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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.

SUBMITTER: Hicks LD

PROVIDER: S-EPMC1995442 | biostudies-literature | 2007 Jun

REPOSITORIES: biostudies-literature

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Analysis of the inhibition of mammalian carboxylesterases by novel fluorobenzoins and fluorobenzils.

Hicks Latorya D LD 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

Bioorganic & medicinal chemistry 20070312 11

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. ...[more]

PMID: 17399985

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