Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization
Samo za registrovane korisnike
2014
Autori
Kaluđerović, Goran N.Pantelić, Nebojša Đ.
Eichhorn, Thomas
Bette, Martin
Wagner, Christoph
Zmejkovski, Bojana
Schmidt, Harry
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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.
Ključne reči:
Platinum(II) complexes / Platinum(IV) complexes / R(2)edda-type ligands / Diastereoisomers / Crystal structure / cytotoxic activityIzvor:
Polyhedron, 2014, 80, 53-59Izdavač:
- Oxford : Pergamon-Elsevier Science Ltd
Finansiranje / projekti:
- Alexander von Humboldt Foundation (Germany)
- Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (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
Institucija/grupa
IHTMTY - JOUR AU - Kaluđerović, Goran N. AU - Pantelić, Nebojša Đ. AU - Eichhorn, Thomas AU - Bette, Martin AU - Wagner, Christoph AU - Zmejkovski, Bojana AU - Schmidt, Harry PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1424 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 - Oxford : Pergamon-Elsevier Science Ltd T2 - Polyhedron T1 - Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization VL - 80 SP - 53 EP - 59 DO - 10.1016/j.poly.2014.01.018 ER -
@article{ author = "Kaluđerović, Goran N. and Pantelić, Nebojša Đ. and Eichhorn, Thomas and Bette, Martin and Wagner, Christoph and Zmejkovski, Bojana 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 = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Polyhedron", title = "Platinum(II) complexes with R(2)edda ligands (R = Me, Et, n-Pr; edda = ethylenediamine-N,N '-diacetate): Synthesis and characterization", volume = "80", pages = "53-59", doi = "10.1016/j.poly.2014.01.018" }
Kaluđerović, G. N., Pantelić, N. Đ., Eichhorn, T., Bette, M., Wagner, C., Zmejkovski, 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 Oxford : Pergamon-Elsevier Science Ltd., 80, 53-59. https://doi.org/10.1016/j.poly.2014.01.018
Kaluđerović GN, Pantelić NĐ, Eichhorn T, Bette M, Wagner C, Zmejkovski B, 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 .
Kaluđerović, Goran N., Pantelić, Nebojša Đ., Eichhorn, Thomas, Bette, Martin, Wagner, Christoph, Zmejkovski, Bojana, 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 . .