Complexation of tetrapropoxycalix[4]arene with uracil and adenine derivatives in water‐containing solution

Abstract

Abstract The host–guest complexation of tetrapropoxycalix[4]arene with uracil, 5‐amino‐, 5‐methyl‐, 5‐ethyl‐, 5‐chloro‐, 5‐nitro‐, 6‐methyl‐, 1,3‐dimethyl‐, 6‐amino‐1‐methyl‐ and 6‐amino‐1,3‐dimethyluracil, adenine and 9‐methyladenine in methanol–acetonitrile–tetrahydrofuran–water (15:10:5:70, v/v) solution was investigated by reversed‐phase high‐performance liquid chromatography. The association constants of the 1:1 host–guest complexes of the guests with the calixarene host within the range 3250–54300 M −1 were determined from the capacity factor of the guest and concentration of the calixarene host in the mobile phase. Molecular dynamic (MD) simulation of the host–guest interaction was performed. Basing on the MD trajectories atomic partition to the net molecular solvent‐exposed surface was analyzed for the separated guest and host molecules and for the complex. Copyright © 2003 John Wiley & Sons, Ltd.