Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity
Само за регистроване кориснике
2007
Аутори
Kaluđerović, Goran N.Schmidt, Harry
Paschke, Reinhard
Kalinowski, Bernd
Dietrich, Andrea
Mueller, Thomas
Steinborn, Dirk
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Four dipeptide complexes of the type [PtX2(dipeptide)] · H2O (X = Cl, I, dipeptide = l-methionylglycine, l-methionyl-l-leucine) were prepared. The complexes were characterized by 1H, 13C, 195Pt NMR and infrared spectroscopy, DTG and elemental analysis. From the infrared, 1H and 13C NMR spectroscopy it was concluded that dipeptides coordinate bidentately via sulfur and amine nitrogen donor atoms. Confirmed with 13C and 195Pt NMR spectroscopy, each of the complexes exists in two diastereoisomeric forms, which are related by inversion of configuration at the sulfur atom. The 1H NMR spectrum for the platinum(II) complex with l-methionylglycine and chloro ligands exhibited reversible, intramolecular inversion of configuration at the S atom; ΔG≠ = 72 kJ mol−1 at coalescence temperature 349 K was calculated. In vitro cytotoxicity studies using the human tumor cell lines liposarcoma, lung carcinoma A549 and melanoma 518A2 revealed considerable activity of the platinum(II) complex with l-methio...nylglycine and chloro ligands. Further in vitro cytotoxic evaluation using human testicular germ cell tumor cell lines 1411HP and H12.1 and colon carcinoma cell line DLD-1 showed moderate cytotoxic activity for all platinum(II) complexes only in the cisplatin-sensitive cell line H12.1. Platinum uptake studies using atomic absorption spectroscopy indicated no relationship between uptake and activity. Potential antitumoral activity of this class of platinum(II) complexes is dependent on the kind of ligands as well as on tumor cell type.
Кључне речи:
Antiproliferative activity / Dipeptide / Platinum uptake / Platinum(II) complexesИзвор:
Journal of Inorganic Biochemistry, 2007, 101, 3, 543-549Издавач:
- Elsevier
DOI: 10.1016/j.jinorgbio.2006.11.016
ISSN: 0162-0134
PubMed: 17223197
WoS: 000244773800018
Scopus: 2-s2.0-33846682210
Институција/група
IHTMTY - JOUR AU - Kaluđerović, Goran N. AU - Schmidt, Harry AU - Paschke, Reinhard AU - Kalinowski, Bernd AU - Dietrich, Andrea AU - Mueller, Thomas AU - Steinborn, Dirk PY - 2007 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4252 AB - Four dipeptide complexes of the type [PtX2(dipeptide)] · H2O (X = Cl, I, dipeptide = l-methionylglycine, l-methionyl-l-leucine) were prepared. The complexes were characterized by 1H, 13C, 195Pt NMR and infrared spectroscopy, DTG and elemental analysis. From the infrared, 1H and 13C NMR spectroscopy it was concluded that dipeptides coordinate bidentately via sulfur and amine nitrogen donor atoms. Confirmed with 13C and 195Pt NMR spectroscopy, each of the complexes exists in two diastereoisomeric forms, which are related by inversion of configuration at the sulfur atom. The 1H NMR spectrum for the platinum(II) complex with l-methionylglycine and chloro ligands exhibited reversible, intramolecular inversion of configuration at the S atom; ΔG≠ = 72 kJ mol−1 at coalescence temperature 349 K was calculated. In vitro cytotoxicity studies using the human tumor cell lines liposarcoma, lung carcinoma A549 and melanoma 518A2 revealed considerable activity of the platinum(II) complex with l-methionylglycine and chloro ligands. Further in vitro cytotoxic evaluation using human testicular germ cell tumor cell lines 1411HP and H12.1 and colon carcinoma cell line DLD-1 showed moderate cytotoxic activity for all platinum(II) complexes only in the cisplatin-sensitive cell line H12.1. Platinum uptake studies using atomic absorption spectroscopy indicated no relationship between uptake and activity. Potential antitumoral activity of this class of platinum(II) complexes is dependent on the kind of ligands as well as on tumor cell type. PB - Elsevier T2 - Journal of Inorganic Biochemistry T1 - Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity VL - 101 IS - 3 SP - 543 EP - 549 DO - 10.1016/j.jinorgbio.2006.11.016 ER -
@article{ author = "Kaluđerović, Goran N. and Schmidt, Harry and Paschke, Reinhard and Kalinowski, Bernd and Dietrich, Andrea and Mueller, Thomas and Steinborn, Dirk", year = "2007", abstract = "Four dipeptide complexes of the type [PtX2(dipeptide)] · H2O (X = Cl, I, dipeptide = l-methionylglycine, l-methionyl-l-leucine) were prepared. The complexes were characterized by 1H, 13C, 195Pt NMR and infrared spectroscopy, DTG and elemental analysis. From the infrared, 1H and 13C NMR spectroscopy it was concluded that dipeptides coordinate bidentately via sulfur and amine nitrogen donor atoms. Confirmed with 13C and 195Pt NMR spectroscopy, each of the complexes exists in two diastereoisomeric forms, which are related by inversion of configuration at the sulfur atom. The 1H NMR spectrum for the platinum(II) complex with l-methionylglycine and chloro ligands exhibited reversible, intramolecular inversion of configuration at the S atom; ΔG≠ = 72 kJ mol−1 at coalescence temperature 349 K was calculated. In vitro cytotoxicity studies using the human tumor cell lines liposarcoma, lung carcinoma A549 and melanoma 518A2 revealed considerable activity of the platinum(II) complex with l-methionylglycine and chloro ligands. Further in vitro cytotoxic evaluation using human testicular germ cell tumor cell lines 1411HP and H12.1 and colon carcinoma cell line DLD-1 showed moderate cytotoxic activity for all platinum(II) complexes only in the cisplatin-sensitive cell line H12.1. Platinum uptake studies using atomic absorption spectroscopy indicated no relationship between uptake and activity. Potential antitumoral activity of this class of platinum(II) complexes is dependent on the kind of ligands as well as on tumor cell type.", publisher = "Elsevier", journal = "Journal of Inorganic Biochemistry", title = "Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity", volume = "101", number = "3", pages = "543-549", doi = "10.1016/j.jinorgbio.2006.11.016" }
Kaluđerović, G. N., Schmidt, H., Paschke, R., Kalinowski, B., Dietrich, A., Mueller, T.,& Steinborn, D.. (2007). Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity. in Journal of Inorganic Biochemistry Elsevier., 101(3), 543-549. https://doi.org/10.1016/j.jinorgbio.2006.11.016
Kaluđerović GN, Schmidt H, Paschke R, Kalinowski B, Dietrich A, Mueller T, Steinborn D. Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity. in Journal of Inorganic Biochemistry. 2007;101(3):543-549. doi:10.1016/j.jinorgbio.2006.11.016 .
Kaluđerović, Goran N., Schmidt, Harry, Paschke, Reinhard, Kalinowski, Bernd, Dietrich, Andrea, Mueller, Thomas, Steinborn, Dirk, "Platinum(II) complexes with l-methionylglycine and l-methionyl-l-leucine ligands: Synthesis, characterization and in vitro antitumoral activity" in Journal of Inorganic Biochemistry, 101, no. 3 (2007):543-549, https://doi.org/10.1016/j.jinorgbio.2006.11.016 . .