Nonsteroidal antiinflammatory agents. Part 16: Stereomeric 3-aryl-biphenylyl-hydroxy-propionic acids

Pharmazie. 1985 Aug;40(8):529-31.

Abstract

As part of a wider research project on structure-activity relationships of chiral arylalkanoic acids, stereomeric aryl- biphenylyl-hydroxypropionic acids 3a-d have been prepared and their antiinflammatory activity evaluated. Diastereomeric racemic erythro- and threo-acids have been synthesized by reaction of alpha-lithiated biphenylyl-acetic acid salts with the appropriate aldehyde. They were separated, and after attribution of their relative configuration by 1H-NMR analysis, resolved. The antiinflammatory activities of the enantiomeric potassium salts were determined by the carrageenan test.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / administration & dosage
  • Anti-Inflammatory Agents / chemical synthesis*
  • Biphenyl Compounds / administration & dosage
  • Biphenyl Compounds / chemical synthesis*
  • Carrageenan
  • Edema / chemically induced
  • Edema / drug therapy
  • Injections, Intraperitoneal
  • Male
  • Phenylpropionates / administration & dosage
  • Phenylpropionates / chemical synthesis*
  • Rats
  • Rats, Inbred Strains
  • Stereoisomerism

Substances

  • Anti-Inflammatory Agents
  • Biphenyl Compounds
  • Phenylpropionates
  • Carrageenan