Moreno, Elsa, Gabano, Elisabetta, Torres, Enrique, Platts, James Alexis  ORCID: https://orcid.org/0000-0002-1008-6595, Ravera, Mauro, Aldana, Ignacio, Monge, Antonio and Perez-Silanes, Silvia
2011.
Studies on log pow of quinoxaline di-N-Oxides: a comparison of RP-HPLC experimental and predictive approaches.
Molecules
16
(9)
, pp. 7893-7908.
10.3390/molecules16097893
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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.
| Item Type: | Article |
|---|---|
| Date Type: | Publication |
| Status: | Published |
| Schools: | Schools > Chemistry |
| Subjects: | Q Science > QD Chemistry |
| Uncontrolled Keywords: | HPLC; lipophilicity; log P; quinoxalines |
| Additional Information: | Pdf uploaded in accordance with publisher's policy at http://www.sherpa.ac.uk/romeo/issn/1420-3049/ (accessed 20/02/2014). |
| Publisher: | MDPI AG |
| ISSN: | 1420-3049 |
| Date of First Compliant Deposit: | 30 March 2016 |
| Last Modified: | 16 May 2023 10:04 |
| URI: | https://orca.cardiff.ac.uk/id/eprint/12562 |
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