Synthesis, properties, antitumor and antibacterial activity of new Pt(II) and Pd(II) complexes with 2, 2′-dithiobis(benzothiazole) ligand. Issue 8 (15th April 2017)

• Record Type: Journal Article
• Authors: Rubino, Simona; Busà, Rosalia; Attanzio, Alessandro; Alduina, Rosa; Di Stefano, Vita; Girasolo, Maria Assunta; Orecchio, Santino; Tesoriere, Luisa
• Is Part Of: Bioorganic & medicinal chemistry. Volume 25:Issue 8(2017)
• Page Start: 2378
• Page End: 2386
• Publication Date: 2017-04-15
• Subjects: AO Acridine Orange -- BTA Benzothiazole -- DTBTA 2, 2′-dithiobis(benzothiazole) -- DTT 1, 4-Dithiothreitol -- DMF dimethylformamide -- DMSO dimethylsulfoxide -- EB Ethidium Bromide -- EDTA Ethylenediaminetetraacetic acid -- FACS Fluorescence-Activated Cell Sorting -- FBS Fetal Bovine Serum -- FITC Fluorescein isothiocyanate -- MS Mass Spectrometry -- HESI Heated Electrospray Ionization -- MIC Minimal inhibitory concentration -- MTT 3-(4, 5-dimethyl-2-thiazolyl)bromide-2, 5-diphenyl-2H-tetrazolium -- PBS phosphate buffer -- PI Propidium Iodide -- PS phosphatidylserine -- RPMI Roswell Park Memorial Institute -- TBE Tris/Borate/EDTA -- TLC Thin Layer Chromatography -- TMS tetramethylsilane; Platinum complex -- Palladium complex -- Heterocyclic nitrogen ligand -- Anticancer activity -- Antimicrobial activity; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2017.02.067
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Mono- and binuclear Pt(II) (1 ) and Pd(II) (2 ) complexes with 2, 2′-dithiobis(benzothiazole) ligand were synthesized, structural characterized and their antimicrobial and antitumor activity were studied. Only1 showed a dose- and time-dependent cytotoxic activity and apoptosis against two tumor cell lines MCF-7 and HepG2 but both1 and2 exhibited antimicrobial activity. Highlights: Pt(II) and Pd(II) complexes were synthesized with DTBTA ligand. Complex1 and2 exhibited antimicrobial activity. Only complex1 showed a dose- and time-dependent cytotoxic activity against two tumor cell lines associated to cell apoptosis. Abstract: Mono- and binuclear Pt(II) and Pd(II) complexes with 2, 2′-dithiobis(benzothiazole) (DTBTA) ligand are reported. [Pt(DTBTA)(DMSO)Cl]Cl∙CHCl3 (1 ) and [Pd2 (µ-Cl)2 (DTBTA)2 ]Cl2 (2 ) have been synthesized and structurally characterized by elemental analysis, IR, 1 H and 13 C NMR spectroscopy, MS spectrometry and the content of platinum and palladium was determined using a flame atomic spectrometer. Two different coordination modes of1 and2 complexes were found; in both complexes, the coordination of Pt(II) and Pd(II) ions involves the N(3) atoms of the ligand but the binuclear complex2, is a cis- chloro-bridged palladium complex. Evaluation of their in vitro antitumor activity against two human tumor cell lines human breast cancer (MCF-7) and hepatocellular carcinoma (HepG2); and their antimicrobial activity against Escherichia coli and Kokuria rhizophila was performed. Only complex1 showed a dose- and time-dependent cytotoxic activity against the two tumor cell lines, associated to apoptosis and accumulation of treated cells in G0/G1 phase of cell cycle, while both1 and2 exhibited antimicrobial activity with complex1 much more potent. The study on intracellular uptake in both MCF-7 and HepG2 cell lines revealed that only platinum of complex1 is present inside the cells, suggesting a different mode of action of the two compounds. This was also in agreement with the results obtained for the antitumor and antibacterial activity.