1. Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides.
- Author
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Wyatt PG, Coomber BA, Evans DN, Jack TI, Fulton HE, Wonacott AJ, Colman P, and Varghese J
- Subjects
- Antiviral Agents chemical synthesis, Antiviral Agents pharmacology, Binding Sites, Enzyme Inhibitors chemical synthesis, Enzyme Inhibitors pharmacology, Guanidines, Influenza A virus drug effects, Influenza A virus enzymology, Influenza B virus drug effects, Influenza B virus enzymology, Models, Molecular, Molecular Structure, Neuraminidase antagonists & inhibitors, Neuraminidase metabolism, Nylons pharmacology, Pyrans pharmacology, Sialic Acids metabolism, Structure-Activity Relationship, Viral Plaque Assay, Zanamivir, Antiviral Agents chemistry, Enzyme Inhibitors chemistry, Nylons chemistry, Pyrans chemistry, Sialic Acids chemistry
- Abstract
SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal.
- Published
- 2001
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