TY  - CONF
AU  - Obradović, Darija
AU  - Komsta, Lukasz
AU  - Popović-Nikolić, Marija
AU  - Milutinović, Jovana
AU  - Lazović, Saša
PY  - 2023
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5002
AB  - Most biomimetic chromatography measurements provide information on the ability of
drugs to pass through cell membranes, their interaction with protein-based structures and
distribution properties. The biomimetic properties of thin-layer chromatography (TLC)
conditions have not been investigated so far. In our previous research, the presence of dual
retention mechanisms for selected imidazoline and serotonin receptor ligands was
confirmed under TLC conditions on C-18, diol, and a silica-based phases. The mobile phase
was amixture of ACN and water with 20 mM ammoniumacetate and 0.1 volume %of acetic
acid [1]. In this research, the average retention parameters were determined by using the
integration procedure [2]. The parameter RMH is the average retention in the hydrophilicdominated
(HILIC), while RMR is the average retention in the region of reversed-phase
interactions (RP). The parameter RMA corresponds to the average retention within the
overall HILIC/RP region. The lipophilicity successfully correlates with the C-18 and silica
based behaviour. For plasma protein binding affinity, the best correlations were found
within C-18 and silica-based systems (r > 0.70). There is also a correlation of average silica
gel and C-18 mechanism of interaction with the volume of distribution (r > 0.73), and the
intestinal absorption (r > 0.70). The retention behaviour on the diol phase showed a good
correlation with the P-gp inhibitor activity (r = 0.80). TLC systems that provide dual
retention mechanisms can be successfully used in the rapid biomimetic profiling of
serotonin and imidazoline receptor ligands in the first steps of drug discovery.
PB  - International Association of Physical Chemists
C3  - 10th IAPC Meeting, Tenth World Conference on Physico-Chemical Methods in Drug Discovery & Sixth World Conference on ADMET and DMPK Belgrade, Serbia, September 4-6
T1  - Biomimetic characteristics of dual TLC retention mechanism
SP  - 48
EP  - 48
UR  - https://hdl.handle.net/21.15107/rcub_farfar_5002
ER  - 

@conference{
author = "Obradović, Darija and Komsta, Lukasz and Popović-Nikolić, Marija and Milutinović, Jovana and Lazović, Saša",
year = "2023",
abstract = "Most biomimetic chromatography measurements provide information on the ability of
drugs to pass through cell membranes, their interaction with protein-based structures and
distribution properties. The biomimetic properties of thin-layer chromatography (TLC)
conditions have not been investigated so far. In our previous research, the presence of dual
retention mechanisms for selected imidazoline and serotonin receptor ligands was
confirmed under TLC conditions on C-18, diol, and a silica-based phases. The mobile phase
was amixture of ACN and water with 20 mM ammoniumacetate and 0.1 volume %of acetic
acid [1]. In this research, the average retention parameters were determined by using the
integration procedure [2]. The parameter RMH is the average retention in the hydrophilicdominated
(HILIC), while RMR is the average retention in the region of reversed-phase
interactions (RP). The parameter RMA corresponds to the average retention within the
overall HILIC/RP region. The lipophilicity successfully correlates with the C-18 and silica
based behaviour. For plasma protein binding affinity, the best correlations were found
within C-18 and silica-based systems (r > 0.70). There is also a correlation of average silica
gel and C-18 mechanism of interaction with the volume of distribution (r > 0.73), and the
intestinal absorption (r > 0.70). The retention behaviour on the diol phase showed a good
correlation with the P-gp inhibitor activity (r = 0.80). TLC systems that provide dual
retention mechanisms can be successfully used in the rapid biomimetic profiling of
serotonin and imidazoline receptor ligands in the first steps of drug discovery.",
publisher = "International Association of Physical Chemists",
journal = "10th IAPC Meeting, Tenth World Conference on Physico-Chemical Methods in Drug Discovery & Sixth World Conference on ADMET and DMPK Belgrade, Serbia, September 4-6",
title = "Biomimetic characteristics of dual TLC retention mechanism",
pages = "48-48",
url = "https://hdl.handle.net/21.15107/rcub_farfar_5002"
}

Obradović, D., Komsta, L., Popović-Nikolić, M., Milutinović, J.,& Lazović, S.. (2023). Biomimetic characteristics of dual TLC retention mechanism. in 10th IAPC Meeting, Tenth World Conference on Physico-Chemical Methods in Drug Discovery & Sixth World Conference on ADMET and DMPK Belgrade, Serbia, September 4-6
International Association of Physical Chemists., 48-48.
https://hdl.handle.net/21.15107/rcub_farfar_5002

Obradović D, Komsta L, Popović-Nikolić M, Milutinović J, Lazović S. Biomimetic characteristics of dual TLC retention mechanism. in 10th IAPC Meeting, Tenth World Conference on Physico-Chemical Methods in Drug Discovery & Sixth World Conference on ADMET and DMPK Belgrade, Serbia, September 4-6. 2023;:48-48.
https://hdl.handle.net/21.15107/rcub_farfar_5002 .

Obradović, Darija, Komsta, Lukasz, Popović-Nikolić, Marija, Milutinović, Jovana, Lazović, Saša, "Biomimetic characteristics of dual TLC retention mechanism" in 10th IAPC Meeting, Tenth World Conference on Physico-Chemical Methods in Drug Discovery & Sixth World Conference on ADMET and DMPK Belgrade, Serbia, September 4-6 (2023):48-48,
https://hdl.handle.net/21.15107/rcub_farfar_5002 .

TY  - JOUR
AU  - Obradović, Darija
AU  - Komsta, Lukasz
AU  - Stavrianidi Nikolaevič, Andrey
AU  - Shpigun Aleksejevič, Oleg
AU  - Pokrovskiy Igorevič, Oleg
AU  - Vujić, Zorica
PY  - 2022
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4250
AB  - The experimental design methodology based on central composite design of experiments was applied
to compare the retention mechanisms in supercritical fluid chromatography (SFC) and non-aqueous hy-
drophilic interaction liquid chromatography (NA-HILIC). The selected set consists of 26 compounds that
belong to imidazoline and serotonin receptor ligands. The different chemometric tools (multiple linear
regression, principal component analysis, parallel factor analysis) were used to examine the retention, as
well as to identify the most significant retention mechanisms. The retention mechanism was investigated
on two different stationary phases (diol, and mixed-mode diol). In NA-HILIC, the mobile phase contains
acetonitrile as a main component, and methanolic solution of ammonium formate (+ 0.1% of formic acid)
as a modifier. The same mobile phase modifier was used in SFC, with a difference in the main component
of the mobile phase which was CO2.
The retention behaviour differs significantly between HILIC and SFC conditions. The retention pattern
in HILIC mode was more partition-like, while in SFC the solute-sorbent interactions allowed retention.
The retention mechanism between mixed-mode diol and the diol phases varies depending on the applied
chromatographic mode, e.g., in HILIC the type of stationary phase significantly affects the elution order,
while in SFC this was not the case. The HILIC retention behaviour was influenced by the number of
tertiary amines-aliphatic, and N atom-centred fragments in tested compounds. On the other hand, the
number of pyrrole and pyridine rings in the structure of the compound showed correlation with their
SFC retention, simultaneously increasing the molecular weight and rapid elution of larger compounds. It
was found that temperature surprisingly plays a major role in SFC mode. The increase in temperature
reduces the relative contribution of enthalpy factors to total retention, so the separation in SFC was more
entropy-controlled. For further pharmaceutical research and optimization, the SFC would be considered
more beneficial compared to HILIC since it gives good selectivity in separation of chosen impurities.
PB  - Elsevier B.V.
T2  - Journal of Chromatography A
T1  - Retention mechanisms of imidazolin and piperazine-related compounds in non-aqueous hydrophilic interaction and supercritical fluid chromatography based on chemometric design and analysis
VL  - 1678
DO  - 10.1016/j.chroma.2022.463340
ER  - 

@article{
author = "Obradović, Darija and Komsta, Lukasz and Stavrianidi Nikolaevič, Andrey and Shpigun Aleksejevič, Oleg and Pokrovskiy Igorevič, Oleg and Vujić, Zorica",
year = "2022",
abstract = "The experimental design methodology based on central composite design of experiments was applied
to compare the retention mechanisms in supercritical fluid chromatography (SFC) and non-aqueous hy-
drophilic interaction liquid chromatography (NA-HILIC). The selected set consists of 26 compounds that
belong to imidazoline and serotonin receptor ligands. The different chemometric tools (multiple linear
regression, principal component analysis, parallel factor analysis) were used to examine the retention, as
well as to identify the most significant retention mechanisms. The retention mechanism was investigated
on two different stationary phases (diol, and mixed-mode diol). In NA-HILIC, the mobile phase contains
acetonitrile as a main component, and methanolic solution of ammonium formate (+ 0.1% of formic acid)
as a modifier. The same mobile phase modifier was used in SFC, with a difference in the main component
of the mobile phase which was CO2.
The retention behaviour differs significantly between HILIC and SFC conditions. The retention pattern
in HILIC mode was more partition-like, while in SFC the solute-sorbent interactions allowed retention.
The retention mechanism between mixed-mode diol and the diol phases varies depending on the applied
chromatographic mode, e.g., in HILIC the type of stationary phase significantly affects the elution order,
while in SFC this was not the case. The HILIC retention behaviour was influenced by the number of
tertiary amines-aliphatic, and N atom-centred fragments in tested compounds. On the other hand, the
number of pyrrole and pyridine rings in the structure of the compound showed correlation with their
SFC retention, simultaneously increasing the molecular weight and rapid elution of larger compounds. It
was found that temperature surprisingly plays a major role in SFC mode. The increase in temperature
reduces the relative contribution of enthalpy factors to total retention, so the separation in SFC was more
entropy-controlled. For further pharmaceutical research and optimization, the SFC would be considered
more beneficial compared to HILIC since it gives good selectivity in separation of chosen impurities.",
publisher = "Elsevier B.V.",
journal = "Journal of Chromatography A",
title = "Retention mechanisms of imidazolin and piperazine-related compounds in non-aqueous hydrophilic interaction and supercritical fluid chromatography based on chemometric design and analysis",
volume = "1678",
doi = "10.1016/j.chroma.2022.463340"
}

Obradović, D., Komsta, L., Stavrianidi Nikolaevič, A., Shpigun Aleksejevič, O., Pokrovskiy Igorevič, O.,& Vujić, Z.. (2022). Retention mechanisms of imidazolin and piperazine-related compounds in non-aqueous hydrophilic interaction and supercritical fluid chromatography based on chemometric design and analysis. in Journal of Chromatography A
Elsevier B.V.., 1678.
https://doi.org/10.1016/j.chroma.2022.463340

Obradović D, Komsta L, Stavrianidi Nikolaevič A, Shpigun Aleksejevič O, Pokrovskiy Igorevič O, Vujić Z. Retention mechanisms of imidazolin and piperazine-related compounds in non-aqueous hydrophilic interaction and supercritical fluid chromatography based on chemometric design and analysis. in Journal of Chromatography A. 2022;1678.
doi:10.1016/j.chroma.2022.463340 .

Obradović, Darija, Komsta, Lukasz, Stavrianidi Nikolaevič, Andrey, Shpigun Aleksejevič, Oleg, Pokrovskiy Igorevič, Oleg, Vujić, Zorica, "Retention mechanisms of imidazolin and piperazine-related compounds in non-aqueous hydrophilic interaction and supercritical fluid chromatography based on chemometric design and analysis" in Journal of Chromatography A, 1678 (2022),
https://doi.org/10.1016/j.chroma.2022.463340 . .