Electronic transitions of neutral and anionic quinolinone HIV-1 integrase inhibitor: Joint theory/experiment investigation

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Abstract

In this joint experimental and theoretical study, the solution-state conformation of [6-bromo-1-(4-fluorophenylmethyl)-4(1H)-quinolinon-3-yl)]-4-hydroxy-2-oxo-3-butenoïc acid (QDKA), a potential HIV-1 integrase inhibitor, is investigated by using UV-visible spectroscopy and Time-Dependent Density Functional Theory. The neutral, mono-anionic and di-anionic species have been identified and their spectral characteristics rationalized. The possibility of forming enol tautomers and keto structures is assessed.

Original languageEnglish
Pages (from-to)243-248
Number of pages6
JournalChemical Physics Letters
Volume478
Issue number4-6
DOIs
Publication statusPublished - 27 Aug 2009

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Integrase Inhibitors
human immunodeficiency virus
tautomers
Quinolones
inhibitors
Density functional theory
Conformations
Spectroscopy
density functional theory
acids
Acids
electronics
spectroscopy
Experiments
p31 integrase protein, Human immunodeficiency virus 1

Cite this

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abstract = "In this joint experimental and theoretical study, the solution-state conformation of [6-bromo-1-(4-fluorophenylmethyl)-4(1H)-quinolinon-3-yl)]-4-hydroxy-2-oxo-3-buteno{\"i}c acid (QDKA), a potential HIV-1 integrase inhibitor, is investigated by using UV-visible spectroscopy and Time-Dependent Density Functional Theory. The neutral, mono-anionic and di-anionic species have been identified and their spectral characteristics rationalized. The possibility of forming enol tautomers and keto structures is assessed.",
author = "Pierre Vandurm and Christine Cauvin and Johan Wouters and Perp{\`e}te, {Eric A.} and Denis Jacquemin",
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T1 - Electronic transitions of neutral and anionic quinolinone HIV-1 integrase inhibitor

T2 - Joint theory/experiment investigation

AU - Vandurm, Pierre

AU - Cauvin, Christine

AU - Wouters, Johan

AU - Perpète, Eric A.

AU - Jacquemin, Denis

PY - 2009/8/27

Y1 - 2009/8/27

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AB - In this joint experimental and theoretical study, the solution-state conformation of [6-bromo-1-(4-fluorophenylmethyl)-4(1H)-quinolinon-3-yl)]-4-hydroxy-2-oxo-3-butenoïc acid (QDKA), a potential HIV-1 integrase inhibitor, is investigated by using UV-visible spectroscopy and Time-Dependent Density Functional Theory. The neutral, mono-anionic and di-anionic species have been identified and their spectral characteristics rationalized. The possibility of forming enol tautomers and keto structures is assessed.

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U2 - 10.1016/j.cplett.2009.07.056

DO - 10.1016/j.cplett.2009.07.056

M3 - Article

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VL - 478

SP - 243

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JO - Chemical Physics Letters

JF - Chemical Physics Letters

SN - 0009-2614

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