TY  - JOUR
AU  - Obradović, Dragiša
AU  - Nikolić, Stefan
AU  - Milenković, Ivana
AU  - Milenković, Marina
AU  - Jovanović, Predrag M.
AU  - Savić, Vladimir
AU  - Roller, Alexander
AU  - Đorđi Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5137
AB  - Three new ruthenium(II)-arene complexes, [Ru(η6
-p-cymene)(L1
)Cl2] (C1) where L1 is N-((4 methoxyphenyl)
carbamothioyl)benzamide; [Ru(η6
-p-cymene)(L2
)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and
[Ru(η6
-p-cymene)(L3
)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,
characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performed
using 1
H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Ray
diffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, in
herein described complex, upon coordination the four-membered ring was formed, instead of six-membered
chelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma
(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than related
ligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex
[Ru(η6
-p-cymene)(L1
)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexes
and ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.
Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.
Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans to
over 1000 μg/ml for several bacterial species.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives
VL  - 210
SP  - 111164
DO  - 10.1016/j.jinorgbio.2020.111164
ER  - 

@article{
author = "Obradović, Dragiša and Nikolić, Stefan and Milenković, Ivana and Milenković, Marina and Jovanović, Predrag M. and Savić, Vladimir and Roller, Alexander and Đorđi Crnogorac, Marija and Stanojković, Tatjana and Grgurić-Šipka, Sanja",
year = "2020",
abstract = "Three new ruthenium(II)-arene complexes, [Ru(η6
-p-cymene)(L1
)Cl2] (C1) where L1 is N-((4 methoxyphenyl)
carbamothioyl)benzamide; [Ru(η6
-p-cymene)(L2
)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and
[Ru(η6
-p-cymene)(L3
)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,
characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performed
using 1
H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Ray
diffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, in
herein described complex, upon coordination the four-membered ring was formed, instead of six-membered
chelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma
(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than related
ligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex
[Ru(η6
-p-cymene)(L1
)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexes
and ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.
Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.
Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans to
over 1000 μg/ml for several bacterial species.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives",
volume = "210",
pages = "111164",
doi = "10.1016/j.jinorgbio.2020.111164"
}

Obradović, D., Nikolić, S., Milenković, I., Milenković, M., Jovanović, P. M., Savić, V., Roller, A., Đorđi Crnogorac, M., Stanojković, T.,& Grgurić-Šipka, S.. (2020). Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry
Elsevier., 210, 111164.
https://doi.org/10.1016/j.jinorgbio.2020.111164

Obradović D, Nikolić S, Milenković I, Milenković M, Jovanović PM, Savić V, Roller A, Đorđi Crnogorac M, Stanojković T, Grgurić-Šipka S. Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry. 2020;210:111164.
doi:10.1016/j.jinorgbio.2020.111164 .

Obradović, Dragiša, Nikolić, Stefan, Milenković, Ivana, Milenković, Marina, Jovanović, Predrag M., Savić, Vladimir, Roller, Alexander, Đorđi Crnogorac, Marija, Stanojković, Tatjana, Grgurić-Šipka, Sanja, "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives" in Journal of Inorganic Biochemistry, 210 (2020):111164,
https://doi.org/10.1016/j.jinorgbio.2020.111164 . .

TY  - JOUR
AU  - Obradović, Dragiša
AU  - Nikolić, Stefan
AU  - Milenković, Ivana
AU  - Milenković, Marina
AU  - Jovanović, Predrag M.
AU  - Savić, Vladimir
AU  - Roller, Alexander
AU  - Đorđi Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Grgurić-Šipka, Sanja
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5138
AB  - Three new ruthenium(II)-arene complexes, [Ru(η6-p-cymene)(L1)Cl2] (C1) where L1 is N-((4 methoxyphenyl)carbamothioyl)benzamide; [Ru(η6-p-cymene)(L2)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and[Ru(η6-p-cymene)(L3)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performedusing 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Raydiffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, inherein described complex, upon coordination the four-membered ring was formed, instead of six-memberedchelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than relatedligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex[Ru(η6-p-cymene)(L1)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexesand ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans toover 1000 μg/ml for several bacterial species.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives
VL  - 210
SP  - 111164
DO  - 10.1016/j.jinorgbio.2020.111164
ER  - 

@article{
author = "Obradović, Dragiša and Nikolić, Stefan and Milenković, Ivana and Milenković, Marina and Jovanović, Predrag M. and Savić, Vladimir and Roller, Alexander and Đorđi Crnogorac, Marija and Stanojković, Tatjana and Grgurić-Šipka, Sanja",
year = "2020",
abstract = "Three new ruthenium(II)-arene complexes, [Ru(η6-p-cymene)(L1)Cl2] (C1) where L1 is N-((4 methoxyphenyl)carbamothioyl)benzamide; [Ru(η6-p-cymene)(L2)Cl2] (C2) where L2 is 4-(3-benzoylthioureido)benzoic acid and[Ru(η6-p-cymene)(L3)Cl2] (C3) where L3 is methyl 4-(3- benzoylthioureido)benzoate have been synthetized,characterized and evaluated for their antimicrobial and anticancer activity. Characterization was performedusing 1H and 13C NMR, IR spectroscopy, mass spectrometry, electrical conductivity measurements and X-Raydiffraction analysis. X-Ray diffraction analysis of C1 showed typical expected “piano-stool” geometry with ruthenium coordinated to ligand via nitrogen and sulfur atoms of benzoylthiourea derivatives. Interesting, inherein described complex, upon coordination the four-membered ring was formed, instead of six-memberedchelate common for this type of ligands. Cytotoxic activity was determined in human cervix adenocarcinoma(HeLa) cell line and IC50 values ranged from 29.68 to 52.36 μM and the complexes were more active than relatedligands (except in case of C2 where it is found that IC50 value is close to IC50 value of related ligand). Complex[Ru(η6-p-cymene)(L1)Cl2] (C1) expressed the highest cytotoxic activity with IC50 value of 29.7 μM. Complexesand ligands were tested against nine Gram-positive and Gram-negative bacteria and one yeast- Candida albicans.Clinical Candida spp. strains from microbiological laboratories were included in testing processes as well.Minimum inhibitory concentrations values ranged from 62.5 μg/ml for complexes against Candida albicans toover 1000 μg/ml for several bacterial species.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives",
volume = "210",
pages = "111164",
doi = "10.1016/j.jinorgbio.2020.111164"
}

Obradović, D., Nikolić, S., Milenković, I., Milenković, M., Jovanović, P. M., Savić, V., Roller, A., Đorđi Crnogorac, M., Stanojković, T.,& Grgurić-Šipka, S.. (2020). Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry
Elsevier., 210, 111164.
https://doi.org/10.1016/j.jinorgbio.2020.111164

Obradović D, Nikolić S, Milenković I, Milenković M, Jovanović PM, Savić V, Roller A, Đorđi Crnogorac M, Stanojković T, Grgurić-Šipka S. Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives. in Journal of Inorganic Biochemistry. 2020;210:111164.
doi:10.1016/j.jinorgbio.2020.111164 .

Obradović, Dragiša, Nikolić, Stefan, Milenković, Ivana, Milenković, Marina, Jovanović, Predrag M., Savić, Vladimir, Roller, Alexander, Đorđi Crnogorac, Marija, Stanojković, Tatjana, Grgurić-Šipka, Sanja, "Synthesis, characterization, antimicrobial and cytotoxic activity of novel half-sandwich Ru(II) arene complexes with benzoylthiourea derivatives" in Journal of Inorganic Biochemistry, 210 (2020):111164,
https://doi.org/10.1016/j.jinorgbio.2020.111164 . .

TY  - JOUR
AU  - Mészáros, János P.
AU  - Geisler, Heiko
AU  - Poljarević, Jelena
AU  - Roller, Alexander
AU  - Legina, Maria S.
AU  - Hejl, Michaela
AU  - Jakupec, Michael A.
AU  - Keppler, Bernhard K.
AU  - Kandioller, Wolfgang
AU  - Enyedy, Éva A.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3804
AB  - Half-sandwich organometallic complexes featuring Ru(II), Os(II) and Rh(III) metal centers and naturally occurring bidentate 2-hydroxy-[1,4]-naphthoquinone ligands (lawsone and phthiocol) have been synthesized and characterized in both solid state and solution phase by analytical, spectroscopic, electrochemical and single crystal X-ray diffraction techniques. Comparative studies revealed the influence of the respective metal center (Ru, Os, Rh), leaving group (Cl, Br, I) and arene (p-cymene, toluene, pentamethylcyclopentadienyl), as well as the naphthoquinone ligand on the structural properties and solution speciation. Additionally, cytotoxicity was tested in SW480, CH1/PA-1 and A549 human cancer cell lines showing a broad range of IC50 values.
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations
VL  - 907
DO  - 10.1016/j.jorganchem.2019.121070
ER  - 

@article{
author = "Mészáros, János P. and Geisler, Heiko and Poljarević, Jelena and Roller, Alexander and Legina, Maria S. and Hejl, Michaela and Jakupec, Michael A. and Keppler, Bernhard K. and Kandioller, Wolfgang and Enyedy, Éva A.",
year = "2020",
abstract = "Half-sandwich organometallic complexes featuring Ru(II), Os(II) and Rh(III) metal centers and naturally occurring bidentate 2-hydroxy-[1,4]-naphthoquinone ligands (lawsone and phthiocol) have been synthesized and characterized in both solid state and solution phase by analytical, spectroscopic, electrochemical and single crystal X-ray diffraction techniques. Comparative studies revealed the influence of the respective metal center (Ru, Os, Rh), leaving group (Cl, Br, I) and arene (p-cymene, toluene, pentamethylcyclopentadienyl), as well as the naphthoquinone ligand on the structural properties and solution speciation. Additionally, cytotoxicity was tested in SW480, CH1/PA-1 and A549 human cancer cell lines showing a broad range of IC50 values.",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations",
volume = "907",
doi = "10.1016/j.jorganchem.2019.121070"
}

Mészáros, J. P., Geisler, H., Poljarević, J., Roller, A., Legina, M. S., Hejl, M., Jakupec, M. A., Keppler, B. K., Kandioller, W.,& Enyedy, É. A.. (2020). Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations. in Journal of Organometallic Chemistry
Elsevier., 907.
https://doi.org/10.1016/j.jorganchem.2019.121070

Mészáros JP, Geisler H, Poljarević J, Roller A, Legina MS, Hejl M, Jakupec MA, Keppler BK, Kandioller W, Enyedy ÉA. Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations. in Journal of Organometallic Chemistry. 2020;907.
doi:10.1016/j.jorganchem.2019.121070 .

Mészáros, János P., Geisler, Heiko, Poljarević, Jelena, Roller, Alexander, Legina, Maria S., Hejl, Michaela, Jakupec, Michael A., Keppler, Bernhard K., Kandioller, Wolfgang, Enyedy, Éva A., "Naphthoquinones of natural origin: Aqueous chemistry and coordination to half-sandwich organometallic cations" in Journal of Organometallic Chemistry, 907 (2020),
https://doi.org/10.1016/j.jorganchem.2019.121070 . .

TY  - DATA
AU  - Mészáros, János P.
AU  - Geisler, Heiko
AU  - Poljarević, Jelena
AU  - Roller, Alexander
AU  - Legina, Maria S.
AU  - Hejl, Michaela
AU  - Jakupec, Michael A.
AU  - Keppler, Bernhard K.
AU  - Kandioller, Wolfgang
AU  - Enyedy, Éva A.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3805
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3805
ER  - 

@misc{
author = "Mészáros, János P. and Geisler, Heiko and Poljarević, Jelena and Roller, Alexander and Legina, Maria S. and Hejl, Michaela and Jakupec, Michael A. and Keppler, Bernhard K. and Kandioller, Wolfgang and Enyedy, Éva A.",
year = "2020",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3805"
}

Mészáros, J. P., Geisler, H., Poljarević, J., Roller, A., Legina, M. S., Hejl, M., Jakupec, M. A., Keppler, B. K., Kandioller, W.,& Enyedy, É. A.. (2020). Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070. in Journal of Organometallic Chemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_3805

Mészáros JP, Geisler H, Poljarević J, Roller A, Legina MS, Hejl M, Jakupec MA, Keppler BK, Kandioller W, Enyedy ÉA. Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070. in Journal of Organometallic Chemistry. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_3805 .

Mészáros, János P., Geisler, Heiko, Poljarević, Jelena, Roller, Alexander, Legina, Maria S., Hejl, Michaela, Jakupec, Michael A., Keppler, Bernhard K., Kandioller, Wolfgang, Enyedy, Éva A., "Supplementary data for article: Mészáros, J. P.; Geisler, H.; Poljarević, J. M.; Roller, A.; Legina, M. S.; Hejl, M.; Jakupec, M. A.; Keppler, B. K.; Kandioller, W.; Enyedy, É. A. Naphthoquinones of Natural Origin: Aqueous Chemistry and Coordination to Half-Sandwich Organometallic Cations. Journal of Organometallic Chemistry 2020, 907. https://doi.org/10.1016/j.jorganchem.2019.121070" in Journal of Organometallic Chemistry (2020),
https://hdl.handle.net/21.15107/rcub_cherry_3805 .