Abstract
Herein, we disclose a general and flexible access to spirocyclopropyl oxindoles by a domino Michael/intramolecular nucleophilic substitution pathway with variously substituted vinyl selenones and enolizable oxindoles in aqueous sodium hydroxide solution. The spirocyclopropyl oxindole being a privileged scaffold, some of the synthesized compounds were selected for biological evaluation. Compound showed selective anti-HIV-1 activity thanks to its ability to inhibit the reverse transcriptase.
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, Tumor
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Cell Survival / drug effects
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Cyclopropanes / chemical synthesis
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Cyclopropanes / chemistry
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Cyclopropanes / pharmacology
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HIV / drug effects*
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HIV / enzymology*
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HIV Reverse Transcriptase / antagonists & inhibitors*
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HIV Reverse Transcriptase / metabolism
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Humans
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Indoles / chemical synthesis
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Indoles / chemistry
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Indoles / pharmacology
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Microbial Sensitivity Tests
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Molecular Conformation
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Organoselenium Compounds / chemistry
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Organoselenium Compounds / 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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Spiro Compounds / chemical synthesis
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Spiro Compounds / chemistry
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Spiro Compounds / pharmacology
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Vinyl Compounds / chemistry
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Vinyl Compounds / pharmacology
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Virus Replication / drug effects
Substances
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Anti-HIV Agents
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Cyclopropanes
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Indoles
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Organoselenium Compounds
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Reverse Transcriptase Inhibitors
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Spiro Compounds
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Vinyl Compounds
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HIV Reverse Transcriptase