Potential new inorganic antitumour agents from combining the anticancer traditional Chinese medicine (TCM) liriodenine with metal ions, and DNA binding studies

Abstract

Liriodenine (), an active component of the anticancer traditional Chinese medicine (TCM), was isolated from Zanthoxylum nitidum. Its reactions with Pt(II) and Ru(II) afforded three metal complexes: cis-[PtCl2(L)] (), cis-[PtCl2(L)(DMSO)] (), and cis-[RuCl2(L)(DMSO)2].1.5H2O (), the crystal structures of , and were determined by single-crystal X-ray diffraction methods. These complexes were fully characterized by elemental analysis, IR spectrophotometry, 1H and 13C NMR spectroscopies, and ES mass spectrometry. The in vitro cytotoxicity of and complexes against 11 human tumour cell lines was assayed. The metal-based compounds exhibit enhanced cytotoxicity vs. free , suggesting that these compounds display synergy in the combination of metal ions and liriodenine. The binding properties of and its complexes to ct-DNA were investigated through UV-vis, fluorescence, CD spectra, viscosity and agarose gels electrophoretic measurements.

Multiplex Detection of Endonucleases by Using a Multicolor Gold Nanobeacon

“…[49] In these experiments, the enzyme activity was determined by comparing the fluorescence intensity obtained from an inhibitor-containing solution with that from the blank solution. The larger the decrease in fluorescence intensity, the stronger the inhibitory effect.…”

Review on pharmacological activities of liriodenine

“…Furthermore, Pt(II) and Ru(II) were chosen for the synthesis of metal complexes with liriodenine as ligand. The antitumoral activities against a series of human tumor cell lines in vitro showed that these complexes exhibit higher antitumor activities than liriodenine or cisplatin does (Chen et al, 2009). These results demonstrated that the metal complexes of planar liriodenine reinforce the DNA-binding ability.…”

“…This alkaloid was isolated for the first time from Liriodendron tulipifera L., and was subsequently isolated from plant species of many genera (Warthen et al, 1969), mainly found in the families of Magnoliaceae, Annonaceae, Rutaceae, Monimiaceae, and Menispermaceae (Bentley, 2001;Hsieh et al, 2005;Lan et al, 2003;Lin et al, 1994;Nissanka et al, 2001;Woo et al, 1997;Wu et al, 1990). This has a wide range of pharmacological activities, such as activity against Grampositive bacteria (Camacho et al, 2000;Li et al, 2009;Mohamed et al, 2010;Rahman et al, 2005;Waechter et al, 1999), antifungal (Hufford et al, 1980;Khan et al, 2002), antitumoral (Chen et al, 2009Liu et al, 2009), antiarrhythmic activity (Chang et al, 1996(Chang et al, , 2001Chung et al, 2004), antiviral activities (Mohamed et al, 2010) and antiplatelet actions (Chen et al, 1997;Pyo et al, 2003). The objective of this work was to compile information about liriodenine, which may help researcher to understand the efficacy and potency of this alkaloid.…”

“…Based on the planar character and N-7/O-8 electron donor sites, liriodenine has the coordination capacity by forming chelates with several metal ions such as metal ions to form metal-based function bifunctional compounds with potential synergistic effects on antitumor activity. 2 Cl 2 ], all complexes bind more intensively to the DNA helix than does liriodenine and effectively inhibit topoisomerase I even at a low concentration (≤10 µM) (Liu et al, 2009). Furthermore, Pt(II) and Ru(II) were chosen for the synthesis of metal complexes with liriodenine as ligand.…”

“…Since the success of cis-platin and related platinum complexes as anticancer agents, developing other active transition metal anticancer complexes with better efficiency and new mechanisms of action has attracted many bioinorganic chemists' interest and has became one of the focused research fields of bioinorganic chemistry (Liu et al, 2009). Based on the planar character and N-7/O-8 electron donor sites, liriodenine has the coordination capacity by forming chelates with several metal ions such as metal ions to form metal-based function bifunctional compounds with potential synergistic effects on antitumor activity.…”