Moreno E, Gabano E, Torres E, Platts JA, Ravera M, Aldana I, et al. Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. Molecules 2011 Sep 13;16(9):7893-7908.
As reported in our previous papers, a series of quinoxaline-2-carboxamide
1,4-di-N-oxide derivatives were synthesized and studied as anti-tuberculosis agents. Here,
the capability of the shake-flask method was studied and the retention time (expressed as
log K) of 20 compounds were determined by RP-HPLC analysis. We found that the
prediction of log P by the RP-HPLC analysis can result in a high accuracy and can replace
the shake-flask method avoiding the experimental problems presented by quinoxaline
di-N-oxides. The studied compounds were subjected to the ALOGPS module with the aim
of comparing experimental log Po/w values and predicted data. Moreover, a preliminary
in silico screening of the QSAR relationship was made confirming the influence of
reduction peak potential, lipophilicity, H-bond donor capacity and molecular dimension
descriptors on anti-tuberculosis activity.