The Effect of Phenyl Substituents on C-13 NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives
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Butanoic moiety of 4-aryl-2,4-dioxobutanoic acids is involved in interactions with metal ions within HIV-1 integrase active site. Sixteen congeneric 4-phenyl-2,4-dioxobutanoic acid derivatives with different substitution on the phenyl ring were prepared. Effects of substitution were studied by spectrometric methods (NMR, MS, UV/VIS) and linear free energy relationships. Better metal complexation ability of meta-alkyl substituted compounds, was observed. This observation might have pharmacological implications.
Keywords:4-Aryl-2,4-dioxobutanoic acids / Linear free energy relationships / NMR / MS / UV/VIS spectroscopy / metal complexation ability
Source:Letters in Organic Chemistry, 2008, 5, 8, 692-699
- Bentham Science Publ Ltd, Sharjah