title: Analysis of the inhibition of mammalian carboxylesterases by novel fluorobenzoins and fluorobenzils.
abstract: We have synthesized and assessed the ability of symmetrical fluorobenzoins and fluorobenzils to inhibit mammalian carboxylesterases (CE). The majority of the latter were excellent inhibitors of CEs however unexpectedly, the fluorobenzoins were very good enzyme inhibitors. Positive correlations were seen with the charge on the hydroxyl carbon atom, the carbonyl oxygen, and the Hammett constants for the derived K(i) values with the fluorobenzoins.
authors.affiliation: Department of Molecular Pharmacology, St. Jude Children's Research Hospital, Memphis, TN 38105, USA.
authors.forename: Latorya D
authors.initials: LD
authors.lastname: Hicks
authors.forename: Janice L
authors.initials: JL
authors.lastname: Hyatt
authors.forename: Teri
authors.initials: T
authors.lastname: Moak
authors.forename: Carol C
authors.initials: CC
authors.lastname: Edwards
authors.forename: Lyudmila
authors.initials: L
authors.lastname: Tsurkan
authors.forename: Monika
authors.initials: M
authors.lastname: Wierdl
authors.forename: Antonio M
authors.initials: AM
authors.lastname: Ferreira
authors.forename: Randy M
authors.initials: RM
authors.lastname: Wadkins
authors.forename: Philip M
authors.initials: PM
authors.lastname: Potter
mesh_terms: D001573:Benzoin / Q000031:analogs & derivatives*; D002265:Carboxylic Ester Hydrolases / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry* / Q000494:pharmacology*; D010658:Phenylglyoxal / Q000031:analogs & derivatives* / Q000737:chemistry; D021281:Quantitative Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D006845:Hydrocarbons, Fluorinated; D002265:Carboxylic Ester Hydrolases; D001573:Benzoin; D010658:Phenylglyoxal; C006697:benzil