Synthesis, spectral characterization of novel Pd(II), Pt(II) π-coordination compounds based on N-allylthioureas. Cytotoxic properties and DNA binding ability

• Published in: Journal of inorganic biochemistry 2017-03, Vol.168, p.98-106
• Main Authors: Repich, H.H., Orysyk, V.V., Palchykovska, L.G., Orysyk, S.I., Zborovskii, Yu. L., Vasylchenko, O.V., Storozhuk, O.V., Biluk, A.A., Nikulina, V.V., Garmanchuk, L.V., Pekhnyo, V.I., Vovk, M.V.
• Format: Article
• Language: English
• Subjects: Anticancer; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Apoptosis - drug effects; Cell Line, Tumor; Cell Survival - drug effects; Coordination Complexes - chemical synthesis; Coordination Complexes - chemistry; Coordination Complexes - pharmacology; Cytotoxicity; DNA - chemistry; DNA interaction; HeLa Cells; Humans; Inhibitory Concentration 50; Palladium; Palladium - chemistry; Platinum; Platinum - chemistry; Thiourea - analogs & derivatives; Thiourea - chemistry; Thioureas; X-Ray Diffraction
• ISSN: 0162-0134; 1873-3344
• DOI: 10.1016/j.jinorgbio.2016.12.004

Four novel Pd2+ and Pt2+ mononuclear π-coordination compounds with general formula [M(HL)1,2Cl2], M=Pd2+, Pt2+ have been synthesized by reaction of [PdCl4]2−, [PtCl4]2− anions with N-allyl-4-morpholinethiocarboxamide (HL1) and N-Allyl-N'-tert-butylthiourea (HL2). All complexes have been characterized by single-crystal X-ray diffraction study and 1H, 13C NMR spectroscopy. Cytotoxic, cytostatic and proapoptotic activities of compounds have been determined in vitro on HeLa cell line and compared with cisplatin as etalon drug. All complex compounds possessed pronounced cytotoxic activity with IC50 indexes in range of 2·10−6–1.5·10−4М (IC50 of cisplatin is 5.7∙10−5М) and showed proapoptotic, cytostatic and antisyntetic influence higher or comparable with cisplatin. The comparative influence of cisplatin and synthesized metal complexes on pTZ19R* plasmid DNA was monitored by agarose gel electrophoresis. All compounds showed high affinity to DNA that correlates with observed cytostatic and proapoptotic levels. In general Pd(II) compounds showed higher activity than Pt(II) ones. Synthesis and characterization of four Pd2+ and Pt2+ π-complexes with N-allylthiourea derivatives have been described. Structures of all compounds were evaluated by single-crystal X-ray diffraction and by H1 and C13 NMR-spectroscopy. All complex compounds possessed pronounced cytotoxic activity “in vitro” and high ability to interaction with DNA. [Display omitted] •Four π-complexes of Pd2+ and Pt2+ with N-allylthiourea derivatives were synthesized.•Structures of all compounds were evaluated by single-crystal X-ray diffraction.•All complexes were additionally characterized by H1 and C13 NMR-spectroscopy.•All complexes showed pronounced cytotoxic, cytostatic and proapoptotic influences.•All complexes demonstrated a high ability to interact with DNA.