QSAR study and VolSurf characterization of anti-HIV quinolone library.
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.
Filipponi
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Dipartimento di Chimica e Tecnologia del Farmaco, Università di Perugia, Italy.
Cruciani
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G
Tabarrini
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O
Cecchetti
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V
Fravolini
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A
D019380:Anti-HIV Agents / Q000737:chemistry* / Q000494:pharmacology*; D017076:Computer-Aided Design; D016208:Databases, Factual; D015195:Drug Design; D006678:HIV / Q000187:drug effects*; D015658:HIV Infections / Q000188:drug therapy; D006801:Humans; D008956:Models, Chemical; D015999:Multivariate Analysis; D021281:Quantitative Structure-Activity Relationship; D015363:Quinolones / Q000737:chemistry* / Q000494:pharmacology*; D012984:Software
D019380:Anti-HIV Agents; D015363:Quinolones