Abstract
A number of properly substituted 5H-pyrimido[4,5-b][1,5]benzodiazepines (2) and pyrazolo[3,4-b][1,5]benzodiazepines (3 and 4), as well as compounds 5-7, which are derivatives of new tetracyclic systems, were prepared as nevirapine analogues through multistep synthetic routes. The cytotoxic and anti-HIV-1 properties of compounds 2-7 were evaluated in cell-based assays, together with their inhibitory activity against the HIV-1 recombinant reverse transcriptase (rRT) in enzyme assays. The modifications introduced into nevirapine heterocyclic skeleton proved to have a negative effect for the anti-HIV-1 activity. It is worth noting that some of the new derivatives proved to be cytotoxic in the low micromolar range.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Benzodiazepines / chemical synthesis*
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Benzodiazepines / chemistry
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Benzodiazepines / pharmacology
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Cell Line
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HIV Reverse Transcriptase / antagonists & inhibitors
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HIV-1 / drug effects*
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Humans
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Microbial Sensitivity Tests
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Nevirapine / analogs & derivatives
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Nevirapine / chemical synthesis*
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Nevirapine / chemistry
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Nevirapine / pharmacology
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Recombinant Proteins / antagonists & inhibitors
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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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T-Lymphocytes / drug effects*
Substances
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Recombinant Proteins
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Reverse Transcriptase Inhibitors
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Benzodiazepines
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Nevirapine
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HIV Reverse Transcriptase