title: Inhibition of influenza-virus-induced cytopathy by sialylglycoconjugates.
abstract: The anti-viral activity of gangliosides such as SPG (sialylparagloboside), GD1a, GM3, and GM4 was assessed by inhibition of the cytopathy of MDCK cells due to infection with the influenza virus A/PR/8/34. The inhibitory effect was in the following sequence: SPG>GD1a>GM3>GM4. The IC50 of SPG and GD1a was 7 and 70 microM, respectively, indicating that they are more effective than the representative inhibitor amantadine. Although 3'-sialyllactose (3'-SL) and 3'-sialyllactosamine (3'-SLN), which are identical to the terminal trisaccharides of GM3 and SPG, respectively, did not show any inhibitory effect, introduction of an amino group to the reducing end of 3'-SL following amidation with lauroyl chloride gave the inhibitory potency, which was comparable to that of GM3. These results suggest that the viral hemagglutinin recognizes exogenous sialyloligosaccharides rather than inherent sialyloligosaccharides expressed on MDCK cells, since introduction of the hydrophobic moiety to oligosaccharides might cause micelle formation.
authors.affiliation: Department of Physics, School of Science, Kitasato University, 1-15-1 Kitasato, Sagamihara 228-8555, Japan. terabaya@jet.sci.kitasato-u.ac.jp
authors.forename: Takashi
authors.initials: T
authors.lastname: Terabayashi
authors.forename: Minoru
authors.initials: M
authors.lastname: Morita
authors.forename: Masaki
authors.initials: M
authors.lastname: Ueno
authors.forename: Tadashi
authors.initials: T
authors.lastname: Nakamura
authors.forename: Tadasu
authors.initials: T
authors.lastname: Urashima
mesh_terms: D000818:Animals; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002853:Chromatography, Liquid; D002855:Chromatography, Thin Layer; D004305:Dose-Response Relationship, Drug; D005679:G(M3) Ganglioside / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology*; D005732:Gangliosides / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects* / Q000254:growth & development / Q000648:ultrastructure; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D046529:Microscopy, Electron, Transmission; D009844:Oligosaccharides / Q000737:chemistry / Q000494:pharmacology*; D013997:Time Factors
chemical_list: D005679:G(M3) Ganglioside; D005732:Gangliosides; D009844:Oligosaccharides; C016735:sialooligosaccharides