Retention of barbituric acid derivatives on immobilized artificial membrane stationary phase and its correlation with biological activity

Biomed Chromatogr. 2000 Jun;14(4):256-60. doi: 10.1002/1099-0801(200006)14:4<256::AID-BMC982>3.0.CO;2-M.

Abstract

A series of 30 barbituric acid derivatives were subjected to high-performance liquid chromatography (HPLC) on the 'immobilized artificial membrane' (IAM) column with acetonitrile buffer mobile phase. The retention parameter log k(IAM) was related to the logarithms of partition coefficients determined in octanol-water partition system, log P, to a thin-layer chromatographic (TLC) parameter from partition TLC, R(m0), to an adsorption HPLC retention parameter, log k(0), and to a solubility parameter, delta. It was demonstrated that log k(IAM) correlated significantly to the other parameters of barbiturates determined in partition systems but not to delta. However, log k(IAM) appeared to be a distinctive descriptor of hydrophobicity of barbiturates as compared to the standard log P parameters. The parameter log k(IAM) was shown to correlate with bioactivity data of the agents studied.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Barbiturates / chemistry*
  • Barbiturates / pharmacology
  • Brain Chemistry / drug effects
  • Chemical Phenomena
  • Chemistry, Physical
  • Chromatography, High Pressure Liquid
  • Membranes, Artificial
  • Regression Analysis
  • Spectrophotometry, Ultraviolet
  • Structure-Activity Relationship

Substances

  • Barbiturates
  • Membranes, Artificial