TY  - JOUR
AU  - Salihovic, Mirsada
AU  - Osmanović, Amar
AU  - Špirtović-Halilović, Selma
AU  - Roca, Sunčica
AU  - Meščić, Andrijana
AU  - Vujisić, Ljubodrag V.
AU  - Trifunović, Snežana S.
AU  - Završnik, Davorka
AU  - Sofić, Emin
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3448
AB  - Because of the great pharmacological potential of the pyrimidine motif, novel C-5 substituted N-3 acyclic and O-4 acyclic pyrimidine derivatives were prepared as an interesting class of compounds for biological evaluation. Introduction of the 2,3-dihydroxypropyl (DHP) and penciclovir (PCV)-like side chains to 2-methoxypyrimidin-4-one (2) afforded a mixture of N- and O-acyclic pyrimidine nucleosides in the ratio of 54: 29 (3:4) and 57:21 (5:6) with N-3 isomer being dominant. Distinction between N- and O-alkylated pyrimidine moiety was deduced from extensive experimental FT-IR, HPLC-MS and 1D (H-1, C-13) and 2D (COSY, HMQC and HMBC) NMR analyses. The N-, O-regioisomers were also examined by computational method at density functional theory (DFT) RB3LYP/6-31G(d), 6-31G** and 6-31+G* levels. DFT global chemical reactivity descriptors (total energy, chemical hardness, electronic chemical potential and electrophilicity) were calculated for the isomers and used to predict and describe their relative stability and reactivity. The chemical reactivity indices were related to the C-2-N-3-C-4 bond angle. Theoretical predictions can be used to compare chemical reactivity and stability with future biological evaluation and behaviour of these compounds.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine
VL  - 1091
SP  - 170
EP  - 176
DO  - 10.1016/j.molstruc.2015.02.078
ER  - 

@article{
author = "Salihovic, Mirsada and Osmanović, Amar and Špirtović-Halilović, Selma and Roca, Sunčica and Meščić, Andrijana and Vujisić, Ljubodrag V. and Trifunović, Snežana S. and Završnik, Davorka and Sofić, Emin",
year = "2015",
abstract = "Because of the great pharmacological potential of the pyrimidine motif, novel C-5 substituted N-3 acyclic and O-4 acyclic pyrimidine derivatives were prepared as an interesting class of compounds for biological evaluation. Introduction of the 2,3-dihydroxypropyl (DHP) and penciclovir (PCV)-like side chains to 2-methoxypyrimidin-4-one (2) afforded a mixture of N- and O-acyclic pyrimidine nucleosides in the ratio of 54: 29 (3:4) and 57:21 (5:6) with N-3 isomer being dominant. Distinction between N- and O-alkylated pyrimidine moiety was deduced from extensive experimental FT-IR, HPLC-MS and 1D (H-1, C-13) and 2D (COSY, HMQC and HMBC) NMR analyses. The N-, O-regioisomers were also examined by computational method at density functional theory (DFT) RB3LYP/6-31G(d), 6-31G** and 6-31+G* levels. DFT global chemical reactivity descriptors (total energy, chemical hardness, electronic chemical potential and electrophilicity) were calculated for the isomers and used to predict and describe their relative stability and reactivity. The chemical reactivity indices were related to the C-2-N-3-C-4 bond angle. Theoretical predictions can be used to compare chemical reactivity and stability with future biological evaluation and behaviour of these compounds.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine",
volume = "1091",
pages = "170-176",
doi = "10.1016/j.molstruc.2015.02.078"
}

Salihovic, M., Osmanović, A., Špirtović-Halilović, S., Roca, S., Meščić, A., Vujisić, L. V., Trifunović, S. S., Završnik, D.,& Sofić, E.. (2015). Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 1091, 170-176.
https://doi.org/10.1016/j.molstruc.2015.02.078

Salihovic M, Osmanović A, Špirtović-Halilović S, Roca S, Meščić A, Vujisić LV, Trifunović SS, Završnik D, Sofić E. Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine. in Journal of Molecular Structure. 2015;1091:170-176.
doi:10.1016/j.molstruc.2015.02.078 .

Salihovic, Mirsada, Osmanović, Amar, Špirtović-Halilović, Selma, Roca, Sunčica, Meščić, Andrijana, Vujisić, Ljubodrag V., Trifunović, Snežana S., Završnik, Davorka, Sofić, Emin, "Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine" in Journal of Molecular Structure, 1091 (2015):170-176,
https://doi.org/10.1016/j.molstruc.2015.02.078 . .

TY  - JOUR
AU  - Salihovic, Mirsada
AU  - Osmanović, Amar
AU  - Špirtović-Halilović, Selma
AU  - Roca, Sunčica
AU  - Meščić, Andrijana
AU  - Vujisić, Ljubodrag V.
AU  - Trifunović, Snežana S.
AU  - Završnik, Davorka
AU  - Sofić, Emin
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1696
AB  - Because of the great pharmacological potential of the pyrimidine motif, novel C-5 substituted N-3 acyclic and O-4 acyclic pyrimidine derivatives were prepared as an interesting class of compounds for biological evaluation. Introduction of the 2,3-dihydroxypropyl (DHP) and penciclovir (PCV)-like side chains to 2-methoxypyrimidin-4-one (2) afforded a mixture of N- and O-acyclic pyrimidine nucleosides in the ratio of 54: 29 (3:4) and 57:21 (5:6) with N-3 isomer being dominant. Distinction between N- and O-alkylated pyrimidine moiety was deduced from extensive experimental FT-IR, HPLC-MS and 1D (H-1, C-13) and 2D (COSY, HMQC and HMBC) NMR analyses. The N-, O-regioisomers were also examined by computational method at density functional theory (DFT) RB3LYP/6-31G(d), 6-31G** and 6-31+G* levels. DFT global chemical reactivity descriptors (total energy, chemical hardness, electronic chemical potential and electrophilicity) were calculated for the isomers and used to predict and describe their relative stability and reactivity. The chemical reactivity indices were related to the C-2-N-3-C-4 bond angle. Theoretical predictions can be used to compare chemical reactivity and stability with future biological evaluation and behaviour of these compounds.
PB  - Elsevier Science Bv, Amsterdam
T2  - Journal of Molecular Structure
T1  - Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine
VL  - 1091
SP  - 170
EP  - 176
DO  - 10.1016/j.molstruc.2015.02.078
ER  - 

@article{
author = "Salihovic, Mirsada and Osmanović, Amar and Špirtović-Halilović, Selma and Roca, Sunčica and Meščić, Andrijana and Vujisić, Ljubodrag V. and Trifunović, Snežana S. and Završnik, Davorka and Sofić, Emin",
year = "2015",
abstract = "Because of the great pharmacological potential of the pyrimidine motif, novel C-5 substituted N-3 acyclic and O-4 acyclic pyrimidine derivatives were prepared as an interesting class of compounds for biological evaluation. Introduction of the 2,3-dihydroxypropyl (DHP) and penciclovir (PCV)-like side chains to 2-methoxypyrimidin-4-one (2) afforded a mixture of N- and O-acyclic pyrimidine nucleosides in the ratio of 54: 29 (3:4) and 57:21 (5:6) with N-3 isomer being dominant. Distinction between N- and O-alkylated pyrimidine moiety was deduced from extensive experimental FT-IR, HPLC-MS and 1D (H-1, C-13) and 2D (COSY, HMQC and HMBC) NMR analyses. The N-, O-regioisomers were also examined by computational method at density functional theory (DFT) RB3LYP/6-31G(d), 6-31G** and 6-31+G* levels. DFT global chemical reactivity descriptors (total energy, chemical hardness, electronic chemical potential and electrophilicity) were calculated for the isomers and used to predict and describe their relative stability and reactivity. The chemical reactivity indices were related to the C-2-N-3-C-4 bond angle. Theoretical predictions can be used to compare chemical reactivity and stability with future biological evaluation and behaviour of these compounds.",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Journal of Molecular Structure",
title = "Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine",
volume = "1091",
pages = "170-176",
doi = "10.1016/j.molstruc.2015.02.078"
}

Salihovic, M., Osmanović, A., Špirtović-Halilović, S., Roca, S., Meščić, A., Vujisić, L. V., Trifunović, S. S., Završnik, D.,& Sofić, E.. (2015). Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine. in Journal of Molecular Structure
Elsevier Science Bv, Amsterdam., 1091, 170-176.
https://doi.org/10.1016/j.molstruc.2015.02.078

Salihovic M, Osmanović A, Špirtović-Halilović S, Roca S, Meščić A, Vujisić LV, Trifunović SS, Završnik D, Sofić E. Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine. in Journal of Molecular Structure. 2015;1091:170-176.
doi:10.1016/j.molstruc.2015.02.078 .

Salihovic, Mirsada, Osmanović, Amar, Špirtović-Halilović, Selma, Roca, Sunčica, Meščić, Andrijana, Vujisić, Ljubodrag V., Trifunović, Snežana S., Završnik, Davorka, Sofić, Emin, "Synthesis, structural, conformational and DFT studies of N-3 and O-4 alkylated regioisomers of 5-(hydroxypropyl)pyrimidine" in Journal of Molecular Structure, 1091 (2015):170-176,
https://doi.org/10.1016/j.molstruc.2015.02.078 . .

TY  - JOUR
AU  - Špirtović-Halilović, Selma
AU  - Salihovic, Mirsada
AU  - Trifunović, Snežana S.
AU  - Roca, Sunčica
AU  - Veljović, Elma
AU  - Osmanović, Amar
AU  - Vinkovic, Marijana
AU  - Završnik, Davorka
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1891
AB  - For some synthesized coumarin derivatives, H-1- and C-13-NMR isotropic chemical shifts and some other molecular properties were calculated using the density functional theory. The calculations yielded reliable results that were in good correlation with experimental data. This is a good basis for collaboration between experimentalists and quantum chemists.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Density functional theory: H-1- and C-13-NMR spectra of some coumarin derivatives
VL  - 79
IS  - 11
SP  - 1405
EP  - 1411
DO  - 10.2298/JSC140221023S
ER  - 

@article{
author = "Špirtović-Halilović, Selma and Salihovic, Mirsada and Trifunović, Snežana S. and Roca, Sunčica and Veljović, Elma and Osmanović, Amar and Vinkovic, Marijana and Završnik, Davorka",
year = "2014",
abstract = "For some synthesized coumarin derivatives, H-1- and C-13-NMR isotropic chemical shifts and some other molecular properties were calculated using the density functional theory. The calculations yielded reliable results that were in good correlation with experimental data. This is a good basis for collaboration between experimentalists and quantum chemists.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Density functional theory: H-1- and C-13-NMR spectra of some coumarin derivatives",
volume = "79",
number = "11",
pages = "1405-1411",
doi = "10.2298/JSC140221023S"
}

Špirtović-Halilović, S., Salihovic, M., Trifunović, S. S., Roca, S., Veljović, E., Osmanović, A., Vinkovic, M.,& Završnik, D.. (2014). Density functional theory: H-1- and C-13-NMR spectra of some coumarin derivatives. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 79(11), 1405-1411.
https://doi.org/10.2298/JSC140221023S

Špirtović-Halilović S, Salihovic M, Trifunović SS, Roca S, Veljović E, Osmanović A, Vinkovic M, Završnik D. Density functional theory: H-1- and C-13-NMR spectra of some coumarin derivatives. in Journal of the Serbian Chemical Society. 2014;79(11):1405-1411.
doi:10.2298/JSC140221023S .

Špirtović-Halilović, Selma, Salihovic, Mirsada, Trifunović, Snežana S., Roca, Sunčica, Veljović, Elma, Osmanović, Amar, Vinkovic, Marijana, Završnik, Davorka, "Density functional theory: H-1- and C-13-NMR spectra of some coumarin derivatives" in Journal of the Serbian Chemical Society, 79, no. 11 (2014):1405-1411,
https://doi.org/10.2298/JSC140221023S . .

TY  - JOUR
AU  - Špirtović-Halilović, Selma
AU  - Salihovic, Mirsada
AU  - Dzudzevic-Cancar, Hurija
AU  - Trifunović, Snežana S.
AU  - Roca, Sunčica
AU  - Softic, Dzenita
AU  - Završnik, Davorka
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1772
AB  - In the present investigation, a series of coumarin-based compounds containing a chalcone moiety were studied for their in vitro and in silico properties. The DFT global chemical reactivity descriptors (chemical hardness, total energy, electronic chemical potential and electrophilicity) were calculated for four synthesized compounds and used to predict their relative stability and reactivity. The antibacterial activities of all compounds were screened against Bacillus subtilis (ATCC 6633) and Bacilli's cereus (ATCC 11778). The quantum-chemical calculations indicated that the antibacterial activity correlates well with chemical reactivity descriptors of the molecules.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - DFT study and microbiology of some coumarin-based compounds containing a chalcone moiety
VL  - 79
IS  - 4
SP  - 435
EP  - 443
DO  - 10.2298/JSC130628077S
ER  - 

@article{
author = "Špirtović-Halilović, Selma and Salihovic, Mirsada and Dzudzevic-Cancar, Hurija and Trifunović, Snežana S. and Roca, Sunčica and Softic, Dzenita and Završnik, Davorka",
year = "2014",
abstract = "In the present investigation, a series of coumarin-based compounds containing a chalcone moiety were studied for their in vitro and in silico properties. The DFT global chemical reactivity descriptors (chemical hardness, total energy, electronic chemical potential and electrophilicity) were calculated for four synthesized compounds and used to predict their relative stability and reactivity. The antibacterial activities of all compounds were screened against Bacillus subtilis (ATCC 6633) and Bacilli's cereus (ATCC 11778). The quantum-chemical calculations indicated that the antibacterial activity correlates well with chemical reactivity descriptors of the molecules.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "DFT study and microbiology of some coumarin-based compounds containing a chalcone moiety",
volume = "79",
number = "4",
pages = "435-443",
doi = "10.2298/JSC130628077S"
}

Špirtović-Halilović, S., Salihovic, M., Dzudzevic-Cancar, H., Trifunović, S. S., Roca, S., Softic, D.,& Završnik, D.. (2014). DFT study and microbiology of some coumarin-based compounds containing a chalcone moiety. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 79(4), 435-443.
https://doi.org/10.2298/JSC130628077S

Špirtović-Halilović S, Salihovic M, Dzudzevic-Cancar H, Trifunović SS, Roca S, Softic D, Završnik D. DFT study and microbiology of some coumarin-based compounds containing a chalcone moiety. in Journal of the Serbian Chemical Society. 2014;79(4):435-443.
doi:10.2298/JSC130628077S .

Špirtović-Halilović, Selma, Salihovic, Mirsada, Dzudzevic-Cancar, Hurija, Trifunović, Snežana S., Roca, Sunčica, Softic, Dzenita, Završnik, Davorka, "DFT study and microbiology of some coumarin-based compounds containing a chalcone moiety" in Journal of the Serbian Chemical Society, 79, no. 4 (2014):435-443,
https://doi.org/10.2298/JSC130628077S . .