Abstract
Substitution of 7-OH by small hydrophobic groups on zanamivir resulted in the retaining of low nanomolar inhibitory activities against not only influenza A virus sialidase but also influenza A virus in cell culture. These compounds were prepared by treatment of the corresponding 7-substituted sialic acids derived from 4-modified N-acetyl-D-mannosamine (ManNAc) using enzyme-catalyzed aldol condensation.
MeSH terms
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Antiviral Agents / chemical synthesis*
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Antiviral Agents / pharmacology*
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / pharmacology
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Guanidine / analogs & derivatives*
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Guanidine / chemical synthesis
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Guanidine / pharmacology
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Influenza A virus / drug effects*
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Influenza A virus / enzymology
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Influenza B virus / drug effects*
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Influenza B virus / enzymology
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Inhibitory Concentration 50
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N-Acetylneuraminic Acid / analogs & derivatives*
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N-Acetylneuraminic Acid / chemistry*
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N-Acetylneuraminic Acid / pharmacology*
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Neuraminidase / antagonists & inhibitors
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Structure-Activity Relationship
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Viral Plaque Assay
Substances
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Antiviral Agents
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Enzyme Inhibitors
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2-deoxy-2,3-dehydro-N-acetylneuraminic acid
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Neuraminidase
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N-Acetylneuraminic Acid
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Guanidine