Evaluation of Liquid-Liquid Partition Coefficients of Precocenes and Related Analogues by HPLC

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Abstract
The relative hydrophobicities of natural precocenes (1e and 1g) and of twenty-five synthetic analogues have been studied in a reversed-phase HPLC system. Using methanol-water as the mobile phase, a linear relationship of the capacity factor (log k') over a limited range of methanol fraction volumes was established for every solute and log P was related to the extrapolated k'w value with pure water as eluent. The resulting correlation accomodates two sets of data (r=0.992). For comparison purposes, results on determination of log P of selected models by using the conventional “shaking flask” method are also reported. Apparently, from our results there is not a straightforward relationship between log P values and precocene AJH activity.