Warżajtis, Beata

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  • Warżajtis, Beata (10)
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Mononuclear gold(iii) complexes with l-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion

Warżajtis, Beata; Glišić, Biljana Đ.; Savić, Nada D.; Pavić, Aleksandar; Vojnović, Sandra; Veselinović, Aleksandar; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš I.

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Warżajtis, Beata
AU  - Glišić, Biljana Đ.
AU  - Savić, Nada D.
AU  - Pavić, Aleksandar
AU  - Vojnović, Sandra
AU  - Veselinović, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš I.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3107
AB  - Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Mononuclear gold(iii) complexes with l-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion
VL  - 46
IS  - 8
SP  - 2594
EP  - 2608
DO  - 10.1039/c6dt04862e
ER  - 
@article{
author = "Warżajtis, Beata and Glišić, Biljana Đ. and Savić, Nada D. and Pavić, Aleksandar and Vojnović, Sandra and Veselinović, Aleksandar and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš I.",
year = "2017",
abstract = "Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Mononuclear gold(iii) complexes with l-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion",
volume = "46",
number = "8",
pages = "2594-2608",
doi = "10.1039/c6dt04862e"
}
Warżajtis, B., Glišić, B. Đ., Savić, N. D., Pavić, A., Vojnović, S., Veselinović, A., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M. I.. (2017). Mononuclear gold(iii) complexes with l-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 46(8), 2594-2608.
https://doi.org/10.1039/c6dt04862e
Warżajtis B, Glišić BĐ, Savić ND, Pavić A, Vojnović S, Veselinović A, Nikodinović-Runić J, Rychlewska U, Đuran MI. Mononuclear gold(iii) complexes with l-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions. 2017;46(8):2594-2608.
doi:10.1039/c6dt04862e .
Warżajtis, Beata, Glišić, Biljana Đ., Savić, Nada D., Pavić, Aleksandar, Vojnović, Sandra, Veselinović, Aleksandar, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš I., "Mononuclear gold(iii) complexes with l-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion" in Dalton Transactions, 46, no. 8 (2017):2594-2608,
https://doi.org/10.1039/c6dt04862e . .
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Supplementary data for article: Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e

Warżajtis, Beata; Glišić, Biljana Đ.; Savić, Nada D.; Pavić, Aleksandar; Vojnović, Sandra; Veselinović, Aleksandar; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš I.

(Royal Soc Chemistry, Cambridge, 2017)

TY  - DATA
AU  - Warżajtis, Beata
AU  - Glišić, Biljana Đ.
AU  - Savić, Nada D.
AU  - Pavić, Aleksandar
AU  - Vojnović, Sandra
AU  - Veselinović, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš I.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3108
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3108
ER  - 
@misc{
author = "Warżajtis, Beata and Glišić, Biljana Đ. and Savić, Nada D. and Pavić, Aleksandar and Vojnović, Sandra and Veselinović, Aleksandar and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš I.",
year = "2017",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3108"
}
Warżajtis, B., Glišić, B. Đ., Savić, N. D., Pavić, A., Vojnović, S., Veselinović, A., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M. I.. (2017). Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e. in Dalton Transactions
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3108
Warżajtis B, Glišić BĐ, Savić ND, Pavić A, Vojnović S, Veselinović A, Nikodinović-Runić J, Rychlewska U, Đuran MI. Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e. in Dalton Transactions. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3108 .
Warżajtis, Beata, Glišić, Biljana Đ., Savić, Nada D., Pavić, Aleksandar, Vojnović, Sandra, Veselinović, Aleksandar, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš I., "Supplementary data for article:           Warzajtis, B.; Glišić, B. D.; Savić, N. D.; Pavic, A.; Vojnovic, S.; Veselinović, A.; Nikodinovic-Runic, J.; Rychlewska, U.; Djuran, M. I. Mononuclear Gold(Iii) Complexes with l-Histidine-Containing Dipeptides: Tuning the Structural and Biological Properties by Variation of the N-Terminal Amino Acid and Counter Anion. Dalton Transactions 2017, 46 (8), 2594–2608. https://doi.org/10.1039/c6dt04862e" in Dalton Transactions (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3108 .

Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib

Pavić, Aleksandar; Glišić, Biljana Đ.; Vojnović, Sandra; Warżajtis, Beata; Savić, Nada D.; Antić, Marija; Radenković, Slavko; Janjić, Goran V.; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš I.

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Pavić, Aleksandar
AU  - Glišić, Biljana Đ.
AU  - Vojnović, Sandra
AU  - Warżajtis, Beata
AU  - Savić, Nada D.
AU  - Antić, Marija
AU  - Radenković, Slavko
AU  - Janjić, Goran V.
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš I.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3110
AB  - Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib
VL  - 174
SP  - 156
EP  - 168
DO  - 10.1016/j.jinorgbio.2017.06.009
ER  - 
@article{
author = "Pavić, Aleksandar and Glišić, Biljana Đ. and Vojnović, Sandra and Warżajtis, Beata and Savić, Nada D. and Antić, Marija and Radenković, Slavko and Janjić, Goran V. and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš I.",
year = "2017",
abstract = "Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib",
volume = "174",
pages = "156-168",
doi = "10.1016/j.jinorgbio.2017.06.009"
}
Pavić, A., Glišić, B. Đ., Vojnović, S., Warżajtis, B., Savić, N. D., Antić, M., Radenković, S., Janjić, G. V., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M. I.. (2017). Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 174, 156-168.
https://doi.org/10.1016/j.jinorgbio.2017.06.009
Pavić A, Glišić BĐ, Vojnović S, Warżajtis B, Savić ND, Antić M, Radenković S, Janjić GV, Nikodinović-Runić J, Rychlewska U, Đuran MI. Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry. 2017;174:156-168.
doi:10.1016/j.jinorgbio.2017.06.009 .
Pavić, Aleksandar, Glišić, Biljana Đ., Vojnović, Sandra, Warżajtis, Beata, Savić, Nada D., Antić, Marija, Radenković, Slavko, Janjić, Goran V., Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš I., "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib" in Journal of Inorganic Biochemistry, 174 (2017):156-168,
https://doi.org/10.1016/j.jinorgbio.2017.06.009 . .
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Supplementary data for article : Pavic, A.; Glišić, B. Đ.; Vojnovic, S.; Warżajtis, B.; Savić, N. D.; Antić, M.; Radenković, S.; Janjić, G. V.; Nikodinovic-Runic, J.; Rychlewska, U.; et al. Mononuclear Gold(III) Complexes with Phenanthroline Ligands as Efficient Inhibitors of Angiogenesis: A Comparative Study with Auranofin and Sunitinib. Journal of Inorganic Biochemistry 2017, 174, 156–168. https://doi.org/10.1016/j.jinorgbio.2017.06.009

Pavić, Aleksandar; Glišić, Biljana Đ.; Vojnović, Sandra; Warżajtis, Beata; Savić, Nada D.; Antić, Marija; Radenković, Slavko; Janjić, Goran V.; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš I.

(Elsevier Science Inc, New York, 2017)

TY  - DATA
AU  - Pavić, Aleksandar
AU  - Glišić, Biljana Đ.
AU  - Vojnović, Sandra
AU  - Warżajtis, Beata
AU  - Savić, Nada D.
AU  - Antić, Marija
AU  - Radenković, Slavko
AU  - Janjić, Goran V.
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš I.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3111
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for article :           Pavic, A.; Glišić, B. Đ.; Vojnovic, S.; Warżajtis, B.; Savić, N. D.; Antić, M.; Radenković, S.; Janjić, G. V.; Nikodinovic-Runic, J.; Rychlewska, U.; et al. Mononuclear Gold(III) Complexes with Phenanthroline Ligands as Efficient Inhibitors of Angiogenesis: A Comparative Study with Auranofin and Sunitinib. Journal of Inorganic Biochemistry 2017, 174, 156–168. https://doi.org/10.1016/j.jinorgbio.2017.06.009
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3111
ER  - 
@misc{
author = "Pavić, Aleksandar and Glišić, Biljana Đ. and Vojnović, Sandra and Warżajtis, Beata and Savić, Nada D. and Antić, Marija and Radenković, Slavko and Janjić, Goran V. and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš I.",
year = "2017",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for article :           Pavic, A.; Glišić, B. Đ.; Vojnovic, S.; Warżajtis, B.; Savić, N. D.; Antić, M.; Radenković, S.; Janjić, G. V.; Nikodinovic-Runic, J.; Rychlewska, U.; et al. Mononuclear Gold(III) Complexes with Phenanthroline Ligands as Efficient Inhibitors of Angiogenesis: A Comparative Study with Auranofin and Sunitinib. Journal of Inorganic Biochemistry 2017, 174, 156–168. https://doi.org/10.1016/j.jinorgbio.2017.06.009",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3111"
}
Pavić, A., Glišić, B. Đ., Vojnović, S., Warżajtis, B., Savić, N. D., Antić, M., Radenković, S., Janjić, G. V., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M. I.. (2017). Supplementary data for article :           Pavic, A.; Glišić, B. Đ.; Vojnovic, S.; Warżajtis, B.; Savić, N. D.; Antić, M.; Radenković, S.; Janjić, G. V.; Nikodinovic-Runic, J.; Rychlewska, U.; et al. Mononuclear Gold(III) Complexes with Phenanthroline Ligands as Efficient Inhibitors of Angiogenesis: A Comparative Study with Auranofin and Sunitinib. Journal of Inorganic Biochemistry 2017, 174, 156–168. https://doi.org/10.1016/j.jinorgbio.2017.06.009. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3111
Pavić A, Glišić BĐ, Vojnović S, Warżajtis B, Savić ND, Antić M, Radenković S, Janjić GV, Nikodinović-Runić J, Rychlewska U, Đuran MI. Supplementary data for article :           Pavic, A.; Glišić, B. Đ.; Vojnovic, S.; Warżajtis, B.; Savić, N. D.; Antić, M.; Radenković, S.; Janjić, G. V.; Nikodinovic-Runic, J.; Rychlewska, U.; et al. Mononuclear Gold(III) Complexes with Phenanthroline Ligands as Efficient Inhibitors of Angiogenesis: A Comparative Study with Auranofin and Sunitinib. Journal of Inorganic Biochemistry 2017, 174, 156–168. https://doi.org/10.1016/j.jinorgbio.2017.06.009. in Journal of Inorganic Biochemistry. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3111 .
Pavić, Aleksandar, Glišić, Biljana Đ., Vojnović, Sandra, Warżajtis, Beata, Savić, Nada D., Antić, Marija, Radenković, Slavko, Janjić, Goran V., Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš I., "Supplementary data for article :           Pavic, A.; Glišić, B. Đ.; Vojnovic, S.; Warżajtis, B.; Savić, N. D.; Antić, M.; Radenković, S.; Janjić, G. V.; Nikodinovic-Runic, J.; Rychlewska, U.; et al. Mononuclear Gold(III) Complexes with Phenanthroline Ligands as Efficient Inhibitors of Angiogenesis: A Comparative Study with Auranofin and Sunitinib. Journal of Inorganic Biochemistry 2017, 174, 156–168. https://doi.org/10.1016/j.jinorgbio.2017.06.009" in Journal of Inorganic Biochemistry (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3111 .

Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion

Warżajtis, Beata; Glišić, Biljana Đ.; Savić, Nada D.; Pavić, Aleksandar; Vojnović, Sandra; Veselinović, Aleksandar; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš I.

(Royal Soc Chemistry, Cambridge, 2017)

TY  - JOUR
AU  - Warżajtis, Beata
AU  - Glišić, Biljana Đ.
AU  - Savić, Nada D.
AU  - Pavić, Aleksandar
AU  - Vojnović, Sandra
AU  - Veselinović, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš I.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2429
AB  - Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.
PB  - Royal Soc Chemistry, Cambridge
T2  - Dalton Transactions
T1  - Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion
VL  - 46
IS  - 8
SP  - 2594
EP  - 2608
DO  - 10.1039/c6dt04862e
ER  - 
@article{
author = "Warżajtis, Beata and Glišić, Biljana Đ. and Savić, Nada D. and Pavić, Aleksandar and Vojnović, Sandra and Veselinović, Aleksandar and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš I.",
year = "2017",
abstract = "Gold(III) complexes with different L-histidine-containing dipeptides, [Au(Gly-L-His-N-A,N-P,N3)Cl]Cl center dot 3H(2)O (1a), [Au(Gly-L-His-N-A,N-P,N-3)Cl]NO3 center dot 1.25H(2)O (1b), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (2a), [Au(L-Ala-L-His-N-A,N-P,N-3)Cl]NO3 center dot 2.5H(2)O (2b), [Au(L-Val-L-His-N-A,N-P,N-3)Cl]Cl center dot 2H(2)O (3), [Au(L-Leu-L-His-N-A,N-P,N-3)Cl]Cl (4a) and [Au(L-Leu-L-His-N-A,N-P,N-3)Cl][AuCl4]center dot H2O (4b), have been synthesized and structurally characterized by spectroscopic (1H NMR, IR and UV-vis) and single-crystal X-ray diffraction techniques. The antimicrobial efficiency of these gold(III) complexes, along with K[AuCl4] and the corresponding dipeptides, was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their moderate inhibiting activity. Moreover, the cytotoxic properties of the investigated complexes were assessed against the normal human lung fibroblast cell line (MRC5) and two human cancer, cervix (HeLa) and lung (A549) cell lines. None of the complexes exerted significant cytotoxic activity; nevertheless complexes that did show selectivity in terms of cancer vs. normal cell lines (2a/b and 4a/b) have been evaluated using zebrafish (Danio rerio) embryos for toxicity and antiangiogenic potential. Although the gold(III) complexes achieved an antiangiogenic effect comparable to the known angiogenic inhibitors auranofin and sunitinib malate at 30-fold higher concentrations, they had no cardiovascular side effects, which commonly accompany auranofin and sunitinib malate treatment. Finally, binding of the gold(III) complexes to the active sites of both human and bacterial (Escherichia coli) thioredoxin reductases (TrxRs) was demonstrated by conducting a molecular docking study, suggesting that the mechanism of biological action of these complexes can be associated with their interaction with the TrxR active site.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Dalton Transactions",
title = "Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion",
volume = "46",
number = "8",
pages = "2594-2608",
doi = "10.1039/c6dt04862e"
}
Warżajtis, B., Glišić, B. Đ., Savić, N. D., Pavić, A., Vojnović, S., Veselinović, A., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M. I.. (2017). Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions
Royal Soc Chemistry, Cambridge., 46(8), 2594-2608.
https://doi.org/10.1039/c6dt04862e
Warżajtis B, Glišić BĐ, Savić ND, Pavić A, Vojnović S, Veselinović A, Nikodinović-Runić J, Rychlewska U, Đuran MI. Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion. in Dalton Transactions. 2017;46(8):2594-2608.
doi:10.1039/c6dt04862e .
Warżajtis, Beata, Glišić, Biljana Đ., Savić, Nada D., Pavić, Aleksandar, Vojnović, Sandra, Veselinović, Aleksandar, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš I., "Mononuclear gold(III) complexes with L-histidine-containing dipeptides: tuning the structural and biological properties by variation of the N-terminal amino acid and counter anion" in Dalton Transactions, 46, no. 8 (2017):2594-2608,
https://doi.org/10.1039/c6dt04862e . .
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21

Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib

Pavić, Aleksandar; Glišić, Biljana Đ.; Vojnović, Sandra; Warżajtis, Beata; Savić, Nada D.; Antić, Marija; Radenković, Slavko; Janjić, Goran V.; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš I.

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Pavić, Aleksandar
AU  - Glišić, Biljana Đ.
AU  - Vojnović, Sandra
AU  - Warżajtis, Beata
AU  - Savić, Nada D.
AU  - Antić, Marija
AU  - Radenković, Slavko
AU  - Janjić, Goran V.
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš I.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2496
AB  - Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib
VL  - 174
SP  - 156
EP  - 168
DO  - 10.1016/j.jinorgbio.2017.06.009
ER  - 
@article{
author = "Pavić, Aleksandar and Glišić, Biljana Đ. and Vojnović, Sandra and Warżajtis, Beata and Savić, Nada D. and Antić, Marija and Radenković, Slavko and Janjić, Goran V. and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš I.",
year = "2017",
abstract = "Gold(III) complexes with 1,7- and 4,7-phenanthroline ligands, [AuCl3(1,7-phen-kappa N7)] (1) and [AuCl3(4,7-phen-kappa N4)] (2) were synthesized and structurally characterized by spectroscopic (NMR, IR and UV-vis) and single crystal X-ray diffraction techniques. In these complexes, 1,7- and 4,7-phenanthrolines are monodentatedly coordinated to the Au(III) ion through the N7 and N4 nitrogen atoms, respectively. In comparison to the clinically relevant anti-angiogenic compounds auranofin and sunitinib, gold(III)-phenanthroline complexes showed from 1.5- to 20-fold higher anti-angiogenic potential, and 13- and 118-fold lower toxicity. Among the tested compounds, complex 1 was the most potent and may be an excellent anti-angiogenic drug candidate, since it showed strong anti-angiogenic activity in zebrafish embryos achieving IC50 value (concentration resulting in an anti-angiogenic phenotype at 50% of embryos) of 2.89 mu M, while had low toxicity with LC50 value (the concentration inducing the lethal effect of 50% embryos) of 128 mu M. Molecular docking study revealed that both complexes and ligands could suppress angiogenesis targeting the multiple major regulators of angiogenesis, such as the vascular endothelial growth factor receptor (VEGFR-2), the matrix metalloproteases (MMP-2 and MMP-9), and thioredoxin reductase (TrxR1), where the complexes showed higher binding affinity in comparison to ligands, and particularly to auranofin, but comparable to sunitinib, an anti-angiogenic drug of clinical relevance.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib",
volume = "174",
pages = "156-168",
doi = "10.1016/j.jinorgbio.2017.06.009"
}
Pavić, A., Glišić, B. Đ., Vojnović, S., Warżajtis, B., Savić, N. D., Antić, M., Radenković, S., Janjić, G. V., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M. I.. (2017). Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 174, 156-168.
https://doi.org/10.1016/j.jinorgbio.2017.06.009
Pavić A, Glišić BĐ, Vojnović S, Warżajtis B, Savić ND, Antić M, Radenković S, Janjić GV, Nikodinović-Runić J, Rychlewska U, Đuran MI. Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib. in Journal of Inorganic Biochemistry. 2017;174:156-168.
doi:10.1016/j.jinorgbio.2017.06.009 .
Pavić, Aleksandar, Glišić, Biljana Đ., Vojnović, Sandra, Warżajtis, Beata, Savić, Nada D., Antić, Marija, Radenković, Slavko, Janjić, Goran V., Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš I., "Mononuclear gold(III) complexes with phenanthroline ligands as efficient inhibitors of angiogenesis: A comparative study with auranofin and sunitinib" in Journal of Inorganic Biochemistry, 174 (2017):156-168,
https://doi.org/10.1016/j.jinorgbio.2017.06.009 . .
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20

Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity

Glišić, Biljana Đ.; Savić, Nada D.; Warżajtis, Beata; Đokić, Lidija; Ilić-Tomić, Tatjana; Antić, Marija; Radenković, Slavko; Nikodinović-Runić, Jasmina; Rychlewska, Urszula; Đuran, Miloš I.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Glišić, Biljana Đ.
AU  - Savić, Nada D.
AU  - Warżajtis, Beata
AU  - Đokić, Lidija
AU  - Ilić-Tomić, Tatjana
AU  - Antić, Marija
AU  - Radenković, Slavko
AU  - Nikodinović-Runić, Jasmina
AU  - Rychlewska, Urszula
AU  - Đuran, Miloš I.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2275
AB  - Dinuclear gold(III) complexes {[AuCl3](2)(mu-4,4'-bipy)} (1) and {[AuCl3](2)(mu-bpe)} (2) with bridging aromatic nitrogen-containing heterocyclic ligands, 4,4'-bipyridine (4,4'-bipy) and 1,2-bis(4-pyridyl)ethane (bpe), were synthesized and characterized by NMR (H-1 and C-13), UV-vis and IR spectroscopic techniques. The crystal structure of 1 was determined by single-crystal X-ray diffraction analysis, while the DFT M06-2X method was applied in order to optimize the structures of 1 and 2. A detailed mechanistic study was performed using the same DFT approach in order to shed light on the disparate coordination modes of the presently investigated N-heterocyclic ligands and the monocyclic pyrazine, which contains two nitrogen atoms within one ring, toward the AuCl3 fragment. The investigation of the solution stability of 1 and 2 in DMSO revealed that both complexes were sufficiently stable in this solvent at room temperature. Complexes 1 and 2, along with K[AuCl4] and the N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of Gram-positive and Gram-negative bacteria and the fungus Candida albicans. In most cases, complexes 1 and 2 have higher antibacterial activity than K[AuCl4] (MICs for 1 and 2 were in the range 3.9-62.5 mu g mL(-1)), while both of the N-heterocycles did not affect the bacterial growth at concentrations up to 500 mu g mL(-1). On the other hand, the antifungal activity of these two complexes against C. albicans was moderate and lower than that of K[AuCl4]. In order to determine the therapeutic potential of 1 and 2, their antiproliferative effect on the normal human lung fibroblast cell line MRC5 and embryotoxicity on zebrafish (Danio rerio) have also been evaluated. To the best of our knowledge, complexes 1 and 2 are the first examples of dinuclear gold(III) complexes with aromatic six-membered heterocycles containing two nitrogen atoms as bridging ligands.
PB  - Royal Soc Chemistry, Cambridge
T2  - MedChemComm
T1  - Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity
VL  - 7
IS  - 7
SP  - 1356
EP  - 1366
DO  - 10.1039/c6md00214e
ER  - 
@article{
author = "Glišić, Biljana Đ. and Savić, Nada D. and Warżajtis, Beata and Đokić, Lidija and Ilić-Tomić, Tatjana and Antić, Marija and Radenković, Slavko and Nikodinović-Runić, Jasmina and Rychlewska, Urszula and Đuran, Miloš I.",
year = "2016",
abstract = "Dinuclear gold(III) complexes {[AuCl3](2)(mu-4,4'-bipy)} (1) and {[AuCl3](2)(mu-bpe)} (2) with bridging aromatic nitrogen-containing heterocyclic ligands, 4,4'-bipyridine (4,4'-bipy) and 1,2-bis(4-pyridyl)ethane (bpe), were synthesized and characterized by NMR (H-1 and C-13), UV-vis and IR spectroscopic techniques. The crystal structure of 1 was determined by single-crystal X-ray diffraction analysis, while the DFT M06-2X method was applied in order to optimize the structures of 1 and 2. A detailed mechanistic study was performed using the same DFT approach in order to shed light on the disparate coordination modes of the presently investigated N-heterocyclic ligands and the monocyclic pyrazine, which contains two nitrogen atoms within one ring, toward the AuCl3 fragment. The investigation of the solution stability of 1 and 2 in DMSO revealed that both complexes were sufficiently stable in this solvent at room temperature. Complexes 1 and 2, along with K[AuCl4] and the N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of Gram-positive and Gram-negative bacteria and the fungus Candida albicans. In most cases, complexes 1 and 2 have higher antibacterial activity than K[AuCl4] (MICs for 1 and 2 were in the range 3.9-62.5 mu g mL(-1)), while both of the N-heterocycles did not affect the bacterial growth at concentrations up to 500 mu g mL(-1). On the other hand, the antifungal activity of these two complexes against C. albicans was moderate and lower than that of K[AuCl4]. In order to determine the therapeutic potential of 1 and 2, their antiproliferative effect on the normal human lung fibroblast cell line MRC5 and embryotoxicity on zebrafish (Danio rerio) have also been evaluated. To the best of our knowledge, complexes 1 and 2 are the first examples of dinuclear gold(III) complexes with aromatic six-membered heterocycles containing two nitrogen atoms as bridging ligands.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "MedChemComm",
title = "Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity",
volume = "7",
number = "7",
pages = "1356-1366",
doi = "10.1039/c6md00214e"
}
Glišić, B. Đ., Savić, N. D., Warżajtis, B., Đokić, L., Ilić-Tomić, T., Antić, M., Radenković, S., Nikodinović-Runić, J., Rychlewska, U.,& Đuran, M. I.. (2016). Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity. in MedChemComm
Royal Soc Chemistry, Cambridge., 7(7), 1356-1366.
https://doi.org/10.1039/c6md00214e
Glišić BĐ, Savić ND, Warżajtis B, Đokić L, Ilić-Tomić T, Antić M, Radenković S, Nikodinović-Runić J, Rychlewska U, Đuran MI. Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity. in MedChemComm. 2016;7(7):1356-1366.
doi:10.1039/c6md00214e .
Glišić, Biljana Đ., Savić, Nada D., Warżajtis, Beata, Đokić, Lidija, Ilić-Tomić, Tatjana, Antić, Marija, Radenković, Slavko, Nikodinović-Runić, Jasmina, Rychlewska, Urszula, Đuran, Miloš I., "Synthesis, structural characterization and biological evaluation of dinuclear gold(III) complexes with aromatic nitrogen-containing ligands: antimicrobial activity in relation to the complex nuclearity" in MedChemComm, 7, no. 7 (2016):1356-1366,
https://doi.org/10.1039/c6md00214e . .
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15

Synthesis, Spectral and Solid State Characterization of a New Bioactive Hydrazine Bridged Cyclic Diphosphonium Compound

Milenković, Milica R.; Warżajtis, Beata; Rychlewska, Urszula; Radanović, Dušanka D.; Anđelković, Katarina K.; Božić, Tatjana T.; Vujčić, Miroslava; Sladić, Dušan

(Mdpi Ag, Basel, 2012)

TY  - JOUR
AU  - Milenković, Milica R.
AU  - Warżajtis, Beata
AU  - Rychlewska, Urszula
AU  - Radanović, Dušanka D.
AU  - Anđelković, Katarina K.
AU  - Božić, Tatjana T.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1267
AB  - The facile preparation of a racemic hydrazine bridged diphosphonium compound possessing a ring system analogous to bicyclo[3.3.2]decane is reported. Although the reaction yield is low, the structure of the compound, which possesses an eight-membered ring, two phosphonium cationic centers, a biimino bridge, molecular chirality and two fused aromatic rings locked into roughly perpendicular planes is unusual. The compound displays substantial biological activity in the brine shrimp test and cleaves plasmid DNA.
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - Synthesis, Spectral and Solid State Characterization of a New Bioactive Hydrazine Bridged Cyclic Diphosphonium Compound
VL  - 17
IS  - 3
SP  - 2567
EP  - 2578
DO  - 10.3390/molecules17032567
ER  - 
@article{
author = "Milenković, Milica R. and Warżajtis, Beata and Rychlewska, Urszula and Radanović, Dušanka D. and Anđelković, Katarina K. and Božić, Tatjana T. and Vujčić, Miroslava and Sladić, Dušan",
year = "2012",
abstract = "The facile preparation of a racemic hydrazine bridged diphosphonium compound possessing a ring system analogous to bicyclo[3.3.2]decane is reported. Although the reaction yield is low, the structure of the compound, which possesses an eight-membered ring, two phosphonium cationic centers, a biimino bridge, molecular chirality and two fused aromatic rings locked into roughly perpendicular planes is unusual. The compound displays substantial biological activity in the brine shrimp test and cleaves plasmid DNA.",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "Synthesis, Spectral and Solid State Characterization of a New Bioactive Hydrazine Bridged Cyclic Diphosphonium Compound",
volume = "17",
number = "3",
pages = "2567-2578",
doi = "10.3390/molecules17032567"
}
Milenković, M. R., Warżajtis, B., Rychlewska, U., Radanović, D. D., Anđelković, K. K., Božić, T. T., Vujčić, M.,& Sladić, D.. (2012). Synthesis, Spectral and Solid State Characterization of a New Bioactive Hydrazine Bridged Cyclic Diphosphonium Compound. in Molecules
Mdpi Ag, Basel., 17(3), 2567-2578.
https://doi.org/10.3390/molecules17032567
Milenković MR, Warżajtis B, Rychlewska U, Radanović DD, Anđelković KK, Božić TT, Vujčić M, Sladić D. Synthesis, Spectral and Solid State Characterization of a New Bioactive Hydrazine Bridged Cyclic Diphosphonium Compound. in Molecules. 2012;17(3):2567-2578.
doi:10.3390/molecules17032567 .
Milenković, Milica R., Warżajtis, Beata, Rychlewska, Urszula, Radanović, Dušanka D., Anđelković, Katarina K., Božić, Tatjana T., Vujčić, Miroslava, Sladić, Dušan, "Synthesis, Spectral and Solid State Characterization of a New Bioactive Hydrazine Bridged Cyclic Diphosphonium Compound" in Molecules, 17, no. 3 (2012):2567-2578,
https://doi.org/10.3390/molecules17032567 . .
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2
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3

Synthesis and structure of a Ni(II) complex with N ',N '(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide: multiple intramolecular CH center dot center dot center dot pi interactions between quinoline and quinolineimine chelate

Čobeljić, Božidar; Warżajtis, Beata; Rychlewska, Urszula; Radanović, Dušanka D.; Spasojević, Vojislav; Sladić, Dušan; Eshkourfu, Rabia; Anđelković, Katarina K.

(Taylor & Francis Ltd, Abingdon, 2012)

TY  - JOUR
AU  - Čobeljić, Božidar
AU  - Warżajtis, Beata
AU  - Rychlewska, Urszula
AU  - Radanović, Dušanka D.
AU  - Spasojević, Vojislav
AU  - Sladić, Dušan
AU  - Eshkourfu, Rabia
AU  - Anđelković, Katarina K.
PY  - 2012
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1265
AB  - A new malonic dihydrazide-based ligand, N',N'(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide (H(2)L3), has been prepared and characterized by elemental analysis, IR, C-13 NMR, and H-1 NMR spectroscopies. In the reaction of H(2)L3 with Ni(II) a binuclear complex has been obtained. The structure of the complex was established by X-ray analysis. Each Ni(II) is coordinated with two NNO donor sets from two ligand molecules in dianionic form (L3(2-)) forming an octahedral geometry. Multiple intramolecular C-H center dot center dot center dot pi (chelate ring) interactions support the molecular geometry of the [Ni-2(L3)(2)] complex. The structure of [Ni-2(L3)(2)] is compared with those of analogous Ni(II) complexes with pyridine dihydrazone type ligands. Magnetic behavior of the dinuclear complex was studied in temperature range of 2-300 K.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Coordination Chemistry
T1  - Synthesis and structure of a Ni(II) complex with N ',N '(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide: multiple intramolecular CH center dot center dot center dot pi interactions between quinoline and quinolineimine chelate
VL  - 65
IS  - 4
SP  - 655
EP  - 667
DO  - 10.1080/00958972.2012.658778
ER  - 
@article{
author = "Čobeljić, Božidar and Warżajtis, Beata and Rychlewska, Urszula and Radanović, Dušanka D. and Spasojević, Vojislav and Sladić, Dušan and Eshkourfu, Rabia and Anđelković, Katarina K.",
year = "2012",
abstract = "A new malonic dihydrazide-based ligand, N',N'(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide (H(2)L3), has been prepared and characterized by elemental analysis, IR, C-13 NMR, and H-1 NMR spectroscopies. In the reaction of H(2)L3 with Ni(II) a binuclear complex has been obtained. The structure of the complex was established by X-ray analysis. Each Ni(II) is coordinated with two NNO donor sets from two ligand molecules in dianionic form (L3(2-)) forming an octahedral geometry. Multiple intramolecular C-H center dot center dot center dot pi (chelate ring) interactions support the molecular geometry of the [Ni-2(L3)(2)] complex. The structure of [Ni-2(L3)(2)] is compared with those of analogous Ni(II) complexes with pyridine dihydrazone type ligands. Magnetic behavior of the dinuclear complex was studied in temperature range of 2-300 K.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Coordination Chemistry",
title = "Synthesis and structure of a Ni(II) complex with N ',N '(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide: multiple intramolecular CH center dot center dot center dot pi interactions between quinoline and quinolineimine chelate",
volume = "65",
number = "4",
pages = "655-667",
doi = "10.1080/00958972.2012.658778"
}
Čobeljić, B., Warżajtis, B., Rychlewska, U., Radanović, D. D., Spasojević, V., Sladić, D., Eshkourfu, R.,& Anđelković, K. K.. (2012). Synthesis and structure of a Ni(II) complex with N ',N '(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide: multiple intramolecular CH center dot center dot center dot pi interactions between quinoline and quinolineimine chelate. in Journal of Coordination Chemistry
Taylor & Francis Ltd, Abingdon., 65(4), 655-667.
https://doi.org/10.1080/00958972.2012.658778
Čobeljić B, Warżajtis B, Rychlewska U, Radanović DD, Spasojević V, Sladić D, Eshkourfu R, Anđelković KK. Synthesis and structure of a Ni(II) complex with N ',N '(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide: multiple intramolecular CH center dot center dot center dot pi interactions between quinoline and quinolineimine chelate. in Journal of Coordination Chemistry. 2012;65(4):655-667.
doi:10.1080/00958972.2012.658778 .
Čobeljić, Božidar, Warżajtis, Beata, Rychlewska, Urszula, Radanović, Dušanka D., Spasojević, Vojislav, Sladić, Dušan, Eshkourfu, Rabia, Anđelković, Katarina K., "Synthesis and structure of a Ni(II) complex with N ',N '(2)-bis[(1E)-1-(2-quinolyl)methylene]propanedihydrazide: multiple intramolecular CH center dot center dot center dot pi interactions between quinoline and quinolineimine chelate" in Journal of Coordination Chemistry, 65, no. 4 (2012):655-667,
https://doi.org/10.1080/00958972.2012.658778 . .
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Synthesis, characterization and antimicrobial activity of Ni(II) and Zn(II) complexes with N ',N '(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide. Crystal structures of two highly solvated bimetallic complexes of Ni(II)

Todorović, Tamara; Rychlewska, Urszula; Warżajtis, Beata; Radanović, Dušanka D.; Filipović, Nenad R.; Pajic, Ivana A.; Sladić, Dušan; Anđelković, Katarina K.

(Pergamon-Elsevier Science Ltd, Oxford, 2009)

TY  - JOUR
AU  - Todorović, Tamara
AU  - Rychlewska, Urszula
AU  - Warżajtis, Beata
AU  - Radanović, Dušanka D.
AU  - Filipović, Nenad R.
AU  - Pajic, Ivana A.
AU  - Sladić, Dušan
AU  - Anđelković, Katarina K.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1007
AB  - The bimetallic [Ni-2(H(2)L2)(2)](ClO4)(4) (1), [Ni-2(HL2)(H(2)L2)](ClO4)(3) (2) and [Zn-2(H(2)L2)(2)](BF4)(4) (3) complexes (H(2)L2 = N',N'(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide) were synthesized and characterized. The structure of complexes (1) and (2) was established by X-ray analysis. NMR spectroscopy was used for the characterization of complex (3). The complexes (1) and (2) were obtained from the same synthetic reaction and two crystal types of these complexes have been isolated during the fractional crystallization process. In complex (1) each Ni(II) ion is coordinated with two NNO donor atom sets from two H(2)L2 ligands forming an octahedral geometry. Similarly, in complex (2) the octahedral geometry of each Ni(II) ion is attained by coordination of two NNO donor atom sets, one from the neutral and the other from the monoanionic form of the ligand. The antimicrobial activity of the ligand and complexes is also presented. (C) 2009 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, characterization and antimicrobial activity of Ni(II) and Zn(II) complexes with N ',N '(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide. Crystal structures of two highly solvated bimetallic complexes of Ni(II)
VL  - 28
IS  - 12
SP  - 2397
EP  - 2402
DO  - 10.1016/j.poly.2009.05.002
ER  - 
@article{
author = "Todorović, Tamara and Rychlewska, Urszula and Warżajtis, Beata and Radanović, Dušanka D. and Filipović, Nenad R. and Pajic, Ivana A. and Sladić, Dušan and Anđelković, Katarina K.",
year = "2009",
abstract = "The bimetallic [Ni-2(H(2)L2)(2)](ClO4)(4) (1), [Ni-2(HL2)(H(2)L2)](ClO4)(3) (2) and [Zn-2(H(2)L2)(2)](BF4)(4) (3) complexes (H(2)L2 = N',N'(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide) were synthesized and characterized. The structure of complexes (1) and (2) was established by X-ray analysis. NMR spectroscopy was used for the characterization of complex (3). The complexes (1) and (2) were obtained from the same synthetic reaction and two crystal types of these complexes have been isolated during the fractional crystallization process. In complex (1) each Ni(II) ion is coordinated with two NNO donor atom sets from two H(2)L2 ligands forming an octahedral geometry. Similarly, in complex (2) the octahedral geometry of each Ni(II) ion is attained by coordination of two NNO donor atom sets, one from the neutral and the other from the monoanionic form of the ligand. The antimicrobial activity of the ligand and complexes is also presented. (C) 2009 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, characterization and antimicrobial activity of Ni(II) and Zn(II) complexes with N ',N '(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide. Crystal structures of two highly solvated bimetallic complexes of Ni(II)",
volume = "28",
number = "12",
pages = "2397-2402",
doi = "10.1016/j.poly.2009.05.002"
}
Todorović, T., Rychlewska, U., Warżajtis, B., Radanović, D. D., Filipović, N. R., Pajic, I. A., Sladić, D.,& Anđelković, K. K.. (2009). Synthesis, characterization and antimicrobial activity of Ni(II) and Zn(II) complexes with N ',N '(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide. Crystal structures of two highly solvated bimetallic complexes of Ni(II). in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 28(12), 2397-2402.
https://doi.org/10.1016/j.poly.2009.05.002
Todorović T, Rychlewska U, Warżajtis B, Radanović DD, Filipović NR, Pajic IA, Sladić D, Anđelković KK. Synthesis, characterization and antimicrobial activity of Ni(II) and Zn(II) complexes with N ',N '(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide. Crystal structures of two highly solvated bimetallic complexes of Ni(II). in Polyhedron. 2009;28(12):2397-2402.
doi:10.1016/j.poly.2009.05.002 .
Todorović, Tamara, Rychlewska, Urszula, Warżajtis, Beata, Radanović, Dušanka D., Filipović, Nenad R., Pajic, Ivana A., Sladić, Dušan, Anđelković, Katarina K., "Synthesis, characterization and antimicrobial activity of Ni(II) and Zn(II) complexes with N ',N '(2)-bis[(1E)-1-(2-pyridyl)ethylidene]propanedihydrazide. Crystal structures of two highly solvated bimetallic complexes of Ni(II)" in Polyhedron, 28, no. 12 (2009):2397-2402,
https://doi.org/10.1016/j.poly.2009.05.002 . .
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