Journal of Solution Chemistry

, Volume 36, Issue 7, pp 869–878

Solvent Effects on the Structure-Activity Relationship of Pharmacological Active 3-Substituted-5,5-Diphenylhydantoins

  • Nebojša Banjac
  • Gordana Ušćumlić
  • Nataša Valentić
  • Dušan Mijin
Original Paper

DOI: 10.1007/s10953-007-9153-2

Cite this article as:
Banjac, N., Ušćumlić, G., Valentić, N. et al. J Solution Chem (2007) 36: 869. doi:10.1007/s10953-007-9153-2

Abstract

Absorption spectra of eight 3-substituted-5,5-diphenylhydantoins have been recorded in fourteen solvents in the range 200–400 nm. The effect of solvent dipolarity/polarizability and solvent/solute hydrogen bonding interactions are analyzed by means of the linear solvation energy relationship (LSER) concept proposed by Kamlet and Taft. The lipophilic activity of the investigated hydantoins was estimated by the calculation of log 10P values with the Advanced Chemistry Development Software. The calculated values of log 10P were correlated with the ratio of the contributions of specific solvent interactions, and, by employing the linear dependence thus obtained, the pharmacological activity of the studied hydantoin derivatives is discussed.

Keywords

HydantoinsAbsorption frequenciesSolvent effectKamlet–Taft equationPharmacological activityLipophilicity parameterSpecific solvent interactions

Copyright information

© Springer Science+Business Media, LLC 2007

Authors and Affiliations

  • Nebojša Banjac
    • 1
  • Gordana Ušćumlić
    • 1
  • Nataša Valentić
    • 1
  • Dušan Mijin
    • 1
  1. 1.Department of Organic Chemistry, Faculty of Technology and MetallurgyUniversity of BelgradeBelgradeSerbia