TY  - JOUR
AU  - Mirković, Marija D.
AU  - Nikolić, Nadežda S.
AU  - Mijin, Dušan
AU  - Avramov-Ivić, Milka
AU  - Kapor, Agneš
AU  - Tomić, Zoran D.
PY  - 2014
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2808
AB  - The diimine dioxime ligand, 3,3'-(1,4-butanediyl-dinitrilo)bis-2-pentanone, 2,2'-dioxime (LH2), containing a N-4 donor set was prepared by the Schiff base condensation of 2-hydroxyimino-3-pentanone and 1,4-diaminobutane in two ways: in a protic and in an aprotic solvent. A higher yield of the (LH2) imine was obtained when the synthesis was performed using a protic solvent (C2H5OH) instead of aprotic benzene (78 and 30 %, respectively). The Cu(II) metal complex of diimine dioxime was synthesized in CH3OH from the perchlorate salt of LH2 in a 1:1 mole ratio. The isolated complex was characterized by the elemental analysis, IR spectroscopy and cyclic voltammetry. The structure of [Cu-2(LH)(2)](ClO4)(2) was determined by single-crystal X-ray diffraction analysis. Comparison with structurally related diimine dioxime Cu(II) complexes revealed the influence of a weak Cu center dot center dot center dot O(perchlorate) interaction on the geometry of the metallocycle.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle
EP  - 556
IS  - 5
SP  - 545
VL  - 79
DO  - 10.2298/JSC130910120M
ER  - 

@article{
author = "Mirković, Marija D. and Nikolić, Nadežda S. and Mijin, Dušan and Avramov-Ivić, Milka and Kapor, Agneš and Tomić, Zoran D.",
year = "2014",
abstract = "The diimine dioxime ligand, 3,3'-(1,4-butanediyl-dinitrilo)bis-2-pentanone, 2,2'-dioxime (LH2), containing a N-4 donor set was prepared by the Schiff base condensation of 2-hydroxyimino-3-pentanone and 1,4-diaminobutane in two ways: in a protic and in an aprotic solvent. A higher yield of the (LH2) imine was obtained when the synthesis was performed using a protic solvent (C2H5OH) instead of aprotic benzene (78 and 30 %, respectively). The Cu(II) metal complex of diimine dioxime was synthesized in CH3OH from the perchlorate salt of LH2 in a 1:1 mole ratio. The isolated complex was characterized by the elemental analysis, IR spectroscopy and cyclic voltammetry. The structure of [Cu-2(LH)(2)](ClO4)(2) was determined by single-crystal X-ray diffraction analysis. Comparison with structurally related diimine dioxime Cu(II) complexes revealed the influence of a weak Cu center dot center dot center dot O(perchlorate) interaction on the geometry of the metallocycle.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle",
pages = "556-545",
number = "5",
volume = "79",
doi = "10.2298/JSC130910120M"
}

Mirković, M. D., Nikolić, N. S., Mijin, D., Avramov-Ivić, M., Kapor, A.,& Tomić, Z. D.. (2014). Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 79(5), 545-556.
https://doi.org/10.2298/JSC130910120M

Mirković MD, Nikolić NS, Mijin D, Avramov-Ivić M, Kapor A, Tomić ZD. Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle. in Journal of the Serbian Chemical Society. 2014;79(5):545-556.
doi:10.2298/JSC130910120M .

Mirković, Marija D., Nikolić, Nadežda S., Mijin, Dušan, Avramov-Ivić, Milka, Kapor, Agneš, Tomić, Zoran D., "Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle" in Journal of the Serbian Chemical Society, 79, no. 5 (2014):545-556,
https://doi.org/10.2298/JSC130910120M . .

TY  - JOUR
AU  - Mirković, Marija D.
AU  - Janković, Drina
AU  - Vranješ-Đurić, Sanja
AU  - Radović, Magdalena
AU  - Stanković, Dragana
AU  - Mijin, Dušan
AU  - Nikolić, Nadežda S.
PY  - 2012
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2120
AB  - Two novel diamine dioxime ligands, 4,7-diaza-3,8-diethyldecane-2,9-dione bis oxime (3) and 4,9-diaza-3,10-diethyldodecane-2,11-dione bis oxime (5), were synthesized in order to develop new brain perfusion imaging agents, based on 99mTc(V)-complexes. The synthesis involved condensation of 2-hydroxyimino-3-pentanone with appropriate diamine in protic solvent which afforded the bis imine adducts. Subsequent reduction of imine functional groups yielded a diastereoisomeric mixture of 3 and 5. UVvisible, IR, 1H NMR, 13C NMR and elemental analysis were used to characterize the structures of the synthesized compounds. 99mTc-complexes of both diamine dioximes were prepared and radiolabeling conditions optimized to give the maximum yield. Physicochemical parameters of the labeled complexes as well as and their biodistribution in rats were investigated. Both compounds (3 and 5) formed 99mTc-complexes with a net charge of zero, determined by electrophoresis. The resultant lipophilic 99mTc-complexes of 3 and 5 were readily formed at pH similar to 9.0 within 10?min at room temperature with yields of 90% and 95%, respectively. The 99mTc-3 complex was found to be stable within 1 similar to h, while 99mTc-5 was stable for a few hours. A significant brain uptake of 99mTc-3 (2.1% injected dose) and 99mTc-5 (1.8% injected dose) complexes, 2?min after injection, is in accordance with their lipophilicity. The present study suggests that both ligands are promising candidates as new 99mTc-based brain-imaging agents.
PB  - Wiley-Blackwell, Hoboken
T2  - Applied Organometallic Chemistry
T1  - Novel tetradentate diamine dioxime ligands: synthesis, characterization and in vivo behavior of their 99mTc-complexes
EP  - 355
IS  - 7
SP  - 347
VL  - 26
DO  - 10.1002/aoc.2870
ER  - 

@article{
author = "Mirković, Marija D. and Janković, Drina and Vranješ-Đurić, Sanja and Radović, Magdalena and Stanković, Dragana and Mijin, Dušan and Nikolić, Nadežda S.",
year = "2012",
abstract = "Two novel diamine dioxime ligands, 4,7-diaza-3,8-diethyldecane-2,9-dione bis oxime (3) and 4,9-diaza-3,10-diethyldodecane-2,11-dione bis oxime (5), were synthesized in order to develop new brain perfusion imaging agents, based on 99mTc(V)-complexes. The synthesis involved condensation of 2-hydroxyimino-3-pentanone with appropriate diamine in protic solvent which afforded the bis imine adducts. Subsequent reduction of imine functional groups yielded a diastereoisomeric mixture of 3 and 5. UVvisible, IR, 1H NMR, 13C NMR and elemental analysis were used to characterize the structures of the synthesized compounds. 99mTc-complexes of both diamine dioximes were prepared and radiolabeling conditions optimized to give the maximum yield. Physicochemical parameters of the labeled complexes as well as and their biodistribution in rats were investigated. Both compounds (3 and 5) formed 99mTc-complexes with a net charge of zero, determined by electrophoresis. The resultant lipophilic 99mTc-complexes of 3 and 5 were readily formed at pH similar to 9.0 within 10?min at room temperature with yields of 90% and 95%, respectively. The 99mTc-3 complex was found to be stable within 1 similar to h, while 99mTc-5 was stable for a few hours. A significant brain uptake of 99mTc-3 (2.1% injected dose) and 99mTc-5 (1.8% injected dose) complexes, 2?min after injection, is in accordance with their lipophilicity. The present study suggests that both ligands are promising candidates as new 99mTc-based brain-imaging agents.",
publisher = "Wiley-Blackwell, Hoboken",
journal = "Applied Organometallic Chemistry",
title = "Novel tetradentate diamine dioxime ligands: synthesis, characterization and in vivo behavior of their 99mTc-complexes",
pages = "355-347",
number = "7",
volume = "26",
doi = "10.1002/aoc.2870"
}

Mirković, M. D., Janković, D., Vranješ-Đurić, S., Radović, M., Stanković, D., Mijin, D.,& Nikolić, N. S.. (2012). Novel tetradentate diamine dioxime ligands: synthesis, characterization and in vivo behavior of their 99mTc-complexes. in Applied Organometallic Chemistry
Wiley-Blackwell, Hoboken., 26(7), 347-355.
https://doi.org/10.1002/aoc.2870

Mirković MD, Janković D, Vranješ-Đurić S, Radović M, Stanković D, Mijin D, Nikolić NS. Novel tetradentate diamine dioxime ligands: synthesis, characterization and in vivo behavior of their 99mTc-complexes. in Applied Organometallic Chemistry. 2012;26(7):347-355.
doi:10.1002/aoc.2870 .

Mirković, Marija D., Janković, Drina, Vranješ-Đurić, Sanja, Radović, Magdalena, Stanković, Dragana, Mijin, Dušan, Nikolić, Nadežda S., "Novel tetradentate diamine dioxime ligands: synthesis, characterization and in vivo behavior of their 99mTc-complexes" in Applied Organometallic Chemistry, 26, no. 7 (2012):347-355,
https://doi.org/10.1002/aoc.2870 . .