Abstract
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
Letters in Organic Chemistry
Title: The Effect of Phenyl Substituents on 13C NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives
Volume: 5 Issue: 8
Author(s): Tatjana Z. Verbic, Branko J. Drakulic, Mire Zloh and Ivan O. Juranic
Affiliation:
Keywords: 4-Aryl-2, 4-dioxobutanoic acids, Linear free energy relationships, NMR, MS, UV/VIS spectroscopy, metal complexation ability
Abstract: 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.
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Cite this article as:
Verbic Z. Tatjana, Drakulic J. Branko, Zloh Mire and Juranic O. Ivan, The Effect of Phenyl Substituents on 13C NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives, Letters in Organic Chemistry 2008; 5 (8) . https://dx.doi.org/10.2174/157017808786857589
DOI https://dx.doi.org/10.2174/157017808786857589 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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