Stereospecific ligands and their complexes. Part VII. Synthesis, characterization and in vitro antitumoral activity of platinum(II) complexes with O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoic acid
Samo za registrovane korisnike
2011
Autori
Vujic, Jelena M.Kaluđerović, Goran N.
Milovanovic, Marija
Zmejkovski, Bojana
Volarevic, Vladislav
Zivic, Danijela
Durdevic, Predrag
Arsenijevic, Nebojsa
Trifunovic, Srecko R.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Platinum(II) complexes (1-4) with bidentate N,N'-ligands, 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 were synthesized and characterized by IR, (1)H NMR and (13)C NMR spectroscopy and elemental analysis. DFT calculations were performed for the complexes and it was found that only one diastereoisomer could be formed. Cytotoxic activity of complexes 1-4 was determined against chronic lymphocytic leukemia cells (CLL) and compared to the activity of ligand precursors L1 center dot 2HCl-L4 center dot 2HCl and corresponding palladium(II) complexes, [PdCl(2)L] (L = L1-L4). The complexes were found to exhibit significantly higher antitumor activities than cisplatin on CLL cells. Cytotoxic effect of platinum(II) complexes on CLL cells was higher compared to corresponding palladium(II) complexes. In addition the mode of cell death induced by platinum(II) complexes was determined.
Ključne reči:
Platinum(II) complexes / Edda-type ligands / Antitumoral activity / Chronic lymphocytic leukemia cellsIzvor:
European Journal of Medicinal Chemistry, 2011, 46, 9, 4559-4565Izdavač:
- Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
Finansiranje / projekti:
- Molekulske determinante urođene imunosti u autoimunskim bolestima i kancerogenezi (RS-MESTD-Basic Research (BR or ON)-175069)
- Sinteza, modelovanje, fizičko-hemijske i biološke osobine organskih jedinjenja i odgovarajućih kompleksa metala (RS-MESTD-Basic Research (BR or ON)-172016)
- Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (RS-MESTD-Basic Research (BR or ON)-172035)
- EC
DOI: 10.1016/j.ejmech.2011.07.034
ISSN: 0223-5234
PubMed: 21840630
WoS: 000295237400109
Scopus: 2-s2.0-80052931979
Institucija/grupa
IHTMTY - JOUR AU - Vujic, Jelena M. AU - Kaluđerović, Goran N. AU - Milovanovic, Marija AU - Zmejkovski, Bojana AU - Volarevic, Vladislav AU - Zivic, Danijela AU - Durdevic, Predrag AU - Arsenijevic, Nebojsa AU - Trifunovic, Srecko R. PY - 2011 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/838 AB - Platinum(II) complexes (1-4) with bidentate N,N'-ligands, 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 were synthesized and characterized by IR, (1)H NMR and (13)C NMR spectroscopy and elemental analysis. DFT calculations were performed for the complexes and it was found that only one diastereoisomer could be formed. Cytotoxic activity of complexes 1-4 was determined against chronic lymphocytic leukemia cells (CLL) and compared to the activity of ligand precursors L1 center dot 2HCl-L4 center dot 2HCl and corresponding palladium(II) complexes, [PdCl(2)L] (L = L1-L4). The complexes were found to exhibit significantly higher antitumor activities than cisplatin on CLL cells. Cytotoxic effect of platinum(II) complexes on CLL cells was higher compared to corresponding palladium(II) complexes. In addition the mode of cell death induced by platinum(II) complexes was determined. PB - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux T2 - European Journal of Medicinal Chemistry T1 - Stereospecific ligands and their complexes. Part VII. Synthesis, characterization and in vitro antitumoral activity of platinum(II) complexes with O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoic acid VL - 46 IS - 9 SP - 4559 EP - 4565 DO - 10.1016/j.ejmech.2011.07.034 ER -
@article{ author = "Vujic, Jelena M. and Kaluđerović, Goran N. and Milovanovic, Marija and Zmejkovski, Bojana and Volarevic, Vladislav and Zivic, Danijela and Durdevic, Predrag and Arsenijevic, Nebojsa and Trifunovic, Srecko R.", year = "2011", abstract = "Platinum(II) complexes (1-4) with bidentate N,N'-ligands, 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 were synthesized and characterized by IR, (1)H NMR and (13)C NMR spectroscopy and elemental analysis. DFT calculations were performed for the complexes and it was found that only one diastereoisomer could be formed. Cytotoxic activity of complexes 1-4 was determined against chronic lymphocytic leukemia cells (CLL) and compared to the activity of ligand precursors L1 center dot 2HCl-L4 center dot 2HCl and corresponding palladium(II) complexes, [PdCl(2)L] (L = L1-L4). The complexes were found to exhibit significantly higher antitumor activities than cisplatin on CLL cells. Cytotoxic effect of platinum(II) complexes on CLL cells was higher compared to corresponding palladium(II) complexes. In addition the mode of cell death induced by platinum(II) complexes was determined.", publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux", journal = "European Journal of Medicinal Chemistry", title = "Stereospecific ligands and their complexes. Part VII. Synthesis, characterization and in vitro antitumoral activity of platinum(II) complexes with O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoic acid", volume = "46", number = "9", pages = "4559-4565", doi = "10.1016/j.ejmech.2011.07.034" }
Vujic, J. M., Kaluđerović, G. N., Milovanovic, M., Zmejkovski, B., Volarevic, V., Zivic, D., Durdevic, P., Arsenijevic, N.,& Trifunovic, S. R.. (2011). Stereospecific ligands and their complexes. Part VII. Synthesis, characterization and in vitro antitumoral activity of platinum(II) complexes with O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoic acid. in European Journal of Medicinal Chemistry Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 46(9), 4559-4565. https://doi.org/10.1016/j.ejmech.2011.07.034
Vujic JM, Kaluđerović GN, Milovanovic M, Zmejkovski B, Volarevic V, Zivic D, Durdevic P, Arsenijevic N, Trifunovic SR. Stereospecific ligands and their complexes. Part VII. Synthesis, characterization and in vitro antitumoral activity of platinum(II) complexes with O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoic acid. in European Journal of Medicinal Chemistry. 2011;46(9):4559-4565. doi:10.1016/j.ejmech.2011.07.034 .
Vujic, Jelena M., Kaluđerović, Goran N., Milovanovic, Marija, Zmejkovski, Bojana, Volarevic, Vladislav, Zivic, Danijela, Durdevic, Predrag, Arsenijevic, Nebojsa, Trifunovic, Srecko R., "Stereospecific ligands and their complexes. Part VII. Synthesis, characterization and in vitro antitumoral activity of platinum(II) complexes with O,O '-dialkyl esters of (S,S)-ethylenediamine-N,N '-di-2-(4-methyl)pentanoic acid" in European Journal of Medicinal Chemistry, 46, no. 9 (2011):4559-4565, https://doi.org/10.1016/j.ejmech.2011.07.034 . .