Juranić, Ivan O.

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  • Juranić, Ivan O. (5)
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Supplementary material to Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids

Cvijetic, Ilija N.; Verbic, Tatjana Z.; Drakulić, Branko J.; Stanković, Dalibor M.; Juranić, Ivan O.; Manojlović, Dragan D.; Zloh, Mire

(2017)

TY  - DATA
AU  - Cvijetic, Ilija N.
AU  - Verbic, Tatjana Z.
AU  - Drakulić, Branko J.
AU  - Stanković, Dalibor M.
AU  - Juranić, Ivan O.
AU  - Manojlović, Dragan D.
AU  - Zloh, Mire
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8851
AB  - Supplementary material to Cvijetić, I., Verbić, T., Drakulić, B. J., Stanković, D., Juranić, I. O., Manojlović, D. D., & Zloh, M. (2017). Redox properties of alkyl-substituted 4-aryl-2, 4-dioxobutanoic acids. Journal of the Serbian Chemical Society, 82(3), 303-316.
T2  - Journal of the Serbian Chemical Society
T1  - Supplementary material to Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids
VL  - 82
IS  - 3
SP  - S158
EP  - S187
DO  - 10.2298/JSC161118021C
ER  - 
@misc{
author = "Cvijetic, Ilija N. and Verbic, Tatjana Z. and Drakulić, Branko J. and Stanković, Dalibor M. and Juranić, Ivan O. and Manojlović, Dragan D. and Zloh, Mire",
year = "2017",
abstract = "Supplementary material to Cvijetić, I., Verbić, T., Drakulić, B. J., Stanković, D., Juranić, I. O., Manojlović, D. D., & Zloh, M. (2017). Redox properties of alkyl-substituted 4-aryl-2, 4-dioxobutanoic acids. Journal of the Serbian Chemical Society, 82(3), 303-316.",
journal = "Journal of the Serbian Chemical Society",
title = "Supplementary material to Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids",
volume = "82",
number = "3",
pages = "S158-S187",
doi = "10.2298/JSC161118021C"
}
Cvijetic, I. N., Verbic, T. Z., Drakulić, B. J., Stanković, D. M., Juranić, I. O., Manojlović, D. D.,& Zloh, M.. (2017). Supplementary material to Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids. in Journal of the Serbian Chemical Society, 82(3), S158-S187.
https://doi.org/10.2298/JSC161118021C
Cvijetic IN, Verbic TZ, Drakulić BJ, Stanković DM, Juranić IO, Manojlović DD, Zloh M. Supplementary material to Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids. in Journal of the Serbian Chemical Society. 2017;82(3):S158-S187.
doi:10.2298/JSC161118021C .
Cvijetic, Ilija N., Verbic, Tatjana Z., Drakulić, Branko J., Stanković, Dalibor M., Juranić, Ivan O., Manojlović, Dragan D., Zloh, Mire, "Supplementary material to Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids" in Journal of the Serbian Chemical Society, 82, no. 3 (2017):S158-S187,
https://doi.org/10.2298/JSC161118021C . .
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Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids

Cvijetic, Ilija N.; Verbic, Tatjana Z.; Drakulić, Branko J.; Stanković, Dalibor M.; Juranić, Ivan O.; Manojlović, Dragan D.; Zloh, Mire

(2017)

TY  - JOUR
AU  - Cvijetic, Ilija N.
AU  - Verbic, Tatjana Z.
AU  - Drakulić, Branko J.
AU  - Stanković, Dalibor M.
AU  - Juranić, Ivan O.
AU  - Manojlović, Dragan D.
AU  - Zloh, Mire
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1570
AB  - Redox properties of a set of aryldiketo acids (ADKs), small organic molecules that comprise 2,4-dioxobutanoic acid moiety, were studied. Along with well-known HIV-1 integrase (IN) inhibition, ADKs exert widespread biological activities. The aim of this work was to evaluate the effects of aryl substitutions on the properties of the dioxobutanoic moiety that is involved in key interactions with metal ions within the active sites of target enzymes. The effect of pH on the electronic properties of nine congeners was examined using cyclic voltammetry and differential pulse polarography. The compounds were chosen as a simple set of congeners bearing Me-groups on the phenyl ring, which should not be involved in electrochemical reactions, leaving the diketo moiety as the sole electrophore. The substitution pattern was systematically varied, yielding a set having different torsion between the phenyl ring and the aryl keto group (Ar-C(O)). The protonation state of the ADKs at different pH values was determined from the experimentally obtained pK(a) values. The results showed that an equal number of protons and electrons were involved in the oxidation and reduction reactions at the surface of the electrode. Quantitative linear correlations were found between the reduction potentials and the energies of the frontier orbitals, calculated for neutral, mono-anionic and the corresponding radical anionic species, and the steric parameter as two independent variables.
T2  - Journal of the Serbian Chemical Society
T1  - Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids
VL  - 82
IS  - 3
SP  - 303
EP  - 316
DO  - 10.2298/JSC161118021C
ER  - 
@article{
author = "Cvijetic, Ilija N. and Verbic, Tatjana Z. and Drakulić, Branko J. and Stanković, Dalibor M. and Juranić, Ivan O. and Manojlović, Dragan D. and Zloh, Mire",
year = "2017",
abstract = "Redox properties of a set of aryldiketo acids (ADKs), small organic molecules that comprise 2,4-dioxobutanoic acid moiety, were studied. Along with well-known HIV-1 integrase (IN) inhibition, ADKs exert widespread biological activities. The aim of this work was to evaluate the effects of aryl substitutions on the properties of the dioxobutanoic moiety that is involved in key interactions with metal ions within the active sites of target enzymes. The effect of pH on the electronic properties of nine congeners was examined using cyclic voltammetry and differential pulse polarography. The compounds were chosen as a simple set of congeners bearing Me-groups on the phenyl ring, which should not be involved in electrochemical reactions, leaving the diketo moiety as the sole electrophore. The substitution pattern was systematically varied, yielding a set having different torsion between the phenyl ring and the aryl keto group (Ar-C(O)). The protonation state of the ADKs at different pH values was determined from the experimentally obtained pK(a) values. The results showed that an equal number of protons and electrons were involved in the oxidation and reduction reactions at the surface of the electrode. Quantitative linear correlations were found between the reduction potentials and the energies of the frontier orbitals, calculated for neutral, mono-anionic and the corresponding radical anionic species, and the steric parameter as two independent variables.",
journal = "Journal of the Serbian Chemical Society",
title = "Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids",
volume = "82",
number = "3",
pages = "303-316",
doi = "10.2298/JSC161118021C"
}
Cvijetic, I. N., Verbic, T. Z., Drakulić, B. J., Stanković, D. M., Juranić, I. O., Manojlović, D. D.,& Zloh, M.. (2017). Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids. in Journal of the Serbian Chemical Society, 82(3), 303-316.
https://doi.org/10.2298/JSC161118021C
Cvijetic IN, Verbic TZ, Drakulić BJ, Stanković DM, Juranić IO, Manojlović DD, Zloh M. Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids. in Journal of the Serbian Chemical Society. 2017;82(3):303-316.
doi:10.2298/JSC161118021C .
Cvijetic, Ilija N., Verbic, Tatjana Z., Drakulić, Branko J., Stanković, Dalibor M., Juranić, Ivan O., Manojlović, Dragan D., Zloh, Mire, "Redox properties of alkyl-substituted 4-aryl-2,4-dioxobutanoic acids" in Journal of the Serbian Chemical Society, 82, no. 3 (2017):303-316,
https://doi.org/10.2298/JSC161118021C . .
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Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine - X-ray crystal structure of the polymeric Cd(II) complex

Miodragović Đenana U.; Mitić, Dragana M.; Miodragovic, Zoran M.; Bogdanović, Goran A.; Vitnik, Željko J.; Vitorovic, Maja D.; Radulovic, Milanka D.; Nastasijević, Branislav J.; Juranić, Ivan O.; Anđelković, Katarina

(2008)

TY  - JOUR
AU  - Miodragović Đenana U.
AU  - Mitić, Dragana M.
AU  - Miodragovic, Zoran M.
AU  - Bogdanović, Goran A.
AU  - Vitnik, Željko J.
AU  - Vitorovic, Maja D.
AU  - Radulovic, Milanka D.
AU  - Nastasijević, Branislav J.
AU  - Juranić, Ivan O.
AU  - Anđelković, Katarina
PY  - 2008
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/3363
AB  - For the first time, complexes of Zn(II), Cd(II) and Co(II) (1-3) with N-benzyloxycarbonylglycine have been synthesized and characterized. The complexes adopt tetrahedral, pentagonal-bipyramidal and octahedral geometry, respectively. The structure of the polymeric cadmium complex was resolved by single crystal X-ray analysis. The cadmium ion has a distorted pentagonal-bipyramidal coordination formed by two water molecules and two N-benzyloxycarbonylglycinato ligands (N-Boc) coordinated in different fashions, one as bidentate and the second connecting three cadmium atoms. In a rather complicated 2D supramolecular structure, the phenyl rings interact mutually exclusively by the CH center dot center dot center dot pi interactions. Investigation of the antimicrobial activity of the obtained complexes and N-benzyloxycarbonylglycine revealed that the ligand does not inhibit the growth of Candida albicans, whereas the newly synthesized complexes suppress the growth of this human fungal pathogen. (c) 2007 Elsevier B.V. All rights reserved.
T2  - Inorganica Chimica Acta
T1  - Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine - X-ray crystal structure of the polymeric Cd(II) complex
VL  - 361
IS  - 1
SP  - 86
EP  - 94
DO  - 10.1016/j.ica.2007.06.041
ER  - 
@article{
author = "Miodragović Đenana U. and Mitić, Dragana M. and Miodragovic, Zoran M. and Bogdanović, Goran A. and Vitnik, Željko J. and Vitorovic, Maja D. and Radulovic, Milanka D. and Nastasijević, Branislav J. and Juranić, Ivan O. and Anđelković, Katarina",
year = "2008",
abstract = "For the first time, complexes of Zn(II), Cd(II) and Co(II) (1-3) with N-benzyloxycarbonylglycine have been synthesized and characterized. The complexes adopt tetrahedral, pentagonal-bipyramidal and octahedral geometry, respectively. The structure of the polymeric cadmium complex was resolved by single crystal X-ray analysis. The cadmium ion has a distorted pentagonal-bipyramidal coordination formed by two water molecules and two N-benzyloxycarbonylglycinato ligands (N-Boc) coordinated in different fashions, one as bidentate and the second connecting three cadmium atoms. In a rather complicated 2D supramolecular structure, the phenyl rings interact mutually exclusively by the CH center dot center dot center dot pi interactions. Investigation of the antimicrobial activity of the obtained complexes and N-benzyloxycarbonylglycine revealed that the ligand does not inhibit the growth of Candida albicans, whereas the newly synthesized complexes suppress the growth of this human fungal pathogen. (c) 2007 Elsevier B.V. All rights reserved.",
journal = "Inorganica Chimica Acta",
title = "Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine - X-ray crystal structure of the polymeric Cd(II) complex",
volume = "361",
number = "1",
pages = "86-94",
doi = "10.1016/j.ica.2007.06.041"
}
Miodragović Đenana U., Mitić, D. M., Miodragovic, Z. M., Bogdanović, G. A., Vitnik, Ž. J., Vitorovic, M. D., Radulovic, M. D., Nastasijević, B. J., Juranić, I. O.,& Anđelković, K.. (2008). Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine - X-ray crystal structure of the polymeric Cd(II) complex. in Inorganica Chimica Acta, 361(1), 86-94.
https://doi.org/10.1016/j.ica.2007.06.041
Miodragović Đenana U., Mitić DM, Miodragovic ZM, Bogdanović GA, Vitnik ŽJ, Vitorovic MD, Radulovic MD, Nastasijević BJ, Juranić IO, Anđelković K. Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine - X-ray crystal structure of the polymeric Cd(II) complex. in Inorganica Chimica Acta. 2008;361(1):86-94.
doi:10.1016/j.ica.2007.06.041 .
Miodragović Đenana U., Mitić, Dragana M., Miodragovic, Zoran M., Bogdanović, Goran A., Vitnik, Željko J., Vitorovic, Maja D., Radulovic, Milanka D., Nastasijević, Branislav J., Juranić, Ivan O., Anđelković, Katarina, "Syntheses, characterization and antimicrobial activity of the first complexes of Zn(II), Cd(II) and Co(II) with N-benzyloxycarbonylglycine - X-ray crystal structure of the polymeric Cd(II) complex" in Inorganica Chimica Acta, 361, no. 1 (2008):86-94,
https://doi.org/10.1016/j.ica.2007.06.041 . .
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Synthesis, structure and magnetic properties of the first copper(II) complex with an (E)-4-aryl-4-oxo-2-butenoato ligand

Miodragovic, Zoran M.; Bogdanović, Goran A.; Krajcinovic, Bojana B.; Drakulić, Branko J.; Kusigerski, Vladan; Miodragović Đenana U.; Spasojević, Vojislav; Hodzic, Ismet M.; Juranić, Ivan O.

(2006)

TY  - JOUR
AU  - Miodragovic, Zoran M.
AU  - Bogdanović, Goran A.
AU  - Krajcinovic, Bojana B.
AU  - Drakulić, Branko J.
AU  - Kusigerski, Vladan
AU  - Miodragović Đenana U.
AU  - Spasojević, Vojislav
AU  - Hodzic, Ismet M.
AU  - Juranić, Ivan O.
PY  - 2006
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/3127
AB  - A new binuclear Cu(II) complex with an (E)-4-(2,4-diisopropylphenyl)-4-oxo-2-butenoato ligand (L) was successfully synthesized and characterized by elemental analysis and IR-spectroscopy. The structures of (E)-4-(2,4-diisopropylphenyl)-4-oxo-2-butenoic acid (HL), and the corresponding (tetrakis)-mu-[(E)-4-(2,4-diisopropylphenyl)-4-oxo-2-butenoato]-bis(ethanol)-copper(II) complex, [Cu2L4(C2H5OH)(2)], were determined by single crystal X-ray analyses and are preliminarily discussed. This is the first complex of a transition metal with ligand L. as well as the first determined crystal structure of a metal complex with this type of ligand. Analysis of the magnetic susceptibility measurements of the isolated [Cu2L4(C2H5OH)(2)]center dot H2O complex shows the existence of a strong anti-ferromagnetic intra-dimer coupling, with an exchange integral value 2J of -260 cm(-1). (C) 2006 Elsevier B.V. All rights reserved.
T2  - Inorganic Chemistry Communications
T1  - Synthesis, structure and magnetic properties of the first copper(II) complex with an (E)-4-aryl-4-oxo-2-butenoato ligand
VL  - 9
IS  - 12
SP  - 1173
EP  - 1177
DO  - 10.1016/j.inoche.2006.07.029
ER  - 
@article{
author = "Miodragovic, Zoran M. and Bogdanović, Goran A. and Krajcinovic, Bojana B. and Drakulić, Branko J. and Kusigerski, Vladan and Miodragović Đenana U. and Spasojević, Vojislav and Hodzic, Ismet M. and Juranić, Ivan O.",
year = "2006",
abstract = "A new binuclear Cu(II) complex with an (E)-4-(2,4-diisopropylphenyl)-4-oxo-2-butenoato ligand (L) was successfully synthesized and characterized by elemental analysis and IR-spectroscopy. The structures of (E)-4-(2,4-diisopropylphenyl)-4-oxo-2-butenoic acid (HL), and the corresponding (tetrakis)-mu-[(E)-4-(2,4-diisopropylphenyl)-4-oxo-2-butenoato]-bis(ethanol)-copper(II) complex, [Cu2L4(C2H5OH)(2)], were determined by single crystal X-ray analyses and are preliminarily discussed. This is the first complex of a transition metal with ligand L. as well as the first determined crystal structure of a metal complex with this type of ligand. Analysis of the magnetic susceptibility measurements of the isolated [Cu2L4(C2H5OH)(2)]center dot H2O complex shows the existence of a strong anti-ferromagnetic intra-dimer coupling, with an exchange integral value 2J of -260 cm(-1). (C) 2006 Elsevier B.V. All rights reserved.",
journal = "Inorganic Chemistry Communications",
title = "Synthesis, structure and magnetic properties of the first copper(II) complex with an (E)-4-aryl-4-oxo-2-butenoato ligand",
volume = "9",
number = "12",
pages = "1173-1177",
doi = "10.1016/j.inoche.2006.07.029"
}
Miodragovic, Z. M., Bogdanović, G. A., Krajcinovic, B. B., Drakulić, B. J., Kusigerski, V., Miodragović Đenana U., Spasojević, V., Hodzic, I. M.,& Juranić, I. O.. (2006). Synthesis, structure and magnetic properties of the first copper(II) complex with an (E)-4-aryl-4-oxo-2-butenoato ligand. in Inorganic Chemistry Communications, 9(12), 1173-1177.
https://doi.org/10.1016/j.inoche.2006.07.029
Miodragovic ZM, Bogdanović GA, Krajcinovic BB, Drakulić BJ, Kusigerski V, Miodragović Đenana U., Spasojević V, Hodzic IM, Juranić IO. Synthesis, structure and magnetic properties of the first copper(II) complex with an (E)-4-aryl-4-oxo-2-butenoato ligand. in Inorganic Chemistry Communications. 2006;9(12):1173-1177.
doi:10.1016/j.inoche.2006.07.029 .
Miodragovic, Zoran M., Bogdanović, Goran A., Krajcinovic, Bojana B., Drakulić, Branko J., Kusigerski, Vladan, Miodragović Đenana U., Spasojević, Vojislav, Hodzic, Ismet M., Juranić, Ivan O., "Synthesis, structure and magnetic properties of the first copper(II) complex with an (E)-4-aryl-4-oxo-2-butenoato ligand" in Inorganic Chemistry Communications, 9, no. 12 (2006):1173-1177,
https://doi.org/10.1016/j.inoche.2006.07.029 . .
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Protolytic constants of nizatidine, ranitidine and N,N-dimethyl-2-nitro-1,1-ethenediamine; spectrophotometric and theoretical investigation

Dumanović, Dragica; Juranić, Ivan O.; Dželetović, D.; Vasić, Vesna M.; Jovanović, J.

(1997)

TY  - JOUR
AU  - Dumanović, Dragica
AU  - Juranić, Ivan O.
AU  - Dželetović, D.
AU  - Vasić, Vesna M.
AU  - Jovanović, J.
PY  - 1997
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/2080
AB  - The prototropic exchange equilibria of two drugs, nizatidine (I) and ranitidine (II); and also of structurally related the N,N-dimethyl-2-nitro-1,1-ethenediamine molecule (III) were investigated. From the changes in electronic spectra in media of various acidity several protonation constants were determined. For nizatidine pK values were -0.82, 1.95, and 6.67; for ranitidine pK values were 1.95 and 8.13; and for III was 2.60. The hydroxylation equilibrium constant in strongly alkaline media was determined too. Corresponding pK(a) values were 13.23 for I, 13.26 for II and 13.76 for III. Molecular orbital calculations of electronic spectra confirmed that pK 1.95 for I and II, and pK 2.60 for III, are associated with C-protonation of nitroethenediamine fragment, while all pK(a) values correspond to the addition of HO- anion at the same double bond. (C) 1997 Elsevier Science B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Protolytic constants of nizatidine, ranitidine and N,N-dimethyl-2-nitro-1,1-ethenediamine; spectrophotometric and theoretical investigation
VL  - 15
IS  - 11
SP  - 1667
EP  - 1678
DO  - 10.1016/S0731-7085(96)01977-2
ER  - 
@article{
author = "Dumanović, Dragica and Juranić, Ivan O. and Dželetović, D. and Vasić, Vesna M. and Jovanović, J.",
year = "1997",
abstract = "The prototropic exchange equilibria of two drugs, nizatidine (I) and ranitidine (II); and also of structurally related the N,N-dimethyl-2-nitro-1,1-ethenediamine molecule (III) were investigated. From the changes in electronic spectra in media of various acidity several protonation constants were determined. For nizatidine pK values were -0.82, 1.95, and 6.67; for ranitidine pK values were 1.95 and 8.13; and for III was 2.60. The hydroxylation equilibrium constant in strongly alkaline media was determined too. Corresponding pK(a) values were 13.23 for I, 13.26 for II and 13.76 for III. Molecular orbital calculations of electronic spectra confirmed that pK 1.95 for I and II, and pK 2.60 for III, are associated with C-protonation of nitroethenediamine fragment, while all pK(a) values correspond to the addition of HO- anion at the same double bond. (C) 1997 Elsevier Science B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Protolytic constants of nizatidine, ranitidine and N,N-dimethyl-2-nitro-1,1-ethenediamine; spectrophotometric and theoretical investigation",
volume = "15",
number = "11",
pages = "1667-1678",
doi = "10.1016/S0731-7085(96)01977-2"
}
Dumanović, D., Juranić, I. O., Dželetović, D., Vasić, V. M.,& Jovanović, J.. (1997). Protolytic constants of nizatidine, ranitidine and N,N-dimethyl-2-nitro-1,1-ethenediamine; spectrophotometric and theoretical investigation. in Journal of Pharmaceutical and Biomedical Analysis, 15(11), 1667-1678.
https://doi.org/10.1016/S0731-7085(96)01977-2
Dumanović D, Juranić IO, Dželetović D, Vasić VM, Jovanović J. Protolytic constants of nizatidine, ranitidine and N,N-dimethyl-2-nitro-1,1-ethenediamine; spectrophotometric and theoretical investigation. in Journal of Pharmaceutical and Biomedical Analysis. 1997;15(11):1667-1678.
doi:10.1016/S0731-7085(96)01977-2 .
Dumanović, Dragica, Juranić, Ivan O., Dželetović, D., Vasić, Vesna M., Jovanović, J., "Protolytic constants of nizatidine, ranitidine and N,N-dimethyl-2-nitro-1,1-ethenediamine; spectrophotometric and theoretical investigation" in Journal of Pharmaceutical and Biomedical Analysis, 15, no. 11 (1997):1667-1678,
https://doi.org/10.1016/S0731-7085(96)01977-2 . .
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