Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches.
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...
| Main Authors: | , , , , , , , |
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| Format: | info:eu-repo/semantics/article |
| Language: | eng |
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MDPI
2012
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| Online Access: | https://hdl.handle.net/10171/23602 |
| _version_ | 1793400189983129600 |
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| author | Moreno-de-Viguri, E. (Elsa) Gabano, E. (Elisabetta) Torres, E. (Enrique) Platts, J.A. (James A.) Ravera, M. (Mauro) Aldana, I. (Ignacio) Monge, A. (Antonio) Pérez-Silanes, S. (Silvia) |
| author_facet | Moreno-de-Viguri, E. (Elsa) Gabano, E. (Elisabetta) Torres, E. (Enrique) Platts, J.A. (James A.) Ravera, M. (Mauro) Aldana, I. (Ignacio) Monge, A. (Antonio) Pérez-Silanes, S. (Silvia) |
| author_sort | Moreno-de-Viguri, E. (Elsa) |
| collection | DSpace |
| description | 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. |
| format | info:eu-repo/semantics/article |
| id | oai:dadun.unav.edu:10171-23602 |
| institution | Universidad de Navarra |
| language | eng |
| publishDate | 2012 |
| publisher | MDPI |
| record_format | dspace |
| spelling | oai:dadun.unav.edu:10171-236022020-03-04T02:45:08Z Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. Moreno-de-Viguri, E. (Elsa) Gabano, E. (Elisabetta) Torres, E. (Enrique) Platts, J.A. (James A.) Ravera, M. (Mauro) Aldana, I. (Ignacio) Monge, A. (Antonio) Pérez-Silanes, S. (Silvia) HPLC Lipophilicity Log P Quinoxalines 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. 2012-10-31T17:47:10Z 2012-10-31T17:47:10Z 2011 info:eu-repo/semantics/article https://hdl.handle.net/10171/23602 eng http://www.mdpi.com/journal/molecules info:eu-repo/semantics/openAccess application/pdf MDPI |
| spellingShingle | HPLC Lipophilicity Log P Quinoxalines Moreno-de-Viguri, E. (Elsa) Gabano, E. (Elisabetta) Torres, E. (Enrique) Platts, J.A. (James A.) Ravera, M. (Mauro) Aldana, I. (Ignacio) Monge, A. (Antonio) Pérez-Silanes, S. (Silvia) Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. |
| title | Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. |
| title_full | Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. |
| title_fullStr | Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. |
| title_full_unstemmed | Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. |
| title_short | Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches. |
| title_sort | studies on log po/w of quinoxaline di-n-oxides: a comparison of rp-hplc experimental and predictive approaches. |
| topic | HPLC Lipophilicity Log P Quinoxalines |
| url | https://hdl.handle.net/10171/23602 |
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