Synthesis, biological evaluation and molecular modeling studies of quinolonyl diketo acid derivatives: New structural insight into the HIV-1 integrase inhibition

Pierre Vandurm, Allan Guiguen, Christine Cauvin, Benoît Georges, Kiet Le Van, Catherine Michaux, Christelle Cardona, Gladys Mbemba, Jean Franois Mouscadet, Laszlo Hevesi, Carine Van Lint, Johan Wouters

Résultats de recherche: Contribution à un journal/une revueArticle

Résumé

New quinolonyl diketo acid compounds bearing various substituents at position 6 of the quinolone scaffold were designed and synthesized as potential HIV-1 integrase inhibitors. These new compounds were evaluated for their antiviral and anti-integrase activity and showed inhibitory potency similar to that of 6-bromide analog 2. Molecular modeling and docking studies were performed to rationalize these data and to provide a detailed understanding of the mechanism of inhibition for this class of compounds.

langue originaleAnglais
Pages (de - à)1749-1756
Nombre de pages8
journalEuropean Journal of Medicinal Chemistry
Volume46
Numéro de publication5
Les DOIs
étatPublié - 1 mai 2011

Empreinte digitale

Bearings (structural)
HIV Integrase Inhibitors
Integrase Inhibitors
Integrases
Molecular modeling
Quinolones
Bromides
Scaffolds
Antiviral Agents
Derivatives
Acids
p31 integrase protein, Human immunodeficiency virus 1

mots-clés

    Citer ceci

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    title = "Synthesis, biological evaluation and molecular modeling studies of quinolonyl diketo acid derivatives: New structural insight into the HIV-1 integrase inhibition",
    abstract = "New quinolonyl diketo acid compounds bearing various substituents at position 6 of the quinolone scaffold were designed and synthesized as potential HIV-1 integrase inhibitors. These new compounds were evaluated for their antiviral and anti-integrase activity and showed inhibitory potency similar to that of 6-bromide analog 2. Molecular modeling and docking studies were performed to rationalize these data and to provide a detailed understanding of the mechanism of inhibition for this class of compounds.",
    keywords = "Anti-integrase activity, Antiviral activity, Docking, HIV-1 IN, Molecular modeling, Quinolonyl diketo acid",
    author = "Pierre Vandurm and Allan Guiguen and Christine Cauvin and Beno{\^i}t Georges and {Le Van}, Kiet and Catherine Michaux and Christelle Cardona and Gladys Mbemba and Mouscadet, {Jean Franois} and Laszlo Hevesi and {Van Lint}, Carine and Johan Wouters",
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    language = "English",
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    journal = "European journal of medicinal chemistry / Chimica therapeutica",
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    Synthesis, biological evaluation and molecular modeling studies of quinolonyl diketo acid derivatives : New structural insight into the HIV-1 integrase inhibition. / Vandurm, Pierre; Guiguen, Allan; Cauvin, Christine; Georges, Benoît; Le Van, Kiet; Michaux, Catherine; Cardona, Christelle; Mbemba, Gladys; Mouscadet, Jean Franois; Hevesi, Laszlo; Van Lint, Carine; Wouters, Johan.

    Dans: European Journal of Medicinal Chemistry, Vol 46, Numéro 5, 01.05.2011, p. 1749-1756.

    Résultats de recherche: Contribution à un journal/une revueArticle

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    T1 - Synthesis, biological evaluation and molecular modeling studies of quinolonyl diketo acid derivatives

    T2 - New structural insight into the HIV-1 integrase inhibition

    AU - Vandurm, Pierre

    AU - Guiguen, Allan

    AU - Cauvin, Christine

    AU - Georges, Benoît

    AU - Le Van, Kiet

    AU - Michaux, Catherine

    AU - Cardona, Christelle

    AU - Mbemba, Gladys

    AU - Mouscadet, Jean Franois

    AU - Hevesi, Laszlo

    AU - Van Lint, Carine

    AU - Wouters, Johan

    PY - 2011/5/1

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    KW - Anti-integrase activity

    KW - Antiviral activity

    KW - Docking

    KW - HIV-1 IN

    KW - Molecular modeling

    KW - Quinolonyl diketo acid

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