Affiliation:
1. Faculty of Pharmacy, Department of Analytical Chemistry, Belgrade
2. Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Belgrade
3. Clinical Center "Dr Dragiša Mišović", Belgrade
Abstract
The aim of this study was to compare different calculation methods to
determine lipophilicity, expressed as logP value, of seven ACE inhibitors
(enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, and
benazapril) with significantly different structure. Experimentally determined
n-octanol/water partition coefficients, logPO/W values, were obtained from
relevant literature. The correlations between all collected logP values were
studied and the best agreements between calculated logP and experimentally
determined logPO/W values, were observed for KOWWINlogP or MilogP values (r =
0.999 or r = 0.974, respectively). The correlations between all collected
logP values and chromatographically (reversed-phase thin-layer
chromatography) obtained hydrophobicity parameters, RM0 and C0, were
established. The good correlations (r > 0.90) were obtained in the majority
of relationships. The KOWWINlogP was established as the most suitable
hydrophobicity parameter of investigated group of ACE inhibitors with r =
0.981 for correlation with RM0 and r = 0.977 for correlation with C0
parameters (water-methanol mobile phase). Using multiple linear regressions,
it was established that application of two selected logP, calculated by
different mathematical approaches, led to very good correlation due to the
benefits of both calculation methods. The good relationships indicate that
the computed logP, with careful selection of method calculation, can be
useful in ACE inhibitors lipophilicity evaluation, as high-throughput
screening technique.
Publisher
National Library of Serbia
Subject
General Chemical Engineering,General Chemistry
Cited by
5 articles.
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