TY  - JOUR
AU  - Janjić, Goran
AU  - Marinović, Sanja
AU  - Jadranin, Milka
AU  - Ajduković, Marija
AU  - Đorđević, Ivana
AU  - Petkovic-Benazzouz, Marija
AU  - Milutinović Nikolić, Aleksandra
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6693
AB  - The catalytic degradation of hazardous organic contaminants in industrial wastewater is a promising technology. Reactions of tartrazine, the synthetic yellow azo dye, with Oxone® in the presence of catalyst in strong acidic condition (pH 2), were detected by using UV–Vis spectroscopy. In order to extend the applicability profile of Co-supported Al-pillared montmorillonite catalyst an investigation of Oxone® induced reactions were performed in extreme acidic environment. The products of the reactions were identified by liquid chromatography–mass spectrometry (LC-MS). Along with the catalytic decomposition of tartrazine induced by radical attack (confirmed as unique reaction path under neutral and alkaline conditions), the formation of tartrazine derivatives by reaction of nucleophilic addition was also detected. The presence of derivatives under acidic conditions slowed down the hydrolysis of tartrazine diazo bond in comparison to the reactions in neutral environment. Nevertheless, the reaction in acidic conditions (pH 2) is faster than the one conducted in alkaline conditions (pH 11). Theoretical calculations were used to complete and clarify the mechanisms of tartrazine derivatization and degradation, as well as to predict the UV–Vis spectra of compounds which could serve as predictors of certain reaction phases. ECOSAR program, used to estimate toxicological profile of compounds to aquatic animals, indicated an increase in the harmfulness of the compounds identified by LC-MS as degradation products from the reaction conducted for 240min. It could be concluded that an intensification of the process parameters (higher concentration of Oxone®, higher catalyst loading, increased reaction time, etc.) is needed in order to obtain only biodegradable products.
PB  - Elsevier
T2  - Environmental Pollution
T1  - Degradation of tartrazine by Oxone® in the presence of cobalt based catalyst supported on pillared montmorillonite - Efficient technology even in extreme conditions
VL  - 331
SP  - 121863
DO  - 10.1016/j.envpol.2023.121863
ER  - 

@article{
author = "Janjić, Goran and Marinović, Sanja and Jadranin, Milka and Ajduković, Marija and Đorđević, Ivana and Petkovic-Benazzouz, Marija and Milutinović Nikolić, Aleksandra",
year = "2023",
abstract = "The catalytic degradation of hazardous organic contaminants in industrial wastewater is a promising technology. Reactions of tartrazine, the synthetic yellow azo dye, with Oxone® in the presence of catalyst in strong acidic condition (pH 2), were detected by using UV–Vis spectroscopy. In order to extend the applicability profile of Co-supported Al-pillared montmorillonite catalyst an investigation of Oxone® induced reactions were performed in extreme acidic environment. The products of the reactions were identified by liquid chromatography–mass spectrometry (LC-MS). Along with the catalytic decomposition of tartrazine induced by radical attack (confirmed as unique reaction path under neutral and alkaline conditions), the formation of tartrazine derivatives by reaction of nucleophilic addition was also detected. The presence of derivatives under acidic conditions slowed down the hydrolysis of tartrazine diazo bond in comparison to the reactions in neutral environment. Nevertheless, the reaction in acidic conditions (pH 2) is faster than the one conducted in alkaline conditions (pH 11). Theoretical calculations were used to complete and clarify the mechanisms of tartrazine derivatization and degradation, as well as to predict the UV–Vis spectra of compounds which could serve as predictors of certain reaction phases. ECOSAR program, used to estimate toxicological profile of compounds to aquatic animals, indicated an increase in the harmfulness of the compounds identified by LC-MS as degradation products from the reaction conducted for 240min. It could be concluded that an intensification of the process parameters (higher concentration of Oxone®, higher catalyst loading, increased reaction time, etc.) is needed in order to obtain only biodegradable products.",
publisher = "Elsevier",
journal = "Environmental Pollution",
title = "Degradation of tartrazine by Oxone® in the presence of cobalt based catalyst supported on pillared montmorillonite - Efficient technology even in extreme conditions",
volume = "331",
pages = "121863",
doi = "10.1016/j.envpol.2023.121863"
}

Janjić, G., Marinović, S., Jadranin, M., Ajduković, M., Đorđević, I., Petkovic-Benazzouz, M.,& Milutinović Nikolić, A.. (2023). Degradation of tartrazine by Oxone® in the presence of cobalt based catalyst supported on pillared montmorillonite - Efficient technology even in extreme conditions. in Environmental Pollution
Elsevier., 331, 121863.
https://doi.org/10.1016/j.envpol.2023.121863

Janjić G, Marinović S, Jadranin M, Ajduković M, Đorđević I, Petkovic-Benazzouz M, Milutinović Nikolić A. Degradation of tartrazine by Oxone® in the presence of cobalt based catalyst supported on pillared montmorillonite - Efficient technology even in extreme conditions. in Environmental Pollution. 2023;331:121863.
doi:10.1016/j.envpol.2023.121863 .

Janjić, Goran, Marinović, Sanja, Jadranin, Milka, Ajduković, Marija, Đorđević, Ivana, Petkovic-Benazzouz, Marija, Milutinović Nikolić, Aleksandra, "Degradation of tartrazine by Oxone® in the presence of cobalt based catalyst supported on pillared montmorillonite - Efficient technology even in extreme conditions" in Environmental Pollution, 331 (2023):121863,
https://doi.org/10.1016/j.envpol.2023.121863 . .

TY  - CONF
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7350
AB  - Proučavano jedinjenje (slika 1) sintetisano je polazeći od cikloheksanona Bučerer- Bergsovom reakcijom i naknadnim acilovanjem dobijenog spirohidantoina. Izgradnja kristalne strukture ovog jedinjenja proučavana je sa aspekta doprinosa jednostavnih dimernih motiva koji se uspostavljaju preko različitih intermolekulskih interakcija.Intermolekulske interakcije dodatno su proučavane pomoću Hiršfeldovih površina i 2D grafičkih prikaza otisaka interakcija. Kristalna struktura, naime, zadržava motiv koji se često sreće kod derivata hidantoina, u kome su dva inverzano orijentisana molekula povezana parom N–H···O vodoničnih veza. Ovaj motiv formira dva tipa dvostrukih lanaca, koji dalje grade sloj (slika 2). Osim toga, slabe C–H⋯O interakcije zajedno sa disperzionim interakcijama (π-π i hidrofobne interakcije) identifikovane su u ovoj kristalnoj strukturi. Kristalografski	podaci:		C19H24N2O3, Mr = 328,4, trikliničan sistem, prostorna grupa P–1, a = 6,2810(2),	b = 12,0586(4),	c = 12,1852(5) Å,α = 77,624(3),	β = 81,039(3),	γ = 79,111(3) °,  V = 878.81(6) Å3, Z = 2, F(000) = 352, ρx = 1,380 g cm–3,µ(MoKα) = 0,084 mm–1. Utačnjavanje sa F2 (220 parametara) dalo je R1 = 0,0520, wR2 = 0,1199, S = 1,033 za sve podatke i R1 = 0,0443 za 3232 uočenih refleksija sa I ≥ 2σ(I).
AB  - The title compound (Figure 1) was prepared from cyclohexanone in the Bucherer-Bergs reaction, followed by acylation of the obtained spirohydantoin. Formation of the crystal structure of this compound was analysed in terms of a number of simple dimeric motifs which are associated with different intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin derivatives, where two molecules related by inversion are linked by a pair of N–H O hydrogen bonds. This motif is involved in two types of double chains, whichfurther form a layer (Figure 2). Intermolecular interactions were also investigated using Hirshfeld surface analysis and 2D fingerprint analysis. Weak C–H⋯O interactions together with thedispersion interactions (π-π and hydrophobic) as the source of attraction are identified in this crystal structure.Crystal data: C19H24N2O3, Mr = 328.4, triclinic system, space group P–1, a = 6.2810(2), b = 12.0586(4), c = 12.1852(5) Å, a = 77.624(3), β = 81.039(3), γ = 79.111(3) °, V = 878.81(6) Å3, Z = 2, F(000) = 352,ρx = 1.380 g cm–3, µ(MoKa) == 0.084 mm–1. The refinement on F2 (220 parameters) yielded R1 = 0.0520, wR2 = 0.1199,S = 1.033 for all data, and R1 = 0.0443 for 3232 observed reflections with I ≥ 2σ(I).
PB  - Beograd : Srpsko kristalografsko društvo
C3  - 28th Conference of the Serbian Crystallographic Society, Abstracts, Čačak, Serbia / XXVIII Konferencija Srpskog kristalografskog društva, Izvodi radova, Čačak, Srbija
T1  - Uloga strukturnih motiva u izgradnji supramolekulske arhitekture 3-(4-terc-butilbenzoil)-1,3-diazaspiro[4.5]Dekan-2,4-diona
T1  - Role of structural motifs in formation of the supramolecular architecture of 3-(4-tert-butylbenzoyl)-1,3-diazaspiro[4.5]Decane-2,4-dione
SP  - 56
EP  - 57
UR  - https://hdl.handle.net/21.15107/rcub_cer_7350
ER  - 

@conference{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja",
year = "2023",
abstract = "Proučavano jedinjenje (slika 1) sintetisano je polazeći od cikloheksanona Bučerer- Bergsovom reakcijom i naknadnim acilovanjem dobijenog spirohidantoina. Izgradnja kristalne strukture ovog jedinjenja proučavana je sa aspekta doprinosa jednostavnih dimernih motiva koji se uspostavljaju preko različitih intermolekulskih interakcija.Intermolekulske interakcije dodatno su proučavane pomoću Hiršfeldovih površina i 2D grafičkih prikaza otisaka interakcija. Kristalna struktura, naime, zadržava motiv koji se često sreće kod derivata hidantoina, u kome su dva inverzano orijentisana molekula povezana parom N–H···O vodoničnih veza. Ovaj motiv formira dva tipa dvostrukih lanaca, koji dalje grade sloj (slika 2). Osim toga, slabe C–H⋯O interakcije zajedno sa disperzionim interakcijama (π-π i hidrofobne interakcije) identifikovane su u ovoj kristalnoj strukturi. Kristalografski	podaci:		C19H24N2O3, Mr = 328,4, trikliničan sistem, prostorna grupa P–1, a = 6,2810(2),	b = 12,0586(4),	c = 12,1852(5) Å,α = 77,624(3),	β = 81,039(3),	γ = 79,111(3) °,  V = 878.81(6) Å3, Z = 2, F(000) = 352, ρx = 1,380 g cm–3,µ(MoKα) = 0,084 mm–1. Utačnjavanje sa F2 (220 parametara) dalo je R1 = 0,0520, wR2 = 0,1199, S = 1,033 za sve podatke i R1 = 0,0443 za 3232 uočenih refleksija sa I ≥ 2σ(I)., The title compound (Figure 1) was prepared from cyclohexanone in the Bucherer-Bergs reaction, followed by acylation of the obtained spirohydantoin. Formation of the crystal structure of this compound was analysed in terms of a number of simple dimeric motifs which are associated with different intermolecular interactions. The crystal structure retains the motif commonly found in hydantoin derivatives, where two molecules related by inversion are linked by a pair of N–H O hydrogen bonds. This motif is involved in two types of double chains, whichfurther form a layer (Figure 2). Intermolecular interactions were also investigated using Hirshfeld surface analysis and 2D fingerprint analysis. Weak C–H⋯O interactions together with thedispersion interactions (π-π and hydrophobic) as the source of attraction are identified in this crystal structure.Crystal data: C19H24N2O3, Mr = 328.4, triclinic system, space group P–1, a = 6.2810(2), b = 12.0586(4), c = 12.1852(5) Å, a = 77.624(3), β = 81.039(3), γ = 79.111(3) °, V = 878.81(6) Å3, Z = 2, F(000) = 352,ρx = 1.380 g cm–3, µ(MoKa) == 0.084 mm–1. The refinement on F2 (220 parameters) yielded R1 = 0.0520, wR2 = 0.1199,S = 1.033 for all data, and R1 = 0.0443 for 3232 observed reflections with I ≥ 2σ(I).",
publisher = "Beograd : Srpsko kristalografsko društvo",
journal = "28th Conference of the Serbian Crystallographic Society, Abstracts, Čačak, Serbia / XXVIII Konferencija Srpskog kristalografskog društva, Izvodi radova, Čačak, Srbija",
title = "Uloga strukturnih motiva u izgradnji supramolekulske arhitekture 3-(4-terc-butilbenzoil)-1,3-diazaspiro[4.5]Dekan-2,4-diona, Role of structural motifs in formation of the supramolecular architecture of 3-(4-tert-butylbenzoyl)-1,3-diazaspiro[4.5]Decane-2,4-dione",
pages = "56-57",
url = "https://hdl.handle.net/21.15107/rcub_cer_7350"
}

Lazić, A., Radovanović, L., Rogan, J., Janjić, G., Đorđević, I.,& Trišović, N.. (2023). Uloga strukturnih motiva u izgradnji supramolekulske arhitekture 3-(4-terc-butilbenzoil)-1,3-diazaspiro[4.5]Dekan-2,4-diona. in 28th Conference of the Serbian Crystallographic Society, Abstracts, Čačak, Serbia / XXVIII Konferencija Srpskog kristalografskog društva, Izvodi radova, Čačak, Srbija
Beograd : Srpsko kristalografsko društvo., 56-57.
https://hdl.handle.net/21.15107/rcub_cer_7350

Lazić A, Radovanović L, Rogan J, Janjić G, Đorđević I, Trišović N. Uloga strukturnih motiva u izgradnji supramolekulske arhitekture 3-(4-terc-butilbenzoil)-1,3-diazaspiro[4.5]Dekan-2,4-diona. in 28th Conference of the Serbian Crystallographic Society, Abstracts, Čačak, Serbia / XXVIII Konferencija Srpskog kristalografskog društva, Izvodi radova, Čačak, Srbija. 2023;:56-57.
https://hdl.handle.net/21.15107/rcub_cer_7350 .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "Uloga strukturnih motiva u izgradnji supramolekulske arhitekture 3-(4-terc-butilbenzoil)-1,3-diazaspiro[4.5]Dekan-2,4-diona" in 28th Conference of the Serbian Crystallographic Society, Abstracts, Čačak, Serbia / XXVIII Konferencija Srpskog kristalografskog društva, Izvodi radova, Čačak, Srbija (2023):56-57,
https://hdl.handle.net/21.15107/rcub_cer_7350 .

TY  - CONF
AU  - Đorđević, Ivana
AU  - Popović, Dragan
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6815
AB  - Here we have included the conformational gating by Glu242 into a framework of the proposed  His291 pumping model [4]. DFT/electrostatic calculations are employed to obtain energetics of  the proton and electron transfer reaction steps during the O→E transition [2, 3, 5–7]. In addition,  transition state theory estimates activation energies and kinetic barriers from the rate constant of  transitions. The energy profile of the reaction mechanism is studied by exploring how the redox  state of the metal centers, dielectric solvation effects, and membrane potential gradient affect the  energy levels and possible leakage of the protein pump through the Glu242 gating site. Particular  emphasis is made on side reactions that may short-circuit the pump, resulting in a loss of proton  pumping, and how this may be avoided in natural biological systems [2, 3]. CcO employs several  control mechanisms and gating situations to ensure the proton translocation unidirectionality and  prevent proton leak in the opposite direction
PB  - COST Action CA21101 "COSY"
C3  - Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade
T1  - Energetics and Kinetics of Steps in Proton Pumping Mechanism of Mammalian Cytochrome c Oxidase
SP  - 43
EP  - 43
UR  - https://hdl.handle.net/21.15107/rcub_cer_6815
ER  - 

@conference{
author = "Đorđević, Ivana and Popović, Dragan",
year = "2023",
abstract = "Here we have included the conformational gating by Glu242 into a framework of the proposed  His291 pumping model [4]. DFT/electrostatic calculations are employed to obtain energetics of  the proton and electron transfer reaction steps during the O→E transition [2, 3, 5–7]. In addition,  transition state theory estimates activation energies and kinetic barriers from the rate constant of  transitions. The energy profile of the reaction mechanism is studied by exploring how the redox  state of the metal centers, dielectric solvation effects, and membrane potential gradient affect the  energy levels and possible leakage of the protein pump through the Glu242 gating site. Particular  emphasis is made on side reactions that may short-circuit the pump, resulting in a loss of proton  pumping, and how this may be avoided in natural biological systems [2, 3]. CcO employs several  control mechanisms and gating situations to ensure the proton translocation unidirectionality and  prevent proton leak in the opposite direction",
publisher = "COST Action CA21101 "COSY"",
journal = "Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade",
title = "Energetics and Kinetics of Steps in Proton Pumping Mechanism of Mammalian Cytochrome c Oxidase",
pages = "43-43",
url = "https://hdl.handle.net/21.15107/rcub_cer_6815"
}

Đorđević, I.,& Popović, D.. (2023). Energetics and Kinetics of Steps in Proton Pumping Mechanism of Mammalian Cytochrome c Oxidase. in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade
COST Action CA21101 "COSY"., 43-43.
https://hdl.handle.net/21.15107/rcub_cer_6815

Đorđević I, Popović D. Energetics and Kinetics of Steps in Proton Pumping Mechanism of Mammalian Cytochrome c Oxidase. in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade. 2023;:43-43.
https://hdl.handle.net/21.15107/rcub_cer_6815 .

Đorđević, Ivana, Popović, Dragan, "Energetics and Kinetics of Steps in Proton Pumping Mechanism of Mammalian Cytochrome c Oxidase" in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade (2023):43-43,
https://hdl.handle.net/21.15107/rcub_cer_6815 .

TY  - CONF
AU  - Popović, Dragan
AU  - Đorđević, Ivana
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6814
AB  - With computer simulations that assess pKas of critical residues, explore electron and proton pathways, and evaluate the energetics of PT and ET processes, we can provide a more in-depth understanding of the molecular mechanism and catalytic cycle of CcO. Combining the DFT electronic structure and energy calculations with reaction and protein field contributions allows self-consistent solvation energy calculations to be iteratively performed. Moreover, valuable insights into mechanistic details and energetics of proton pumping and coupled ET/PT reactions are gained at the atomic level.
PB  - COST Action CA21101 "COSY"
C3  - Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade
T1  - DFT/Solvation Continuum Electrostatic Calculations of Proton  Pumping in Mammalian Cytochrome c Oxidase
SP  - 32
EP  - 32
UR  - https://hdl.handle.net/21.15107/rcub_cer_6814
ER  - 

@conference{
author = "Popović, Dragan and Đorđević, Ivana",
year = "2023",
abstract = "With computer simulations that assess pKas of critical residues, explore electron and proton pathways, and evaluate the energetics of PT and ET processes, we can provide a more in-depth understanding of the molecular mechanism and catalytic cycle of CcO. Combining the DFT electronic structure and energy calculations with reaction and protein field contributions allows self-consistent solvation energy calculations to be iteratively performed. Moreover, valuable insights into mechanistic details and energetics of proton pumping and coupled ET/PT reactions are gained at the atomic level.",
publisher = "COST Action CA21101 "COSY"",
journal = "Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade",
title = "DFT/Solvation Continuum Electrostatic Calculations of Proton  Pumping in Mammalian Cytochrome c Oxidase",
pages = "32-32",
url = "https://hdl.handle.net/21.15107/rcub_cer_6814"
}

Popović, D.,& Đorđević, I.. (2023). DFT/Solvation Continuum Electrostatic Calculations of Proton  Pumping in Mammalian Cytochrome c Oxidase. in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade
COST Action CA21101 "COSY"., 32-32.
https://hdl.handle.net/21.15107/rcub_cer_6814

Popović D, Đorđević I. DFT/Solvation Continuum Electrostatic Calculations of Proton  Pumping in Mammalian Cytochrome c Oxidase. in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade. 2023;:32-32.
https://hdl.handle.net/21.15107/rcub_cer_6814 .

Popović, Dragan, Đorđević, Ivana, "DFT/Solvation Continuum Electrostatic Calculations of Proton  Pumping in Mammalian Cytochrome c Oxidase" in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade (2023):32-32,
https://hdl.handle.net/21.15107/rcub_cer_6814 .

TY  - CONF
AU  - Lazić, Anita
AU  - Đorđević, Ivana
AU  - Radovanović, Lidija
AU  - Popović, Dragan
AU  - Rogan, Jelena
AU  - Trišović, Nemanja
AU  - Janjić, Goran
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6816
AB  - The hierarchical development of the crystal structure of racemic 3-(4-methoxybenzyl)-6,7- benzo-1,3-diazaspiro[4.5]decane-2,4-dione was analyzed through cooperativity of various homo  and heterochiral dimeric motifs associated with the presence of different intermolecular  interactions, namely strong N–H···O and weaker C–H···O, C–H···π and PILOs.1 Although a  bigger number of the contacts in the environment of the tetralin unit results from its larger  contact surface, the 4-methoxybenzyl unit provides a greater contribution to the overall  stabilization. In addition, the investigated compound is identified as a potential inhibitor of  kinase enzymes and AG protein-coupled receptors, with a slightly higher affinity for the later  enzyme. An analysis of the nature of the amino acid residues around the tetralin and 4-methoxy  benzyl units revealed that interactions with nonpolar groups are the most prevalent and even  more numerous than interactions with other amino acid residues (polar, positive and negative).
PB  - COST Action CA21101 "COSY"
C3  - Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade
T1  - Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone
SP  - 47
EP  - 47
UR  - https://hdl.handle.net/21.15107/rcub_cer_6816
ER  - 

@conference{
author = "Lazić, Anita and Đorđević, Ivana and Radovanović, Lidija and Popović, Dragan and Rogan, Jelena and Trišović, Nemanja and Janjić, Goran",
year = "2023",
abstract = "The hierarchical development of the crystal structure of racemic 3-(4-methoxybenzyl)-6,7- benzo-1,3-diazaspiro[4.5]decane-2,4-dione was analyzed through cooperativity of various homo  and heterochiral dimeric motifs associated with the presence of different intermolecular  interactions, namely strong N–H···O and weaker C–H···O, C–H···π and PILOs.1 Although a  bigger number of the contacts in the environment of the tetralin unit results from its larger  contact surface, the 4-methoxybenzyl unit provides a greater contribution to the overall  stabilization. In addition, the investigated compound is identified as a potential inhibitor of  kinase enzymes and AG protein-coupled receptors, with a slightly higher affinity for the later  enzyme. An analysis of the nature of the amino acid residues around the tetralin and 4-methoxy  benzyl units revealed that interactions with nonpolar groups are the most prevalent and even  more numerous than interactions with other amino acid residues (polar, positive and negative).",
publisher = "COST Action CA21101 "COSY"",
journal = "Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade",
title = "Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone",
pages = "47-47",
url = "https://hdl.handle.net/21.15107/rcub_cer_6816"
}

Lazić, A., Đorđević, I., Radovanović, L., Popović, D., Rogan, J., Trišović, N.,& Janjić, G.. (2023). Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone. in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade
COST Action CA21101 "COSY"., 47-47.
https://hdl.handle.net/21.15107/rcub_cer_6816

Lazić A, Đorđević I, Radovanović L, Popović D, Rogan J, Trišović N, Janjić G. Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone. in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade. 2023;:47-47.
https://hdl.handle.net/21.15107/rcub_cer_6816 .

Lazić, Anita, Đorđević, Ivana, Radovanović, Lidija, Popović, Dragan, Rogan, Jelena, Trišović, Nemanja, Janjić, Goran, "Self-discriminating assembly and biorecognition of a spirohydantoin derived from α-tetralone" in Book of abstracts - COST Training School, COST action CA21101 COSY, "Multiscale modeling of the properties of compounds: From isolated molecules to 3D materials relevant for industrial and astrophysical applications," 19th - 22nd September, 2023, Belgrade (2023):47-47,
https://hdl.handle.net/21.15107/rcub_cer_6816 .

TY  - CONF
AU  - Lazić, Anita
AU  - Lađarević, Jelena
AU  - Mašulović, Aleksandra
AU  - Gak Simić, Kristina
AU  - Matović, Luka
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7402
AB  - A convenient and efficient approach toward the synthesis of six 3-(4-substituted benzyl)-6,7-benzo-1,3-diazaspiro[4.5]decane-2,4-diones (1‒6) by Bucherer-Bergs reaction and further alkylation at position 3 of the hydantoin ring is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, NMR and UV–Vis spectroscopic methods. To gain an insight into interactions which the investigated spirohydantoins establish with their environment, their absorption spectra were recorded in selected solvents of different polarity and the solvent effects on the UV-Vis absorption band positions, intensity and shape, were discussed. Substiuent effects on the solvatochromism of compounds 1−6 were analyzed using the Hammett's equation. Considering the broad applications of hydantoin derivatives, as well as the fact that their relative importance may increase in the future, results obtained in this study serve as a basis for further investigations.
PB  - Szeged : University of Szeged
C3  - Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023
T1  - Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone
SP  - 202
EP  - 206
UR  - https://hdl.handle.net/21.15107/rcub_cer_7402
ER  - 

@conference{
author = "Lazić, Anita and Lađarević, Jelena and Mašulović, Aleksandra and Gak Simić, Kristina and Matović, Luka and Đorđević, Ivana and Trišović, Nemanja",
year = "2023",
abstract = "A convenient and efficient approach toward the synthesis of six 3-(4-substituted benzyl)-6,7-benzo-1,3-diazaspiro[4.5]decane-2,4-diones (1‒6) by Bucherer-Bergs reaction and further alkylation at position 3 of the hydantoin ring is reported. Further, their chemical structure was confirmed by melting points, elemental analysis, FT-IR, NMR and UV–Vis spectroscopic methods. To gain an insight into interactions which the investigated spirohydantoins establish with their environment, their absorption spectra were recorded in selected solvents of different polarity and the solvent effects on the UV-Vis absorption band positions, intensity and shape, were discussed. Substiuent effects on the solvatochromism of compounds 1−6 were analyzed using the Hammett's equation. Considering the broad applications of hydantoin derivatives, as well as the fact that their relative importance may increase in the future, results obtained in this study serve as a basis for further investigations.",
publisher = "Szeged : University of Szeged",
journal = "Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023",
title = "Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone",
pages = "202-206",
url = "https://hdl.handle.net/21.15107/rcub_cer_7402"
}

Lazić, A., Lađarević, J., Mašulović, A., Gak Simić, K., Matović, L., Đorđević, I.,& Trišović, N.. (2023). Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone. in Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023
Szeged : University of Szeged., 202-206.
https://hdl.handle.net/21.15107/rcub_cer_7402

Lazić A, Lađarević J, Mašulović A, Gak Simić K, Matović L, Đorđević I, Trišović N. Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone. in Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023. 2023;:202-206.
https://hdl.handle.net/21.15107/rcub_cer_7402 .

Lazić, Anita, Lađarević, Jelena, Mašulović, Aleksandra, Gak Simić, Kristina, Matović, Luka, Đorđević, Ivana, Trišović, Nemanja, "Evaluation of solvent and substituent effects on absorption spectra of spirohydantoins derived from alfa-tetralone" in Proceedings of the 29th International Symposium on Analytical and Environmental Problems, Szeged, Hungary, November 13-14, 2023 (2023):202-206,
https://hdl.handle.net/21.15107/rcub_cer_7402 .

TY  - JOUR
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Valentić, Nataša
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7119
AB  - The present study describes representative examples of supramolecular arrangement of 5-phenylhydantoins achieved through various N–H⋯O hydrogen-bonding patterns. Four derivatives, 5-ethyl-5-(4-methylphenyl)hydantoin (1) and three 5-methyl-5-(3- or 4-substituted phenyl)hydantoins (2–4), were synthesized by the Bucherer–Bergs reaction and their crystal structures were determined by the single crystal X-ray diffraction method. A racemate, racemic hydrate and conglomerate as outcomes of crystallization from racemic solutions were found here. The crystal structures were firstly subjected to Hirshfeld surfaces analysis. The development of hydrogen bonding driven two-dimensional assemblies such as tapes, ribbons and sheets was further analysed using DFT calculations in terms of contribution of dimeric motifs as building blocks, which are associated with the presence of intermolecular interactions. To explore qualitative correlations between intermolecular interactions determining the crystal structures of the investigated compounds and those underlying their biological activity, we performed a docking study on the neuronal voltage gated sodium channels, matrix metalloproteinase 12 and aldose reductase. The supramolecular profiles of the investigated compounds are also maintained in biological systems and as such are responsible for differences in their biological activities.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Exploring the supramolecular profile of 5-phenylhydantoins
VL  - 25
SP  - 3637
EP  - 3654
DO  - 10.1039/D3CE00213F
ER  - 

@article{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Valentić, Nataša and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja",
year = "2023",
abstract = "The present study describes representative examples of supramolecular arrangement of 5-phenylhydantoins achieved through various N–H⋯O hydrogen-bonding patterns. Four derivatives, 5-ethyl-5-(4-methylphenyl)hydantoin (1) and three 5-methyl-5-(3- or 4-substituted phenyl)hydantoins (2–4), were synthesized by the Bucherer–Bergs reaction and their crystal structures were determined by the single crystal X-ray diffraction method. A racemate, racemic hydrate and conglomerate as outcomes of crystallization from racemic solutions were found here. The crystal structures were firstly subjected to Hirshfeld surfaces analysis. The development of hydrogen bonding driven two-dimensional assemblies such as tapes, ribbons and sheets was further analysed using DFT calculations in terms of contribution of dimeric motifs as building blocks, which are associated with the presence of intermolecular interactions. To explore qualitative correlations between intermolecular interactions determining the crystal structures of the investigated compounds and those underlying their biological activity, we performed a docking study on the neuronal voltage gated sodium channels, matrix metalloproteinase 12 and aldose reductase. The supramolecular profiles of the investigated compounds are also maintained in biological systems and as such are responsible for differences in their biological activities.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Exploring the supramolecular profile of 5-phenylhydantoins",
volume = "25",
pages = "3637-3654",
doi = "10.1039/D3CE00213F"
}

Lazić, A., Radovanović, L., Rogan, J., Valentić, N., Janjić, G., Đorđević, I.,& Trišović, N.. (2023). Exploring the supramolecular profile of 5-phenylhydantoins. in CrystEngComm
Royal Society of Chemistry., 25, 3637-3654.
https://doi.org/10.1039/D3CE00213F

Lazić A, Radovanović L, Rogan J, Valentić N, Janjić G, Đorđević I, Trišović N. Exploring the supramolecular profile of 5-phenylhydantoins. in CrystEngComm. 2023;25:3637-3654.
doi:10.1039/D3CE00213F .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Valentić, Nataša, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "Exploring the supramolecular profile of 5-phenylhydantoins" in CrystEngComm, 25 (2023):3637-3654,
https://doi.org/10.1039/D3CE00213F . .

TY  - JOUR
AU  - Konovalov, Bata
AU  - Đorđević, Ivana
AU  - Franich, Andjela A.
AU  - Šmit, Biljana
AU  - Živković, Marija D.
AU  - Djuran, Miloš I.
AU  - Janjić, Goran
AU  - Rajković, Snežana
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7061
AB  - The hydrolysis of N-acetylated L-methionylglycine dipeptide (Ac-L-Met-Gly) in the presence of dinuclear platinum(II)-aqua complexes with general formula [{Pt(L)(H2O)}2(μ-1,5-nphe)]4+ (1,5-nphe is 1,5-naphthyridine; L is bidentately coordinated ethylenediamine (1w), (±)-1,2-propylenediamine (2w) and 1,3-propylenediamine (3w)) is described in detail. The hydrolytic activity of these complexes was monitored by 1H NMR spectroscopy, which confirmed the regioselective cleavage of the Met-Gly-amide bond in this peptide. Quantum-chemical calculations revealed the primary reaction path with coordination of dipeptide via the terminal amide nitrogen of methionine followed by its coordination for the sulphur atom, in which the decomposition of the resulted platinum(II)-dipeptide complex and the coordination of its glycine residue precedes the hydrolytic cleavage of the Met-Gly amide bond. In the secondary reaction path, in which Ac-L-Met-Gly is coordinated via the methionine sulphur atom, the decomposition of the starting [{Pt(L)(H2O)}2(μ-1,5-nphe)]4+ complex is followed by the regioselective hydrolysis of the investigated dipeptide. The binding affinity of the chloride derivatives of the corresponding dinuclear platinum(II)-aqua complexes, [{Pt(L)Cl}2(μ-1,5-nphe)]2+ (1–3) towards the human serum albumin (HSA), a transport protein, was investigated using electronic absorption and fluorescence emission measurements, and results indicated the static interactions between these complexes and HSA. A docking study revealed a unique binding site on HSA, based on the electrostatic and the hydrogen bonding, which does not have a methionine residue nearby, therefore does not exist danger of HSA hydrolysis by these complexes.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Dinuclear platinum(II) complexes with 1,5-nphe bridging ligand: Spectroscopic and molecular docking study of the interactions with N-acetylated L-methionylglycine and human serum albumin
VL  - 1288
SP  - 135810
DO  - 10.1016/j.molstruc.2023.135810
ER  - 

@article{
author = "Konovalov, Bata and Đorđević, Ivana and Franich, Andjela A. and Šmit, Biljana and Živković, Marija D. and Djuran, Miloš I. and Janjić, Goran and Rajković, Snežana",
year = "2023",
abstract = "The hydrolysis of N-acetylated L-methionylglycine dipeptide (Ac-L-Met-Gly) in the presence of dinuclear platinum(II)-aqua complexes with general formula [{Pt(L)(H2O)}2(μ-1,5-nphe)]4+ (1,5-nphe is 1,5-naphthyridine; L is bidentately coordinated ethylenediamine (1w), (±)-1,2-propylenediamine (2w) and 1,3-propylenediamine (3w)) is described in detail. The hydrolytic activity of these complexes was monitored by 1H NMR spectroscopy, which confirmed the regioselective cleavage of the Met-Gly-amide bond in this peptide. Quantum-chemical calculations revealed the primary reaction path with coordination of dipeptide via the terminal amide nitrogen of methionine followed by its coordination for the sulphur atom, in which the decomposition of the resulted platinum(II)-dipeptide complex and the coordination of its glycine residue precedes the hydrolytic cleavage of the Met-Gly amide bond. In the secondary reaction path, in which Ac-L-Met-Gly is coordinated via the methionine sulphur atom, the decomposition of the starting [{Pt(L)(H2O)}2(μ-1,5-nphe)]4+ complex is followed by the regioselective hydrolysis of the investigated dipeptide. The binding affinity of the chloride derivatives of the corresponding dinuclear platinum(II)-aqua complexes, [{Pt(L)Cl}2(μ-1,5-nphe)]2+ (1–3) towards the human serum albumin (HSA), a transport protein, was investigated using electronic absorption and fluorescence emission measurements, and results indicated the static interactions between these complexes and HSA. A docking study revealed a unique binding site on HSA, based on the electrostatic and the hydrogen bonding, which does not have a methionine residue nearby, therefore does not exist danger of HSA hydrolysis by these complexes.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Dinuclear platinum(II) complexes with 1,5-nphe bridging ligand: Spectroscopic and molecular docking study of the interactions with N-acetylated L-methionylglycine and human serum albumin",
volume = "1288",
pages = "135810",
doi = "10.1016/j.molstruc.2023.135810"
}

Konovalov, B., Đorđević, I., Franich, A. A., Šmit, B., Živković, M. D., Djuran, M. I., Janjić, G.,& Rajković, S.. (2023). Dinuclear platinum(II) complexes with 1,5-nphe bridging ligand: Spectroscopic and molecular docking study of the interactions with N-acetylated L-methionylglycine and human serum albumin. in Journal of Molecular Structure
Elsevier., 1288, 135810.
https://doi.org/10.1016/j.molstruc.2023.135810

Konovalov B, Đorđević I, Franich AA, Šmit B, Živković MD, Djuran MI, Janjić G, Rajković S. Dinuclear platinum(II) complexes with 1,5-nphe bridging ligand: Spectroscopic and molecular docking study of the interactions with N-acetylated L-methionylglycine and human serum albumin. in Journal of Molecular Structure. 2023;1288:135810.
doi:10.1016/j.molstruc.2023.135810 .

Konovalov, Bata, Đorđević, Ivana, Franich, Andjela A., Šmit, Biljana, Živković, Marija D., Djuran, Miloš I., Janjić, Goran, Rajković, Snežana, "Dinuclear platinum(II) complexes with 1,5-nphe bridging ligand: Spectroscopic and molecular docking study of the interactions with N-acetylated L-methionylglycine and human serum albumin" in Journal of Molecular Structure, 1288 (2023):135810,
https://doi.org/10.1016/j.molstruc.2023.135810 . .

TY  - CONF
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Trišović, Nemanja
AU  - Đorđević, Ivana
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7542
AB  - Derivat cikloheksan-5-spirohidantoina (Slika 1) je sintetisan, određena je njegova kristalnastruktura i urađena kvantno-hemijska analiza. Kristalno pakovanje grade mrežesupramolekulskih R64(32) prstenova postavljenih međusobno paralelno, pri čemu seformiraju linearni kanali. Određene su vrednosti energije intermolekulskih interakcija zarazličite dimerne motive dobijene iz kristalne strukture. Uzimajući u razmatranjeprethodno strukturno okarakterisane srodne spirohidantoine [1], dobijena je serijajedinjenja koja je omogućila procenu uticaja supstituenata na njihovu molekulsku ikristalnu strukturu.
AB  - A spirohydantoin derivative (Figure 1) was synthesized and its crystal structure wasdetermined by single crystal X-ray diffraction and analysed by DFT calculations. Thecrystal packing is made of supramolecular nets of R64(32) rings linked together to formstacks that enclose linear channels. The intermolecular interaction energies are quantifiedfor various dimeric motifs. By including the previously reported structurally-relatedspirohydantoins [1], we created a set of compounds that enabled us to evaluate substituenteffects on both molecular and crystal structures.
PB  - Beograd : Srpsko hemijsko društvo
C3  - Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine
T1  - Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina
T1  - Insights into conformational and cristal structure features of selected cyclohexane-5-spirohydantoin derivatives
SP  - 138
EP  - 138
UR  - https://hdl.handle.net/21.15107/rcub_cer_7542
ER  - 

@conference{
author = "Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Janjić, Goran and Trišović, Nemanja and Đorđević, Ivana",
year = "2022",
abstract = "Derivat cikloheksan-5-spirohidantoina (Slika 1) je sintetisan, određena je njegova kristalnastruktura i urađena kvantno-hemijska analiza. Kristalno pakovanje grade mrežesupramolekulskih R64(32) prstenova postavljenih međusobno paralelno, pri čemu seformiraju linearni kanali. Određene su vrednosti energije intermolekulskih interakcija zarazličite dimerne motive dobijene iz kristalne strukture. Uzimajući u razmatranjeprethodno strukturno okarakterisane srodne spirohidantoine [1], dobijena je serijajedinjenja koja je omogućila procenu uticaja supstituenata na njihovu molekulsku ikristalnu strukturu., A spirohydantoin derivative (Figure 1) was synthesized and its crystal structure wasdetermined by single crystal X-ray diffraction and analysed by DFT calculations. Thecrystal packing is made of supramolecular nets of R64(32) rings linked together to formstacks that enclose linear channels. The intermolecular interaction energies are quantifiedfor various dimeric motifs. By including the previously reported structurally-relatedspirohydantoins [1], we created a set of compounds that enabled us to evaluate substituenteffects on both molecular and crystal structures.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine",
title = "Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina, Insights into conformational and cristal structure features of selected cyclohexane-5-spirohydantoin derivatives",
pages = "138-138",
url = "https://hdl.handle.net/21.15107/rcub_cer_7542"
}

Lazić, A., Radovanović, L., Rogan, J., Janjić, G., Trišović, N.,& Đorđević, I.. (2022). Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina. in Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine
Beograd : Srpsko hemijsko društvo., 138-138.
https://hdl.handle.net/21.15107/rcub_cer_7542

Lazić A, Radovanović L, Rogan J, Janjić G, Trišović N, Đorđević I. Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina. in Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine. 2022;:138-138.
https://hdl.handle.net/21.15107/rcub_cer_7542 .

Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Janjić, Goran, Trišović, Nemanja, Đorđević, Ivana, "Proučavanje konformacije i kristalne strukture odabranih derivata cikloheksan-5-spirohidantoina" in Kratki izvodi radova ; Knjiga radova / 58. savetovanje Srpskog hemijskog društva, Beograd, 9. i 10. jun 2022. godine (2022):138-138,
https://hdl.handle.net/21.15107/rcub_cer_7542 .

TY  - JOUR
AU  - Franich, Andjela
AU  - Đorđević, Ivana S.
AU  - Živković, Marija D.
AU  - Rajković, Snežana
AU  - Janjić, Goran
AU  - Đuran, Miloš
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4832
AB  - The mechanism of action of most approved drugs in use today is based on their binding to specific proteins or DNA. One
of the achievements of this research is a new perspective for recognition of binding modes to DNA by monitoring of
changes in measured and stoichiometric values of absorbance at 260 nm. UV–Vis and IR spectroscopy, gel electrophoresis
and docking study were used for investigation of binding properties of three dinuclear platinum(II) complexes containing
different pyridine-based bridging ligands, [{Pt(en)Cl}2(μ-4,4’-bipy)]Cl2・2H2O (Pt1), [{Pt(en)Cl}2(μ-bpa)]Cl2・4H2O (Pt2)
and [{Pt(en)Cl}2(μ-bpe)]Cl2・4H2O (Pt3) to DNA (4,4’-bipy, bpa and bpe are 4,4′-bipyridine, 1,2-bis(4-pyridyl)ethane and
1,2-bis(4-pyridyl)ethene, respectively). In contrast to the system with well-known intercalated ligand (EtBr), covalently bound
ligand (cis-Pt) and with minor groove binder (Hoechst 33258), which do not have significant differences in measured and
stoichiometric values, the most pronounced deviations are recorded for two dinuclear platinum(II) complexes (Pt1 and Pt2),
as a consequence of complex binding to the phosphate backbone and bending of DNA helix. The hydrolysis of complexes
and changes in DNA conformation were also analysed as phenomena that may have an impact on the changes in absorbance.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - Dinuclear platinum(II) complexes as the pattern for phosphate backbone binding: a new perspective for recognition of binding modes to DNA
VL  - 27
SP  - 65
EP  - 79
DO  - 10.1007/s00775-021-01911-6
ER  - 

@article{
author = "Franich, Andjela and Đorđević, Ivana S. and Živković, Marija D. and Rajković, Snežana and Janjić, Goran and Đuran, Miloš",
year = "2022",
abstract = "The mechanism of action of most approved drugs in use today is based on their binding to specific proteins or DNA. One
of the achievements of this research is a new perspective for recognition of binding modes to DNA by monitoring of
changes in measured and stoichiometric values of absorbance at 260 nm. UV–Vis and IR spectroscopy, gel electrophoresis
and docking study were used for investigation of binding properties of three dinuclear platinum(II) complexes containing
different pyridine-based bridging ligands, [{Pt(en)Cl}2(μ-4,4’-bipy)]Cl2・2H2O (Pt1), [{Pt(en)Cl}2(μ-bpa)]Cl2・4H2O (Pt2)
and [{Pt(en)Cl}2(μ-bpe)]Cl2・4H2O (Pt3) to DNA (4,4’-bipy, bpa and bpe are 4,4′-bipyridine, 1,2-bis(4-pyridyl)ethane and
1,2-bis(4-pyridyl)ethene, respectively). In contrast to the system with well-known intercalated ligand (EtBr), covalently bound
ligand (cis-Pt) and with minor groove binder (Hoechst 33258), which do not have significant differences in measured and
stoichiometric values, the most pronounced deviations are recorded for two dinuclear platinum(II) complexes (Pt1 and Pt2),
as a consequence of complex binding to the phosphate backbone and bending of DNA helix. The hydrolysis of complexes
and changes in DNA conformation were also analysed as phenomena that may have an impact on the changes in absorbance.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "Dinuclear platinum(II) complexes as the pattern for phosphate backbone binding: a new perspective for recognition of binding modes to DNA",
volume = "27",
pages = "65-79",
doi = "10.1007/s00775-021-01911-6"
}

Franich, A., Đorđević, I. S., Živković, M. D., Rajković, S., Janjić, G.,& Đuran, M.. (2022). Dinuclear platinum(II) complexes as the pattern for phosphate backbone binding: a new perspective for recognition of binding modes to DNA. in Journal of Biological Inorganic Chemistry
Springer., 27, 65-79.
https://doi.org/10.1007/s00775-021-01911-6

Franich A, Đorđević IS, Živković MD, Rajković S, Janjić G, Đuran M. Dinuclear platinum(II) complexes as the pattern for phosphate backbone binding: a new perspective for recognition of binding modes to DNA. in Journal of Biological Inorganic Chemistry. 2022;27:65-79.
doi:10.1007/s00775-021-01911-6 .

Franich, Andjela, Đorđević, Ivana S., Živković, Marija D., Rajković, Snežana, Janjić, Goran, Đuran, Miloš, "Dinuclear platinum(II) complexes as the pattern for phosphate backbone binding: a new perspective for recognition of binding modes to DNA" in Journal of Biological Inorganic Chemistry, 27 (2022):65-79,
https://doi.org/10.1007/s00775-021-01911-6 . .

TY  - JOUR
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Gak Simić, Kristina
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Trišović, Nemanja
AU  - Đorđević, Ivana
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5427
AB  - Two spirohydantoin derivatives, 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (1) and 3-(4-bromobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (2), were synthesized and analyzed by single crystal X-ray diffraction, DFT and QTAIM calculations. Simple substitution of the benzoyl unit gave rise to different crystal structures. In 1, a parallel stack along the b-axis with alternating perpendicular separation is formed, while in 2 the R46(32) nets are joined together to form stacks which enclose linear channels. Hierarchical development of these crystal structures was analyzed through dimeric motifs associated with the presence of intermolecular interactions. By including the previously reported structurally-related spirohydantoin derivatives, we created a set of structures which enabled us to evaluate substituent effects on their conformational preferences, i.e., widening of the dihedral angle between the hydantoin and substituted benzoyl unit when going from F to Br. A conformational search revealed that the value of the torsion angle N3-C11-C12-C13 can be regarded as a compromise between the extended conjugation between the carbonyl and phenyl group and intramolecular C-H⋯O interaction between these two groups. This intramolecular effect is more pronounced on the torsion angle C2-N3-C11-C12, which defines the relative orientation between the hydantoin ring and the carbonyl bridge. The present work may provide a basis for design of new cyclohexane-5-spirohydantoins with potential for pharmaceutical applications both at the molecular and supramolecular level.
PB  - USA : Royal Society of Chemistry
T2  - CrystEngComm
T1  - Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group
VL  - 24
IS  - 22
SP  - 4106
EP  - 4119
DO  - 10.1039/d2ce00376g
ER  - 

@article{
author = "Lazić, Anita and Radovanović, Lidija and Gak Simić, Kristina and Rogan, Jelena and Janjić, Goran and Trišović, Nemanja and Đorđević, Ivana",
year = "2022",
abstract = "Two spirohydantoin derivatives, 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (1) and 3-(4-bromobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (2), were synthesized and analyzed by single crystal X-ray diffraction, DFT and QTAIM calculations. Simple substitution of the benzoyl unit gave rise to different crystal structures. In 1, a parallel stack along the b-axis with alternating perpendicular separation is formed, while in 2 the R46(32) nets are joined together to form stacks which enclose linear channels. Hierarchical development of these crystal structures was analyzed through dimeric motifs associated with the presence of intermolecular interactions. By including the previously reported structurally-related spirohydantoin derivatives, we created a set of structures which enabled us to evaluate substituent effects on their conformational preferences, i.e., widening of the dihedral angle between the hydantoin and substituted benzoyl unit when going from F to Br. A conformational search revealed that the value of the torsion angle N3-C11-C12-C13 can be regarded as a compromise between the extended conjugation between the carbonyl and phenyl group and intramolecular C-H⋯O interaction between these two groups. This intramolecular effect is more pronounced on the torsion angle C2-N3-C11-C12, which defines the relative orientation between the hydantoin ring and the carbonyl bridge. The present work may provide a basis for design of new cyclohexane-5-spirohydantoins with potential for pharmaceutical applications both at the molecular and supramolecular level.",
publisher = "USA : Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group",
volume = "24",
number = "22",
pages = "4106-4119",
doi = "10.1039/d2ce00376g"
}

Lazić, A., Radovanović, L., Gak Simić, K., Rogan, J., Janjić, G., Trišović, N.,& Đorđević, I.. (2022). Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group. in CrystEngComm
USA : Royal Society of Chemistry., 24(22), 4106-4119.
https://doi.org/10.1039/d2ce00376g

Lazić A, Radovanović L, Gak Simić K, Rogan J, Janjić G, Trišović N, Đorđević I. Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group. in CrystEngComm. 2022;24(22):4106-4119.
doi:10.1039/d2ce00376g .

Lazić, Anita, Radovanović, Lidija, Gak Simić, Kristina, Rogan, Jelena, Janjić, Goran, Trišović, Nemanja, Đorđević, Ivana, "Unravelling conformational and crystal packing preferences of cyclohexane-5-spirohydantoin derivatives incorporating a halogenated benzoyl group" in CrystEngComm, 24, no. 22 (2022):4106-4119,
https://doi.org/10.1039/d2ce00376g . .

TY  - JOUR
AU  - Bondžić, Aleksandra M.
AU  - Žakula, Jelena J.
AU  - Korićanac, Lela
AU  - Keta, Otilija D.
AU  - Janjić, Goran
AU  - Đorđević, Ivana S.
AU  - Rajković, Snežana
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5412
AB  - Herein, the stability, lipophilicity, in vitro cytotoxicity, and influence on acetylcholinesterase of five dinuclear platinum(II) complexes with the general formula [{Pt(en)Cl}2(μ-L)]2+ (L is a different aromatic nitrogen-containing heterocyclic bridging ligands pyrazine (pz, Pt1), pyridazine (pydz, Pt2), quinoxaline (qx, Pt3), phthalazine (phtz, Pt4) and quinazoline (qz, Pt5), while en is bidentate coordinated ethylenediamine) were evaluated. The most active analyzed platinum complexes induced time-dependent growth inhibition of A375, HeLa, PANC-1, and MRC-5 cells. The best efficiency was achieved on HeLa and PANC-1 cells for Pt1, Pt2, and Pt3 at the highest concentration, while Pt1 was significantly more potent than cisplatin at a lower concentration. Additionally, a lower effect on normal cells was observed compared to cisplatin, which may indicate potentially fewer side effects of these complexes. Selected complexes induce reactive oxygen species and apoptosis on tumor cell lines. The most potent reversible acetylcholinesterase (AChE) inhibitors were Pt2, Pt4, and Pt5. Pt1 showed similar inhibitory potential toward AChE as cisplatin, but a different type of inhibition, which could contribute to lower neurotoxicity. Docking studies revealed that Pt2 and Pt4 were bound to the active gorge above the catalytic triad. In contrast, the other complexes were bound to the edge of the active gorge without impeding the approach to the catalytic triad. According to this, Pt1 represents a promising compound with potent anticancer properties, high selectivity, and low neurotoxicity.
PB  - Elsevier
T2  - Chemico-Biological Interactions
T1  - Cytotoxic activity and influence on acetylcholinesterase of series dinuclear platinum(II) complexes with aromatic nitrogen-containing heterocyclic bridging ligands: Insights in the mechanisms of action
VL  - 351
SP  - 109708
DO  - 10.1016/j.cbi.2021.109708
ER  - 

@article{
author = "Bondžić, Aleksandra M. and Žakula, Jelena J. and Korićanac, Lela and Keta, Otilija D. and Janjić, Goran and Đorđević, Ivana S. and Rajković, Snežana",
year = "2022",
abstract = "Herein, the stability, lipophilicity, in vitro cytotoxicity, and influence on acetylcholinesterase of five dinuclear platinum(II) complexes with the general formula [{Pt(en)Cl}2(μ-L)]2+ (L is a different aromatic nitrogen-containing heterocyclic bridging ligands pyrazine (pz, Pt1), pyridazine (pydz, Pt2), quinoxaline (qx, Pt3), phthalazine (phtz, Pt4) and quinazoline (qz, Pt5), while en is bidentate coordinated ethylenediamine) were evaluated. The most active analyzed platinum complexes induced time-dependent growth inhibition of A375, HeLa, PANC-1, and MRC-5 cells. The best efficiency was achieved on HeLa and PANC-1 cells for Pt1, Pt2, and Pt3 at the highest concentration, while Pt1 was significantly more potent than cisplatin at a lower concentration. Additionally, a lower effect on normal cells was observed compared to cisplatin, which may indicate potentially fewer side effects of these complexes. Selected complexes induce reactive oxygen species and apoptosis on tumor cell lines. The most potent reversible acetylcholinesterase (AChE) inhibitors were Pt2, Pt4, and Pt5. Pt1 showed similar inhibitory potential toward AChE as cisplatin, but a different type of inhibition, which could contribute to lower neurotoxicity. Docking studies revealed that Pt2 and Pt4 were bound to the active gorge above the catalytic triad. In contrast, the other complexes were bound to the edge of the active gorge without impeding the approach to the catalytic triad. According to this, Pt1 represents a promising compound with potent anticancer properties, high selectivity, and low neurotoxicity.",
publisher = "Elsevier",
journal = "Chemico-Biological Interactions",
title = "Cytotoxic activity and influence on acetylcholinesterase of series dinuclear platinum(II) complexes with aromatic nitrogen-containing heterocyclic bridging ligands: Insights in the mechanisms of action",
volume = "351",
pages = "109708",
doi = "10.1016/j.cbi.2021.109708"
}

Bondžić, A. M., Žakula, J. J., Korićanac, L., Keta, O. D., Janjić, G., Đorđević, I. S.,& Rajković, S.. (2022). Cytotoxic activity and influence on acetylcholinesterase of series dinuclear platinum(II) complexes with aromatic nitrogen-containing heterocyclic bridging ligands: Insights in the mechanisms of action. in Chemico-Biological Interactions
Elsevier., 351, 109708.
https://doi.org/10.1016/j.cbi.2021.109708

Bondžić AM, Žakula JJ, Korićanac L, Keta OD, Janjić G, Đorđević IS, Rajković S. Cytotoxic activity and influence on acetylcholinesterase of series dinuclear platinum(II) complexes with aromatic nitrogen-containing heterocyclic bridging ligands: Insights in the mechanisms of action. in Chemico-Biological Interactions. 2022;351:109708.
doi:10.1016/j.cbi.2021.109708 .

Bondžić, Aleksandra M., Žakula, Jelena J., Korićanac, Lela, Keta, Otilija D., Janjić, Goran, Đorđević, Ivana S., Rajković, Snežana, "Cytotoxic activity and influence on acetylcholinesterase of series dinuclear platinum(II) complexes with aromatic nitrogen-containing heterocyclic bridging ligands: Insights in the mechanisms of action" in Chemico-Biological Interactions, 351 (2022):109708,
https://doi.org/10.1016/j.cbi.2021.109708 . .

TY  - CONF
AU  - Lazić, Anita
AU  - Đorđević, Ivana
AU  - Radovanović, Lidija
AU  - Popović, Dragan
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Trišović, Nemanja
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7124
AB  - A racemic spirohydantoin derivative bearing a tetralin and 4-methoxybenzyl group was synthesized
and its crystal structure was determined. The hierarchical development of the crystal packing was
discussed through cooperativity of various homo and heterohiral dimeric motifs associated with the
presence of different intermolecular interactions. A hallmark structural feature of the investigated
compound was alternation of double layers. A larger number of the contact fragments in the
environment of the tetralin unit results from its larger contact surface, while the 4-methoxybenzyl
unit provides a slightly greater contribution to the overall stabilization. Regarding the
pharmacological potential of the investigated compound, we performed a docking study on the
dopamine D3 receptor and IRAK 4 (Interleukin-1 Receptor-Associated Kinase 4) enzyme. The total
number of amino acid, which interact with the 4-methoxybenzyl unit, was slightly larger than the
number of amino acids in the neighborhood of the tetralin unit as a result of its greater flexibility. It
made the 4-methoxybenzyl unit more adaptable for interactions with the biological targets.
PB  - Belgrade : Serbian Chemical Society
C3  - Kratki izvodi radova, Knjiga radova 57. Savetovanje Srpskog hemijskog društva, 18. i 19. juni 2021, Kragujevac / Book of abstracts, Proceedings - 57th Meeting of the Serbian Chemical Society, June 18-19, 2021, Kragujevac, Serbia
T1  - Role of intermolecular interactions in the self-assembly and biorecognition of a spirohydantoin derivative
T1  - Улога интермолекулских интеракција у супрамолекулској организацији и биолошком препознавању деривата спирохидантоина
SP  - 93
EP  - 93
UR  - https://hdl.handle.net/21.15107/rcub_cer_7124
ER  - 

@conference{
author = "Lazić, Anita and Đorđević, Ivana and Radovanović, Lidija and Popović, Dragan and Rogan, Jelena and Janjić, Goran and Trišović, Nemanja",
year = "2021",
abstract = "A racemic spirohydantoin derivative bearing a tetralin and 4-methoxybenzyl group was synthesized
and its crystal structure was determined. The hierarchical development of the crystal packing was
discussed through cooperativity of various homo and heterohiral dimeric motifs associated with the
presence of different intermolecular interactions. A hallmark structural feature of the investigated
compound was alternation of double layers. A larger number of the contact fragments in the
environment of the tetralin unit results from its larger contact surface, while the 4-methoxybenzyl
unit provides a slightly greater contribution to the overall stabilization. Regarding the
pharmacological potential of the investigated compound, we performed a docking study on the
dopamine D3 receptor and IRAK 4 (Interleukin-1 Receptor-Associated Kinase 4) enzyme. The total
number of amino acid, which interact with the 4-methoxybenzyl unit, was slightly larger than the
number of amino acids in the neighborhood of the tetralin unit as a result of its greater flexibility. It
made the 4-methoxybenzyl unit more adaptable for interactions with the biological targets.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Kratki izvodi radova, Knjiga radova 57. Savetovanje Srpskog hemijskog društva, 18. i 19. juni 2021, Kragujevac / Book of abstracts, Proceedings - 57th Meeting of the Serbian Chemical Society, June 18-19, 2021, Kragujevac, Serbia",
title = "Role of intermolecular interactions in the self-assembly and biorecognition of a spirohydantoin derivative, Улога интермолекулских интеракција у супрамолекулској организацији и биолошком препознавању деривата спирохидантоина",
pages = "93-93",
url = "https://hdl.handle.net/21.15107/rcub_cer_7124"
}

Lazić, A., Đorđević, I., Radovanović, L., Popović, D., Rogan, J., Janjić, G.,& Trišović, N.. (2021). Role of intermolecular interactions in the self-assembly and biorecognition of a spirohydantoin derivative. in Kratki izvodi radova, Knjiga radova 57. Savetovanje Srpskog hemijskog društva, 18. i 19. juni 2021, Kragujevac / Book of abstracts, Proceedings - 57th Meeting of the Serbian Chemical Society, June 18-19, 2021, Kragujevac, Serbia
Belgrade : Serbian Chemical Society., 93-93.
https://hdl.handle.net/21.15107/rcub_cer_7124

Lazić A, Đorđević I, Radovanović L, Popović D, Rogan J, Janjić G, Trišović N. Role of intermolecular interactions in the self-assembly and biorecognition of a spirohydantoin derivative. in Kratki izvodi radova, Knjiga radova 57. Savetovanje Srpskog hemijskog društva, 18. i 19. juni 2021, Kragujevac / Book of abstracts, Proceedings - 57th Meeting of the Serbian Chemical Society, June 18-19, 2021, Kragujevac, Serbia. 2021;:93-93.
https://hdl.handle.net/21.15107/rcub_cer_7124 .

Lazić, Anita, Đorđević, Ivana, Radovanović, Lidija, Popović, Dragan, Rogan, Jelena, Janjić, Goran, Trišović, Nemanja, "Role of intermolecular interactions in the self-assembly and biorecognition of a spirohydantoin derivative" in Kratki izvodi radova, Knjiga radova 57. Savetovanje Srpskog hemijskog društva, 18. i 19. juni 2021, Kragujevac / Book of abstracts, Proceedings - 57th Meeting of the Serbian Chemical Society, June 18-19, 2021, Kragujevac, Serbia (2021):93-93,
https://hdl.handle.net/21.15107/rcub_cer_7124 .

TY  - CONF
AU  - Gak Simić, Kristina
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Rogan, Jelena
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Trišović, Nemanja
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7126
AB  - Синтетисан је дериват циклохексан-5-спирохидантоина и одређена је његова кристална
структура. Хијерархијски развој кристалног паковања дискутован је са аспекта кооперативности димерних мотива који настају преко различитих интермолекулских
интеракција, и то: јаких N–H···O водоничних веза и слабих C–H···O, C–H···Cl и C–H···π
интеракција. Кристално паковање задржава мотив, који се обично среће код деривата
хидантоина, у коме су два инверзано оријентисана молекула повезана паром N–H···O
водоничних веза. Специфична структурна карактеристика јесу паралелни слојеви дуж ac-равни. Пошто овај мотив повезује сваки други слој, растојање између слојева се наизменично мења. Накнадна анализа Хиршфелдове површине омогућила је
разраду квалитативних и квантитативних доприноса интермолекулских интеракција
проучаваном кристалном паковању.
AB  - A derivative of cyclohexane-5-spirohydantoin was synthesized and its crystal structure was determined. The hierarchical development of the crystal packing was discussed through cooperativity of various dimeric motifs associated with the presence of different intermolecular interactions, namely strong N–H···O, and weaker C–H···O, C–H···Cl and C–H···π interactions. The crystal packing retained the motif commonly found in hydantoin derivatives where two molecules related by inversion are linked by a pair of N–H∙∙∙O hydrogen bonds. A hallmark structural feature was a parallel layer arrangement to the ac-plane with alternating perpendicular separation, whereby this motif connect every second layer. An analysis of the Hirshfeld surface further elaborated the qualitative and quantitative contributions of intermolecular interactions to the crystal packing.
PB  - Serbian Crystallographic Society
C3  - Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac
T1  - Supramolekulska organizacija 3-(4-hlorbenzoil)-1,3- diazaspiro[4.5]dekan-2,4-diona
T1  - Supramolecular association in 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4- dione
SP  - 24
EP  - 25
UR  - https://hdl.handle.net/21.15107/rcub_cer_7126
ER  - 

@conference{
author = "Gak Simić, Kristina and Lazić, Anita and Radovanović, Lidija and Rogan, Jelena and Janjić, Goran and Đorđević, Ivana and Trišović, Nemanja",
year = "2021",
abstract = "Синтетисан је дериват циклохексан-5-спирохидантоина и одређена је његова кристална
структура. Хијерархијски развој кристалног паковања дискутован је са аспекта кооперативности димерних мотива који настају преко различитих интермолекулских
интеракција, и то: јаких N–H···O водоничних веза и слабих C–H···O, C–H···Cl и C–H···π
интеракција. Кристално паковање задржава мотив, који се обично среће код деривата
хидантоина, у коме су два инверзано оријентисана молекула повезана паром N–H···O
водоничних веза. Специфична структурна карактеристика јесу паралелни слојеви дуж ac-равни. Пошто овај мотив повезује сваки други слој, растојање између слојева се наизменично мења. Накнадна анализа Хиршфелдове површине омогућила је
разраду квалитативних и квантитативних доприноса интермолекулских интеракција
проучаваном кристалном паковању., A derivative of cyclohexane-5-spirohydantoin was synthesized and its crystal structure was determined. The hierarchical development of the crystal packing was discussed through cooperativity of various dimeric motifs associated with the presence of different intermolecular interactions, namely strong N–H···O, and weaker C–H···O, C–H···Cl and C–H···π interactions. The crystal packing retained the motif commonly found in hydantoin derivatives where two molecules related by inversion are linked by a pair of N–H∙∙∙O hydrogen bonds. A hallmark structural feature was a parallel layer arrangement to the ac-plane with alternating perpendicular separation, whereby this motif connect every second layer. An analysis of the Hirshfeld surface further elaborated the qualitative and quantitative contributions of intermolecular interactions to the crystal packing.",
publisher = "Serbian Crystallographic Society",
journal = "Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac",
title = "Supramolekulska organizacija 3-(4-hlorbenzoil)-1,3- diazaspiro[4.5]dekan-2,4-diona, Supramolecular association in 3-(4-chlorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4- dione",
pages = "24-25",
url = "https://hdl.handle.net/21.15107/rcub_cer_7126"
}

Gak Simić, K., Lazić, A., Radovanović, L., Rogan, J., Janjić, G., Đorđević, I.,& Trišović, N.. (2021). Supramolekulska organizacija 3-(4-hlorbenzoil)-1,3- diazaspiro[4.5]dekan-2,4-diona. in Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac
Serbian Crystallographic Society., 24-25.
https://hdl.handle.net/21.15107/rcub_cer_7126

Gak Simić K, Lazić A, Radovanović L, Rogan J, Janjić G, Đorđević I, Trišović N. Supramolekulska organizacija 3-(4-hlorbenzoil)-1,3- diazaspiro[4.5]dekan-2,4-diona. in Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac. 2021;:24-25.
https://hdl.handle.net/21.15107/rcub_cer_7126 .

Gak Simić, Kristina, Lazić, Anita, Radovanović, Lidija, Rogan, Jelena, Janjić, Goran, Đorđević, Ivana, Trišović, Nemanja, "Supramolekulska organizacija 3-(4-hlorbenzoil)-1,3- diazaspiro[4.5]dekan-2,4-diona" in Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac (2021):24-25,
https://hdl.handle.net/21.15107/rcub_cer_7126 .

TY  - CONF
AU  - Janjić, Goran
AU  - Đorđević, Ivana
AU  - Lazić, Anita
AU  - Radovanović, Lidija
AU  - Petković-Benazzouz, Marija
AU  - Rogan, Jelena
AU  - Trišović, Nemanja
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7127
AB  - Kristalografska i kvantnohemijska studija, koja je usmerena na proučavanje efekata fluorovanja benzoil-grupe vezane za cikloheksan-5-spirohidantoin, pokazala je da aromatični prsten ima najveći afinitet prema cikloheksanskom prstenu (nepolarnim grupama), sa kojim gradi C–H∙∙∙π i 
paralelne interakcije sa velikim pomakom. Uvođenje atoma fluora na aromatični prsten dovodi do 
povećanog afiniteta, usled stvaranja dodatnih C–H∙∙∙F interakcija. Dodatno, ova studija je 
proširena na hlorovane i bromovane derivate. Analizom kristalnog pakovanja četiri derivata spirohidantoina (slika) pokazano je da orijentacija aromatičnog prstena, koja je preko rotabilne 
C(aromatični)–C(karbonilni) veze odvojena od rigidnog spirohidantoinskog jezgra, određuje
trodimenzionalnu supramolekulsku arhitekturu. Energijski profil rotabilne veze (slika) jako zavisi 
od vrste halogenog atoma vezanog za aromatični prsten (X). Najvišu barijeru (najmanju rotacionu 
slobodu) ima aromatični prsten sa Br atomom (oko 36 kcal/mol), dok najnižu barijeru imaju 
prstenovi sa vezanim Cl ili F atomom (oko 7 kcal/mol). Izmerene vrednosti torzionog ugla T 
(slika) u kristalnim stukturama, koji definiše rotabilnost ove veze, odgovaraju minimumima energije na energijskim profilima. Kod ovih orijentacija aromatični prstenovi istovremeno grade C–
H...π interakcije sa hidantoinskim prstenom i C–H...O interakciju sa karbonilnom grupom koja 
premošćuje dva prstena. Na osnovu ovih rezultata može se zaključiti da su orijentacije aromatičnog prstena određene unutarmolekulskim interakcijama, a ne međumolekulskim interakcijama, kao i da su konformacione razlike uzrok razlika u kristalnom pakovanju ovih jedinjenja.
AB  - The crystallographic and quantum chemical study, focused on the effects of fluorination of the 
benzoyl group bound to the spirohydantoin moiety, showed that the aromatic ring has the highest 
affinity towards the cyclohexene ring (nonpolar groups), thus forming C–H∙∙∙π and parallel interactions at large offset. Introduction of a fluorine atom into the aromatic ring leads to higher affinity, due to formation of additional C–H∙∙∙F interactions. Subsequently, the present study has been extended to chlorinated and brominated derivatives. An analysis of the crystal packaging of four spirohydantoin derivatives has shown that the orientation of the aromatic ring, bound to the rigid spirohydantoin moiety by the rotatable C(aromatic)–C(carbonyl) bond, determines the three-dimensional supramolecular architecture. The energy profile of the rotatable bond (Figure) strongly depends on the halogen atom bound to the aromatic ring (X). The highest barrier (the lowest rotational freedom) has been found for the aromatic ring with the Br atom (36 kcal/mol), while the rings with the Cl or F atom have the lowest barrier (7 kcal/mol). The measured values of the torsion angle T in the crystal structures which defines the rotability of the mentioned bond, correspond to the energy minima on the energy profiles. In these orientations, the aromatic ring simultaneously forms C–H...π interactions with the hydantoin ring and C–H...O interaction with the carbonyl spacer group. Based on these results, one can conclude that the orientation of the aromatic ring is defined by intramolecular interactions, not by intermolecular interactions, as well as that the conformational differences further cause differences in the crystal packaging of these compounds.
PB  - Serbian Crystallographic Society
C3  - Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac
T1  - Uticaj halogenovanja aromatičnog prstena na konformaciju spirohidantoinskih jedinjenja
T1  - Influence of halogenation of aromatic ring on the conformation of spirohydantoin compounds
SP  - 34
EP  - 35
UR  - https://hdl.handle.net/21.15107/rcub_cer_7127
ER  - 

@conference{
author = "Janjić, Goran and Đorđević, Ivana and Lazić, Anita and Radovanović, Lidija and Petković-Benazzouz, Marija and Rogan, Jelena and Trišović, Nemanja",
year = "2021",
abstract = "Kristalografska i kvantnohemijska studija, koja je usmerena na proučavanje efekata fluorovanja benzoil-grupe vezane za cikloheksan-5-spirohidantoin, pokazala je da aromatični prsten ima najveći afinitet prema cikloheksanskom prstenu (nepolarnim grupama), sa kojim gradi C–H∙∙∙π i 
paralelne interakcije sa velikim pomakom. Uvođenje atoma fluora na aromatični prsten dovodi do 
povećanog afiniteta, usled stvaranja dodatnih C–H∙∙∙F interakcija. Dodatno, ova studija je 
proširena na hlorovane i bromovane derivate. Analizom kristalnog pakovanja četiri derivata spirohidantoina (slika) pokazano je da orijentacija aromatičnog prstena, koja je preko rotabilne 
C(aromatični)–C(karbonilni) veze odvojena od rigidnog spirohidantoinskog jezgra, određuje
trodimenzionalnu supramolekulsku arhitekturu. Energijski profil rotabilne veze (slika) jako zavisi 
od vrste halogenog atoma vezanog za aromatični prsten (X). Najvišu barijeru (najmanju rotacionu 
slobodu) ima aromatični prsten sa Br atomom (oko 36 kcal/mol), dok najnižu barijeru imaju 
prstenovi sa vezanim Cl ili F atomom (oko 7 kcal/mol). Izmerene vrednosti torzionog ugla T 
(slika) u kristalnim stukturama, koji definiše rotabilnost ove veze, odgovaraju minimumima energije na energijskim profilima. Kod ovih orijentacija aromatični prstenovi istovremeno grade C–
H...π interakcije sa hidantoinskim prstenom i C–H...O interakciju sa karbonilnom grupom koja 
premošćuje dva prstena. Na osnovu ovih rezultata može se zaključiti da su orijentacije aromatičnog prstena određene unutarmolekulskim interakcijama, a ne međumolekulskim interakcijama, kao i da su konformacione razlike uzrok razlika u kristalnom pakovanju ovih jedinjenja., The crystallographic and quantum chemical study, focused on the effects of fluorination of the 
benzoyl group bound to the spirohydantoin moiety, showed that the aromatic ring has the highest 
affinity towards the cyclohexene ring (nonpolar groups), thus forming C–H∙∙∙π and parallel interactions at large offset. Introduction of a fluorine atom into the aromatic ring leads to higher affinity, due to formation of additional C–H∙∙∙F interactions. Subsequently, the present study has been extended to chlorinated and brominated derivatives. An analysis of the crystal packaging of four spirohydantoin derivatives has shown that the orientation of the aromatic ring, bound to the rigid spirohydantoin moiety by the rotatable C(aromatic)–C(carbonyl) bond, determines the three-dimensional supramolecular architecture. The energy profile of the rotatable bond (Figure) strongly depends on the halogen atom bound to the aromatic ring (X). The highest barrier (the lowest rotational freedom) has been found for the aromatic ring with the Br atom (36 kcal/mol), while the rings with the Cl or F atom have the lowest barrier (7 kcal/mol). The measured values of the torsion angle T in the crystal structures which defines the rotability of the mentioned bond, correspond to the energy minima on the energy profiles. In these orientations, the aromatic ring simultaneously forms C–H...π interactions with the hydantoin ring and C–H...O interaction with the carbonyl spacer group. Based on these results, one can conclude that the orientation of the aromatic ring is defined by intramolecular interactions, not by intermolecular interactions, as well as that the conformational differences further cause differences in the crystal packaging of these compounds.",
publisher = "Serbian Crystallographic Society",
journal = "Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac",
title = "Uticaj halogenovanja aromatičnog prstena na konformaciju spirohidantoinskih jedinjenja, Influence of halogenation of aromatic ring on the conformation of spirohydantoin compounds",
pages = "34-35",
url = "https://hdl.handle.net/21.15107/rcub_cer_7127"
}

Janjić, G., Đorđević, I., Lazić, A., Radovanović, L., Petković-Benazzouz, M., Rogan, J.,& Trišović, N.. (2021). Uticaj halogenovanja aromatičnog prstena na konformaciju spirohidantoinskih jedinjenja. in Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac
Serbian Crystallographic Society., 34-35.
https://hdl.handle.net/21.15107/rcub_cer_7127

Janjić G, Đorđević I, Lazić A, Radovanović L, Petković-Benazzouz M, Rogan J, Trišović N. Uticaj halogenovanja aromatičnog prstena na konformaciju spirohidantoinskih jedinjenja. in Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac. 2021;:34-35.
https://hdl.handle.net/21.15107/rcub_cer_7127 .

Janjić, Goran, Đorđević, Ivana, Lazić, Anita, Radovanović, Lidija, Petković-Benazzouz, Marija, Rogan, Jelena, Trišović, Nemanja, "Uticaj halogenovanja aromatičnog prstena na konformaciju spirohidantoinskih jedinjenja" in Изводи радова - XXVII Конференција Српског кристалографског друштва, Крагујевац / Abstracts - 27th Conference of the Serbian crystallographic society , Kragujevac (2021):34-35,
https://hdl.handle.net/21.15107/rcub_cer_7127 .

TY  - CONF
AU  - Popadić, Marko
AU  - Marinović, Sanja
AU  - Mudrinić, Tihana
AU  - Milutinović Nikolić, Aleksandra
AU  - Banković, Predrag
AU  - Đorđević, Ivana
AU  - Janjić, Goran
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6286
AB  - Degradation of tartrazine in presence of cobalt activated Oxone® (potassium peroxymonosulfate) was investigated. Aluminium pillared clay acted as a support for catalytically active Co2+. Oxone® was a precursor of SO4˙ˉ radical anions. Along with decolorization of tartrazine solution, the degradation of tartrazine and formation of oxidation products was monitored using UV-Vis spectroscopy. Quantum chemical calculations were performed in order to predict UV-Vis spectra. Different models were tested, and the results of calculation have shown that the combination of TPSS-D3 method and aug-cc-pVDZ basis set is quite satisfactory level of theory. The experimentally obtained peaks that arose during degradation were identified using this method.
PB  - Society of Physical Chemists of Serbia
C3  - Proceedings - 15th International Conference on Fundamental and Applied Aspects of Physical Chemistry, Physical Chemistry 2021, September 20-24 2021, Belgrade, Serbia
T1  - Application of quantum chemical calculation in defining peaks in uv-vis spectra of oxidative tartrazine degradation
VL  - I
SP  - 132
EP  - 134
UR  - https://hdl.handle.net/21.15107/rcub_cer_6286
ER  - 

@conference{
author = "Popadić, Marko and Marinović, Sanja and Mudrinić, Tihana and Milutinović Nikolić, Aleksandra and Banković, Predrag and Đorđević, Ivana and Janjić, Goran",
year = "2021",
abstract = "Degradation of tartrazine in presence of cobalt activated Oxone® (potassium peroxymonosulfate) was investigated. Aluminium pillared clay acted as a support for catalytically active Co2+. Oxone® was a precursor of SO4˙ˉ radical anions. Along with decolorization of tartrazine solution, the degradation of tartrazine and formation of oxidation products was monitored using UV-Vis spectroscopy. Quantum chemical calculations were performed in order to predict UV-Vis spectra. Different models were tested, and the results of calculation have shown that the combination of TPSS-D3 method and aug-cc-pVDZ basis set is quite satisfactory level of theory. The experimentally obtained peaks that arose during degradation were identified using this method.",
publisher = "Society of Physical Chemists of Serbia",
journal = "Proceedings - 15th International Conference on Fundamental and Applied Aspects of Physical Chemistry, Physical Chemistry 2021, September 20-24 2021, Belgrade, Serbia",
title = "Application of quantum chemical calculation in defining peaks in uv-vis spectra of oxidative tartrazine degradation",
volume = "I",
pages = "132-134",
url = "https://hdl.handle.net/21.15107/rcub_cer_6286"
}

Popadić, M., Marinović, S., Mudrinić, T., Milutinović Nikolić, A., Banković, P., Đorđević, I.,& Janjić, G.. (2021). Application of quantum chemical calculation in defining peaks in uv-vis spectra of oxidative tartrazine degradation. in Proceedings - 15th International Conference on Fundamental and Applied Aspects of Physical Chemistry, Physical Chemistry 2021, September 20-24 2021, Belgrade, Serbia
Society of Physical Chemists of Serbia., I, 132-134.
https://hdl.handle.net/21.15107/rcub_cer_6286

Popadić M, Marinović S, Mudrinić T, Milutinović Nikolić A, Banković P, Đorđević I, Janjić G. Application of quantum chemical calculation in defining peaks in uv-vis spectra of oxidative tartrazine degradation. in Proceedings - 15th International Conference on Fundamental and Applied Aspects of Physical Chemistry, Physical Chemistry 2021, September 20-24 2021, Belgrade, Serbia. 2021;I:132-134.
https://hdl.handle.net/21.15107/rcub_cer_6286 .

Popadić, Marko, Marinović, Sanja, Mudrinić, Tihana, Milutinović Nikolić, Aleksandra, Banković, Predrag, Đorđević, Ivana, Janjić, Goran, "Application of quantum chemical calculation in defining peaks in uv-vis spectra of oxidative tartrazine degradation" in Proceedings - 15th International Conference on Fundamental and Applied Aspects of Physical Chemistry, Physical Chemistry 2021, September 20-24 2021, Belgrade, Serbia, I (2021):132-134,
https://hdl.handle.net/21.15107/rcub_cer_6286 .

TY  - JOUR
AU  - Popadić, Marko
AU  - Marinović, Sanja
AU  - Mudrinić, Tihana
AU  - Milutinović Nikolić, Aleksandra
AU  - Banković, Predrag
AU  - Đorđević, Ivana
AU  - Janjić, Goran
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4728
AB  - The degradation of tartrazine in the presence of cobalt activated Oxone® (potassium peroxymonosulfate) was investigated at different initial pH values. Aluminum pillared clay had the role of a support for catalytically active cobalt oxide species. The degradation of tartrazine and the formation of a mixture of degradation products were monitored using the Ultraviolet–Visible (UV–Vis) spectroscopy and gas chromatography–mass spectrometry (GC-MS). The exact qualitative composition of this mixture and the determination of the most probable mechanism of degradation (the primary goal) were obtained using GC-MS. Besides, the main reaction pathway (reaction with SO4˙ˉ radical anion) and secondary pathways were proposed depending on the pH value. At pH = 6 the reaction with HO˙ radical was proposed. At pH = 11 decarboxilation was suggested as the first step of the secondary proposed reaction pathway. The combination of results acquired from the deconvolution of UV–Vis spectra and the theoretical UV–Vis spectra of degradation products, whose occurrence was predicted by quantum-chemical calculations, was proven to be beneficial for the identification of tartrazine degradation products and for defining UV–Vis predictors of particular degradation steps. An additional contribution of this paper, from the reactivity aspect, was the establishment of the critical structural demand for the radical degradation of any diazo compound. The existence of a hydrogen atom bound to a diazo group was found to be the essential prerequisite for the radical cleavage of diazo compounds.
PB  - Elsevier
T2  - Chemosphere
T1  - A novel approach in revealing mechanisms and particular step predictors of pH dependent tartrazine catalytic degradation in presence of Oxone®
VL  - 281
SP  - 130806
DO  - 10.1016/j.chemosphere.2021.130806
ER  - 

@article{
author = "Popadić, Marko and Marinović, Sanja and Mudrinić, Tihana and Milutinović Nikolić, Aleksandra and Banković, Predrag and Đorđević, Ivana and Janjić, Goran",
year = "2021",
abstract = "The degradation of tartrazine in the presence of cobalt activated Oxone® (potassium peroxymonosulfate) was investigated at different initial pH values. Aluminum pillared clay had the role of a support for catalytically active cobalt oxide species. The degradation of tartrazine and the formation of a mixture of degradation products were monitored using the Ultraviolet–Visible (UV–Vis) spectroscopy and gas chromatography–mass spectrometry (GC-MS). The exact qualitative composition of this mixture and the determination of the most probable mechanism of degradation (the primary goal) were obtained using GC-MS. Besides, the main reaction pathway (reaction with SO4˙ˉ radical anion) and secondary pathways were proposed depending on the pH value. At pH = 6 the reaction with HO˙ radical was proposed. At pH = 11 decarboxilation was suggested as the first step of the secondary proposed reaction pathway. The combination of results acquired from the deconvolution of UV–Vis spectra and the theoretical UV–Vis spectra of degradation products, whose occurrence was predicted by quantum-chemical calculations, was proven to be beneficial for the identification of tartrazine degradation products and for defining UV–Vis predictors of particular degradation steps. An additional contribution of this paper, from the reactivity aspect, was the establishment of the critical structural demand for the radical degradation of any diazo compound. The existence of a hydrogen atom bound to a diazo group was found to be the essential prerequisite for the radical cleavage of diazo compounds.",
publisher = "Elsevier",
journal = "Chemosphere",
title = "A novel approach in revealing mechanisms and particular step predictors of pH dependent tartrazine catalytic degradation in presence of Oxone®",
volume = "281",
pages = "130806",
doi = "10.1016/j.chemosphere.2021.130806"
}

Popadić, M., Marinović, S., Mudrinić, T., Milutinović Nikolić, A., Banković, P., Đorđević, I.,& Janjić, G.. (2021). A novel approach in revealing mechanisms and particular step predictors of pH dependent tartrazine catalytic degradation in presence of Oxone®. in Chemosphere
Elsevier., 281, 130806.
https://doi.org/10.1016/j.chemosphere.2021.130806

Popadić M, Marinović S, Mudrinić T, Milutinović Nikolić A, Banković P, Đorđević I, Janjić G. A novel approach in revealing mechanisms and particular step predictors of pH dependent tartrazine catalytic degradation in presence of Oxone®. in Chemosphere. 2021;281:130806.
doi:10.1016/j.chemosphere.2021.130806 .

Popadić, Marko, Marinović, Sanja, Mudrinić, Tihana, Milutinović Nikolić, Aleksandra, Banković, Predrag, Đorđević, Ivana, Janjić, Goran, "A novel approach in revealing mechanisms and particular step predictors of pH dependent tartrazine catalytic degradation in presence of Oxone®" in Chemosphere, 281 (2021):130806,
https://doi.org/10.1016/j.chemosphere.2021.130806 . .

TY  - JOUR
AU  - Gak Simić, Kristina
AU  - Đorđević, Ivana S.
AU  - Lazić, Anita M.
AU  - Radovanović, Lidija D.
AU  - Petković-Benazzouz, Marija
AU  - Rogan, Jelena R.
AU  - Trišović, Nemanja
AU  - Janjić, Goran
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4678
AB  - The quantitative assessment of intermolecular interactions and their cooperative effects has been performed in spirohydantoin-based model compounds, 3-benzoyl-1,3-diazaspiro[4.5]decane-2,4-dione (1) and 3-(4-fluorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (2), through single crystal X-ray crystallography and quantum chemical studies. In both crystal structures, molecules generate the same hydrogen-bonded centrosymmetric R22(8) synthon. The extended supramolecular architectures depend on the C-HO, C-Hπ, stacking interactions and parallel interactions at large offsets, which lead to molecular sheets and further, with the assistance of the C-HF interaction in the case of2, to three-dimensional networks. Electrostatic potential maps have indicated that formation of the intermolecular FF interaction in the crystal structure of2results in a new region with a larger surface area and a higher negative potential in comparison to the individual fluorine atoms. Establishment of this interaction leads to strengthening of the interaction of one of the fluorine atoms with a third molecule from the environment which does not interact with both of them. When this third molecule interacts with both fluorine atoms simultaneously, the calculations have shown that the effect of strengthening of the individual interactions due to formation of the FF interaction is absent.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - On the supramolecular outcomes of fluorination of cyclohexane-5-spirohydantoin derivatives
VL  - 23
IS  - 13
SP  - 2606
EP  - 2622
DO  - 10.1039/d0ce01841d
ER  - 

@article{
author = "Gak Simić, Kristina and Đorđević, Ivana S. and Lazić, Anita M. and Radovanović, Lidija D. and Petković-Benazzouz, Marija and Rogan, Jelena R. and Trišović, Nemanja and Janjić, Goran",
year = "2021",
abstract = "The quantitative assessment of intermolecular interactions and their cooperative effects has been performed in spirohydantoin-based model compounds, 3-benzoyl-1,3-diazaspiro[4.5]decane-2,4-dione (1) and 3-(4-fluorobenzoyl)-1,3-diazaspiro[4.5]decane-2,4-dione (2), through single crystal X-ray crystallography and quantum chemical studies. In both crystal structures, molecules generate the same hydrogen-bonded centrosymmetric R22(8) synthon. The extended supramolecular architectures depend on the C-HO, C-Hπ, stacking interactions and parallel interactions at large offsets, which lead to molecular sheets and further, with the assistance of the C-HF interaction in the case of2, to three-dimensional networks. Electrostatic potential maps have indicated that formation of the intermolecular FF interaction in the crystal structure of2results in a new region with a larger surface area and a higher negative potential in comparison to the individual fluorine atoms. Establishment of this interaction leads to strengthening of the interaction of one of the fluorine atoms with a third molecule from the environment which does not interact with both of them. When this third molecule interacts with both fluorine atoms simultaneously, the calculations have shown that the effect of strengthening of the individual interactions due to formation of the FF interaction is absent.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "On the supramolecular outcomes of fluorination of cyclohexane-5-spirohydantoin derivatives",
volume = "23",
number = "13",
pages = "2606-2622",
doi = "10.1039/d0ce01841d"
}

Gak Simić, K., Đorđević, I. S., Lazić, A. M., Radovanović, L. D., Petković-Benazzouz, M., Rogan, J. R., Trišović, N.,& Janjić, G.. (2021). On the supramolecular outcomes of fluorination of cyclohexane-5-spirohydantoin derivatives. in CrystEngComm
Royal Society of Chemistry., 23(13), 2606-2622.
https://doi.org/10.1039/d0ce01841d

Gak Simić K, Đorđević IS, Lazić AM, Radovanović LD, Petković-Benazzouz M, Rogan JR, Trišović N, Janjić G. On the supramolecular outcomes of fluorination of cyclohexane-5-spirohydantoin derivatives. in CrystEngComm. 2021;23(13):2606-2622.
doi:10.1039/d0ce01841d .

Gak Simić, Kristina, Đorđević, Ivana S., Lazić, Anita M., Radovanović, Lidija D., Petković-Benazzouz, Marija, Rogan, Jelena R., Trišović, Nemanja, Janjić, Goran, "On the supramolecular outcomes of fluorination of cyclohexane-5-spirohydantoin derivatives" in CrystEngComm, 23, no. 13 (2021):2606-2622,
https://doi.org/10.1039/d0ce01841d . .

TY  - JOUR
AU  - Gak Simic, Kristina
AU  - Đorđević, Ivana
AU  - Janjić, Goran
AU  - Datz, Dániel
AU  - Tóth-Katona, Tibor
AU  - Trišović, Nemanja
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4814
AB  - A new liquid crystal dimer, 1,12-bis(4-(2-(4-nitrophenyl)ethenyl)phenoxy)dodecane, was synthesized and structurally characterized. The compound exhibited enantiotropic nematic phase. The spectroscopic properties were analysed by UV–Vis and fluorescence techniques. Theoretical calculations were used to predict the UV–Vis spectral properties of three isomers and propose a mechanism of conversion between them. The obtained results present a solid basis for the future studies on the stilbene-based liquid crystal dimers, thus affording guidelines for development of a structure–property relationship of these compounds.
PB  - Elsevier
T2  - Journal of Molecular Liquids
T1  - On the photophysical properties of a liquid crystal dimer based on 4-nitrostilbene: A combined experimental and theoretical study
VL  - 339
SP  - 116969
DO  - 10.1016/j.molliq.2021.116969
ER  - 

@article{
author = "Gak Simic, Kristina and Đorđević, Ivana and Janjić, Goran and Datz, Dániel and Tóth-Katona, Tibor and Trišović, Nemanja",
year = "2021",
abstract = "A new liquid crystal dimer, 1,12-bis(4-(2-(4-nitrophenyl)ethenyl)phenoxy)dodecane, was synthesized and structurally characterized. The compound exhibited enantiotropic nematic phase. The spectroscopic properties were analysed by UV–Vis and fluorescence techniques. Theoretical calculations were used to predict the UV–Vis spectral properties of three isomers and propose a mechanism of conversion between them. The obtained results present a solid basis for the future studies on the stilbene-based liquid crystal dimers, thus affording guidelines for development of a structure–property relationship of these compounds.",
publisher = "Elsevier",
journal = "Journal of Molecular Liquids",
title = "On the photophysical properties of a liquid crystal dimer based on 4-nitrostilbene: A combined experimental and theoretical study",
volume = "339",
pages = "116969",
doi = "10.1016/j.molliq.2021.116969"
}

Gak Simic, K., Đorđević, I., Janjić, G., Datz, D., Tóth-Katona, T.,& Trišović, N.. (2021). On the photophysical properties of a liquid crystal dimer based on 4-nitrostilbene: A combined experimental and theoretical study. in Journal of Molecular Liquids
Elsevier., 339, 116969.
https://doi.org/10.1016/j.molliq.2021.116969

Gak Simic K, Đorđević I, Janjić G, Datz D, Tóth-Katona T, Trišović N. On the photophysical properties of a liquid crystal dimer based on 4-nitrostilbene: A combined experimental and theoretical study. in Journal of Molecular Liquids. 2021;339:116969.
doi:10.1016/j.molliq.2021.116969 .

Gak Simic, Kristina, Đorđević, Ivana, Janjić, Goran, Datz, Dániel, Tóth-Katona, Tibor, Trišović, Nemanja, "On the photophysical properties of a liquid crystal dimer based on 4-nitrostilbene: A combined experimental and theoretical study" in Journal of Molecular Liquids, 339 (2021):116969,
https://doi.org/10.1016/j.molliq.2021.116969 . .

TY  - DATA
AU  - Dahmani, Rahma
AU  - Grubišić, Sonja
AU  - Đorđević, Ivana
AU  - Ben Yaghlane, Saida
AU  - Boughdiri, S.
AU  - Chambaud, Gilberte
AU  - Hochlaf, Majdi
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4512
AB  - Figure S1: Convergence of the total energy with plane wave cut-off and k point sampling mesh for MAF-66. Figure S2: Pore size distributions of MAF-66 (left) and ZTF (right). Figure S3: DFT optimized structures of parts of the supercells of ZTF (left) and MAF-66 (right) with one CO2 molecule inside. Figure S4: DFT optimized structure of parts of the supercell of MOF-66 with of one water molecule inside.
PB  - American Institute of Physics (AIP Publishing)
T2  - Journal of Chemical Physics
T1  - Supporting material for: "In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption"
UR  - https://hdl.handle.net/21.15107/rcub_cer_4512
ER  - 

@misc{
author = "Dahmani, Rahma and Grubišić, Sonja and Đorđević, Ivana and Ben Yaghlane, Saida and Boughdiri, S. and Chambaud, Gilberte and Hochlaf, Majdi",
year = "2021",
abstract = "Figure S1: Convergence of the total energy with plane wave cut-off and k point sampling mesh for MAF-66. Figure S2: Pore size distributions of MAF-66 (left) and ZTF (right). Figure S3: DFT optimized structures of parts of the supercells of ZTF (left) and MAF-66 (right) with one CO2 molecule inside. Figure S4: DFT optimized structure of parts of the supercell of MOF-66 with of one water molecule inside.",
publisher = "American Institute of Physics (AIP Publishing)",
journal = "Journal of Chemical Physics",
title = "Supporting material for: "In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption"",
url = "https://hdl.handle.net/21.15107/rcub_cer_4512"
}

Dahmani, R., Grubišić, S., Đorđević, I., Ben Yaghlane, S., Boughdiri, S., Chambaud, G.,& Hochlaf, M.. (2021). Supporting material for: "In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption". in Journal of Chemical Physics
American Institute of Physics (AIP Publishing)..
https://hdl.handle.net/21.15107/rcub_cer_4512

Dahmani R, Grubišić S, Đorđević I, Ben Yaghlane S, Boughdiri S, Chambaud G, Hochlaf M. Supporting material for: "In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption". in Journal of Chemical Physics. 2021;.
https://hdl.handle.net/21.15107/rcub_cer_4512 .

Dahmani, Rahma, Grubišić, Sonja, Đorđević, Ivana, Ben Yaghlane, Saida, Boughdiri, S., Chambaud, Gilberte, Hochlaf, Majdi, "Supporting material for: "In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption"" in Journal of Chemical Physics (2021),
https://hdl.handle.net/21.15107/rcub_cer_4512 .

TY  - JOUR
AU  - Dahmani, Rahma
AU  - Grubišić, Sonja
AU  - Đorđević, Ivana
AU  - Ben Yaghlane, Saida
AU  - Boughdiri, S.
AU  - Chambaud, Gilberte
AU  - Hochlaf, Majdi
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4511
AB  - In search for future good adsorbents for CO2 capture, a nitrogen-rich triazole-type Metal-Organic Framework (MOF) is proposed based on the rational design and theoretical molecular simulations. The structure of the proposed MOF, named Zinc Triazolate based Framework (ZTF), is obtained by replacing the amine-organic linker of MAF-66 by a triazole, and its structural parameters are deduced. We used grand-canonical Monte Carlo (GCMC) simulations based on generic classical force fields to correctly predict the adsorption isotherms of CO2 and H2O. For water adsorption in MAF-66 and ZTF, simulations revealed that the strong hydrogen bonding interactions of water with the N atoms of triazole rings of the frameworks are the main driving forces for the high adsorption uptake of water. We also show that the proposed ZTF porous material exhibits exceptional high CO2 uptake capacity at low pressure, better than MAF-66. Moreover, the nature of the interactions between CO2 and the MAF-66 and ZTF surface cavities was examined at the microscopic level. Computations show that the interactions occur at two different sites, consisting of Lewis acid-Lewis base interactions and hydrogen bonding, together with obvious electrostatic interactions. In addition, we investigated the influence of the presence of H2O molecules on the CO2 adsorption on the ZTF MOF. GCMC simulations reveal that the addition of H2O molecules leads to an enhancement of the CO2 adsorption at very low pressures but a reduction of this CO2 adsorption at higher pressures.
PB  - American Institute of Physics (AIP Publishing)
T2  - Journal of Chemical Physics
T1  - In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption
VL  - 154
IS  - 2
SP  - 024303
DO  - 10.1063/5.0037594
ER  - 

@article{
author = "Dahmani, Rahma and Grubišić, Sonja and Đorđević, Ivana and Ben Yaghlane, Saida and Boughdiri, S. and Chambaud, Gilberte and Hochlaf, Majdi",
year = "2021",
abstract = "In search for future good adsorbents for CO2 capture, a nitrogen-rich triazole-type Metal-Organic Framework (MOF) is proposed based on the rational design and theoretical molecular simulations. The structure of the proposed MOF, named Zinc Triazolate based Framework (ZTF), is obtained by replacing the amine-organic linker of MAF-66 by a triazole, and its structural parameters are deduced. We used grand-canonical Monte Carlo (GCMC) simulations based on generic classical force fields to correctly predict the adsorption isotherms of CO2 and H2O. For water adsorption in MAF-66 and ZTF, simulations revealed that the strong hydrogen bonding interactions of water with the N atoms of triazole rings of the frameworks are the main driving forces for the high adsorption uptake of water. We also show that the proposed ZTF porous material exhibits exceptional high CO2 uptake capacity at low pressure, better than MAF-66. Moreover, the nature of the interactions between CO2 and the MAF-66 and ZTF surface cavities was examined at the microscopic level. Computations show that the interactions occur at two different sites, consisting of Lewis acid-Lewis base interactions and hydrogen bonding, together with obvious electrostatic interactions. In addition, we investigated the influence of the presence of H2O molecules on the CO2 adsorption on the ZTF MOF. GCMC simulations reveal that the addition of H2O molecules leads to an enhancement of the CO2 adsorption at very low pressures but a reduction of this CO2 adsorption at higher pressures.",
publisher = "American Institute of Physics (AIP Publishing)",
journal = "Journal of Chemical Physics",
title = "In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption",
volume = "154",
number = "2",
pages = "024303",
doi = "10.1063/5.0037594"
}

Dahmani, R., Grubišić, S., Đorđević, I., Ben Yaghlane, S., Boughdiri, S., Chambaud, G.,& Hochlaf, M.. (2021). In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption. in Journal of Chemical Physics
American Institute of Physics (AIP Publishing)., 154(2), 024303.
https://doi.org/10.1063/5.0037594

Dahmani R, Grubišić S, Đorđević I, Ben Yaghlane S, Boughdiri S, Chambaud G, Hochlaf M. In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption. in Journal of Chemical Physics. 2021;154(2):024303.
doi:10.1063/5.0037594 .

Dahmani, Rahma, Grubišić, Sonja, Đorđević, Ivana, Ben Yaghlane, Saida, Boughdiri, S., Chambaud, Gilberte, Hochlaf, Majdi, "In silico design of a new Zn-triazole based metal-organic framework for CO2 and H2O adsorption" in Journal of Chemical Physics, 154, no. 2 (2021):024303,
https://doi.org/10.1063/5.0037594 . .

TY  - CONF
AU  - Rakić, Aleksandra
AU  - Đorđević, Ivana
AU  - Popadić, Marko
AU  - Sarvan, Mirjana
AU  - Petković-Benazzouz, Mirjana
AU  - Janjić, Goran
PY  - 2020
UR  - https://qcrom2020.cs-campus.fr/event/
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4033
AB  - The study includes the crystallographic analysis of interactions of S and Se from Cys, Met, Sec and Mse side chains, based on crystal structures from the Cambridge Structural Database (CSD), and quantum-chemical insight in the strength of their individual interactions. CSD statistical analyses have shown a similar tendency of sulfur and selenium atoms towards the specified types of interactions. The most numerous are C−H···Se (for Se fragments) and C−H···S (for S fragments) interactions (~80%), while the second group in numerosity are structures with Se···Se and S···S interactions (~5%). The results of quantum-chemical calculations have revealed that C−H···S and C−H···Se interactions (about −0.8 kcal/mol) are weaker than the most stable parallel Se/Se interaction (about −3.3 kcal/mol) and electrostatic Se/Se interaction of σ/π type (around −2.6 kcal/mol). The numerosity of C−H···S and C−H···Se interactions was explained by an abundance of CH groups compared to the numbers of Se and S atoms in the analyzed crystal structures. The substituents bonded to Se or S atom sterically reduce the possibilities of Se and S atoms to interact with species from the environment. The numerosity of crystal structures explains the lower values of O−H···Se (around −4.4 kcal/mol) and N−H…Se interactions (around −2.2 kcal/mol).
PB  - Commission on Quantum Crystallography of IUCr
C3  - Book of Abstracts - Quantum Crystallography Online Meeting 2020, QCrOM2020
T1  - Substitution of S by Se. Supramolecular Insight.
SP  - 30
UR  - https://hdl.handle.net/21.15107/rcub_cer_4033
ER  - 

@conference{
author = "Rakić, Aleksandra and Đorđević, Ivana and Popadić, Marko and Sarvan, Mirjana and Petković-Benazzouz, Mirjana and Janjić, Goran",
year = "2020",
abstract = "The study includes the crystallographic analysis of interactions of S and Se from Cys, Met, Sec and Mse side chains, based on crystal structures from the Cambridge Structural Database (CSD), and quantum-chemical insight in the strength of their individual interactions. CSD statistical analyses have shown a similar tendency of sulfur and selenium atoms towards the specified types of interactions. The most numerous are C−H···Se (for Se fragments) and C−H···S (for S fragments) interactions (~80%), while the second group in numerosity are structures with Se···Se and S···S interactions (~5%). The results of quantum-chemical calculations have revealed that C−H···S and C−H···Se interactions (about −0.8 kcal/mol) are weaker than the most stable parallel Se/Se interaction (about −3.3 kcal/mol) and electrostatic Se/Se interaction of σ/π type (around −2.6 kcal/mol). The numerosity of C−H···S and C−H···Se interactions was explained by an abundance of CH groups compared to the numbers of Se and S atoms in the analyzed crystal structures. The substituents bonded to Se or S atom sterically reduce the possibilities of Se and S atoms to interact with species from the environment. The numerosity of crystal structures explains the lower values of O−H···Se (around −4.4 kcal/mol) and N−H…Se interactions (around −2.2 kcal/mol).",
publisher = "Commission on Quantum Crystallography of IUCr",
journal = "Book of Abstracts - Quantum Crystallography Online Meeting 2020, QCrOM2020",
title = "Substitution of S by Se. Supramolecular Insight.",
pages = "30",
url = "https://hdl.handle.net/21.15107/rcub_cer_4033"
}

Rakić, A., Đorđević, I., Popadić, M., Sarvan, M., Petković-Benazzouz, M.,& Janjić, G.. (2020). Substitution of S by Se. Supramolecular Insight.. in Book of Abstracts - Quantum Crystallography Online Meeting 2020, QCrOM2020
Commission on Quantum Crystallography of IUCr., 30.
https://hdl.handle.net/21.15107/rcub_cer_4033

Rakić A, Đorđević I, Popadić M, Sarvan M, Petković-Benazzouz M, Janjić G. Substitution of S by Se. Supramolecular Insight.. in Book of Abstracts - Quantum Crystallography Online Meeting 2020, QCrOM2020. 2020;:30.
https://hdl.handle.net/21.15107/rcub_cer_4033 .

Rakić, Aleksandra, Đorđević, Ivana, Popadić, Marko, Sarvan, Mirjana, Petković-Benazzouz, Mirjana, Janjić, Goran, "Substitution of S by Se. Supramolecular Insight." in Book of Abstracts - Quantum Crystallography Online Meeting 2020, QCrOM2020 (2020):30,
https://hdl.handle.net/21.15107/rcub_cer_4033 .

TY  - JOUR
AU  - Franich, Andjela
AU  - Živković, Marija D.
AU  - Ilić-Tomić, Tatjana
AU  - Đorđević, Ivana
AU  - Nikodinović-Runić, Jasmina
AU  - Pavić, Aleksandar
AU  - Janjić, Goran
AU  - Rajković, Snežana
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3883
AB  - New anticancer platinum(II) compounds simultaneously targeting tumor cells and tumor-derived neoangiogenesis, with new DNA interacting mode and large therapeutic window are appealing alternative to improve efficacy of clinical platinum chemotherapeutics. Herein, we describe three novel dinuclear [{Pt(en)Cl}2(μ-L)]2+ complexes with different pyridine-like bridging ligands (L), 4,4′-bipyridine (Pt1), 1,2-bis(4-pyridyl)ethane (Pt2) and 1,2-bis(4-pyridyl)ethene (Pt3), which highly, positively charged aqua derivatives, [{Pt(en)(H2O)}2(μ-L)]4+, interact with the phosphate backbone forming DNA-Pt adducts with an unique and previously undescribed binding mode, called a minor groove covering. The results of this study suggested that the new binding mode of the aqua-Pt(II) complexes with DNA could be attributed to the higher anticancer activities of their chloride analogues. All three compounds, particularly complex [{Pt(en)Cl}2(μ-4,4′-bipy)]Cl2·2H2O (4,4′-bipy is 4,4′-bipyridine) (Pt1), overcame cisplatin resistance in vivo in the zebrafish–mouse melanoma xenograft model, showed much higher therapeutic potential than antiangiogenic drug sunitinib malate, while effectively blocking tumor neovascularization and melanoma cell metastasis. Overall therapeutic profile showed new dinuclear Pt(II) complexes could be novel, effective and safe anticancer agents. Finally, the correlation with the structural characteristics of these complexes can serve as a useful tool for developing new and more effective anticancer drugs.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - New minor groove covering DNA binding mode of dinuclear Pt(II) complexes with various pyridine-linked bridging ligands and dual anticancer-antiangiogenic activities
VL  - 409
IS  - 25
SP  - 395
EP  - 409
DO  - 10.1007/s00775-020-01770-7
ER  - 

@article{
author = "Franich, Andjela and Živković, Marija D. and Ilić-Tomić, Tatjana and Đorđević, Ivana and Nikodinović-Runić, Jasmina and Pavić, Aleksandar and Janjić, Goran and Rajković, Snežana",
year = "2020",
abstract = "New anticancer platinum(II) compounds simultaneously targeting tumor cells and tumor-derived neoangiogenesis, with new DNA interacting mode and large therapeutic window are appealing alternative to improve efficacy of clinical platinum chemotherapeutics. Herein, we describe three novel dinuclear [{Pt(en)Cl}2(μ-L)]2+ complexes with different pyridine-like bridging ligands (L), 4,4′-bipyridine (Pt1), 1,2-bis(4-pyridyl)ethane (Pt2) and 1,2-bis(4-pyridyl)ethene (Pt3), which highly, positively charged aqua derivatives, [{Pt(en)(H2O)}2(μ-L)]4+, interact with the phosphate backbone forming DNA-Pt adducts with an unique and previously undescribed binding mode, called a minor groove covering. The results of this study suggested that the new binding mode of the aqua-Pt(II) complexes with DNA could be attributed to the higher anticancer activities of their chloride analogues. All three compounds, particularly complex [{Pt(en)Cl}2(μ-4,4′-bipy)]Cl2·2H2O (4,4′-bipy is 4,4′-bipyridine) (Pt1), overcame cisplatin resistance in vivo in the zebrafish–mouse melanoma xenograft model, showed much higher therapeutic potential than antiangiogenic drug sunitinib malate, while effectively blocking tumor neovascularization and melanoma cell metastasis. Overall therapeutic profile showed new dinuclear Pt(II) complexes could be novel, effective and safe anticancer agents. Finally, the correlation with the structural characteristics of these complexes can serve as a useful tool for developing new and more effective anticancer drugs.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "New minor groove covering DNA binding mode of dinuclear Pt(II) complexes with various pyridine-linked bridging ligands and dual anticancer-antiangiogenic activities",
volume = "409",
number = "25",
pages = "395-409",
doi = "10.1007/s00775-020-01770-7"
}

Franich, A., Živković, M. D., Ilić-Tomić, T., Đorđević, I., Nikodinović-Runić, J., Pavić, A., Janjić, G.,& Rajković, S.. (2020). New minor groove covering DNA binding mode of dinuclear Pt(II) complexes with various pyridine-linked bridging ligands and dual anticancer-antiangiogenic activities. in Journal of Biological Inorganic Chemistry
Springer., 409(25), 395-409.
https://doi.org/10.1007/s00775-020-01770-7

Franich A, Živković MD, Ilić-Tomić T, Đorđević I, Nikodinović-Runić J, Pavić A, Janjić G, Rajković S. New minor groove covering DNA binding mode of dinuclear Pt(II) complexes with various pyridine-linked bridging ligands and dual anticancer-antiangiogenic activities. in Journal of Biological Inorganic Chemistry. 2020;409(25):395-409.
doi:10.1007/s00775-020-01770-7 .

Franich, Andjela, Živković, Marija D., Ilić-Tomić, Tatjana, Đorđević, Ivana, Nikodinović-Runić, Jasmina, Pavić, Aleksandar, Janjić, Goran, Rajković, Snežana, "New minor groove covering DNA binding mode of dinuclear Pt(II) complexes with various pyridine-linked bridging ligands and dual anticancer-antiangiogenic activities" in Journal of Biological Inorganic Chemistry, 409, no. 25 (2020):395-409,
https://doi.org/10.1007/s00775-020-01770-7 . .

TY  - JOUR
AU  - Đorđević, Ivana S.
AU  - Popadić, Marko
AU  - Sarvan, Mirjana
AU  - Petković - Benazzouz, Marija
AU  - Janjić, Goran
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3474
AB  - Statistical analysis of data from crystal structures extracted from the Cambridge Structural Database (CSD) has shown that S and Se atoms display a similar tendency towards specific types of interaction if they are part of a fragment that corresponds to the side chains of cysteine (Cys), methionine (Met) selenocysteine (Sec) and selenomethionine (Mse). The most numerous are structures with C-H..Se and C-H..S interactions (∼80%), notably less numerous are structures with Se..Se and S..S interactions (∼5%), and Se..π and S..π interactions are the least numerous. The results of quantum-chemical calculations have indicated that C-H..Se (∼-0.8 kcal mol-1) and C-H..S interactions are weaker than the most stable parallel interaction (∼-3.3 kcal mol-1) and electrostatic interactions of σ/π type (∼-2.6 kcal mol-1). Their significant presence can be explained by the abundance of CH groups compared with the numbers of Se and S atoms in the crystal structures, and also by the influence of substituents bonded to the Se or S atom that further reduce their possibilities for interacting with species from the environment. This can also offer an explanation as to why O-H..Se (∼-4.4 kcal mol-1) and N-H..Se interactions (∼-2.2 kcal mol-1) are less numerous. Docking studies revealed that S and Se rarely participate in interactions with the amino acid residues of target enzymes, mostly because those residues preferentially interact with the substituents bonded to Se and S. The differences between Se and S ligands in the number and positions of their binding sites are more pronounced if the substituents are polar and if there are more Se/S atoms in the ligand.
PB  - International Union of Crystallography
T2  - Acta Crystallographica. Section B: Structural Science Crystal Engineering and Materials
T1  - Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition
VL  - 76
SP  - 122
EP  - 136
DO  - 10.1107/S2052520619016287
ER  - 

@article{
author = "Đorđević, Ivana S. and Popadić, Marko and Sarvan, Mirjana and Petković - Benazzouz, Marija and Janjić, Goran",
year = "2020",
abstract = "Statistical analysis of data from crystal structures extracted from the Cambridge Structural Database (CSD) has shown that S and Se atoms display a similar tendency towards specific types of interaction if they are part of a fragment that corresponds to the side chains of cysteine (Cys), methionine (Met) selenocysteine (Sec) and selenomethionine (Mse). The most numerous are structures with C-H..Se and C-H..S interactions (∼80%), notably less numerous are structures with Se..Se and S..S interactions (∼5%), and Se..π and S..π interactions are the least numerous. The results of quantum-chemical calculations have indicated that C-H..Se (∼-0.8 kcal mol-1) and C-H..S interactions are weaker than the most stable parallel interaction (∼-3.3 kcal mol-1) and electrostatic interactions of σ/π type (∼-2.6 kcal mol-1). Their significant presence can be explained by the abundance of CH groups compared with the numbers of Se and S atoms in the crystal structures, and also by the influence of substituents bonded to the Se or S atom that further reduce their possibilities for interacting with species from the environment. This can also offer an explanation as to why O-H..Se (∼-4.4 kcal mol-1) and N-H..Se interactions (∼-2.2 kcal mol-1) are less numerous. Docking studies revealed that S and Se rarely participate in interactions with the amino acid residues of target enzymes, mostly because those residues preferentially interact with the substituents bonded to Se and S. The differences between Se and S ligands in the number and positions of their binding sites are more pronounced if the substituents are polar and if there are more Se/S atoms in the ligand.",
publisher = "International Union of Crystallography",
journal = "Acta Crystallographica. Section B: Structural Science Crystal Engineering and Materials",
title = "Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition",
volume = "76",
pages = "122-136",
doi = "10.1107/S2052520619016287"
}

Đorđević, I. S., Popadić, M., Sarvan, M., Petković - Benazzouz, M.,& Janjić, G.. (2020). Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition. in Acta Crystallographica. Section B: Structural Science Crystal Engineering and Materials
International Union of Crystallography., 76, 122-136.
https://doi.org/10.1107/S2052520619016287

Đorđević IS, Popadić M, Sarvan M, Petković - Benazzouz M, Janjić G. Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition. in Acta Crystallographica. Section B: Structural Science Crystal Engineering and Materials. 2020;76:122-136.
doi:10.1107/S2052520619016287 .

Đorđević, Ivana S., Popadić, Marko, Sarvan, Mirjana, Petković - Benazzouz, Marija, Janjić, Goran, "Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition" in Acta Crystallographica. Section B: Structural Science Crystal Engineering and Materials, 76 (2020):122-136,
https://doi.org/10.1107/S2052520619016287 . .

TY  - JOUR
AU  - Lazić, Anita M.
AU  - Đorđević, Ivana
AU  - Radovanović, Lidija
AU  - Popović, Dragan
AU  - Rogan, Jelena R.
AU  - Janjić, Goran
AU  - Trišović, Nemanja
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3638
AB  - A racemic spirohydantoin derivative with two aromatic substituents, a tetralin and a 4-methoxybenzyl unit, was synthesized and its crystal structure was determined. To define the relationship between molecular stereochemistry and spatial association modes, development of the crystal packing was analyzed through cooperativity of intermolecular interactions. Homo and heterochiral dimeric motifs were stabilized by intermolecular N−H⋅⋅⋅O, C−H⋅⋅⋅O, C−H⋅⋅⋅π interactions and parallel interactions at large offsets (PILO), thus forming alternating double layers. The greatest contribution to the total stabilization came from a motif of opposite enantiomers linked by N−H⋅⋅⋅O bonds (interaction energy=−13.72 kcal/mol), followed by a homochiral motif where the 4-methoxybenzyl units allowed C−H⋅⋅⋅π, C−H⋅⋅⋅O interactions and PILO (interaction energy=−11.56 kcal/mol). The number of the contact fragments in the environment of the tetralin unit was larger, but the 4-methoxybenzyl unit had greater contribution to the total stabilization. The statistical analysis of the data from the Cambridge Structural Database (CSD) showed that this is a general trend. The compound is a potential inhibitor of kinase enzymes and antigen protein-coupled receptors. A correlation between the docking study and the results of the CSD analysis can be drawn. Due to a greater flexibility, the 4-methoxybenzyl unit is more adaptable for interactions with the biological targets than the tetralin unit.
PB  - John Wiley and Sons Inc
T2  - ChemPlusChem
T1  - Self-Assembly and Biorecognition of a Spirohydantoin Derived from α-Tetralone: Interplay between Chirality and Intermolecular Interactions
VL  - 85
IS  - 6
SP  - 1220
EP  - 1232
DO  - 10.1002/cplu.202000273
ER  - 

@article{
author = "Lazić, Anita M. and Đorđević, Ivana and Radovanović, Lidija and Popović, Dragan and Rogan, Jelena R. and Janjić, Goran and Trišović, Nemanja",
year = "2020",
abstract = "A racemic spirohydantoin derivative with two aromatic substituents, a tetralin and a 4-methoxybenzyl unit, was synthesized and its crystal structure was determined. To define the relationship between molecular stereochemistry and spatial association modes, development of the crystal packing was analyzed through cooperativity of intermolecular interactions. Homo and heterochiral dimeric motifs were stabilized by intermolecular N−H⋅⋅⋅O, C−H⋅⋅⋅O, C−H⋅⋅⋅π interactions and parallel interactions at large offsets (PILO), thus forming alternating double layers. The greatest contribution to the total stabilization came from a motif of opposite enantiomers linked by N−H⋅⋅⋅O bonds (interaction energy=−13.72 kcal/mol), followed by a homochiral motif where the 4-methoxybenzyl units allowed C−H⋅⋅⋅π, C−H⋅⋅⋅O interactions and PILO (interaction energy=−11.56 kcal/mol). The number of the contact fragments in the environment of the tetralin unit was larger, but the 4-methoxybenzyl unit had greater contribution to the total stabilization. The statistical analysis of the data from the Cambridge Structural Database (CSD) showed that this is a general trend. The compound is a potential inhibitor of kinase enzymes and antigen protein-coupled receptors. A correlation between the docking study and the results of the CSD analysis can be drawn. Due to a greater flexibility, the 4-methoxybenzyl unit is more adaptable for interactions with the biological targets than the tetralin unit.",
publisher = "John Wiley and Sons Inc",
journal = "ChemPlusChem",
title = "Self-Assembly and Biorecognition of a Spirohydantoin Derived from α-Tetralone: Interplay between Chirality and Intermolecular Interactions",
volume = "85",
number = "6",
pages = "1220-1232",
doi = "10.1002/cplu.202000273"
}

Lazić, A. M., Đorđević, I., Radovanović, L., Popović, D., Rogan, J. R., Janjić, G.,& Trišović, N.. (2020). Self-Assembly and Biorecognition of a Spirohydantoin Derived from α-Tetralone: Interplay between Chirality and Intermolecular Interactions. in ChemPlusChem
John Wiley and Sons Inc., 85(6), 1220-1232.
https://doi.org/10.1002/cplu.202000273

Lazić AM, Đorđević I, Radovanović L, Popović D, Rogan JR, Janjić G, Trišović N. Self-Assembly and Biorecognition of a Spirohydantoin Derived from α-Tetralone: Interplay between Chirality and Intermolecular Interactions. in ChemPlusChem. 2020;85(6):1220-1232.
doi:10.1002/cplu.202000273 .

Lazić, Anita M., Đorđević, Ivana, Radovanović, Lidija, Popović, Dragan, Rogan, Jelena R., Janjić, Goran, Trišović, Nemanja, "Self-Assembly and Biorecognition of a Spirohydantoin Derived from α-Tetralone: Interplay between Chirality and Intermolecular Interactions" in ChemPlusChem, 85, no. 6 (2020):1220-1232,
https://doi.org/10.1002/cplu.202000273 . .