768-61-6Relevant academic research and scientific papers
Synthesis and characterization of the anticancer and metal binding properties of novel pyrimidinylhydrazone derivatives
Pape, Veronika F.S.,Türk, Dra,Szab, Pl,Wiese, Michael,Enyedy, Eva A.,Szakcs, Gergely
, p. 18 - 30 (2015/03/05)
Three novel pyrimidinylhydrazones substituted at either the aromatic moiety or at the imine carbon atom were synthesized and characterized by standard analytical methods. All compounds were found to be toxic in the micro- to submicromolar range against a diverse panel of cancer cell lines including multidrug resistant (MDR) derivatives expressing P-glycoprotein (Pgp). UV-visible spectrophotometry experiments demonstrated that the most active compound (3) forms highly stable complexes with iron(III) and copper(II) in a wide pH range with a stronger preference towards iron(III). The redox activity of the iron and copper complexes of ligand 3 was investigated using cyclic voltammetry and was tested with cellular reductants. The impact of reactive oxygen species (ROS) on the mechanism of toxicity was assessed using the ROS-sensitive cell permeable dye 2′,7′-dichlorofluorescin diacetate (DCFDA). Our results demonstrate that the studied pyrimidinylhydrazones form redox-active iron and copper complexes that are capable of producing intracellular ROS, which might lead to cellular damage and cell death in cancer cells regardless of their resistance status.
Mononuclear iron complexes relevant to nonheme iron oxygenases. Synthesis, characterizations and reactivity of Fe-Oxo and Fe-Peroxo intermediates
Thibon, Aurore,Bartoli, Jean-Franois,Bourcier, Sophie,Banse, Frederic
experimental part, p. 9587 - 9594 (2010/03/04)
The new ligand L624E (N,N,N′,N′- tetrakis(5-ethyl-2-pyridylmethyl)ethane-1,2-diamine) was designed as a more robust analog of TPEN (N,N,N′,N′-tetrakis(2-pyridylmethyl)ethane-1, 2-diamine) for which the ability at stabilizing high valent Fe-Oxo and Fe-(hydro)peroxo has been reported. With respect to the latter, the pyridyl β-substituents in L624E do not modify the Fe coordination chemistry. From the FeII precursor, [FeO]2+ and FeIII-(hydro)peroxo intermediates are prepared using the same synthetic methods as those reported for the TPEN analogs. The spectroscopic characteristics of all L624E-Fe complexes are very similar to their TPEN analog. However, [(L624E)FeO]2+ has a greater lifetime than that of [(TPEN)FeO]2+. This can be explained by a restricted bimolecular autodegradation due to the bulkiness provided by the ethyl substituents. Regarding small organic molecule oxidation, [(L624E)FeO]2+ and [(L6 24E)FeOOH]2+ exhibit behaviours that seem to be general for the complexes built with ligands of the TPEN family: [FeO]2+ appears to be efficient to epoxidize olefins, whereas [FeOOH]2+ hydroxylates the aromatic ring of anisole with efficacy. The Royal Society of Chemistry 2009.
BASIC AMINE COMPOUND AND USE THEREOF
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Page/Page column 39, (2010/11/24)
Novel amine compounds which are represented by the following formula (1) and efficacious against diseases such as a viral infectious disease with HIV, rheumatism, and cancer metastasis; typically, A 1 and A 2 represent a hydrogen atom or a substitutable monocyclic or polycyclic heteroaromatic ring and W represents a substitutable benzene ring or any group represented by the following formula (10) or (11): where X represents O, CH 2 , C(=O), NR 11 , or CHR 35 and D represents a group represented by the following formula (6): where Q represents a single bond, NR 12 , or a group represented by the formula (13): and Y represents a group represented by the following formula (7) : where z represents a substitutable monocyclic or polycyclic aromatic ring; and B represents -NR 25 R 26 ; and R 1 to R 26 in the above formulae represent a hydrogen atom, an alkyl group, an alkenyl group, or an alkynyl group.
Bleach and oxidation catalyst
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, (2008/06/13)
A bleach and oxidation catalyst is provided comprising a catalytically active iron, manganese or copper complex including a specified pentadentate nitrogen-containing ligand. The metal complex can activate hydrogen peroxide or peroxyacids and provides favourable stain removal properties. In addition, a considerably improved stability of these metal complex compounds in alkaline aqueous environment has been obtained, in particular at the peroxy compound concentrations generally present in the fabric washing liquor.
Substituted 2-acylpyridine-α-(N)-hetarlyhydrazones and medicaments containing the same
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, (2008/06/13)
Substituted 2-acylpyridine-α-(N)-hetarylhydrazones are described, which are suitable as active substances for the treatment of antimicrobial and in particular antimycobacterial diseases, as well as active substances for the treatment of malaria or malignant tumours. The compounds have a marked synergistic activity combined with inhibitors of folate synthase, dihydrofolic acid reductase, DNA-synthesis and RNA-synthesis.
