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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
16
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pubmed:dateCreated |
2009-7-29
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pubmed:abstractText |
Ethyl [6-bromo-1-(4-fluorophenylmethyl)-4(1H)-quinolinon-3-yl]-4-hydroxy-2-oxo-3-butenoate 1 and [6-bromo-1-(4-fluorophenylmethyl)-4(1H)-quinolinon-3-yl)]-4-hydroxy-2-oxo-3-butenoïc acid 2 were synthesized as potential HIV-1 integrase inhibitors and evaluated for their enzymatic and antiviral activity, acidic compound 2 being more potent than ester compound 1. X-ray diffraction analyses and theoretical calculations show that the diketoacid chain of compound 2 is preferentially coplanar with the quinolinone ring (dihedral angle of 0-30 degrees ). Docking studies suggest binding modes in agreement with structure-activity relationships.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
1464-3405
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pubmed:author |
pubmed-author:CardonaChristelleC,
pubmed-author:CauvinChristineC,
pubmed-author:GeorgesBenoîtB,
pubmed-author:GuiguenAllanA,
pubmed-author:HevesiLászlóL,
pubmed-author:Le VanKietK,
pubmed-author:MartinelliValérieV,
pubmed-author:MbembaGladysG,
pubmed-author:MouscadetJean-FrançoisJF,
pubmed-author:Van LintCarineC,
pubmed-author:VandurmPierreP,
pubmed-author:WoutersJohanJ
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pubmed:issnType |
Electronic
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pubmed:day |
15
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pubmed:volume |
19
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4806-9
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pubmed:meshHeading |
pubmed-meshheading:19556126-4-Quinolones,
pubmed-meshheading:19556126-Butyric Acids,
pubmed-meshheading:19556126-Catalytic Domain,
pubmed-meshheading:19556126-Computer Simulation,
pubmed-meshheading:19556126-Crystallography, X-Ray,
pubmed-meshheading:19556126-HIV Integrase,
pubmed-meshheading:19556126-HIV Integrase Inhibitors,
pubmed-meshheading:19556126-Humans,
pubmed-meshheading:19556126-Molecular Conformation,
pubmed-meshheading:19556126-Protein Binding,
pubmed-meshheading:19556126-Quantum Theory,
pubmed-meshheading:19556126-Structure-Activity Relationship
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pubmed:year |
2009
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pubmed:articleTitle |
Structural and theoretical studies of [6-bromo-1-(4-fluorophenylmethyl)-4(1H)-quinolinon-3-yl)]-4-hydroxy-2-oxo-3-butenoïc acid as HIV-1 integrase inhibitor.
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pubmed:affiliation |
Laboratoire de Chimie Biologique Structurale, Facultés Universitaires Notre-Dame de la Paix, B-5000 Namur, Belgium. pierre.vandurm@fundp.ac.be
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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