Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology

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Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (en)
Рационални дизајн и синтеза биолошки активних и координационих једињења и функционалних материјала, релевантних у (био)нанотехнологији (sr)
Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (sr_RS)
Authors

Publications

Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760

Keškić, Tanja; Čobeljić, Božidar; Gruden-Pavlović, Maja; Anđelković, Katarina K.; Pevec, Andrej; Turel, Iztok; Radanović, Dušanka D.; Zlatar, Matija

TY  - BOOK
AU  - Keškić, Tanja
AU  - Čobeljić, Božidar
AU  - Gruden-Pavlović, Maja
AU  - Anđelković, Katarina K.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Radanović, Dušanka D.
AU  - Zlatar, Matija
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3680
PB  - ACS Publications
T2  - Crystal Growth & Design
T1  - Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760
ER  - 
@book{
author = "Keškić, Tanja and Čobeljić, Božidar and Gruden-Pavlović, Maja and Anđelković, Katarina K. and Pevec, Andrej and Turel, Iztok and Radanović, Dušanka D. and Zlatar, Matija",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3680",
publisher = "ACS Publications",
journal = "Crystal Growth & Design",
title = "Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760"
}
Keškić, T., Čobeljić, B., Gruden-Pavlović, M., Anđelković, K. K., Pevec, A., Turel, I., Radanović, D. D.,& Zlatar, M.Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760.
Crystal Growth & Design
ACS Publications..
Keškić T, Čobeljić B, Gruden-Pavlović M, Anđelković KK, Pevec A, Turel I, Radanović DD, Zlatar M. Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760. Crystal Growth & Design.
Keškić Tanja, Čobeljić Božidar, Gruden-Pavlović Maja, Anđelković Katarina K., Pevec Andrej, Turel Iztok, Radanović Dušanka D., Zlatar Matija, "Supplementary data for article: Keškić, T.; Čobeljić, B.; Gruden, M.; Anđelković, K.; Pevec, A.; Turel, I.; Radanović, D.; Zlatar, M. What Is the Nature of Interactions of BF4–, NO3–, and ClO4– to Cu(II) Complexes with Girard’s T Hydrazine? When Can Binuclear Complexes Be Formed? Crystal Growth & Design 2019, 19 (8), 4810–4821. https://doi.org/10.1021/acs.cgd.9b00760" Crystal Growth & Design
3

The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c

Stanić-Vučinić, Dragana; Nikolić, Stefan; Vlajić, Katarina; Radomirović, Mirjana Ž.; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić-Šipka, Sanja

(Springer, 2020)

TY  - JOUR
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Vlajić, Katarina
AU  - Radomirović, Mirjana Ž.
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3859
AB  - The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c
VL  - 25
IS  - 2
SP  - 253
EP  - 265
DO  - 10.1007/s00775-020-01758-3
ER  - 
@article{
author = "Stanić-Vučinić, Dragana and Nikolić, Stefan and Vlajić, Katarina and Radomirović, Mirjana Ž. and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić-Šipka, Sanja",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3859",
abstract = "The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c",
volume = "25",
number = "2",
pages = "253-265",
doi = "10.1007/s00775-020-01758-3"
}
Stanić-Vučinić, D., Nikolić, S., Vlajić, K., Radomirović, M. Ž., Mihailović, J., Ćirković-Veličković, T.,& Grgurić-Šipka, S. (2020). The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c.
Journal of Biological Inorganic Chemistry
Springer., 25(2), 253-265.
https://doi.org/10.1007/s00775-020-01758-3
Stanić-Vučinić D, Nikolić S, Vlajić K, Radomirović MŽ, Mihailović J, Ćirković-Veličković T, Grgurić-Šipka S. The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c. Journal of Biological Inorganic Chemistry. 2020;25(2):253-265
Stanić-Vučinić Dragana, Nikolić Stefan, Vlajić Katarina, Radomirović Mirjana Ž., Mihailović Jelena, Ćirković-Veličković Tanja, Grgurić-Šipka Sanja, "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c" Journal of Biological Inorganic Chemistry, 25, no. 2 (2020):253-265,
https://doi.org/10.1007/s00775-020-01758-3 .
2
1

Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3

Stanić-Vučinić, Dragana; Nikolić, Stefan; Vlajić, Katarina; Radomirović, Mirjana Ž.; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić-Šipka, Sanja

(Springer, 2020)

TY  - BOOK
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Vlajić, Katarina
AU  - Radomirović, Mirjana Ž.
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3863
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3
ER  - 
@book{
author = "Stanić-Vučinić, Dragana and Nikolić, Stefan and Vlajić, Katarina and Radomirović, Mirjana Ž. and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić-Šipka, Sanja",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3863",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3"
}
Stanić-Vučinić, D., Nikolić, S., Vlajić, K., Radomirović, M. Ž., Mihailović, J., Ćirković-Veličković, T.,& Grgurić-Šipka, S. (2020). Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3.
Journal of Biological Inorganic Chemistry
Springer..
Stanić-Vučinić D, Nikolić S, Vlajić K, Radomirović MŽ, Mihailović J, Ćirković-Veličković T, Grgurić-Šipka S. Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3. Journal of Biological Inorganic Chemistry. 2020;
Stanić-Vučinić Dragana, Nikolić Stefan, Vlajić Katarina, Radomirović Mirjana Ž., Mihailović Jelena, Ćirković-Veličković Tanja, Grgurić-Šipka Sanja, "Supplementary data for the article: Stanic-Vucinic, D.; Nikolic, S.; Vlajic, K.; Radomirovic, M.; Mihailovic, J.; Cirkovic Velickovic, T.; Grguric-Sipka, S. The Interactions of the Ruthenium(II)-Cymene Complexes with Lysozyme and Cytochrome c. Journal of Biological Inorganic Chemistry 2020. https://doi.org/10.1007/s00775-020-01758-3" Journal of Biological Inorganic Chemistry (2020)

The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c

Stanić-Vučinić, Dragana; Nikolić, Stefan; Vlajić, Katarina; Radomirović, Mirjana Ž.; Mihailović, Jelena; Ćirković-Veličković, Tanja; Grgurić-Šipka, Sanja

(Springer, 2020)

TY  - JOUR
AU  - Stanić-Vučinić, Dragana
AU  - Nikolić, Stefan
AU  - Vlajić, Katarina
AU  - Radomirović, Mirjana Ž.
AU  - Mihailović, Jelena
AU  - Ćirković-Veličković, Tanja
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3942
AB  - The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c
VL  - 25
IS  - 2
SP  - 253
EP  - 265
DO  - 10.1007/s00775-020-01758-3
ER  - 
@article{
author = "Stanić-Vučinić, Dragana and Nikolić, Stefan and Vlajić, Katarina and Radomirović, Mirjana Ž. and Mihailović, Jelena and Ćirković-Veličković, Tanja and Grgurić-Šipka, Sanja",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3942",
abstract = "The reactions of four cymene-capped ruthenium(II) compounds with pro-apaptotic protein, cytochrome c (Cyt), and anti-proliferating protein lysozyme (Ly) in carbonate buffer were investigated by ESI-MS, UV–Vis absorption and CD spectroscopy. The complexes with two chloride ligands (C2 and C3) were more reactive toward proteins than those with only one (C1 and C4), and the complex with S,N-chelating ligand (C4) was less reactive than one with O,N-chelating ligand (C1). Dehalogenated complexes are most likely species initially coordinating proteins for all tested complexes. During the time, protein adducts vividly exchanged non-arene organic ligand L with CO32- and OH-, while cymene moiety was retained. In water, only dehalogenated adducts were identified suggesting that in vivo, in the presence of various anions, dynamic ligand exchange could generate different intermediate protein species. Although all complexes reduced Cyt, the reduction was not dependent on their reactivity to protein, implying that initially noncovalent binding to Cyt occures, causing its reduction, followed by coordination to protein. Cyt reduction was accompanied with rupture of ferro-Met 80 and occupation of this hem coordination site by a histidine His-33/26. Therefore, in Cyt with C2 and C3 less intensive reduction of hem iron leave more unoccupied target residues for Ru coordination, leading to more efficient formation of covalent adducts, in comparison to C1 and C4. This study contribute to development of new protein-targeted Ru(II) cymene complexes, and to design of new cancer therapies based on targeted delivery of Ru(II) arene complexes bound on pro-apoptotic/anti-proliferating proteins as vehicles.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c",
volume = "25",
number = "2",
pages = "253-265",
doi = "10.1007/s00775-020-01758-3"
}
Stanić-Vučinić, D., Nikolić, S., Vlajić, K., Radomirović, M. Ž., Mihailović, J., Ćirković-Veličković, T.,& Grgurić-Šipka, S. (2020). The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c.
Journal of Biological Inorganic Chemistry
Springer., 25(2), 253-265.
https://doi.org/10.1007/s00775-020-01758-3
Stanić-Vučinić D, Nikolić S, Vlajić K, Radomirović MŽ, Mihailović J, Ćirković-Veličković T, Grgurić-Šipka S. The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c. Journal of Biological Inorganic Chemistry. 2020;25(2):253-265
Stanić-Vučinić Dragana, Nikolić Stefan, Vlajić Katarina, Radomirović Mirjana Ž., Mihailović Jelena, Ćirković-Veličković Tanja, Grgurić-Šipka Sanja, "The interactions of the ruthenium(II)-cymene complexes with lysozyme and cytochrome c" Journal of Biological Inorganic Chemistry, 25, no. 2 (2020):253-265,
https://doi.org/10.1007/s00775-020-01758-3 .
2
1

A novel method of molecular imprinting applied to the template cholesterol

Pešić, Miloš P.; Todorov, Miljana D.; Becskereki, Gergely; Horvai, George; Verbić, Tatjana; Tóth, Blanka

(Elsevier, 2020)

TY  - JOUR
AU  - Pešić, Miloš P.
AU  - Todorov, Miljana D.
AU  - Becskereki, Gergely
AU  - Horvai, George
AU  - Verbić, Tatjana
AU  - Tóth, Blanka
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3951
AB  - A novel method is successfully tested for non-covalent imprinting. Conditions are used which practically exclude the formation of prepolymerization complexes. The template is cholesterol, and no so-called functional monomer is used. The polymers contain only an acrylic diester crosslinker. The porogen isopropanol prevents even hydrogen bonding between the template and the monomer in the prepolymerization solution. Despite of these apparently very disadvantageous conditions, appreciable imprinting factors for cholesterol and imprinted selectivity against some other steroids are observed, similar to other cholesterol MIPs with proven analytical usefulness.
PB  - Elsevier
T2  - Talanta
T1  - A novel method of molecular imprinting applied to the template cholesterol
VL  - 217
SP  - 121075
DO  - 10.1016/j.talanta.2020.121075
ER  - 
@article{
author = "Pešić, Miloš P. and Todorov, Miljana D. and Becskereki, Gergely and Horvai, George and Verbić, Tatjana and Tóth, Blanka",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3951",
abstract = "A novel method is successfully tested for non-covalent imprinting. Conditions are used which practically exclude the formation of prepolymerization complexes. The template is cholesterol, and no so-called functional monomer is used. The polymers contain only an acrylic diester crosslinker. The porogen isopropanol prevents even hydrogen bonding between the template and the monomer in the prepolymerization solution. Despite of these apparently very disadvantageous conditions, appreciable imprinting factors for cholesterol and imprinted selectivity against some other steroids are observed, similar to other cholesterol MIPs with proven analytical usefulness.",
publisher = "Elsevier",
journal = "Talanta",
title = "A novel method of molecular imprinting applied to the template cholesterol",
volume = "217",
pages = "121075",
doi = "10.1016/j.talanta.2020.121075"
}
Pešić, M. P., Todorov, M. D., Becskereki, G., Horvai, G., Verbić, T.,& Tóth, B. (2020). A novel method of molecular imprinting applied to the template cholesterol.
Talanta
Elsevier., 217, 121075.
https://doi.org/10.1016/j.talanta.2020.121075
Pešić MP, Todorov MD, Becskereki G, Horvai G, Verbić T, Tóth B. A novel method of molecular imprinting applied to the template cholesterol. Talanta. 2020;217:121075
Pešić Miloš P., Todorov Miljana D., Becskereki Gergely, Horvai George, Verbić Tatjana, Tóth Blanka, "A novel method of molecular imprinting applied to the template cholesterol" Talanta, 217 (2020):121075,
https://doi.org/10.1016/j.talanta.2020.121075 .
5
2
4

Photolysis of insecticide methomyl in various solvents: An experimental and theoretical study

Tomašević, Anđelka; Mijin, Dušan; Radišić, Marina; Prlainović, Nevena; Cvijetić, Ilija; Kovačević, Danijela V.; Marinković, Aleksandar

(Elsevier, 2020)

TY  - JOUR
AU  - Tomašević, Anđelka
AU  - Mijin, Dušan
AU  - Radišić, Marina
AU  - Prlainović, Nevena
AU  - Cvijetić, Ilija
AU  - Kovačević, Danijela V.
AU  - Marinković, Aleksandar
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3832
AB  - This study describes photolysis of 1 × 10–4 M methomyl solution in deionized water and in eleven organic solvents, both polar and nonpolar: methanol, ethanol, n-propanol, isopropanol, sec-butanol, tert-butanol, isobutanol, isopentanol, n-hexane, acetonitrile, and dichloromethane. Photolysis of methomyl at 254 nm was performed using Osram mercury lamp (6 × 8 W) by exposing to irradiation for five hours. All photolytic methomyl reactions were studied by UV/Vis spectroscopy within a wavelength range of 190−300 nm (Spectrum Mode), and at 233.4 nm (Quantitative Mode), while the rate of photodecomposition of methomyl was measured using UV spectroscopy and HPLC. In order to get better insight in the photolysis of methomyl, a liquid chromatography-mass spectrometry (LC–MSn) was used. The rate of methomyl photolysis was solvent-specific and the following reaction rate order was established: deionized water > tert-butanol > n-hexane > sec-butanol > ethanol > isopentanol > isobutanol > isopropanol > methanol > acetonitrile > dichloromethane > n-propanol. Both nonspecific and specific solvent-solute interactions contribute mutually to the differences in the obtained quantum yields. Results of quantum chemical calculations, using CBS-QB3 method, provided insights into the solvent effects on both ground and excited state. The LC/MSn analysis showed the formation of several photolytic products.
PB  - Elsevier
T2  - Journal of Photochemistry and Photobiology A: Chemistry
T1  - Photolysis of insecticide methomyl in various solvents: An experimental and theoretical study
VL  - 391
SP  - e112366
DO  - 10.1016/j.jphotochem.2020.112366
ER  - 
@article{
author = "Tomašević, Anđelka and Mijin, Dušan and Radišić, Marina and Prlainović, Nevena and Cvijetić, Ilija and Kovačević, Danijela V. and Marinković, Aleksandar",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3832",
abstract = "This study describes photolysis of 1 × 10–4 M methomyl solution in deionized water and in eleven organic solvents, both polar and nonpolar: methanol, ethanol, n-propanol, isopropanol, sec-butanol, tert-butanol, isobutanol, isopentanol, n-hexane, acetonitrile, and dichloromethane. Photolysis of methomyl at 254 nm was performed using Osram mercury lamp (6 × 8 W) by exposing to irradiation for five hours. All photolytic methomyl reactions were studied by UV/Vis spectroscopy within a wavelength range of 190−300 nm (Spectrum Mode), and at 233.4 nm (Quantitative Mode), while the rate of photodecomposition of methomyl was measured using UV spectroscopy and HPLC. In order to get better insight in the photolysis of methomyl, a liquid chromatography-mass spectrometry (LC–MSn) was used. The rate of methomyl photolysis was solvent-specific and the following reaction rate order was established: deionized water > tert-butanol > n-hexane > sec-butanol > ethanol > isopentanol > isobutanol > isopropanol > methanol > acetonitrile > dichloromethane > n-propanol. Both nonspecific and specific solvent-solute interactions contribute mutually to the differences in the obtained quantum yields. Results of quantum chemical calculations, using CBS-QB3 method, provided insights into the solvent effects on both ground and excited state. The LC/MSn analysis showed the formation of several photolytic products.",
publisher = "Elsevier",
journal = "Journal of Photochemistry and Photobiology A: Chemistry",
title = "Photolysis of insecticide methomyl in various solvents: An experimental and theoretical study",
volume = "391",
pages = "e112366",
doi = "10.1016/j.jphotochem.2020.112366"
}
Tomašević, A., Mijin, D., Radišić, M., Prlainović, N., Cvijetić, I., Kovačević, D. V.,& Marinković, A. (2020). Photolysis of insecticide methomyl in various solvents: An experimental and theoretical study.
Journal of Photochemistry and Photobiology A: Chemistry
Elsevier., 391, e112366.
https://doi.org/10.1016/j.jphotochem.2020.112366
Tomašević A, Mijin D, Radišić M, Prlainović N, Cvijetić I, Kovačević DV, Marinković A. Photolysis of insecticide methomyl in various solvents: An experimental and theoretical study. Journal of Photochemistry and Photobiology A: Chemistry. 2020;391:e112366
Tomašević Anđelka, Mijin Dušan, Radišić Marina, Prlainović Nevena, Cvijetić Ilija, Kovačević Danijela V., Marinković Aleksandar, "Photolysis of insecticide methomyl in various solvents: An experimental and theoretical study" Journal of Photochemistry and Photobiology A: Chemistry, 391 (2020):e112366,
https://doi.org/10.1016/j.jphotochem.2020.112366 .
1

Supplementary data for article: Tomašević, A.; Mijin, D.; Radišić, M.; Prlainović, N.; Cvijetić, I.; Kovačević, D. V.; Marinković, A. Photolysis of Insecticide Methomyl in Various Solvents: An Experimental and Theoretical Study. Journal of Photochemistry and Photobiology A: Chemistry 2020, 391. https://doi.org/10.1016/j.jphotochem.2020.112366

Tomašević, Anđelka; Mijin, Dušan; Radišić, Marina; Prlainović, Nevena; Cvijetić, Ilija; Kovačević, Danijela V.; Marinković, Aleksandar

(Elsevier, 2020)

TY  - BOOK
AU  - Tomašević, Anđelka
AU  - Mijin, Dušan
AU  - Radišić, Marina
AU  - Prlainović, Nevena
AU  - Cvijetić, Ilija
AU  - Kovačević, Danijela V.
AU  - Marinković, Aleksandar
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3833
PB  - Elsevier
T2  - Journal of Photochemistry and Photobiology A: Chemistry
T1  - Supplementary data for article: Tomašević, A.; Mijin, D.; Radišić, M.; Prlainović, N.; Cvijetić, I.; Kovačević, D. V.; Marinković, A. Photolysis of Insecticide Methomyl in Various Solvents: An Experimental and Theoretical Study. Journal of Photochemistry and Photobiology A: Chemistry 2020, 391. https://doi.org/10.1016/j.jphotochem.2020.112366
ER  - 
@book{
author = "Tomašević, Anđelka and Mijin, Dušan and Radišić, Marina and Prlainović, Nevena and Cvijetić, Ilija and Kovačević, Danijela V. and Marinković, Aleksandar",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3833",
publisher = "Elsevier",
journal = "Journal of Photochemistry and Photobiology A: Chemistry",
title = "Supplementary data for article: Tomašević, A.; Mijin, D.; Radišić, M.; Prlainović, N.; Cvijetić, I.; Kovačević, D. V.; Marinković, A. Photolysis of Insecticide Methomyl in Various Solvents: An Experimental and Theoretical Study. Journal of Photochemistry and Photobiology A: Chemistry 2020, 391. https://doi.org/10.1016/j.jphotochem.2020.112366"
}
Tomašević, A., Mijin, D., Radišić, M., Prlainović, N., Cvijetić, I., Kovačević, D. V.,& Marinković, A. (2020). Supplementary data for article: Tomašević, A.; Mijin, D.; Radišić, M.; Prlainović, N.; Cvijetić, I.; Kovačević, D. V.; Marinković, A. Photolysis of Insecticide Methomyl in Various Solvents: An Experimental and Theoretical Study. Journal of Photochemistry and Photobiology A: Chemistry 2020, 391. https://doi.org/10.1016/j.jphotochem.2020.112366.
Journal of Photochemistry and Photobiology A: Chemistry
Elsevier..
Tomašević A, Mijin D, Radišić M, Prlainović N, Cvijetić I, Kovačević DV, Marinković A. Supplementary data for article: Tomašević, A.; Mijin, D.; Radišić, M.; Prlainović, N.; Cvijetić, I.; Kovačević, D. V.; Marinković, A. Photolysis of Insecticide Methomyl in Various Solvents: An Experimental and Theoretical Study. Journal of Photochemistry and Photobiology A: Chemistry 2020, 391. https://doi.org/10.1016/j.jphotochem.2020.112366. Journal of Photochemistry and Photobiology A: Chemistry. 2020;
Tomašević Anđelka, Mijin Dušan, Radišić Marina, Prlainović Nevena, Cvijetić Ilija, Kovačević Danijela V., Marinković Aleksandar, "Supplementary data for article: Tomašević, A.; Mijin, D.; Radišić, M.; Prlainović, N.; Cvijetić, I.; Kovačević, D. V.; Marinković, A. Photolysis of Insecticide Methomyl in Various Solvents: An Experimental and Theoretical Study. Journal of Photochemistry and Photobiology A: Chemistry 2020, 391. https://doi.org/10.1016/j.jphotochem.2020.112366" Journal of Photochemistry and Photobiology A: Chemistry (2020)

Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation

Gligorijević, Nikola; Vasović, Tamara; Lević, Steva M.; Miljević, Čedo; Nedić, Olgica; Nikolić, Milan

(Elsevier, 2020)

TY  - JOUR
AU  - Gligorijević, Nikola
AU  - Vasović, Tamara
AU  - Lević, Steva M.
AU  - Miljević, Čedo
AU  - Nedić, Olgica
AU  - Nikolić, Milan
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3896
AB  - Clozapine is an atypical antipsychotic used for the treatment of schizophrenia. The prescribed target daily doses may reach 900 mg. Literature studies report a connection between clozapine usage and thrombosis development. Our in vitro study aimed to provide insight into molecular bases of this observation, investigating clozapine binding to fibrinogen, the main plasma protein involved in hemostasis. Fibrinogen/clozapine interaction was confirmed by protein fluorescence quenching, with an affinity constant of 1.7 × 105 M−1. Direct interactions did not affect the structure of fibrinogen, nor fibrinogen melting temperature. Clozapine binding affected fibrin formation by reducing coagulation speed and thickness of fibrin fibers suggesting that in the presence of clozapine, fibrinogen may acquire thrombogenic characteristics. Although no difference in fibrin gel porosity was detected, other factors present in the blood may act synergistically with altered fibrin formation to modify fibrin clot, thus increasing the risk for development of thrombosis in patients on clozapine treatment. ORAC and HORAC assays showed that clozapine reduced free radical-induced oxidation of fibrinogen. All observed effects of clozapine on fibrinogen are dose-dependent, with the effect on fibrin formation being more pronounced.
PB  - Elsevier
T2  - International Journal of Biological Macromolecules
T1  - Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation
VL  - 154
SP  - 142
EP  - 149
DO  - 10.1016/j.ijbiomac.2020.03.119
ER  - 
@article{
author = "Gligorijević, Nikola and Vasović, Tamara and Lević, Steva M. and Miljević, Čedo and Nedić, Olgica and Nikolić, Milan",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3896",
abstract = "Clozapine is an atypical antipsychotic used for the treatment of schizophrenia. The prescribed target daily doses may reach 900 mg. Literature studies report a connection between clozapine usage and thrombosis development. Our in vitro study aimed to provide insight into molecular bases of this observation, investigating clozapine binding to fibrinogen, the main plasma protein involved in hemostasis. Fibrinogen/clozapine interaction was confirmed by protein fluorescence quenching, with an affinity constant of 1.7 × 105 M−1. Direct interactions did not affect the structure of fibrinogen, nor fibrinogen melting temperature. Clozapine binding affected fibrin formation by reducing coagulation speed and thickness of fibrin fibers suggesting that in the presence of clozapine, fibrinogen may acquire thrombogenic characteristics. Although no difference in fibrin gel porosity was detected, other factors present in the blood may act synergistically with altered fibrin formation to modify fibrin clot, thus increasing the risk for development of thrombosis in patients on clozapine treatment. ORAC and HORAC assays showed that clozapine reduced free radical-induced oxidation of fibrinogen. All observed effects of clozapine on fibrinogen are dose-dependent, with the effect on fibrin formation being more pronounced.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation",
volume = "154",
pages = "142-149",
doi = "10.1016/j.ijbiomac.2020.03.119"
}
Gligorijević, N., Vasović, T., Lević, S. M., Miljević, Č., Nedić, O.,& Nikolić, M. (2020). Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation.
International Journal of Biological Macromolecules
Elsevier., 154, 142-149.
https://doi.org/10.1016/j.ijbiomac.2020.03.119
Gligorijević N, Vasović T, Lević SM, Miljević Č, Nedić O, Nikolić M. Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation. International Journal of Biological Macromolecules. 2020;154:142-149
Gligorijević Nikola, Vasović Tamara, Lević Steva M., Miljević Čedo, Nedić Olgica, Nikolić Milan, "Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation" International Journal of Biological Macromolecules, 154 (2020):142-149,
https://doi.org/10.1016/j.ijbiomac.2020.03.119 .
2
1
3

Introduction to ligand field theory and computational chemistry

Zlatar, Matija; Gruden, Maja

(Elsevier BV, 2020)

TY  - CHAP
AU  - Zlatar, Matija
AU  - Gruden, Maja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3829
AB  - This chapter provides an introduction to the electronic structure of coordination compounds. The introduction and overview of quantum chemistry, electronic structure of atoms, ligand field theory, and computational chemistry of transition metal compounds are given.
PB  - Elsevier BV
T2  - Practical Approaches to Biological Inorganic Chemistry, 2nd Edition
T1  - Introduction to ligand field theory and computational chemistry
SP  - 17
EP  - 67
DO  - 10.1016/B978-0-444-64225-7.00002-X
ER  - 
@article{
author = "Zlatar, Matija and Gruden, Maja",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3829",
abstract = "This chapter provides an introduction to the electronic structure of coordination compounds. The introduction and overview of quantum chemistry, electronic structure of atoms, ligand field theory, and computational chemistry of transition metal compounds are given.",
publisher = "Elsevier BV",
journal = "Practical Approaches to Biological Inorganic Chemistry, 2nd Edition",
title = "Introduction to ligand field theory and computational chemistry",
pages = "17-67",
doi = "10.1016/B978-0-444-64225-7.00002-X"
}
Zlatar, M.,& Gruden, M. (2020). Introduction to ligand field theory and computational chemistry.
Practical Approaches to Biological Inorganic Chemistry, 2nd Edition
Elsevier BV., 17-67.
https://doi.org/10.1016/B978-0-444-64225-7.00002-X
Zlatar M, Gruden M. Introduction to ligand field theory and computational chemistry. Practical Approaches to Biological Inorganic Chemistry, 2nd Edition. 2020;:17-67
Zlatar Matija, Gruden Maja, "Introduction to ligand field theory and computational chemistry" Practical Approaches to Biological Inorganic Chemistry, 2nd Edition (2020):17-67,
https://doi.org/10.1016/B978-0-444-64225-7.00002-X .
1
1

Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation

Gligorijević, Nikola; Vasović, Tamara; Lević, Steva M.; Miljević, Čedo; Nedić, Olgica; Nikolić, Milan

(Elsevier, 2020)

TY  - JOUR
AU  - Gligorijević, Nikola
AU  - Vasović, Tamara
AU  - Lević, Steva M.
AU  - Miljević, Čedo
AU  - Nedić, Olgica
AU  - Nikolić, Milan
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3886
AB  - Clozapine is an atypical antipsychotic used for the treatment of schizophrenia. The prescribed target daily doses may reach 900 mg. Literature studies report a connection between clozapine usage and thrombosis development. Our in vitro study aimed to provide insight into molecular bases of this observation, investigating clozapine binding to fibrinogen, the main plasma protein involved in hemostasis. Fibrinogen/clozapine interaction was confirmed by protein fluorescence quenching, with an affinity constant of 1.7 × 105 M−1. Direct interactions did not affect the structure of fibrinogen, nor fibrinogen melting temperature. Clozapine binding affected fibrin formation by reducing coagulation speed and thickness of fibrin fibers suggesting that in the presence of clozapine, fibrinogen may acquire thrombogenic characteristics. Although no difference in fibrin gel porosity was detected, other factors present in the blood may act synergistically with altered fibrin formation to modify fibrin clot, thus increasing the risk for development of thrombosis in patients on clozapine treatment. ORAC and HORAC assays showed that clozapine reduced free radical-induced oxidation of fibrinogen. All observed effects of clozapine on fibrinogen are dose-dependent, with the effect on fibrin formation being more pronounced.
PB  - Elsevier
T2  - International Journal of Biological Macromolecules
T1  - Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation
VL  - 154
SP  - 142
EP  - 149
DO  - 10.1016/j.ijbiomac.2020.03.119
ER  - 
@article{
author = "Gligorijević, Nikola and Vasović, Tamara and Lević, Steva M. and Miljević, Čedo and Nedić, Olgica and Nikolić, Milan",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3886",
abstract = "Clozapine is an atypical antipsychotic used for the treatment of schizophrenia. The prescribed target daily doses may reach 900 mg. Literature studies report a connection between clozapine usage and thrombosis development. Our in vitro study aimed to provide insight into molecular bases of this observation, investigating clozapine binding to fibrinogen, the main plasma protein involved in hemostasis. Fibrinogen/clozapine interaction was confirmed by protein fluorescence quenching, with an affinity constant of 1.7 × 105 M−1. Direct interactions did not affect the structure of fibrinogen, nor fibrinogen melting temperature. Clozapine binding affected fibrin formation by reducing coagulation speed and thickness of fibrin fibers suggesting that in the presence of clozapine, fibrinogen may acquire thrombogenic characteristics. Although no difference in fibrin gel porosity was detected, other factors present in the blood may act synergistically with altered fibrin formation to modify fibrin clot, thus increasing the risk for development of thrombosis in patients on clozapine treatment. ORAC and HORAC assays showed that clozapine reduced free radical-induced oxidation of fibrinogen. All observed effects of clozapine on fibrinogen are dose-dependent, with the effect on fibrin formation being more pronounced.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation",
volume = "154",
pages = "142-149",
doi = "10.1016/j.ijbiomac.2020.03.119"
}
Gligorijević, N., Vasović, T., Lević, S. M., Miljević, Č., Nedić, O.,& Nikolić, M. (2020). Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation.
International Journal of Biological Macromolecules
Elsevier., 154, 142-149.
https://doi.org/10.1016/j.ijbiomac.2020.03.119
Gligorijević N, Vasović T, Lević SM, Miljević Č, Nedić O, Nikolić M. Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation. International Journal of Biological Macromolecules. 2020;154:142-149
Gligorijević Nikola, Vasović Tamara, Lević Steva M., Miljević Čedo, Nedić Olgica, Nikolić Milan, "Atypical antipsychotic clozapine binds fibrinogen and affects fibrin formation" International Journal of Biological Macromolecules, 154 (2020):142-149,
https://doi.org/10.1016/j.ijbiomac.2020.03.119 .
2
1
3

Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives

Tubić, Biljana K.; Dobričić, Vladimir; Poljarević, Jelena; Savić, Aleksandar; Sabo, Tibor; Marković, Bojan D.

(Elsevier B.V., 2020)

TY  - JOUR
AU  - Tubić, Biljana K.
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan D.
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3868
AB  - Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives
VL  - 184
DO  - 10.1016/j.jpba.2020.113213
ER  - 
@article{
author = "Tubić, Biljana K. and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan D.",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3868",
abstract = "Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives",
volume = "184",
doi = "10.1016/j.jpba.2020.113213"
}
Tubić, B. K., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B. D. (2020). Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives.
Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V.., 184.
https://doi.org/10.1016/j.jpba.2020.113213
Tubić BK, Dobričić V, Poljarević J, Savić A, Sabo T, Marković BD. Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. Journal of Pharmaceutical and Biomedical Analysis. 2020;184
Tubić Biljana K., Dobričić Vladimir, Poljarević Jelena, Savić Aleksandar, Sabo Tibor, Marković Bojan D., "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives" Journal of Pharmaceutical and Biomedical Analysis, 184 (2020),
https://doi.org/10.1016/j.jpba.2020.113213 .

Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives

Tubić, Biljana K.; Dobričić, Vladimir; Poljarević, Jelena; Savić, Aleksandar; Sabo, Tibor; Marković, Bojan D.

(Elsevier B.V., 2020)

TY  - JOUR
AU  - Tubić, Biljana K.
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan D.
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3868
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3869
AB  - Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives
VL  - 184
DO  - 10.1016/j.jpba.2020.113213
ER  - 
@article{
author = "Tubić, Biljana K. and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan D.",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3868, http://cherry.chem.bg.ac.rs/handle/123456789/3869",
abstract = "Passive gastrointestinal absorption and membrane retention of twelve esters of (S,S)-ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (EDCP) and (S,S)-1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid (PDCP), as well as of these two non-esterified acids were estimated using PAMPA test. Artificial PAMPA membrane used in this study for the simulation of gastrointestinal barrier was solution of egg lecithin in dodecane (1 % w/v). All tested compounds belong to class III (high membrane retention and low permeation), whereas EDCP, dipentyl ester of PDCP (DPE-PDCP) and diisopentyl ester of PDCP (DIPE-PDCP) belong to class I (negligible membrane retention and low permeation). Finally, quantitative structure – permeability and structure – retention relationships models were created in order to find quantitative relationships between physico-chemical properties of tested compounds and PAMPA membrane permeability/membrane retention parameters. Statistically the most reliable models were analysed and used for the design of new compounds for which favourable membrane permeability and retention can be expected.",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives",
volume = "184",
doi = "10.1016/j.jpba.2020.113213"
}
Tubić, B. K., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B. D. (2020). Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives.
Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V.., 184.
https://doi.org/10.1016/j.jpba.2020.113213
Tubić BK, Dobričić V, Poljarević J, Savić A, Sabo T, Marković BD. Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives. Journal of Pharmaceutical and Biomedical Analysis. 2020;184
Tubić Biljana K., Dobričić Vladimir, Poljarević Jelena, Savić Aleksandar, Sabo Tibor, Marković Bojan D., "Estimation of passive gastrointestinal absorption and membrane retention using PAMPA test, quantitative structure-permeability and quantitative structure-retention relationship analyses of ethylenediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid and 1,3-propanediamine-N,N'-di-2-(3-cyclohexyl)propanoic acid derivatives" Journal of Pharmaceutical and Biomedical Analysis, 184 (2020),
https://doi.org/10.1016/j.jpba.2020.113213 .

Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213

Tubić, Biljana K.; Dobričić, Vladimir; Poljarević, Jelena; Savić, Aleksandar; Sabo, Tibor; Marković, Bojan D.

(Elsevier B.V., 2020)

TY  - BOOK
AU  - Tubić, Biljana K.
AU  - Dobričić, Vladimir
AU  - Poljarević, Jelena
AU  - Savić, Aleksandar
AU  - Sabo, Tibor
AU  - Marković, Bojan D.
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3870
PB  - Elsevier B.V.
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213
ER  - 
@book{
author = "Tubić, Biljana K. and Dobričić, Vladimir and Poljarević, Jelena and Savić, Aleksandar and Sabo, Tibor and Marković, Bojan D.",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3870",
publisher = "Elsevier B.V.",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213"
}
Tubić, B. K., Dobričić, V., Poljarević, J., Savić, A., Sabo, T.,& Marković, B. D. (2020). Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213.
Journal of Pharmaceutical and Biomedical Analysis
Elsevier B.V...
Tubić BK, Dobričić V, Poljarević J, Savić A, Sabo T, Marković BD. Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213. Journal of Pharmaceutical and Biomedical Analysis. 2020;
Tubić Biljana K., Dobričić Vladimir, Poljarević Jelena, Savić Aleksandar, Sabo Tibor, Marković Bojan D., "Supplementary data for the article: Tubić, B.; Dobričić, V.; Poljarević, J.; Savić, A.; Sabo, T.; Marković, B. Estimation of Passive Gastrointestinal Absorption and Membrane Retention Using PAMPA Test, Quantitative Structure-Permeability and Quantitative Structure-Retention Relationship Analyses of Ethylenediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid and 1,3-Propanediamine-N,N’-Di-2-(3-Cyclohexyl)Propanoic Acid Derivatives. Journal of Pharmaceutical and Biomedical Analysis 2020, 184. https://doi.org/10.1016/j.jpba.2020.113213" Journal of Pharmaceutical and Biomedical Analysis (2020)

Influence of paleoenvironmental conditions on distribution and relative abundance of saturated and aromatic hydrocarbons in sediments from the NW part of the Toplica basin, Serbia

Burazer, Nikola; Šajnović, Aleksandra; Vasić, Nebojša; Kašanin-Grubin, Milica; Životić, Dragana R.; Mendonça Filho, João Graciano; Vulić, Predrag J.; Jovančićević, Branimir

(Elsevier, 2020)

TY  - JOUR
AU  - Burazer, Nikola
AU  - Šajnović, Aleksandra
AU  - Vasić, Nebojša
AU  - Kašanin-Grubin, Milica
AU  - Životić, Dragana R.
AU  - Mendonça Filho, João Graciano
AU  - Vulić, Predrag J.
AU  - Jovančićević, Branimir
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3837
AB  - The investigation of the relationship between paleoenvironmental conditions and distribution and relative abundance of specific saturated and aromatic hydrocarbons was the main objective of this study, thus marking the parameters, which were most sensitive to environmental changes. Insights on the type, generative potential, and maturity of organic matter (OM), as well as paleoclimate conditions, along with the reconstruction of depositional settings of the northwest part of the Toplica basin (Serbia), were provided. Organic petrographic, palynofacies, organic geochemical, mineralogical, and XRF analyses were carried out to investigate 40 sediment samples of the Prebreza and Čučale sedimentary units. Investigated samples were deposited in the saline and anoxic environment, under semi-arid to semi-humid/humid climate conditions, along with the constant inflow of volcanoclastic material. The predominance of δ-methyltrimethyltridecil chroman (δ-MTTC) within euxinic portions of the stratified water column was associated with an increase in salinity, which was noticed for sediments of the Prebreza unit. Sediments from this stratigraphic unit showed a higher contribution of algae precursor, whereas sediments of the Čučale unit suggested higher participation of microbiologically reworked OM. Most of the samples contained oil-prone kerogen type II. Maturity of the OM for sediments of the Prebreza unit ranged from immature to early-mature, while for samples of the Čučale unit varied from early-mature to mature stages. Distribution of hopane biomarkers typical for crude oil indicated that depth of 1 km was a boundary for the genesis of thermodynamic, more stable compounds. A significant portion of semifusinite was correlated with the paleofire event, which affected the distribution of n-alkanes. The high production of hydrocarbons was related to volcanic activity. Parameters, which proved to be highly susceptible at the stratigraphic boundary between the Prebreza and Čučale units, were C-value, S/H, α-MTTC, δ-MTTC, β-/γ-MTTC, and (1,3- + 1,6-)/(1,4 + 1,5-DMC), respectively.
PB  - Elsevier
T2  - Marine and Petroleum Geology
T1  - Influence of paleoenvironmental conditions on distribution and relative abundance of saturated and aromatic hydrocarbons in sediments from the NW part of the Toplica basin, Serbia
VL  - 115
SP  - 104252
DO  - 10.1016/j.marpetgeo.2020.104252
ER  - 
@article{
author = "Burazer, Nikola and Šajnović, Aleksandra and Vasić, Nebojša and Kašanin-Grubin, Milica and Životić, Dragana R. and Mendonça Filho, João Graciano and Vulić, Predrag J. and Jovančićević, Branimir",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3837",
abstract = "The investigation of the relationship between paleoenvironmental conditions and distribution and relative abundance of specific saturated and aromatic hydrocarbons was the main objective of this study, thus marking the parameters, which were most sensitive to environmental changes. Insights on the type, generative potential, and maturity of organic matter (OM), as well as paleoclimate conditions, along with the reconstruction of depositional settings of the northwest part of the Toplica basin (Serbia), were provided. Organic petrographic, palynofacies, organic geochemical, mineralogical, and XRF analyses were carried out to investigate 40 sediment samples of the Prebreza and Čučale sedimentary units. Investigated samples were deposited in the saline and anoxic environment, under semi-arid to semi-humid/humid climate conditions, along with the constant inflow of volcanoclastic material. The predominance of δ-methyltrimethyltridecil chroman (δ-MTTC) within euxinic portions of the stratified water column was associated with an increase in salinity, which was noticed for sediments of the Prebreza unit. Sediments from this stratigraphic unit showed a higher contribution of algae precursor, whereas sediments of the Čučale unit suggested higher participation of microbiologically reworked OM. Most of the samples contained oil-prone kerogen type II. Maturity of the OM for sediments of the Prebreza unit ranged from immature to early-mature, while for samples of the Čučale unit varied from early-mature to mature stages. Distribution of hopane biomarkers typical for crude oil indicated that depth of 1 km was a boundary for the genesis of thermodynamic, more stable compounds. A significant portion of semifusinite was correlated with the paleofire event, which affected the distribution of n-alkanes. The high production of hydrocarbons was related to volcanic activity. Parameters, which proved to be highly susceptible at the stratigraphic boundary between the Prebreza and Čučale units, were C-value, S/H, α-MTTC, δ-MTTC, β-/γ-MTTC, and (1,3- + 1,6-)/(1,4 + 1,5-DMC), respectively.",
publisher = "Elsevier",
journal = "Marine and Petroleum Geology",
title = "Influence of paleoenvironmental conditions on distribution and relative abundance of saturated and aromatic hydrocarbons in sediments from the NW part of the Toplica basin, Serbia",
volume = "115",
pages = "104252",
doi = "10.1016/j.marpetgeo.2020.104252"
}
Burazer, N., Šajnović, A., Vasić, N., Kašanin-Grubin, M., Životić, D. R., Mendonça Filho, J. G., Vulić, P. J.,& Jovančićević, B. (2020). Influence of paleoenvironmental conditions on distribution and relative abundance of saturated and aromatic hydrocarbons in sediments from the NW part of the Toplica basin, Serbia.
Marine and Petroleum Geology
Elsevier., 115, 104252.
https://doi.org/10.1016/j.marpetgeo.2020.104252
Burazer N, Šajnović A, Vasić N, Kašanin-Grubin M, Životić DR, Mendonça Filho JG, Vulić PJ, Jovančićević B. Influence of paleoenvironmental conditions on distribution and relative abundance of saturated and aromatic hydrocarbons in sediments from the NW part of the Toplica basin, Serbia. Marine and Petroleum Geology. 2020;115:104252
Burazer Nikola, Šajnović Aleksandra, Vasić Nebojša, Kašanin-Grubin Milica, Životić Dragana R., Mendonça Filho João Graciano, Vulić Predrag J., Jovančićević Branimir, "Influence of paleoenvironmental conditions on distribution and relative abundance of saturated and aromatic hydrocarbons in sediments from the NW part of the Toplica basin, Serbia" Marine and Petroleum Geology, 115 (2020):104252,
https://doi.org/10.1016/j.marpetgeo.2020.104252 .
3
1
3

Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity

Savić, Aleksandar; Gligorijević, Nevenka; Aranđelović, Sandra; Dojčinović, Biljana P.; Kaczmarek, Anna M.; Radulović, Siniša; Van Deun, Rik; Van Hecke, Kristof

(Elsevier, 2020)

TY  - JOUR
AU  - Savić, Aleksandar
AU  - Gligorijević, Nevenka
AU  - Aranđelović, Sandra
AU  - Dojčinović, Biljana P.
AU  - Kaczmarek, Anna M.
AU  - Radulović, Siniša
AU  - Van Deun, Rik
AU  - Van Hecke, Kristof
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3781
AB  - The monocationic chloro complexes containing chelating N∩N ligands: [(η6-p-cymene)Ru(L1–4)Cl]+ (1–4), where L1 = 4-methyl-1,10-phenantroline, L2 = dipyrido[3,2-a:2′,3′-c]phenazine, L3 = 11-chloro-dipyrido[3,2-a:2′,3′-c]phenazine, L4 = 11-nitro-dipyrido[3,2-a:2′,3′-c]phenazine; p-cymene = 1-methyl-4-isopropylbenzene) have been prepared and characterized as the hexafluorophosphate salts. The biological activity of 1–4 has been investigated in selected 2D monolayer cell cultures (A549, PANC-1, MDA-MB-231, MRC-5). All investigated ruthenium complexes showed similar or even better cytotoxicity to cisplatin. However, there was no significant reduction in growth of PANC-1 cells in a 3D cell culture of multicellular tumor spheroids (MCTS) after treatment with 2–4, while the cisplatin treatment induced retardation in MCTS growth. Flow cytometry analysis of the cell cycle of PANC-1 cells shows that 3 caused changes of cell cycle phase distribution characterized by slight accumulation of cells in the G2-M phase. Absence of the Sub-G1 phase in the cell cycle of the treated cells indicated that there was no fragmentation of DNA for the analyzed time intervals (48 and 72 h treatment). Fluorescent microscopy, after acridine orange/ethidium bromide staining, revealed that the investigated ruthenium complexes induced some characteristics of apoptotic morphology (shrinking and condensation of chromatin) with notably preserved integrity of the plasma membrane. Investigation of cellular uptake and DNA - fraction accumulation performed by inductively coupled plasma mass spectrometry in PANC-1 cells with equimolar concentrations (5 μM) of 2–4 and cisplatin showed more efficient cellular uptake and DNA - fraction accumulation of complex 3 compared to complexes 2 and 4.
PB  - Elsevier
T1  - Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity
VL  - 202
SP  - 110869
DO  - 10.1016/j.jinorgbio.2019.110869
ER  - 
@article{
author = "Savić, Aleksandar and Gligorijević, Nevenka and Aranđelović, Sandra and Dojčinović, Biljana P. and Kaczmarek, Anna M. and Radulović, Siniša and Van Deun, Rik and Van Hecke, Kristof",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3781",
abstract = "The monocationic chloro complexes containing chelating N∩N ligands: [(η6-p-cymene)Ru(L1–4)Cl]+ (1–4), where L1 = 4-methyl-1,10-phenantroline, L2 = dipyrido[3,2-a:2′,3′-c]phenazine, L3 = 11-chloro-dipyrido[3,2-a:2′,3′-c]phenazine, L4 = 11-nitro-dipyrido[3,2-a:2′,3′-c]phenazine; p-cymene = 1-methyl-4-isopropylbenzene) have been prepared and characterized as the hexafluorophosphate salts. The biological activity of 1–4 has been investigated in selected 2D monolayer cell cultures (A549, PANC-1, MDA-MB-231, MRC-5). All investigated ruthenium complexes showed similar or even better cytotoxicity to cisplatin. However, there was no significant reduction in growth of PANC-1 cells in a 3D cell culture of multicellular tumor spheroids (MCTS) after treatment with 2–4, while the cisplatin treatment induced retardation in MCTS growth. Flow cytometry analysis of the cell cycle of PANC-1 cells shows that 3 caused changes of cell cycle phase distribution characterized by slight accumulation of cells in the G2-M phase. Absence of the Sub-G1 phase in the cell cycle of the treated cells indicated that there was no fragmentation of DNA for the analyzed time intervals (48 and 72 h treatment). Fluorescent microscopy, after acridine orange/ethidium bromide staining, revealed that the investigated ruthenium complexes induced some characteristics of apoptotic morphology (shrinking and condensation of chromatin) with notably preserved integrity of the plasma membrane. Investigation of cellular uptake and DNA - fraction accumulation performed by inductively coupled plasma mass spectrometry in PANC-1 cells with equimolar concentrations (5 μM) of 2–4 and cisplatin showed more efficient cellular uptake and DNA - fraction accumulation of complex 3 compared to complexes 2 and 4.",
publisher = "Elsevier",
title = "Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity",
volume = "202",
pages = "110869",
doi = "10.1016/j.jinorgbio.2019.110869"
}
Savić, A., Gligorijević, N., Aranđelović, S., Dojčinović, B. P., Kaczmarek, A. M., Radulović, S., Van Deun, R.,& Van Hecke, K. (2020). Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity.

Elsevier., 202, 110869.
https://doi.org/10.1016/j.jinorgbio.2019.110869
Savić A, Gligorijević N, Aranđelović S, Dojčinović BP, Kaczmarek AM, Radulović S, Van Deun R, Van Hecke K. Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity. 2020;202:110869
Savić Aleksandar, Gligorijević Nevenka, Aranđelović Sandra, Dojčinović Biljana P., Kaczmarek Anna M., Radulović Siniša, Van Deun Rik, Van Hecke Kristof, "Antitumor activity of organoruthenium complexes with chelate aromatic ligands, derived from 1,10-phenantroline: Synthesis and biological activity", 202 (2020):110869,
https://doi.org/10.1016/j.jinorgbio.2019.110869 .
1
5
1
5

Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition

Đorđević, Ivana S.; Popadić, Marko; Sarvan, Mirjana; Petković-Benazzouz, Marija; Janjić, Goran V.

(Wiley, 2020)

TY  - JOUR
AU  - Đorđević, Ivana S.
AU  - Popadić, Marko
AU  - Sarvan, Mirjana
AU  - Petković-Benazzouz, Marija
AU  - Janjić, Goran V.
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3877
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. © 2020 International Union of Crystallography.
PB  - Wiley
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
IS  - 1
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 V.",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3877",
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. © 2020 International Union of Crystallography.",
publisher = "Wiley",
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",
number = "1",
pages = "122-136",
doi = "10.1107/S2052520619016287"
}
Đorđević, I. S., Popadić, M., Sarvan, M., Petković-Benazzouz, M.,& Janjić, G. V. (2020). Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition.
Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
Wiley., 76(1), 122-136.
https://doi.org/10.1107/S2052520619016287
Đorđević IS, Popadić M, Sarvan M, Petković-Benazzouz M, Janjić GV. Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials. 2020;76(1):122-136
Đorđević Ivana S., Popadić Marko, Sarvan Mirjana, Petković-Benazzouz Marija, Janjić Goran V., "Supramolecular insight into the substitution of sulfur by selenium, based on crystal structures, quantum-chemical calculations and biosystem recognition" Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 76, no. 1 (2020):122-136,
https://doi.org/10.1107/S2052520619016287 .
2
3
1
2

New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action

Pavlović, Marijana; Nikolić, Stefan; Gligorijević, Nevenka; Dojčinović, Biljana P.; Aranđelović, Sandra; Grgurić-Šipka, Sanja; Radulović, Siniša

(Springer Link, 2019)

TY  - JOUR
AU  - Pavlović, Marijana
AU  - Nikolić, Stefan
AU  - Gligorijević, Nevenka
AU  - Dojčinović, Biljana P.
AU  - Aranđelović, Sandra
AU  - Grgurić-Šipka, Sanja
AU  - Radulović, Siniša
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2854
AB  - Three new ruthenium(II)-arene complexes with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline (ppf) of general formula: C1 ([(ƞ 6 -benzene)Ru(ppf)Cl]PF 6 , C2 ([(ƞ 6 -toluene)Ru(ppf)Cl]PF 6 ) and C3 ([(ƞ 6 -p-cymene)Ru(ppf)Cl]PF 6 ) have been synthesized. The structures of complexes were determined by elemental analysis, IR, ESI–MS, as well as with 1 H and 13 C NMR spectroscopy. Cytotoxic activity has been evaluated in three different human neoplastic cell lines (A549, A375, LS 174T) and in one human non-tumor cell line (MRC-5), by the MTT assay. Complexes C1–C3 showed IC 50 values in the micromolar range below 100 µM. Complex C3, carrying ƞ 6 -p-cymene as the arene ligand, exhibited cytoselective activity toward human malignant melanoma A375 cells (IC 50 = 15.8 ± 2.7 µM), and has been selected for further analyses of its biological effects. Drug-accumulation study performed in the A375 cells disclosed that C3 possess lower ability of entering the cells compared to cisplatin and distributes approximately equally in the cytosol and membrane/organelle fraction of cells. Investigations in the 3D model of A375 cells, disclosed different effects of the complex C3 and cisplatin on growth of multicellular tumor spheroids (MCTSs). While the size of cisplatin-treated MCTSs decreased with time, MCTSs treated with C3 continued to growth. Differences in structural organization and biological activity of this type of ruthenium(II)-arene complexes versus cisplatin in A375 malignant melanoma cells pointed out their different modes of action, and necessity for further biological studies and optimizations for potential applications.
PB  - Springer Link
T2  - Journal of Biological Inorganic Chemistry
T1  - New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action
VL  - 24
IS  - 2
SP  - 297
EP  - 310
DO  - 10.1007/s00775-019-01647-4
ER  - 
@article{
author = "Pavlović, Marijana and Nikolić, Stefan and Gligorijević, Nevenka and Dojčinović, Biljana P. and Aranđelović, Sandra and Grgurić-Šipka, Sanja and Radulović, Siniša",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2854",
abstract = "Three new ruthenium(II)-arene complexes with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline (ppf) of general formula: C1 ([(ƞ 6 -benzene)Ru(ppf)Cl]PF 6 , C2 ([(ƞ 6 -toluene)Ru(ppf)Cl]PF 6 ) and C3 ([(ƞ 6 -p-cymene)Ru(ppf)Cl]PF 6 ) have been synthesized. The structures of complexes were determined by elemental analysis, IR, ESI–MS, as well as with 1 H and 13 C NMR spectroscopy. Cytotoxic activity has been evaluated in three different human neoplastic cell lines (A549, A375, LS 174T) and in one human non-tumor cell line (MRC-5), by the MTT assay. Complexes C1–C3 showed IC 50 values in the micromolar range below 100 µM. Complex C3, carrying ƞ 6 -p-cymene as the arene ligand, exhibited cytoselective activity toward human malignant melanoma A375 cells (IC 50 = 15.8 ± 2.7 µM), and has been selected for further analyses of its biological effects. Drug-accumulation study performed in the A375 cells disclosed that C3 possess lower ability of entering the cells compared to cisplatin and distributes approximately equally in the cytosol and membrane/organelle fraction of cells. Investigations in the 3D model of A375 cells, disclosed different effects of the complex C3 and cisplatin on growth of multicellular tumor spheroids (MCTSs). While the size of cisplatin-treated MCTSs decreased with time, MCTSs treated with C3 continued to growth. Differences in structural organization and biological activity of this type of ruthenium(II)-arene complexes versus cisplatin in A375 malignant melanoma cells pointed out their different modes of action, and necessity for further biological studies and optimizations for potential applications.",
publisher = "Springer Link",
journal = "Journal of Biological Inorganic Chemistry",
title = "New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action",
volume = "24",
number = "2",
pages = "297-310",
doi = "10.1007/s00775-019-01647-4"
}
Pavlović, M., Nikolić, S., Gligorijević, N., Dojčinović, B. P., Aranđelović, S., Grgurić-Šipka, S.,& Radulović, S. (2019). New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action.
Journal of Biological Inorganic Chemistry
Springer Link., 24(2), 297-310.
https://doi.org/10.1007/s00775-019-01647-4
Pavlović M, Nikolić S, Gligorijević N, Dojčinović BP, Aranđelović S, Grgurić-Šipka S, Radulović S. New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action. Journal of Biological Inorganic Chemistry. 2019;24(2):297-310
Pavlović Marijana, Nikolić Stefan, Gligorijević Nevenka, Dojčinović Biljana P., Aranđelović Sandra, Grgurić-Šipka Sanja, Radulović Siniša, "New organoruthenium compounds with pyrido[2′,3′:5,6]pyrazino[2,3-f][1, 10]phenanthroline: synthesis, characterization, cytotoxicity, and investigation of mechanism of action" Journal of Biological Inorganic Chemistry, 24, no. 2 (2019):297-310,
https://doi.org/10.1007/s00775-019-01647-4 .
3
2
4

Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana S.; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana S.
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2934
AB  - In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling
VL  - 72
IS  - 1
SP  - 148
EP  - 163
DO  - 10.1080/00958972.2018.1553298
ER  - 
@article{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana S. and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2934",
abstract = "In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling",
volume = "72",
number = "1",
pages = "148-163",
doi = "10.1080/00958972.2018.1553298"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I. S., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S. (2019). Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling.
Journal of Coordination Chemistry
Taylor & Francis., 72(1), 148-163.
https://doi.org/10.1080/00958972.2018.1553298
Nikolić S, Grgurić-Šipka S, Đorđević IS, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. Journal of Coordination Chemistry. 2019;72(1):148-163
Nikolić Stefan, Grgurić-Šipka Sanja, Đorđević Ivana S., Dahmani Rahma, Dekanski Dragana, Vidičević Sašenka, Tošić Jelena, Mitić Dragana, Grubišić Sonja, "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling" Journal of Coordination Chemistry, 72, no. 1 (2019):148-163,
https://doi.org/10.1080/00958972.2018.1553298 .

Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid

Pantić, Darko N.; Mihajlović-Lalić, Ljiljana; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - JOUR
AU  - Pantić, Darko N.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3116
AB  - Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.
T2  - Journal of Coordination Chemistry
T1  - Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid
VL  - 72
IS  - 5-7
SP  - 908
EP  - 919
DO  - 10.1080/00958972.2019.1583332
ER  - 
@article{
author = "Pantić, Darko N. and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3116",
abstract = "Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid",
volume = "72",
number = "5-7",
pages = "908-919",
doi = "10.1080/00958972.2019.1583332"
}
Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S. (2019). Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid.
Journal of Coordination Chemistry, 72(5-7), 908-919.
https://doi.org/10.1080/00958972.2019.1583332
Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid. Journal of Coordination Chemistry. 2019;72(5-7):908-919
Pantić Darko N., Mihajlović-Lalić Ljiljana, Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid" Journal of Coordination Chemistry, 72, no. 5-7 (2019):908-919,
https://doi.org/10.1080/00958972.2019.1583332 .
2
2
3

Supplementary material for the article: Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019, 72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332

Pantić, Darko N.; Mihajlović-Lalić, Ljiljana; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - BOOK
AU  - Pantić, Darko N.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3117
T2  - Journal of Coordination Chemistry
T1  - Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332
ER  - 
@book{
author = "Pantić, Darko N. and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3117",
journal = "Journal of Coordination Chemistry",
title = "Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332"
}
Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S. (2019). Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332.
Journal of Coordination Chemistry.
Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332. Journal of Coordination Chemistry. 2019;
Pantić Darko N., Mihajlović-Lalić Ljiljana, Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, "Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332" Journal of Coordination Chemistry (2019)

Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity

Nikolić, Stefan; Mihajlović-Lalić, Ljiljana; Vidosavljević, Marija; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Mihajlović-Lalić, Ljiljana
AU  - Vidosavljević, Marija
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3640
AB  - Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.
T2  - Journal of Organometallic Chemistry
T1  - Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity
VL  - 902
DO  - 10.1016/j.jorganchem.2019.120966
ER  - 
@article{
author = "Nikolić, Stefan and Mihajlović-Lalić, Ljiljana and Vidosavljević, Marija and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3640",
abstract = "Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.",
journal = "Journal of Organometallic Chemistry",
title = "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity",
volume = "902",
doi = "10.1016/j.jorganchem.2019.120966"
}
Nikolić, S., Mihajlović-Lalić, L., Vidosavljević, M., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S. (2019). Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity.
Journal of Organometallic Chemistry, 902.
https://doi.org/10.1016/j.jorganchem.2019.120966
Nikolić S, Mihajlović-Lalić L, Vidosavljević M, Aranđelović S, Radulović S, Grgurić-Šipka S. Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity. Journal of Organometallic Chemistry. 2019;902
Nikolić Stefan, Mihajlović-Lalić Ljiljana, Vidosavljević Marija, Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity" Journal of Organometallic Chemistry, 902 (2019),
https://doi.org/10.1016/j.jorganchem.2019.120966 .
2
1
2

Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity

Nikolić, Stefan; Mihajlović-Lalić, Ljiljana; Vidosavljević, Marija; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Mihajlović-Lalić, Ljiljana
AU  - Vidosavljević, Marija
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3641
AB  - Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.
T2  - Journal of Organometallic Chemistry
T1  - Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity
VL  - 902
DO  - 10.1016/j.jorganchem.2019.120966
ER  - 
@article{
author = "Nikolić, Stefan and Mihajlović-Lalić, Ljiljana and Vidosavljević, Marija and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3641",
abstract = "Four mono- (1–4) and four binuclear Ru(II) arene (5–8) complexes have been isolated from the reaction of [Ru(η6-benzene)Cl(μ-Cl)]2 or [Ru(η6-toluene)Cl(μ-Cl)]2 with 2-pyridinecarboxylic acid and 6-fluoro-2-pyridinecarboxylic acid. Their structural characterization included IR and NMR spectroscopy and MS spectrometry. The cytotoxic potential of the compounds has been tested by MTT assay in seven human cancer cell lines: alveolar basal adenocarcinoma (A549), large cell lung carcinoma (HTB177), colorectal carcinoma (HCT116), malignant melanoma (A375), prostate adenocarcinoma (PC3), breast carcinoma (MDA-MB-453), cervix adenocarcinoma (HeLa), and one human non-malignant lung fibroblast cell line (MRC-5). Mononuclear complexes 1 and 3 carrying 2-pyridinecarboxylic acid have displayed moderate antiproliferative effect toward HCT116 and HeLa, slightly better in comparison to their binuclear analogues, 5 and 7. The highest activity and cytoselectivity has been observed 1 as it has reduced viability of HCT116 cells 1.5 times more efficiently (IC50 = 27.5 μM), than of the MRC-5 cells (IC50 = 41.3 μM). In contrast to 1 and 3, compounds 2, 4–8 have been found to exhibit lack of cytotoxicity or mild cytotoxicity with IC50 values ranging from 100 to 300 μM.",
journal = "Journal of Organometallic Chemistry",
title = "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity",
volume = "902",
doi = "10.1016/j.jorganchem.2019.120966"
}
Nikolić, S., Mihajlović-Lalić, L., Vidosavljević, M., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S. (2019). Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity.
Journal of Organometallic Chemistry, 902.
https://doi.org/10.1016/j.jorganchem.2019.120966
Nikolić S, Mihajlović-Lalić L, Vidosavljević M, Aranđelović S, Radulović S, Grgurić-Šipka S. Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity. Journal of Organometallic Chemistry. 2019;902
Nikolić Stefan, Mihajlović-Lalić Ljiljana, Vidosavljević Marija, Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, "Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity" Journal of Organometallic Chemistry, 902 (2019),
https://doi.org/10.1016/j.jorganchem.2019.120966 .
2
1
2

Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966

Nikolić, Stefan; Mihajlović-Lalić, Ljiljana; Vidosavljević, Marija; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - BOOK
AU  - Nikolić, Stefan
AU  - Mihajlović-Lalić, Ljiljana
AU  - Vidosavljević, Marija
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3642
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966
VL  - 902
ER  - 
@book{
author = "Nikolić, Stefan and Mihajlović-Lalić, Ljiljana and Vidosavljević, Marija and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3642",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966",
volume = "902"
}
Nikolić, S., Mihajlović-Lalić, L., Vidosavljević, M., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S. (2019). Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966.
Journal of Organometallic Chemistry, 902.
Nikolić S, Mihajlović-Lalić L, Vidosavljević M, Aranđelović S, Radulović S, Grgurić-Šipka S. Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966. Journal of Organometallic Chemistry. 2019;902
Nikolić Stefan, Mihajlović-Lalić Ljiljana, Vidosavljević Marija, Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, "Supplementary data for the article: Nikolić, S.; Mihajlović-Lalić, L. E.; Vidosavljević, M.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Mono- and Binuclear Ru(II) Arene Complexes with (Fluoro Substituted) Picolinic Acid: Synthesis, Characterization and Cytotoxicity. Journal of Organometallic Chemistry 2019, 902. https://doi.org/10.1016/j.jorganchem.2019.120966" Journal of Organometallic Chemistry, 902 (2019)

Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.; Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis, Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of Coordination Chemistry 2019, 72 (1), 148–163. https://doi.org/10.1080/00958972.2018.1553298

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana S.; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - BOOK
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana S.
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3753
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298
ER  - 
@book{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana S. and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3753",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I. S., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S. (2019). Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298.
Journal of Coordination Chemistry
Taylor & Francis..
Nikolić S, Grgurić-Šipka S, Đorđević IS, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298. Journal of Coordination Chemistry. 2019;
Nikolić Stefan, Grgurić-Šipka Sanja, Đorđević Ivana S., Dahmani Rahma, Dekanski Dragana, Vidičević Sašenka, Tošić Jelena, Mitić Dragana, Grubišić Sonja, "Supplementary material for the article: Nikolić, S.; Grgurić-Šipka, S.; Djordjević, I. S.; Dahmani, R.; Dekanski, D.; Vidičević, S.;  Tošić, J.; Mitić, D.; Grubišić, S. Half-Sandwich Ruthenium(II)-Arene Complexes: Synthesis,  Spectroscopic Studies, Biological Properties, and Molecular Modeling. Journal of  Coordination Chemistry 2019, 72 (1), 148–163.  https://doi.org/10.1080/00958972.2018.1553298" Journal of Coordination Chemistry (2019)

Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling

Nikolić, Stefan; Grgurić-Šipka, Sanja; Đorđević, Ivana S.; Dahmani, Rahma; Dekanski, Dragana; Vidičević, Sašenka; Tošić, Jelena; Mitić, Dragana; Grubišić, Sonja

(Taylor & Francis, 2019)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Grgurić-Šipka, Sanja
AU  - Đorđević, Ivana S.
AU  - Dahmani, Rahma
AU  - Dekanski, Dragana
AU  - Vidičević, Sašenka
AU  - Tošić, Jelena
AU  - Mitić, Dragana
AU  - Grubišić, Sonja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3758
AB  - In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).
PB  - Taylor & Francis
T2  - Journal of Coordination Chemistry
T1  - Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling
VL  - 72
IS  - 1
SP  - 148
EP  - 163
DO  - 10.1080/00958972.2018.1553298
ER  - 
@article{
author = "Nikolić, Stefan and Grgurić-Šipka, Sanja and Đorđević, Ivana S. and Dahmani, Rahma and Dekanski, Dragana and Vidičević, Sašenka and Tošić, Jelena and Mitić, Dragana and Grubišić, Sonja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3758",
abstract = "In search for antitumor metal-based drugs that would mitigate the severe side-effects of cisplatin, Ru(II) complexes are gaining increasing recent interest. In this work, we report on the synthesis, characterization (1H- and 13C-NMR, FT-IR), and cytotoxicity studies of two new half-sandwich organometallic Ru(II) complexes of the general formula [Ru(η6-arene)(XY)Cl](PF6) where arene = benzene or toluene and XY = bidentates: dipyrido[3,2-a:2′,3′-c]phenazine (dppz) or 2-(9-anthryl)-1H-imidazo[4,5-f][1,10]phenanthroline (aip), which are bound to Ru(II) via two phenanthroline-N atoms in a characteristic “piano-stool” configuration of Ru(II)-arene complexes—as confirmed by vibrational and NMR spectra. In addition, cytotoxic studies were performed for similar half-sandwich organometallic [Ru(η6-p-cymene)(Me2dppz)Cl]PF6 complex (Me2dppz = 11,12-dimethyl-dipyrido[3,2-a:2′,3′-c]phenazine). This study is complemented with elaborate modeling with density functional theory (DFT) calculations, which provided insight into reactive sites of Ru(II) structures, further detailed by molecular docking on the B-DNA dodecamer, which identified binding sites and affinities: most pronounced for the [Ru(η6-benzene)(aip)Cl](PF6) in both A-T and G-C regions of the DNA minor groove. Cytotoxic activity was probed versus tumor cell lines B16, C6, and U251 (B16 mouse melanoma, C6 rat glioma, U251 human glioblastoma) and non-tumor cell line HACAT (HACAT normal human keratinocytes).",
publisher = "Taylor & Francis",
journal = "Journal of Coordination Chemistry",
title = "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling",
volume = "72",
number = "1",
pages = "148-163",
doi = "10.1080/00958972.2018.1553298"
}
Nikolić, S., Grgurić-Šipka, S., Đorđević, I. S., Dahmani, R., Dekanski, D., Vidičević, S., Tošić, J., Mitić, D.,& Grubišić, S. (2019). Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling.
Journal of Coordination Chemistry
Taylor & Francis., 72(1), 148-163.
https://doi.org/10.1080/00958972.2018.1553298
Nikolić S, Grgurić-Šipka S, Đorđević IS, Dahmani R, Dekanski D, Vidičević S, Tošić J, Mitić D, Grubišić S. Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling. Journal of Coordination Chemistry. 2019;72(1):148-163
Nikolić Stefan, Grgurić-Šipka Sanja, Đorđević Ivana S., Dahmani Rahma, Dekanski Dragana, Vidičević Sašenka, Tošić Jelena, Mitić Dragana, Grubišić Sonja, "Half-sandwich ruthenium(II)-arene complexes: synthesis, spectroscopic studies, biological properties, and molecular modeling" Journal of Coordination Chemistry, 72, no. 1 (2019):148-163,
https://doi.org/10.1080/00958972.2018.1553298 .