Hypolipidaemic properties of a potent and bioavailable alkylsulphinyl-diphenylimidazole ACAT inhibitor (RP 73163) in animals fed diets low in cholesterol

Biochem Pharmacol. 1996 Oct 25;52(8):1177-86. doi: 10.1016/0006-2952(96)00455-8.

Abstract

RP 73163 ((S)-2-[5-(3,5-dimethyl-l-pyrazolyl)pent-l-yl)-sulphinyl]-5, 6-diphenylimidazole) has been shown to be a potent and specific inhibitor of acyl-CoA:cholesterol acyltransferase (EC 2.3.1.26; ACAT) in vitro using the tissues of experimental animals as sources of the enzyme. The concentrations of RP 73163 required to produce 50% inhibition of ACAT activity (IC50 values) in microsomal preparations ranged from 86 nM for rat liver to 370 nM for rabbit intestine. In whole cell assays using human hepatic (HepG2), intestinal (Caco2), and monocytic (THP-1) cell lines, RP 73163 inhibited ACAT activity with IC50 values of 266, 158, and 314 nM, respectively. The addition of RP 73163 (0.03-1.0 microM) to the medium of cultured HepG2 cells produced a concentration-dependent decrease in apolipoprotein B (apoB) secretion. The compound has high systemic bioavailability. Using a bioassay, a concentration of active inhibitor equivalent to 29 microM of parent compound was present in plasma 1 hr after oral administration of RP 73163 (50 mg.kg-1). In rats that had been fed a basal diet ad libitum or starved for 18 hr prior to blood sampling, the administration of RP 73163 (50 mg.kg-1 b.i.d. for 7 days) reduced plasma triglyceride levels by 50% without affecting the concentration of cholesterol. This hypotriglyceridaemic effect was associated with reductions in plasma very-low-density-lipoprotein (VLDL) and low-density-lipoprotein (LDL) levels. RP 73163 decreased the rate of VLDL secretion by 24% in Triton WR-1339-treated rats that had been fasted overnight but did not affect the secretion rate in animals fed ad libitum, indicating that ACAT was only important in regulating VLDL secretion under certain nutritional conditions. RP 73163 reduced the accumulation of intraperitoneally administered [3H]leucine into the plasma VLDL-apoB pool in both fed and fasted states. The results suggest that, in fed animals at least, an increase in the clearance of VLDL from the bloodstream may contribute to the hypolipidaemic activity of the compound. In rabbits with casein-induced endogenous hypercholesterolaemia, RP 73163 specifically reduced the levels of cholesterol carried by LDL. In conclusion, the hypolipidaemic actions of RP 73163, a potent and systemically bioavailable ACAT inhibitor, are consistent with a reduction in the secretion of apoB containing lipoproteins by hepatic tissue and possibly with an increase in the clearance of these particles.

MeSH terms

  • Animals
  • Anticholesteremic Agents / pharmacokinetics
  • Anticholesteremic Agents / pharmacology
  • Apolipoproteins B / metabolism
  • Biological Availability
  • Cell Line
  • Cricetinae
  • Enzyme Inhibitors / pharmacokinetics
  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Hypolipidemic Agents / pharmacokinetics
  • Hypolipidemic Agents / pharmacology*
  • Imidazoles / pharmacokinetics
  • Imidazoles / pharmacology*
  • In Vitro Techniques
  • Lipids / blood
  • Lipoproteins, VLDL / metabolism
  • Male
  • Mesocricetus
  • Microsomes / drug effects
  • Microsomes / enzymology
  • Rabbits
  • Rats
  • Rats, Sprague-Dawley
  • Sterol O-Acyltransferase / antagonists & inhibitors*
  • Triglycerides / blood

Substances

  • Anticholesteremic Agents
  • Apolipoproteins B
  • Enzyme Inhibitors
  • Hypolipidemic Agents
  • Imidazoles
  • Lipids
  • Lipoproteins, VLDL
  • RP 73163
  • Triglycerides
  • Sterol O-Acyltransferase