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Analysis of interaction modes in calix[4]arene–levofloxacin complexes by quantum methods
Author(s) -
Lambert Alexandrine,
RegnoufdeVains JeanBernard,
Rinaldi Daniel,
RuizLopez Manuel F.
Publication year - 2006
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1014
Subject(s) - chemistry , nitro , levofloxacin , quantum , calixarene , density functional theory , computational chemistry , stereochemistry , quantum chemical , medicinal chemistry , molecule , antibiotics , organic chemistry , quantum mechanics , biochemistry , alkyl , physics
Host–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, CH 3 , tBu, CH 2 CHCH 2 , COCH 3 and NO 2 ) 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.