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The influence of salt chaotropicity, column hydrophobicity and analytes' molecular properties on the retention of pramipexole and its impurities

Само за регистроване кориснике
2015
Аутори
Vemić, Ana
Kalinić, Marko
Erić, Slavica
Malenović, Anđelija
Medenica, Mirjana
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документу
Апстракт
The aim of this study was to examine the interaction of the chaotropic salts of different position in Hofmeister series (CF3COONa, NaClO4, NaPF6) added to the mobile phase with the stationary phases of different hydrophobicity (C8 and C18 XTerra (R) columns), as well as their common influence on the retention behavior of pramipexole and its structurally related impurities. The extended thermodynamic approach enabled the understanding of the underlying separation mechanism. Comparing six different column-salt systems it was observed that general system hydrophobicity presented by salt chaotropicity and column hydrophobicity favors stationary phase ion-pairing over the ion-pair formation in the eluent. Further, an attempt was made to describe the influence of analytes' nature on their retention behavior in such chromatographic systems. An analysis is performed in order to select and elucidate the molecular descriptors (electrostatical, quantum-chemical, geometrical, topological, and cons...titutional) that best explain the experimental evidence and findings obtained by the thermodynamic approach. The results of this analysis suggest that analytes' charge distribution and its complementarity to the structure of the electric double layer formed on the surface of the stationary phase upon the addition of chaotropic additives can be useful for understanding the differences in retention of structurally related analytes. These findings provide a novel understanding of the interactions between all the components of the chromatographic system containing chaotropic additive and a good basis for further investigations suggesting the development of generally applicable predictors in structure-retention relationship studies in related chromatographic systems.

Кључне речи:
Chaotropic salts / Column hydrophobicity / Thermodynamic approach / Molecular descriptors / Pramipexole
Извор:
Journal of Chromatography A, 2015, 1386, 39-46
Издавач:
  • Elsevier Science BV, Amsterdam
Финансирање / пројекти:
  • Моделовање различитих хроматографских система са хемометријским приступом у фармацеутској анализи (RS-172052)

DOI: 10.1016/j.chroma.2015.01.078

ISSN: 0021-9673

PubMed: 25681830

WoS: 000350930200005

Scopus: 2-s2.0-84924608264
[ Google Scholar ]
8
4
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/2383
Колекције
  • Radovi istraživača / Researchers’ publications
Институција/група
Pharmacy
TY  - JOUR
AU  - Vemić, Ana
AU  - Kalinić, Marko
AU  - Erić, Slavica
AU  - Malenović, Anđelija
AU  - Medenica, Mirjana
PY  - 2015
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2383
AB  - The aim of this study was to examine the interaction of the chaotropic salts of different position in Hofmeister series (CF3COONa, NaClO4, NaPF6) added to the mobile phase with the stationary phases of different hydrophobicity (C8 and C18 XTerra (R) columns), as well as their common influence on the retention behavior of pramipexole and its structurally related impurities. The extended thermodynamic approach enabled the understanding of the underlying separation mechanism. Comparing six different column-salt systems it was observed that general system hydrophobicity presented by salt chaotropicity and column hydrophobicity favors stationary phase ion-pairing over the ion-pair formation in the eluent. Further, an attempt was made to describe the influence of analytes' nature on their retention behavior in such chromatographic systems. An analysis is performed in order to select and elucidate the molecular descriptors (electrostatical, quantum-chemical, geometrical, topological, and constitutional) that best explain the experimental evidence and findings obtained by the thermodynamic approach. The results of this analysis suggest that analytes' charge distribution and its complementarity to the structure of the electric double layer formed on the surface of the stationary phase upon the addition of chaotropic additives can be useful for understanding the differences in retention of structurally related analytes. These findings provide a novel understanding of the interactions between all the components of the chromatographic system containing chaotropic additive and a good basis for further investigations suggesting the development of generally applicable predictors in structure-retention relationship studies in related chromatographic systems.
PB  - Elsevier Science BV, Amsterdam
T2  - Journal of Chromatography A
T1  - The influence of salt chaotropicity, column hydrophobicity and analytes' molecular properties on the retention of pramipexole and its impurities
VL  - 1386
SP  - 39
EP  - 46
DO  - 10.1016/j.chroma.2015.01.078
ER  - 
@article{
author = "Vemić, Ana and Kalinić, Marko and Erić, Slavica and Malenović, Anđelija and Medenica, Mirjana",
year = "2015",
abstract = "The aim of this study was to examine the interaction of the chaotropic salts of different position in Hofmeister series (CF3COONa, NaClO4, NaPF6) added to the mobile phase with the stationary phases of different hydrophobicity (C8 and C18 XTerra (R) columns), as well as their common influence on the retention behavior of pramipexole and its structurally related impurities. The extended thermodynamic approach enabled the understanding of the underlying separation mechanism. Comparing six different column-salt systems it was observed that general system hydrophobicity presented by salt chaotropicity and column hydrophobicity favors stationary phase ion-pairing over the ion-pair formation in the eluent. Further, an attempt was made to describe the influence of analytes' nature on their retention behavior in such chromatographic systems. An analysis is performed in order to select and elucidate the molecular descriptors (electrostatical, quantum-chemical, geometrical, topological, and constitutional) that best explain the experimental evidence and findings obtained by the thermodynamic approach. The results of this analysis suggest that analytes' charge distribution and its complementarity to the structure of the electric double layer formed on the surface of the stationary phase upon the addition of chaotropic additives can be useful for understanding the differences in retention of structurally related analytes. These findings provide a novel understanding of the interactions between all the components of the chromatographic system containing chaotropic additive and a good basis for further investigations suggesting the development of generally applicable predictors in structure-retention relationship studies in related chromatographic systems.",
publisher = "Elsevier Science BV, Amsterdam",
journal = "Journal of Chromatography A",
title = "The influence of salt chaotropicity, column hydrophobicity and analytes' molecular properties on the retention of pramipexole and its impurities",
volume = "1386",
pages = "39-46",
doi = "10.1016/j.chroma.2015.01.078"
}
Vemić, A., Kalinić, M., Erić, S., Malenović, A.,& Medenica, M.. (2015). The influence of salt chaotropicity, column hydrophobicity and analytes' molecular properties on the retention of pramipexole and its impurities. in Journal of Chromatography A
Elsevier Science BV, Amsterdam., 1386, 39-46.
https://doi.org/10.1016/j.chroma.2015.01.078
Vemić A, Kalinić M, Erić S, Malenović A, Medenica M. The influence of salt chaotropicity, column hydrophobicity and analytes' molecular properties on the retention of pramipexole and its impurities. in Journal of Chromatography A. 2015;1386:39-46.
doi:10.1016/j.chroma.2015.01.078 .
Vemić, Ana, Kalinić, Marko, Erić, Slavica, Malenović, Anđelija, Medenica, Mirjana, "The influence of salt chaotropicity, column hydrophobicity and analytes' molecular properties on the retention of pramipexole and its impurities" in Journal of Chromatography A, 1386 (2015):39-46,
https://doi.org/10.1016/j.chroma.2015.01.078 . .

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