Effect of a new beta-sitosterol analogue on plasma lipid concentrations in rats

Chem Pharm Bull (Tokyo). 2004 May;52(5):597-601. doi: 10.1248/cpb.52.597.

Abstract

N-Substituted succinamic acid beta-sitosteryl ester derivatives were prepared and evaluated. Compounds 1 and 2 were prepared in 76-92% yields by the reaction of beta-sitosterol and succinic anhydride, followed by the activation of the resulting acid compound 1 by thionyl chloride or methyl chloroformate, and finally by amination with appropriate amines. Compound 2a (DANA87) was also easily obtained in one step by the direct addition of beta-sitosterol to dicyclohexylcarbodiimide (DCC) in 80% yield. Administration of the dietary compound DANA87 resulted in significant decreases in total plasma cholesterol (TC) and low-density lipoprotein (LDL) cholesterol concentrations compared with controls in a rat model. High-density lipoprotein cholesterol and plasma triglyceride levels were not affected. These findings indicate that DANA87 functions as TC and LDL cholesterol-reducing agent.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Anticholesteremic Agents / chemistry*
  • Anticholesteremic Agents / pharmacology*
  • Cholesterol, HDL / antagonists & inhibitors
  • Cholesterol, HDL / blood*
  • Cholesterol, LDL / antagonists & inhibitors
  • Cholesterol, LDL / blood*
  • Male
  • Rats
  • Rats, Sprague-Dawley
  • Sitosterols / chemistry*
  • Sitosterols / pharmacology*

Substances

  • Anticholesteremic Agents
  • Cholesterol, HDL
  • Cholesterol, LDL
  • Sitosterols
  • gamma-sitosterol