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• W2939064925 abstract "Seasonal influenza infections are associated with an estimated 250-500 000 deaths annually. Resistance to the antiviral M2 ion-channel inhibitors has largely invalidated their clinical utility. Resistance to neuraminidase inhibitors has also been observed in several influenza A virus (IAV) strains. These data have prompted research on inhibitors that target the cap-snatching endonuclease activity of the polymerase acidic protein (PA). Baloxavir marboxil (Xofluza®), recently approved for clinical use, inhibits cap-snatching endonuclease. Resistance to Xofluza® has been reported in both in vitro systems and in the clinic. An X-ray crystallographic screening campaign of a fragment library targeting IAV endonuclease identified 5-chloro-3-hydroxypyridin-2(1H)-one as a bimetal chelating agent at the active site. We have reported the structure-activity relationships for 3-hydroxypyridin-2(1H)-ones and 3-hydroxyquinolin-2(1H)-ones as endonuclease inhibitors. These studies identified two distinct binding modes associated with inhibition of this enzyme that are influenced by the presence of substituents at the 5- and 6-positions of 3-hydroxypyridin-2(1H)-ones. Herein we report the structure-activity relationships associated with various para-substituted 5-phenyl derivatives of 6-(p-fluorophenyl)-3-hydroxypyridin-2(1H)-ones and the effect of using naphthyl, benzyl, and naphthylmethyl groups as alternatives to the p-fluorophenyl substituent on their activity as endonuclease inhibitors." @default.
• W2939064925 created "2019-04-25" @default.
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• W2939064925 date "2019-05-14" @default.
• W2939064925 modified "2023-10-18" @default.
• W2939064925 title "Aryl and Arylalkyl Substituted 3‐Hydroxypyridin‐2(1 <i>H</i> )‐ones: Synthesis and Evaluation as Inhibitors of Influenza A Endonuclease" @default.
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• W2939064925 doi "https://doi.org/10.1002/cmdc.201900084" @default.
• W2939064925 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6581572" @default.
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