Simultaneous presence of unsaturation and long alkyl chain at P1′ of Ilomastat confers selectivity for gelatinase A (MMP-2) over gelatinase B (MMP-9) inhibition as shown by molecular modelling studies

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 14, 2007, Pages 4753-4766

  Moroy, Gautier ^a   Denhez, Clément ^a   El Mourabit, Haquima ^b   Toribio, Alix ^a   Dassonville, Alexandra ^a   Decarme, Martine ^b   Renault, Jean Hugues ^a   Mirand, Catherine ^a   Bellon, Georges ^b   Sapi, Janos ^a   Alix, Alain J P ^a   Hornebeck, William ^b   Bourguet, Erika ^a  

^a UNIVERSITÉ DE REIMS CHAMPAGNE ARDENNE   (France)

^b CNRS   (France)

Author keywords

Centrifugal partition chromatography; Docking; Enzyme inhibition; Hydroxamate inhibitors; Matrix metalloproteinases; Molecular modelling

Indexed keywords

3 (N HYDROXYCARBAMOYL) 2 (3 PHENYLPROPYLIDENE)PROPIONYLTRYPTOPHAN N METHYL AMIDE; 3 (N HYDROXYCARBAMOYL) 2 (3 PRENYLPROP 2 EN 1 YLIDENE)PROPIONYLTRYPTOPHAN N METHYL AMIDE; 3 (N HYDROXYCARBAMOYL) 2 (BUT 2 EN 1 YLIDENE)PROPIONYLTRYPTOPHAN N METHYL AMIDE; 3 (N HYDROXYCARBAMOYL) 2 HEPTYLIDENE PROPIONYLTRYPTOPHAN N METHYL AMIDE; ALKYL GROUP; GELATINASE A; GELATINASE B; ILOMASTAT; INTERSTITIAL COLLAGENASE; MATRIX METALLOPROTEINASE 14; PHENYL GROUP; PROTEINASE; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; CANCER INVASION; CHEMICAL MODIFICATION; CHROMATOGRAPHY; DRUG ACTIVITY; DRUG POTENCY; DRUG PROTEIN BINDING; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; ENZYME INHIBITION; IC 50; SUBSTITUTION REACTION; TUMOR GROWTH;

ALKYLATION; CIRCULAR DICHROISM; COMPUTER SIMULATION; HYDROGEN BONDING; HYDROXAMIC ACIDS; INDOLES; MATRIX METALLOPROTEINASE 2; MATRIX METALLOPROTEINASE 9; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PROTEASE INHIBITORS; PROTEIN BINDING; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 34249780518     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.05.001     Document Type: Article

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