title: Design of benzoic acid inhibitors of influenza neuraminidase containing a cyclic substitution for the N-acetyl grouping.
abstract: A 2-pyrrolidinone ring containing a single hydroxymethyl side chain effectively replaces the N-acetylamino group of 4-(N-acetylamino)-3-guanidinobenzoic acid, a low micromolar inhibitor of influenza neuraminidase. This novel structural template affords new opportunities to evolve more potent benzoic acid inhibitors.
authors.affiliation: Department of Chemistry, University of Alabama at Birmingham, 35294, USA.
authors.forename: W J
authors.initials: WJ
authors.lastname: Brouillette
authors.forename: V R
authors.initials: VR
authors.lastname: Atigadda
authors.forename: M
authors.initials: M
authors.lastname: Luo
authors.forename: G M
authors.initials: GM
authors.lastname: Air
authors.forename: Y S
authors.initials: YS
authors.lastname: Babu
authors.forename: S
authors.initials: S
authors.lastname: Bantia
mesh_terms: D019817:Benzoic Acid / Q000737:chemistry*; D001665:Binding Sites; D003198:Computer Simulation; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D006860:Hydrogen Bonding; D020128:Inhibitory Concentration 50; D008958:Models, Molecular; D009439:Neuraminidase / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000378:metabolism; D009975:Orthomyxoviridae / Q000201:enzymology*; D011760:Pyrrolidinones / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D011760:Pyrrolidinones; D019817:Benzoic Acid; D009439:Neuraminidase