TY  - CONF
AU  - Jevtić, Ivana
AU  - Andrić, Deana
AU  - Penjišević, Jelena
AU  - Šukalović, Vladimir
AU  - Dukic-Stefanovic, Sladjana
AU  - Kostić-Rajačić, Slađana
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5851
AB  - Serotonin 5HT1a receptors belongs to a class G-protein coupled receptors and it is widely recognized as one of the targets for treating neurological disorders such depression and schizophrenia. N-arylpiperazine structural motif is present in many compounds with pronounced 5HT1a activity including recently approved aripiprazole for the treatment of the major depressive disorder.
PB  - European Federation for Medicinal chemistry and Chemical biology (EFMC)
C3  - Book of abstracts - EFMC-YMCS-Young Medicinal Chemists' Symposium, September 8-9, 2022, Nice, France
T1  - Structure-activity relationship, docking analysis and ADME  properties of newly designed, potent serotonin 5HT1a receptor ligands
SP  - 66
EP  - 66
UR  - https://hdl.handle.net/21.15107/rcub_cer_5851
ER  - 

@conference{
author = "Jevtić, Ivana and Andrić, Deana and Penjišević, Jelena and Šukalović, Vladimir and Dukic-Stefanovic, Sladjana and Kostić-Rajačić, Slađana",
year = "2022",
abstract = "Serotonin 5HT1a receptors belongs to a class G-protein coupled receptors and it is widely recognized as one of the targets for treating neurological disorders such depression and schizophrenia. N-arylpiperazine structural motif is present in many compounds with pronounced 5HT1a activity including recently approved aripiprazole for the treatment of the major depressive disorder.",
publisher = "European Federation for Medicinal chemistry and Chemical biology (EFMC)",
journal = "Book of abstracts - EFMC-YMCS-Young Medicinal Chemists' Symposium, September 8-9, 2022, Nice, France",
title = "Structure-activity relationship, docking analysis and ADME  properties of newly designed, potent serotonin 5HT1a receptor ligands",
pages = "66-66",
url = "https://hdl.handle.net/21.15107/rcub_cer_5851"
}

Jevtić, I., Andrić, D., Penjišević, J., Šukalović, V., Dukic-Stefanovic, S.,& Kostić-Rajačić, S.. (2022). Structure-activity relationship, docking analysis and ADME  properties of newly designed, potent serotonin 5HT1a receptor ligands. in Book of abstracts - EFMC-YMCS-Young Medicinal Chemists' Symposium, September 8-9, 2022, Nice, France
European Federation for Medicinal chemistry and Chemical biology (EFMC)., 66-66.
https://hdl.handle.net/21.15107/rcub_cer_5851

Jevtić I, Andrić D, Penjišević J, Šukalović V, Dukic-Stefanovic S, Kostić-Rajačić S. Structure-activity relationship, docking analysis and ADME  properties of newly designed, potent serotonin 5HT1a receptor ligands. in Book of abstracts - EFMC-YMCS-Young Medicinal Chemists' Symposium, September 8-9, 2022, Nice, France. 2022;:66-66.
https://hdl.handle.net/21.15107/rcub_cer_5851 .

Jevtić, Ivana, Andrić, Deana, Penjišević, Jelena, Šukalović, Vladimir, Dukic-Stefanovic, Sladjana, Kostić-Rajačić, Slađana, "Structure-activity relationship, docking analysis and ADME  properties of newly designed, potent serotonin 5HT1a receptor ligands" in Book of abstracts - EFMC-YMCS-Young Medicinal Chemists' Symposium, September 8-9, 2022, Nice, France (2022):66-66,
https://hdl.handle.net/21.15107/rcub_cer_5851 .

TY  - CONF
AU  - Andrić, Deana
AU  - Dukic-Stefanovic, Sladjana
AU  - Penjišević, Jelena
AU  - Jevtić, Ivana
AU  - Šukalović, Vladimir
AU  - Suručić, Relja
AU  - Kostić-Rajačić, Slađana
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5849
AB  - 5HT1A receptor targeting drugs have been used as the treatment for the many neuropsychiatric
disorders, such as schizophrenia and depression. As a part of ongoing research, we designed series of
new compounds that share arylpiperazine common structural motif with the 5HT1A receptor ligand
aripiprazole. Receptor-ligand interactions were determined by the molecular docking simulations,
revealing the positive impact of the phenyl substitution in the arylpiperazine part of the molecules. Nine
selected compounds were synthesized in four reaction steps in high overall yields (59-73%). In vitro
pharmacological evaluation of the synthesized compounds revealed three compounds (5b, 6b and 6c)
with high 5HT1A binding affinity, comparable with aripiprazole (Ki 12.0, 4.8, 12.8, 5.6 nM,
respectively). Compounds from b series, 5b and 6b, possess 2-methoxyphenyl substituents, while 6c
possess 2,3-dichlorophenyl substituent in the arylpiperazine part of the molecule. The pharmacological
results are therefore in accordance with the molecular docking simulations thus proving the rational
design. Compounds 5c, 6b and 6c can be considered as the candidates for further evaluation as new,
potential antidepressants.
PB  - Kragujevac : Institute for Information Technologies
C3  - Book of proceedings - 1st International Conference on Chemo and Bioinformatics, October 26-27, 2021. Kragujevac
T1  - Design, Synthesis and Pharmacological Evaluation of novel N-{4-[2-(4-aryl-piperazin-1-yl)-ethyl]-phenyl}-arylamides
SP  - 355
EP  - 358
DO  - 10.46793/ICCBI21.355A
ER  - 

@conference{
author = "Andrić, Deana and Dukic-Stefanovic, Sladjana and Penjišević, Jelena and Jevtić, Ivana and Šukalović, Vladimir and Suručić, Relja and Kostić-Rajačić, Slađana",
year = "2021",
abstract = "5HT1A receptor targeting drugs have been used as the treatment for the many neuropsychiatric
disorders, such as schizophrenia and depression. As a part of ongoing research, we designed series of
new compounds that share arylpiperazine common structural motif with the 5HT1A receptor ligand
aripiprazole. Receptor-ligand interactions were determined by the molecular docking simulations,
revealing the positive impact of the phenyl substitution in the arylpiperazine part of the molecules. Nine
selected compounds were synthesized in four reaction steps in high overall yields (59-73%). In vitro
pharmacological evaluation of the synthesized compounds revealed three compounds (5b, 6b and 6c)
with high 5HT1A binding affinity, comparable with aripiprazole (Ki 12.0, 4.8, 12.8, 5.6 nM,
respectively). Compounds from b series, 5b and 6b, possess 2-methoxyphenyl substituents, while 6c
possess 2,3-dichlorophenyl substituent in the arylpiperazine part of the molecule. The pharmacological
results are therefore in accordance with the molecular docking simulations thus proving the rational
design. Compounds 5c, 6b and 6c can be considered as the candidates for further evaluation as new,
potential antidepressants.",
publisher = "Kragujevac : Institute for Information Technologies",
journal = "Book of proceedings - 1st International Conference on Chemo and Bioinformatics, October 26-27, 2021. Kragujevac",
title = "Design, Synthesis and Pharmacological Evaluation of novel N-{4-[2-(4-aryl-piperazin-1-yl)-ethyl]-phenyl}-arylamides",
pages = "355-358",
doi = "10.46793/ICCBI21.355A"
}

Andrić, D., Dukic-Stefanovic, S., Penjišević, J., Jevtić, I., Šukalović, V., Suručić, R.,& Kostić-Rajačić, S.. (2021). Design, Synthesis and Pharmacological Evaluation of novel N-{4-[2-(4-aryl-piperazin-1-yl)-ethyl]-phenyl}-arylamides. in Book of proceedings - 1st International Conference on Chemo and Bioinformatics, October 26-27, 2021. Kragujevac
Kragujevac : Institute for Information Technologies., 355-358.
https://doi.org/10.46793/ICCBI21.355A

Andrić D, Dukic-Stefanovic S, Penjišević J, Jevtić I, Šukalović V, Suručić R, Kostić-Rajačić S. Design, Synthesis and Pharmacological Evaluation of novel N-{4-[2-(4-aryl-piperazin-1-yl)-ethyl]-phenyl}-arylamides. in Book of proceedings - 1st International Conference on Chemo and Bioinformatics, October 26-27, 2021. Kragujevac. 2021;:355-358.
doi:10.46793/ICCBI21.355A .

Andrić, Deana, Dukic-Stefanovic, Sladjana, Penjišević, Jelena, Jevtić, Ivana, Šukalović, Vladimir, Suručić, Relja, Kostić-Rajačić, Slađana, "Design, Synthesis and Pharmacological Evaluation of novel N-{4-[2-(4-aryl-piperazin-1-yl)-ethyl]-phenyl}-arylamides" in Book of proceedings - 1st International Conference on Chemo and Bioinformatics, October 26-27, 2021. Kragujevac (2021):355-358,
https://doi.org/10.46793/ICCBI21.355A . .

TY  - CONF
AU  - Jevtić, Ivana
AU  - Lai, Hang
AU  - Penjišević, Jelena
AU  - Teodoro, Rodrigo
AU  - Dukic-Stefanovic, Sladjana
AU  - Brust, Peter
AU  - Kostić-Rajačić, Slađana
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5836
AB  - The aim of this study was to develop highly specific radiofluorinated ligands for quantitative positron emission tomography (PET) imaging of monoamine oxidase-B (MAO-B) in brain. A series of 8 fluoro derivatives of 1-cinnamyl-4-arylpiperazine were synthesized by standard methods of organic synthesis. The affinity of the compounds was determined in a competitive binding assay using L-[3H] deprenyl as radioligand on rat brain homogenates. The KD of the radioligand was determined by homologous competition. An efficient, three-step procedure for the synthesis of the potential MAO-B ligands was developed. A competitive binding assay was established, using L-[3H]deprenyl as the radioligand, and rat brain membrane homogenate. The compounds were screened (three concentrations 10-9, 10-7 and 10-5) for their MAO-B affinity. We successfully synthesized a series of fluorinated MAO-B ligands. Unfortunately, their affinities toward MAO-B have proved to be rather low. To increase the affinity further modifications are needed.
PB  - Serbian Neuroscience Society / Društvo za neuronauke Srbije
PB  - National Neurocience Society of Romania
PB  - Neuroscience Society of Turkey
C3  - Abstract Book - FENS regional meeting, July 10-13, 2019, Belgrade, Serbia
T1  - Synthesis and biological evaluation of new, potential MAO-B ligands.
SP  - 286
EP  - 286
UR  - https://hdl.handle.net/21.15107/rcub_cer_5836
ER  - 

@conference{
author = "Jevtić, Ivana and Lai, Hang and Penjišević, Jelena and Teodoro, Rodrigo and Dukic-Stefanovic, Sladjana and Brust, Peter and Kostić-Rajačić, Slađana",
year = "2019",
abstract = "The aim of this study was to develop highly specific radiofluorinated ligands for quantitative positron emission tomography (PET) imaging of monoamine oxidase-B (MAO-B) in brain. A series of 8 fluoro derivatives of 1-cinnamyl-4-arylpiperazine were synthesized by standard methods of organic synthesis. The affinity of the compounds was determined in a competitive binding assay using L-[3H] deprenyl as radioligand on rat brain homogenates. The KD of the radioligand was determined by homologous competition. An efficient, three-step procedure for the synthesis of the potential MAO-B ligands was developed. A competitive binding assay was established, using L-[3H]deprenyl as the radioligand, and rat brain membrane homogenate. The compounds were screened (three concentrations 10-9, 10-7 and 10-5) for their MAO-B affinity. We successfully synthesized a series of fluorinated MAO-B ligands. Unfortunately, their affinities toward MAO-B have proved to be rather low. To increase the affinity further modifications are needed.",
publisher = "Serbian Neuroscience Society / Društvo za neuronauke Srbije, National Neurocience Society of Romania, Neuroscience Society of Turkey",
journal = "Abstract Book - FENS regional meeting, July 10-13, 2019, Belgrade, Serbia",
title = "Synthesis and biological evaluation of new, potential MAO-B ligands.",
pages = "286-286",
url = "https://hdl.handle.net/21.15107/rcub_cer_5836"
}

Jevtić, I., Lai, H., Penjišević, J., Teodoro, R., Dukic-Stefanovic, S., Brust, P.,& Kostić-Rajačić, S.. (2019). Synthesis and biological evaluation of new, potential MAO-B ligands.. in Abstract Book - FENS regional meeting, July 10-13, 2019, Belgrade, Serbia
Serbian Neuroscience Society / Društvo za neuronauke Srbije., 286-286.
https://hdl.handle.net/21.15107/rcub_cer_5836

Jevtić I, Lai H, Penjišević J, Teodoro R, Dukic-Stefanovic S, Brust P, Kostić-Rajačić S. Synthesis and biological evaluation of new, potential MAO-B ligands.. in Abstract Book - FENS regional meeting, July 10-13, 2019, Belgrade, Serbia. 2019;:286-286.
https://hdl.handle.net/21.15107/rcub_cer_5836 .

Jevtić, Ivana, Lai, Hang, Penjišević, Jelena, Teodoro, Rodrigo, Dukic-Stefanovic, Sladjana, Brust, Peter, Kostić-Rajačić, Slađana, "Synthesis and biological evaluation of new, potential MAO-B ligands." in Abstract Book - FENS regional meeting, July 10-13, 2019, Belgrade, Serbia (2019):286-286,
https://hdl.handle.net/21.15107/rcub_cer_5836 .

TY  - CONF
AU  - Penjišević, Jelena
AU  - Andrić, Deana
AU  - Dukic-Stefanovic, Sladjana
AU  - Spalholz, Tina
AU  - Burst, Peter
AU  - Kostić-Rajačić, Slađana
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5833
AB  - Serotonin 5HT1a receptor belongs to a class of G-protein coupled receptors. It serves as a
potential target for neurological disorders such as depression, anxiety etc. It is a well-known
fact that N-arylpiperazine moiety is present in compounds with pronounced 5HT1a activity.
Taking into account previously published results1 novel structures of N-{4-[2-(4-
arylpiperazin-1-yl)ethyl]phenyl}arylamides (Figure 1.) were designed for target synthesis.
Proposed modifications include: different position of hydroxyl group in aryl amide part of
molecule and addition of methoxy and chloro substituents to the phenyl ring of parent
compounds, since their introduction in the molecule leads to increased receptor affinity.
New compounds were synthesized by acylation of N-arylpiperazines using 4-
nitrophenylacetic acid. Obtained amides were converted in 1-(4-nitrophenethyl)-4-
arylpiperazines using diborane in THF. Reduction of nitro compounds by Ra/Ni provided 1-
(4-aminophenethyl)-4-arylpiperazines. Target arylamides were obtained by condensation 1-
(4-aminophenethyl)-4-arylpiperazines with corresponding aryl acids in presence of
propylphosphoric acid anhydride (PPAA) in DMF.
All newly synthesized compounds were evaluated for their activity toward 5HT1a receptors
by in vitro competitive displacement assay of [3H] 8-OH-DPAT. HEK cell line were used as a
source of 5HT1a receptors.
Introduction of 2-methoxy and 2,3-dichloro groups,as well as meta and para hydroxyl group
in molecule resulted in increment of affinity toward 5HT1a receptors comparing to the parent
compounds.
PB  - European federation for medicinal chemistry (EFMC)
C3  - 11th Joint Meeting on Medicinal Chemistry, Final Programme, Јune 27-30, 2019,  Prague, Czech Republic
T1  - Synthesis and pharmacological evaluation of N-{4-[2-(4-arylpiperazin-1-      yl)ethyl]phenyl} arylamides
SP  - P-64
UR  - https://hdl.handle.net/21.15107/rcub_cer_5833
ER  - 

@conference{
author = "Penjišević, Jelena and Andrić, Deana and Dukic-Stefanovic, Sladjana and Spalholz, Tina and Burst, Peter and Kostić-Rajačić, Slađana",
year = "2019",
abstract = "Serotonin 5HT1a receptor belongs to a class of G-protein coupled receptors. It serves as a
potential target for neurological disorders such as depression, anxiety etc. It is a well-known
fact that N-arylpiperazine moiety is present in compounds with pronounced 5HT1a activity.
Taking into account previously published results1 novel structures of N-{4-[2-(4-
arylpiperazin-1-yl)ethyl]phenyl}arylamides (Figure 1.) were designed for target synthesis.
Proposed modifications include: different position of hydroxyl group in aryl amide part of
molecule and addition of methoxy and chloro substituents to the phenyl ring of parent
compounds, since their introduction in the molecule leads to increased receptor affinity.
New compounds were synthesized by acylation of N-arylpiperazines using 4-
nitrophenylacetic acid. Obtained amides were converted in 1-(4-nitrophenethyl)-4-
arylpiperazines using diborane in THF. Reduction of nitro compounds by Ra/Ni provided 1-
(4-aminophenethyl)-4-arylpiperazines. Target arylamides were obtained by condensation 1-
(4-aminophenethyl)-4-arylpiperazines with corresponding aryl acids in presence of
propylphosphoric acid anhydride (PPAA) in DMF.
All newly synthesized compounds were evaluated for their activity toward 5HT1a receptors
by in vitro competitive displacement assay of [3H] 8-OH-DPAT. HEK cell line were used as a
source of 5HT1a receptors.
Introduction of 2-methoxy and 2,3-dichloro groups,as well as meta and para hydroxyl group
in molecule resulted in increment of affinity toward 5HT1a receptors comparing to the parent
compounds.",
publisher = "European federation for medicinal chemistry (EFMC)",
journal = "11th Joint Meeting on Medicinal Chemistry, Final Programme, Јune 27-30, 2019,  Prague, Czech Republic",
title = "Synthesis and pharmacological evaluation of N-{4-[2-(4-arylpiperazin-1-      yl)ethyl]phenyl} arylamides",
pages = "P-64",
url = "https://hdl.handle.net/21.15107/rcub_cer_5833"
}

Penjišević, J., Andrić, D., Dukic-Stefanovic, S., Spalholz, T., Burst, P.,& Kostić-Rajačić, S.. (2019). Synthesis and pharmacological evaluation of N-{4-[2-(4-arylpiperazin-1-      yl)ethyl]phenyl} arylamides. in 11th Joint Meeting on Medicinal Chemistry, Final Programme, Јune 27-30, 2019,  Prague, Czech Republic
European federation for medicinal chemistry (EFMC)., P-64.
https://hdl.handle.net/21.15107/rcub_cer_5833

Penjišević J, Andrić D, Dukic-Stefanovic S, Spalholz T, Burst P, Kostić-Rajačić S. Synthesis and pharmacological evaluation of N-{4-[2-(4-arylpiperazin-1-      yl)ethyl]phenyl} arylamides. in 11th Joint Meeting on Medicinal Chemistry, Final Programme, Јune 27-30, 2019,  Prague, Czech Republic. 2019;:P-64.
https://hdl.handle.net/21.15107/rcub_cer_5833 .

Penjišević, Jelena, Andrić, Deana, Dukic-Stefanovic, Sladjana, Spalholz, Tina, Burst, Peter, Kostić-Rajačić, Slađana, "Synthesis and pharmacological evaluation of N-{4-[2-(4-arylpiperazin-1-      yl)ethyl]phenyl} arylamides" in 11th Joint Meeting on Medicinal Chemistry, Final Programme, Јune 27-30, 2019,  Prague, Czech Republic (2019):P-64,
https://hdl.handle.net/21.15107/rcub_cer_5833 .