Abstract
Reversed-phase HPLC separations of basic compounds have been optimized by use of mobile phases containing 1,8-diaminooctane (DAO) as amine modifier and heptanesulfonate as counter-ion. Such studies have demonstrated the high resolution and selectivity of this chromatographic system compared with mobile phases prepared with the more widely used primary amines. With the aim of clarifying the retention mechanism involved, three sets of compounds with different structures and properties were analyzed: sulfamidics and trimethoprim, aromatic diamines and aminophenols, and a standard mixture of lipophilic basic drugs. The conditions investigated were: diaminoalkane modifier concentration, diaminoalkane modifier alkyl-chain length, nature and concentration of the counter-ion, pH of the mobile phase, concentration of the organic modifer, and the nature of the stationary phase as characterized by percentage carbon loading. Analysis of chromatographic behavior as a function of the chromatographic conditions has enabled the proposal of a mechanism of retention of the three classes of compounds.
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