Abstract
We have synthesized novel phosphonic acid analogues of beta-diketo acids. Interestingly, the phosphonic acid isostere, 2, of our anti-HIV compound, 1, was an inhibitor of only the strand transfer step, in stark contrast to 1. Compound 2 had lower anti-HIV activity than 1, but was more active and less toxic than the phosphonic acid analogue of L-708906. These isosteric compounds represent the first examples of beta-diketo phosphonic acids of structural, synthetic, and antiviral interest.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, N.I.H., Intramural
MeSH terms
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Acetoacetates / pharmacology
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Anti-HIV Agents / chemical synthesis*
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Anti-HIV Agents / pharmacology
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Cell Line
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HIV Infections / drug therapy
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HIV Integrase Inhibitors / chemical synthesis*
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HIV Integrase Inhibitors / pharmacology
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HIV-1 / drug effects
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Humans
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Inhibitory Concentration 50
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Ketones
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Organophosphonates / chemical synthesis*
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Organophosphonates / pharmacology
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Structure-Activity Relationship
Substances
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Acetoacetates
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Anti-HIV Agents
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HIV Integrase Inhibitors
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Ketones
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L 708906
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Organophosphonates