TY  - CONF
AU  - Đaković-Sekulić, Tatjana
AU  - Mandić, Anamarija
AU  - Lazić, Anita
PY  - 2023
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6858
AB  - In recent years spiro compounds have attracted significant interest due to their unique
conformational features and their structural implications on biological systems. Since spiro
compounds contain two rings with only one shared atom have a good balance between
conformational restriction and flexibility, makes them adaptable to many biological targets.
Therefore, knowledge of their interactions in aqueous systems is of crucial importance for
the understanding of biological response and hence the initial step for the selection of the
compound for the drug candidate.
In this poster presentation the retention data for two series of spiro compounds
derivatives of β-tetralino-spiro-5-hydantoins with a 4-substituted benzyl group or a 2-(4-
substituted phenyl)-2-oxoethyl group in the position 3 (structures presented in Figure 1)
were investigated.
The attention of this work will be focused on the evaluation of chromatographic
lipophilicity parameters determined by means of reversed-phase thin layer chromatography
(RP-TLC) and reversed phase high-performance liquid chromatography (RP-HPLC).
Principal Component Analysis (PCA) will be used in order to find similarities and
differences among the investigated compounds, their retention data and structural
parameters relevant for the activity.
PB  - Budapest : Research Centre for Natural Sciences, Institute of Excellence, Hungarian Academy of Sciences
C3  - Book of Abstracts / Conferentia  Chemometrica 2023, An international conference on chemometrics and  cheminformatics, Sopron, September 10-13, 2023
T1  - QSRR study of β-tetralino-spiro-5-hydantoin derivatives
SP  - P07
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6858
ER  - 

@conference{
author = "Đaković-Sekulić, Tatjana and Mandić, Anamarija and Lazić, Anita",
year = "2023",
abstract = "In recent years spiro compounds have attracted significant interest due to their unique
conformational features and their structural implications on biological systems. Since spiro
compounds contain two rings with only one shared atom have a good balance between
conformational restriction and flexibility, makes them adaptable to many biological targets.
Therefore, knowledge of their interactions in aqueous systems is of crucial importance for
the understanding of biological response and hence the initial step for the selection of the
compound for the drug candidate.
In this poster presentation the retention data for two series of spiro compounds
derivatives of β-tetralino-spiro-5-hydantoins with a 4-substituted benzyl group or a 2-(4-
substituted phenyl)-2-oxoethyl group in the position 3 (structures presented in Figure 1)
were investigated.
The attention of this work will be focused on the evaluation of chromatographic
lipophilicity parameters determined by means of reversed-phase thin layer chromatography
(RP-TLC) and reversed phase high-performance liquid chromatography (RP-HPLC).
Principal Component Analysis (PCA) will be used in order to find similarities and
differences among the investigated compounds, their retention data and structural
parameters relevant for the activity.",
publisher = "Budapest : Research Centre for Natural Sciences, Institute of Excellence, Hungarian Academy of Sciences",
journal = "Book of Abstracts / Conferentia  Chemometrica 2023, An international conference on chemometrics and  cheminformatics, Sopron, September 10-13, 2023",
title = "QSRR study of β-tetralino-spiro-5-hydantoin derivatives",
pages = "P07",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6858"
}

Đaković-Sekulić, T., Mandić, A.,& Lazić, A.. (2023). QSRR study of β-tetralino-spiro-5-hydantoin derivatives. in Book of Abstracts / Conferentia  Chemometrica 2023, An international conference on chemometrics and  cheminformatics, Sopron, September 10-13, 2023
Budapest : Research Centre for Natural Sciences, Institute of Excellence, Hungarian Academy of Sciences., P07.
https://hdl.handle.net/21.15107/rcub_technorep_6858

Đaković-Sekulić T, Mandić A, Lazić A. QSRR study of β-tetralino-spiro-5-hydantoin derivatives. in Book of Abstracts / Conferentia  Chemometrica 2023, An international conference on chemometrics and  cheminformatics, Sopron, September 10-13, 2023. 2023;:P07.
https://hdl.handle.net/21.15107/rcub_technorep_6858 .

Đaković-Sekulić, Tatjana, Mandić, Anamarija, Lazić, Anita, "QSRR study of β-tetralino-spiro-5-hydantoin derivatives" in Book of Abstracts / Conferentia  Chemometrica 2023, An international conference on chemometrics and  cheminformatics, Sopron, September 10-13, 2023 (2023):P07,
https://hdl.handle.net/21.15107/rcub_technorep_6858 .

TY  - JOUR
AU  - Apostolov, Suzana
AU  - Vastag, Gyongyi
AU  - Matijević, Borko M.
AU  - Đaković-Sekulić, Tatjana
AU  - Marinković, Aleksandar
PY  - 2020
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4576
AB  - Biological activity of a molecule is closely related to its lipophilicity. This significant parameter was determined for a group of potentially bioactive N-(4-phenylmonosubstituted)-2-cyanoacetamides applying thin-layer chromatography on reversed phase (RP-TLC) in mixtures of water and two organic modifiers separately, i-propanol and dioxane. The effect of the chemical structure of derivatives and the influence of the applied organic modifier on their retention were studied. The determined chromatographic retention constants, R-M(0), and the chromatographic parameter, m, of compounds were correlated with software calculated partition coefficients, log P as the standard measure of lipophilicity and with different pharmacokinetic predictors applying classical linear and multiple regression analysis. By classical linear regression analysis in both water-modifier systems only R-M(0)-log P and m-log P correlations were established (average r, 0.909 and 0.826). All studied relationships were enhanced by molecular descriptors that fulfilled the modified Lipinski's rule of five. Thereby, the performed multiple regression analysis gave better correlations (for R-M(0)-log P and m-log P average r(2), 0.994 and 0.993; for R-M(0)-pharmacokinetic parameters and m-pharmacokinetic parameters average r(2) 0.978 and 0.980). The obtained results indicate that the chromatographic parameters, R-M(0) and m determined by RP-TLC at given conditions could be used successfully for the description of lipophilicity and the evaluation of pharmacokinetic properties of N-(4-phenylmonosubstituted)-2-cyanoacetamides as potential bioactive molecules.
T2  - Journal of the Chilean Chemical Society
T1  - Thin-layer chromatography on reversed phase in the characterization of retention behaviour, lipophilicity, and pharmacokinetics of cyanoacetamide derivatives
EP  - 4660
IS  - 1
SP  - 4654
VL  - 65
DO  - 10.4067/S0717-97072020000104654
ER  - 

@article{
author = "Apostolov, Suzana and Vastag, Gyongyi and Matijević, Borko M. and Đaković-Sekulić, Tatjana and Marinković, Aleksandar",
year = "2020",
abstract = "Biological activity of a molecule is closely related to its lipophilicity. This significant parameter was determined for a group of potentially bioactive N-(4-phenylmonosubstituted)-2-cyanoacetamides applying thin-layer chromatography on reversed phase (RP-TLC) in mixtures of water and two organic modifiers separately, i-propanol and dioxane. The effect of the chemical structure of derivatives and the influence of the applied organic modifier on their retention were studied. The determined chromatographic retention constants, R-M(0), and the chromatographic parameter, m, of compounds were correlated with software calculated partition coefficients, log P as the standard measure of lipophilicity and with different pharmacokinetic predictors applying classical linear and multiple regression analysis. By classical linear regression analysis in both water-modifier systems only R-M(0)-log P and m-log P correlations were established (average r, 0.909 and 0.826). All studied relationships were enhanced by molecular descriptors that fulfilled the modified Lipinski's rule of five. Thereby, the performed multiple regression analysis gave better correlations (for R-M(0)-log P and m-log P average r(2), 0.994 and 0.993; for R-M(0)-pharmacokinetic parameters and m-pharmacokinetic parameters average r(2) 0.978 and 0.980). The obtained results indicate that the chromatographic parameters, R-M(0) and m determined by RP-TLC at given conditions could be used successfully for the description of lipophilicity and the evaluation of pharmacokinetic properties of N-(4-phenylmonosubstituted)-2-cyanoacetamides as potential bioactive molecules.",
journal = "Journal of the Chilean Chemical Society",
title = "Thin-layer chromatography on reversed phase in the characterization of retention behaviour, lipophilicity, and pharmacokinetics of cyanoacetamide derivatives",
pages = "4660-4654",
number = "1",
volume = "65",
doi = "10.4067/S0717-97072020000104654"
}

Apostolov, S., Vastag, G., Matijević, B. M., Đaković-Sekulić, T.,& Marinković, A.. (2020). Thin-layer chromatography on reversed phase in the characterization of retention behaviour, lipophilicity, and pharmacokinetics of cyanoacetamide derivatives. in Journal of the Chilean Chemical Society, 65(1), 4654-4660.
https://doi.org/10.4067/S0717-97072020000104654

Apostolov S, Vastag G, Matijević BM, Đaković-Sekulić T, Marinković A. Thin-layer chromatography on reversed phase in the characterization of retention behaviour, lipophilicity, and pharmacokinetics of cyanoacetamide derivatives. in Journal of the Chilean Chemical Society. 2020;65(1):4654-4660.
doi:10.4067/S0717-97072020000104654 .

Apostolov, Suzana, Vastag, Gyongyi, Matijević, Borko M., Đaković-Sekulić, Tatjana, Marinković, Aleksandar, "Thin-layer chromatography on reversed phase in the characterization of retention behaviour, lipophilicity, and pharmacokinetics of cyanoacetamide derivatives" in Journal of the Chilean Chemical Society, 65, no. 1 (2020):4654-4660,
https://doi.org/10.4067/S0717-97072020000104654 . .

TY  - JOUR
AU  - Tot, Kristina
AU  - Lazić, Anita
AU  - Đaković-Sekulić, Tatjana
PY  - 2020
PY  - 2020
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6
AB  - In this study, lipophilicity of 21 cycloalkylspiro-5-hidantoins was assessed. The overall goal of lipophilicity evaluation is preliminary investigation which should result in a decrease of the traditionally high attrition rates for compounds entering clinical trials. Lipophilicity assessment was done by reversed-phase thin-layer chromatography and in silico methods. Chromatographic analyses were performed on C-18 modified thin-layer of silica gel with a two-component mobile phase consisting of water and organic solvent (acetonitrile, acetone, dioxane, or tetrahydrofuran) in different ratios. The chromatographic lipophilicities (R (M) (0)) were discussed and compared with computational log Ps calculated with various algorithms as well as in silico ADMET descriptors using linear regression and multivariate approach (hierarchical cluster analysis and principal component analysis). A high correlation was obtained between R (M) (0) values and calculated log P indicating a strong relationship between the variables. Multivariate data analysis enabled the comparison of the chemical structures, lipophilicity, pharmacokinetic predictors and toxicity of the investigated compounds.
PB  - Taylor & Francis Inc, Philadelphia
T2  - Journal of Liquid Chromatography & Related Technologies
T1  - A comparative study of chromatographic lipophilicity and bioactivity parameters of selected spirohydantoins
EP  - 933
IS  - 19-20
SP  - 925
VL  - 43
DO  - 10.1080/10826076.2020.1856137
ER  - 

@article{
author = "Tot, Kristina and Lazić, Anita and Đaković-Sekulić, Tatjana",
year = "2020, 2020",
abstract = "In this study, lipophilicity of 21 cycloalkylspiro-5-hidantoins was assessed. The overall goal of lipophilicity evaluation is preliminary investigation which should result in a decrease of the traditionally high attrition rates for compounds entering clinical trials. Lipophilicity assessment was done by reversed-phase thin-layer chromatography and in silico methods. Chromatographic analyses were performed on C-18 modified thin-layer of silica gel with a two-component mobile phase consisting of water and organic solvent (acetonitrile, acetone, dioxane, or tetrahydrofuran) in different ratios. The chromatographic lipophilicities (R (M) (0)) were discussed and compared with computational log Ps calculated with various algorithms as well as in silico ADMET descriptors using linear regression and multivariate approach (hierarchical cluster analysis and principal component analysis). A high correlation was obtained between R (M) (0) values and calculated log P indicating a strong relationship between the variables. Multivariate data analysis enabled the comparison of the chemical structures, lipophilicity, pharmacokinetic predictors and toxicity of the investigated compounds.",
publisher = "Taylor & Francis Inc, Philadelphia",
journal = "Journal of Liquid Chromatography & Related Technologies",
title = "A comparative study of chromatographic lipophilicity and bioactivity parameters of selected spirohydantoins",
pages = "933-925",
number = "19-20",
volume = "43",
doi = "10.1080/10826076.2020.1856137"
}

Tot, K., Lazić, A.,& Đaković-Sekulić, T.. (2020). A comparative study of chromatographic lipophilicity and bioactivity parameters of selected spirohydantoins. in Journal of Liquid Chromatography & Related Technologies
Taylor & Francis Inc, Philadelphia., 43(19-20), 925-933.
https://doi.org/10.1080/10826076.2020.1856137

Tot K, Lazić A, Đaković-Sekulić T. A comparative study of chromatographic lipophilicity and bioactivity parameters of selected spirohydantoins. in Journal of Liquid Chromatography & Related Technologies. 2020;43(19-20):925-933.
doi:10.1080/10826076.2020.1856137 .

Tot, Kristina, Lazić, Anita, Đaković-Sekulić, Tatjana, "A comparative study of chromatographic lipophilicity and bioactivity parameters of selected spirohydantoins" in Journal of Liquid Chromatography & Related Technologies, 43, no. 19-20 (2020):925-933,
https://doi.org/10.1080/10826076.2020.1856137 . .

TY  - CONF
AU  - Tot, Kristina A.
AU  - Lazić, Anita M.
AU  - Đaković-Sekulić, Tatjana Lj.
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7465
AB  - Spirohidantoins represent a pharmacologically important class of compounds. Many of
them display activities against a wide range of biological targets1
. A recent study shows
that a wide range of biological activities of spirohydantoin derivatives strongly depends
upon their structure. Hence it is important to understand their properties, particularly the
properties of newly synthesized derivatives. One of the most important properties for
biological activity is lipophilicity. Lipophilicity is responsible for pharmacokinetics, and
hence important for further development of potentially active compounds. The aim of
this study is to determine the chromatographic retention parameter of the new
synthesized spirohydantoin derivatives as a measure of their lipophilicity.
Chromatographic retention parameters of investigated compounds have been determined
by reversed-phase thin-layer chromatography on C-18 modified silica gel. Mobile
phases were two-component mixtures of water and aprotic organic solvents (i.e.
acetonitrile, acetone, dioxane, and tetrahydrofuran).
Quantitative structure-retention relationship2 (QSRR) was used for assessment of
relationships between chromatographic retention parameters, RM
0
, and calculated
partition coefficients of the molecule, log P. For the calculation of log P and additional
molecular descriptors were used several software packages (Dragon and ChemDraw) in
addition to online internet modules Molinspiration (https://www.molinspiration.com/)
and ADMETlab (http://admet.scbdd.com/).
PB  - Belgrade : Serbian Chemical Society
C3  - Book of abstracts / Seventh Conference of the Young Chemists of Serbia, Belgrade, 2nd November 2019
T1  - QSRR prediction of the chromatographic retention behaviour of spirohydantoin derivatives
SP  - 118
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7465
ER  - 

@conference{
author = "Tot, Kristina A. and Lazić, Anita M. and Đaković-Sekulić, Tatjana Lj.",
year = "2019",
abstract = "Spirohidantoins represent a pharmacologically important class of compounds. Many of
them display activities against a wide range of biological targets1
. A recent study shows
that a wide range of biological activities of spirohydantoin derivatives strongly depends
upon their structure. Hence it is important to understand their properties, particularly the
properties of newly synthesized derivatives. One of the most important properties for
biological activity is lipophilicity. Lipophilicity is responsible for pharmacokinetics, and
hence important for further development of potentially active compounds. The aim of
this study is to determine the chromatographic retention parameter of the new
synthesized spirohydantoin derivatives as a measure of their lipophilicity.
Chromatographic retention parameters of investigated compounds have been determined
by reversed-phase thin-layer chromatography on C-18 modified silica gel. Mobile
phases were two-component mixtures of water and aprotic organic solvents (i.e.
acetonitrile, acetone, dioxane, and tetrahydrofuran).
Quantitative structure-retention relationship2 (QSRR) was used for assessment of
relationships between chromatographic retention parameters, RM
0
, and calculated
partition coefficients of the molecule, log P. For the calculation of log P and additional
molecular descriptors were used several software packages (Dragon and ChemDraw) in
addition to online internet modules Molinspiration (https://www.molinspiration.com/)
and ADMETlab (http://admet.scbdd.com/).",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Book of abstracts / Seventh Conference of the Young Chemists of Serbia, Belgrade, 2nd November 2019",
title = "QSRR prediction of the chromatographic retention behaviour of spirohydantoin derivatives",
pages = "118",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7465"
}

Tot, K. A., Lazić, A. M.,& Đaković-Sekulić, T. Lj.. (2019). QSRR prediction of the chromatographic retention behaviour of spirohydantoin derivatives. in Book of abstracts / Seventh Conference of the Young Chemists of Serbia, Belgrade, 2nd November 2019
Belgrade : Serbian Chemical Society., 118.
https://hdl.handle.net/21.15107/rcub_technorep_7465

Tot KA, Lazić AM, Đaković-Sekulić TL. QSRR prediction of the chromatographic retention behaviour of spirohydantoin derivatives. in Book of abstracts / Seventh Conference of the Young Chemists of Serbia, Belgrade, 2nd November 2019. 2019;:118.
https://hdl.handle.net/21.15107/rcub_technorep_7465 .

Tot, Kristina A., Lazić, Anita M., Đaković-Sekulić, Tatjana Lj., "QSRR prediction of the chromatographic retention behaviour of spirohydantoin derivatives" in Book of abstracts / Seventh Conference of the Young Chemists of Serbia, Belgrade, 2nd November 2019 (2019):118,
https://hdl.handle.net/21.15107/rcub_technorep_7465 .

TY  - JOUR
AU  - Tot, Kristina
AU  - Lazić, Anita
AU  - Božić, Biljana
AU  - Mandić, Anamarija
AU  - Đaković-Sekulić, Tatjana
PY  - 2019
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4111
AB  - Hydantois have been identified as constituents of a number of pharmacologically active molecules. In the present study, we have examined in vitro antiproliferative activity against human colon cancer cell lines HCT-116 of three series of 3-(4-substituted benzyl)-hydantoins with various substituent attached in position 5 of the hydantoin ring. Since the investigated compounds have recently been synthesized and show antiproliferative activity, a good understanding of the properties of the potential drug responsible for their pharmacokinetics is an important goal for their further development. One of the important properties is lipophilicity. Lipophilicity has been assessed by reversed-phase liquid chromatography (high-performance thin-layer chromatography and high-pressure liquid chromatography) by means of direct and indirect (using calibration curve) methods. Chromatographic lipophilicity indices in addition to calculated logP values were compared by hierarchical cluster analysis. The linear solvation energy relationship approach was used to understand and compare the types and relative strength of the molecular interactions that occur in the chromatographic as well as in the n-octanol-water partitioning systems. Finally, correlation between in silico pharmacokinetic predictors and antiproliferative activity was examined. Preliminary quantitative structure-activity relationship modeling indicates that pharmacokinetic predictors capture only one-quarter of all chemical features that are important for antiproliferative activity itself. Among selected descriptors are chromatographic lipophilicity indices.
PB  - Wiley, Hoboken
T2  - Biomedical Chromatography
T1  - QSAR characterization of new synthesized hydantoins with antiproliferative activity
IS  - 8
VL  - 33
DO  - 10.1002/bmc.4539
ER  - 

@article{
author = "Tot, Kristina and Lazić, Anita and Božić, Biljana and Mandić, Anamarija and Đaković-Sekulić, Tatjana",
year = "2019",
abstract = "Hydantois have been identified as constituents of a number of pharmacologically active molecules. In the present study, we have examined in vitro antiproliferative activity against human colon cancer cell lines HCT-116 of three series of 3-(4-substituted benzyl)-hydantoins with various substituent attached in position 5 of the hydantoin ring. Since the investigated compounds have recently been synthesized and show antiproliferative activity, a good understanding of the properties of the potential drug responsible for their pharmacokinetics is an important goal for their further development. One of the important properties is lipophilicity. Lipophilicity has been assessed by reversed-phase liquid chromatography (high-performance thin-layer chromatography and high-pressure liquid chromatography) by means of direct and indirect (using calibration curve) methods. Chromatographic lipophilicity indices in addition to calculated logP values were compared by hierarchical cluster analysis. The linear solvation energy relationship approach was used to understand and compare the types and relative strength of the molecular interactions that occur in the chromatographic as well as in the n-octanol-water partitioning systems. Finally, correlation between in silico pharmacokinetic predictors and antiproliferative activity was examined. Preliminary quantitative structure-activity relationship modeling indicates that pharmacokinetic predictors capture only one-quarter of all chemical features that are important for antiproliferative activity itself. Among selected descriptors are chromatographic lipophilicity indices.",
publisher = "Wiley, Hoboken",
journal = "Biomedical Chromatography",
title = "QSAR characterization of new synthesized hydantoins with antiproliferative activity",
number = "8",
volume = "33",
doi = "10.1002/bmc.4539"
}

Tot, K., Lazić, A., Božić, B., Mandić, A.,& Đaković-Sekulić, T.. (2019). QSAR characterization of new synthesized hydantoins with antiproliferative activity. in Biomedical Chromatography
Wiley, Hoboken., 33(8).
https://doi.org/10.1002/bmc.4539

Tot K, Lazić A, Božić B, Mandić A, Đaković-Sekulić T. QSAR characterization of new synthesized hydantoins with antiproliferative activity. in Biomedical Chromatography. 2019;33(8).
doi:10.1002/bmc.4539 .

Tot, Kristina, Lazić, Anita, Božić, Biljana, Mandić, Anamarija, Đaković-Sekulić, Tatjana, "QSAR characterization of new synthesized hydantoins with antiproliferative activity" in Biomedical Chromatography, 33, no. 8 (2019),
https://doi.org/10.1002/bmc.4539 . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Smolinski, Adam
AU  - Mandić, Anamarija
AU  - Lazić, Anita
PY  - 2018
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3992
AB  - Lipophilicity has, for a long time, been recognized as a meaningful parameter in structure-activity relationships. It is also the single most informative physicochemical property that reveals a wealth of information on intermolecular forces, intramolecular interactions, and molecular structure in the broadest sense. In this paper, a total of 14 chromatographic measures of lipophilicity (thin-layer chromatography and high-performance liquid chromatography) and 11 computationally estimated logP-s for 21 newly synthesized 3-(4-substituted benzyl)-cycloalkylspiro-5-hidantoin derivatives have been investigated. Similarities among the investigated compounds as well as lipophilicity measures were examined by the multivariate exploratory analysis, principal component analysis, hierarchical cluster analysis, and sum of ranking differences. These chemometric approaches reveal the arrangement of investigated compounds into clusters according to lipophilicity. Chemometric consideration of lipophilicity renders principal component scores as entirely unsuitable lipophilicity measures. Furthermore, the logP values estimated from calibration graph by using a set of standard reference compounds were equivalent to the corresponding chromatographic descriptors of hydantoins extrapolated from linear relationship between retention parameters and mobile phase composition. Comparison of the 2 chromatographic techniques places high-performance liquid chromatography lipophilicity indices slightly ahead of thin-layer chromatography.
PB  - Wiley, Hoboken
T2  - Journal of Chemometrics
T1  - Chromatographic and in silico assessment of logP measures for new spirohydantoin derivatives with anticancer activity
IS  - 4
VL  - 32
DO  - 10.1002/cem.2991
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Smolinski, Adam and Mandić, Anamarija and Lazić, Anita",
year = "2018",
abstract = "Lipophilicity has, for a long time, been recognized as a meaningful parameter in structure-activity relationships. It is also the single most informative physicochemical property that reveals a wealth of information on intermolecular forces, intramolecular interactions, and molecular structure in the broadest sense. In this paper, a total of 14 chromatographic measures of lipophilicity (thin-layer chromatography and high-performance liquid chromatography) and 11 computationally estimated logP-s for 21 newly synthesized 3-(4-substituted benzyl)-cycloalkylspiro-5-hidantoin derivatives have been investigated. Similarities among the investigated compounds as well as lipophilicity measures were examined by the multivariate exploratory analysis, principal component analysis, hierarchical cluster analysis, and sum of ranking differences. These chemometric approaches reveal the arrangement of investigated compounds into clusters according to lipophilicity. Chemometric consideration of lipophilicity renders principal component scores as entirely unsuitable lipophilicity measures. Furthermore, the logP values estimated from calibration graph by using a set of standard reference compounds were equivalent to the corresponding chromatographic descriptors of hydantoins extrapolated from linear relationship between retention parameters and mobile phase composition. Comparison of the 2 chromatographic techniques places high-performance liquid chromatography lipophilicity indices slightly ahead of thin-layer chromatography.",
publisher = "Wiley, Hoboken",
journal = "Journal of Chemometrics",
title = "Chromatographic and in silico assessment of logP measures for new spirohydantoin derivatives with anticancer activity",
number = "4",
volume = "32",
doi = "10.1002/cem.2991"
}

Đaković-Sekulić, T., Smolinski, A., Mandić, A.,& Lazić, A.. (2018). Chromatographic and in silico assessment of logP measures for new spirohydantoin derivatives with anticancer activity. in Journal of Chemometrics
Wiley, Hoboken., 32(4).
https://doi.org/10.1002/cem.2991

Đaković-Sekulić T, Smolinski A, Mandić A, Lazić A. Chromatographic and in silico assessment of logP measures for new spirohydantoin derivatives with anticancer activity. in Journal of Chemometrics. 2018;32(4).
doi:10.1002/cem.2991 .

Đaković-Sekulić, Tatjana, Smolinski, Adam, Mandić, Anamarija, Lazić, Anita, "Chromatographic and in silico assessment of logP measures for new spirohydantoin derivatives with anticancer activity" in Journal of Chemometrics, 32, no. 4 (2018),
https://doi.org/10.1002/cem.2991 . .

TY  - CONF
AU  - Đaković-Sekulić, Tatjana
AU  - Smolinski, Adam
AU  - Tot, Kristina
AU  - Lazić, Anita
PY  - 2017
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7464
AB  - In this poster presentation the retention data of new cycloalkane-5-spirohydantoins bearing a substituted benzyl group in position 3 of the heterocyclic ring have been examined (Figure 1). Previously the intermolecular interactions of the crystal structures of

cycloalkane-S-spirohydantoins with halo-

In

geno substituted benzyl group (R = Cl and

Br) in position 3 had been studied [1].

Besides, the eflect of R substituent on the absorption UV-Vis spectra of cyclopen-tanespiro-S-hydantoins (2] had been studied,

100.
PB  - Budapest : Research Centre for Natural Sciences, Institute of Excellence, Hungarian Academy of Sciences
C3  - Book of Abstracts / Conferentia Chemometrica 2017, Gyöngyös-Farkasmály, Hungary, September 03-06, 2017
T1  - Lipophilicity assessment and chromatographic characterization of new spirohydantoin derivatives potential anticonvulsant agents
SP  - P09
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7464
ER  - 

@conference{
author = "Đaković-Sekulić, Tatjana and Smolinski, Adam and Tot, Kristina and Lazić, Anita",
year = "2017",
abstract = "In this poster presentation the retention data of new cycloalkane-5-spirohydantoins bearing a substituted benzyl group in position 3 of the heterocyclic ring have been examined (Figure 1). Previously the intermolecular interactions of the crystal structures of

cycloalkane-S-spirohydantoins with halo-

In

geno substituted benzyl group (R = Cl and

Br) in position 3 had been studied [1].

Besides, the eflect of R substituent on the absorption UV-Vis spectra of cyclopen-tanespiro-S-hydantoins (2] had been studied,

100.",
publisher = "Budapest : Research Centre for Natural Sciences, Institute of Excellence, Hungarian Academy of Sciences",
journal = "Book of Abstracts / Conferentia Chemometrica 2017, Gyöngyös-Farkasmály, Hungary, September 03-06, 2017",
title = "Lipophilicity assessment and chromatographic characterization of new spirohydantoin derivatives potential anticonvulsant agents",
pages = "P09",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7464"
}

Đaković-Sekulić, T., Smolinski, A., Tot, K.,& Lazić, A.. (2017). Lipophilicity assessment and chromatographic characterization of new spirohydantoin derivatives potential anticonvulsant agents. in Book of Abstracts / Conferentia Chemometrica 2017, Gyöngyös-Farkasmály, Hungary, September 03-06, 2017
Budapest : Research Centre for Natural Sciences, Institute of Excellence, Hungarian Academy of Sciences., P09.
https://hdl.handle.net/21.15107/rcub_technorep_7464

Đaković-Sekulić T, Smolinski A, Tot K, Lazić A. Lipophilicity assessment and chromatographic characterization of new spirohydantoin derivatives potential anticonvulsant agents. in Book of Abstracts / Conferentia Chemometrica 2017, Gyöngyös-Farkasmály, Hungary, September 03-06, 2017. 2017;:P09.
https://hdl.handle.net/21.15107/rcub_technorep_7464 .

Đaković-Sekulić, Tatjana, Smolinski, Adam, Tot, Kristina, Lazić, Anita, "Lipophilicity assessment and chromatographic characterization of new spirohydantoin derivatives potential anticonvulsant agents" in Book of Abstracts / Conferentia Chemometrica 2017, Gyöngyös-Farkasmály, Hungary, September 03-06, 2017 (2017):P09,
https://hdl.handle.net/21.15107/rcub_technorep_7464 .

TY  - CONF
AU  - Tot, Jadranka A.
AU  - Tot, Kristina A.
AU  - Đaković-Sekulić, Tatjana Lj.
AU  - Lazić, Anita M.
AU  - Ušćumlić, Gordana S.
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6784
AB  - Predmet ovog rada je ispitivanje lipofilnosti novosintetisanih derivata cikloalkilspiro-5-hidantoina. Parametri lipofilnosti (RM0) za ispitivana jedinjenja dobijeni su primenom reversno fazne hromatografije na tankom sloju C-18 modifikovanog slikagela. Kao pokretne faze korišćene su dvokomponentne smeše vode i protičnih organskih rastvarača (metanola, etanola, n-propanola, i-propanola i t-butanola). Linearna zavisnost između RM vrednosti i zapreminskog udela organskog modifikatora u pokretnoj fazi, φ, omogućava izračunavanje RM0 ispitivanih jedinjenja. Uticaj supstituenata, kao modifikatora pokretne faze na RM0 vrednosti procenjen je primenom hemometrijskih metoda, hijerarhijske kalster analize (HCA) i analize glavnih komponenata (PCA). Ove metode omogućavaju grupisanje ispitivanih derivata spirohidantoina, kao i primenjenih pokretnih faza prema njihovoj polarnosti.
AB  - The subjects of this paper are newly synthesized derivatives of cycloalkylspiro-5-
hydantoins and the analysis of their lipophilicity. The parameters of lipophilicity (RM0) were
determined by reverse phase thin layer chromatography on C-18 modified silica gel. Mobile
phases were two-component mixtures of water and protic organic solvents (i.e. methanol,
ethanol, n-propanol, i-propanol and t-butanol). Linear relationship between RM values and
volume fraction of organic solvent, φ, allows calculation of RM0
for investigated compounds.
The effect of the substituents in the molecule as well as mobile phase modifier on RM0
value
was assessed using chemometric methods, hierarchical cluster analysis (HCA) and principal
component analysis (PCA). This allows clustering of spiro hydantoin derivatives as well as
applied mobile phases according to their polarity.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016
T1  - Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima
T1  - Chemometric analysis of lipophilicity parameters of newly synthesized spiro hydantoin derivatives determined by RP-TLC and protic solvents
SP  - 34
UR  - https://hdl.handle.net/21.15107/rcub_technorep_6784
ER  - 

@conference{
author = "Tot, Jadranka A. and Tot, Kristina A. and Đaković-Sekulić, Tatjana Lj. and Lazić, Anita M. and Ušćumlić, Gordana S.",
year = "2016",
abstract = "Predmet ovog rada je ispitivanje lipofilnosti novosintetisanih derivata cikloalkilspiro-5-hidantoina. Parametri lipofilnosti (RM0) za ispitivana jedinjenja dobijeni su primenom reversno fazne hromatografije na tankom sloju C-18 modifikovanog slikagela. Kao pokretne faze korišćene su dvokomponentne smeše vode i protičnih organskih rastvarača (metanola, etanola, n-propanola, i-propanola i t-butanola). Linearna zavisnost između RM vrednosti i zapreminskog udela organskog modifikatora u pokretnoj fazi, φ, omogućava izračunavanje RM0 ispitivanih jedinjenja. Uticaj supstituenata, kao modifikatora pokretne faze na RM0 vrednosti procenjen je primenom hemometrijskih metoda, hijerarhijske kalster analize (HCA) i analize glavnih komponenata (PCA). Ove metode omogućavaju grupisanje ispitivanih derivata spirohidantoina, kao i primenjenih pokretnih faza prema njihovoj polarnosti., The subjects of this paper are newly synthesized derivatives of cycloalkylspiro-5-
hydantoins and the analysis of their lipophilicity. The parameters of lipophilicity (RM0) were
determined by reverse phase thin layer chromatography on C-18 modified silica gel. Mobile
phases were two-component mixtures of water and protic organic solvents (i.e. methanol,
ethanol, n-propanol, i-propanol and t-butanol). Linear relationship between RM values and
volume fraction of organic solvent, φ, allows calculation of RM0
for investigated compounds.
The effect of the substituents in the molecule as well as mobile phase modifier on RM0
value
was assessed using chemometric methods, hierarchical cluster analysis (HCA) and principal
component analysis (PCA). This allows clustering of spiro hydantoin derivatives as well as
applied mobile phases according to their polarity.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016",
title = "Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima, Chemometric analysis of lipophilicity parameters of newly synthesized spiro hydantoin derivatives determined by RP-TLC and protic solvents",
pages = "34",
url = "https://hdl.handle.net/21.15107/rcub_technorep_6784"
}

Tot, J. A., Tot, K. A., Đaković-Sekulić, T. Lj., Lazić, A. M.,& Ušćumlić, G. S.. (2016). Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima. in Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016
Beograd : Srpsko hemijsko društvo., 34.
https://hdl.handle.net/21.15107/rcub_technorep_6784

Tot JA, Tot KA, Đaković-Sekulić TL, Lazić AM, Ušćumlić GS. Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima. in Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016. 2016;:34.
https://hdl.handle.net/21.15107/rcub_technorep_6784 .

Tot, Jadranka A., Tot, Kristina A., Đaković-Sekulić, Tatjana Lj., Lazić, Anita M., Ušćumlić, Gordana S., "Hemometrijska analiza parametara lipofilnosti novosintetisanih spirohidantoina koji su određeni na RP-TLC sa protičnim rastvaračima" in Program i kratki izvodi radova / 53. savetovanje Srpskog hemijskog društva, Kragujevac, 10. i 11. jun 2016 (2016):34,
https://hdl.handle.net/21.15107/rcub_technorep_6784 .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Keleman, Svetlana
AU  - Tot, Kristina
AU  - Tot, Jadranka
AU  - Trišović, Nemanja
AU  - Ušćumlić, Gordana
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3164
AB  - New synthesized compounds, particularly those with biological activity, are potential drug candidates. This article describes experimental studies performed to estimate lipophilicity parameters of new 3-(4-substituted benzyl)-5-phenylhydantoins. Lipophilicity, as one of the most important molecular characteristics for the activity, was determined using the reversed-phase liquid chromatography (RP-18 stationary phase and methanol-water mobile phase). Molecular structures were used to generate in silico data which were used to estimate pharmacokinetic properties of the investigated compounds. The results show that generally, the investigated compounds attain good bioavailability properties. A more detailed analysis shows that the presence of a nitro, methoxy and tert-butyl group in the molecule is indicated as unfavorable for the oral bioavailability of hydantoins. Multivariate exploratory analysis was used in order to visualize grouping patterns among molecular descriptors as well as among the investigated compounds. Molecular docking study performed for two hydantoins with the highest bioavailability scores shows high binding affinity to tyrosine kinase receptor IGF-1R. The results achieved can be useful as a template for future development and further derivation or modification to obtain more potent and selective antitumor agents.
T2  - Combinatorial Chemistry and High Throughput Screening
T1  - In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins
EP  - 443
IS  - 6
SP  - 437
VL  - 19
UR  - https://hdl.handle.net/21.15107/rcub_technorep_3164
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Keleman, Svetlana and Tot, Kristina and Tot, Jadranka and Trišović, Nemanja and Ušćumlić, Gordana",
year = "2016",
abstract = "New synthesized compounds, particularly those with biological activity, are potential drug candidates. This article describes experimental studies performed to estimate lipophilicity parameters of new 3-(4-substituted benzyl)-5-phenylhydantoins. Lipophilicity, as one of the most important molecular characteristics for the activity, was determined using the reversed-phase liquid chromatography (RP-18 stationary phase and methanol-water mobile phase). Molecular structures were used to generate in silico data which were used to estimate pharmacokinetic properties of the investigated compounds. The results show that generally, the investigated compounds attain good bioavailability properties. A more detailed analysis shows that the presence of a nitro, methoxy and tert-butyl group in the molecule is indicated as unfavorable for the oral bioavailability of hydantoins. Multivariate exploratory analysis was used in order to visualize grouping patterns among molecular descriptors as well as among the investigated compounds. Molecular docking study performed for two hydantoins with the highest bioavailability scores shows high binding affinity to tyrosine kinase receptor IGF-1R. The results achieved can be useful as a template for future development and further derivation or modification to obtain more potent and selective antitumor agents.",
journal = "Combinatorial Chemistry and High Throughput Screening",
title = "In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins",
pages = "443-437",
number = "6",
volume = "19",
url = "https://hdl.handle.net/21.15107/rcub_technorep_3164"
}

Đaković-Sekulić, T., Keleman, S., Tot, K., Tot, J., Trišović, N.,& Ušćumlić, G.. (2016). In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins. in Combinatorial Chemistry and High Throughput Screening, 19(6), 437-443.
https://hdl.handle.net/21.15107/rcub_technorep_3164

Đaković-Sekulić T, Keleman S, Tot K, Tot J, Trišović N, Ušćumlić G. In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins. in Combinatorial Chemistry and High Throughput Screening. 2016;19(6):437-443.
https://hdl.handle.net/21.15107/rcub_technorep_3164 .

Đaković-Sekulić, Tatjana, Keleman, Svetlana, Tot, Kristina, Tot, Jadranka, Trišović, Nemanja, Ušćumlić, Gordana, "In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins" in Combinatorial Chemistry and High Throughput Screening, 19, no. 6 (2016):437-443,
https://hdl.handle.net/21.15107/rcub_technorep_3164 .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Vastag, Gyongyi
AU  - Tot, Kristina
AU  - Tot, Jadranka
AU  - Lazić, Anita
PY  - 2016
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3364
AB  - Modeling properties of newly synthesized compounds is important for both understanding their activity and predicting their interactions. This paper describes the evaluation of the lipophilicity of the newly synthesized cycloalkylspiro-5-hydantoins by experimental and calculation methods. The chromatographic lipophilicity (R-M(0)) of the analyzed compounds was determined by reversed-phase liquid chromatographic system consisting of RP-18 stationary phase and methanol-water mobile phase. Correlation coefficients between R-M(0) values and the predicted log P were above 0.93, indicating a strong linear relationship between the variables. Multivariate data analysis applied in this study enabled the comparison of the lipophilicity and the structure of the investigated compounds using solely information obtained from thin-layer chromatography. Hierarchical clustering analysis (HCA) reveals a high similarity between R-M(0) and miLogP whereas squared log Ps such as ALOGP2 and MLOGP2 were distinct from R-M(0). HCA classifies the investigated compounds into three clusters according to lipophilicity. Principal component analysis (PCA) yields two principal components which explained  gt 99.19% total variance. The changes in the lipophilicity of the substituents attached in the molecule are reflected in the value of PCs. An increase in the lipophilicity of spiro substituent results in a decrease of values of both PC1 and PC2. The increase in the lipophilicity of R substituent decreases the value of PC1 and increases the value of PC2. The positive value of PC1 is typical for the compounds with the electron withdrawing groups such as CN, NO2, or OCH3.
PB  - Akademiai Kiado Zrt, Budapest
T2  - JPC-Journal of Planar Chromatography-Modern Tlc
T1  - Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives
EP  - 286
IS  - 4
SP  - 281
VL  - 29
DO  - 10.1556/1006.2016.29.4.6
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Vastag, Gyongyi and Tot, Kristina and Tot, Jadranka and Lazić, Anita",
year = "2016",
abstract = "Modeling properties of newly synthesized compounds is important for both understanding their activity and predicting their interactions. This paper describes the evaluation of the lipophilicity of the newly synthesized cycloalkylspiro-5-hydantoins by experimental and calculation methods. The chromatographic lipophilicity (R-M(0)) of the analyzed compounds was determined by reversed-phase liquid chromatographic system consisting of RP-18 stationary phase and methanol-water mobile phase. Correlation coefficients between R-M(0) values and the predicted log P were above 0.93, indicating a strong linear relationship between the variables. Multivariate data analysis applied in this study enabled the comparison of the lipophilicity and the structure of the investigated compounds using solely information obtained from thin-layer chromatography. Hierarchical clustering analysis (HCA) reveals a high similarity between R-M(0) and miLogP whereas squared log Ps such as ALOGP2 and MLOGP2 were distinct from R-M(0). HCA classifies the investigated compounds into three clusters according to lipophilicity. Principal component analysis (PCA) yields two principal components which explained  gt 99.19% total variance. The changes in the lipophilicity of the substituents attached in the molecule are reflected in the value of PCs. An increase in the lipophilicity of spiro substituent results in a decrease of values of both PC1 and PC2. The increase in the lipophilicity of R substituent decreases the value of PC1 and increases the value of PC2. The positive value of PC1 is typical for the compounds with the electron withdrawing groups such as CN, NO2, or OCH3.",
publisher = "Akademiai Kiado Zrt, Budapest",
journal = "JPC-Journal of Planar Chromatography-Modern Tlc",
title = "Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives",
pages = "286-281",
number = "4",
volume = "29",
doi = "10.1556/1006.2016.29.4.6"
}

Đaković-Sekulić, T., Vastag, G., Tot, K., Tot, J.,& Lazić, A.. (2016). Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives. in JPC-Journal of Planar Chromatography-Modern Tlc
Akademiai Kiado Zrt, Budapest., 29(4), 281-286.
https://doi.org/10.1556/1006.2016.29.4.6

Đaković-Sekulić T, Vastag G, Tot K, Tot J, Lazić A. Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives. in JPC-Journal of Planar Chromatography-Modern Tlc. 2016;29(4):281-286.
doi:10.1556/1006.2016.29.4.6 .

Đaković-Sekulić, Tatjana, Vastag, Gyongyi, Tot, Kristina, Tot, Jadranka, Lazić, Anita, "Quantitative Structure-Retention Relationships Modeling and Multivariate Data Analysis of Lipophilicity Data of New Spirohydantoin Derivatives" in JPC-Journal of Planar Chromatography-Modern Tlc, 29, no. 4 (2016):281-286,
https://doi.org/10.1556/1006.2016.29.4.6 . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Smolinski, Adam
AU  - Trišović, Nemanja
AU  - Ušćumlić, Gordana
AU  - Božić, Biljana
PY  - 2015
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3114
AB  - Cancer is the major health problem affecting the mankind of today. Most of the drugs used in traditional chemotherapy are very limited and the discovery of novel, more active, more selective and less toxic ones is still very intensive. A chemometric approach was applied in the study of antiproliferative activity against human colon cancer and breast cancer as well as in the study of lipophilicity of 3-(4-substitutedbenzyl)-5-ethyl-5-phenyl- and 3-(4-substituted benzyl)-5,5-diphenylhydantoins. Hierarchical clustering analysis (HCA) shows that the investigated hydantoins have higher antiproliferative activity against human breast cancer cells than against human colon cancer cells. However, some hydantoins at the highest applied concentration reverse antiproliferative effect, higher against the human colon cancer cells and lower against human breast cancer cells. Principal component analysis (PCA) gives better insight into the activity of hydantoins related to their structural changes. It distinguishes more active compounds from the less active ones according to various criteria. Generally, more lipophilic 5,5-diphenylhydantoins exhibit a higher antiproliferative activity comparing to less lipophilic 5-ethyl-5-phenylhydantoins. Also, a substituent attached to benzyl moieties affects the activity additionally. The activity is particularly pronounced for compounds with cyano, methyl, chloro and bromo group. Halogen substituent were superior in antiproliferative capacity particularly in the series of 5,5-diphenylhydantoins.
PB  - Soc Brasileira Quimica, Sao Paulo
T2  - Journal of the Brazilian Chemical Society
T1  - Chemometric Study of the Antiproliferative Activity of Some New Hydantoin Derivatives: Assessment of Activity and Chromatographic Lipophilicity Data
EP  - 1386
IS  - 7
SP  - 1379
VL  - 26
DO  - 10.5935/0103-5053.20150106
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Smolinski, Adam and Trišović, Nemanja and Ušćumlić, Gordana and Božić, Biljana",
year = "2015",
abstract = "Cancer is the major health problem affecting the mankind of today. Most of the drugs used in traditional chemotherapy are very limited and the discovery of novel, more active, more selective and less toxic ones is still very intensive. A chemometric approach was applied in the study of antiproliferative activity against human colon cancer and breast cancer as well as in the study of lipophilicity of 3-(4-substitutedbenzyl)-5-ethyl-5-phenyl- and 3-(4-substituted benzyl)-5,5-diphenylhydantoins. Hierarchical clustering analysis (HCA) shows that the investigated hydantoins have higher antiproliferative activity against human breast cancer cells than against human colon cancer cells. However, some hydantoins at the highest applied concentration reverse antiproliferative effect, higher against the human colon cancer cells and lower against human breast cancer cells. Principal component analysis (PCA) gives better insight into the activity of hydantoins related to their structural changes. It distinguishes more active compounds from the less active ones according to various criteria. Generally, more lipophilic 5,5-diphenylhydantoins exhibit a higher antiproliferative activity comparing to less lipophilic 5-ethyl-5-phenylhydantoins. Also, a substituent attached to benzyl moieties affects the activity additionally. The activity is particularly pronounced for compounds with cyano, methyl, chloro and bromo group. Halogen substituent were superior in antiproliferative capacity particularly in the series of 5,5-diphenylhydantoins.",
publisher = "Soc Brasileira Quimica, Sao Paulo",
journal = "Journal of the Brazilian Chemical Society",
title = "Chemometric Study of the Antiproliferative Activity of Some New Hydantoin Derivatives: Assessment of Activity and Chromatographic Lipophilicity Data",
pages = "1386-1379",
number = "7",
volume = "26",
doi = "10.5935/0103-5053.20150106"
}

Đaković-Sekulić, T., Smolinski, A., Trišović, N., Ušćumlić, G.,& Božić, B.. (2015). Chemometric Study of the Antiproliferative Activity of Some New Hydantoin Derivatives: Assessment of Activity and Chromatographic Lipophilicity Data. in Journal of the Brazilian Chemical Society
Soc Brasileira Quimica, Sao Paulo., 26(7), 1379-1386.
https://doi.org/10.5935/0103-5053.20150106

Đaković-Sekulić T, Smolinski A, Trišović N, Ušćumlić G, Božić B. Chemometric Study of the Antiproliferative Activity of Some New Hydantoin Derivatives: Assessment of Activity and Chromatographic Lipophilicity Data. in Journal of the Brazilian Chemical Society. 2015;26(7):1379-1386.
doi:10.5935/0103-5053.20150106 .

Đaković-Sekulić, Tatjana, Smolinski, Adam, Trišović, Nemanja, Ušćumlić, Gordana, Božić, Biljana, "Chemometric Study of the Antiproliferative Activity of Some New Hydantoin Derivatives: Assessment of Activity and Chromatographic Lipophilicity Data" in Journal of the Brazilian Chemical Society, 26, no. 7 (2015):1379-1386,
https://doi.org/10.5935/0103-5053.20150106 . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Lozanov-Crvenković, Zagorka
AU  - Rančić, Milica
AU  - Trišović, Nemanja
AU  - Ušćumlić, Gordana
PY  - 2014
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2856
AB  - Quantitative structure-retention relationship (QSRR) study of retention data of thirteen 5-arylidene-2,4-thiazolidinediones obtained by reversed phase HPTLC. The effect of substituents attached to aryliden ring on the properties of TZD molecule, whose retention is closely correlated to the inhibitory activity, was investigated. PCA was used to show similarities/dissimilarities among the compounds. Stepwise regression models were calculated for each mobile phase modifier used. The obtained models were characterized by good fit and predictive abilities. The descriptors included in the models are connected with both lipophilic and donor/acceptor interactions.
PB  - Taylor & Francis Inc, Philadelphia
T2  - Journal of Liquid Chromatography & Related Technologies
T1  - Substituent effects on chromatographic retention data of 5-arylidene-2,4-thiazolidinediones in qsar methodology
EP  - 2035
IS  - 14
SP  - 2021
VL  - 37
DO  - 10.1080/10826076.2013.825858
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Lozanov-Crvenković, Zagorka and Rančić, Milica and Trišović, Nemanja and Ušćumlić, Gordana",
year = "2014",
abstract = "Quantitative structure-retention relationship (QSRR) study of retention data of thirteen 5-arylidene-2,4-thiazolidinediones obtained by reversed phase HPTLC. The effect of substituents attached to aryliden ring on the properties of TZD molecule, whose retention is closely correlated to the inhibitory activity, was investigated. PCA was used to show similarities/dissimilarities among the compounds. Stepwise regression models were calculated for each mobile phase modifier used. The obtained models were characterized by good fit and predictive abilities. The descriptors included in the models are connected with both lipophilic and donor/acceptor interactions.",
publisher = "Taylor & Francis Inc, Philadelphia",
journal = "Journal of Liquid Chromatography & Related Technologies",
title = "Substituent effects on chromatographic retention data of 5-arylidene-2,4-thiazolidinediones in qsar methodology",
pages = "2035-2021",
number = "14",
volume = "37",
doi = "10.1080/10826076.2013.825858"
}

Đaković-Sekulić, T., Lozanov-Crvenković, Z., Rančić, M., Trišović, N.,& Ušćumlić, G.. (2014). Substituent effects on chromatographic retention data of 5-arylidene-2,4-thiazolidinediones in qsar methodology. in Journal of Liquid Chromatography & Related Technologies
Taylor & Francis Inc, Philadelphia., 37(14), 2021-2035.
https://doi.org/10.1080/10826076.2013.825858

Đaković-Sekulić T, Lozanov-Crvenković Z, Rančić M, Trišović N, Ušćumlić G. Substituent effects on chromatographic retention data of 5-arylidene-2,4-thiazolidinediones in qsar methodology. in Journal of Liquid Chromatography & Related Technologies. 2014;37(14):2021-2035.
doi:10.1080/10826076.2013.825858 .

Đaković-Sekulić, Tatjana, Lozanov-Crvenković, Zagorka, Rančić, Milica, Trišović, Nemanja, Ušćumlić, Gordana, "Substituent effects on chromatographic retention data of 5-arylidene-2,4-thiazolidinediones in qsar methodology" in Journal of Liquid Chromatography & Related Technologies, 37, no. 14 (2014):2021-2035,
https://doi.org/10.1080/10826076.2013.825858 . .

TY  - JOUR
AU  - Jović, B.
AU  - Nikolić, A.
AU  - Petrović, Slobodan
AU  - Kordić, Branko
AU  - Đaković-Sekulić, Tatjana
AU  - Stojanović, N.
PY  - 2014
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2713
AB  - Infrared spectroscopy studies of N-methyl benzamide and N-tert-butyl benzamide in 12 organic solvents were undretaken to investigate solvent-solute interactions. The wavenumbers of carbonyl stretching vibration nu(C=O) in different solvents were correlated with the solvent acceptor number (AN), the linear solvation energy relationships (LSER), Catalan solvent parameters (SA, SB and SPP) and Buckingham equation. For both studied amides significant correlation of the position of the carbonyl band with empirical parameters was obtained. Based on obtained results it was assumed that the amide self-association and the steric effects are most important factors that determine position of carbonyl groups band in the IR spectra.
PB  - Maik Nauka/Interperiodica/Springer, New York
T2  - Journal of Structural Chemistry
T1  - FTIR investigation of solvent effects of N-methyl and N-tert-butyl benzamide
EP  - 1622
IS  - 8
SP  - 1616
VL  - 55
DO  - 10.1134/S0022476614080319
ER  - 

@article{
author = "Jović, B. and Nikolić, A. and Petrović, Slobodan and Kordić, Branko and Đaković-Sekulić, Tatjana and Stojanović, N.",
year = "2014",
abstract = "Infrared spectroscopy studies of N-methyl benzamide and N-tert-butyl benzamide in 12 organic solvents were undretaken to investigate solvent-solute interactions. The wavenumbers of carbonyl stretching vibration nu(C=O) in different solvents were correlated with the solvent acceptor number (AN), the linear solvation energy relationships (LSER), Catalan solvent parameters (SA, SB and SPP) and Buckingham equation. For both studied amides significant correlation of the position of the carbonyl band with empirical parameters was obtained. Based on obtained results it was assumed that the amide self-association and the steric effects are most important factors that determine position of carbonyl groups band in the IR spectra.",
publisher = "Maik Nauka/Interperiodica/Springer, New York",
journal = "Journal of Structural Chemistry",
title = "FTIR investigation of solvent effects of N-methyl and N-tert-butyl benzamide",
pages = "1622-1616",
number = "8",
volume = "55",
doi = "10.1134/S0022476614080319"
}

Jović, B., Nikolić, A., Petrović, S., Kordić, B., Đaković-Sekulić, T.,& Stojanović, N.. (2014). FTIR investigation of solvent effects of N-methyl and N-tert-butyl benzamide. in Journal of Structural Chemistry
Maik Nauka/Interperiodica/Springer, New York., 55(8), 1616-1622.
https://doi.org/10.1134/S0022476614080319

Jović B, Nikolić A, Petrović S, Kordić B, Đaković-Sekulić T, Stojanović N. FTIR investigation of solvent effects of N-methyl and N-tert-butyl benzamide. in Journal of Structural Chemistry. 2014;55(8):1616-1622.
doi:10.1134/S0022476614080319 .

Jović, B., Nikolić, A., Petrović, Slobodan, Kordić, Branko, Đaković-Sekulić, Tatjana, Stojanović, N., "FTIR investigation of solvent effects of N-methyl and N-tert-butyl benzamide" in Journal of Structural Chemistry, 55, no. 8 (2014):1616-1622,
https://doi.org/10.1134/S0022476614080319 . .

TY  - JOUR
AU  - Despotović, Vesna
AU  - Trišović, Nemanja
AU  - Mandić, Anamarija
AU  - Ušćumlić, Gordana
AU  - Đaković-Sekulić, Tatjana
PY  - 2013
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2312
AB  - The retention of some 5,5-disubstituted hydantoins was investigated by reversed phase high performance thin-layer chromatography (RP HPTLC) and reversed phase high-pressure liquid chromatography (RP HPLC). The mobile phases were mixtures of methanol-water and acetonitrile-water in various volume fractions. In order to explore and visualize similarities and differences among the investigated compounds and chromatographic system, Principal Component Analysis (PCA) was used. Results show that the experimental lipophilicity indices estimated from retention data (Rm,w, log kw) and PC1 are directly correlated with logP values at a high significant statistical level.
AB  - Ispitano је retenciono ponašanje derivata 5,5-disupstituisanih hidantoina primenom dve tehnike tečne hromatografje na obrnutim fazama, i to hromatografije na tankom sloju velike moći razdvajanja (HPTLC) i tečne hromatografije pod visokim pritiskom (HPLC). Као pokretne faze Korišćene su smeše metanol-voda i acetonitril-voda u različitim zapreminskim odnosima. Da bi ispitali i vizuelno utvrdili sličnosti i razlike među ispitivanim supstancama u korišćenim hromatografskim sistemima, primenjena je analiza glavnih komponenti (PCA analiza). Rezultati su pokazali da između računskih logP vrednosti i hromatografskih parametara lipofilnosti koji su dobijeni ekstrapolacijom retencionih podataka (Rm,w, log kw), као i PC 1 postoji značajna startistička povezanost.
PB  - Association of the Chemical Engineers of Serbia
T2  - Chemical Industry & Chemical Engineering Quarterly
T1  - Lipophilicity assessment of some 5,5-disubstituted hydantoins by the means of reversed phase liquid chromatography
T1  - Procena lipofilnosti nekih 5,5-disupstituisanih hidantoina primenom tečne hromatografije na obrnutim fazama
EP  - 6
IS  - 1
SP  - 1
VL  - 19
DO  - 10.2298/CICEQ120124037D
ER  - 

@article{
author = "Despotović, Vesna and Trišović, Nemanja and Mandić, Anamarija and Ušćumlić, Gordana and Đaković-Sekulić, Tatjana",
year = "2013",
abstract = "The retention of some 5,5-disubstituted hydantoins was investigated by reversed phase high performance thin-layer chromatography (RP HPTLC) and reversed phase high-pressure liquid chromatography (RP HPLC). The mobile phases were mixtures of methanol-water and acetonitrile-water in various volume fractions. In order to explore and visualize similarities and differences among the investigated compounds and chromatographic system, Principal Component Analysis (PCA) was used. Results show that the experimental lipophilicity indices estimated from retention data (Rm,w, log kw) and PC1 are directly correlated with logP values at a high significant statistical level., Ispitano је retenciono ponašanje derivata 5,5-disupstituisanih hidantoina primenom dve tehnike tečne hromatografje na obrnutim fazama, i to hromatografije na tankom sloju velike moći razdvajanja (HPTLC) i tečne hromatografije pod visokim pritiskom (HPLC). Као pokretne faze Korišćene su smeše metanol-voda i acetonitril-voda u različitim zapreminskim odnosima. Da bi ispitali i vizuelno utvrdili sličnosti i razlike među ispitivanim supstancama u korišćenim hromatografskim sistemima, primenjena je analiza glavnih komponenti (PCA analiza). Rezultati su pokazali da između računskih logP vrednosti i hromatografskih parametara lipofilnosti koji su dobijeni ekstrapolacijom retencionih podataka (Rm,w, log kw), као i PC 1 postoji značajna startistička povezanost.",
publisher = "Association of the Chemical Engineers of Serbia",
journal = "Chemical Industry & Chemical Engineering Quarterly",
title = "Lipophilicity assessment of some 5,5-disubstituted hydantoins by the means of reversed phase liquid chromatography, Procena lipofilnosti nekih 5,5-disupstituisanih hidantoina primenom tečne hromatografije na obrnutim fazama",
pages = "6-1",
number = "1",
volume = "19",
doi = "10.2298/CICEQ120124037D"
}

Despotović, V., Trišović, N., Mandić, A., Ušćumlić, G.,& Đaković-Sekulić, T.. (2013). Lipophilicity assessment of some 5,5-disubstituted hydantoins by the means of reversed phase liquid chromatography. in Chemical Industry & Chemical Engineering Quarterly
Association of the Chemical Engineers of Serbia., 19(1), 1-6.
https://doi.org/10.2298/CICEQ120124037D

Despotović V, Trišović N, Mandić A, Ušćumlić G, Đaković-Sekulić T. Lipophilicity assessment of some 5,5-disubstituted hydantoins by the means of reversed phase liquid chromatography. in Chemical Industry & Chemical Engineering Quarterly. 2013;19(1):1-6.
doi:10.2298/CICEQ120124037D .

Despotović, Vesna, Trišović, Nemanja, Mandić, Anamarija, Ušćumlić, Gordana, Đaković-Sekulić, Tatjana, "Lipophilicity assessment of some 5,5-disubstituted hydantoins by the means of reversed phase liquid chromatography" in Chemical Industry & Chemical Engineering Quarterly, 19, no. 1 (2013):1-6,
https://doi.org/10.2298/CICEQ120124037D . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Smolinski, Adam
AU  - Trišović, Nemanja
AU  - Ušćumlić, Gordana
PY  - 2012
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2190
AB  - Molecular properties relevant to pharmacokinetics of two sets of newly synthesized hydantoin derivatives based on two well-known drugs (Nirvanol and Phenytoin) were studied. Properties under consideration were either determined empirically by reversed-phase high-performance thin-layer chromatography or calculated by the use of established theoretical medicinal chemistry/drug design software. These properties represent selected structural features of analytes, which affect their processes of absorption, distribution, metabolism, excretion, and toxicity. Principal component analysis was used to visualize the differences between six mobile phase modifiers used as well as similarities between 24 analyzed compounds. To find appropriate quantitative relationships between RM, W for the tested compounds and molecular descriptors, stepwise regression, partial least squares (PLS), and robust PLS were used. The best results were obtained with robust PLS.
PB  - Wiley-Blackwell, Malden
T2  - Journal of Chemometrics
T1  - Multivariate evaluation of the correlation between retention data and molecular descriptors of antiepileptic hydantoin analogs
EP  - 107
IS  - 3-4
SP  - 95
VL  - 26
DO  - 10.1002/cem.1421
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Smolinski, Adam and Trišović, Nemanja and Ušćumlić, Gordana",
year = "2012",
abstract = "Molecular properties relevant to pharmacokinetics of two sets of newly synthesized hydantoin derivatives based on two well-known drugs (Nirvanol and Phenytoin) were studied. Properties under consideration were either determined empirically by reversed-phase high-performance thin-layer chromatography or calculated by the use of established theoretical medicinal chemistry/drug design software. These properties represent selected structural features of analytes, which affect their processes of absorption, distribution, metabolism, excretion, and toxicity. Principal component analysis was used to visualize the differences between six mobile phase modifiers used as well as similarities between 24 analyzed compounds. To find appropriate quantitative relationships between RM, W for the tested compounds and molecular descriptors, stepwise regression, partial least squares (PLS), and robust PLS were used. The best results were obtained with robust PLS.",
publisher = "Wiley-Blackwell, Malden",
journal = "Journal of Chemometrics",
title = "Multivariate evaluation of the correlation between retention data and molecular descriptors of antiepileptic hydantoin analogs",
pages = "107-95",
number = "3-4",
volume = "26",
doi = "10.1002/cem.1421"
}

Đaković-Sekulić, T., Smolinski, A., Trišović, N.,& Ušćumlić, G.. (2012). Multivariate evaluation of the correlation between retention data and molecular descriptors of antiepileptic hydantoin analogs. in Journal of Chemometrics
Wiley-Blackwell, Malden., 26(3-4), 95-107.
https://doi.org/10.1002/cem.1421

Đaković-Sekulić T, Smolinski A, Trišović N, Ušćumlić G. Multivariate evaluation of the correlation between retention data and molecular descriptors of antiepileptic hydantoin analogs. in Journal of Chemometrics. 2012;26(3-4):95-107.
doi:10.1002/cem.1421 .

Đaković-Sekulić, Tatjana, Smolinski, Adam, Trišović, Nemanja, Ušćumlić, Gordana, "Multivariate evaluation of the correlation between retention data and molecular descriptors of antiepileptic hydantoin analogs" in Journal of Chemometrics, 26, no. 3-4 (2012):95-107,
https://doi.org/10.1002/cem.1421 . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Mandić, Anamarija
AU  - Trišović, Nemanja
AU  - Ušćumlić, Gordana
PY  - 2012
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2231
AB  - In the study, 18 antiepileptic hydantoin analogues were investigated by means of reversed-phase HPLC on C-18 stationary phase and eluent acetonitrile-water. Quantitative structure-retention relationship (QSRR) study has been applied in order to understand factors that affect the retention which is closely correlated to the activity (ED50 values). To overview the compounds for similarities and dissimilarities principal component analysis (PCA) has been applied. Six multiple linear regression models based on the most relevant descriptors were developed. Descriptors for MLR were selected according to variable importance calculated by partial least squares (PLS) analysis. Besides ALOGP the most important is aromatic ratio for mobile phases with more than 45% of acetonitrile, as well as electrotopological states when the % of acetonitrile is less than 40%. High agreement between experimental and predicted retention, obtained in the validation procedure, indicated the good quality of the derived QSRR models. For individual linear models, cross-validation squared correlation coefficients (Q(2)) ranging from 0.697 to 0.837 were obtained. The residual values (difference between observed and calculated) agreed well within experimental error. Additionally, models were compared in terms of the smallest residual value by recently developed method of ranking based on the sum of ranking differences (SRD).
PB  - Bentham Science Publ Ltd, Sharjah
T2  - Current Computer-Aided Drug Design
T1  - Structure-Retention Relationship Study of HPLC Data of Antiepileptic Hydantoin Analogues
EP  - 9
IS  - 1
SP  - 3
VL  - 8
DO  - 10.2174/157340912799218525
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Mandić, Anamarija and Trišović, Nemanja and Ušćumlić, Gordana",
year = "2012",
abstract = "In the study, 18 antiepileptic hydantoin analogues were investigated by means of reversed-phase HPLC on C-18 stationary phase and eluent acetonitrile-water. Quantitative structure-retention relationship (QSRR) study has been applied in order to understand factors that affect the retention which is closely correlated to the activity (ED50 values). To overview the compounds for similarities and dissimilarities principal component analysis (PCA) has been applied. Six multiple linear regression models based on the most relevant descriptors were developed. Descriptors for MLR were selected according to variable importance calculated by partial least squares (PLS) analysis. Besides ALOGP the most important is aromatic ratio for mobile phases with more than 45% of acetonitrile, as well as electrotopological states when the % of acetonitrile is less than 40%. High agreement between experimental and predicted retention, obtained in the validation procedure, indicated the good quality of the derived QSRR models. For individual linear models, cross-validation squared correlation coefficients (Q(2)) ranging from 0.697 to 0.837 were obtained. The residual values (difference between observed and calculated) agreed well within experimental error. Additionally, models were compared in terms of the smallest residual value by recently developed method of ranking based on the sum of ranking differences (SRD).",
publisher = "Bentham Science Publ Ltd, Sharjah",
journal = "Current Computer-Aided Drug Design",
title = "Structure-Retention Relationship Study of HPLC Data of Antiepileptic Hydantoin Analogues",
pages = "9-3",
number = "1",
volume = "8",
doi = "10.2174/157340912799218525"
}

Đaković-Sekulić, T., Mandić, A., Trišović, N.,& Ušćumlić, G.. (2012). Structure-Retention Relationship Study of HPLC Data of Antiepileptic Hydantoin Analogues. in Current Computer-Aided Drug Design
Bentham Science Publ Ltd, Sharjah., 8(1), 3-9.
https://doi.org/10.2174/157340912799218525

Đaković-Sekulić T, Mandić A, Trišović N, Ušćumlić G. Structure-Retention Relationship Study of HPLC Data of Antiepileptic Hydantoin Analogues. in Current Computer-Aided Drug Design. 2012;8(1):3-9.
doi:10.2174/157340912799218525 .

Đaković-Sekulić, Tatjana, Mandić, Anamarija, Trišović, Nemanja, Ušćumlić, Gordana, "Structure-Retention Relationship Study of HPLC Data of Antiepileptic Hydantoin Analogues" in Current Computer-Aided Drug Design, 8, no. 1 (2012):3-9,
https://doi.org/10.2174/157340912799218525 . .

TY  - JOUR
AU  - Trišović, Nemanja
AU  - Valentić, Nataša
AU  - Erović, Marko
AU  - Đaković-Sekulić, Tatjana
AU  - Ušćumlić, Gordana
AU  - Juranić, Ivan
PY  - 2011
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1904
AB  - A series of 5-substituted 5-phenylhydantoins was synthesized and their UV absorption spectra were recorded in the region 200-400 nm in selected solvents of different polarity. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions were analyzed by means of the linear solvation energy relationship concept proposed by Kamlet and Taft. The lipophilicities of the investigated hydantoins were estimated by calculation of their log P values. The quantitative relationship between the ratio of the contributions of specific solvent interactions and the corresponding lipophilicity parameter is discussed. The correlation equations were combined with the corresponding ED50 values and different physicochemical parameters to generate new equations that demonstrate the reasonable relationships between solute-solvent interactions and the structure-activity parameters. In order to determine a spectroscopic assignment of the absorption bands in different solvents, quantum chemical calculations were done.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins
EP  - 1234
IS  - 12
SP  - 1227
VL  - 142
DO  - 10.1007/s00706-011-0639-7
ER  - 

@article{
author = "Trišović, Nemanja and Valentić, Nataša and Erović, Marko and Đaković-Sekulić, Tatjana and Ušćumlić, Gordana and Juranić, Ivan",
year = "2011",
abstract = "A series of 5-substituted 5-phenylhydantoins was synthesized and their UV absorption spectra were recorded in the region 200-400 nm in selected solvents of different polarity. The effects of solvent dipolarity/polarizability and solvent-solute hydrogen-bonding interactions were analyzed by means of the linear solvation energy relationship concept proposed by Kamlet and Taft. The lipophilicities of the investigated hydantoins were estimated by calculation of their log P values. The quantitative relationship between the ratio of the contributions of specific solvent interactions and the corresponding lipophilicity parameter is discussed. The correlation equations were combined with the corresponding ED50 values and different physicochemical parameters to generate new equations that demonstrate the reasonable relationships between solute-solvent interactions and the structure-activity parameters. In order to determine a spectroscopic assignment of the absorption bands in different solvents, quantum chemical calculations were done.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins",
pages = "1234-1227",
number = "12",
volume = "142",
doi = "10.1007/s00706-011-0639-7"
}

Trišović, N., Valentić, N., Erović, M., Đaković-Sekulić, T., Ušćumlić, G.,& Juranić, I.. (2011). Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins. in Monatshefte Fur Chemie
Springer Wien, Wien., 142(12), 1227-1234.
https://doi.org/10.1007/s00706-011-0639-7

Trišović N, Valentić N, Erović M, Đaković-Sekulić T, Ušćumlić G, Juranić I. Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins. in Monatshefte Fur Chemie. 2011;142(12):1227-1234.
doi:10.1007/s00706-011-0639-7 .

Trišović, Nemanja, Valentić, Nataša, Erović, Marko, Đaković-Sekulić, Tatjana, Ušćumlić, Gordana, Juranić, Ivan, "Synthesis, structure, and solvatochromic properties of pharmacologically active 5-substituted 5-phenylhydantoins" in Monatshefte Fur Chemie, 142, no. 12 (2011):1227-1234,
https://doi.org/10.1007/s00706-011-0639-7 . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Perišić-Janjić, Nada
AU  - Petrović, Slobodan
PY  - 2003
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/524
AB  - The chromatographic behavior of Para-substituted amides of alpha-phenylacetic, benzoic, propanoic, and 2,2-dimethylpropanoic acid has been studied in reversed-phase thin-layer chromatography on silica gel impregnated with paraffin oil. Mobile phases used were acetone-water, methanol-water, and dioxane-water. R-M(0) values were calculated by linear extrapolation of retention to 0% organic modifier for each mobile phase. The relationships between R-M(0) Values obtained with different organic modifiers in the mobile phases are discussed. C-0 values were obtained from the slopes and intercepts of linear relationships between retention and volume fraction of modifier. Correlation between partition coefficient, log P, and R-M(0) and between log P and C-0 was examined. Results show that C-0 is a better measure of the lipophilicity of the amides than R-M(0).
PB  - Springer Heidelberg, Heidelberg
T2  - JPC-Journal of Planar Chromatography-Modern Tlc
T1  - Influence of the mobile-phase modifier on the retention of some para-substituted amides; Correlation with compound lipophilicity
EP  - 153
IS  - 2
SP  - 147
VL  - 16
DO  - 10.1556/JPC.16.2003.2.12
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Perišić-Janjić, Nada and Petrović, Slobodan",
year = "2003",
abstract = "The chromatographic behavior of Para-substituted amides of alpha-phenylacetic, benzoic, propanoic, and 2,2-dimethylpropanoic acid has been studied in reversed-phase thin-layer chromatography on silica gel impregnated with paraffin oil. Mobile phases used were acetone-water, methanol-water, and dioxane-water. R-M(0) values were calculated by linear extrapolation of retention to 0% organic modifier for each mobile phase. The relationships between R-M(0) Values obtained with different organic modifiers in the mobile phases are discussed. C-0 values were obtained from the slopes and intercepts of linear relationships between retention and volume fraction of modifier. Correlation between partition coefficient, log P, and R-M(0) and between log P and C-0 was examined. Results show that C-0 is a better measure of the lipophilicity of the amides than R-M(0).",
publisher = "Springer Heidelberg, Heidelberg",
journal = "JPC-Journal of Planar Chromatography-Modern Tlc",
title = "Influence of the mobile-phase modifier on the retention of some para-substituted amides; Correlation with compound lipophilicity",
pages = "153-147",
number = "2",
volume = "16",
doi = "10.1556/JPC.16.2003.2.12"
}

Đaković-Sekulić, T., Perišić-Janjić, N.,& Petrović, S.. (2003). Influence of the mobile-phase modifier on the retention of some para-substituted amides; Correlation with compound lipophilicity. in JPC-Journal of Planar Chromatography-Modern Tlc
Springer Heidelberg, Heidelberg., 16(2), 147-153.
https://doi.org/10.1556/JPC.16.2003.2.12

Đaković-Sekulić T, Perišić-Janjić N, Petrović S. Influence of the mobile-phase modifier on the retention of some para-substituted amides; Correlation with compound lipophilicity. in JPC-Journal of Planar Chromatography-Modern Tlc. 2003;16(2):147-153.
doi:10.1556/JPC.16.2003.2.12 .

Đaković-Sekulić, Tatjana, Perišić-Janjić, Nada, Petrović, Slobodan, "Influence of the mobile-phase modifier on the retention of some para-substituted amides; Correlation with compound lipophilicity" in JPC-Journal of Planar Chromatography-Modern Tlc, 16, no. 2 (2003):147-153,
https://doi.org/10.1556/JPC.16.2003.2.12 . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Perišić-Janjić, Nada
AU  - Petrović, Slobodan
PY  - 2002
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/425
AB  - The chromatographic behavior of newly synthesized para-substituted propanoic acid amides has been studied in normal- and reversed-phase thin-layer chromatography. The retention mechanism on different TLC supports was investigated. The retention constants determined for the amides are discussed in terms of the physicochernical properties of the solute and the stationary and mobile phases. R-M,R-w, derived by extrapolation from retention in reversed-phase chromatography, was correlated with hydrophobic parameters pi and log P, calculated by the Rekker fragmental method and by use of the commercial program ACD/log P.
PB  - Springer Heidelberg, Heidelberg
T2  - JPC-Journal of Planar Chromatography-Modern Tlc
T1  - Normal- and reversed-phase chromatography of para-substituted propanoic acid Amides
EP  - 279
IS  - 4
SP  - 274
VL  - 15
DO  - 10.1556/JPC.15.2002.4.6
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Perišić-Janjić, Nada and Petrović, Slobodan",
year = "2002",
abstract = "The chromatographic behavior of newly synthesized para-substituted propanoic acid amides has been studied in normal- and reversed-phase thin-layer chromatography. The retention mechanism on different TLC supports was investigated. The retention constants determined for the amides are discussed in terms of the physicochernical properties of the solute and the stationary and mobile phases. R-M,R-w, derived by extrapolation from retention in reversed-phase chromatography, was correlated with hydrophobic parameters pi and log P, calculated by the Rekker fragmental method and by use of the commercial program ACD/log P.",
publisher = "Springer Heidelberg, Heidelberg",
journal = "JPC-Journal of Planar Chromatography-Modern Tlc",
title = "Normal- and reversed-phase chromatography of para-substituted propanoic acid Amides",
pages = "279-274",
number = "4",
volume = "15",
doi = "10.1556/JPC.15.2002.4.6"
}

Đaković-Sekulić, T., Perišić-Janjić, N.,& Petrović, S.. (2002). Normal- and reversed-phase chromatography of para-substituted propanoic acid Amides. in JPC-Journal of Planar Chromatography-Modern Tlc
Springer Heidelberg, Heidelberg., 15(4), 274-279.
https://doi.org/10.1556/JPC.15.2002.4.6

Đaković-Sekulić T, Perišić-Janjić N, Petrović S. Normal- and reversed-phase chromatography of para-substituted propanoic acid Amides. in JPC-Journal of Planar Chromatography-Modern Tlc. 2002;15(4):274-279.
doi:10.1556/JPC.15.2002.4.6 .

Đaković-Sekulić, Tatjana, Perišić-Janjić, Nada, Petrović, Slobodan, "Normal- and reversed-phase chromatography of para-substituted propanoic acid Amides" in JPC-Journal of Planar Chromatography-Modern Tlc, 15, no. 4 (2002):274-279,
https://doi.org/10.1556/JPC.15.2002.4.6 . .

TY  - CONF
AU  - Perišić-Janjić, Nada U.
AU  - Đaković-Sekulić, Tatjana Lj.
AU  - Mijin, Dušan Ž.
AU  - Ušćumlić, Gordana S.
PY  - 2001
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7310
AB  - Azo jedinjenja predstavijaju nejveéu grupu industrijskih boja, kako po broju, tako i po obimu proizvodje. Azo boje obavezno sardze azo grupu (-N=N-) vezanu za aromatican prsten. Primenjuju se u tekstilnoj industriji, ali i za bojenje papira i koze. U poslednje vreme veca painja posvecuje se fizioloskoj aktivnosti ove grupe jedinjenja, pa samim tim i njihovoj potencijalnoj primeni ufarmaceutskoj industriji.
Cilj ovoga rada je bio da se ispita hromatografsko ponasanje novo sintetisanih azo boja na tankim slojevima celuloze i silika gela koji ej bio inpregniran sa parafinskim uljem. Koriscena ej pokretna faza koncentrovani amonijak-aceton u kojoj ej variran zapreminski udeo acetona. Ispitano ej deset azo boja, derivata 5-4-supstituisanih arilazo)-6-hidroksi-4-metil-3- cijano-2-piridona, as sledecim supstituentima: H, CI, OCH, NO, OH, ,I CH3, C2H5, Br i СООН.
Na osnovu promene retencije uzavisnosti od zapreminskog udela acetona upokretnoj fazi doslo se do zakljucka o retencionom mehanizmu. Takodje, diskutovan je uticaj pojedinih supstituenata na retenciju.
S obzirom na potencijalnu primenu ove grupe jedinjenja kao fizioloski aktivnih supstanci izracunati su njihovi podeoni koeficijenti i korelirani sa retencionim konstantama. Poturdjena je moguénost primene retencionih parametara odredjenih hromatografijom na obrnutim fazama kao alternative za odredjivanje log P vrednosti novosintetisanih azo jedinjenja.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Izvodi radova / XL savetovanje Srpskog hemijskog društva, Novi Sad, 18. i 19. januar 2001. godine
T1  - Ispitivanje hromatografskog ponašanja nekih azo boja derivata piridona
T1  - Chromatographic behaviour of some azo dyes pyridone derivates
SP  - 126
UR  - https://hdl.handle.net/21.15107/rcub_technorep_7310
ER  - 

@conference{
author = "Perišić-Janjić, Nada U. and Đaković-Sekulić, Tatjana Lj. and Mijin, Dušan Ž. and Ušćumlić, Gordana S.",
year = "2001",
abstract = "Azo jedinjenja predstavijaju nejveéu grupu industrijskih boja, kako po broju, tako i po obimu proizvodje. Azo boje obavezno sardze azo grupu (-N=N-) vezanu za aromatican prsten. Primenjuju se u tekstilnoj industriji, ali i za bojenje papira i koze. U poslednje vreme veca painja posvecuje se fizioloskoj aktivnosti ove grupe jedinjenja, pa samim tim i njihovoj potencijalnoj primeni ufarmaceutskoj industriji.
Cilj ovoga rada je bio da se ispita hromatografsko ponasanje novo sintetisanih azo boja na tankim slojevima celuloze i silika gela koji ej bio inpregniran sa parafinskim uljem. Koriscena ej pokretna faza koncentrovani amonijak-aceton u kojoj ej variran zapreminski udeo acetona. Ispitano ej deset azo boja, derivata 5-4-supstituisanih arilazo)-6-hidroksi-4-metil-3- cijano-2-piridona, as sledecim supstituentima: H, CI, OCH, NO, OH, ,I CH3, C2H5, Br i СООН.
Na osnovu promene retencije uzavisnosti od zapreminskog udela acetona upokretnoj fazi doslo se do zakljucka o retencionom mehanizmu. Takodje, diskutovan je uticaj pojedinih supstituenata na retenciju.
S obzirom na potencijalnu primenu ove grupe jedinjenja kao fizioloski aktivnih supstanci izracunati su njihovi podeoni koeficijenti i korelirani sa retencionim konstantama. Poturdjena je moguénost primene retencionih parametara odredjenih hromatografijom na obrnutim fazama kao alternative za odredjivanje log P vrednosti novosintetisanih azo jedinjenja.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Izvodi radova / XL savetovanje Srpskog hemijskog društva, Novi Sad, 18. i 19. januar 2001. godine",
title = "Ispitivanje hromatografskog ponašanja nekih azo boja derivata piridona, Chromatographic behaviour of some azo dyes pyridone derivates",
pages = "126",
url = "https://hdl.handle.net/21.15107/rcub_technorep_7310"
}

Perišić-Janjić, N. U., Đaković-Sekulić, T. Lj., Mijin, D. Ž.,& Ušćumlić, G. S.. (2001). Ispitivanje hromatografskog ponašanja nekih azo boja derivata piridona. in Izvodi radova / XL savetovanje Srpskog hemijskog društva, Novi Sad, 18. i 19. januar 2001. godine
Beograd : Srpsko hemijsko društvo., 126.
https://hdl.handle.net/21.15107/rcub_technorep_7310

Perišić-Janjić NU, Đaković-Sekulić TL, Mijin DŽ, Ušćumlić GS. Ispitivanje hromatografskog ponašanja nekih azo boja derivata piridona. in Izvodi radova / XL savetovanje Srpskog hemijskog društva, Novi Sad, 18. i 19. januar 2001. godine. 2001;:126.
https://hdl.handle.net/21.15107/rcub_technorep_7310 .

Perišić-Janjić, Nada U., Đaković-Sekulić, Tatjana Lj., Mijin, Dušan Ž., Ušćumlić, Gordana S., "Ispitivanje hromatografskog ponašanja nekih azo boja derivata piridona" in Izvodi radova / XL savetovanje Srpskog hemijskog društva, Novi Sad, 18. i 19. januar 2001. godine (2001):126,
https://hdl.handle.net/21.15107/rcub_technorep_7310 .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Petrović, SM
AU  - Perišić-Janjić, Nada
AU  - Petrović, Slobodan
PY  - 2001
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/382
AB  - The chromatographic behavior of para substituted anilides of 2,2-dimethylpropanoic, benzoic and alpha -phenyl acetic acid has been studied by reversed-phase high performance liquid chromatography HPLC was performed on a C-18 column with various aqueous methanol mobile phases. The Influence on the retention of anilide type and additional substituents in the molecule is discussed. Several chromatographic hydrophobicity parameters (CHP) have been calculated by linear correlation between log k of the investigated compounds and the concentration of methanol in the mobile phase. The chromatographic hydrophobicity parameters were compared with the log P values calculated by Rekker's fragmental method. The results show moderate correlations of CHIP with log Mus, multiple linear regressions have been applied. It was found that besides log P even the electronic effects of individual polar groups capable of hydrogen bonding proved to be very important in hydrophobic characterization of the molecule.
PB  - Springer Heidelberg, Heidelberg
T2  - Chromatographia
T1  - HPLC behavior and hydrophobic parameters of some anilides
EP  - 64
IS  - 1-2
SP  - 60
VL  - 54
DO  - 10.1007/BF02491834
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Petrović, SM and Perišić-Janjić, Nada and Petrović, Slobodan",
year = "2001",
abstract = "The chromatographic behavior of para substituted anilides of 2,2-dimethylpropanoic, benzoic and alpha -phenyl acetic acid has been studied by reversed-phase high performance liquid chromatography HPLC was performed on a C-18 column with various aqueous methanol mobile phases. The Influence on the retention of anilide type and additional substituents in the molecule is discussed. Several chromatographic hydrophobicity parameters (CHP) have been calculated by linear correlation between log k of the investigated compounds and the concentration of methanol in the mobile phase. The chromatographic hydrophobicity parameters were compared with the log P values calculated by Rekker's fragmental method. The results show moderate correlations of CHIP with log Mus, multiple linear regressions have been applied. It was found that besides log P even the electronic effects of individual polar groups capable of hydrogen bonding proved to be very important in hydrophobic characterization of the molecule.",
publisher = "Springer Heidelberg, Heidelberg",
journal = "Chromatographia",
title = "HPLC behavior and hydrophobic parameters of some anilides",
pages = "64-60",
number = "1-2",
volume = "54",
doi = "10.1007/BF02491834"
}

Đaković-Sekulić, T., Petrović, S., Perišić-Janjić, N.,& Petrović, S.. (2001). HPLC behavior and hydrophobic parameters of some anilides. in Chromatographia
Springer Heidelberg, Heidelberg., 54(1-2), 60-64.
https://doi.org/10.1007/BF02491834

Đaković-Sekulić T, Petrović S, Perišić-Janjić N, Petrović S. HPLC behavior and hydrophobic parameters of some anilides. in Chromatographia. 2001;54(1-2):60-64.
doi:10.1007/BF02491834 .

Đaković-Sekulić, Tatjana, Petrović, SM, Perišić-Janjić, Nada, Petrović, Slobodan, "HPLC behavior and hydrophobic parameters of some anilides" in Chromatographia, 54, no. 1-2 (2001):60-64,
https://doi.org/10.1007/BF02491834 . .

TY  - JOUR
AU  - Đaković-Sekulić, Tatjana
AU  - Perišić-Janjić, Nada
AU  - Petrović, Slobodan
PY  - 1997
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/132
AB  - The TLC retention behavior of formanilide and I substituted acetanilides on starch and cellulose layers has been studied using aqueous mobile phases with methanol, acetonitrile, acetone, and 1-propanol as modifiers, R-Mw values derived by linear extrapolation of the plot of R-M against volume fraction of organic modifier to 100% water are not dependent on the nature of the organic modifier, Correlation was observed between R-Mw values on starch and cellulose layers, Because R-M values are related to the partitioning of the solute molecules in the given system, they can be regarded as a measure of a solute's hydrophobicity, We correlated R-Mw values with the lipophilicity parameters, pi and logP; the quadratic equation fit the data well, Multiple regression analyses was, furthermore, successfully applied with pi, sigma, and HD as independent variables? suggesting that the electronic properties and hydrogen bonding of the substituent participate in the retention mechanism.
PB  - Akademiai Kiado Zrt, Budapest
T2  - JPC-Journal of Planar Chromatography-Modern Tlc
T1  - The retention behavior of some anilides on unconventional TLC supports
EP  - 302
IS  - 4
SP  - 298
VL  - 10
UR  - https://hdl.handle.net/21.15107/rcub_technorep_132
ER  - 

@article{
author = "Đaković-Sekulić, Tatjana and Perišić-Janjić, Nada and Petrović, Slobodan",
year = "1997",
abstract = "The TLC retention behavior of formanilide and I substituted acetanilides on starch and cellulose layers has been studied using aqueous mobile phases with methanol, acetonitrile, acetone, and 1-propanol as modifiers, R-Mw values derived by linear extrapolation of the plot of R-M against volume fraction of organic modifier to 100% water are not dependent on the nature of the organic modifier, Correlation was observed between R-Mw values on starch and cellulose layers, Because R-M values are related to the partitioning of the solute molecules in the given system, they can be regarded as a measure of a solute's hydrophobicity, We correlated R-Mw values with the lipophilicity parameters, pi and logP; the quadratic equation fit the data well, Multiple regression analyses was, furthermore, successfully applied with pi, sigma, and HD as independent variables? suggesting that the electronic properties and hydrogen bonding of the substituent participate in the retention mechanism.",
publisher = "Akademiai Kiado Zrt, Budapest",
journal = "JPC-Journal of Planar Chromatography-Modern Tlc",
title = "The retention behavior of some anilides on unconventional TLC supports",
pages = "302-298",
number = "4",
volume = "10",
url = "https://hdl.handle.net/21.15107/rcub_technorep_132"
}

Đaković-Sekulić, T., Perišić-Janjić, N.,& Petrović, S.. (1997). The retention behavior of some anilides on unconventional TLC supports. in JPC-Journal of Planar Chromatography-Modern Tlc
Akademiai Kiado Zrt, Budapest., 10(4), 298-302.
https://hdl.handle.net/21.15107/rcub_technorep_132

Đaković-Sekulić T, Perišić-Janjić N, Petrović S. The retention behavior of some anilides on unconventional TLC supports. in JPC-Journal of Planar Chromatography-Modern Tlc. 1997;10(4):298-302.
https://hdl.handle.net/21.15107/rcub_technorep_132 .

Đaković-Sekulić, Tatjana, Perišić-Janjić, Nada, Petrović, Slobodan, "The retention behavior of some anilides on unconventional TLC supports" in JPC-Journal of Planar Chromatography-Modern Tlc, 10, no. 4 (1997):298-302,
https://hdl.handle.net/21.15107/rcub_technorep_132 .