The Effect of Phenyl Substituents on C-13 NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives
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 abilitySource:
Letters in Organic Chemistry, 2008, 5, 8, 692-699Publisher:
- Bentham Science Publ Ltd, Sharjah
DOI: 10.2174/157017808786857589
ISSN: 1570-1786
WoS: 000261926400017
Scopus: 2-s2.0-70349624346
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Verbić, Tatjana AU - Drakulić, Branko J. AU - Zloh, Mire AU - Juranić, Ivan O. PY - 2008 UR - https://cherry.chem.bg.ac.rs/handle/123456789/595 AB - 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. PB - Bentham Science Publ Ltd, Sharjah T2 - Letters in Organic Chemistry T1 - The Effect of Phenyl Substituents on C-13 NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives VL - 5 IS - 8 SP - 692 EP - 699 DO - 10.2174/157017808786857589 ER -
@article{ author = "Verbić, Tatjana and Drakulić, Branko J. and Zloh, Mire and Juranić, Ivan O.", year = "2008", 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.", publisher = "Bentham Science Publ Ltd, Sharjah", journal = "Letters in Organic Chemistry", title = "The Effect of Phenyl Substituents on C-13 NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives", volume = "5", number = "8", pages = "692-699", doi = "10.2174/157017808786857589" }
Verbić, T., Drakulić, B. J., Zloh, M.,& Juranić, I. O.. (2008). The Effect of Phenyl Substituents on C-13 NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives. in Letters in Organic Chemistry Bentham Science Publ Ltd, Sharjah., 5(8), 692-699. https://doi.org/10.2174/157017808786857589
Verbić T, Drakulić BJ, Zloh M, Juranić IO. The Effect of Phenyl Substituents on C-13 NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives. in Letters in Organic Chemistry. 2008;5(8):692-699. doi:10.2174/157017808786857589 .
Verbić, Tatjana, Drakulić, Branko J., Zloh, Mire, Juranić, Ivan O., "The Effect of Phenyl Substituents on C-13 NMR Shifts and Metal Ions Binding to 4-Phenyl-2,4-Dioxobutanoic Acid Derivatives" in Letters in Organic Chemistry, 5, no. 8 (2008):692-699, https://doi.org/10.2174/157017808786857589 . .