Studies on log Po/w of quinoxaline di-N-oxides: A comparison of RP-HPLC experimental and predictive approaches

Elsa Moreno, Elisabetta Gabano, Enrique Torres, James A. Platts, Mauro Ravera, Ignacio Aldana, Antonio Monge, Silvia Pérez-Silanes

Risultato della ricerca: Contributo su rivistaArticolo in rivistapeer review

Abstract

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.

Lingua originaleInglese
pagine (da-a)7893-7908
Numero di pagine16
RivistaMolecules
Volume16
Numero di pubblicazione9
DOI
Stato di pubblicazionePubblicato - set 2011

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