Investigation and prediction of retention characteristics of imidazoline and serotonin receptor ligands and their related compounds on mixed-mode stationary phase
Abstract
Investigation of the retention behavior of a wide range of analytes, 43 nitrogen containing heterocyclic and guanidine derivatives such, as imidazoline and serotonin receptor ligands or their related compounds. was performed on mixed-mode stationary phase in the combined reversed-phase (RP) and hydrophilic interaction liquid chromatography (HILIC) modes. Suitability of the linear retention modelling in the HILIC and RP modes was tested including separate contributions from adsorption and partition. For the HILIC retention, the partition model was found to provide better description compared with the adsorption model. In a wider range of the aqueous eluent volume fractions, phi(aq), retention was described as a function of volume fractions and total polarity of mobile phase using the mixed-mode retention modelling. The obtained results revealed that the shift of the chromatographic mode can be calculated from the change of total polarity of mobile phase in a multimodal relation, logarit...hm of retention factor vs. total polarity, with the minimum value representing the turning point between the HILIC and the RP mode. Molecular properties of the investigated compounds that influence the retention behavior and the turning point were selected using Multiple Linear Regression (MLR) and Support Vector Machine (SVM). Slightly better statistical results were found for the logk(w)(RP)(aq)/MLR, logk(w)(HILIC) (org)/MLR, logk(b)(HILIC)(aq)/MLR, and phi(min) (aq)/SVM (RBF) QSRR models than for the logk(w)(RP)(aq)/SVM, logk(w)(NILIC)(org)/SVM, logk(b)(HILIC)(aq)/SVM. and phi(min)(aq)/MLR modelling. With this insight, it is possible to precisely define and predict the retention characteristics based on physicochemical properties of imidazoline and piperazine related compounds.
Keywords:
Reversed-phase high performance liquid chromatography / Hydrophilic interaction liquid chromatography / Turning point / Mixed-mode stationary phase / Retention mechanism / Total polarity of mobile phaseSource:
Journal of Chromatography A, 2019, 1585, 92-104Publisher:
- Elsevier Science BV, Amsterdam
Funding / projects:
DOI: 10.1016/j.chroma.2018.11.051
ISSN: 0021-9673
PubMed: 30553503
WoS: 000457507100010
Scopus: 2-s2.0-85058190580
Collections
Institution/Community
PharmacyTY - JOUR AU - Obradović, Darija AU - Oljačić, Slavica AU - Nikolić, Katarina AU - Agbaba, Danica PY - 2019 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3332 AB - Investigation of the retention behavior of a wide range of analytes, 43 nitrogen containing heterocyclic and guanidine derivatives such, as imidazoline and serotonin receptor ligands or their related compounds. was performed on mixed-mode stationary phase in the combined reversed-phase (RP) and hydrophilic interaction liquid chromatography (HILIC) modes. Suitability of the linear retention modelling in the HILIC and RP modes was tested including separate contributions from adsorption and partition. For the HILIC retention, the partition model was found to provide better description compared with the adsorption model. In a wider range of the aqueous eluent volume fractions, phi(aq), retention was described as a function of volume fractions and total polarity of mobile phase using the mixed-mode retention modelling. The obtained results revealed that the shift of the chromatographic mode can be calculated from the change of total polarity of mobile phase in a multimodal relation, logarithm of retention factor vs. total polarity, with the minimum value representing the turning point between the HILIC and the RP mode. Molecular properties of the investigated compounds that influence the retention behavior and the turning point were selected using Multiple Linear Regression (MLR) and Support Vector Machine (SVM). Slightly better statistical results were found for the logk(w)(RP)(aq)/MLR, logk(w)(HILIC) (org)/MLR, logk(b)(HILIC)(aq)/MLR, and phi(min) (aq)/SVM (RBF) QSRR models than for the logk(w)(RP)(aq)/SVM, logk(w)(NILIC)(org)/SVM, logk(b)(HILIC)(aq)/SVM. and phi(min)(aq)/MLR modelling. With this insight, it is possible to precisely define and predict the retention characteristics based on physicochemical properties of imidazoline and piperazine related compounds. PB - Elsevier Science BV, Amsterdam T2 - Journal of Chromatography A T1 - Investigation and prediction of retention characteristics of imidazoline and serotonin receptor ligands and their related compounds on mixed-mode stationary phase VL - 1585 SP - 92 EP - 104 DO - 10.1016/j.chroma.2018.11.051 ER -
@article{ author = "Obradović, Darija and Oljačić, Slavica and Nikolić, Katarina and Agbaba, Danica", year = "2019", abstract = "Investigation of the retention behavior of a wide range of analytes, 43 nitrogen containing heterocyclic and guanidine derivatives such, as imidazoline and serotonin receptor ligands or their related compounds. was performed on mixed-mode stationary phase in the combined reversed-phase (RP) and hydrophilic interaction liquid chromatography (HILIC) modes. Suitability of the linear retention modelling in the HILIC and RP modes was tested including separate contributions from adsorption and partition. For the HILIC retention, the partition model was found to provide better description compared with the adsorption model. In a wider range of the aqueous eluent volume fractions, phi(aq), retention was described as a function of volume fractions and total polarity of mobile phase using the mixed-mode retention modelling. The obtained results revealed that the shift of the chromatographic mode can be calculated from the change of total polarity of mobile phase in a multimodal relation, logarithm of retention factor vs. total polarity, with the minimum value representing the turning point between the HILIC and the RP mode. Molecular properties of the investigated compounds that influence the retention behavior and the turning point were selected using Multiple Linear Regression (MLR) and Support Vector Machine (SVM). Slightly better statistical results were found for the logk(w)(RP)(aq)/MLR, logk(w)(HILIC) (org)/MLR, logk(b)(HILIC)(aq)/MLR, and phi(min) (aq)/SVM (RBF) QSRR models than for the logk(w)(RP)(aq)/SVM, logk(w)(NILIC)(org)/SVM, logk(b)(HILIC)(aq)/SVM. and phi(min)(aq)/MLR modelling. With this insight, it is possible to precisely define and predict the retention characteristics based on physicochemical properties of imidazoline and piperazine related compounds.", publisher = "Elsevier Science BV, Amsterdam", journal = "Journal of Chromatography A", title = "Investigation and prediction of retention characteristics of imidazoline and serotonin receptor ligands and their related compounds on mixed-mode stationary phase", volume = "1585", pages = "92-104", doi = "10.1016/j.chroma.2018.11.051" }
Obradović, D., Oljačić, S., Nikolić, K.,& Agbaba, D.. (2019). Investigation and prediction of retention characteristics of imidazoline and serotonin receptor ligands and their related compounds on mixed-mode stationary phase. in Journal of Chromatography A Elsevier Science BV, Amsterdam., 1585, 92-104. https://doi.org/10.1016/j.chroma.2018.11.051
Obradović D, Oljačić S, Nikolić K, Agbaba D. Investigation and prediction of retention characteristics of imidazoline and serotonin receptor ligands and their related compounds on mixed-mode stationary phase. in Journal of Chromatography A. 2019;1585:92-104. doi:10.1016/j.chroma.2018.11.051 .
Obradović, Darija, Oljačić, Slavica, Nikolić, Katarina, Agbaba, Danica, "Investigation and prediction of retention characteristics of imidazoline and serotonin receptor ligands and their related compounds on mixed-mode stationary phase" in Journal of Chromatography A, 1585 (2019):92-104, https://doi.org/10.1016/j.chroma.2018.11.051 . .