Stereospecific ligands and their complexes. Part XV. Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with some esters of ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetic acid. Crystal structure of O,O -dipropyl-ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetate dihydrochloride
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Authors
Dimitrijevic, Dejana P.Glodovic, Verica V.
Radić, Gordana P.
Garcia-Granda, Santiago
Menendez-Taboada, Laura
Milovanović, Marija
Volarevic, Vladislav
Arsenijević, Nebojša N.
Bogdanović, Goran A.
Trifunović, Srećko R.
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The synthesis of ethylenediamine-N,N-di-S,S-(2,2-dibenzyl)acetic acid (H-2-S,S-eddba) and its ethyl-, propyl-, butyl-esters (R-2-S,S-eddba) are reported here. The esters were used for synthesis of the corresponding platinum(IV) complexes, [PtCl4(R-2-S,S-eddba)]. The compounds were characterized by elemental analysis, infrared, H-1 and C-13 NMR spectroscopy. The structure of propyl ester of H-2-S,S-eddba was confirmed by single-crystal X-ray analysis. All [PtCl4(R-2-S,S-eddba)] complexes displayed significantly higher in vitro cytotoxicity in comparison to cisplatin. (C) 2013 Published by Elsevier B.V.
Keywords:
Platinium(IV) complexes / Citotoxity / X-ray diffraction / Infrared spectra / NMR spectraSource:
Inorganica Chimica Acta, 2013, 402, 83-89Funding / projects:
- Synthesis, modeling, physicochemical and biological properties of organic compounds and related metal complexes (RS-MESTD-Basic Research (BR or ON)-172016)
- Molecular determinants of innate immunity in autoimmunity and tumorogenesis (RS-MESTD-Basic Research (BR or ON)-175069)
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-MESTD-Basic Research (BR or ON)-172035)
DOI: 10.1016/j.ica.2013.03.039
ISSN: 0020-1693
WoS: 000320651100012
Scopus: 2-s2.0-84877087811
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VinčaTY - JOUR AU - Dimitrijevic, Dejana P. AU - Glodovic, Verica V. AU - Radić, Gordana P. AU - Garcia-Granda, Santiago AU - Menendez-Taboada, Laura AU - Milovanović, Marija AU - Volarevic, Vladislav AU - Arsenijević, Nebojša N. AU - Bogdanović, Goran A. AU - Trifunović, Srećko R. PY - 2013 UR - https://vinar.vin.bg.ac.rs/handle/123456789/5556 AB - The synthesis of ethylenediamine-N,N-di-S,S-(2,2-dibenzyl)acetic acid (H-2-S,S-eddba) and its ethyl-, propyl-, butyl-esters (R-2-S,S-eddba) are reported here. The esters were used for synthesis of the corresponding platinum(IV) complexes, [PtCl4(R-2-S,S-eddba)]. The compounds were characterized by elemental analysis, infrared, H-1 and C-13 NMR spectroscopy. The structure of propyl ester of H-2-S,S-eddba was confirmed by single-crystal X-ray analysis. All [PtCl4(R-2-S,S-eddba)] complexes displayed significantly higher in vitro cytotoxicity in comparison to cisplatin. (C) 2013 Published by Elsevier B.V. T2 - Inorganica Chimica Acta T1 - Stereospecific ligands and their complexes. Part XV. Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with some esters of ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetic acid. Crystal structure of O,O -dipropyl-ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetate dihydrochloride VL - 402 SP - 83 EP - 89 DO - 10.1016/j.ica.2013.03.039 ER -
@article{ author = "Dimitrijevic, Dejana P. and Glodovic, Verica V. and Radić, Gordana P. and Garcia-Granda, Santiago and Menendez-Taboada, Laura and Milovanović, Marija and Volarevic, Vladislav and Arsenijević, Nebojša N. and Bogdanović, Goran A. and Trifunović, Srećko R.", year = "2013", abstract = "The synthesis of ethylenediamine-N,N-di-S,S-(2,2-dibenzyl)acetic acid (H-2-S,S-eddba) and its ethyl-, propyl-, butyl-esters (R-2-S,S-eddba) are reported here. The esters were used for synthesis of the corresponding platinum(IV) complexes, [PtCl4(R-2-S,S-eddba)]. The compounds were characterized by elemental analysis, infrared, H-1 and C-13 NMR spectroscopy. The structure of propyl ester of H-2-S,S-eddba was confirmed by single-crystal X-ray analysis. All [PtCl4(R-2-S,S-eddba)] complexes displayed significantly higher in vitro cytotoxicity in comparison to cisplatin. (C) 2013 Published by Elsevier B.V.", journal = "Inorganica Chimica Acta", title = "Stereospecific ligands and their complexes. Part XV. Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with some esters of ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetic acid. Crystal structure of O,O -dipropyl-ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetate dihydrochloride", volume = "402", pages = "83-89", doi = "10.1016/j.ica.2013.03.039" }
Dimitrijevic, D. P., Glodovic, V. V., Radić, G. P., Garcia-Granda, S., Menendez-Taboada, L., Milovanović, M., Volarevic, V., Arsenijević, N. N., Bogdanović, G. A.,& Trifunović, S. R.. (2013). Stereospecific ligands and their complexes. Part XV. Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with some esters of ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetic acid. Crystal structure of O,O -dipropyl-ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetate dihydrochloride. in Inorganica Chimica Acta, 402, 83-89. https://doi.org/10.1016/j.ica.2013.03.039
Dimitrijevic DP, Glodovic VV, Radić GP, Garcia-Granda S, Menendez-Taboada L, Milovanović M, Volarevic V, Arsenijević NN, Bogdanović GA, Trifunović SR. Stereospecific ligands and their complexes. Part XV. Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with some esters of ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetic acid. Crystal structure of O,O -dipropyl-ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetate dihydrochloride. in Inorganica Chimica Acta. 2013;402:83-89. doi:10.1016/j.ica.2013.03.039 .
Dimitrijevic, Dejana P., Glodovic, Verica V., Radić, Gordana P., Garcia-Granda, Santiago, Menendez-Taboada, Laura, Milovanović, Marija, Volarevic, Vladislav, Arsenijević, Nebojša N., Bogdanović, Goran A., Trifunović, Srećko R., "Stereospecific ligands and their complexes. Part XV. Synthesis, characterization and cytotoxicity of novel platinum(IV) complexes with some esters of ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetic acid. Crystal structure of O,O -dipropyl-ethylenediamine-N,N -di-S,S-(2,2 -dibenzyl)acetate dihydrochloride" in Inorganica Chimica Acta, 402 (2013):83-89, https://doi.org/10.1016/j.ica.2013.03.039 . .