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J Enzyme Inhib Med Chem ; 33(1): 1181-1193, 2018 Dec.
Article de Anglais | MEDLINE | ID: mdl-30044647

RÉSUMÉ

In this study, we synthesized a new congener series of N-sulphonylhydrazones designed as candidate ROCK inhibitors using the molecular hybridization of the clinically approved drug fasudil (1) and the IKK-ß inhibitor LASSBio-1524 (2). Among the synthesized compounds, the N-methylated derivative 11 (LASSBio-2065) showed the best inhibitory profile for both ROCK isoforms, with IC50 values of 3.1 and 3.8 µM for ROCK1 and ROCK2, respectively. Moreover, these compounds were also active in the scratch assay performed in human breast cancer MDA-MB 231 cells and did not display toxicity in MTT and LDH assays. Molecular modelling studies provided insights into the possible binding modes of these N-sulphonylhydrazones, which present a new molecular architecture capable of being optimized and developed as therapeutically useful ROCK inhibitors.


Sujet(s)
Hydrazones/composition chimique , Isoquinoléines/composition chimique , Inhibiteurs de protéines kinases/synthèse chimique , Inhibiteurs de protéines kinases/pharmacologie , rho-Associated Kinases/antagonistes et inhibiteurs , 5-(2-Méthyl-pipérazine-1-sulfonyl)isoquinoléine/analogues et dérivés , 5-(2-Méthyl-pipérazine-1-sulfonyl)isoquinoléine/composition chimique , 5-(2-Méthyl-pipérazine-1-sulfonyl)isoquinoléine/pharmacologie , Animaux , Lignée cellulaire tumorale , Femelle , Humains , Hydrazones/synthèse chimique , Hydrazones/pharmacologie , Modèles moléculaires , Diffraction sur poudre , Analyse spectrale/méthodes
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