Abstract
The overall investigation of the distribution behavior for the enantiomer (R-98) and racemic (RS-186) antifungal compounds was carried out to the aim of disclosing the possibility of chiral differentiation. To this end, the study on the thermodynamics of the distribution coefficients in the model systems 1-octanol/water and n-hexane/water was performed. The impact of pH on the transferring of the compounds was revealed by using buffer solutions at pH 2.0 and pH 7.4 as an aqueous phase. The transferring mechanisms for different distribution systems were disclosed based on the complex analysis of the enthalpy and entropy contributions to the Gibbs energy and involved in chiral discrimination. A separation factor or enantioselectivity, as well as the differences between the transfer Gibbs free energy, enthalpy and entropy (excess thermodynamic functions) were determined and discussed. The maximal value of the separation factor in the 1-octanol/buffer pH 7.4 system was shown. The impact of the hydrogen binding potential of the substances on the enantioselectivity was detected.
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