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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

The Effect of Phenyl Substituents on 13C NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives

Author(s): Tatjana Z. Verbic, Branko J. Drakulic, Mire Zloh and Ivan O. Juranic

Volume 5, Issue 8, 2008

Page: [692 - 699] Pages: 8

DOI: 10.2174/157017808786857589

Price: $65


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

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