Abstract
The conformationally locked carbocyclic nucleoside phosphonates 2 and 2' and key intermediates for the synthesis of 3 and 3' were prepared from a chiral cyclopentene derivative and epicholorohydrine, respectively. The structure of the nucleoside precursor 6 was confirmed by X-ray crystallography. These carbocyclic nucleoside phosphonates were designed to probe their binding interactions at the active site of HIV-1-RT.
Publication types
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Research Support, N.I.H., Intramural
MeSH terms
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Adenosine / analogs & derivatives*
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Adenosine / chemical synthesis
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Adenosine / chemistry
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Anti-HIV Agents / chemical synthesis*
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Anti-HIV Agents / chemistry
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Catalytic Domain
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HIV Reverse Transcriptase / drug effects*
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Organophosphonates / chemical synthesis*
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Organophosphonates / chemistry
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Reverse Transcriptase Inhibitors / chemical synthesis*
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Reverse Transcriptase Inhibitors / chemistry
Substances
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Anti-HIV Agents
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Organophosphonates
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Reverse Transcriptase Inhibitors
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reverse transcriptase, Human immunodeficiency virus 1
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HIV Reverse Transcriptase
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Adenosine