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Correlation between ultra-high performance liquid chromatography-tandem mass spectrometry and reversed-phase thin-layer chromatography hydrophobicity data for evaluation of angiotensin-converting enzyme inhibitors absorption

Authorized Users Only
2012
Authors
Odović, Jadranka
Marković, Bojan
Injac, Rade
Vladimirov, Sote
Karljiković-Rajić, Katarina
Article (Published version)
Metadata
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Abstract
In this research seven ACE inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril) were studied to evaluate the correlation between their absorption and ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS) and reversed-phase thin-layer chromatography (RP-TLC) hydrophobicity data (phi(0) or C-0 parameters, respectively). Their absorption values were in the range of 25-60%, while calculated KOWWIN logP values were from -0.94 to 6.61. Additionally. perindopril (absorption 70%, KOWWIN logP 2.59) and moexipril (absorption 22%, KOWWIN logP 3.36) were introduced for the theoretical considerations due to their high/low absorption values which were on the opposite sites in comparison with the majority of ACE inhibitors (25-60%). In the theoretical considerations it was shown that the solubility data (logS) must be considered, as independent variable, simultaneously with KOWWIN logP to obtain reliable correlation (r(2) = 0.7208) bet...ween absorption and ACE inhibitors lipophilicity. As the main topic of this study, the relationships between literature available and absorption data predicted by multiple linear regression (MLR) using logS values besides chromatographically obtained hydrophobicity parameters C-0 (r(2) = 0.6424) or phi(0) (r(2) = 0.6762) were studied proving that these parameters could be used in ACE inhibitors absorption evaluation. The UHPLC-MS method provides the direct application of experimentally obtained phi(0) values that is the advantage of this method. For better MLR correlation of ACE inhibitors absorption with C-0 parameters (RP-TLC) and logS, mathematical conversion of C-0 parameters to logC(0) values was necessary based on requisite for probability value of regression analysis (P lt 0.05). The accordance and differences between hydrophobicity parameters obtained by UHPLC-MS and RP-TLC were defined.

Keywords:
UHPLC-MS / RP-TLC / Lipophilicity / ACE inhibitors / Absorption
Source:
Journal of Chromatography A, 2012, 1258, 94-100
Publisher:
  • Elsevier Science BV, Amsterdam
Funding / projects:
  • Development of molecules with antiinflammatory and cardioprotective activity: structural modifications, modelling, physicochemical characterization and formulation investigations (RS-172041)

DOI: 10.1016/j.chroma.2012.08.038

ISSN: 0021-9673

PubMed: 22939460

WoS: 000309294200011

Scopus: 2-s2.0-84866048009
[ Google Scholar ]
13
10
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/1651
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - JOUR
AU  - Odović, Jadranka
AU  - Marković, Bojan
AU  - Injac, Rade
AU  - Vladimirov, Sote
AU  - Karljiković-Rajić, Katarina
PY  - 2012
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1651
AB  - In this research seven ACE inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril) were studied to evaluate the correlation between their absorption and ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS) and reversed-phase thin-layer chromatography (RP-TLC) hydrophobicity data (phi(0) or C-0 parameters, respectively). Their absorption values were in the range of 25-60%, while calculated KOWWIN logP values were from -0.94 to 6.61. Additionally. perindopril (absorption 70%, KOWWIN logP 2.59) and moexipril (absorption 22%, KOWWIN logP 3.36) were introduced for the theoretical considerations due to their high/low absorption values which were on the opposite sites in comparison with the majority of ACE inhibitors (25-60%). In the theoretical considerations it was shown that the solubility data (logS) must be considered, as independent variable, simultaneously with KOWWIN logP to obtain reliable correlation (r(2) = 0.7208) between absorption and ACE inhibitors lipophilicity. As the main topic of this study, the relationships between literature available and absorption data predicted by multiple linear regression (MLR) using logS values besides chromatographically obtained hydrophobicity parameters C-0 (r(2) = 0.6424) or phi(0) (r(2) = 0.6762) were studied proving that these parameters could be used in ACE inhibitors absorption evaluation. The UHPLC-MS method provides the direct application of experimentally obtained phi(0) values that is the advantage of this method. For better MLR correlation of ACE inhibitors absorption with C-0 parameters (RP-TLC) and logS, mathematical conversion of C-0 parameters to logC(0) values was necessary based on requisite for probability value of regression analysis (P  lt  0.05). The accordance and differences between hydrophobicity parameters obtained by UHPLC-MS and RP-TLC were defined.
PB  - Elsevier Science BV, Amsterdam
T2  - Journal of Chromatography A
T1  - Correlation between ultra-high performance liquid chromatography-tandem mass spectrometry and reversed-phase thin-layer chromatography hydrophobicity data for evaluation of angiotensin-converting enzyme inhibitors absorption
VL  - 1258
SP  - 94
EP  - 100
DO  - 10.1016/j.chroma.2012.08.038
ER  - 
@article{
author = "Odović, Jadranka and Marković, Bojan and Injac, Rade and Vladimirov, Sote and Karljiković-Rajić, Katarina",
year = "2012",
abstract = "In this research seven ACE inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril) were studied to evaluate the correlation between their absorption and ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS) and reversed-phase thin-layer chromatography (RP-TLC) hydrophobicity data (phi(0) or C-0 parameters, respectively). Their absorption values were in the range of 25-60%, while calculated KOWWIN logP values were from -0.94 to 6.61. Additionally. perindopril (absorption 70%, KOWWIN logP 2.59) and moexipril (absorption 22%, KOWWIN logP 3.36) were introduced for the theoretical considerations due to their high/low absorption values which were on the opposite sites in comparison with the majority of ACE inhibitors (25-60%). In the theoretical considerations it was shown that the solubility data (logS) must be considered, as independent variable, simultaneously with KOWWIN logP to obtain reliable correlation (r(2) = 0.7208) between absorption and ACE inhibitors lipophilicity. As the main topic of this study, the relationships between literature available and absorption data predicted by multiple linear regression (MLR) using logS values besides chromatographically obtained hydrophobicity parameters C-0 (r(2) = 0.6424) or phi(0) (r(2) = 0.6762) were studied proving that these parameters could be used in ACE inhibitors absorption evaluation. The UHPLC-MS method provides the direct application of experimentally obtained phi(0) values that is the advantage of this method. For better MLR correlation of ACE inhibitors absorption with C-0 parameters (RP-TLC) and logS, mathematical conversion of C-0 parameters to logC(0) values was necessary based on requisite for probability value of regression analysis (P  lt  0.05). The accordance and differences between hydrophobicity parameters obtained by UHPLC-MS and RP-TLC were defined.",
publisher = "Elsevier Science BV, Amsterdam",
journal = "Journal of Chromatography A",
title = "Correlation between ultra-high performance liquid chromatography-tandem mass spectrometry and reversed-phase thin-layer chromatography hydrophobicity data for evaluation of angiotensin-converting enzyme inhibitors absorption",
volume = "1258",
pages = "94-100",
doi = "10.1016/j.chroma.2012.08.038"
}
Odović, J., Marković, B., Injac, R., Vladimirov, S.,& Karljiković-Rajić, K.. (2012). Correlation between ultra-high performance liquid chromatography-tandem mass spectrometry and reversed-phase thin-layer chromatography hydrophobicity data for evaluation of angiotensin-converting enzyme inhibitors absorption. in Journal of Chromatography A
Elsevier Science BV, Amsterdam., 1258, 94-100.
https://doi.org/10.1016/j.chroma.2012.08.038
Odović J, Marković B, Injac R, Vladimirov S, Karljiković-Rajić K. Correlation between ultra-high performance liquid chromatography-tandem mass spectrometry and reversed-phase thin-layer chromatography hydrophobicity data for evaluation of angiotensin-converting enzyme inhibitors absorption. in Journal of Chromatography A. 2012;1258:94-100.
doi:10.1016/j.chroma.2012.08.038 .
Odović, Jadranka, Marković, Bojan, Injac, Rade, Vladimirov, Sote, Karljiković-Rajić, Katarina, "Correlation between ultra-high performance liquid chromatography-tandem mass spectrometry and reversed-phase thin-layer chromatography hydrophobicity data for evaluation of angiotensin-converting enzyme inhibitors absorption" in Journal of Chromatography A, 1258 (2012):94-100,
https://doi.org/10.1016/j.chroma.2012.08.038 . .

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