Studies of hypolipidemic agents. 1. Synthesis and hypolipidemic activities of alkoxycinnamic acid derivatives

J Med Chem. 1980 Jan;23(1):50-9. doi: 10.1021/jm00175a010.

Abstract

More than 110 derivatives of alkoxycinnamic acids were synthesized and their hypolipidemic activities were evaluated in a screening system with rats. Cinnamic acids, alpha-methylcinnamic acids, and their various esters with a higher p-alkoxy substituent were found to possess hypolipidemic activities higher than or comparable to that of clofibrate. The proper length (C12--C16) and the para position of the alkoxy substituent seem to be essential for activity. Chloroethyl and methacryloxyethyl esters and monoglycerides of some of the active p-alkoxycinnamic acids were more active than the corresponding free acids.

MeSH terms

  • Animals
  • Cholesterol / blood
  • Cinnamates / chemical synthesis*
  • Cinnamates / pharmacology
  • Clofibrate / pharmacology
  • Hypolipidemic Agents / chemical synthesis*
  • Male
  • Rats
  • Structure-Activity Relationship
  • Triglycerides / blood

Substances

  • Cinnamates
  • Hypolipidemic Agents
  • Triglycerides
  • Cholesterol
  • Clofibrate