Identification of Terfenadine as an Inhibitor of Human CD81-Receptor HCV-E2 Interaction: Synthesis and Structure Optimization

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ID: 4725
1970
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Abstract
Terfenadine (4-[4-(hydroxydiphenylmethyl)-1-piperidyl]-1-(4-tert-butylphenyl)-butan-1-ol) was identified in a biological screening to be a moderate inhibitor (27% inhibition) of the CD81-LEL–HCV-E2 interaction. To increase the observed biologicalactivity, 63 terfenadine derivates were synthesized via microwave assisted nucleophilicsubstitution. The prepared compounds were tested for their inhibitory potency by means ofa fluorescence labeled antibody assay using HUH7.5 cells. Distinct structure-activityrelationships could be derived. Optimization was successful, leading to 3g, identfied as themost potent compound (69 % inhibition). Experiments with viral particles revealed thatthere might be additional HCV infection reducing mechanisms.
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Authors Marcel Holzer, Sigrid Ziegler, Beatrice Albrecht, Bernd Kronenberger, Artur Kaul, Ralf Bartenschlager, Lars Kattner, Christian D. Klein, Rolf W. Hartmann, Marcel Holzer, Sigrid Ziegler, Beatrice Albrecht, Bernd Kronenberger, Artur Kaul, Ralf Bartenschlager, Lars Kattner, Christian D. Klein, Rolf W. Hartmann
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Journal molecules
Year 1970
DOI
10.3390/molecules13051081
URL
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