Topic
Hydrazone
About: Hydrazone is a research topic. Over the lifetime, 4853 publications have been published within this topic receiving 65160 citations. The topic is also known as: hydrazone.
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TL;DR: It is noteworthy that the addition of diimine co-ligands to the copper(II) complex enhanced the cytotoxicity of the compounds, especially against the human prostate adenocarcinoma cell line (PC-3).
Abstract: Four new copper(II) complexes containing triphenylphosphonium conjugated salicylaldehyde-(4-fluorobenzhydrazone), (L) with the formulation [CuL]Cl(1), [Cu(phen)L]Cl(2), [Cu(bpy)L]Cl(3), [Cu(dmbpy)L]Cl(4), (where L = doubly deprotonated hydrazone; phen = 1,10′-phenanthroline; bpy = 2,2′-bipyridine; dmbpy = 5,5′-dimethyl-2,2′-bipyridine) have been synthesized. The compounds were characterized by spectroscopic methods and, in the case of crystalline products, by X-ray crystallography. The topoisomerase I (topo I) inhibition, DNA binding and cleavage activities and cytotoxicity of the compounds were studied. A DNA relaxation study demonstrated that all the copper complexes successfully inhibit topo I enzyme by binding to topo I as the preferred pathway. Complex 1 is the most active with starting inhibitory concentration ≈20 μM. The planarity of the tridentate hydrazone Schiff base ligand and the diimine co-ligands increase the binding affinity to DNA. The presence of the 1,10′-phenanthroline co-ligand in complex 2 induces plasmid DNA (pBR322) cleavage without exogenous agents. It is noteworthy that the addition of diimine co-ligands to the copper(II) complex enhanced the cytotoxicity of the compounds, especially against the human prostate adenocarcinoma cell line (PC-3). Complex 2 exhibits the highest activity against PC-3 with the IC50 value of 2.47 ± 0.37 μM. Annexin V/propidium iodide analysis showed that compound 1 induces apoptotic and necrotic cell death, whereas compound 2–4 work mainly through apoptosis.
25 citations
TL;DR: A series of novel 17-exo-oxadiazole and -thiadiazoles in the Δ(5) androstene series were efficiently synthesized from pregnenolone acetate and pregnadienol one acetate via multistep pathways to enlarge the compound library available for pharmacological studies.
25 citations
TL;DR: In this paper, a ligand pyridoxal 5′-phosphate isonicotinyl hydrazone (PPL-INH) was investigated by 71 Ga, 13 C and 1 H NMR.
25 citations
TL;DR: In this article, the Ni(II) salicyloylhydrazone complex with 2,6-diacetyl pyridine monooxime was shown to have a distorted octahedral N 4 O 2 coordination environment.
25 citations
TL;DR: In this article, a methodology for the coupling of alkenes with aldehyde- or ketone-derived Cbz-hydrazones to form a new C-C bond through a radical process is described.
Abstract: A methodology for the coupling of alkenes with aldehyde- or ketone-derived Cbz-hydrazones to form a new C–C bond through a radical process is described. The sequence comprises an initial in situ generation of a putative iron hydride followed by a hydrogen atom transfer to an alkene, a coupling with a hydrazone, and a final reduction of the nitrogen-centered radical. Hydrogenation of the obtained hydrazines renders amines, including valuable tert-alkyl amines.
25 citations