Evaluation of lipophilicity of some benzimidazole and benztriazole derivatives by RP HPTLC and PCA

J Pharm Biomed Anal. 2002 Oct 15;30(3):739-45. doi: 10.1016/s0731-7085(02)00338-2.

Abstract

The lipophilic character of some benzimidazole and benztriazole derivatives was studied. The classical R(Mo) values were compared with the factors scores obtained by principal component analysis (PCA) based also onto the TLC retention data. The very high correlation between the R(Mo) values and slopes (specific hydrophobic surface area) indicated as usually that this group of compounds could be considered as a homologous series independently of their structural heterogeneity. It is emphasized once again that this procedure can not be a rational and objective way for congeneric studies because always there is a high correlation between slope and intercept. The reliability of the factor scores values as lipophilic indices are shown by their high correlation with the classical R(Mo) values. In addition, the 'lipophilicity chart' described by the first two components has the effect of separating compounds from each other most effectively from the congeneric aspect point of view. The most lipophilic compounds appeared to be the benzimidazole derivatives.

MeSH terms

  • Benzimidazoles / analysis
  • Benzimidazoles / chemistry*
  • Chromatography, High Pressure Liquid / methods
  • Drug Evaluation, Preclinical / methods
  • Lipids / analysis
  • Lipids / chemistry*
  • Principal Component Analysis / methods*
  • Triazoles / analysis
  • Triazoles / chemistry*

Substances

  • Benzimidazoles
  • Lipids
  • Triazoles
  • benzimidazole