Abstract
A few naturally occurring prenyl- and prenyloxycoumarins and several new related synthetic derivatives were evaluated as inhibitors of squalene-hopene cyclase (SHC), a useful model enzyme, to predict their interactions with oxidosqualene cyclase (OSC). Umbelliprenin-10',11'-monoepoxide (IC(50) 2.5 microM) and the corresponding 6',7'-10',11' diepoxide (IC(50) 1.5 microM) were the most active enzyme inhibitors.
MeSH terms
-
Bacillaceae / enzymology
-
Coumarins / chemical synthesis
-
Coumarins / classification*
-
Coumarins / pharmacology*
-
Enzyme Activation / drug effects
-
Enzyme Inhibitors / chemical synthesis
-
Enzyme Inhibitors / classification*
-
Enzyme Inhibitors / pharmacology*
-
Humans
-
Intramolecular Transferases / antagonists & inhibitors*
-
Molecular Structure
-
Structure-Activity Relationship
Substances
-
Coumarins
-
Enzyme Inhibitors
-
Intramolecular Transferases
-
squalene-hopene cyclase
-
lanosterol synthase