title: Syntheses of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid analogues modified by α-acylaminoamido groups at the C-4 position using isocyanide-based four-component coupling and biological evaluation as inhibitors of human parainfluenza virus type 1.
abstract: Novel sialidase inhibitors 11 having an α-acylaminoamido group at the C-4 position of Neu5Ac2en 1 against human parainfluenza virus type 1 (hPIV-1) were synthesized using one-pot isocyanide-based four-component condensation, and their inhibitory activities against hPIV-1 sialidase were studied. Compound 11b showed inhibitory activity (IC(50)=5.1 mM) against hPIV-1 sialidase. The degree of inhibition of 11b was much weaker than that of 1 (IC(50)=0.3 mM).
authors.affiliation: Department of Organic Chemistry, School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan.
authors.forename: Reiko
authors.initials: R
authors.lastname: Nishino
authors.forename: Takuya
authors.initials: T
authors.lastname: Hayakawa
authors.forename: Tadanobu
authors.initials: T
authors.lastname: Takahashi
authors.forename: Takashi
authors.initials: T
authors.lastname: Suzuki
authors.forename: Masayuki
authors.initials: M
authors.lastname: Sato
authors.forename: Kiyoshi
authors.initials: K
authors.lastname: Ikeda
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D009439:Neuraminidase / Q000037:antagonists & inhibitors*; D010222:Parainfluenza Virus 1, Human / Q000187:drug effects / Q000201:enzymology*; D010253:Respirovirus Infections / Q000188:drug therapy* / Q000821:virology; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; C036137:2-deoxy-2,3-dehydro-N-acetylneuraminic acid; D009439:Neuraminidase; D019158:N-Acetylneuraminic Acid