A comprehensive study on retention of selected model substances in β-cyclodextrin-modified high performance liquid chromatography
Samo za registrovane korisnike
2021
Autori
Đajić, NevenaPetković, Miloš
Zečević, Mira
Otašević, Biljana
Malenović, Anđelija
Holzgrabe, Ulrike
Protić, Ana
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
The quantitative structure-retention relationship (QSRR) models are not only employed in retention behaviour prediction, but also in an in-depth understanding of complex chromatographic systems. The goal of the present research is to enable the comprehensive understanding of retention underlying the separation in β-cyclodextrin (CD) modified reversed-phase high performance liquid chromatography (RP-HPLC) systems, through the development of mixed QSRR models. Moreover, the amount of β-CD adsorbed on the stationary phase surface (β-CDA) is added as the model's input in order to evaluate its contribution to both model performances and retention. Nuclear magnetic resonance (NMR) experiments were conducted to confirm the predicted inclusion complex structures and support the application of in silico tools. The most significant descriptors revealed that retention is governed by the steric factors 7.5 Å distant from the geometrical centre of a molecule, 3D arrangement of atoms determining the... molecular size and shape, lipophilicity indicated by topological distances, as well as the unbound system's energy, related to the inclusion complex formation. In addition, a notable effect of the pH of the aqueous phase on the retention of ionizable analytes was shown. In the case of pH of the aqueous phase and β-CDA the change in retention behaviour of the studied analytes was observed only at the highest β-CDA value (5.17 μM/m2), but it was not related to the ionization state of analytes. When the analytes did not change the ionization form across the investigated studied pH range, and the acetonitrile content in the mobile phase was 25% (v/v), the retention factor had low values regardless of the β-CDA; under these circumstances the retention is probably acetonitrile driven.
Ključne reči:
RP-HPLC / Inclusion complex / Molecular descriptor / NMR study / Quantitative structure-retention relationship / β-cyclodextrinIzvor:
Journal of Chromatography A, 2021, 1645Izdavač:
- Elsevier B.V.
Finansiranje / projekti:
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200161 (Univerzitet u Beogradu, Farmaceutski fakultet) (RS-MESTD-inst-2020-200161)
DOI: 10.1016/j.chroma.2021.462120
ISSN: 0021-9673
WoS: 000638248700001
Scopus: 2-s2.0-85104106403
Institucija/grupa
PharmacyTY - JOUR AU - Đajić, Nevena AU - Petković, Miloš AU - Zečević, Mira AU - Otašević, Biljana AU - Malenović, Anđelija AU - Holzgrabe, Ulrike AU - Protić, Ana PY - 2021 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3822 AB - The quantitative structure-retention relationship (QSRR) models are not only employed in retention behaviour prediction, but also in an in-depth understanding of complex chromatographic systems. The goal of the present research is to enable the comprehensive understanding of retention underlying the separation in β-cyclodextrin (CD) modified reversed-phase high performance liquid chromatography (RP-HPLC) systems, through the development of mixed QSRR models. Moreover, the amount of β-CD adsorbed on the stationary phase surface (β-CDA) is added as the model's input in order to evaluate its contribution to both model performances and retention. Nuclear magnetic resonance (NMR) experiments were conducted to confirm the predicted inclusion complex structures and support the application of in silico tools. The most significant descriptors revealed that retention is governed by the steric factors 7.5 Å distant from the geometrical centre of a molecule, 3D arrangement of atoms determining the molecular size and shape, lipophilicity indicated by topological distances, as well as the unbound system's energy, related to the inclusion complex formation. In addition, a notable effect of the pH of the aqueous phase on the retention of ionizable analytes was shown. In the case of pH of the aqueous phase and β-CDA the change in retention behaviour of the studied analytes was observed only at the highest β-CDA value (5.17 μM/m2), but it was not related to the ionization state of analytes. When the analytes did not change the ionization form across the investigated studied pH range, and the acetonitrile content in the mobile phase was 25% (v/v), the retention factor had low values regardless of the β-CDA; under these circumstances the retention is probably acetonitrile driven. PB - Elsevier B.V. T2 - Journal of Chromatography A T1 - A comprehensive study on retention of selected model substances in β-cyclodextrin-modified high performance liquid chromatography VL - 1645 DO - 10.1016/j.chroma.2021.462120 ER -
@article{ author = "Đajić, Nevena and Petković, Miloš and Zečević, Mira and Otašević, Biljana and Malenović, Anđelija and Holzgrabe, Ulrike and Protić, Ana", year = "2021", abstract = "The quantitative structure-retention relationship (QSRR) models are not only employed in retention behaviour prediction, but also in an in-depth understanding of complex chromatographic systems. The goal of the present research is to enable the comprehensive understanding of retention underlying the separation in β-cyclodextrin (CD) modified reversed-phase high performance liquid chromatography (RP-HPLC) systems, through the development of mixed QSRR models. Moreover, the amount of β-CD adsorbed on the stationary phase surface (β-CDA) is added as the model's input in order to evaluate its contribution to both model performances and retention. Nuclear magnetic resonance (NMR) experiments were conducted to confirm the predicted inclusion complex structures and support the application of in silico tools. The most significant descriptors revealed that retention is governed by the steric factors 7.5 Å distant from the geometrical centre of a molecule, 3D arrangement of atoms determining the molecular size and shape, lipophilicity indicated by topological distances, as well as the unbound system's energy, related to the inclusion complex formation. In addition, a notable effect of the pH of the aqueous phase on the retention of ionizable analytes was shown. In the case of pH of the aqueous phase and β-CDA the change in retention behaviour of the studied analytes was observed only at the highest β-CDA value (5.17 μM/m2), but it was not related to the ionization state of analytes. When the analytes did not change the ionization form across the investigated studied pH range, and the acetonitrile content in the mobile phase was 25% (v/v), the retention factor had low values regardless of the β-CDA; under these circumstances the retention is probably acetonitrile driven.", publisher = "Elsevier B.V.", journal = "Journal of Chromatography A", title = "A comprehensive study on retention of selected model substances in β-cyclodextrin-modified high performance liquid chromatography", volume = "1645", doi = "10.1016/j.chroma.2021.462120" }
Đajić, N., Petković, M., Zečević, M., Otašević, B., Malenović, A., Holzgrabe, U.,& Protić, A.. (2021). A comprehensive study on retention of selected model substances in β-cyclodextrin-modified high performance liquid chromatography. in Journal of Chromatography A Elsevier B.V.., 1645. https://doi.org/10.1016/j.chroma.2021.462120
Đajić N, Petković M, Zečević M, Otašević B, Malenović A, Holzgrabe U, Protić A. A comprehensive study on retention of selected model substances in β-cyclodextrin-modified high performance liquid chromatography. in Journal of Chromatography A. 2021;1645. doi:10.1016/j.chroma.2021.462120 .
Đajić, Nevena, Petković, Miloš, Zečević, Mira, Otašević, Biljana, Malenović, Anđelija, Holzgrabe, Ulrike, Protić, Ana, "A comprehensive study on retention of selected model substances in β-cyclodextrin-modified high performance liquid chromatography" in Journal of Chromatography A, 1645 (2021), https://doi.org/10.1016/j.chroma.2021.462120 . .