Gulaboski, Rubin and Galland, Alexandra and Bouchard, Géraldine and Caban, Karolina and Kretschmer, Ansgar and Carrupt, Pierre-Alain and Stojek, Zbigniew and Girault, Hubert H. and Scholz, Fritz (2004) A Comparison of the Solvation Properties of 2-Nitrophenyloctyl Ether, Nitrobenzene, andn-Octanol as Assessed by Ion Transfer Experiments. The Journal of Physical Chemistry B, 108 (14). pp. 4565-4572. ISSN 1520-6106
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Abstract
The lipophilicity of the anionic forms of drugs and model compounds was assessed by their transfer across
(i) the water-2-nitrophenyloctyl ether (NPOE), (ii) the water-nitrobenzene (NB), and (iii) the water-noctanol
interfaces by using the three-phase electrode technique. The lipophilicities, expressed in terms of
logarithm of partition coefficients, range for the studied anions from -3.46 to 0.68 (log PA-,aq
QNPOE) for NPOE,
from -3.81 to 2.62 (log PA-,aq
QNB ) for NB, and from -6.20 to -3.20 (log PA-,aq
Qn-oct) for n-octanol. Although
NPOE shares with nitrobenzene the aromatic part and with n-octanol the hydrophobic carbon chain, only
very weak correlation was observed between the NPOE-based data with the n-octanol-based data, and the
same is true for the correlation of the NB-based and n-octanol-based data. However, there is a strong and
even linear correlation between the NPOE-based and the NB-based data.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ion transfer, drugs, lipophilicity, biomiometic membranes, Standrad Gibbs energy of ion transfer, thermodynamics |
| Subjects: | Medical and Health Sciences > Basic medicine Natural sciences > Chemical sciences |
| Divisions: | Faculty of Agriculture |
| Depositing User: | Rubin Gulaboski |
| Date Deposited: | 31 Oct 2012 13:11 |
| Last Modified: | 31 Oct 2012 13:11 |
| URI: | https://eprints.ugd.edu.mk/id/eprint/147 |
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