Literature DB >> 25031353

Novel indole-2-carboxamide compounds are potent broad-spectrum antivirals active against western equine encephalitis virus in vivo.

Phillip C Delekta1, Craig J Dobry1, Janice A Sindac2, Scott J Barraza2, Pennelope K Blakely3, Jianming Xiang4, Paul D Kirchhoff2, Richard F Keep4, David N Irani3, Scott D Larsen2, David J Miller5.   

Abstract

Neurotropic alphaviruses, including western, eastern, and Venezuelan equine encephalitis viruses, cause serious and potentially fatal central nervous system infections in humans for which no currently approved therapies exist. We previously identified a series of thieno[3,2-b]pyrrole derivatives as novel inhibitors of neurotropic alphavirus replication, using a cell-based phenotypic assay (W. Peng et al., J. Infect. Dis. 199:950-957, 2009, doi:http://dx.doi.org/10.1086/597275), and subsequently developed second- and third-generation indole-2-carboxamide derivatives with improved potency, solubility, and metabolic stability (J. A. Sindac et al., J. Med. Chem. 55:3535-3545, 2012, doi:http://dx.doi.org/10.1021/jm300214e; J. A. Sindac et al., J. Med. Chem. 56:9222-9241, 2013, http://dx.doi.org/10.1021/jm401330r). In this report, we describe the antiviral activity of the most promising third-generation lead compound, CCG205432, and closely related analogs CCG206381 and CCG209023. These compounds have half-maximal inhibitory concentrations of ∼1 μM and selectivity indices of >100 in cell-based assays using western equine encephalitis virus replicons. Furthermore, CCG205432 retains similar potency against fully infectious virus in cultured human neuronal cells. These compounds show broad inhibitory activity against a range of RNA viruses in culture, including members of the Togaviridae, Bunyaviridae, Picornaviridae, and Paramyxoviridae families. Although their exact molecular target remains unknown, mechanism-of-action studies reveal that these novel indole-based compounds target a host factor that modulates cap-dependent translation. Finally, we demonstrate that both CCG205432 and CCG209023 dampen clinical disease severity and enhance survival of mice given a lethal western equine encephalitis virus challenge. These studies demonstrate that indole-2-carboxamide compounds are viable candidates for continued preclinical development as inhibitors of neurotropic alphaviruses and, potentially, of other RNA viruses. IMPORTANCE There are currently no approved drugs to treat infections with alphaviruses. We previously identified a novel series of compounds with activity against these potentially devastating pathogens (J. A. Sindac et al., J. Med. Chem. 55:3535-3545, 2012, doi:http://dx.doi.org/10.1021/jm300214e; W. Peng et al., J. Infect. Dis. 199:950-957, 2009, doi:http://dx.doi.org/10.1086/597275; J. A. Sindac et al., J. Med. Chem. 56:9222-9241, 2013, http://dx.doi.org/10.1021/jm401330r). We have now produced third-generation compounds with enhanced potency, and this manuscript provides detailed information on the antiviral activity of these advanced-generation compounds, including activity in an animal model. The results of this study represent a notable achievement in the continued development of this novel class of antiviral inhibitors.
Copyright © 2014, American Society for Microbiology. All Rights Reserved.

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Year:  2014        PMID: 25031353      PMCID: PMC4178776          DOI: 10.1128/JVI.01671-14

Source DB:  PubMed          Journal:  J Virol        ISSN: 0022-538X            Impact factor:   5.103


  69 in total

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5.  Optimization of novel indole-2-carboxamide inhibitors of neurotropic alphavirus replication.

Authors:  Janice A Sindac; Scott J Barraza; Craig J Dobry; Jianming Xiang; Pennelope K Blakely; David N Irani; Richard F Keep; David J Miller; Scott D Larsen
Journal:  J Med Chem       Date:  2013-11-12       Impact factor: 7.446

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  7 in total

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Authors:  Pennelope K Blakely; Phillip C Delekta; David J Miller; David N Irani
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2.  Discovery of anthranilamides as a novel class of inhibitors of neurotropic alphavirus replication.

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3.  The combined use of alphavirus replicons and pseudoinfectious particles for the discovery of antivirals derived from natural products.

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Journal:  Viruses       Date:  2022-01-25       Impact factor: 5.048

Review 5.  Development of Azaindole-Based Frameworks as Potential Antiviral Agents and Their Future Perspectives.

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Review 7.  A compendium of small molecule direct-acting and host-targeting inhibitors as therapies against alphaviruses.

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  7 in total

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