title: Design and synthesis of 2-oxo-imidazolidine-4-carboxylic acid hydroxyamides as potent matrix metalloproteinase-13 inhibitors.
abstract: A novel series of imidazolidinone-based matrix metalloproteinase (MMP) inhibitors was discovered by structural modification of pyrrolidinone la. Potent inhibition of MMP-13 was exhibited by the analogues having 4-(4-fluorophenoxy)phenyl (4a, IC50 = 3 nM) and 4-(naphth-2-yloxy)phenyl (4h, IC50 = 4 nM) as P1' groups.
authors.affiliation: Pfizer Global Research & Development, Groton Laboratories, CT 06340, USA. ralph_p_robinson@groton.pfizer.com
authors.forename: R P
authors.initials: RP
authors.lastname: Robinson
authors.forename: E R
authors.initials: ER
authors.lastname: Laird
authors.forename: K M
authors.initials: KM
authors.lastname: Donahue
authors.forename: L L
authors.initials: LL
authors.lastname: Lopresti-Morrow
authors.forename: P G
authors.initials: PG
authors.lastname: Mitchell
authors.forename: M R
authors.initials: MR
authors.lastname: Reese
authors.forename: L M
authors.initials: LM
authors.lastname: Reeves
authors.forename: A I
authors.initials: AI
authors.lastname: Rouch
authors.forename: E J
authors.initials: EJ
authors.lastname: Stam
authors.forename: S A
authors.initials: SA
authors.lastname: Yocum
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology*; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology*; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D053509:Matrix Metalloproteinase 13; D061965:Matrix Metalloproteinase Inhibitors; D013237:Stereoisomerism
chemical_list: D000577:Amides; D002264:Carboxylic Acids; D004791:Enzyme Inhibitors; D007093:Imidazoles; D061965:Matrix Metalloproteinase Inhibitors; D053509:Matrix Metalloproteinase 13