title: Malonyl alpha-mercaptoketones and alpha-mercaptoalcohols, a new class of matrix metalloproteinase inhibitors.
abstract: A novel series of matrix metalloproteinase (MMP) inhibitors is described. Incorporation of a terminal alpha-mercaptoketone or alpha-mercaptoalcohol in the zinc binding domain of a series of inhibitors led to compounds exhibiting low nanomolar activity against collagenase-1 (MMP-1), stromelysin (MMP-3), and gelatinase-B (MMP-9).
authors.affiliation: Affymax Research Institute, Santa Clara, CA 95051, USA.
authors.forename: D A
authors.initials: DA
authors.lastname: Campbell
authors.forename: X Y
authors.initials: XY
authors.lastname: Xiao
authors.forename: D
authors.initials: D
authors.lastname: Harris
authors.forename: S
authors.initials: S
authors.lastname: Ida
authors.forename: R
authors.initials: R
authors.lastname: Mortezaei
authors.forename: K
authors.initials: K
authors.lastname: Ngu
authors.forename: L
authors.initials: L
authors.lastname: Shi
authors.forename: D
authors.initials: D
authors.lastname: Tien
authors.forename: Y
authors.initials: Y
authors.lastname: Wang
authors.forename: M
authors.initials: M
authors.lastname: Navre
authors.forename: D V
authors.initials: DV
authors.lastname: Patel
authors.forename: M A
authors.initials: MA
authors.lastname: Sharr
authors.forename: J F
authors.initials: JF
authors.lastname: DiJoseph
authors.forename: L M
authors.initials: LM
authors.lastname: Killar
authors.forename: C L
authors.initials: CL
authors.lastname: Leone
authors.forename: J I
authors.initials: JI
authors.lastname: Levin
authors.forename: J S
authors.initials: JS
authors.lastname: Skotnicki
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001665:Binding Sites; D015195:Drug Design; D006877:Hydroxamic Acids / Q000737:chemistry / Q000494:pharmacology; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D007700:Kinetics; D020781:Matrix Metalloproteinase 1; D020780:Matrix Metalloproteinase 9; D061965:Matrix Metalloproteinase Inhibitors; D008666:Metalloendopeptidases / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D011480:Protease Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D015032:Zinc / Q000378:metabolism
chemical_list: D000438:Alcohols; D006877:Hydroxamic Acids; D007659:Ketones; D061965:Matrix Metalloproteinase Inhibitors; D011480:Protease Inhibitors; D013438:Sulfhydryl Compounds; C100342:marimastat; D008666:Metalloendopeptidases; D020780:Matrix Metalloproteinase 9; D020781:Matrix Metalloproteinase 1; D015032:Zinc