title: Synthesis and inhibitory activity of sialic acid derivatives targeted at viral sialate-O-acetylesterases.
abstract: A series of sialosides modified at the 4- and 9-hydroxy group were synthesised and tested for inhibition of the viral haemagglutinin-esterase activity from various Orthomyxoviruses and Coronaviruses. While no inhibition of the sialate-4-O-acetylesterases from mouse hepatitis virus strain S or sialodacryoadenitis virus was found, a 9-O-methyl derivative displayed inhibitory activity against recombinant sialate-9-O-acetylesterase from influenza C virus.
authors.affiliation: Department of Chemistry and Biochemistry, University of Sussex, Brighton, BN1 9QG, UK.
authors.forename: Mathew
authors.initials: M
authors.lastname: Stanley
authors.forename: Juliane
authors.initials: J
authors.lastname: Mayr
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Huber
authors.forename: Reinhard
authors.initials: R
authors.lastname: Vlasak
authors.forename: Hansjörg
authors.initials: H
authors.lastname: Streicher
mesh_terms: D000115:Acetylesterase / Q000037:antagonists & inhibitors* / Q000737:chemistry; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry*; D017934:Coronavirus / Q000737:chemistry / Q000201:enzymology; D015195:Drug Design; D006389:Hemagglutinins, Viral / Q000737:chemistry; D009982:Gammainfluenzavirus / Q000737:chemistry* / Q000201:enzymology; D051379:Mice; D019158:N-Acetylneuraminic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009975:Orthomyxoviridae / Q000737:chemistry / Q000201:enzymology; D011994:Recombinant Proteins / Q000737:chemistry; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D017003:Torovirus / Q000737:chemistry / Q000201:enzymology; D014760:Viral Fusion Proteins / Q000037:antagonists & inhibitors* / Q000737:chemistry; D014764:Viral Proteins / Q000037:antagonists & inhibitors* / Q000737:chemistry
chemical_list: D000998:Antiviral Agents; D006389:Hemagglutinins, Viral; D011994:Recombinant Proteins; D014760:Viral Fusion Proteins; D014764:Viral Proteins; C060814:hemagglutinin esterase; D000115:Acetylesterase; C046298:sialate O-acetylesterase; D019158:N-Acetylneuraminic Acid