The Quantitative Structure-Retention Relationship (QSRR) analysis of some centrally acting antihypertensives and diuretics
Abstract
The complete separation of 15 guanidine/imidazoline derivatives, acting as antihypertensive drugs, was achieved by capillary electrophoresis employing 30 mM phosphate background electrolyte (pH 1.5) containing 15 mM P-Cyclodextrin (BCD). Here the Quantitative Structure-Retention Relationship (QSRR) models of the inclusion complexes between the analyzed compounds (ligands) and BCD were performed to investigate the correlations between electrophoresis migration order and the constitutional, geometrical, physico-chemical, and electronical properties of the molecular models. The ChemPro, Marvin 4.0.5 ChemAxon, and CS Gaussian 98 [B3LYP/6 - 3 1 G + (d,p) and HF/3-21G(d) basis sets] programs were applied for molecular parameters computation of the optimized ligands and ligand-BCD complexes. Total charge of the analyzed compounds at experimental pH 1.5., HOMO (BCD-ligand) energy, and Solvent-Accessible Surface (SAS) (BCD - ligand) area account for the electrophoresis retention parameter log(t...). The multiple linear regression models with three variables, log(t)=f [Total Charge (ligand), SAS (BCD - ligand), HOMO (BCD - ligand)], were obtained with R-2=0.914 and crossvalidation parameter of prediction q(pre)(2)=0.778. The developed QSRR approach can help in understanding the structural features that contribute to the electrophoresis retention parameter [log(t)] of the investigated antihypertensives. Therefore, the theoretical method presented could be used as a fast, easy, and reliable tool for electrophoretic migration parameters prediction of other related antihypertensives.
Source:
Quality of Life Research, 2008, 27, 8, 1036-1044Publisher:
- Wiley-VCH Verlag GMBH, Weinheim
Funding / projects:
DOI: 10.1002/qsar.200710161
ISSN: 1611-020X
WoS: 000258849000009
Scopus: 2-s2.0-55249097157
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PharmacyTY - JOUR AU - Filipić, Slavica AU - Nikolić, Katarina AU - Krizman, Mitja AU - Agbaba, Danica PY - 2008 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1118 AB - The complete separation of 15 guanidine/imidazoline derivatives, acting as antihypertensive drugs, was achieved by capillary electrophoresis employing 30 mM phosphate background electrolyte (pH 1.5) containing 15 mM P-Cyclodextrin (BCD). Here the Quantitative Structure-Retention Relationship (QSRR) models of the inclusion complexes between the analyzed compounds (ligands) and BCD were performed to investigate the correlations between electrophoresis migration order and the constitutional, geometrical, physico-chemical, and electronical properties of the molecular models. The ChemPro, Marvin 4.0.5 ChemAxon, and CS Gaussian 98 [B3LYP/6 - 3 1 G + (d,p) and HF/3-21G(d) basis sets] programs were applied for molecular parameters computation of the optimized ligands and ligand-BCD complexes. Total charge of the analyzed compounds at experimental pH 1.5., HOMO (BCD-ligand) energy, and Solvent-Accessible Surface (SAS) (BCD - ligand) area account for the electrophoresis retention parameter log(t). The multiple linear regression models with three variables, log(t)=f [Total Charge (ligand), SAS (BCD - ligand), HOMO (BCD - ligand)], were obtained with R-2=0.914 and crossvalidation parameter of prediction q(pre)(2)=0.778. The developed QSRR approach can help in understanding the structural features that contribute to the electrophoresis retention parameter [log(t)] of the investigated antihypertensives. Therefore, the theoretical method presented could be used as a fast, easy, and reliable tool for electrophoretic migration parameters prediction of other related antihypertensives. PB - Wiley-VCH Verlag GMBH, Weinheim T2 - Quality of Life Research T1 - The Quantitative Structure-Retention Relationship (QSRR) analysis of some centrally acting antihypertensives and diuretics VL - 27 IS - 8 SP - 1036 EP - 1044 DO - 10.1002/qsar.200710161 ER -
@article{ author = "Filipić, Slavica and Nikolić, Katarina and Krizman, Mitja and Agbaba, Danica", year = "2008", abstract = "The complete separation of 15 guanidine/imidazoline derivatives, acting as antihypertensive drugs, was achieved by capillary electrophoresis employing 30 mM phosphate background electrolyte (pH 1.5) containing 15 mM P-Cyclodextrin (BCD). Here the Quantitative Structure-Retention Relationship (QSRR) models of the inclusion complexes between the analyzed compounds (ligands) and BCD were performed to investigate the correlations between electrophoresis migration order and the constitutional, geometrical, physico-chemical, and electronical properties of the molecular models. The ChemPro, Marvin 4.0.5 ChemAxon, and CS Gaussian 98 [B3LYP/6 - 3 1 G + (d,p) and HF/3-21G(d) basis sets] programs were applied for molecular parameters computation of the optimized ligands and ligand-BCD complexes. Total charge of the analyzed compounds at experimental pH 1.5., HOMO (BCD-ligand) energy, and Solvent-Accessible Surface (SAS) (BCD - ligand) area account for the electrophoresis retention parameter log(t). The multiple linear regression models with three variables, log(t)=f [Total Charge (ligand), SAS (BCD - ligand), HOMO (BCD - ligand)], were obtained with R-2=0.914 and crossvalidation parameter of prediction q(pre)(2)=0.778. The developed QSRR approach can help in understanding the structural features that contribute to the electrophoresis retention parameter [log(t)] of the investigated antihypertensives. Therefore, the theoretical method presented could be used as a fast, easy, and reliable tool for electrophoretic migration parameters prediction of other related antihypertensives.", publisher = "Wiley-VCH Verlag GMBH, Weinheim", journal = "Quality of Life Research", title = "The Quantitative Structure-Retention Relationship (QSRR) analysis of some centrally acting antihypertensives and diuretics", volume = "27", number = "8", pages = "1036-1044", doi = "10.1002/qsar.200710161" }
Filipić, S., Nikolić, K., Krizman, M.,& Agbaba, D.. (2008). The Quantitative Structure-Retention Relationship (QSRR) analysis of some centrally acting antihypertensives and diuretics. in Quality of Life Research Wiley-VCH Verlag GMBH, Weinheim., 27(8), 1036-1044. https://doi.org/10.1002/qsar.200710161
Filipić S, Nikolić K, Krizman M, Agbaba D. The Quantitative Structure-Retention Relationship (QSRR) analysis of some centrally acting antihypertensives and diuretics. in Quality of Life Research. 2008;27(8):1036-1044. doi:10.1002/qsar.200710161 .
Filipić, Slavica, Nikolić, Katarina, Krizman, Mitja, Agbaba, Danica, "The Quantitative Structure-Retention Relationship (QSRR) analysis of some centrally acting antihypertensives and diuretics" in Quality of Life Research, 27, no. 8 (2008):1036-1044, https://doi.org/10.1002/qsar.200710161 . .