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(S)-N-(2,5-Dimethylphenyl)-1-(quinoline-8-ylsulfonyl)pyrrolidine-2-carboxamide as a Small Molecule Inhibitor Probe for the Study of Respiratory Syncytial Virus Infection

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    (S)-N-(2,5-Dimethylphenyl)-1-(quinoline-8-ylsulfonyl)pyrrolidine-2-carboxamide as a Small Molecule Inhibitor Probe for the Study of Respiratory Syncytial Virus Infection
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    † Southern Research Specialized Biocontainment Screening Center, Southern Research Institute, Birmingham, Alabama 35205, United States
    ⊥ Center for Predictive Medicine for Biodefense and Emerging Infectious Diseases, University of Louisville, Louisville, Kentucky 40222, United States
    ‡ University of Kansas Specialized Chemistry Center, University of Kansas, Lawrence, Kansas 66047, United States
    § Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66045, United States
    *Phone (502) 852-1546. E-mail: [email protected].
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    Journal of Medicinal Chemistry

    Cite this: J. Med. Chem. 2012, 55, 20, 8582–8587
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    https://doi.org/10.1021/jm300612z
    Published October 8, 2012
    Copyright © 2012 American Chemical Society
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    Abstract

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    A high-throughput, cell-based screen was used to identify chemotypes as inhibitors for human respiratory syncytial virus (hRSV). Optimization of a sulfonylpyrrolidine scaffold resulted in compound 5o that inhibited a virus-induced cytopathic effect in the entry stage of infection (EC50 = 2.3 ± 0.8 μM) with marginal cytotoxicity (CC50 = 30.9 ± 1.1 μM) and reduced viral titer by 100-fold. Compared to ribavirin, sulfonylpyrrolidine 5o demonstrated an improved in vitro potency and selectivity index.

    Copyright © 2012 American Chemical Society

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    Assay details and experimental characterization for select compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Journal of Medicinal Chemistry

    Cite this: J. Med. Chem. 2012, 55, 20, 8582–8587
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jm300612z
    Published October 8, 2012
    Copyright © 2012 American Chemical Society
    Request reuse permissions

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