SAR studies of 2-o-substituted-benzoyl- and 2-alkanoyl-cyclohexane-1,3-diones as inhibitors of 4-hydroxyphenylpyruvate dioxygenase

Y L Lin; C S Wu; S W Lin; D Y Yang

doi:10.1016/s0960-894x(00)00115-3

SAR studies of 2-o-substituted-benzoyl- and 2-alkanoyl-cyclohexane-1,3-diones as inhibitors of 4-hydroxyphenylpyruvate dioxygenase

Bioorg Med Chem Lett. 2000 May 1;10(9):843-5. doi: 10.1016/s0960-894x(00)00115-3.

Authors

Y L Lin¹, C S Wu, S W Lin, D Y Yang

Affiliation

¹ Department of Chemistry, Tunghai Christian University, Taichung, Taiwan, ROC.

PMID: 10853644
DOI: 10.1016/s0960-894x(00)00115-3

Abstract

Inhibition studies of 4-hydroxyphenylpyruvate dioxygenase (HPPD) with various synthesized 2-o-substituted-benzoyl- and 2-alkanoyl-cyclohexane-1,3-diones suggest that the presence of a strongly electronegative group at the ortho position and the conformation of the benzene ring moiety on the benzoylcyclohexane-1,3-dione inhibitors are crucial for potent HPPD inhibition.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

4-Hydroxyphenylpyruvate Dioxygenase / antagonists & inhibitors*
Alkanes / chemical synthesis*
Alkanes / pharmacology
Animals
Catalysis
Cyclohexanes / chemical synthesis*
Cyclohexanes / pharmacology
Enzyme Inhibitors / chemical synthesis*
Enzyme Inhibitors / pharmacology
Ketones / chemical synthesis*
Ketones / pharmacology
Liver / enzymology
Structure-Activity Relationship
Swine

Substances

Alkanes
Cyclohexanes
Enzyme Inhibitors
Ketones
4-Hydroxyphenylpyruvate Dioxygenase