QSAR study and VolSurf characterization of anti-HIV quinolone library

J Comput Aided Mol Des. 2001 Mar;15(3):203-17. doi: 10.1023/a:1008132801840.

Abstract

Antiviral quinolones are promising compounds in the search for new therapeutically effective agents for the treatment of AIDS. To rationalize the SAR for this new interesting class of anti-HIV derivatives, we performed a 3D-QSAR study on a library of 101 6-fluoro and 6-desfluoroquinolones, taken either from the literature or synthesized by us. The chemometric procedure involved a fully semiempirical minimization of the molecular structures by the AMSOL program, which takes into account the solvatation effect, and their 3D characterization by the VolSurf/GRID program. The QSAR analysis, based on PCA and PLS methods, shows the key structural features responsible for the antiviral activity.

MeSH terms

  • Anti-HIV Agents / chemistry*
  • Anti-HIV Agents / pharmacology*
  • Computer-Aided Design
  • Databases, Factual
  • Drug Design
  • HIV / drug effects*
  • HIV Infections / drug therapy
  • Humans
  • Models, Chemical
  • Multivariate Analysis
  • Quantitative Structure-Activity Relationship
  • Quinolones / chemistry*
  • Quinolones / pharmacology*
  • Software

Substances

  • Anti-HIV Agents
  • Quinolones