Bis-quinolinium cyclophanes: toward a pharmacophore model for the blockade of apamin-sensitive SKCa channels in sympathetic neurons.
2004
Abstract The synthesis, pharmacological evaluation, and molecular modeling studies of unsymmetrical bis-alkylene bis-quinolinium cyclophanes and xylylene–alkylene bis-quinolinium cyclophanes is described. Two important structural features of the pharmacophore for SK Ca channel blockade have been identified. These are (i) an optimum distance of ca. 5.8 A between the centroids of the pyridinium rings of the two quinolinium groups and (ii) a preference for conformations having the quinolinium groups in a synperiplanar orientation.
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