Comparision of methods used for estimation of lipophilicity of biologically active phenylthioamides

Open access

Comparision of methods used for estimation of lipophilicity of biologically active phenylthioamides

Effectiveness of compound actions on living organisms depends on optimal lipophilicity. For studied 2,4-dihydroxyphenylthioamides of microbiocidal properties there were determined the values of lipophilicity parameters: log kw, using high performance liquid chromatography and log P - the theoretical distribution coefficient in the n-octanol/water system. The search for a theoretical method was made which could replace chromatographic methods in preliminary choice of compounds of presumably high fungicidal activity.

The obtained results point to the Crippens and Ghose method and the values log P determined in this way correlate well with log kw and allow to choose a lipophilicity range in which the biological activity is the largest.

If the inline PDF is not rendering correctly, you can download the PDF file here.

  • K. Waisser and L. Kubicova Collect. Czech. Chem. Commun. 58 205-212 (1993).

  • J. Kunes J. Jachym P. Jirasko Z. Odlerova K. Waisser Collect. Czech. Chem. Commun. 621 503-1510 (1997).

  • R. Kaliszan J. W. Wainer Chromatographic Separations Based on Molecular Recognition Wiley- Interscience New York 273-302 (1997).

  • D. Heissler C. Vilcheze E. London J. Biol. Chem. 276 33540-33546 (2001).

  • L. D. Bergelson J. G. Molotkovsky E. M. Manevich Chem. Phys. of Lipids. 37 165-195 (1986).

  • A. Niewiadomy J. Matysiak G. Mącik-Niewiadomy Biul. U. Pat. P-330263 (2000).

  • A. K. Ghose G. M. J. Crippen Chem. Inf. Comput. Sci. 27 21-35 (1987).

  • V. N. Viswanadhan A. K. Ghose G. R. Revankar R. K. Robins J. Chem. Inf. Comput. Sci. 29 163-172 (1989).

  • P. Broto G. Moreau C. Vandycke Eur. J. Med. Cem. -Chim. Ther. 19 71-88 (1984).

  • A. Żabińska J. K. Różyło J. Matysiak A. Niewiadomy Journal of Planar Chromatography. 13 420-425 (2000).

  • J. Matysiak A. Niewiadomy G. Mącik-Niewiadomy European Journal of Pharmaceutical Science 10 119-123 (2000).

Search
Journal information
Metrics
All Time Past Year Past 30 Days
Abstract Views 0 0 0
Full Text Views 167 70 2
PDF Downloads 108 65 3