Farnesyloxycoumarins, a new class of squalene-hopene cyclase inhibitors.
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.
Cravotto
Giancarlo
G
Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, via Giuria 9, I-10125 Turin, Italy.
Balliano
Gianni
G
Robaldo
Bruna
B
Oliaro-Bosso
Simonetta
S
Chimichi
Stefano
S
Boccalini
Marco
M
D001406:Bacillaceae / Q000201:enzymology; D003374:Coumarins / Q000138:chemical synthesis / Q000145:classification* / Q000494:pharmacology*; D004789:Enzyme Activation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000145:classification* / Q000494:pharmacology*; D006801:Humans; D019751:Intramolecular Transferases / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D003374:Coumarins; D004791:Enzyme Inhibitors; D019751:Intramolecular Transferases; C066630:squalene-hopene cyclase; C021924:lanosterol synthase