16 in total

1.  Basis for ligand discrimination between ON and OFF state riboswitch conformations: the case of the SAM-I riboswitch.

Authors:  Vamsi Krishna Boyapati; Wei Huang; Jessica Spedale; Fareed Aboul-Ela
Journal:  RNA       Date:  2012-04-27       Impact factor: 4.942

2.  Anisotropy studies of tRNA-T box antiterminator RNA complex in the presence of 1,4-disubstituted 1,2,3-triazoles.

Authors:  S Zhou; G Acquaah-Harrison; S C Bergmeier; J V Hines
Journal:  Bioorg Med Chem Lett       Date:  2011-09-29       Impact factor: 2.823

3.  Driving factors in amiloride recognition of HIV RNA targets.

Authors:  Neeraj N Patwardhan; Zhengguo Cai; Aline Umuhire Juru; Amanda E Hargrove
Journal:  Org Biomol Chem       Date:  2019-10-30       Impact factor: 3.876

4.  Synthesis and stereospecificity of 4,5-disubstituted oxazolidinone ligands binding to T-box riboswitch RNA.

Authors:  Crina M Orac; Shu Zhou; John A Means; David Boehm; Stephen C Bergmeier; Jennifer V Hines
Journal:  J Med Chem       Date:  2011-08-31       Impact factor: 7.446

Review 5.  Methods to enable the design of bioactive small molecules targeting RNA.

Authors:  Matthew D Disney; Ilyas Yildirim; Jessica L Childs-Disney
Journal:  Org Biomol Chem       Date:  2014-02-21       Impact factor: 3.876

6.  Small molecule-RNA targeting: starting with the fundamentals.

Authors:  Amanda E Hargrove
Journal:  Chem Commun (Camb)       Date:  2020-11-26       Impact factor: 6.222

7.  Ligand-induced changes in T box antiterminator RNA stability.

Authors:  Shu Zhou; George Acquaah-Harrison; Karen D Jack; Stephen C Bergmeier; Jennifer V Hines
Journal:  Chem Biol Drug Des       Date:  2011-12-22       Impact factor: 2.817

8.  Factors that influence T box riboswitch efficacy and tRNA affinity.

Authors:  C Zeng; S Zhou; S C Bergmeier; J V Hines
Journal:  Bioorg Med Chem       Date:  2015-07-16       Impact factor: 3.641

9.  Identification of Spermidine Binding Site in T-box Riboswitch Antiterminator RNA.

Authors:  Jia Liu; Chunxi Zeng; Vivian Hogan; Shu Zhou; Md Masud Monwar; Jennifer V Hines
Journal:  Chem Biol Drug Des       Date:  2015-10-05       Impact factor: 2.817

10.  Amiloride as a new RNA-binding scaffold with activity against HIV-1 TAR.

Authors:  Neeraj N Patwardhan; Laura R Ganser; Gary J Kapral; Christopher S Eubanks; Janghyun Lee; Bharathwaj Sathyamoorthy; Hashim M Al-Hashimi; Amanda E Hargrove
Journal:  Medchemcomm       Date:  2017-03-15       Impact factor: 3.597

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