Literature DB >> 24930829

2-Aminobenzoxazole ligands of the hepatitis C virus internal ribosome entry site.

Kevin D Rynearson1, Brian Charrette1, Christopher Gabriel1, Jesus Moreno1, Mark A Boerneke1, Sergey M Dibrov1, Thomas Hermann2.   

Abstract

2-Aminobenzoxazoles have been synthesized as ligands for the hepatitis C virus (HCV) internal ribosome entry site (IRES) RNA. The compounds were designed to explore the less basic benzoxazole system as a replacement for the core scaffold in previously discovered benzimidazole viral translation inhibitors. Structure-activity relationships in the target binding of substituted benzoxazole ligands were investigated.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Antivirals; HCV; RNA target; Translation inhibitor

Mesh:

Substances:

Year:  2014        PMID: 24930829      PMCID: PMC4114401          DOI: 10.1016/j.bmcl.2014.05.088

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


  10 in total

1.  SAR by MS: discovery of a new class of RNA-binding small molecules for the hepatitis C virus: internal ribosome entry site IIA subdomain.

Authors:  Punit P Seth; Alycia Miyaji; Elizabeth A Jefferson; Kristin A Sannes-Lowery; Stephen A Osgood; Stephanie S Propp; Ray Ranken; Christian Massire; Rangarajan Sampath; David J Ecker; Eric E Swayze; Richard H Griffey
Journal:  J Med Chem       Date:  2005-11-17       Impact factor: 7.446

2.  Functional architecture of HCV IRES domain II stabilized by divalent metal ions in the crystal and in solution.

Authors:  Sergey M Dibrov; Hillary Johnston-Cox; Yi-Hsin Weng; Thomas Hermann
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

3.  Molecular recognition between ligands and nucleic acids: novel pyridine- and benzoxazole-containing agents related to Hoechst 33258 that exhibit altered DNA sequence specificity deduced from footprinting analysis and spectroscopic studies.

Authors:  Y Bathini; K E Rao; R G Shea; J W Lown
Journal:  Chem Res Toxicol       Date:  1990 May-Jun       Impact factor: 3.739

4.  Aryl-substituted aminobenzimidazoles targeting the hepatitis C virus internal ribosome entry site.

Authors:  Kejia Ding; Annie Wang; Mark A Boerneke; Sergey M Dibrov; Thomas Hermann
Journal:  Bioorg Med Chem Lett       Date:  2014-05-14       Impact factor: 2.823

5.  Structure of a hepatitis C virus RNA domain in complex with a translation inhibitor reveals a binding mode reminiscent of riboswitches.

Authors:  Sergey M Dibrov; Kejia Ding; Nicholas D Brunn; Matthew A Parker; B Mikael Bergdahl; David L Wyles; Thomas Hermann
Journal:  Proc Natl Acad Sci U S A       Date:  2012-03-19       Impact factor: 11.205

6.  CCR5 receptor antagonists: discovery and SAR of novel 4-hydroxypiperidine derivatives.

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Journal:  Bioorg Med Chem Lett       Date:  2007-01-25       Impact factor: 2.823

7.  Synthesis and in vitro antimycobacterial activity of B-ring modified diaryl ether InhA inhibitors.

Authors:  Christopher W am Ende; Susan E Knudson; Nina Liu; James Childs; Todd J Sullivan; Melissa Boyne; Hua Xu; Yelizaveta Gegina; Dennis L Knudson; Francis Johnson; Charles A Peloquin; Richard A Slayden; Peter J Tonge
Journal:  Bioorg Med Chem Lett       Date:  2008-04-18       Impact factor: 2.823

8.  Molecular docking and synthesis of novel quinazoline analogues as inhibitors of transcription factors NF-κB activation and their anti-cancer activities.

Authors:  Lu Xu; Wade A Russu
Journal:  Bioorg Med Chem       Date:  2012-11-15       Impact factor: 3.641

9.  Screening for inhibitors of the hepatitis C virus internal ribosome entry site RNA.

Authors:  Shou Zhou; Kevin D Rynearson; Kejia Ding; Nicholas D Brunn; Thomas Hermann
Journal:  Bioorg Med Chem       Date:  2013-04-02       Impact factor: 3.641

10.  Identification of a series of benzoxazoles as potent 5-HT6 ligands.

Authors:  Kevin G Liu; Jennifer R Lo; Thomas A Comery; Guo Ming Zhang; Jean Y Zhang; Dianne M Kowal; Deborah L Smith; Li Di; Edward H Kerns; Lee E Schechter; Albert J Robichaud
Journal:  Bioorg Med Chem Lett       Date:  2009-01-03       Impact factor: 2.823

  10 in total
  10 in total

1.  Template-guided selection of RNA ligands using imine-based dynamic combinatorial chemistry.

Authors:  Aline Umuhire Juru; Zhengguo Cai; Adina Jan; Amanda E Hargrove
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2.  Nanopore-based conformational analysis of a viral RNA drug target.

Authors:  Carolyn Shasha; Robert Y Henley; Daniel H Stoloff; Kevin D Rynearson; Thomas Hermann; Meni Wanunu
Journal:  ACS Nano       Date:  2014-05-29       Impact factor: 15.881

3.  Discovery of honokiol thioethers containing 1,3,4-oxadiazole moieties as potential α-glucosidase and SARS-CoV-2 entry inhibitors.

Authors:  Ting Xu; Jie-Ru Meng; Wanqing Cheng; Jia-Zheng Liu; Junyan Chu; Qian Zhang; Nannan Ma; Li-Ping Bai; Yong Guo
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4.  Ligand-responsive RNA mechanical switches.

Authors:  Mark A Boerneke; Thomas Hermann
Journal:  RNA Biol       Date:  2015       Impact factor: 4.652

Review 5.  Studies of RNA Sequence and Structure Using Nanopores.

Authors:  Robert Y Henley; Spencer Carson; Meni Wanunu
Journal:  Prog Mol Biol Transl Sci       Date:  2016       Impact factor: 3.622

Review 6.  The Emerging Role of RNA as a Therapeutic Target for Small Molecules.

Authors:  Colleen M Connelly; Michelle H Moon; John S Schneekloth
Journal:  Cell Chem Biol       Date:  2016-09-01       Impact factor: 8.116

Review 7.  Small molecules targeting viral RNA.

Authors:  Thomas Hermann
Journal:  Wiley Interdiscip Rev RNA       Date:  2016-06-16       Impact factor: 9.957

Review 8.  Frameworks for targeting RNA with small molecules.

Authors:  Aline Umuhire Juru; Amanda E Hargrove
Journal:  J Biol Chem       Date:  2020-12-20       Impact factor: 5.157

9.  Development of a novel high-throughput screen for the identification of new inhibitors of protein S-acylation.

Authors:  Christine Salaun; Hiroya Takizawa; Alex Galindo; Kevin R Munro; Jayde McLellan; Isamu Sugimoto; Tomotaka Okino; Nicholas C O Tomkinson; Luke H Chamberlain
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Review 10.  Exploring Internal Ribosome Entry Sites as Therapeutic Targets.

Authors:  Anton A Komar; Maria Hatzoglou
Journal:  Front Oncol       Date:  2015-10-20       Impact factor: 6.244

  10 in total

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