Steinborn, Dirk

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  • Steinborn, Dirk (7)
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Author's Bibliography

Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells

Kaluđerović, Goran N.; Mijatović, Sanja; Zmejkovski, Bojana; Bulatović, Mirna; Gómez-Ruiz, Santiago; Mojic, Marija K.; Steinborn, Dirk; Miljkovic, Djordje M.; Schmidt, Harry; Stosic-Grujicic, Stanislava D.; Sabo, Tibor; Maksimović-Ivanić, Danijela D.

(Royal Soc Chemistry, Cambridge, 2012)

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Mijatović, Sanja
AU  - Zmejkovski, Bojana
AU  - Bulatović, Mirna
AU  - Gómez-Ruiz, Santiago
AU  - Mojic, Marija K.
AU  - Steinborn, Dirk
AU  - Miljkovic, Djordje M.
AU  - Schmidt, Harry
AU  - Stosic-Grujicic, Stanislava D.
AU  - Sabo, Tibor
AU  - Maksimović-Ivanić, Danijela D.
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1112
AB  - Several new R(2)eddp (R = i-Pr, i-Bu; eddp = ethylenediamine-N,N'-di-3-propionate) esters and corresponding platinum(II) and platinum(IV) complexes of the general formula [PtCln(R(2)edda-type)] (n = 2, 4) were synthesized and characterized by spectroscopic methods (IR, H-1 and C-13 NMR) and elemental analysis. The crystal structure of platinum(IV) complex [PtCl4{(c-Pe)(2)eddip}] (3a) was resolved and is given herein. Ligand precursors, platinum(II), and platinum(IV) complexes were tested against eight tumor cell lines (CT26CL25, HTC116, SW620, PC3, LNCaP, U251, A375, and B16). Selectivity in the action of those compounds between tumor and two normal primary cells (fibroblasts and keratinocytes) are discussed. A structure-activity relationship of these compounds is discussed. Furthermore, cell cycle distribution, induction of necrosis, apoptosis, autophagy, anoikis, caspase activation, ROS, and RNS are presented on the cisplatin-resistant colon carcinoma HCT116 cell line.
PB  - Royal Soc Chemistry, Cambridge
T2  - Metallomics
T1  - Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells
VL  - 4
IS  - 9
SP  - 979
EP  - 987
DO  - 10.1039/c2mt20058a
ER  - 
@article{
author = "Kaluđerović, Goran N. and Mijatović, Sanja and Zmejkovski, Bojana and Bulatović, Mirna and Gómez-Ruiz, Santiago and Mojic, Marija K. and Steinborn, Dirk and Miljkovic, Djordje M. and Schmidt, Harry and Stosic-Grujicic, Stanislava D. and Sabo, Tibor and Maksimović-Ivanić, Danijela D.",
year = "2012",
abstract = "Several new R(2)eddp (R = i-Pr, i-Bu; eddp = ethylenediamine-N,N'-di-3-propionate) esters and corresponding platinum(II) and platinum(IV) complexes of the general formula [PtCln(R(2)edda-type)] (n = 2, 4) were synthesized and characterized by spectroscopic methods (IR, H-1 and C-13 NMR) and elemental analysis. The crystal structure of platinum(IV) complex [PtCl4{(c-Pe)(2)eddip}] (3a) was resolved and is given herein. Ligand precursors, platinum(II), and platinum(IV) complexes were tested against eight tumor cell lines (CT26CL25, HTC116, SW620, PC3, LNCaP, U251, A375, and B16). Selectivity in the action of those compounds between tumor and two normal primary cells (fibroblasts and keratinocytes) are discussed. A structure-activity relationship of these compounds is discussed. Furthermore, cell cycle distribution, induction of necrosis, apoptosis, autophagy, anoikis, caspase activation, ROS, and RNS are presented on the cisplatin-resistant colon carcinoma HCT116 cell line.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Metallomics",
title = "Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells",
volume = "4",
number = "9",
pages = "979-987",
doi = "10.1039/c2mt20058a"
}
Kaluđerović, G. N., Mijatović, S., Zmejkovski, B., Bulatović, M., Gómez-Ruiz, S., Mojic, M. K., Steinborn, D., Miljkovic, D. M., Schmidt, H., Stosic-Grujicic, S. D., Sabo, T.,& Maksimović-Ivanić, D. D.. (2012). Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells. in Metallomics
Royal Soc Chemistry, Cambridge., 4(9), 979-987.
https://doi.org/10.1039/c2mt20058a
Kaluđerović GN, Mijatović S, Zmejkovski B, Bulatović M, Gómez-Ruiz S, Mojic MK, Steinborn D, Miljkovic DM, Schmidt H, Stosic-Grujicic SD, Sabo T, Maksimović-Ivanić DD. Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells. in Metallomics. 2012;4(9):979-987.
doi:10.1039/c2mt20058a .
Kaluđerović, Goran N., Mijatović, Sanja, Zmejkovski, Bojana, Bulatović, Mirna, Gómez-Ruiz, Santiago, Mojic, Marija K., Steinborn, Dirk, Miljkovic, Djordje M., Schmidt, Harry, Stosic-Grujicic, Stanislava D., Sabo, Tibor, Maksimović-Ivanić, Danijela D., "Platinum(II/IV) complexes containing ethylenediamine-N,N '-di-2/3-propionate ester ligands induced caspase-dependent apoptosis in cisplatin-resistant colon cancer cells" in Metallomics, 4, no. 9 (2012):979-987,
https://doi.org/10.1039/c2mt20058a . .
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38

Synthesis, characterization and in vitro cytotoxicity studies of platinum(IV) complexes with thiouracil ligands

Vetter, Cornelia; Kaluđerović, Goran N.; Paschke, Reinhard; Kluge, Ralph; Schmidt, Jürgen; Steinborn, Dirk

(Elsevier, 2010)

TY  - JOUR
AU  - Vetter, Cornelia
AU  - Kaluđerović, Goran N.
AU  - Paschke, Reinhard
AU  - Kluge, Ralph
AU  - Schmidt, Jürgen
AU  - Steinborn, Dirk
PY  - 2010
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3175
AB  - Reactions of [PtMe3(bpy)(Me2CO)][BF4] (2) with the thionucleobases 2-thiouracil (s2Ura), 4-thiouracil (s 4Ura) and 2,4-dithiouracil (s2s4Ura) resulted in the formation of complexes of the type [PtMe3 (bPy)(L-κS)] [BF4] (L= s2Ura, 3; s4Ura, 4; s 2s4Ura, 5). The complexes were characterized by NMR spectroscopy (1H, 13C, 195Pt), IR spectroscopy as well as microanalyses. The coordination through the C4=S groups (4, 5) was additionally confirmed by DFT calculations, where it was shown that these complexes [PtMe3(bpy)(L-κS4)]+ (L=s 4Ura, s2s4Ura) are about 5.8 (4b) and 3.3 kcal/mol (5b), respectively, more stable than the respective complexes, having thiouracil ligands bound through the C2=X groups (X=O, 4a; S, 5a). For [PtMe3(bpy)(s2Ura-κS2)][BF4] (3) no preferred coordination mode could be assigned solely based on DFT calculations. Analysis of NMR spectra showed the κS2 coordination. In vitro cytotoxic studies of complexes 3-5 on nine different cell lines (8505C, A253, FaDu, A431, A549, A2780, DLD-1, HCT-8, HT-29) revealed in most cases moderate activities. However, 3 and 5 showed significant activity towards A549 and A2780, respectively, possessing IC50 values comparable to those of cisplatin. Cell cycle perturbations and trypan blue exclusion test on cancer cell line A431 using [PtMe3(bpy)(s 2s4Ura-κS4)][BF4] (5) showed induction of apoptotic cell death. Furthermore, the reaction of [PtMe 3(OAc-κ2O,O′)(Me2CO)] (6) with 4-thiouracil yielded the dinuclear complex [(PtMe3)2(μ-s 4Ura-H)2] (7), which has been characterized by microanalysis, NMR (1H, 13C, 195Pt) and IR spectroscopy as well as ESI mass spectrometry. X-ray diffraction analysis of crystals yielded in an isolated case exhibited the presence of a hexanuclear thiouracilato platinum(IV) complex, possessing each three different kinds of methyl platinum(IV) moieties and 4-thiouracilato ligands. This exhibited the ability of 4-thiouracil platinum(IV) complexes to form multinuclear complexes.
PB  - Elsevier
T2  - Inorganica Chimica Acta
T1  - Synthesis, characterization and in vitro cytotoxicity studies of platinum(IV) complexes with thiouracil ligands
VL  - 363
IS  - 11
SP  - 2452
EP  - 2460
DO  - 10.1016/j.ica.2010.03.079
ER  - 
@article{
author = "Vetter, Cornelia and Kaluđerović, Goran N. and Paschke, Reinhard and Kluge, Ralph and Schmidt, Jürgen and Steinborn, Dirk",
year = "2010",
abstract = "Reactions of [PtMe3(bpy)(Me2CO)][BF4] (2) with the thionucleobases 2-thiouracil (s2Ura), 4-thiouracil (s 4Ura) and 2,4-dithiouracil (s2s4Ura) resulted in the formation of complexes of the type [PtMe3 (bPy)(L-κS)] [BF4] (L= s2Ura, 3; s4Ura, 4; s 2s4Ura, 5). The complexes were characterized by NMR spectroscopy (1H, 13C, 195Pt), IR spectroscopy as well as microanalyses. The coordination through the C4=S groups (4, 5) was additionally confirmed by DFT calculations, where it was shown that these complexes [PtMe3(bpy)(L-κS4)]+ (L=s 4Ura, s2s4Ura) are about 5.8 (4b) and 3.3 kcal/mol (5b), respectively, more stable than the respective complexes, having thiouracil ligands bound through the C2=X groups (X=O, 4a; S, 5a). For [PtMe3(bpy)(s2Ura-κS2)][BF4] (3) no preferred coordination mode could be assigned solely based on DFT calculations. Analysis of NMR spectra showed the κS2 coordination. In vitro cytotoxic studies of complexes 3-5 on nine different cell lines (8505C, A253, FaDu, A431, A549, A2780, DLD-1, HCT-8, HT-29) revealed in most cases moderate activities. However, 3 and 5 showed significant activity towards A549 and A2780, respectively, possessing IC50 values comparable to those of cisplatin. Cell cycle perturbations and trypan blue exclusion test on cancer cell line A431 using [PtMe3(bpy)(s 2s4Ura-κS4)][BF4] (5) showed induction of apoptotic cell death. Furthermore, the reaction of [PtMe 3(OAc-κ2O,O′)(Me2CO)] (6) with 4-thiouracil yielded the dinuclear complex [(PtMe3)2(μ-s 4Ura-H)2] (7), which has been characterized by microanalysis, NMR (1H, 13C, 195Pt) and IR spectroscopy as well as ESI mass spectrometry. X-ray diffraction analysis of crystals yielded in an isolated case exhibited the presence of a hexanuclear thiouracilato platinum(IV) complex, possessing each three different kinds of methyl platinum(IV) moieties and 4-thiouracilato ligands. This exhibited the ability of 4-thiouracil platinum(IV) complexes to form multinuclear complexes.",
publisher = "Elsevier",
journal = "Inorganica Chimica Acta",
title = "Synthesis, characterization and in vitro cytotoxicity studies of platinum(IV) complexes with thiouracil ligands",
volume = "363",
number = "11",
pages = "2452-2460",
doi = "10.1016/j.ica.2010.03.079"
}
Vetter, C., Kaluđerović, G. N., Paschke, R., Kluge, R., Schmidt, J.,& Steinborn, D.. (2010). Synthesis, characterization and in vitro cytotoxicity studies of platinum(IV) complexes with thiouracil ligands. in Inorganica Chimica Acta
Elsevier., 363(11), 2452-2460.
https://doi.org/10.1016/j.ica.2010.03.079
Vetter C, Kaluđerović GN, Paschke R, Kluge R, Schmidt J, Steinborn D. Synthesis, characterization and in vitro cytotoxicity studies of platinum(IV) complexes with thiouracil ligands. in Inorganica Chimica Acta. 2010;363(11):2452-2460.
doi:10.1016/j.ica.2010.03.079 .
Vetter, Cornelia, Kaluđerović, Goran N., Paschke, Reinhard, Kluge, Ralph, Schmidt, Jürgen, Steinborn, Dirk, "Synthesis, characterization and in vitro cytotoxicity studies of platinum(IV) complexes with thiouracil ligands" in Inorganica Chimica Acta, 363, no. 11 (2010):2452-2460,
https://doi.org/10.1016/j.ica.2010.03.079 . .
11
12
13

Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes

Krajčinović, Bojana B.; Kaluđerović, Goran N.; Steinborn, Dirk; Schmidt, Harry; Wagner, Christoph; Žižak, Željko; Juranić, Zorica; Trifunović, Srećko R.; Sabo, Tibor

(Elsevier, 2008)

TY  - JOUR
AU  - Krajčinović, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Steinborn, Dirk
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Žižak, Željko
AU  - Juranić, Zorica
AU  - Trifunović, Srećko R.
AU  - Sabo, Tibor
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4330
AB  - Syntheses of two novel ligand precursors O,O′-diisopropyl- (1a) and O,O′-diisobutyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, 1H and 13C spectroscopy and elemental analysis. Crystal structures were determined for 1a and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(μM) values for the most active compound 3a were: 30.48 ± 2.54; 12.26 ± 2.60; 13.68 ± 3.22; 80.18 ± 24.07 and 71.30 ± 21.70, respectively.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes
VL  - 102
IS  - 4
SP  - 892
EP  - 900
DO  - 10.1016/j.jinorgbio.2007.12.009
ER  - 
@article{
author = "Krajčinović, Bojana B. and Kaluđerović, Goran N. and Steinborn, Dirk and Schmidt, Harry and Wagner, Christoph and Žižak, Željko and Juranić, Zorica and Trifunović, Srećko R. and Sabo, Tibor",
year = "2008",
abstract = "Syntheses of two novel ligand precursors O,O′-diisopropyl- (1a) and O,O′-diisobutyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate dihydrochloride monohydrate (1b) and the corresponding dichloroplatinum(II) (2a and 2b) and tetrachloroplatinum(IV) complexes (3a and 3b) are described here. The substances were characterized by IR, 1H and 13C spectroscopy and elemental analysis. Crystal structures were determined for 1a and the corresponding platinum(IV) complex, 3a. In vitro antiproliferative activity was determined against tumor cell lines: human adenocarcinoma HeLa, human myelogenous leukemia K562, human malignant melanoma Fem-x, rested and stimulated normal immunocompetent cells (human peripheral blood mononuclear PBMC cells) using KBR test (Kenacid Blue Dye binding test). The IC50(μM) values for the most active compound 3a were: 30.48 ± 2.54; 12.26 ± 2.60; 13.68 ± 3.22; 80.18 ± 24.07 and 71.30 ± 21.70, respectively.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes",
volume = "102",
number = "4",
pages = "892-900",
doi = "10.1016/j.jinorgbio.2007.12.009"
}
Krajčinović, B. B., Kaluđerović, G. N., Steinborn, D., Schmidt, H., Wagner, C., Žižak, Ž., Juranić, Z., Trifunović, S. R.,& Sabo, T.. (2008). Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry
Elsevier., 102(4), 892-900.
https://doi.org/10.1016/j.jinorgbio.2007.12.009
Krajčinović BB, Kaluđerović GN, Steinborn D, Schmidt H, Wagner C, Žižak Ž, Juranić Z, Trifunović SR, Sabo T. Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes. in Journal of Inorganic Biochemistry. 2008;102(4):892-900.
doi:10.1016/j.jinorgbio.2007.12.009 .
Krajčinović, Bojana B., Kaluđerović, Goran N., Steinborn, Dirk, Schmidt, Harry, Wagner, Christoph, Žižak, Željko, Juranić, Zorica, Trifunović, Srećko R., Sabo, Tibor, "Synthesis and in vitro antitumoral activity of novel O,O′-di-2-alkyl-(S,S)-ethylenediamine-N,N′-di-2-propanoate ligands and corresponding platinum(II/IV) complexes" in Journal of Inorganic Biochemistry, 102, no. 4 (2008):892-900,
https://doi.org/10.1016/j.jinorgbio.2007.12.009 . .
33
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48

Platinum(IV) complexes with ethylenediamine-N,N0-diacetate diester (R2edda) ligands: Synthesis, characterization and in vitro antitumoral activity

Kaluđerović, Goran N.; Schmidt, Harry; Schwieger, Sebastian; Wagner, Christoph; Paschke, Reinhard; Dietrich, Andrea; Mueller, Thomas; Steinborn, Dirk

(Elsevier, 2008)

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Schmidt, Harry
AU  - Schwieger, Sebastian
AU  - Wagner, Christoph
AU  - Paschke, Reinhard
AU  - Dietrich, Andrea
AU  - Mueller, Thomas
AU  - Steinborn, Dirk
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4329
AB  - The novel N,N-type bidentate ligand precursors, diethyl, dipropyl esters of ethylenediamine-N,N′-diacetic acid dihydrochloride (HOOCCH2NHCH2CH2NHCH2COOH • 2HCl, H2edda • 2HCl), and the corresponding tetrachloroplatinum(IV) complexes, [PtCl4(R2edda)] • H2O (ROOCCH2NHCH2CH2NHCH2COOR, R = Me, Et, n-Pr), were synthesized. The esters coordinated as bidentate ligands via both N donor atoms. The esters, as well as the complexes, have been characterized by infrared, 1H and 13C NMR spectroscopy and elemental analysis. Solid state structures of both dimethyl and diethyl ester platinum(IV) complexes have been determined by X-ray crystallography. Quantum chemical calculations were performed in order to investigate diastereoselectivity in the formation of the platinum(IV) complexes. The in vitro cytotoxic evaluation of the investigated complexes in human tumor cell lines 1411HP, H12.1 (both testicular germ cell tumors), DLD-1 (colon carcinoma), 518A2 (melanoma), A549 (lung carcinoma) and liposarcoma showed a dose-dependent antiproliferative effect in all cell lines. Remarkably, the highest cytotoxic activity was observed in the cisplatin-resistant cell line 1411HP. In addition, at higher concentrations the treatment with these complexes led to the induction of apoptosis in all cell lines except for DLD-1.
PB  - Elsevier
T2  - Inorganica Chimica Acta
T1  - Platinum(IV) complexes with ethylenediamine-N,N0-diacetate diester (R2edda) ligands: Synthesis, characterization and in vitro antitumoral activity
VL  - 361
IS  - 5
SP  - 1395
EP  - 1404
DO  - 10.1016/j.ica.2007.09.010
ER  - 
@article{
author = "Kaluđerović, Goran N. and Schmidt, Harry and Schwieger, Sebastian and Wagner, Christoph and Paschke, Reinhard and Dietrich, Andrea and Mueller, Thomas and Steinborn, Dirk",
year = "2008",
abstract = "The novel N,N-type bidentate ligand precursors, diethyl, dipropyl esters of ethylenediamine-N,N′-diacetic acid dihydrochloride (HOOCCH2NHCH2CH2NHCH2COOH • 2HCl, H2edda • 2HCl), and the corresponding tetrachloroplatinum(IV) complexes, [PtCl4(R2edda)] • H2O (ROOCCH2NHCH2CH2NHCH2COOR, R = Me, Et, n-Pr), were synthesized. The esters coordinated as bidentate ligands via both N donor atoms. The esters, as well as the complexes, have been characterized by infrared, 1H and 13C NMR spectroscopy and elemental analysis. Solid state structures of both dimethyl and diethyl ester platinum(IV) complexes have been determined by X-ray crystallography. Quantum chemical calculations were performed in order to investigate diastereoselectivity in the formation of the platinum(IV) complexes. The in vitro cytotoxic evaluation of the investigated complexes in human tumor cell lines 1411HP, H12.1 (both testicular germ cell tumors), DLD-1 (colon carcinoma), 518A2 (melanoma), A549 (lung carcinoma) and liposarcoma showed a dose-dependent antiproliferative effect in all cell lines. Remarkably, the highest cytotoxic activity was observed in the cisplatin-resistant cell line 1411HP. In addition, at higher concentrations the treatment with these complexes led to the induction of apoptosis in all cell lines except for DLD-1.",
publisher = "Elsevier",
journal = "Inorganica Chimica Acta",
title = "Platinum(IV) complexes with ethylenediamine-N,N0-diacetate diester (R2edda) ligands: Synthesis, characterization and in vitro antitumoral activity",
volume = "361",
number = "5",
pages = "1395-1404",
doi = "10.1016/j.ica.2007.09.010"
}
Kaluđerović, G. N., Schmidt, H., Schwieger, S., Wagner, C., Paschke, R., Dietrich, A., Mueller, T.,& Steinborn, D.. (2008). Platinum(IV) complexes with ethylenediamine-N,N0-diacetate diester (R2edda) ligands: Synthesis, characterization and in vitro antitumoral activity. in Inorganica Chimica Acta
Elsevier., 361(5), 1395-1404.
https://doi.org/10.1016/j.ica.2007.09.010
Kaluđerović GN, Schmidt H, Schwieger S, Wagner C, Paschke R, Dietrich A, Mueller T, Steinborn D. Platinum(IV) complexes with ethylenediamine-N,N0-diacetate diester (R2edda) ligands: Synthesis, characterization and in vitro antitumoral activity. in Inorganica Chimica Acta. 2008;361(5):1395-1404.
doi:10.1016/j.ica.2007.09.010 .
Kaluđerović, Goran N., Schmidt, Harry, Schwieger, Sebastian, Wagner, Christoph, Paschke, Reinhard, Dietrich, Andrea, Mueller, Thomas, Steinborn, Dirk, "Platinum(IV) complexes with ethylenediamine-N,N0-diacetate diester (R2edda) ligands: Synthesis, characterization and in vitro antitumoral activity" in Inorganica Chimica Acta, 361, no. 5 (2008):1395-1404,
https://doi.org/10.1016/j.ica.2007.09.010 . .
35
42
45

Trans,cis-Dibromido[diethyl (ethane-1,2-diyldiimino)diacetate-k2 N,N′]dimethylplatinum(IV)

Kaluđerović, Goran N.; Schmidt, Harry; Wagner, Christoph; Steinborn, Dirk

(England : International Union of Crystallography, 2007)

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Steinborn, Dirk
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4336
AB  - The title complex, [PtBr2(CH3)2(C10H20N2O4)], has a slightly distorted octahedral coordination geometry as reflected in the bond lengths and angles around the PtIV atom. A crystallographic C2 rotation axis bisects the C - C bond of the central ethylene group and passes through the Pt atom.
PB  - England : International Union of Crystallography
T2  - Acta Crystallographica Section E: Structure Reports Online
T1  - Trans,cis-Dibromido[diethyl (ethane-1,2-diyldiimino)diacetate-k2 N,N′]dimethylplatinum(IV)
VL  - 63
IS  - 7
SP  - m1985
DO  - 10.1107/S1600536807029534
ER  - 
@article{
author = "Kaluđerović, Goran N. and Schmidt, Harry and Wagner, Christoph and Steinborn, Dirk",
year = "2007",
abstract = "The title complex, [PtBr2(CH3)2(C10H20N2O4)], has a slightly distorted octahedral coordination geometry as reflected in the bond lengths and angles around the PtIV atom. A crystallographic C2 rotation axis bisects the C - C bond of the central ethylene group and passes through the Pt atom.",
publisher = "England : International Union of Crystallography",
journal = "Acta Crystallographica Section E: Structure Reports Online",
title = "Trans,cis-Dibromido[diethyl (ethane-1,2-diyldiimino)diacetate-k2 N,N′]dimethylplatinum(IV)",
volume = "63",
number = "7",
pages = "m1985",
doi = "10.1107/S1600536807029534"
}
Kaluđerović, G. N., Schmidt, H., Wagner, C.,& Steinborn, D.. (2007). Trans,cis-Dibromido[diethyl (ethane-1,2-diyldiimino)diacetate-k2 N,N′]dimethylplatinum(IV). in Acta Crystallographica Section E: Structure Reports Online
England : International Union of Crystallography., 63(7), m1985.
https://doi.org/10.1107/S1600536807029534
Kaluđerović GN, Schmidt H, Wagner C, Steinborn D. Trans,cis-Dibromido[diethyl (ethane-1,2-diyldiimino)diacetate-k2 N,N′]dimethylplatinum(IV). in Acta Crystallographica Section E: Structure Reports Online. 2007;63(7):m1985.
doi:10.1107/S1600536807029534 .
Kaluđerović, Goran N., Schmidt, Harry, Wagner, Christoph, Steinborn, Dirk, "Trans,cis-Dibromido[diethyl (ethane-1,2-diyldiimino)diacetate-k2 N,N′]dimethylplatinum(IV)" in Acta Crystallographica Section E: Structure Reports Online, 63, no. 7 (2007):m1985,
https://doi.org/10.1107/S1600536807029534 . .
6
6
6

Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity

Kaluđerović, Goran N.; Schmidt, Harry; Paschke, Reinhard; Kalinowski, Bernd; Dietrich, Andrea; Mueller, Thomas; Steinborn, Dirk

(Elsevier, 2007)

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Schmidt, Harry
AU  - Paschke, Reinhard
AU  - Kalinowski, Bernd
AU  - Dietrich, Andrea
AU  - Mueller, Thomas
AU  - Steinborn, Dirk
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4252
AB  - Four dipeptide complexes of the type [PtX2(dipeptide)] · H2O (X = Cl, I, dipeptide = l-methionylglycine, l-methionyl-l-leucine) were prepared. The complexes were characterized by 1H, 13C, 195Pt NMR and infrared spectroscopy, DTG and elemental analysis. From the infrared, 1H and 13C NMR spectroscopy it was concluded that dipeptides coordinate bidentately via sulfur and amine nitrogen donor atoms. Confirmed with 13C and 195Pt NMR spectroscopy, each of the complexes exists in two diastereoisomeric forms, which are related by inversion of configuration at the sulfur atom. The 1H NMR spectrum for the platinum(II) complex with l-methionylglycine and chloro ligands exhibited reversible, intramolecular inversion of configuration at the S atom; ΔG≠ = 72 kJ mol−1 at coalescence temperature 349 K was calculated. In vitro cytotoxicity studies using the human tumor cell lines liposarcoma, lung carcinoma A549 and melanoma 518A2 revealed considerable activity of the platinum(II) complex with l-methionylglycine and chloro ligands. Further in vitro cytotoxic evaluation using human testicular germ cell tumor cell lines 1411HP and H12.1 and colon carcinoma cell line DLD-1 showed moderate cytotoxic activity for all platinum(II) complexes only in the cisplatin-sensitive cell line H12.1. Platinum uptake studies using atomic absorption spectroscopy indicated no relationship between uptake and activity. Potential antitumoral activity of this class of platinum(II) complexes is dependent on the kind of ligands as well as on tumor cell type.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity
VL  - 101
IS  - 3
SP  - 543
EP  - 549
DO  - 10.1016/j.jinorgbio.2006.11.016
ER  - 
@article{
author = "Kaluđerović, Goran N. and Schmidt, Harry and Paschke, Reinhard and Kalinowski, Bernd and Dietrich, Andrea and Mueller, Thomas and Steinborn, Dirk",
year = "2007",
abstract = "Four dipeptide complexes of the type [PtX2(dipeptide)] · H2O (X = Cl, I, dipeptide = l-methionylglycine, l-methionyl-l-leucine) were prepared. The complexes were characterized by 1H, 13C, 195Pt NMR and infrared spectroscopy, DTG and elemental analysis. From the infrared, 1H and 13C NMR spectroscopy it was concluded that dipeptides coordinate bidentately via sulfur and amine nitrogen donor atoms. Confirmed with 13C and 195Pt NMR spectroscopy, each of the complexes exists in two diastereoisomeric forms, which are related by inversion of configuration at the sulfur atom. The 1H NMR spectrum for the platinum(II) complex with l-methionylglycine and chloro ligands exhibited reversible, intramolecular inversion of configuration at the S atom; ΔG≠ = 72 kJ mol−1 at coalescence temperature 349 K was calculated. In vitro cytotoxicity studies using the human tumor cell lines liposarcoma, lung carcinoma A549 and melanoma 518A2 revealed considerable activity of the platinum(II) complex with l-methionylglycine and chloro ligands. Further in vitro cytotoxic evaluation using human testicular germ cell tumor cell lines 1411HP and H12.1 and colon carcinoma cell line DLD-1 showed moderate cytotoxic activity for all platinum(II) complexes only in the cisplatin-sensitive cell line H12.1. Platinum uptake studies using atomic absorption spectroscopy indicated no relationship between uptake and activity. Potential antitumoral activity of this class of platinum(II) complexes is dependent on the kind of ligands as well as on tumor cell type.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity",
volume = "101",
number = "3",
pages = "543-549",
doi = "10.1016/j.jinorgbio.2006.11.016"
}
Kaluđerović, G. N., Schmidt, H., Paschke, R., Kalinowski, B., Dietrich, A., Mueller, T.,& Steinborn, D.. (2007). Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity. in Journal of Inorganic Biochemistry
Elsevier., 101(3), 543-549.
https://doi.org/10.1016/j.jinorgbio.2006.11.016
Kaluđerović GN, Schmidt H, Paschke R, Kalinowski B, Dietrich A, Mueller T, Steinborn D. Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity. in Journal of Inorganic Biochemistry. 2007;101(3):543-549.
doi:10.1016/j.jinorgbio.2006.11.016 .
Kaluđerović, Goran N., Schmidt, Harry, Paschke, Reinhard, Kalinowski, Bernd, Dietrich, Andrea, Mueller, Thomas, Steinborn, Dirk, "Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity" in Journal of Inorganic Biochemistry, 101, no. 3 (2007):543-549,
https://doi.org/10.1016/j.jinorgbio.2006.11.016 . .
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Synthesis, characterization and crystal structure of palladium(II) complexes containing edta tetraalkyl ester ligands

Kaluđerović, Goran N.; Schmidt, Harry; Wagner, Christoph; Merzweiler, Kurt; Steinborn, Dirk

(Ceska Republika : Akademie Ved Ceske Republiky, 2007)

TY  - JOUR
AU  - Kaluđerović, Goran N.
AU  - Schmidt, Harry
AU  - Wagner, Christoph
AU  - Merzweiler, Kurt
AU  - Steinborn, Dirk
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4304
AB  - The reaction of solutions of tetraalkyl ethylenediamine-N,N,N′, N′-tetraacetate esters (alkyl = Me, 1a; Et, 1b) with H 2[PdCl4] led to the complexes [PdCl2(R 4EDTA)] (R = Me, 2a; Et, 2b). The coordination of R4EDTA ligands to palladium(II) ions occurs through the two nitrogen donor atoms, as confirmed by IR, 1H and 13C NMR spectroscopies and X-ray crystallography.
PB  - Ceska Republika : Akademie Ved Ceske Republiky
T2  - Collection of Czechoslovak Chemical Communications
T1  - Synthesis, characterization and crystal structure of palladium(II) complexes containing edta tetraalkyl ester ligands
VL  - 72
IS  - 4
SP  - 560
EP  - 568
DO  - 10.1135/cccc20070560
ER  - 
@article{
author = "Kaluđerović, Goran N. and Schmidt, Harry and Wagner, Christoph and Merzweiler, Kurt and Steinborn, Dirk",
year = "2007",
abstract = "The reaction of solutions of tetraalkyl ethylenediamine-N,N,N′, N′-tetraacetate esters (alkyl = Me, 1a; Et, 1b) with H 2[PdCl4] led to the complexes [PdCl2(R 4EDTA)] (R = Me, 2a; Et, 2b). The coordination of R4EDTA ligands to palladium(II) ions occurs through the two nitrogen donor atoms, as confirmed by IR, 1H and 13C NMR spectroscopies and X-ray crystallography.",
publisher = "Ceska Republika : Akademie Ved Ceske Republiky",
journal = "Collection of Czechoslovak Chemical Communications",
title = "Synthesis, characterization and crystal structure of palladium(II) complexes containing edta tetraalkyl ester ligands",
volume = "72",
number = "4",
pages = "560-568",
doi = "10.1135/cccc20070560"
}
Kaluđerović, G. N., Schmidt, H., Wagner, C., Merzweiler, K.,& Steinborn, D.. (2007). Synthesis, characterization and crystal structure of palladium(II) complexes containing edta tetraalkyl ester ligands. in Collection of Czechoslovak Chemical Communications
Ceska Republika : Akademie Ved Ceske Republiky., 72(4), 560-568.
https://doi.org/10.1135/cccc20070560
Kaluđerović GN, Schmidt H, Wagner C, Merzweiler K, Steinborn D. Synthesis, characterization and crystal structure of palladium(II) complexes containing edta tetraalkyl ester ligands. in Collection of Czechoslovak Chemical Communications. 2007;72(4):560-568.
doi:10.1135/cccc20070560 .
Kaluđerović, Goran N., Schmidt, Harry, Wagner, Christoph, Merzweiler, Kurt, Steinborn, Dirk, "Synthesis, characterization and crystal structure of palladium(II) complexes containing edta tetraalkyl ester ligands" in Collection of Czechoslovak Chemical Communications, 72, no. 4 (2007):560-568,
https://doi.org/10.1135/cccc20070560 . .
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