Abstract
3-Iodo-4-(2'-methylcyclohexyloxy)-6-phenethylpyridin-2(1H)-ones, as effective non-nucleoside reverse transcriptase inhibitors, were synthesized and resolved with different configurations. Biological results revealed that the trans-racemate 2b exhibited more potent activity than the cis-isomers. Noticeably, the trans-(S,S)-enantiomer 2e turned out to be significantly more potent than its counterpart enantiomer 2d against wild-type and double-mutant strains with high selectivity indexes.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Cell Line
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Dose-Response Relationship, Drug
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Genetic Variation / drug effects
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HIV Reverse Transcriptase / antagonists & inhibitors*
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HIV Reverse Transcriptase / genetics
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HIV-1 / drug effects*
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HIV-1 / enzymology
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HIV-1 / genetics*
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Humans
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Models, Molecular
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Molecular Structure
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Pyridones / chemical synthesis
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Pyridones / chemistry
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Pyridones / pharmacology*
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Reverse Transcriptase Inhibitors / chemical synthesis
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Reverse Transcriptase Inhibitors / chemistry
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Reverse Transcriptase Inhibitors / pharmacology*
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Stereoisomerism
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Structure-Activity Relationship
Substances
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3-iodo-4-(2-methylcyclohexyloxy)-6-phenethylpyridin-2(1H)-one
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Pyridones
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Reverse Transcriptase Inhibitors
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HIV Reverse Transcriptase