In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors
Само за регистроване кориснике
2014
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Set of nine angiotensin-converting enzyme inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril, perindopril and moexipril) were studied to evaluate the correlation between their intestinal absorption and salting-out thin-layer chromatography hydrophobicity parameters (R-M(0) or C-0) obtained by ascending technique applying four different salts, (NH4)(2)SO4, NH4NO3, NH4Cl and NaCl as mobile phases. The best correlations between KOWWIN log P and both hydrophobicity parameters, R-M(0) and C-0, (R-2 > 0.850) were observed for NaCl (1.0-3.0 M) while the lowest R-2 was obtained for (NH4)(2)SO4 (0.649 and 0.427, respectively) due to highest salting-out effect of (NH4)(2)SO4. The effect of selected inorganic salts in the salting-out mobile phases, on the solutes solubility and retention was evaluated. The topological polar surface area should be selected as independent variable (only this molecular descriptor showed low correlation with chromatographic hyd...rophobicity parameters) for multiple linear regression analysis, to obtain reliable correlation between angiotensin-converting enzyme inhibitor's intestinal absorption data and salting-out thin-layer chromatograpic hydrophobicity parameters. These correlations provide R-2 =0.823 for R-M(0) or R-2 =0.799 for C-0 indicating good relationship between predicted and literature available intestinal absorption (ranged from 22% to 70%) of investigated angiotensin-converting enzyme inhibitors. The proposed in vitro model was checked with three in addition experimentally analyzed drugs, zofenopril, trandolapril and captoril. The satisfactory absorption prediction was obtained for zofenopril and trandolapril, while divergence established for captopril resulted from considerably different structure.
Кључне речи:
Absorption modeling / Lipophilicity / Angiotensin-converting enzyme inhibitors / Salting-out thin-layer chromatographyИзвор:
Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences, 2014, 953, 102-107Издавач:
- Elsevier Science BV, Amsterdam
Финансирање / пројекти:
DOI: 10.1016/j.jchromb.2014.02.004
ISSN: 1570-0232
PubMed: 24583202
WoS: 000333795800014
Scopus: 2-s2.0-84894427268
Институција/група
PharmacyTY - JOUR AU - Odović, Jadranka AU - Marković, Bojan AU - Vladimirov, Sote AU - Karljiković-Rajić, Katarina PY - 2014 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2160 AB - Set of nine angiotensin-converting enzyme inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril, perindopril and moexipril) were studied to evaluate the correlation between their intestinal absorption and salting-out thin-layer chromatography hydrophobicity parameters (R-M(0) or C-0) obtained by ascending technique applying four different salts, (NH4)(2)SO4, NH4NO3, NH4Cl and NaCl as mobile phases. The best correlations between KOWWIN log P and both hydrophobicity parameters, R-M(0) and C-0, (R-2 > 0.850) were observed for NaCl (1.0-3.0 M) while the lowest R-2 was obtained for (NH4)(2)SO4 (0.649 and 0.427, respectively) due to highest salting-out effect of (NH4)(2)SO4. The effect of selected inorganic salts in the salting-out mobile phases, on the solutes solubility and retention was evaluated. The topological polar surface area should be selected as independent variable (only this molecular descriptor showed low correlation with chromatographic hydrophobicity parameters) for multiple linear regression analysis, to obtain reliable correlation between angiotensin-converting enzyme inhibitor's intestinal absorption data and salting-out thin-layer chromatograpic hydrophobicity parameters. These correlations provide R-2 =0.823 for R-M(0) or R-2 =0.799 for C-0 indicating good relationship between predicted and literature available intestinal absorption (ranged from 22% to 70%) of investigated angiotensin-converting enzyme inhibitors. The proposed in vitro model was checked with three in addition experimentally analyzed drugs, zofenopril, trandolapril and captoril. The satisfactory absorption prediction was obtained for zofenopril and trandolapril, while divergence established for captopril resulted from considerably different structure. PB - Elsevier Science BV, Amsterdam T2 - Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences T1 - In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors VL - 953 SP - 102 EP - 107 DO - 10.1016/j.jchromb.2014.02.004 ER -
@article{ author = "Odović, Jadranka and Marković, Bojan and Vladimirov, Sote and Karljiković-Rajić, Katarina", year = "2014", abstract = "Set of nine angiotensin-converting enzyme inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril, perindopril and moexipril) were studied to evaluate the correlation between their intestinal absorption and salting-out thin-layer chromatography hydrophobicity parameters (R-M(0) or C-0) obtained by ascending technique applying four different salts, (NH4)(2)SO4, NH4NO3, NH4Cl and NaCl as mobile phases. The best correlations between KOWWIN log P and both hydrophobicity parameters, R-M(0) and C-0, (R-2 > 0.850) were observed for NaCl (1.0-3.0 M) while the lowest R-2 was obtained for (NH4)(2)SO4 (0.649 and 0.427, respectively) due to highest salting-out effect of (NH4)(2)SO4. The effect of selected inorganic salts in the salting-out mobile phases, on the solutes solubility and retention was evaluated. The topological polar surface area should be selected as independent variable (only this molecular descriptor showed low correlation with chromatographic hydrophobicity parameters) for multiple linear regression analysis, to obtain reliable correlation between angiotensin-converting enzyme inhibitor's intestinal absorption data and salting-out thin-layer chromatograpic hydrophobicity parameters. These correlations provide R-2 =0.823 for R-M(0) or R-2 =0.799 for C-0 indicating good relationship between predicted and literature available intestinal absorption (ranged from 22% to 70%) of investigated angiotensin-converting enzyme inhibitors. The proposed in vitro model was checked with three in addition experimentally analyzed drugs, zofenopril, trandolapril and captoril. The satisfactory absorption prediction was obtained for zofenopril and trandolapril, while divergence established for captopril resulted from considerably different structure.", publisher = "Elsevier Science BV, Amsterdam", journal = "Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences", title = "In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors", volume = "953", pages = "102-107", doi = "10.1016/j.jchromb.2014.02.004" }
Odović, J., Marković, B., Vladimirov, S.,& Karljiković-Rajić, K.. (2014). In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors. in Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences Elsevier Science BV, Amsterdam., 953, 102-107. https://doi.org/10.1016/j.jchromb.2014.02.004
Odović J, Marković B, Vladimirov S, Karljiković-Rajić K. In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors. in Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences. 2014;953:102-107. doi:10.1016/j.jchromb.2014.02.004 .
Odović, Jadranka, Marković, Bojan, Vladimirov, Sote, Karljiković-Rajić, Katarina, "In Vitro modeling of angiotensin-converting enzyme inhibitor's absorption with chromatographic retention data and selected molecular descriptors" in Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences, 953 (2014):102-107, https://doi.org/10.1016/j.jchromb.2014.02.004 . .