Antifungal properties of new series of quinoline derivatives

Bioorg Med Chem. 2006 May 15;14(10):3592-8. doi: 10.1016/j.bmc.2006.01.016. Epub 2006 Feb 3.


The series of quinoline derivatives were prepared. The synthetic approach, analytical, and spectroscopic data of all synthesized compounds are presented. All the prepared derivatives were analyzed using the reversed-phase high performance liquid chromatography (RP-HPLC) method for the lipophilicity measurement. In the present study, the correlation between RP-HPLC retention parameter log K (the logarithm of capacity factor K) and various calculated log P data is shown. The relationships between the lipophilicity and the chemical structure of the studied compounds are discussed as well. The prepared compounds were tested for their in vitro antifungal activity. 2-[(3-Hydroxyphenylimino)methyl]quinolin-8-ol (8), 2-[(4-hydroxyphenylimino)methyl]quinolin-8-ol (9) and 2-[(2,5-dichloro-4-nitrophenylamino)methoxymethyl]quinolin-8-ol (10) showed in vitro antifungal activity comparable to or higher than that of the standard fluconazole. Structure-activity relationships among the chemical structure, the physical properties, and the biological activities of the evaluated compounds are discussed in the article.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology*
  • Candida / drug effects
  • Hydrophobic and Hydrophilic Interactions
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Quinolines / chemistry*
  • Quinolines / pharmacology*
  • Structure-Activity Relationship


  • Antifungal Agents
  • Quinolines