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- W2038560260 abstract "Amantadine inhibits the M2 proton channel of influenza A virus, yet its clinical use has been limited by the rapid emergence of amantadine-resistant virus strains. We have synthesized and characterized a series of polycyclic compounds designed as ring-contracted or ring-expanded analogues of amantadine. Inhibition of the wild-type (wt) M2 channel and the A/M2-S31N and A/M2-V27A mutant ion channels were measured in Xenopus oocytes using two-electrode voltage clamp (TEV) assays. Several bisnoradamantane and noradamantane derivatives inhibited the wt ion channel. The compounds bind to a primary site delineated by Val27, Ala30, and Ser31, though ring expansion restricts the positioning in the binding site. Only the smallest analogue 8 was found to inhibit the S31N mutant ion channel. The structure-activity relationship obtained by TEV assay was confirmed by plaque reduction assays with A/H3N2 influenza virus carrying wt M2 protein." @default.
- W2038560260 created "2016-06-24" @default.
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- W2038560260 date "2011-04-05" @default.
- W2038560260 modified "2023-10-16" @default.
- W2038560260 title "Exploring the Size Limit of Templates for Inhibitors of the M2 Ion Channel of Influenza A Virus" @default.
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- W2038560260 doi "https://doi.org/10.1021/jm101334y" @default.
- W2038560260 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/3174104" @default.
- W2038560260 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/21466220" @default.
- W2038560260 hasPublicationYear "2011" @default.
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