Analysis of interaction modes in calix[4]arene–levofloxacin complexes by quantum methods

Abstract

AbstractHost–guest interactions between chiral calix[4]arenes and the antibiotic levofloxacin are analyzed on the basis of quantum mechanical calculations at the density functional (for model systems) and semi‐empirical levels. The calix[4]arene macrocycle carries two (+)‐isomenthyl groups attached to opposing phenyl groups at the lower rim and different substituents (R = H, CH3, tBu, CH2CHCH2, COCH3 and NO2) are considered at the upper rim. Nitro derivatives are expected to form ionized complexes whereas the other derivatives should form neutral complexes with a very low stability. Copyright © 2006 John Wiley & Sons, Ltd.