Arion, Vladimir B.

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orcid::0000-0002-1895-6460
  • Arion, Vladimir B. (10)
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Author's Bibliography

Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex

Nikolić, Stefan; Ćirić, Ivanka; Roller, Alexander; Lukeš, Vladimir; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Ćirić, Ivanka
AU  - Roller, Alexander
AU  - Lukeš, Vladimir
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2485
AB  - Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex
VL  - 41
IS  - 14
SP  - 6857
EP  - 6865
DO  - 10.1039/c7nj00965h
ER  - 
@article{
author = "Nikolić, Stefan and Ćirić, Ivanka and Roller, Alexander and Lukeš, Vladimir and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2017",
abstract = "Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex",
volume = "41",
number = "14",
pages = "6857-6865",
doi = "10.1039/c7nj00965h"
}
Nikolić, S., Ćirić, I., Roller, A., Lukeš, V., Arion, V. B.,& Grgurić-Šipka, S.. (2017). Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 41(14), 6857-6865.
https://doi.org/10.1039/c7nj00965h
Nikolić S, Ćirić I, Roller A, Lukeš V, Arion VB, Grgurić-Šipka S. Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry. 2017;41(14):6857-6865.
doi:10.1039/c7nj00965h .
Nikolić, Stefan, Ćirić, Ivanka, Roller, Alexander, Lukeš, Vladimir, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Conversion of hydrazides into N,N '-diacylhydrazines in the presence of a ruthenium(II)-arene complex" in New Journal of Chemistry, 41, no. 14 (2017):6857-6865,
https://doi.org/10.1039/c7nj00965h . .
4
4
4
4

Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex

Nikolić, Stefan; Ćirić, Ivanka; Roller, Alexander; Lukeš, Vladimir; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Nikolić, Stefan
AU  - Ćirić, Ivanka
AU  - Roller, Alexander
AU  - Lukeš, Vladimir
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3124
AB  - Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex
VL  - 41
IS  - 14
SP  - 6857
EP  - 6865
DO  - 10.1039/c7nj00965h
ER  - 
@article{
author = "Nikolić, Stefan and Ćirić, Ivanka and Roller, Alexander and Lukeš, Vladimir and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2017",
abstract = "Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex",
volume = "41",
number = "14",
pages = "6857-6865",
doi = "10.1039/c7nj00965h"
}
Nikolić, S., Ćirić, I., Roller, A., Lukeš, V., Arion, V. B.,& Grgurić-Šipka, S.. (2017). Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge., 41(14), 6857-6865.
https://doi.org/10.1039/c7nj00965h
Nikolić S, Ćirić I, Roller A, Lukeš V, Arion VB, Grgurić-Šipka S. Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry. 2017;41(14):6857-6865.
doi:10.1039/c7nj00965h .
Nikolić, Stefan, Ćirić, Ivanka, Roller, Alexander, Lukeš, Vladimir, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex" in New Journal of Chemistry, 41, no. 14 (2017):6857-6865,
https://doi.org/10.1039/c7nj00965h . .
4
4
4
4

Supplementary data for article: Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h

Nikolić, Stefan; Ćirić, Ivanka; Roller, Alexander; Lukeš, Vladimir; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Royal Soc Chemistry, Cambridge, 2017)

TY  - DATA
AU  - Nikolić, Stefan
AU  - Ćirić, Ivanka
AU  - Roller, Alexander
AU  - Lukeš, Vladimir
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3125
PB  - Royal Soc Chemistry, Cambridge
T2  - New Journal of Chemistry
T1  - Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3125
ER  - 
@misc{
author = "Nikolić, Stefan and Ćirić, Ivanka and Roller, Alexander and Lukeš, Vladimir and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2017",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "New Journal of Chemistry",
title = "Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3125"
}
Nikolić, S., Ćirić, I., Roller, A., Lukeš, V., Arion, V. B.,& Grgurić-Šipka, S.. (2017). Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h. in New Journal of Chemistry
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3125
Nikolić S, Ćirić I, Roller A, Lukeš V, Arion VB, Grgurić-Šipka S. Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h. in New Journal of Chemistry. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3125 .
Nikolić, Stefan, Ćirić, Ivanka, Roller, Alexander, Lukeš, Vladimir, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Supplementary data for article:           Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h" in New Journal of Chemistry (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3125 .

Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024

Pantić, Darko N.; Aranđelović, Sandra; Radulović, Siniša; Roller, Alexander; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Elsevier Science Sa, Lausanne, 2016)

TY  - DATA
AU  - Pantić, Darko N.
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Roller, Alexander
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3633
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3633
ER  - 
@misc{
author = "Pantić, Darko N. and Aranđelović, Sandra and Radulović, Siniša and Roller, Alexander and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2016",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3633"
}
Pantić, D. N., Aranđelović, S., Radulović, S., Roller, A., Arion, V. B.,& Grgurić-Šipka, S.. (2016). Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne..
https://hdl.handle.net/21.15107/rcub_cherry_3633
Pantić DN, Aranđelović S, Radulović S, Roller A, Arion VB, Grgurić-Šipka S. Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024. in Journal of Organometallic Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3633 .
Pantić, Darko N., Aranđelović, Sandra, Radulović, Siniša, Roller, Alexander, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Supplementary data for the article: Pantić, D. N.; Arancrossed D Signelović, S.; Radulović, S.; Roller, A.; Arion, V. B.; Grgurić-Šipka, S. Synthesis, Characterisation and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 1H-Benzimidazole-2-Carboxylic Acid. Journal of Organometallic Chemistry 2016, 819, 61–68. https://doi.org/10.1016/j.jorganchem.2016.06.024" in Journal of Organometallic Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3633 .

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

Pantić, Darko N.; Aranđelović, Sandra; Radulović, Siniša; Roller, Alexander; Arion, Vladimir B.; Grgurić-Šipka, Sanja

(Elsevier Science Sa, Lausanne, 2016)

TY  - JOUR
AU  - Pantić, Darko N.
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Roller, Alexander
AU  - Arion, Vladimir B.
AU  - Grgurić-Šipka, Sanja
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2297
AB  - Three new ruthenium(II)-earene halido complexes of general formula [(eta(6-)p-cymene)RuX(L)] (C1-C3) were synthesised by reaction of [(eta(6)-p-cymene)RuX2](2) (X- = Cl-, Br-, I-) with 1H-benzimidazole-2-carboxylic acid (HL) in ethanol. The complexes were characterised by elemental analysis, mass spectrometry, IR, H-1 and C-13 NMR spectroscopy. The 1H-benzimidazole-2-carboxylate was found to act as a bidentate N,-Oechelating ligand. Single-crystal X-ray diffraction analysis confirmed the "piano-stool" geometry of C3. The cytotoxic activity of the ligand precursor and ruthenium complexes was tested in human cancer cell lines: cervical carcinoma (HeLa), breast carcinoma (MDA-MB-231), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5), by MTT assay. The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to that of HL. The latter was devoid of activity in the range of concentrations up to 300 mu M. Complex C3, carrying an iodido leaving ligand, exhibited moderate, but selective cytotoxicity toward HeLa, MDA-MB-231 and K562 cell lines, with IC50 values: 73.7, 60.9 and 53.9 mu M, respectively, being less toxic against MRC-5 cells (IC50 - 175.9 mu M). Complexes C1 and C2 showed moderate to low cytotoxicity in HeLa and K562 cells. (C) 2016 Elsevier B.V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid
VL  - 819
SP  - 61
EP  - 68
DO  - 10.1016/j.jorganchem.2016.06.024
ER  - 
@article{
author = "Pantić, Darko N. and Aranđelović, Sandra and Radulović, Siniša and Roller, Alexander and Arion, Vladimir B. and Grgurić-Šipka, Sanja",
year = "2016",
abstract = "Three new ruthenium(II)-earene halido complexes of general formula [(eta(6-)p-cymene)RuX(L)] (C1-C3) were synthesised by reaction of [(eta(6)-p-cymene)RuX2](2) (X- = Cl-, Br-, I-) with 1H-benzimidazole-2-carboxylic acid (HL) in ethanol. The complexes were characterised by elemental analysis, mass spectrometry, IR, H-1 and C-13 NMR spectroscopy. The 1H-benzimidazole-2-carboxylate was found to act as a bidentate N,-Oechelating ligand. Single-crystal X-ray diffraction analysis confirmed the "piano-stool" geometry of C3. The cytotoxic activity of the ligand precursor and ruthenium complexes was tested in human cancer cell lines: cervical carcinoma (HeLa), breast carcinoma (MDA-MB-231), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5), by MTT assay. The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to that of HL. The latter was devoid of activity in the range of concentrations up to 300 mu M. Complex C3, carrying an iodido leaving ligand, exhibited moderate, but selective cytotoxicity toward HeLa, MDA-MB-231 and K562 cell lines, with IC50 values: 73.7, 60.9 and 53.9 mu M, respectively, being less toxic against MRC-5 cells (IC50 - 175.9 mu M). Complexes C1 and C2 showed moderate to low cytotoxicity in HeLa and K562 cells. (C) 2016 Elsevier B.V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid",
volume = "819",
pages = "61-68",
doi = "10.1016/j.jorganchem.2016.06.024"
}
Pantić, D. N., Aranđelović, S., Radulović, S., Roller, A., Arion, V. B.,& Grgurić-Šipka, S.. (2016). Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne., 819, 61-68.
https://doi.org/10.1016/j.jorganchem.2016.06.024
Pantić DN, Aranđelović S, Radulović S, Roller A, Arion VB, Grgurić-Šipka S. Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid. in Journal of Organometallic Chemistry. 2016;819:61-68.
doi:10.1016/j.jorganchem.2016.06.024 .
Pantić, Darko N., Aranđelović, Sandra, Radulović, Siniša, Roller, Alexander, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Synthesis, characterisation and cytotoxic activity of organoruthenium(II)-halido complexes with 1H-benzimidazole-2-carboxylic acid" in Journal of Organometallic Chemistry, 819 (2016):61-68,
https://doi.org/10.1016/j.jorganchem.2016.06.024 . .
19
14
17
17

Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity

Ivanović, Ivanka; Jovanović, Katarina K.; Gligorijević, Nevenka; Radulović, Siniša; Arion, Vladimir B.; Sheweshein, Khalil Salem A. M.; Tešić, Živoslav Lj.; Grgurić-Šipka, Sanja

(Elsevier Science Sa, Lausanne, 2014)

TY  - JOUR
AU  - Ivanović, Ivanka
AU  - Jovanović, Katarina K.
AU  - Gligorijević, Nevenka
AU  - Radulović, Siniša
AU  - Arion, Vladimir B.
AU  - Sheweshein, Khalil Salem A. M.
AU  - Tešić, Živoslav Lj.
AU  - Grgurić-Šipka, Sanja
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1451
AB  - A series of seven new ruthenium(II)-arene complexes of general formula [Ru(eta(6)-p-cymene)(L1-7)Cl], where L1-7 are fluoro, chloro, bromo or methyl derivatives of picolinic acid or isoquinoline-3-carboxylic acid has been synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and ESI mass spectrometry. X-ray diffraction studies of two compounds showed the usual piano-stool geometry, with coordination of picolinato ligands through the pyridine nitrogen and the carboxylic group oxygen atom (N/COO- donor set). Cytotoxicity of complexes in vitro has been evaluated in three human tumor cell lines: cervix carcinoma (HeLa), melanoma (FemX), lung adenocarcinoma (A549) and one normal cell line (MRC-5). Complex with isoqinoline-3-carboxylic acid as ligand, exhibited significantly lower cytotoxic activity in normal cells (MRC-5) against high activity observed in panel of tumor cells and prominent cell type selectivity among tumor cells. (C) 2013 Elsevier B. V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity
VL  - 749
SP  - 343
EP  - 349
DO  - 10.1016/j.jorganchem.2013.10.023
ER  - 
@article{
author = "Ivanović, Ivanka and Jovanović, Katarina K. and Gligorijević, Nevenka and Radulović, Siniša and Arion, Vladimir B. and Sheweshein, Khalil Salem A. M. and Tešić, Živoslav Lj. and Grgurić-Šipka, Sanja",
year = "2014",
abstract = "A series of seven new ruthenium(II)-arene complexes of general formula [Ru(eta(6)-p-cymene)(L1-7)Cl], where L1-7 are fluoro, chloro, bromo or methyl derivatives of picolinic acid or isoquinoline-3-carboxylic acid has been synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and ESI mass spectrometry. X-ray diffraction studies of two compounds showed the usual piano-stool geometry, with coordination of picolinato ligands through the pyridine nitrogen and the carboxylic group oxygen atom (N/COO- donor set). Cytotoxicity of complexes in vitro has been evaluated in three human tumor cell lines: cervix carcinoma (HeLa), melanoma (FemX), lung adenocarcinoma (A549) and one normal cell line (MRC-5). Complex with isoqinoline-3-carboxylic acid as ligand, exhibited significantly lower cytotoxic activity in normal cells (MRC-5) against high activity observed in panel of tumor cells and prominent cell type selectivity among tumor cells. (C) 2013 Elsevier B. V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity",
volume = "749",
pages = "343-349",
doi = "10.1016/j.jorganchem.2013.10.023"
}
Ivanović, I., Jovanović, K. K., Gligorijević, N., Radulović, S., Arion, V. B., Sheweshein, K. S. A. M., Tešić, Ž. Lj.,& Grgurić-Šipka, S.. (2014). Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne., 749, 343-349.
https://doi.org/10.1016/j.jorganchem.2013.10.023
Ivanović I, Jovanović KK, Gligorijević N, Radulović S, Arion VB, Sheweshein KSAM, Tešić ŽL, Grgurić-Šipka S. Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity. in Journal of Organometallic Chemistry. 2014;749:343-349.
doi:10.1016/j.jorganchem.2013.10.023 .
Ivanović, Ivanka, Jovanović, Katarina K., Gligorijević, Nevenka, Radulović, Siniša, Arion, Vladimir B., Sheweshein, Khalil Salem A. M., Tešić, Živoslav Lj., Grgurić-Šipka, Sanja, "Ruthenium(II)-arene complexes with substituted picolinato ligands: Synthesis, structure, spectroscopic properties and antiproliferative activity" in Journal of Organometallic Chemistry, 749 (2014):343-349,
https://doi.org/10.1016/j.jorganchem.2013.10.023 . .
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21

Synthesis, X-ray structure and strong in vitro cytotoxicity of novel organoruthenium complexes

Mojic, Marija; Savić, Aleksandar; Arion, Vladimir B.; Bulatović, Mirna Z.; Poljarević, Jelena; Miljković, Đorđe; Sabo, Tibor; Mijatovic, Sanja; Maksimovic-Ivanic, Danijela; Grgurić-Šipka, Sanja

(Elsevier Science Sa, Lausanne, 2014)

TY  - JOUR
AU  - Mojic, Marija
AU  - Savić, Aleksandar
AU  - Arion, Vladimir B.
AU  - Bulatović, Mirna Z.
AU  - Poljarević, Jelena
AU  - Miljković, Đorđe
AU  - Sabo, Tibor
AU  - Mijatovic, Sanja
AU  - Maksimovic-Ivanic, Danijela
AU  - Grgurić-Šipka, Sanja
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1450
AB  - Two p-cymene ruthenium chlorido complexes containing isobutyl (C1) and isoamyl (C2) esters of (S,S)ethylenediamine-N,N'-di-2-(3-cyclohexyl) propanoic acid as ligands were prepared from p-cymene ruthenium dichloride dimer and corresponding ester. All compounds have been characterized by elemental analysis, IR, ESI-MS, H-1 and C-13 NMR spectroscopy. Single crystal X-ray structure diffraction analysis of C1 shows the usual piano-stool geometry of complexes, with coordination of ester ligand via nitrogen donor atoms. Ligands exhibit moderate anticancer activity (IC50  gt  50 mu M), while the complexes were significantly more cytotoxic towards various cancer cell lines, including B16, A375, HCT116, A549 and MCF7 cells (IC50 min.-max. 2.9-8.0 mu M). We stress that cisplatin resistant HCT116 cell line was highly sensitive to the treatment with C1 and C2 (IC50 values: 4.4 and 5.5 mu M versus IC50  gt  120 mu M for cisplatin). In parallel, primary fibroblasts-MRC-5 were remarkably less affected by these compounds. (C) 2013 Elsevier B. V. All rights reserved.
PB  - Elsevier Science Sa, Lausanne
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, X-ray structure and strong in vitro cytotoxicity of novel organoruthenium complexes
VL  - 749
SP  - 142
EP  - 149
DO  - 10.1016/j.jorganchem.2013.08.041
ER  - 
@article{
author = "Mojic, Marija and Savić, Aleksandar and Arion, Vladimir B. and Bulatović, Mirna Z. and Poljarević, Jelena and Miljković, Đorđe and Sabo, Tibor and Mijatovic, Sanja and Maksimovic-Ivanic, Danijela and Grgurić-Šipka, Sanja",
year = "2014",
abstract = "Two p-cymene ruthenium chlorido complexes containing isobutyl (C1) and isoamyl (C2) esters of (S,S)ethylenediamine-N,N'-di-2-(3-cyclohexyl) propanoic acid as ligands were prepared from p-cymene ruthenium dichloride dimer and corresponding ester. All compounds have been characterized by elemental analysis, IR, ESI-MS, H-1 and C-13 NMR spectroscopy. Single crystal X-ray structure diffraction analysis of C1 shows the usual piano-stool geometry of complexes, with coordination of ester ligand via nitrogen donor atoms. Ligands exhibit moderate anticancer activity (IC50  gt  50 mu M), while the complexes were significantly more cytotoxic towards various cancer cell lines, including B16, A375, HCT116, A549 and MCF7 cells (IC50 min.-max. 2.9-8.0 mu M). We stress that cisplatin resistant HCT116 cell line was highly sensitive to the treatment with C1 and C2 (IC50 values: 4.4 and 5.5 mu M versus IC50  gt  120 mu M for cisplatin). In parallel, primary fibroblasts-MRC-5 were remarkably less affected by these compounds. (C) 2013 Elsevier B. V. All rights reserved.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, X-ray structure and strong in vitro cytotoxicity of novel organoruthenium complexes",
volume = "749",
pages = "142-149",
doi = "10.1016/j.jorganchem.2013.08.041"
}
Mojic, M., Savić, A., Arion, V. B., Bulatović, M. Z., Poljarević, J., Miljković, Đ., Sabo, T., Mijatovic, S., Maksimovic-Ivanic, D.,& Grgurić-Šipka, S.. (2014). Synthesis, X-ray structure and strong in vitro cytotoxicity of novel organoruthenium complexes. in Journal of Organometallic Chemistry
Elsevier Science Sa, Lausanne., 749, 142-149.
https://doi.org/10.1016/j.jorganchem.2013.08.041
Mojic M, Savić A, Arion VB, Bulatović MZ, Poljarević J, Miljković Đ, Sabo T, Mijatovic S, Maksimovic-Ivanic D, Grgurić-Šipka S. Synthesis, X-ray structure and strong in vitro cytotoxicity of novel organoruthenium complexes. in Journal of Organometallic Chemistry. 2014;749:142-149.
doi:10.1016/j.jorganchem.2013.08.041 .
Mojic, Marija, Savić, Aleksandar, Arion, Vladimir B., Bulatović, Mirna Z., Poljarević, Jelena, Miljković, Đorđe, Sabo, Tibor, Mijatovic, Sanja, Maksimovic-Ivanic, Danijela, Grgurić-Šipka, Sanja, "Synthesis, X-ray structure and strong in vitro cytotoxicity of novel organoruthenium complexes" in Journal of Organometallic Chemistry, 749 (2014):142-149,
https://doi.org/10.1016/j.jorganchem.2013.08.041 . .
1
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7

Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity

Grgurić-Šipka, Sanja; Ivanović, Ivanka; Rakic, Gordana; Todorović, Nina; Gligorijević, Nevenka; Radulović, Siniša; Arion, Vladimir B.; Keppler, Bernhard K.; Tešić, Živoslav Lj.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux, 2010)

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Ivanović, Ivanka
AU  - Rakic, Gordana
AU  - Todorović, Nina
AU  - Gligorijević, Nevenka
AU  - Radulović, Siniša
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
AU  - Tešić, Živoslav Lj.
PY  - 2010
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1058
AB  - Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy. (C) 2009 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity
VL  - 45
IS  - 3
SP  - 1051
EP  - 1058
DO  - 10.1016/j.ejmech.2009.11.055
ER  - 
@article{
author = "Grgurić-Šipka, Sanja and Ivanović, Ivanka and Rakic, Gordana and Todorović, Nina and Gligorijević, Nevenka and Radulović, Siniša and Arion, Vladimir B. and Keppler, Bernhard K. and Tešić, Živoslav Lj.",
year = "2010",
abstract = "Ruthenium(II)-arene complexes of general formulae [(eta(6)-p-cymene)Ru(L1-3)Cl-2], where L1-3 is 3-acetylpyridine (1), 4-acetylpyridine (2) and 2-amino-5-chloropyridine (3), Correspondingly, [(eta(6)-p-cymene)Ru(HL4,5)Cl-2], where HL4 and HL5 are respectively isonicotinic acid (4) and nicotinic acid (5) and [(eta(6)-p-cymene)Ru(HL6-9)Cl], where H2L6-9 represent 2,3-pyridinedicarboxylic acid (6), 2,4-pyidinedicarboxylic acid (7), 2,5-pyridinedicarboxylic acid (8) and 2,6-pyridinedicarboxylic acid (9), were prepared by the reaction of (eta(6)-p-cymene)(2)RuCl2](2) (10) with the corresponding ligand in 1:2 molar ratio in isopropanol. The complexes were characterized by elemental analysis, mass spectrometry, IR and NMR spectroscopies. According to these data the molecules adopt the usual "three-leg piano-stool" geometry which is common for this type of complexes. The structures of I and 7 were determined by X-ray crystallography. The complexes revealed low antiproliferative activity in six investigated tumor cell lines (HeLa, B16, FemX, MDA-MB-361, MDA-MB-453 and LS-174). The reaction of 6 with 9-methyladenine was studied by H-1 NMR, H-1, H-1 COSY and H-1, H-1 NOESY spectroscopy. (C) 2009 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity",
volume = "45",
number = "3",
pages = "1051-1058",
doi = "10.1016/j.ejmech.2009.11.055"
}
Grgurić-Šipka, S., Ivanović, I., Rakic, G., Todorović, N., Gligorijević, N., Radulović, S., Arion, V. B., Keppler, B. K.,& Tešić, Ž. Lj.. (2010). Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 45(3), 1051-1058.
https://doi.org/10.1016/j.ejmech.2009.11.055
Grgurić-Šipka S, Ivanović I, Rakic G, Todorović N, Gligorijević N, Radulović S, Arion VB, Keppler BK, Tešić ŽL. Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity. in European Journal of Medicinal Chemistry. 2010;45(3):1051-1058.
doi:10.1016/j.ejmech.2009.11.055 .
Grgurić-Šipka, Sanja, Ivanović, Ivanka, Rakic, Gordana, Todorović, Nina, Gligorijević, Nevenka, Radulović, Siniša, Arion, Vladimir B., Keppler, Bernhard K., Tešić, Živoslav Lj., "Ruthenium(II)-arene complexes with functionalized pyridines: Synthesis, characterization and cytotoxic activity" in European Journal of Medicinal Chemistry, 45, no. 3 (2010):1051-1058,
https://doi.org/10.1016/j.ejmech.2009.11.055 . .
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73

Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin

Grgurić-Šipka, Sanja; Stepanenko, Iryna N.; Lazić, Jelena; Bartel, Caroline; Jakupec, Michael A.; Arion, Vladimir B.; Keppler, Bernhard K.

(Royal Soc Chemistry, Cambridge, 2009)

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Stepanenko, Iryna N.
AU  - Lazić, Jelena
AU  - Bartel, Caroline
AU  - Jakupec, Michael A.
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/627
AB  - The light-protected reaction of [(eta(6)p-cymene)Ru(II)Cl(2)](2) with 1-(2-hydroxyethyl)piperazine in dry methanol, followed by addition of excess NH(4)PF(6), afforded the complex [(eta(6)-p-cymene)Ru(II)(NH(3))(2)Cl]-(PF(6)) (1) in 47% yield. Attempts to use the same protocol for the synthesis of [(eta(6)-pcymene)Os(II)(NH(3))(2)-Cl](PF(6)) led to the isolation of the binuclear triply methoxido-bridged arene-osmium compound [{(eta(6)-p-cymene)Os}(2)(mu-OCH(3))(3)](PF(6)) (3). Both compounds were characterised by X-ray crystallography and (1)H NMR spectroscopy, and the ruthenium complex also by spectroscopic techniques (IR and UV-vis spectroscopies). The antiproliferative activity of complex 1 in vitro was studied in A549 (non-small cell lung carcinoma), CH1 (ovarian carcinoma), and SW480 (colon carcinoma) cells and compared to that of [(eta(6) p-cymene)Ru(II)(en)Cl](PF6) (2). In contrast to the latter compound, 1 is only modestly cytotoxic in all three cell lines (IC(50): 293-542 mu M), probably due to the instability of the diammine ruthenium complex in aqueous solution.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin
IS  - 17
SP  - 3334
EP  - 3339
DO  - 10.1039/b822725j
ER  - 
@article{
author = "Grgurić-Šipka, Sanja and Stepanenko, Iryna N. and Lazić, Jelena and Bartel, Caroline and Jakupec, Michael A. and Arion, Vladimir B. and Keppler, Bernhard K.",
year = "2009",
abstract = "The light-protected reaction of [(eta(6)p-cymene)Ru(II)Cl(2)](2) with 1-(2-hydroxyethyl)piperazine in dry methanol, followed by addition of excess NH(4)PF(6), afforded the complex [(eta(6)-p-cymene)Ru(II)(NH(3))(2)Cl]-(PF(6)) (1) in 47% yield. Attempts to use the same protocol for the synthesis of [(eta(6)-pcymene)Os(II)(NH(3))(2)-Cl](PF(6)) led to the isolation of the binuclear triply methoxido-bridged arene-osmium compound [{(eta(6)-p-cymene)Os}(2)(mu-OCH(3))(3)](PF(6)) (3). Both compounds were characterised by X-ray crystallography and (1)H NMR spectroscopy, and the ruthenium complex also by spectroscopic techniques (IR and UV-vis spectroscopies). The antiproliferative activity of complex 1 in vitro was studied in A549 (non-small cell lung carcinoma), CH1 (ovarian carcinoma), and SW480 (colon carcinoma) cells and compared to that of [(eta(6) p-cymene)Ru(II)(en)Cl](PF6) (2). In contrast to the latter compound, 1 is only modestly cytotoxic in all three cell lines (IC(50): 293-542 mu M), probably due to the instability of the diammine ruthenium complex in aqueous solution.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin",
number = "17",
pages = "3334-3339",
doi = "10.1039/b822725j"
}
Grgurić-Šipka, S., Stepanenko, I. N., Lazić, J., Bartel, C., Jakupec, M. A., Arion, V. B.,& Keppler, B. K.. (2009). Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin. in Dalton Transactions
Royal Soc Chemistry, Cambridge.(17), 3334-3339.
https://doi.org/10.1039/b822725j
Grgurić-Šipka S, Stepanenko IN, Lazić J, Bartel C, Jakupec MA, Arion VB, Keppler BK. Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin. in Dalton Transactions. 2009;(17):3334-3339.
doi:10.1039/b822725j .
Grgurić-Šipka, Sanja, Stepanenko, Iryna N., Lazić, Jelena, Bartel, Caroline, Jakupec, Michael A., Arion, Vladimir B., Keppler, Bernhard K., "Synthesis, X-ray diffraction structure, spectroscopic properties and antiproliferative activity of a novel ruthenium complex with constitutional similarity to cisplatin" in Dalton Transactions, no. 17 (2009):3334-3339,
https://doi.org/10.1039/b822725j . .
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Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity

Grgurić-Šipka, Sanja; Kowol, Christian R.; Valiahdi, Seied-Mojtaba; Eichinger, Rene; Jakupec, Michael A.; Roller, Alexander; Shova, Sergiu; Arion, Vladimir B.; Keppler, Bernhard K.

(Wiley-V C H Verlag Gmbh, Weinheim, 2007)

TY  - JOUR
AU  - Grgurić-Šipka, Sanja
AU  - Kowol, Christian R.
AU  - Valiahdi, Seied-Mojtaba
AU  - Eichinger, Rene
AU  - Jakupec, Michael A.
AU  - Roller, Alexander
AU  - Shova, Sergiu
AU  - Arion, Vladimir B.
AU  - Keppler, Bernhard K.
PY  - 2007
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/849
AB  - Two ruthenium(II) complexes of 2-acetylpyridine N ',N '-dimethylthiosemicarbazone (HL1) and phenanthrenequinone thiosemicarbazone (HL2), namely [(RuCI)-C-II(L-1)(PPh3)(2)] (1) and [(RuCl)-Cl-II(L-2) (PPh3)(2)] (2), have been synthesised and characterised by IR, UV/Vis and NMR spectroscopy, electrospray mass spectrometry, cyclic voltammetry and X-ray crystallography. In addition, the X-ray crystal structure of [(RuCl2)-Cl-III(L-2)- PPh3]center dot dmso center dot 1.25H(2)O (3 center dot dmso center dot 1.25H(2)O) is reported. The reaction of [(RuCl2)-Cl-II(dmsO)(4)] with HL1 and 1,3,5-triaza-7-phosphaadamantane (PTA) gives the highly water-soluble complex [(RuCl)-Cl-II(L-1)(HPTA)(2)]Cl-2 center dot C2H5OH center dot H2O (4 center dot C2H5OH center dot H2O) (S-25 degrees C - gt = 250 mg/mL), which has been fully characterised. Complex 4 shows strong antiproliferative effects in low micromolar concentrations in the ovarian carcinoma cell line 41M (IC50 = 0.87 mu m) and more moderate activity in the breast cancer cell line SK-BR-3 (IC50 = 39 mu m). The activity of the compound is 6.5- and 5.4-times higher at pH = 6.0 than at pH = 7.4 in the non-small cell lung cancer cell line A549 and the colon carcinoma cell line HT-29 (GI(50) = 24 and 8.0 mu m at pH = 6.0 for A549 and HT-29, respectively). ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity
IS  - 18
SP  - 2870
EP  - 2878
DO  - 10.1002/ejic.200601196
ER  - 
@article{
author = "Grgurić-Šipka, Sanja and Kowol, Christian R. and Valiahdi, Seied-Mojtaba and Eichinger, Rene and Jakupec, Michael A. and Roller, Alexander and Shova, Sergiu and Arion, Vladimir B. and Keppler, Bernhard K.",
year = "2007",
abstract = "Two ruthenium(II) complexes of 2-acetylpyridine N ',N '-dimethylthiosemicarbazone (HL1) and phenanthrenequinone thiosemicarbazone (HL2), namely [(RuCI)-C-II(L-1)(PPh3)(2)] (1) and [(RuCl)-Cl-II(L-2) (PPh3)(2)] (2), have been synthesised and characterised by IR, UV/Vis and NMR spectroscopy, electrospray mass spectrometry, cyclic voltammetry and X-ray crystallography. In addition, the X-ray crystal structure of [(RuCl2)-Cl-III(L-2)- PPh3]center dot dmso center dot 1.25H(2)O (3 center dot dmso center dot 1.25H(2)O) is reported. The reaction of [(RuCl2)-Cl-II(dmsO)(4)] with HL1 and 1,3,5-triaza-7-phosphaadamantane (PTA) gives the highly water-soluble complex [(RuCl)-Cl-II(L-1)(HPTA)(2)]Cl-2 center dot C2H5OH center dot H2O (4 center dot C2H5OH center dot H2O) (S-25 degrees C - gt = 250 mg/mL), which has been fully characterised. Complex 4 shows strong antiproliferative effects in low micromolar concentrations in the ovarian carcinoma cell line 41M (IC50 = 0.87 mu m) and more moderate activity in the breast cancer cell line SK-BR-3 (IC50 = 39 mu m). The activity of the compound is 6.5- and 5.4-times higher at pH = 6.0 than at pH = 7.4 in the non-small cell lung cancer cell line A549 and the colon carcinoma cell line HT-29 (GI(50) = 24 and 8.0 mu m at pH = 6.0 for A549 and HT-29, respectively). ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity",
number = "18",
pages = "2870-2878",
doi = "10.1002/ejic.200601196"
}
Grgurić-Šipka, S., Kowol, C. R., Valiahdi, S., Eichinger, R., Jakupec, M. A., Roller, A., Shova, S., Arion, V. B.,& Keppler, B. K.. (2007). Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(18), 2870-2878.
https://doi.org/10.1002/ejic.200601196
Grgurić-Šipka S, Kowol CR, Valiahdi S, Eichinger R, Jakupec MA, Roller A, Shova S, Arion VB, Keppler BK. Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity. in European Journal of Inorganic Chemistry. 2007;(18):2870-2878.
doi:10.1002/ejic.200601196 .
Grgurić-Šipka, Sanja, Kowol, Christian R., Valiahdi, Seied-Mojtaba, Eichinger, Rene, Jakupec, Michael A., Roller, Alexander, Shova, Sergiu, Arion, Vladimir B., Keppler, Bernhard K., "Ruthenium(II) complexes of thiosemicarbazones: The first Walter-soluble complex with pH-Dependent antiproliferative activity" in European Journal of Inorganic Chemistry, no. 18 (2007):2870-2878,
https://doi.org/10.1002/ejic.200601196 . .
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