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

doi:10.1016/j.ejmech.2011.02.028

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

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	1749-1756
Number of pages	8
Journal	European Journal of Medicinal Chemistry
Volume	46
Issue number	5
DOIs	https://doi.org/10.1016/j.ejmech.2011.02.028
Publication status	Published - 1 May 2011

Keywords

Anti-integrase activity
Antiviral activity
Docking
HIV-1 IN
Molecular modeling
Quinolonyl diketo acid

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.ejmech.2011.02.028

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Vandurm, P., Guiguen, A., Cauvin, C., Georges, B., Le Van, K., Michaux, C., Cardona, C., Mbemba, G., Mouscadet, J. F., Hevesi, L., Van Lint, C., & Wouters, J. (2011). Synthesis, biological evaluation and molecular modeling studies of quinolonyl diketo acid derivatives: New structural insight into the HIV-1 integrase inhibition. European Journal of Medicinal Chemistry, 46(5), 1749-1756. https://doi.org/10.1016/j.ejmech.2011.02.028

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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",

year = "2011",

month = may,

day = "1",

doi = "10.1016/j.ejmech.2011.02.028",

language = "English",

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journal = "European Journal of Medicinal Chemistry",

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Vandurm, P, Guiguen, A, Cauvin, C, Georges, B, Le Van, K, Michaux, C, Cardona, C, Mbemba, G, Mouscadet, JF, Hevesi, L, Van Lint, C & Wouters, J 2011, 'Synthesis, biological evaluation and molecular modeling studies of quinolonyl diketo acid derivatives: New structural insight into the HIV-1 integrase inhibition', European Journal of Medicinal Chemistry, vol. 46, no. 5, pp. 1749-1756. https://doi.org/10.1016/j.ejmech.2011.02.028

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 et al.
In: European Journal of Medicinal Chemistry, Vol. 46, No. 5, 01.05.2011, p. 1749-1756.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

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

Y1 - 2011/5/1

N2 - 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.

AB - 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.

KW - Anti-integrase activity

KW - Antiviral activity

KW - Docking

KW - HIV-1 IN

KW - Molecular modeling

KW - Quinolonyl diketo acid

UR - http://www.scopus.com/inward/record.url?scp=79953202832&partnerID=8YFLogxK

U2 - 10.1016/j.ejmech.2011.02.028

DO - 10.1016/j.ejmech.2011.02.028

M3 - Article

C2 - 21385662

AN - SCOPUS:79953202832

SN - 0223-5234

VL - 46

SP - 1749

EP - 1756

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

IS - 5

ER -

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

Abstract

Keywords

UN SDGs

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