Solid-phase synthesis of alpha-substituted 3-bisarylthio N-hydroxy propionamides as specific MMP inhibitors.
A novel series of potent and specific MMP-2,3,9,13 inhibitors has been obtained by modulation on solid phase by alpha and aryl substitutions on 3-arylthio-N-hydroxy-propionamides starting from itaconic acid.
Chollet
Anne-Marie
AM
Institut de Recherches Servier, 125 chemin de Ronde, 78290 Croissy sur Seine, France.
Le Diguarher
Thierry
T
Kucharczyk
Nathalie
N
Loynel
Armelle
A
Bertrand
Marc
M
Tucker
Gordon
G
Guilbaud
Nicolas
N
Burbridge
Mike
M
Pastoureau
Philippe
P
Fradin
Armel
A
Sabatini
Massimo
M
Fauchère
Jean-Luc
JL
Casara
Patrick
P
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002358:Cartilage, Articular / Q000187:drug effects / Q000378:metabolism; D020650:Combinatorial Chemistry Techniques; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D061965:Matrix Metalloproteinase Inhibitors; D008545:Melanoma / Q000188:drug therapy; D051379:Mice; D009362:Neoplasm Metastasis / Q000188:drug therapy; D011509:Proteoglycans / Q000187:drug effects / Q000378:metabolism; D011817:Rabbits; D013329:Structure-Activity Relationship
D000577:Amides; D000970:Antineoplastic Agents; D004791:Enzyme Inhibitors; D061965:Matrix Metalloproteinase Inhibitors; D011509:Proteoglycans; C034666:propionamide