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Stereospecific ligands and their complexes. Part X: Synthesis, characterization and in vitro antitumoral activity of platinum(IV) complexes with O,O '-dialkyl-(S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoate ligands
Synthesis of four new platinum(IV) complexes 1-4, with bidentate N,N'-ligand precursors O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl-2 were reported. The composition of the novel platinum complexes was determined by elemental analysis and characterizations were performed by infrared, H-1 and C-13 NMR spectroscopy. DFT calculations indicate formation one (R,R) from three possible diastereoisomers (S,S; R,S). Complexes 1-4 displayed potent anticancer activity. IC50 values range from 0.74 to 70 mu M, against tested cell lines, except for CLL cells. The antitumoral activity of 2-4 was found to be considerably stronger to Jurkat and K562. Cell cycle analysis of cell lines showed G1 arrest in the presence of analyzed complexes.
TY - JOUR
AU - Vujic, Jelena M.
AU - Kaluđerović, Goran N.
AU - Zmejkovski, Bojana
AU - Milovanovic, Marija
AU - Volarevic, Vladislav
AU - Arsenijevic, Nebojsa
AU - Stanojković, Tatjana
AU - Trifunovic, Srecko R.
PY - 2012
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/969
AB - Synthesis of four new platinum(IV) complexes 1-4, with bidentate N,N'-ligand precursors O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl-2 were reported. The composition of the novel platinum complexes was determined by elemental analysis and characterizations were performed by infrared, H-1 and C-13 NMR spectroscopy. DFT calculations indicate formation one (R,R) from three possible diastereoisomers (S,S; R,S). Complexes 1-4 displayed potent anticancer activity. IC50 values range from 0.74 to 70 mu M, against tested cell lines, except for CLL cells. The antitumoral activity of 2-4 was found to be considerably stronger to Jurkat and K562. Cell cycle analysis of cell lines showed G1 arrest in the presence of analyzed complexes.
PB - Elsevier Science Sa, Lausanne
T2 - Inorganica Chimica Acta
T1 - Stereospecific ligands and their complexes. Part X: Synthesis, characterization and in vitro antitumoral activity of platinum(IV) complexes with O,O '-dialkyl-(S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoate ligands
VL - 390
SP - 123
EP - 128
DO - 10.1016/j.ica.2012.03.048
ER -
@article{
author = "Vujic, Jelena M. and Kaluđerović, Goran N. and Zmejkovski, Bojana and Milovanovic, Marija and Volarevic, Vladislav and Arsenijevic, Nebojsa and Stanojković, Tatjana and Trifunovic, Srecko R.",
year = "2012",
abstract = "Synthesis of four new platinum(IV) complexes 1-4, with bidentate N,N'-ligand precursors O,O'-dialkyl esters (alkyl = ethyl, n-propyl, n-butyl and n-pentyl), of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoic acid dihydrochloride [(S,S)-H(4)eddl]Cl-2 were reported. The composition of the novel platinum complexes was determined by elemental analysis and characterizations were performed by infrared, H-1 and C-13 NMR spectroscopy. DFT calculations indicate formation one (R,R) from three possible diastereoisomers (S,S; R,S). Complexes 1-4 displayed potent anticancer activity. IC50 values range from 0.74 to 70 mu M, against tested cell lines, except for CLL cells. The antitumoral activity of 2-4 was found to be considerably stronger to Jurkat and K562. Cell cycle analysis of cell lines showed G1 arrest in the presence of analyzed complexes.",
publisher = "Elsevier Science Sa, Lausanne",
journal = "Inorganica Chimica Acta",
title = "Stereospecific ligands and their complexes. Part X: Synthesis, characterization and in vitro antitumoral activity of platinum(IV) complexes with O,O '-dialkyl-(S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoate ligands",
volume = "390",
pages = "123-128",
doi = "10.1016/j.ica.2012.03.048"
}
Vujic, J. M., Kaluđerović, G. N., Zmejkovski, B., Milovanovic, M., Volarevic, V., Arsenijevic, N., Stanojković, T.,& Trifunovic, S. R.. (2012). Stereospecific ligands and their complexes. Part X: Synthesis, characterization and in vitro antitumoral activity of platinum(IV) complexes with O,O '-dialkyl-(S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoate ligands. in Inorganica Chimica Acta
Elsevier Science Sa, Lausanne., 390, 123-128.
https://doi.org/10.1016/j.ica.2012.03.048
Vujic JM, Kaluđerović GN, Zmejkovski B, Milovanovic M, Volarevic V, Arsenijevic N, Stanojković T, Trifunovic SR. Stereospecific ligands and their complexes. Part X: Synthesis, characterization and in vitro antitumoral activity of platinum(IV) complexes with O,O '-dialkyl-(S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoate ligands. in Inorganica Chimica Acta. 2012;390:123-128.
doi:10.1016/j.ica.2012.03.048 .
Vujic, Jelena M., Kaluđerović, Goran N., Zmejkovski, Bojana, Milovanovic, Marija, Volarevic, Vladislav, Arsenijevic, Nebojsa, Stanojković, Tatjana, Trifunovic, Srecko R., "Stereospecific ligands and their complexes. Part X: Synthesis, characterization and in vitro antitumoral activity of platinum(IV) complexes with O,O '-dialkyl-(S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoate ligands" in Inorganica Chimica Acta, 390 (2012):123-128,
https://doi.org/10.1016/j.ica.2012.03.048 . .
