Analysis of the inhibition of mammalian carboxylesterases by novel fluorobenzoins and fluorobenzils.
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.
Hicks
Latorya D
LD
Department of Molecular Pharmacology, St. Jude Children's Research Hospital, Memphis, TN 38105, USA.
Hyatt
Janice L
JL
Moak
Teri
T
Edwards
Carol C
CC
Tsurkan
Lyudmila
L
Wierdl
Monika
M
Ferreira
Antonio M
AM
Wadkins
Randy M
RM
Potter
Philip M
PM
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
D004791:Enzyme Inhibitors; D006845:Hydrocarbons, Fluorinated; D002265:Carboxylic Ester Hydrolases; D001573:Benzoin; D010658:Phenylglyoxal; C006697:benzil