Abstract
A series of keto-glutamine tetrapeptide analogs containing a 2-oxo-pyrrolidine ring as a glutamine side chain mimic were synthesized with both R and S configuration at the beta-carbon. Compounds bearing a phthalhydrazide moiety show improved reversible inhibition of HAV 3C proteinase in the low micromolar range.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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3C Viral Proteases
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Cysteine Endopeptidases
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Glutamine / analogs & derivatives
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Glutamine / chemistry
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Glutamine / pharmacology*
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Hepatitis A virus / drug effects*
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Hepatitis A virus / enzymology
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Inhibitory Concentration 50
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Molecular Mimicry
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Oligopeptides / chemical synthesis
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Phthalazines / chemistry
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Phthalazines / pharmacology
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Protease Inhibitors / chemistry
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Protease Inhibitors / pharmacology*
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Pyrrolidines / chemistry
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Pyrrolidines / pharmacology
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Viral Proteins / antagonists & inhibitors*
Substances
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Oligopeptides
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Phthalazines
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Protease Inhibitors
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Pyrrolidines
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Viral Proteins
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Glutamine
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Cysteine Endopeptidases
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3C Viral Proteases
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pyrrolidine