title: Biological activity of complexes derived from thiophene-2-carbaldehyde thiosemicarbazone. Crystal structure of [Ni(C(6)H(6)N(3)S(2))(2)].
abstract: The crystal structure of [Ni(L(III))(2)] (1), where HL(III)=thiophene-2-carbaldehyde thiosemicarbazone, consists of monomeric entities where the nickel(II) ions exhibit distorted square planar geometry. The two bidentate thiosemicarbazone ligands are centrosymmetric. C...S van der Waals' links and nonbonded intramolecular interactions are present in the structure. The biological activity of 1 is compared to that of the free ligand, and the cobalt(III) (2) and copper(II) (3) derivatives. The observed order of cytotoxicity against melanoma B16F10 and Friend erythroleukemia cells is: 1< or =ligand<2<3. A structure-activity correlation using Extended-Hückel MO calculations is described.
authors.affiliation: Departamento de Química, Universidad de Burgos, Plaza Misael Bañuelos s/n, 09001 Burgos, Spain.
authors.forename: J
authors.initials: J
authors.lastname: García-Tojal
authors.forename: J L
authors.initials: JL
authors.lastname: Pizarro
authors.forename: A
authors.initials: A
authors.lastname: García-Orad
authors.forename: A R
authors.initials: AR
authors.lastname: Pérez-Sanz
authors.forename: M
authors.initials: M
authors.lastname: Ugalde
authors.forename: A
authors.initials: A
authors.lastname: Alvarez Díaz
authors.forename: J L
authors.initials: JL
authors.lastname: Serra
authors.forename: M I
authors.initials: MI
authors.lastname: Arriortua
authors.forename: T
authors.initials: T
authors.lastname: Rojo
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004915:Leukemia, Erythroblastic, Acute / Q000188:drug therapy; D008024:Ligands; D008546:Melanoma, Experimental / Q000188:drug therapy; D051379:Mice; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry* / Q000494:pharmacology*; D017550:Spectroscopy, Fourier Transform Infrared; D013876:Thiophenes / Q000737:chemistry* / Q000494:pharmacology*; D013882:Thiosemicarbazones / Q000737:chemistry* / Q000494:pharmacology*; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D008024:Ligands; D009942:Organometallic Compounds; D013876:Thiophenes; D013882:Thiosemicarbazones; C440902:bis(thiophene-2-carbaldehyde thiosemicarbazone)nickel(II); D009532:Nickel