Novel non-systemic inhibitor of ileal apical Na+-dependent bile acid transporter reduces serum cholesterol levels in hamsters and monkeys

Eur J Pharmacol. 2006 Jun 6;539(1-2):89-98. doi: 10.1016/j.ejphar.2006.04.005. Epub 2006 Apr 7.

Abstract

1-{7-[(1-(3,5-Diethoxyphenyl)-3-{[(3,5-difluorophenyl)(ethyl)amino]carbonyl}-4-oxo-1,4-dihydroquinolin-7-yl)oxy]heptyl}-1-methylpiperidinium bromide, R-146224, is a potent, specific ileum apical sodium-dependent bile acid transporter (ASBT) inhibitor; concentrations required for 50% inhibition of [3H]taurocholate uptake in human ASBT-expressing HEK-293 cells and hamster ileum tissues were 0.023 and 0.73 microM, respectively. In bile-fistula rats, biliary and urinary excretion 48 h after 10 mg/kg [14C]R-146224, were 1.49+/-1.75% and 0.14+/-0.05%, respectively, demonstrating extremely low absorption. In hamsters, R-146224 dose-dependently reduced gallbladder bile [3H]taurocholate uptake (ED50: 2.8 mg/kg). In basal diet-fed hamsters, 14-day 30-100 mg/kg R-146224 dose-dependently reduced serum total cholesterol (approximately 40%), high density lipoprotein (HDL) cholesterol (approximately 37%), non-HDL cholesterols (approximately 20%), and phospholipids (approximately 20%), without affecting serum triglycerides, associated with reduced free and esterified liver cholesterol contents. In normocholesterolemic cynomolgus monkeys, R-146224 specifically reduced non-HDL cholesterol. In human ileum specimens, R-146224 dose-dependently inhibited [3H]taurocholate uptake. Potent non-systemic ASBT inhibitor R-146224 decreases bile acid reabsorption by inhibiting the ileal bile acid active transport system, resulting in hypolipidemic activity.

MeSH terms

  • Animals
  • Anticholesteremic Agents / pharmacokinetics
  • Anticholesteremic Agents / pharmacology*
  • Bile Acids and Salts / metabolism*
  • Cell Line
  • Cholesterol / blood*
  • Cricetinae
  • Humans
  • Ileum / drug effects
  • Ileum / metabolism
  • In Vitro Techniques
  • Macaca fascicularis
  • Male
  • Membrane Transport Proteins / biosynthesis
  • Membrane Transport Proteins / genetics
  • Mesocricetus
  • Organic Anion Transporters, Sodium-Dependent / antagonists & inhibitors*
  • Organic Anion Transporters, Sodium-Dependent / biosynthesis
  • Organic Anion Transporters, Sodium-Dependent / genetics
  • Piperidines / pharmacokinetics
  • Piperidines / pharmacology*
  • Quinolines / pharmacokinetics
  • Quinolines / pharmacology*
  • Rats
  • Rats, Sprague-Dawley
  • Sodium / physiology*
  • Symporters / antagonists & inhibitors*
  • Symporters / biosynthesis
  • Symporters / genetics
  • Taurocholic Acid / antagonists & inhibitors
  • Taurocholic Acid / metabolism

Substances

  • 1-(7-((1-(3,5-diethoxyphenyl)-3-(((3,5-difluorophenyl)(ethyl)amino)carbonyl)-4-oxo-1,4-dihydroquinolin-7-yl)oxy)heptyl)-1-methylpiperidinium bromide
  • Anticholesteremic Agents
  • Bile Acids and Salts
  • Membrane Transport Proteins
  • Organic Anion Transporters, Sodium-Dependent
  • Piperidines
  • Quinolines
  • Symporters
  • sodium-bile acid cotransporter
  • Taurocholic Acid
  • Cholesterol
  • Sodium