Abstract
The synthesis of novel, potent diol-based HIV-1 protease inhibitors, having either -SAr, -SCH(2)Ar, or -SCH(2)R groups as P1/P1' substituents is described. They can be prepared using a straightforward synthesis involving a thiol nucleophilic ring opening of a diepoxide. Inhibitor 13 was found to be a potent inhibitor of HIV-1 PR, showing good antiviral activity in a cell-based assay.
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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Cloning, Molecular
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Cytopathogenic Effect, Viral / drug effects
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HIV Protease / metabolism
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HIV Protease Inhibitors / chemical synthesis*
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HIV Protease Inhibitors / chemistry
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HIV Protease Inhibitors / pharmacology
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HIV-1*
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Humans
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Magnetic Resonance Spectroscopy
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Structure-Activity Relationship
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Thiophenes / chemical synthesis*
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Thiophenes / chemistry
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Thiophenes / pharmacology
Substances
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HIV Protease Inhibitors
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N1,N6-di-(hydroxy-1-indanyl)-3,4-dihydroxy-2,5-di-(thiophen-3-ylsulfanyl)hexanediamide
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Thiophenes
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HIV Protease