In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid
Нема приказа
Аутори
Zmejkovski, BojanaPantelic, Nebojsa
Filipovic, Lana
Arandelovic, Sandra
Radulovic, Sinisa
Sabo, Tibor
Kaluđerović, Goran N.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more ...active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.
Кључне речи:
Platinum complexes / R(2)eddip ligands / DFT calculations / anticancer activity / apoptosis / cell cycleИзвор:
Anti-Cancer Agents in Medicinal Chemistry, 2017, 17, 8, 1136-1143Издавач:
- Bentham Science Publ Ltd, Sharjah
Финансирање / пројекти:
- Фармакодинамска и фармакогеномска испитивања новијих лекова у лечењу солидних тумора (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-41026)
- 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: 10.2174/1871520616666161207155634
ISSN: 1871-5206
PubMed: 27928952
WoS: 000407271800011
Scopus: 2-s2.0-85027877786
Институција/група
IHTMTY - JOUR AU - Zmejkovski, Bojana AU - Pantelic, Nebojsa AU - Filipovic, Lana AU - Arandelovic, Sandra AU - Radulovic, Sinisa AU - Sabo, Tibor AU - Kaluđerović, Goran N. PY - 2017 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2132 AB - Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis. PB - Bentham Science Publ Ltd, Sharjah T2 - Anti-Cancer Agents in Medicinal Chemistry T1 - In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid VL - 17 IS - 8 SP - 1136 EP - 1143 DO - 10.2174/1871520616666161207155634 ER -
@article{ author = "Zmejkovski, Bojana and Pantelic, Nebojsa and Filipovic, Lana and Arandelovic, Sandra and Radulovic, Sinisa and Sabo, Tibor and Kaluđerović, Goran N.", year = "2017", abstract = "Aims: Platinum(II) and platinum(IV) complexes [PtCln{(S,S)-(i-Am)(2)eddip}] (n = 2, 4: 1, 2, respectively; (S,S)-(i-Am)(2)eddip = O,O'-diisoamyl-(S,S)-ethylenediamine-N,N'-di-2-propanoate) were synthesized and characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy and mass spectrometry. Method: Quantum chemical calculations were used to predict formed isomers of 1 and 2. Furthermore, reduction of 2 with ascorbic acid was followed by time-dependant C-13 NMR spectroscopy in order to enable assignation of the formed isomers for complex 1. In vitro cytotoxic activity was determined for 1 and 2 on a panel of five human tumor cell lines derived from cervix adenocarcinoma (HeLa), alveolar basal adenocarcinoma (A549), breast adenocarcinoma (MDA-453), colorectal cancer (LS 174), erythromyeloblastoid leukemia (K562), as well as one non-malignant human lung fibroblast cell line (MRC-5), using MTT assay. Result: Both complexes exhibited high (2 against K562: IC50 = 5.4 mu M), more active than cisplatin, to moderate activity (1). Both complexes caused considerable decrease of cell number in K562 cells in G1, S and G2 phases, concordantly increasing subpopulation in sub-G1 fraction. Morphological analysis of K562 cell death induced by platinum(II/IV) complexes indicate apoptosis.", publisher = "Bentham Science Publ Ltd, Sharjah", journal = "Anti-Cancer Agents in Medicinal Chemistry", title = "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid", volume = "17", number = "8", pages = "1136-1143", doi = "10.2174/1871520616666161207155634" }
Zmejkovski, B., Pantelic, N., Filipovic, L., Arandelovic, S., Radulovic, S., Sabo, T.,& Kaluđerović, G. N.. (2017). In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid. in Anti-Cancer Agents in Medicinal Chemistry Bentham Science Publ Ltd, Sharjah., 17(8), 1136-1143. https://doi.org/10.2174/1871520616666161207155634
Zmejkovski B, Pantelic N, Filipovic L, Arandelovic S, Radulovic S, Sabo T, Kaluđerović GN. In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid. in Anti-Cancer Agents in Medicinal Chemistry. 2017;17(8):1136-1143. doi:10.2174/1871520616666161207155634 .
Zmejkovski, Bojana, Pantelic, Nebojsa, Filipovic, Lana, Arandelovic, Sandra, Radulovic, Sinisa, Sabo, Tibor, Kaluđerović, Goran N., "In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid" in Anti-Cancer Agents in Medicinal Chemistry, 17, no. 8 (2017):1136-1143, https://doi.org/10.2174/1871520616666161207155634 . .