Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization
Само за регистроване кориснике
2014
Аутори
Kaludjerović, Goran N.Pantelić, Nebojša
Eichhorn, Thomas
Bette, Martin
Wagner, Christoph
Zmejkovski, Bojana B.
Schmidt, Harry
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Three novel complexes of platinum(II) with R(2)edda bidentate ligands [PtCl2(R(2)edda)] (R = Me, Et, n-Pr; edda = ethylenediamine-N,N'-diacetate; 1-3), are synthesized and characterized by IR and NMR spectroscopy and elemental analysis. All complexes exist in three stereoisomeric forms (R,R), (S,S) and (R,S)(S,R). In addition crystal structure of one platinum(IV) complex [PtCl4((n-Pr)(2)edda)], 4, is presented. Furthermore, in order to assign stereoisomers of 1-3, a reduction of racemic [PtCl4(Et(2)edda)] by ascorbic acid to [PtCl2(Et(2)edda)] (2) was performed and analyzed by H-1 NMR. Time-depending H-1 NMR spectroscopic experiments were implemented to study the stability of ethylenediamine-N,N'-diacetate diesters. Finally, the in vitro cytotoxic activity of complexes 1-3 was studied on 11 tumor cell lines, 518A2 (melanoma), 8505C (human thyroid carcinoma), A253 (head and neck tumor), A431 (cervix), A549 (lung), A2780 (ovarian), MCF-7 (breast) and HT-29, HCT-8, DLD-1, SW1736 (all colo...n) by the SRB colorimetric assay method. Complex 3 showed the highest action against ovarian (A2780) cells with an IC50 value 51 +/- 1 mu M.
Кључне речи:
Platinum(II) complexes / Platinum(IV) complexes / R(2)edda-type ligands / Diastereoisomers / Crystal structure / Cytotoxic activityИзвор:
Polyhedron, 2014, 80, 53-59Издавач:
- Pergamon-Elsevier Science Ltd, Oxford
Финансирање / пројекти:
- Alexander von Humboldt FoundationAlexander von Humboldt Foundation
- Рационални дизајн и синтеза биолошки активних и координационих једињења и функционалних материјала, релевантних у (био)нанотехнологији (RS-MESTD-Basic Research (BR or ON)-172035)
DOI: 10.1016/j.poly.2014.01.018
ISSN: 0277-5387
WoS: 000341348300008
Scopus: 2-s2.0-84905502683
Институција/група
Poljoprivredni fakultetTY - JOUR AU - Kaludjerović, Goran N. AU - Pantelić, Nebojša AU - Eichhorn, Thomas AU - Bette, Martin AU - Wagner, Christoph AU - Zmejkovski, Bojana B. AU - Schmidt, Harry PY - 2014 UR - http://aspace.agrif.bg.ac.rs/handle/123456789/3398 AB - Three novel complexes of platinum(II) with R(2)edda bidentate ligands [PtCl2(R(2)edda)] (R = Me, Et, n-Pr; edda = ethylenediamine-N,N'-diacetate; 1-3), are synthesized and characterized by IR and NMR spectroscopy and elemental analysis. All complexes exist in three stereoisomeric forms (R,R), (S,S) and (R,S)(S,R). In addition crystal structure of one platinum(IV) complex [PtCl4((n-Pr)(2)edda)], 4, is presented. Furthermore, in order to assign stereoisomers of 1-3, a reduction of racemic [PtCl4(Et(2)edda)] by ascorbic acid to [PtCl2(Et(2)edda)] (2) was performed and analyzed by H-1 NMR. Time-depending H-1 NMR spectroscopic experiments were implemented to study the stability of ethylenediamine-N,N'-diacetate diesters. Finally, the in vitro cytotoxic activity of complexes 1-3 was studied on 11 tumor cell lines, 518A2 (melanoma), 8505C (human thyroid carcinoma), A253 (head and neck tumor), A431 (cervix), A549 (lung), A2780 (ovarian), MCF-7 (breast) and HT-29, HCT-8, DLD-1, SW1736 (all colon) by the SRB colorimetric assay method. Complex 3 showed the highest action against ovarian (A2780) cells with an IC50 value 51 +/- 1 mu M. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Polyhedron T1 - Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization EP - 59 SP - 53 VL - 80 DO - 10.1016/j.poly.2014.01.018 ER -
@article{ author = "Kaludjerović, Goran N. and Pantelić, Nebojša and Eichhorn, Thomas and Bette, Martin and Wagner, Christoph and Zmejkovski, Bojana B. and Schmidt, Harry", year = "2014", abstract = "Three novel complexes of platinum(II) with R(2)edda bidentate ligands [PtCl2(R(2)edda)] (R = Me, Et, n-Pr; edda = ethylenediamine-N,N'-diacetate; 1-3), are synthesized and characterized by IR and NMR spectroscopy and elemental analysis. All complexes exist in three stereoisomeric forms (R,R), (S,S) and (R,S)(S,R). In addition crystal structure of one platinum(IV) complex [PtCl4((n-Pr)(2)edda)], 4, is presented. Furthermore, in order to assign stereoisomers of 1-3, a reduction of racemic [PtCl4(Et(2)edda)] by ascorbic acid to [PtCl2(Et(2)edda)] (2) was performed and analyzed by H-1 NMR. Time-depending H-1 NMR spectroscopic experiments were implemented to study the stability of ethylenediamine-N,N'-diacetate diesters. Finally, the in vitro cytotoxic activity of complexes 1-3 was studied on 11 tumor cell lines, 518A2 (melanoma), 8505C (human thyroid carcinoma), A253 (head and neck tumor), A431 (cervix), A549 (lung), A2780 (ovarian), MCF-7 (breast) and HT-29, HCT-8, DLD-1, SW1736 (all colon) by the SRB colorimetric assay method. Complex 3 showed the highest action against ovarian (A2780) cells with an IC50 value 51 +/- 1 mu M.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Polyhedron", title = "Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization", pages = "59-53", volume = "80", doi = "10.1016/j.poly.2014.01.018" }
Kaludjerović, G. N., Pantelić, N., Eichhorn, T., Bette, M., Wagner, C., Zmejkovski, B. B.,& Schmidt, H.. (2014). Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization. in Polyhedron Pergamon-Elsevier Science Ltd, Oxford., 80, 53-59. https://doi.org/10.1016/j.poly.2014.01.018
Kaludjerović GN, Pantelić N, Eichhorn T, Bette M, Wagner C, Zmejkovski BB, Schmidt H. Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization. in Polyhedron. 2014;80:53-59. doi:10.1016/j.poly.2014.01.018 .
Kaludjerović, Goran N., Pantelić, Nebojša, Eichhorn, Thomas, Bette, Martin, Wagner, Christoph, Zmejkovski, Bojana B., Schmidt, Harry, "Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization" in Polyhedron, 80 (2014):53-59, https://doi.org/10.1016/j.poly.2014.01.018 . .