Abstract
A series of C-5 methyl substituted 4-arylthio- and 4-aryloxy-3-iodopyridin-2(1H)-ones has been synthesized as new pyridinone analogues for their evaluation as anti-HIV inhibitors. The optimization at the 5-position was developed through an efficient use of the key intermediates 5-ethoxycarbonyl- and 5-cyano-pyridin-2(1H)-ones (14 and 15). Biological studies revealed that several compounds show potent HIV-1 reverse transcriptase inhibitory properties, for example, compounds 93 and 99 are active at 0.6-50 nM against wild type HIV-1 and a panel of major simple/double HIV mutant strains.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-HIV Agents / chemical synthesis*
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Anti-HIV Agents / chemistry
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Anti-HIV Agents / pharmacology*
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Cell Line
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HIV / drug effects*
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HIV / enzymology
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HIV / genetics
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HIV Reverse Transcriptase / antagonists & inhibitors
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HIV Reverse Transcriptase / genetics
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Humans
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Inhibitory Concentration 50
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Iodopyridones / chemical synthesis*
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Iodopyridones / chemistry
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Iodopyridones / pharmacology*
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Mutation
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Small Molecule Libraries / chemical synthesis
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Small Molecule Libraries / chemistry
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Small Molecule Libraries / pharmacology
Substances
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Anti-HIV Agents
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Iodopyridones
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Small Molecule Libraries
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HIV Reverse Transcriptase