Biological activity of complexes derived from pyridine-2-carbaldehyde thiosemicarbazone. Structure of.
Biological studies on [Fe(L)2](NO3).0.5H2O (1), [Fe(L)2][PF6] (2), [Co(L)2](NCS) (3), [Ni(HL)2]Cl2.3H2O (4) and Cu(L)(NO3) (5), where HL=C7H8N4S, pyridine-2-carbaldehyde thiosemicarbazone, have been carried out. The crystal structure of compound 3 has been solved. It consists of discrete monomeric cationic entities containing cobalt(III) ions in a distorted octahedral environment. The metal ion is bonded to one sulfur and two nitrogen atoms of each thiosemicarbazone molecule. The thiocyanate molecules act as counterions. The copper(II) and iron(III) complexes react with reduced glutathione and 2-mercaptoethanol. The reaction of compound 1 with the above thiols causes the reduction of the metal ion and bis(thiosemicarbazonato)iron(II) species are obtained. The redox activity, and in particular the reaction with cell thiols, seems to be related to the cytotoxicity of these complexes against Friend erithroleukemia cells and melanoma B16F10 cells.
García-Tojal
J
J
Departamento de Química, Universidad de Burgos, Spain.
García-Orad
A
A
Díaz
A A
AA
Serra
J L
JL
Urtiaga
M K
MK
Arriortua
M I
MI
Rojo
T
T
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D018360:Crystallography, X-Ray; D005978:Glutathione / Q000378:metabolism; D006801:Humans; D008623:Mercaptoethanol / Q000378:metabolism; D015394:Molecular Structure; D013882:Thiosemicarbazones / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D013882:Thiosemicarbazones; C013996:2-formylpyridine thiosemicarbazone; D008623:Mercaptoethanol; D005978:Glutathione