Comparison of Automated Continuous Flow Method With Shake- Flask Method in Determining Partition Coefficients of Bidentate Hydroxypyridinone Ligands
Abstract
The partition coefficients (Kpart , in octanol/water system) of a range of bidentate ligands containing the 3-hydroxypyridin-4-one moiety were determined using shake flask and automated continuous flow methods (filter probe method)). The shake flask method was used for extremely hydrophilic or hydrophobic compounds with a Kpart values greater than 100 and less than 0.01. For other ligands which possess moderate lipophilicity (Kpart values between 0.01-100) the filter probe method was used. Also the partition coefficient of four ligands with moderate lipophilicity was determined by shake flask method in order to check comparability of these two methods. While the shake flask method was able to determine either extremely hydrophilic or hydrophobic compounds efficiently, the filter probe method was unable to measure such Kpart values. Although, determination of the Kpart values of all compounds is possible with the classical shake-flask method, the procedure is time consuming. In contrast, the filter probe method offers many advantages over the traditional shake-flask method in terms of speed, efficiency of separation and degree of automation. The shake-flask method is the method of choice for determination of partition coefficients of extremely hydrophilic and hydrophobic ligands.
Keywords
Partition coefficients, 3-Hydroxypyridin-4-one, Shake flask method, Filter probe method, Bidentate ligand,
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