Inhibitory effect of 15-oxygenated sterols on cholesterol synthesis from 24,25-dihydrolanosterol.
Several 15-oxygenated sterols were examined as to their inhibitory activity toward cholesterol synthesis from [24,25-3H]-24,25-dihydrolanosterol in the 10,000 X g supernatant fraction of a rat liver homogenate. At 40 microM, three 15 alpha-hydroxylated compounds, 14 alpha-ethylcholest-7-ene-3 beta,15 alpha-diol, 14 alpha-methylcholest-7-ene-3 beta,15 alpha-diol, and lanost-7-ene-3 beta,15 alpha-diol, were found to be extremely potent inhibitors (more than 90% inhibition) of dihydrolanosterol metabolism. The inhibitory effect of the C-15 substituents appeared to be in the order of: 15 alpha-hydroxyl greater than 15-ketone greater than 15 beta-hydroxyl.
M
M
Morisaki
Y
Y
Sonoda
T
T
Makino
N
N
Ogihara
N
N
Ikekawa
Y
Y
Sato
D000818:Animals; D002784:Cholesterol / Q000096:biosynthesis*; D066298:In Vitro Techniques; D007810:Lanosterol / Q000031:analogs & derivatives* / Q000378:metabolism; D008099:Liver / Q000378:metabolism; D051381:Rats; D013261:Sterols / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D013261:Sterols; D007810:Lanosterol; C015316:lanostenol; D002784:Cholesterol