Abstract
An efficient, homogeneous synthesis of phospholipid conjugation of S-Neu5Acα2-6Galβ1-4GluNAcβ1-3 (3) and its 6-sulphate analogue 4 has been developed. The self-assembled micelles and liposomes of these trisaccharides formed in solution were found to be inhibitors interfering with the entry of the H1N1 influenza virus into MDCK cells. Compound 3 bearing a liposome and a micelle displayed superior inhibitory activity than its 6-sulfate congener 4 in both the virus neutralization assay and the hemagglutination inhibition assay.
MeSH terms
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Animals
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Antiviral Agents / administration & dosage
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Antiviral Agents / chemistry*
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Antiviral Agents / pharmacology*
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Cell Line
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Dogs
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Humans
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Influenza A Virus, H1N1 Subtype / drug effects*
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Influenza A Virus, H1N1 Subtype / physiology
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Influenza, Human / drug therapy
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Influenza, Human / virology
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Liposomes
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Micelles
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Oligosaccharides / administration & dosage
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Oligosaccharides / chemistry*
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Oligosaccharides / pharmacology*
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Orthomyxoviridae Infections / drug therapy
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Orthomyxoviridae Infections / virology
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Virus Internalization / drug effects*
Substances
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Antiviral Agents
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Liposomes
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Micelles
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Oligosaccharides
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sialooligosaccharides