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In Vitro Anticancer Evaluation of Platinum(II/IV) Complexes with Diisoamyl Ester of (S,S)-ethylenediamine-N,N'-di-2-propanoic Acid

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Authors
Zmejkovski, Bojana
Pantelic, Nebojsa
Filipovic, Lana
Arandelovic, Sandra
Radulovic, Sinisa
Sabo, Tibor
Kaluđerović, Goran N.
Article (Published version)
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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.

Keywords:
Platinum complexes / R(2)eddip ligands / DFT calculations / anticancer activity / apoptosis / cell cycle
Source:
Anti-Cancer Agents in Medicinal Chemistry, 2017, 17, 8, 1136-1143
Publisher:
  • Bentham Science Publ Ltd, Sharjah
Projects:
  • Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors (RS-41026)
  • Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)

DOI: 10.2174/1871520616666161207155634

ISSN: 1871-5206

PubMed: 27928952

WoS: 000407271800011

Scopus: 2-s2.0-85027877786
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/2132
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